RU2786833C2 - Pyridazinol compound, its derivative, its production method, herbicidal composition containing it, and its use - Google Patents

Abstract

FIELD: agricultural chemistry.

SUBSTANCE: group of inventions relates to the field of agricultural chemicals and includes a pyridazinol compound of the formula I, I-1, their production methods, an herbicidal composition, a method for control of an undesired plant, and the use. In the formula I, X is halogenated C1-C6 alkyl; A is selected from a group consisting of C1-C6 alkyl, C2-C6 alkenyl, C3-C6 cycloalkenyl, 6-14-element aryl, or heteroaryl, or aliphatic heterocyclyl specified in the claims; A is unsubstituted or substituted; where, when it is substituted, each of the specified C1-C6 alkyl and C2-C6 alkenyl is independently substituted with one substitute selected from a group consisting of R-O-(CH₂)_n-(C=O)-(CH₂)_q-(O)_m- and R₁R₂R₃SiO; when it is substituted, each of the specified 6-14-element aryl, heteroaryl, or aliphatic heterocyclyl is substituted with 1-5 substitutes selected from a group consisting of halogen, cyano, nitro, azido, a halogen-containing or not containing group selected from C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, and C3-C6 cycloalkyl-C1-C6 alkyl, R-O-(CH₂)_n-, R-O-(CH₂)_p-O-(CH₂)_q-, R-S-(CH₂)_n-, R-S-(CH₂)_p-S-(CH₂)_q-, R-O-(CH₂)_n-(C=O)-(CH₂)_q-(O)_m-, R-O-(CH₂)_n-(C=O)-(CH₂)_q-(S)_m-, R-S-(CH₂)_n-(C=O)-(CH₂)_q-(O)_m-, R-(C=O)-(CH₂)_n-, R-(C=O)-(CH₂)_n-O-(CH₂)_q-, R-SO-(CH₂)_n-(O)_m-, R-SO₂-(CH₂)_n-(O)_m-, R-SO₂-(CH₂)_n-(NR₃)_m-, R₁R₂N-(CH₂)_n-, R₁R₂N-(CH₂)_n-(C=O)-(CH₂)_q-(O)_m-, R₁R₂N-(CH₂)_n-SO₂-(CH₂)_q-(O)_m-, R₁R₂PO₃-(O)_m-(CH₂)_q-, R₁R₂R₃Si-(CH=CH)_m-(CH₂)_q-, and a group selected from 6-14-element aryl, 6-14-element aryl-C1-C6alkyl, heteroaryl, heteroarylC1-C6alkyl, and aliphatic heterocyclyl, which is

or

, where heteroaryl is selected from pyrrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, and thienyl, each of the specified 6-14-element aryl, 6-14-element aryl-C1-C6alkyl, heteroaryl, heteroarylC1-C6alkyl, and aliphatic heterocyclyl is unsubstituted or substituted with 1-2 same or different substitutes selected from a halogen atom, cyano, C1-C6alkyl, C1-C6alkoxy, C1-C6alkoxycarbonyl, C1-C6 alkylsulfonyl, and C1-C6alkylamino; m, n, and q, each independently, is an integer 0 or 1. In the formula I-1, substitutes are such as specified in the claims.

EFFECT: pyridazinol compound of the formula I, I-1, having herbicidal activity.

,

28 cl, 6 tbl

Description

The field to which the invention relates

The invention relates to the field of agricultural chemicals and, in particular, relates to a pyridazinol compound and its derivatives, to a method for their preparation, their herbicidal compositions and use.

Prerequisites for the creation of the invention

и обладают ингибиторным эффектом на широколиственные сорняки, травянистые сорняки и осоковидные сорняки. Кроме того, пиридазиновые гербициды, такие как Пиридат

, пиридазинол

и подобные, являются ингибиторами фотосистемы II, которые ингибируют фотосинтез путем блокирования электронного транспорта и преобразования световой энергии.Weed control is an essential part of achieving high efficiency agriculture. Various herbicides are currently on the market, such as protoporphyrinogen oxidase inhibitors and photosystem II inhibitors. CN106316962A discloses 3-arylpyridazinone compounds as protoporphyrinogen oxidase inhibitors which have the structure

and have an inhibitory effect on broadleaf weeds, herbaceous weeds and sedge weeds. In addition, pyridazine herbicides such as Pyridate

, pyridazinol

and the like are photosystem II inhibitors that inhibit photosynthesis by blocking electron transport and light energy conversion.

Due to the continuous expansion of the market, weed resistance, herbicide shelf life and herbicide cost-effectiveness, as well as increased attention to environmental protection, there is a great need for continuous research carried out by scientists aimed at developing new herbicides with high efficiency, safety, cost-effectiveness and different mechanism of action.

The essence of the invention

In order to solve the above problems of the prior art, the present invention provides a pyridazinol compound and a derivative thereof, a production method, a herbicidal composition and a use. The compound and derivative, as well as the composition containing it, have a very high herbicidal activity and good selectivity and are safe for crops.

The technical solution adopted by the present invention is as follows:

Pyridazinol compound of formula I or its derivative:

I

where X is halogenated alkyl, cyano, alkyl, alkoxy, halogenated alkoxy, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-, hydroxy or unsubstituted or substituted aryl;

A is selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, aryl, heteroaryl, and aliphatic heterocyclyl, each of which is unsubstituted or substituted; Where,

when it is substituted, each of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or cycloalkylalkyl is independently substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, - (CH ₂ ) _n -O-(CH ₂ ) _p -, -(CH ₂ ) _n -S-(CH ₂ ) _p -, -(CH ₂ ) _n -NR ₃ -(CH ₂ ) _p -, RO- , RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO- (CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S ) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q - (O) _m- , R-(C=O)-, R-(C=S)-, R-(C=O)-(CH ₂ ) _n -O-, R-(C=S)-( CH ₂ ) _n -S-, R-(C=O)-(CH ₂ ) _n -S-, R-(C=S)-(CH ₂ ) _n -O-, R-SO-(CH ₂ ) _n -(O) _m -, R-SO-(CH ₂ ) _n -(S) _m -, R-SO-(CH ₂ ) _n -(NR ₃ ) _m -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(S) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n - (C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ P(O)-(O) _m -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C=N- (O) _m - and R ₁ R ₂ C=N-NH-;

when it is substituted, each of the aryl, heteroaryl, or aliphatic heterocyclyl is substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, halogen-containing or free group selected from alkyl, alkenyl, alkynyl, cycloalkyl , cycloalkenyl and cycloalkylalkyl, a group selected from aryl, arylalkyl, heteroaryl, heteroarylalkyl, aliphatic heterocyclyl and aliphatic heterocyclylalkyl, which is unsubstituted or substituted, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-(CH ₂ ) _q -, RO-(CH ₂ ) _p -S-(CH ₂ ) _q -, RS-(CH ₂ ) _n -, RS-(CH ₂ ) _p -O-(CH ₂ ) _q -, RS- (CH ₂ ) _p -S-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -( C=S)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-( CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(O) _m -, R-(C=O)-(CH ₂ ) _n -, R-(C=S)-(CH ₂ ) _n- , R-(C=O)-(CH ₂ ) _n -O-(CH ₂ ) _q- , R-(C=S)-(CH ₂ ) _n -S-(CH ₂ ) _q- , R -(C=O)-(CH ₂ ) _n -S-(CH ₂ ) _q -, R-(C=S)-(CH ₂ ) _n -O-(CH ₂ ) _q -, R-SO-( CH ₂ ) _n -(O) _m -, R-SO-(CH ₂ ) _n -(S) _m -, R-SO-(CH ₂ ) _n -(NR ₃ ) _m -, R-SO ₂ -( CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(S) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-( CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n - (C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q - (O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ PO ₃ -(O) _m -(CH ₂ ) _q -, R ₁ R ₂ R ₃ SiO-(CH ₂ ) _q -, R ₁ R ₂ R ₃ Si-(CH=CH) _m -(CH ₂ ) _q -, R ₁ R ₂ C=N-(O) _m -(CH ₂ ) _n - and R ₁ R ₂ C=N-NH-(CH ₂ ) _n -;

m is 0 or 1, n and q are independently an integer from 0 to 8, p is an integer from 1 to 8;

R is hydrogen, a halogen-containing or non-halogenated group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and cycloalkylalkyl, or a group selected from aryl, arylalkyl, heteroaryl and heteroarylalkyl which is unsubstituted or substituted;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen-containing or not containing a group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkoxyalkyl, alkoxycarbonyl, alkylsulfanylcarbonyl, alkylsulfonyl, alkylsulfonylalkyl, alkylcarbonyl, alkylcarbonylalkyl, alkylcarbonyloxy, alkylamino, alkylaminocarbonyl, alkoxyaminocarbonyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, trialkylsilyl and dialkylphosphonyl, or a group selected from aryl , arylalkyl, aryloxy, arylalkyloxy, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroarylalkyl, heteroaryloxy, heteroarylalkyloxy, heteroaryloxyalkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclylalkyl, aliphatic heterocyclyloxy, aliphatic heterocyclylalkoxy, aliphatic heterocyclyloxyalkyl, aliphatic heterocyclylcarbonyl and aliphatic heterocyclylsulfonyl, which is unsubstituted or substituted; or R ₁ R ₂ N- forms a 5-6 membered heterocyclyl.

In the context of this application, the term "heteroaryl" refers to an aromatic group, where one or more ring atoms, preferably 1, 2, 3 or 4 ring atoms, are heteroatoms selected from N, O and S, for example, 5-14-membered heteroaryl , 5-10 membered heteroaryl, 5-9 membered heteroaryl, or 5-6 membered heteroaryl. And, when the heteroaryl ring member includes an N atom, the heteroaryl substituted with a substituent on the N atom is also included within the scope of the heteroaryl. In a preferred embodiment, the substituent is selected from hydrogen, nitro, hydroxy, amino, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl , C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C1~C6 alkoxy, C2~C6 alkenyloxy, C2~C6 alkynyloxy, C3~C6 cycloalkyloxy, C1~C6 alkoxy-C1~C6 alkyl, C1~C6 alkoxycarbonyl , C1~C6 alkylsulfanylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino, C1~C6 alkylaminocarbonyl , C1~C6 alkoxyaminocarbonyl, C1~C6 alkoxycarbonyl-C1~C6 alkyl, C1~C6 alkylaminocarbonyl-C1~C6 alkyl, triC1~C6 alkylsilyl and diC1~C6 alkylphosphonyl, aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1 ~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl- C1~C6 alkyl, aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl and aliphatic heterocyclylsulfonyl, each of aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl , aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl , sulfhydryl, amino and fluoro, chlorine, bromine or no group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl , C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino, and C1~C6 alkylcarbonyloxy.

In a preferred embodiment, X is halogenated C1~C8 alkyl, cyano, C1~C8 alkyl, C1~C8 alkoxy, halogenated C1~C8 alkoxy, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N- , hydroxy, or aryl, said aryl is unsubstituted or substituted with 1~5 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and a halogen-containing or non-halogen group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy;

A is selected from the group consisting of C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, 5-14 membered aryl, 5 -14-membered heteroaryl and 5-14-membered aliphatic heterocyclyl, each of which is unsubstituted or substituted; Where,

when it is substituted, C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, or C3~C8 cycloalkyl-C1~C8 alkyl is substituted with one or more substituents independently selected from the group, consisting of halogen, cyano, nitro, azido, aryl, heteroaryl, said aryl or heteroaryl is unsubstituted or independently substituted with 1~5 groups selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen-containing or free a group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1 ~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy, -(CH ₂ ) _n -O-(CH ₂ ) _p -, -(CH ₂ ) _n -S-(CH ₂ ) _p - , -(CH ₂ ) _n -NR ₃ -(CH ₂ ) _p -, RO-, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO-(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=O )-(O) _m -, RO-(CH ₂ ) _n -(C=O)-, RS-(C=S)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=S)-(S) _m -, RS-(CH ₂ ) _n -(C=S)-, RO-(C=O)-(CH ₂ ) _q -(S) _m -, RO- (CH ₂ ) _n -(C=O)-(S) _m -, RO-(C=S)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S )-(O) _m -, RO-(CH ₂ ) _n -(C=S)-, RS-(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=O)-(O) _m -, RS-(CH ₂ ) _n -(C=O)-, RO-(C=S)-(CH ₂ ) _q -(S) _m -, RO- (CH ₂ ) _n -(C=S)-(S) _m -, RS-(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O )-(S) _m -, RS-(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(O) _m -, R- (C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R -(C=S)-O-, R-SO-(O) _m -, R-SO-(S) _m -, R-SO-(NR ₃ ) _m -, R-SO ₂ -(O) _m -, R-SO ₂ -(S) _m -, R-SO ₂ (NR ₃ ) _m -, R ₁ R ₂ N-, R ₁ R ₂ NO-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-, R ₁ R ₂ NO-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ NO-(CH ₂ ) _q -(NR ₃ ) _m - , R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(S) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N -(CH ₂ ) _n -SO ₂ -(S) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n - SO ₂ -(NR ₃ ) _m -, R ₁ R ₂ P(O)-, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C =N-(O) _m - and R ₁ R ₂ C=N-NH-;

when it is substituted, each of 5-14 membered aryl, 5-14 membered heteroaryl, or 5-14 membered aliphatic heterocyclyl is independently substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, halogen - containing or not containing a group selected from C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl and C3~C8 cycloalkyl-C1~C8 alkyl, aryl, aryl-C1~ C8 alkyl, heteroaryl, heteroaryl-C1~C8 alkyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C8 alkyl, each of aryl, aryl-C1~C8 alkyl, heteroaryl, heteroaryl-C1~C8 alkyl, aliphatic heterocyclyl or aliphatic heterocyclyl-C1 ~C8 alkyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and halogen containing or no group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3 ~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1 ~C8 alkylcarbonyloxy, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-(CH ₂ ) _q -, RO-(CH ₂ ) _p -S-(CH ₂ ) _q -, RS-( CH ₂ ) _n -, RS-(CH ₂ ) _p -O-(CH ₂ ) _q -, RS-(CH ₂ ) _p -S-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C =O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=S) -(CH ₂ ) _q -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -, RS-(C=S)-(CH ₂ ) _q -(S) _m -, RO -(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RO-(C=S)-(CH ₂ ) _q -(O) _m -, RS-(C= O)-(CH ₂ ) _q -(O) _m -, RO-(C=S)-(CH ₂ ) _q -(S) _m -, RS-(C=O)-(CH ₂ ) _q -( S) _m -, RS-(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(S) _m -, RO-(CH ₂ ) _n -(C=S)-(O) _m -, RS-(CH ₂ ) _n -(C=O)-(O) _m -, RO-(CH ₂ ) _n -(C=S) -( S) _m -, RS-(CH ₂ ) _n -(C=O)-(S) _m -, RS-(CH ₂ ) _n -(C=S)-(O) _m -, R-(C= O)-(CH ₂ ) _n- , R-(C=S)-, R-(C=O)-(CH ₂ ) _n -O-(CH ₂ ) _q- , R-(C=S)- (CH ₂ ) _n -S-, R-(C=O)-(CH ₂ ) _n -S-, R-(C=S)-(CH ₂ ) _n -O-, R-(C=S) -S-(CH ₂ ) _q -, R-(C=O)-S-(CH ₂ ) _q -, R-(C=S)-O-(CH ₂ ) _q -, R-SO-(O ) _m -, R-SO-(S) _m -, R-SO-(NR ₃ ) _m -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(S) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R-SO-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N -(CH ₂ ) _n -O-(CH ₂ ) _q -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n - (C=O)-(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n - SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(NR ₃ ) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _n -(O) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _n - (S) _m -, R ₁ R ₂ N-(C=O) -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-, R ₁ R ₂ NO-(CH ₂ ) _q -, R ₁ R ₂ P(O)-(O) _m -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C=N- (O) _m - and R ₁ R ₂ C=N-NH-;

m is 0 or 1, n and q are independently an integer between 0 and 6, p is an integer between 1 and 6;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, and C3~C8 cycloalkyl-C1~C8 alkyl, aryl, aryl-C1~C8 alkyl, heteroaryl or heteroaryl-C1~C8 alkyl, each of aryl, aryl-C1~C8 alkyl, heteroaryl or heteroaryl-C1~C8 alkyl is unsubstituted or substituted with 1~5 substituent groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen containing or no group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2 ~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen containing or not containing a group selected from C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C1~C8 alkoxy, C2~C8 alkenyloxy, C2~C8 alkynyloxy, C3~C8 cycloalkyloxy, C1~C8 alkoxy-C1~C8 alkyl, C1~C8 alkoxycarbonyl, C1~C8 alkylcarbonyl-C1~C8 alkyl, C1~C8 alkylsulfanylcarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylsulfonyl-C1~C8 alkyl, C1~C8 alkylcarbonyl, C1~C8 alkylcarbonyloxy, C1~C8 alkylamino, C1~C8 alkylaminocarbonyl, C1~C8 alkoxyaminocarbonyl, C1~C8 alkoxycarbonyl-C1~C8 alkyl, C1~C8 alkylaminocarbonyl-C1~C8 alkyl, triC1~C8 alkylsilyl and diC1~C8 alkylphosphonyl, aryl, aryl-C1~C8 alkyl, aryloxy, aryl-C1~ C8 alkyloxy, aryloxy-C1~C8 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C8 alkyl, heteroaryloxy, heteroaryl-C1~C8 alkyloxy, heteroaryloxy-C1~C8 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1 ~C8 alkyl, aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C8 alkyloxy, aliphatic heterocyclyloxy-C1~C8 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl, each of heterocyclyl-C1~C8 alkyl, aliphatic heterocyclyloxy aryl, aryl-C1~C8 alkyl, aryloxy , aryl-C1~C8 alkyloxy, aryloxy-C1~C8 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C8 alkyl, heteroaryloxy, heteroaryl-C1~C8 alkyloxy, heteroaryloxy-C1~C8 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl , aliphatic, aliphatic heterocyclyl-C1~C8 alkyloxy, aliphatic heterocyclyloxy-C1~C8 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen-containing or group-free selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy; or R ₁ R ₂ N- forms a 5-6 membered heterocyclyl;

the derivative is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of Formula I.

In a preferred embodiment, X is a halogenated C1~C6 alkyl;

A is selected from the group consisting of C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, 5-14 membered aryl, 5 -14-membered heteroaryl and 5-14-membered aliphatic heterocyclyl, each of which is unsubstituted or substituted; Where,

when it is substituted, each of C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl or C3~C6 cycloalkyl-C1~C6 alkyl is substituted with one or more substituents independently selected from a group consisting of halogen, cyano, nitro, azido, aryl, heteroaryl, said aryl or heteroaryl is unsubstituted or substituted by 1~3 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen-containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl , C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy, -(CH ₂ ) _n -O-, -(CH ₂ ) _n -S-, -(CH ₂ ) _n -NR ₃ -, RO-, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S -, RO-(CH ₂ ) _n -(C=O)-, RS-(C=S)-, RO-(C=S)-, RS-(C=O)-, R-(C=O )-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C= S)-O-, R-SO-, R-SO ₂ -, R ₁ R ₂ N-, R ₁ R ₂ NO-, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N- SO ₂ -, R ₁ R ₂ P(O)-, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH)-, R ₁ R ₂ R ₃ Si-, R ₁ R ₂ C=N-(O)-, R ₁ R ₂ C=N- and R ₁ R ₂ C=N-NH-;

when it is substituted, each of 5-14 membered aryl, 5-14 membered heteroaryl or 5-14 membered aliphatic heterocyclyl is substituted with one or more substituents independently selected from the group consisting of halogen, cyano, nitro, azido, halogen - containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl and C3~C6 cycloalkyl-C1~C6 alkyl, aryl, aryl-C1~ C6 alkyl, heteroaryl, heteroaryl-C1~C6 alkyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl, each of aryl, aryl-C1~C6 alkyl, heteroaryl, heteroaryl-C1~C6 alkyl, aliphatic heterocyclyl or aliphatic heterocyclyl-C1 ~C6 alkyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and halogen containing or no group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3 ~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1 ~C6 alkylcarbonyloxy, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-(CH ₂ ) _n -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RS-(C=S)-(S) _m -, RO-(C=S)-(O) _m -, RS-(CH ₂ ) _n -(C=O)-(O) _m -, RO-(C=S)-(S) _m -, RS-(C=O)-(S) _m -, RS-(C=S )-(O) _m -, RS-(C=S)-(CH ₂ ) _q -, RO-(C=S)-(CH ₂ ) _q -, RS-(C=O)-(CH ₂ ) _q -, RS-(CH ₂ ) _n -(C=S)-, RO-(CH ₂ ) _n -(C=S)-, RS-(CH ₂ ) _n -(C=O)-, R- (C=O)-(CH ₂ ) _n- , R-(C=S)-, R-(C=O)-(CH ₂ ) _n -O-(CH ₂ ) _q- , R-(C= S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(CH ₂ ) _n -, R-SO ₂ -(CH ₂ ) _n - (O) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ NO-, R ₁ R ₂ N- (C=O)-(CH ₂ ) _q- (O) _m- , R ₁ R ₂ N-(C=O)-(S) _m- , R ₁ R ₂ N-(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _p -(C=O)- , R ₁ R ₂ N-(CH ₂ ) _p -O-, R ₁ R ₂ NO-(CH ₂ ) _p -, R ₁ R ₂ P(O)-, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-, R ₁ R ₂ R ₃ Si-CH=CH-, R ₁ R ₂ C=N-, R ₁ R ₂ C=NO- and R ₁ R ₂ C=N-NH-;

m is 0 or 1, n and q are each independently an integer from 0 to 4, p is an integer from 1 to 4;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, and C3~C6 cycloalkyl-C1~C6 alkyl, aryl, aryl-C1~C6 alkyl, heteroaryl or heteroaryl-C1~C6 alkyl, each of aryl, aryl-C1~C6 alkyl, heteroaryl or heteroaryl-C1~C6 alkyl is unsubstituted or substituted with 1~3 groups independently selected from halogen , cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and a halogen-containing or non-halogen group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~ C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy;

;R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C1~C6 alkoxy, C2~C6 alkenyloxy, C2~C6 alkynyloxy, C3~C6 cycloalkyloxy, C1~C6 alkoxy-C1~C6 alkyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfanylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino, C1~C6 alkylaminocarbonyl, C1~C6 alkoxyaminocarbonyl, C1~C6 alkoxycarbonyl-C1~C6 alkyl, C1~C6 alkylaminocarbonyl-C1~C6 alkyl, triC1~C6 alkylsilyl and diC1~C6 alkylphosphonyl, aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~ C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1 ~C6 alkyl, aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl, each of said aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl , aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl is unsubstituted or substituted with 1~3 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and a halogen-containing or group-free group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy , C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy; or R ₁ R ₂ N- is

;

aryl selected from

heteroaryl selected from

R' represents hydrogen, nitro, hydroxy, amino, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C3~ C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C1~C6 alkoxy, C2~C6 alkenyloxy, C2~C6 alkynyloxy, C3~C6 cycloalkyloxy, C1~C6 alkoxy-C1~C6 alkyl, C1~C6 alkoxycarbonyl, C1~ C6 alkylsulfanylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino, C1~C6 alkylaminocarbonyl, C1~ C6 alkoxyaminocarbonyl, C1~C6 alkoxycarbonyl-C1~C6 alkyl, C1~C6 alkylaminocarbonyl-C1~C6 alkyl, triC1~C6 alkylsilyl and diC1~C6 alkylphosphonyl, aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy , aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl, aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl, each of said aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1~C6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl, aliphatic heterocyclyloxy, aliphatic heterocyclyl-C1~C6 alkyloxy, aliphatic heterocyclyloxy-C1~C6 alkyl, aliphatic heterocyclylcarbonyl or aliphatic heterocyclylsulfonyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, sulfhydryl , amino and fluoro, chloro, bromine or no group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2 ~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy;

aliphatic heterocyclyl selected from

;

;

the derivative is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of formula I, including its ester, oxime, hydroxylamine and ether.

In a preferred embodiment, X is a halogenated C1~C6 alkyl;

A is selected from the group consisting of C1~C6 alkyl, C2~C6 alkenyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, 5-14 membered aryl, 5-14 membered heteroaryl, and 5-14 membered aliphatic heterocyclyl, each of which is unsubstituted or substituted; Where,

when it is substituted, C1~C6 alkyl, C2~C6 alkenyl, C3~C6 cycloalkyl or C3~C6 cycloalkenyl is substituted with one or more substituents independently selected from RO-(CH ₂ ) _n -(C=O)- and R ₁ R ₂ R ₃ SiO-;

when it is substituted, 5-14 membered aryl, 5-14 membered heteroaryl, or 5-14 membered aliphatic heterocyclyl is substituted with one or more substituents independently selected from the group consisting of halogen, cyano, nitro, azido, halogen-containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C6 alkyl, aryl, aryl-C1~C6 alkyl, heteroaryl, heteroaryl- C1~C6 alkyl, aliphatic heterocyclyl, aliphatic heterocyclyl-C1~C6 alkyl, each of said aryl, aryl-C1~C6 alkyl, heteroaryl, heteroaryl-C1~C6 alkyl, aliphatic heterocyclyl or aliphatic heterocyclyl-C1~C6 alkyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and a halogen-containing or non-halogen group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkyl-C1~ C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-, RS-(CH ₂ ) _n -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO- (CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O)-, R-(C=O)-(CH ₂ ) _n -, R-(C=O)-(CH ₂ ) _n -O-(CH ₂ ) _q -, R-SO-(CH ₂ ) _n -, R-SO ₂ -(CH ₂ ) _n -( O) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q - , R ₁ R ₂ P(O)- and R ₁ R ₂ R ₃ Si-;

m is 0 or 1, n and q are each independently an integer from 0 to 4, p is an integer from 1 to 4;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, and C3~C6 cycloalkyl-C1~C6 alkyl, 5-14 membered aryl, 5-14 membered aryl-C1~C4 alkyl or 5-14 membered heteroaryl, each of said 5-14 membered aryl, 5-14 membered aryl-C1~C4 alkyl or 5-14 membered heteroaryl is unsubstituted or substituted with 1~3 groups independently selected from halogens;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C1~C6 alkoxy, C1~C6 alkoxy-C1~C6 alkyl, C1~C6 alkoxycarbonyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl and C1~C6 alkylcarbonyloxy, 5-14 membered aryl, 5-14 5-14 membered aryl-C1-C6 alkyl, 5-14-membered aryloxy, 5-14-membered arylcarbonyl, 5-14-membered heteroaryl, 5-14-membered heteroaryl-C1-C6 alkyl, 5-14-membered heteroaryloxy, 5 -14-membered heteroarylcarbonyl or 5-14-membered aliphatic heterocyclylcarbonyl, each of the specified 5-14-membered aryl, 5-14-membered aryl-C1~C6-alkyl, 5-14-membered aryloxy, 5-14-membered arylcarbonyl, 5-14 membered heteroaryl, 5-14 membered heteroaryl-C1~C6 alkyl, 5-14 membered heteroaryloxy, 5-14 membered heteroarylcarbonyl or 5-14 membered aliphatic heterocyclylcarbonyl is unsubstituted or substituted by 1~3 groups, independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and halogen-containing or non-halogen group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl , C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino, and C1~C6 alkylcarbonyloxy; or R ₁ R ₂ N- is

aryl selected from

heteroaryl selected from

R' represents hydrogen, fluoro, chloro or bromine containing or not containing a group selected from C1~C6 alkyl, C1~C6 alkoxy C1~C6 alkyl, C1~C6 alkoxycarbonyl and C1~C6 alkylcarbonyl, aliphatic heterocyclyl, phenyl or benzyl;

aliphatic heterocyclyl selected from

the derivative is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of formula I, including its ester, oxime, hydroxylamine and ether.

In a preferred embodiment, X is a halogenated C1~C4 alkyl;

A is selected from the group consisting of C1~C4 alkyl, C2~C4 alkenyl, C3~C6 cycloalkyl, C3~C6 cycloalkenyl, 5-14 membered aryl, 5-14 membered heteroaryl, and 5-14 membered aliphatic heterocyclyl, each of which is unsubstituted or substituted; Where,

when it is substituted, C1~C4 alkyl, C2~C4 alkenyl, C3~C6 cycloalkyl, or C3~C6 cycloalkenyl is substituted with one or more substituents independently selected from RO-(C=O)- and R ₁ R ₂ R ₃ SiO- ;

when it is substituted, 5-14 membered aryl, 5-14 membered heteroaryl, or 5-14 membered aliphatic heterocyclyl is substituted with one or more substituents independently selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, nitro , azido, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C4 alkyl, aryl , aryl-C1~C4 alkyl, heteroaryl, heteroaryl-C1~C4 alkyl, aliphatic heterocyclyl, each of said aryl, aryl-C1~C4 alkyl, heteroaryl, heteroaryl-C1~C4 alkyl or aliphatic heterocyclyl is unsubstituted or substituted by 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, hydroxy and fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C1~C4 alkoxy, C1~C4 alkoxycarbonyl, C1~C4 alkylsulfonyl and C1~C4 alkylamino, RO-(CH ₂ ) _n -, RO-CH ₂ -O-, RS-(CH ₂ ) _n -, RO-(CH ₂ ) _n -(C=O)-, RO-( CH ₂ ) _n -(C=O)-O-, RO-(C=O)-(CH ₂ ) _q -O-, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -S-, RS-(CH ₂ ) _n -(C=O)-, R-(C=O)-(CH ₂ ) _n -, R-(C=O)-O-(CH ₂ ) _q - , R-(C=O)-(CH ₂ ) _n -O-, R-SO-(CH ₂ ) _n -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -NR ₃ -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -O- , R ₁ R ₂ N-(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q- , R ₁ R ₂ P(O)- and R ₁ R ₂ R ₃ Si-;

m is 0 or 1, n and q are each independently the integer 0, 1, 2 and 3, p is the integer 1, 2 and 3;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, and C3~C6 cycloalkyl-C1~C4 alkyl, 5-14 membered aryl, 5-14 membered aryl-C1~C2 alkyl or 5-6 membered heteroaryl, each of said 5-14 membered aryl, 5-14 membered aryl-C1~C2 alkyl or 5-6 membered heteroaryl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine and bromine;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl, C1~C4 alkoxy, C1~C4 alkoxyC1~C4 alkyl, C1~C4 alkoxycarbonyl, C1~C4 alkylcarbonyl, C1~C4 alkylcarbonyl-C1~C4 alkyl and C1~C4 alkylcarbonyloxy, 5-14 membered aryl, 5-14 membered aryloxy, 5-14 membered arylcarbonyl, 5-6 membered heteroaryl, 5-6 membered heteroaryl-C1~C4 alkyl or 5-6 membered heteroarylcarbonyl, each of the specified 5-14 membered aryl, 5-14 membered aryloxy, 5-14 membered arylcarbonyl, 5-6 membered heteroaryl, 5-6 membered heteroaryl-C1~C4 alkyl or 5-6 membered heteroarylcarbonyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, C1~C4 alkyl, C1~C4 alkoxy, C1~C4 alkylamino and C3~C6 cycloalkyl; or R ₁ R ₂ N- is

aryl selected from

heteroaryl selected from

, фенила или бензила;R' represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C1~C4 alkoxy C1~C4 alkyl, C1~C4 alkoxycarbonyl and C1~C4 alkylcarbonyl,

, phenyl or benzyl;

и

;aliphatic heterocyclyl selected from

And

;

The derivative is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of Formula I, including its ester, oxime, hydroxylamine and ether.

In a preferred embodiment, X is CH ₂ F, CHF ₂ , CF ₃ or CF ₂ CF ₃ ;

незамещенный или замещенный 5-14-членный арил, незамещенный или замещенный 5-14-членный гетероарил или незамещенный или замещенный 5-14-членный алифатический гетероциклил; гдеA is methyl, ethyl,

unsubstituted or substituted 5-14 membered aryl, unsubstituted or substituted 5-14 membered heteroaryl, or unsubstituted or substituted 5-14 membered aliphatic heterocyclyl; Where

said substituted 5-14 membered aryl, substituted 5-14 membered heteroaryl or substituted 5-14 membered aliphatic heterocyclyl is a 5-14 membered aryl, 5-14 membered heteroaryl or 5-14 membered aliphatic heterocyclyl which substituted with one or more substituents independently selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, nitro, azido, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~ C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C2 alkyl, phenyl, pyrrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, pyrimidinyl , benzyl, tetrahydropyranyl, thienylmethyl, each of said phenyl, pyrrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, pyrimidinyl, benzyl, tetrahydropyranyl, thienylmethyl is unsubstituted or substituted by 1~ 3 groups independently selected from fluorine, chlorine, bromine, cyano, hydroxy and fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C1~C4 alkoxy, C1~C4 alkoxycarbonyl, C1~C4 alkylsulfonyl and C1~C4 alkylamino, RO-, RO-CH ₂ -, RO-CH ₂ CH ₂ -, RO-CH ₂ -O-, RO-(C=O)-, RO-CH ₂ -(C=O) -, RO-CH ₂ -(C=O)-O-, RO-(C=O)-CH ₂ -O-, RO-(C=O)-CH ₂ CH ₂ -O-, RO-(C =O)-CH ₂ -S-, RO-CH ₂ -(C=O)-S-, RO-CH ₂ -(C=O)-CH ₂ -S-, RS-CH ₂ -, RS-, RS-(C=O)-, RS-CH ₂ -(C=O)-, R-(C=O)-CH ₂ -, R-(C=O)-, R-(C=O)- O-CH ₂ -, R-(C=O)-CH ₂ -O-, R-(C=O)-CH ₂ CH ₂ -O-, R-(C=O)-O-, R-SO -CH ₂ -, R-SO-, R-SO ₂ -CH ₂ -O-, R-SO ₂ -CH ₂ -, R-SO ₂ -O-, R-SO ₂ -, R-SO ₂ -CH ₂ -NR ₃ -, R-SO ₂ -NR ₃ -, R ₁ R ₂ N-CH ₂ -, R ₁ R ₂ N-, R ₁ R ₂ N-(C=O) -CH ₂ -, R ₁ R ₂ N-(C=O)-CH ₂ -O-, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-(C=O)-NR ₃ -, R ₁ R ₂ N -CH ₂ -SO ₂ -, R ₁ R ₂ N-CH ₂ -SO ₂ -CH ₂ -, R ₁ R ₂ N-SO ₂ -CH ₂ -, R ₁ R ₂ N-SO ₂ -, R ₁ R ₂ P(O)- and R ₁ R ₂ R ₃ Si-;

R represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C2 alkyl , phenyl, benzyl or thienyl, each of said phenyl, benzyl or thienyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine and bromine;

или

;R ₁ , R ₂ , R ₃ each independently represents hydrogen, fluoro, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl, C1~C4 alkoxy, C1~C4 alkoxy-C1~C2 alkyl, C1~C4 alkoxycarbonyl, C1~C4 alkylcarbonyl, C1~C4 alkylcarbonyl-C1~C2 alkyl and C1~C4 alkylcarbonyloxy, phenyl, naphthyl, phenoxy, furyl, thienyl, thiadiazolyl, thienylmethyl, pyrazolylmethyl, benzoyl or pyridinylformyl, each of said phenyl, naphthyl, phenoxy, furyl, thienyl, thiadiazolyl, thienylmethyl, pyrazolylmethyl, benzoyl or pyridinylformyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, C1~C4 alkyl, C3~C6 cycloalkyl, C1~C4 alkoxy and C1~C4 alkylamino; or R ₁ R ₂ N- is

or

;

5-14 membered aryl selected from

heteroaryl selected from

, фенил или бензил;R' represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C1~C4 alkoxy C1~C2 alkyl, C1~C4 alkoxycarbonyl and C1~C4 alkylcarbonyl,

, phenyl or benzyl;

aliphatic heterocyclyl is

the derivative is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of Formula I, including its ester, oxime, hydroxylamine and ether.

In a preferred embodiment, X is halogenated alkyl, cyano, alkyl, alkoxy, halogenated alkoxy, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-, hydroxy or unsubstituted or substituted aryl;

A is selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, aryl, and heteroaryl, each of which is unsubstituted or substituted; Where,

when it is substituted, each of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or cycloalkylalkyl is substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, -( CH ₂ ) _n -O-(CH ₂ ) _p -, -(CH ₂ ) _n -S-(CH ₂ ) _p -, -(CH ₂ ) _n -NR ₃ -(CH ₂ ) _p -, RO-, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO-( CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S) _m -, RO -(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(O) _m - , RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -( O) _m- , R-(C=O)-, R-(C=S)-, R-(C=O)-(CH ₂ ) _n -O-, R-(C=S)-(CH ₂ ) _n -S-, R-(C=O)-(CH ₂ ) _n -S-, R-(C=S)-(CH ₂ ) _n -O-, R-SO-(CH ₂ ) _n -(O) _m -, R-SO-(CH ₂ ) _n -(S) _m -, R-SO-(CH ₂ ) _n -(NR ₃ ) _m -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(S) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(S) _m - , R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O) -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n - (C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m - , R ₁ R ₂ PO ₃ -(O) _m -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C=N-(O) _m - and R ₁ R ₂ C=N-NH-;

when it is substituted, each aryl or heteroaryl is substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, halogen-containing or free group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and cycloalkylalkyl, a group selected from aryl, arylalkyl, heteroaryl, heteroarylalkyl, which is unsubstituted or substituted, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-(CH ₂ ) _q -, RO-(CH ₂ ) _p -S-(CH ₂ ) _q -, RS-(CH ₂ ) _n -, RS-(CH ₂ ) _p -O-(CH ₂ ) _q -, RS-(CH ₂ ) _p -S-( CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S)- (CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=S )-(CH ₂ ) _q -(O) _m -, R-(C=O)-(CH ₂ ) _n -, R-(C=S)-(CH ₂ ) _n -, R-(C=O )-(CH ₂ ) _n -O-(CH ₂ ) _q -, R-(C=S)-(CH ₂ ) _n -S-(CH ₂ ) _q -, R-(C=O)-(CH ₂ ) _n -S-(CH ₂ ) _q -, R-(C=S) -(CH ₂ ) _n -O-(CH ₂ ) _q -, R-SO-(CH ₂ ) _n -(O) _m -, R-SO-(CH ₂ ) _n -(S) _m -, R-SO-(CH ₂ ) _n -(NR ₃ ) _m -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(S) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ PO ₃ -(O) _m -(CH ₂ ) _q -, R ₁ R ₂ R ₃ SiO-(CH ₂ ) _q -, R ₁ R ₂ R ₃ Si-(CH=CH) _m -(CH ₂ ) _q -, R ₁ R ₂ C=N-(O) _m -(CH ₂ ) _n - and R ₁ R ₂ C=N-NH-(CH ₂ ) _n -;

m is 0 or 1, n and q are independently an integer from 0 to 8, p is an integer from 1 to 8; where m, n, q, p in the above substituents have independently selected values, and these values make the substituents different from each other;

R is hydrogen, a halogen-containing or non-halogen group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and cycloalkylalkyl, or a group selected from aryl, arylalkyl, heteroaryl and heteroarylalkyl which is unsubstituted or substituted;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen-containing or not containing a group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkoxyalkyl, alkoxycarbonyl, alkylsulfanylcarbonyl, alkylsulfonyl, alkylsulfonylalkyl, alkylcarbonyl, alkylcarbonylalkyl, alkylcarbonyloxy, alkylamino, alkylaminocarbonyl, alkoxyaminocarbonyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, trialkylsilyl and dialkylphosphonyl, or a group selected from 6- membered heterocyclyl, aryl, arylalkyl, aryloxy, arylalkyloxy, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroarylalkyloxy, heteroaryloxyalkyl, heteroarylcarbonyl and heteroarylsulfonyl which is unsubstituted or substituted; or R ₁ R ₂ N- forms a 6-membered heterocyclyl.

In a preferred embodiment, X is halogenated C1~C8 alkyl, cyano, C1~C8 alkyl, C1~C8 alkoxy, halogenated C1~C8 alkoxy, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N- , hydroxy, or aryl, said aryl is unsubstituted or substituted with 1~5 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and a halogen-containing or non-halogen group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy;

A is selected from the group consisting of C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, 5-14 membered aryl, and 5 -14-membered heteroaryl, each of which is unsubstituted or substituted; Where,

when it is substituted, C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, or C3~C8 cycloalkyl-C1~C8 alkyl is substituted with one or more substituents independently selected from the group, consisting of halogen, cyano, nitro, azido, aryl, heteroaryl, said aryl or heteroaryl is unsubstituted or independently substituted with 1~5 groups selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen-containing or free a group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1 ~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy, -(CH ₂ ) _n -O-(CH ₂ ) _p -, -(CH ₂ ) _n -S-(CH ₂ ) _p - , -(CH ₂ ) _n -NR ₃ -(CH ₂ ) _p -, RO-, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO-(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=O )-(O) _m -, RO-(CH ₂ ) _n -(C=O)-, RS-(C=S)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=S)-(S) _m -, RS-(CH ₂ ) _n -(C=S)-, RO-(C=O)-(CH ₂ ) _q -(S) _m -, RO- (CH ₂ ) _n -(C=O)-(S) _m -, RO-(C=S)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=S )-(O) _m -, RO-(CH ₂ ) _n -(C=S)-, RS-(C=O)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=O)-(O) _m -, RS-(CH ₂ ) _n -(C=O)-, RO-(C=S)-(CH ₂ ) _q -(S) _m -, RO- (CH ₂ ) _n -(C=S)-(S) _m -, RS-(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O )-(S) _m -, RS-(C=S)-(CH ₂ ) _q -(O) _m -, RS-(CH ₂ ) _n -(C=S)-(O) _m -, R- (C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R -(C=S)-O-, R-SO-(O) _m -, R-SO-(S) _m -, R-SO-(NR ₃ ) _m -, R-SO ₂ -(O) _m -, R-SO ₂ -(S) _m -, R-SO ₂ (NR ₃ ) _m -, R ₁ R ₂ N-, R ₁ R ₂ NO-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-, R ₁ R ₂ NO-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ NO-(CH ₂ ) _q -(NR ₃ ) _m - , R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(S) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N -(CH ₂ ) _n -SO ₂ -(S) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n - SO ₂ -(NR ₃ ) _m -, R ₁ R ₂ PO ₃ -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C=N -(O) _m - and R ₁ R ₂ C=N-NH-;

when it is substituted, each of the 5-14 membered aryl or 5-14 membered heteroaryl is independently substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, azido, halogen-containing or no group selected of C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl and C3~C8 cycloalkyl-C1~C8 alkyl, aryl, aryl-C1~C8 alkyl, heteroaryl, heteroaryl-C1 ~C8 alkyl, each of aryl, aryl-C1~C8 alkyl, heteroaryl or heteroaryl-C1~C8 alkyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen - containing or not containing a group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1 ~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-(CH ₂ ) _q -, RO-(CH ₂ ) _p -S-(CH ₂ ) _q -, RS-(CH ₂ ) _n -, RS-(CH ₂ ) _p -O-(CH ₂ ) _q -, RS-(CH ₂ ) _p -S-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -, RS-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=S)-(CH ₂ ) _q -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -, RO-(C=O )-(CH ₂ ) _q -(O) _m -, RS-(C=S)-(CH ₂ ) _q -(S) _m -, RO-(C=O)-(CH ₂ ) _q -(S ) _m -, RO-(C=S)-(CH ₂ ) _q -(O) _m -, RS-(C=O)-(CH ₂ ) _q -(O) _m -, RO-(C=S )-(CH ₂ ) _q -(S) _m -, RS-(C=O)-(CH ₂ ) _q -(S) _m -, RS-(C=S)-(CH ₂ ) _q -(O ) _m -, RO-(CH ₂ ) _n -(C=O)-(O) _m -, RS-(CH ₂ ) _n -(C=S)-(S) _m -, RO-(CH ₂ ) _n- (C=O)-(S) _m- , RO-(CH ₂ ) _n- (C=S)-(O) _m- , RS-(CH ₂ ) _n- (C=O)-(O ) _m -, RO-(CH ₂ ) _n -(C=S)-(S) _m -, RS-(CH ₂ ) _n -(C=O)-(S) _m -, RS-(CH ₂ ) _n- (C=S)-(O) _m- , R-(C=O)-, R-(C=S)-, R-(C=O)-(CH ₂ ) _n -O-, R -(C=S)-(CH ₂ ) _n -S-, R-(C=O)-(CH ₂ ) _n -S-, R-(C=S)-(CH ₂ ) _n -O-, R-(C=O)-O-(CH ₂ ) _q -, R-(C=S)-S-(CH ₂ ) _q -, R-(C=O)-S-(CH ₂ ) _q - , R-(C=S)-O-(CH ₂ ) _q -, R-SO-(O) _m -, R-SO-(S) _m -, R-SO-(NR ₃ ) _m -, R -SO ₂ -(O) _m -, R-SO ₂ -(S) _m -, R-SO ₂ -(NR ₃ ) _m -, R-SO-(CH ₂ ) _n -, R-SO ₂ -( CH ₂ ) _n -, R ₁ R ₂ N-, R ₁ R ₂ N-(CH ₂ ) _n -O-(CH ₂ ) _q -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O )-(CH ₂ ) _q -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-( O) _m -, R ₁ R ₂ N-(CH ₂ ) _n - (C=O)-(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(S) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(NR ₃ ) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _n -(O) _m -, R ₁ R ₂ N-(C =O)-(CH ₂ ) _n -(S) _m -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-SO ₂ - (CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(S) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _q -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -O-, R ₁ R ₂ NO-(CH ₂ ) _q -, R ₁ R ₂ PO ₃ -(O) _m -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) _m -, R ₁ R ₂ C=N-(O) _m - and R ₁ R ₂ C=N-NH-;

m is 0 or 1, n and q are independently an integer from 0 to 6, p is an integer from 1 to 6; where m, n, q, p in the above substituents have independently selected values, and these values make the substituents different from each other;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, and C3~C8 cycloalkyl-C1~C8 alkyl, aryl, aryl-C1~C8 alkyl, heteroaryl or heteroaryl-C1~C8 alkyl, each of aryl, aryl-C1~C8 alkyl, heteroaryl or heteroaryl-C1~C8 alkyl is unsubstituted or substituted with 1~5 substituent groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen-containing or non-halogen group selected from C1~C8 alkyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2 ~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylamino, and C1~C8 alkylcarbonyloxy;

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, halogen containing or not containing a group selected from C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C1~C8 alkoxy, C2~C8 alkenyloxy, C2~C8 alkynyloxy, C3~C8 cycloalkyloxy, C1~C8 alkoxy-C1~C8 alkyl, C1~C8 alkoxycarbonyl, C1~C8 alkylcarbonyl-C1~C8 alkyl, C1~C8 alkylsulfanylcarbonyl, C1~C8 alkylsulfonyl, C1~C8 alkylsulfonyl-C1~C8 alkyl, C1~C8 alkylcarbonyl, C1~C8 alkylcarbonyloxy, C1~C8 alkylamino, C1~C8 alkylaminocarbonyl, C1~C8 alkoxyaminocarbonyl, C1~C8 alkoxycarbonyl-C1~C8 alkyl, C1~C8 alkylaminocarbonyl-C1~C8 alkyl, triC1~C8 alkylsilyl and diC1~C8 alkylphosphonyl, 6-membered heterocyclyl, aryl, aryl-C1~C8 alkyl, aryloxy , aryl-C1~C8 alkyloxy, aryloxy-C1~C8 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C8 alkyl, heteroaryloxy, heteroaryl-C1~C8 alkyloxy, heteroaryloxy-C1~C8 alkyl, heteroarylcarbonyl or heteroarylsulfonyl, each of the specified 6-membered heterocyclyl, aryl, aryl-C1~C8 alkyl, aryloxy, aryl-C1~C8 alkyloxy, aryloxy-C1~C8 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C8 alkyl, heteroaryloxy, heteroaryl-C1~ C8 alkyloxy, heteroaryloxy-C1~C8 alkyl, heteroarylcarbonyl, or heteroarylsulfonyl is unsubstituted or substituted with 1~5 groups independently selected from halogen, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and a halogen-containing or non-halogen group selected from C1 ~C8 alkyl, C3~C8 cycloalkyl, C5~C8 cycloalkenyl, C3~C8 cycloalkyl-C1~C8 alkyl, C2~C8 alkenyl, C2~C8 alkynyl, C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1 ~C8 alkylsulfonyl, C1~C8 alkylamino and C1~C8 alkylcarbonyloxy; or R ₁ R ₂ N- forms a 6-membered heterocyclyl, with or without other heteroatoms.

In a preferred embodiment, X is a halogenated C1~C6 alkyl;

A is selected from the group consisting of C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, 5-14 membered aryl, and 5 -14-membered heteroaryl, each of which is unsubstituted or substituted; Where,

when it is substituted, each of C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl or C3~C6 cycloalkyl-C1~C6 alkyl is substituted with one or more substituents independently selected from a group consisting of fluorine, chlorine, bromine, cyano, nitro, azido, aryl, heteroaryl, said aryl or heteroaryl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy, -(CH ₂ ) _n -O-, -(CH ₂ ) _n -S-, -(CH ₂ ) _n -NR ₃ -, RO-, RO-(CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO-(C=O)-, RS-(C=S)-, RO-(C=S)-, RS-(C=O) -, R-(C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)- S-, R-(C=S)-O-, R-SO-, R-SO ₂ -, R ₁ R ₂ N-, R ₁ R ₂ NO-, R ₁ R ₂ N-(C=O) -, R ₁ R ₂ N-SO ₂ -, R ₁ R ₂ PO ₃ -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH) -, R ₁ R ₂ R ₃ Si-, R ₁ R ₂ C=N-(O)-, R ₁ R ₂ C=N- and R ₁ R ₂ C=N-NH-;

when it is substituted, each of the 5-14 membered aryl or 5-14 membered heteroaryl is substituted with one or more substituents independently selected from the group consisting of fluoro, chlorine, bromine, cyano, nitro, azido, fluoro, chloro- or bromo containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl and C3~C6 cycloalkyl-C1~C6 alkyl, aryl, aryl- C1~C6 alkyl, heteroaryl, heteroaryl-C1~C6 alkyl, each of aryl, aryl-C1~C6 alkyl, heteroaryl or heteroaryl-C1~C6 alkyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine , cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1 ~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy, RO-, RO-( CH ₂ ) _p -O-, RO-(CH ₂ ) _p -S-, RS-, RS-(CH ₂ ) _p -O-, RS-(CH ₂ ) _p -S-, RO-(C=O )-(O) _m- , RS-(C=S)-(S) _m- , RO-(C=O)-(S) _m- , RO-(C=S)-(O) _m- , RS-(C=O)-(O) _m- , RO-(C=S)-(S) _m- , RS-(C=O)-(S) _m- , RS-(C=S)- (O) _m -, RO-(C=O)-(CH ₂ ) _q -, RS-(C=S)-(CH ₂ ) _q -, RO-(C=S)-(CH ₂ ) _q - , RS-(C=O)-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=O)-, RS-(CH ₂ ) _n -(C=S)-, RO-(CH ₂ ) _n -(C=S)-, RS-(CH ₂ ) _n -(C=O)-, R-(C=O)-, R-(C=S)-, R-(C=O )-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-, R-SO ₂ -, R ₁ R ₂ N-, R ₁ R ₂ NO-, R ₁ R ₂ N-(C=O)-(CH ₂ ) _p -, R ₁ R ₂ N-(C=O)-(O) _m -, R ₁ R ₂ N-(C=O)-(S) _m -, R ₁ R ₂ N-(C=O)-(NR ₃ ) _m -, R ₁ R ₂ N-SO ₂ -(CH ₂ ) _p -, R ₁ R ₂ N-SO ₂ -, R ₁ R ₂ N-(CH ₂ ) _p -(C=O)-, R ₁ R ₂ N-(CH ₂ ) _p -SO ₂ -, R ₁ R ₂ N-(CH ₂ ) _p -O-, R ₁ R ₂ NO-(CH ₂ ) _p -, R ₁ R ₂ PO ₃ -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si -, R ₁ R ₂ R ₃ Si-CH=CH-, R ₁ R ₂ C=N-, R ₁ R ₂ C=NO- and R ₁ R ₂ C=N-NH-;

m is 0 or 1, n and q are each independently an integer from 0 to 4, p is an integer from 1 to 4; where m, n, q, p in the above substituents have independently selected values, and these values make the substituents different from each other;

R is hydrogen, a halogen-containing or non-halogen group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, and C3~C6 cycloalkyl-C1~C6 alkyl, aryl, aryl-C1~C6 alkyl, heteroaryl or heteroaryl-C1~C6 alkyl, each of aryl, aryl-C1~C6 alkyl, heteroaryl or heteroaryl-C1~C6 alkyl is unsubstituted or substituted with 1~3 groups independently selected from halogen , cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and halogen containing or no group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~ C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy;

арил, арил-C1~C6 алкил, арилокси, арил-C1~C6 алкилокси, арилокси-C1~C6 алкил, арилкарбонил, арилсульфонил, гетероарил, гетероарил-C1~C6 алкил, гетероарилокси, гетероарил-C1~C6 алкилокси, гетероарилокси-C1~C6 алкил, гетероарилкарбонил или гетероарилсульфонил, каждый из указанного

арила, арил-C1~C6 алкила, арилокси, арил-C1~C6 алкилокси, арилокси-C1~C6 алкила, арилкарбонила, арилсульфонила, гетероарила, гетероарил-C1~C6 алкила, гетероарилокси, гетероарил-C1~C6 алкилокси, гетероарилокси-C1~C6 алкила, гетероарилкарбонила или гетероарилсульфонила является незамещенным или замещен 1~3 группами, независимо выбранными из фтора, хлора, брома, циано, нитро, гидрокси, карбоксила, сульфгидрила, амино и фтор-, хлор- или бром-содержащей или не содержащей группы, выбранной из C1~C6 алкила, C3~C6 циклоалкила, C5~C6 циклоалкенила, C3~C6 циклоалкил-C1~C6 алкила, C2~C6 алкенила, C2~C6 алкинила, C1~C6 алкокси, C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила, C1~C6 алкилсульфонила, C1~C6 алкиламино и C1~C6 алкилкарбонилокси; или R₁R₂N- представляет собой

R ₁ , R ₂ , R ₃ each independently represents hydrogen, nitro, hydroxy, amino, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl , C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C1~C6 alkoxy, C2~C6 alkenyloxy, C2~C6 alkynyloxy, C3~C6 cycloalkyloxy, C1~C6 alkoxy-C1~C6 alkyl , C1~C6 alkoxycarbonyl, C1~C6 alkylsulfanylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino , C1~C6 alkylaminocarbonyl, C1~C6 alkoxyaminocarbonyl, C1~C6 alkoxycarbonyl-C1~C6 alkyl, C1~C6 alkylaminocarbonyl-C1~C6 alkyl, triC1~C6 alkylsilyl and diC1~C6 alkylphosphonyl,

aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1 ~C6 alkyl, heteroarylcarbonyl or heteroarylsulfonyl, each of the specified

aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1 ~C6 alkyl, heteroarylcarbonyl or heteroarylsulfonyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino and fluorine, chlorine or bromine containing or no group , selected from C1~C6 alkyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~ C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy; or R ₁ R ₂ N- is

aryl selected from

heteroaryl selected from

арил, арил-C1~C6 алкил, арилокси, арил-C1~C6 алкилокси, арилокси-C1~C6 алкил, арилкарбонил, арилсульфонил, гетероарил, гетероарил-C1~C6 алкил, гетероарилокси, гетероарил-C1~C6 алкилокси, гетероарилокси-C1~C6 алкил, гетероарилкарбонил или гетероарилсульфонил, каждый из указанного

арила, арил-C1~C6 алкила, арилокси, арил-C1~C6 алкилокси, арилокси-C1~C6 алкила, арилкарбонила, арилсульфонила, гетероарила, гетероарил-C1~C6 алкила, гетероарилокси, гетероарил-C1~C6 алкилокси, гетероарилокси-C1~C6 алкила, гетероарилкарбонила или гетероарилсульфонила является незамещенным или замещен 1~3 группами, независимо выбранными из фтора, хлора, брома, циано, нитро, гидрокси, карбоксила, сульфгидрила, амино и фтор-, хлор-, бром-содержащей или не содержащей группы, выбранной из C1~C6 алкила, C3~C6 циклоалкила, C5~C6 циклоалкенила, C3~C6 циклоалкил-C1~C6 алкила, C2~C6 алкенила, C2~C6 алкинила, C1~C6 алкокси, C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила, C1~C6 алкилсульфонила, C1~C6 алкиламино и C1~C6 алкилкарбонилокси;R' is hydrogen, nitro, hydroxy, amino, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C5~ C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C1~C6 alkoxy, C2~C6 alkenyloxy, C2~C6 alkynyloxy, C3~C6 cycloalkyloxy, C1~C6 alkoxy-C1~C6 alkyl, C1~C6 alkoxycarbonyl, C1~ C6 alkylsulfanylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino, C1~C6 alkylaminocarbonyl, C1~ C6 alkoxyaminocarbonyl, C1~C6 alkoxycarbonyl-C1~C6 alkyl, C1~C6 alkylaminocarbonyl-C1~C6 alkyl, triC1~C6 alkylsilyl and diC1~C6 alkylphosphonyl,

aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1 ~C6 alkyl, heteroarylcarbonyl or heteroarylsulfonyl, each of the specified

aryl, aryl-C1~C6 alkyl, aryloxy, aryl-C1~C6 alkyloxy, aryloxy-C1~C6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl-C1~C6 alkyl, heteroaryloxy, heteroaryl-C1~C6 alkyloxy, heteroaryloxy-C1 ~C6 alkyl, heteroarylcarbonyl, or heteroarylsulfonyl is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, sulfhydryl, amino, and fluorine, chlorine, bromine or no group , selected from C1~C6 alkyl, C3~C6 cycloalkyl, C5~C6 cycloalkenyl, C3~C6 cycloalkyl-C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~ C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy;

может присоединяться к любому участку (например, C атому) вышеуказанного арила или гетероарила, и когда R’ представляет собой H, он может присоединяться к N атому.Where

can attach to any site (eg C atom) of the above aryl or heteroaryl, and when R' is H, it can attach to N atom.

In a preferred embodiment, X is CH ₂ F, CHF ₂ , CF ₃ or CF ₂ CF ₃ ;

или незамещенную или замещенную группу, которая выбрана из метила, этила, винила, пропенила,

A represents

or an unsubstituted or substituted group which is selected from methyl, ethyl, vinyl, propenyl,

Where

означает, что эта группа замещена одним или несколькими заместителями, независимо выбранными из группы, состоящей из фтора, хлора, брома, циано, R-O-, R-O-(C=O)-, R-(C=O)-, R-(C=O)-O-, R-SO₂-, R₁R₂N-, R₁R₂N-(C=O)-, R₁R₂N-SO₂-, R₁R₂PO₃-, R₁R₂R₃SiO-, R₁R₂R₃Si-(CH=CH)-, R₁R₂R₃Si-, R₁R₂C=N-(O)-, R₁R₂C=N- и R₁R₂C=N-NH-;substituted methyl, ethyl, vinyl, propenyl,

means that this group is substituted with one or more substituents independently selected from the group consisting of fluorine, chlorine, bromine, cyano, RO-, RO-(C=O)-, R-(C=O)-, R-( C=O)-O-, R-SO ₂ -, R ₁ R ₂ N-, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-SO ₂ -, R ₁ R ₂ PO ₃ -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-(CH=CH)-, R ₁ R ₂ R ₃ Si-, R ₁ R ₂ C=N-(O)-, R ₁ R ₂ C=N- and R ₁ R ₂ C=N-NH-;

, который замещен одним или несколькими заместителями, выбранными из группы, состоящей из фтора, хлора, брома, циано, нитро, азидо, фтор-, хлор- или бром-содержащей или не содержащей группы, выбранной из C1~C6алкила и C3~C6 циклоалкила, фенил, бензил, указанный фенил или бензил является незамещенным или замещен 1~3 заместителями, выбранными из фтора, хлора, брома, циано, нитро, амино и фтор-, хлор- или бром-содержащей или не содержащей группы, выбранной из C1~C6 алкила, C3~C6 циклоалкила, C1~C6 алкоксила, C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила, C1~C6 алкилсульфонила, C1~C6 алкиламино и C1~C6 алкилкарбонилокси, R-O-, R-O-(C=O)-, R-(C=O)-, R-(C=O)-O-, R-SO₂-, R₁R₂N-, R₁R₂N-(C=O)-, R₁R₂N-SO₂-, R₁R₂PO₃-, R₁R₂R₃SiO-, R₁R₂R₃Si-, R₁R₂R₃Si-CH=CH-, R₁R₂C=N-, R₁R₂C=N-O- и R₁R₂C=N-NH-;R is substituted

, which is substituted by one or more substituents selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, azido, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl and C3~C6 cycloalkyl , phenyl, benzyl, said phenyl or benzyl is unsubstituted or substituted by 1~3 substituents selected from fluorine, chlorine, bromine, cyano, nitro, amino and fluorine, chlorine or bromine containing or not containing a group selected from C1~ C6 alkyl, C3~C6 cycloalkyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy, RO-, RO-(C=O)-, R-(C=O)-, R-(C=O)-O-, R-SO ₂ -, R ₁ R ₂ N-, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-SO ₂ -, R ₁ R ₂ PO ₃ -, R ₁ R ₂ R ₃ SiO-, R ₁ R ₂ R ₃ Si-, R ₁ R ₂ R ₃ Si-CH \u003d CH-, R ₁ R ₂ C =N-, R ₁ R ₂ C=NO- and R ₁ R ₂ C=N-NH-;

m is 0 or 1, n and q are independently 0, 1 or 2, p is 1 or 2;

R represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl and C3~C6 cycloalkyl, phenyl or benzyl, each of said phenyl or benzyl is unsubstituted or substituted with 1~3 groups, independently selected from fluorine, chlorine, bromine, cyano, nitro, amino and fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl , C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy;

указанный фенил, бензил,

является незамещенным или замещен 1~3 группами, независимо выбранными из фтора, хлора, брома, циано, нитро, амино и фтор-, хлор- или бром-содержащей или не содержащей группы, выбранной из C1~C6 алкила, C3~C6 циклоалкила, C1~C6 алкокси, C1~C6 алкилкарбонила, C1~C6 алкоксилкарбонила, C1~C6 алкилсульфонила, C1~C6 алкиламино и C1~C6 алкилкарбонилокси; или R₁R₂N- представляет собой

;R ₁ , R ₂ , R ₃ each independently represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C1~C6 alkoxy, C1~C6 alkoxy C1~C6 alkyl, C1~C6 alkoxycarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylsulfonyl-C1~C6 alkyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyl-C1~C6 alkyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylamino, C1~C6 alkylaminocarbonyl, C1~C6 alkoxylaminocarbonyl, C1~C6 alkoxylcarbonyl-C1~C6 alkyl and C1~C6 alkylaminocarbonyl-C1~C6 alkyl, phenyl, benzyl,

said phenyl, benzyl,

is unsubstituted or substituted with 1~3 groups independently selected from fluorine, chlorine, bromine, cyano, nitro, amino and fluorine, chlorine or bromine containing or not containing a group selected from C1~C6 alkyl, C3~C6 cycloalkyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, C1~C6 alkoxylcarbonyl, C1~C6 alkylsulfonyl, C1~C6 alkylamino and C1~C6 alkylcarbonyloxy; or R ₁ R ₂ N- is

;

R' is hydrogen or C _1~6 alkyl.

In addition, when X is -CH ₂ Cl in Formula I, A is not -CH ₂ Cl.

представляет собой сельскохозяйственно приемлемую соль или соединение, дериватизированное из 4-гидрокси пиридазинового кольца формулы I, включая его производные, такие как сложный эфир, гидразин, гидроксиламин и простой эфир.In the present invention, the derivative

is an agriculturally acceptable salt or compound derived from the 4-hydroxy pyridazine ring of formula I, including its derivatives such as ester, hydrazine, hydroxylamine and ether.

The agriculturally acceptable salt is a salt commonly used in agricultural chemicals, for example, a pyridazaine compound or a derivative thereof can be processed into an alkali metal salt, an alkaline earth metal salt, or an amine salt, or when an alkali group is present in the molecule, it can be processed , for example, to sulfate, hydrochloride, nitrate, phosphate, etc. When these salts are used as herbicides in agriculture or horticulture, they are also included in the present invention. In the present invention, the "alkali metal salt" may be, for example, sodium salt, potassium salt or lithium salt, preferably sodium salt or potassium salt. In the present invention, the "alkaline earth metal salt" may be, for example, a calcium salt or a magnesium salt, preferably a calcium salt. In the present invention, the "amine salt" may be, for example, a secondary alkylamine salt, a tertiary alkylamine salt, or a quaternary alkylammonium salt; a primary alkanolamine salt, a secondary alkanolamine salt, a tertiary alkanolamine salt, or a quaternary alkanoammonium salt; a primary alkylalkanolamine salt, a secondary alkylalkanolamine salt, a tertiary alkylalkanolamine salt, or a quaternary alkylalkanolamine salt; or a primary alkoxyalkanolamine salt, a secondary alkoxyalkanolamine salt, a tertiary alkoxyalkanolamine salt or a quaternary alkoxyalkanolamine salt, preferably wherein the alkyl, alkanol and alkoxy are independently saturated and independently contain 1-4 carbon atoms, more preferably ethanolamine salt, dimethylethanolamine salt, triethanolamine salt, dimethylamine salt , triethylamine salt, isopropylamine salt, choline salt or diglycolamine salt.

Solvates of the compounds of the invention are also included in the invention.

The compound of the present invention may also have a chiral carbon atom. In this case, the present invention also includes an optical isomer and a mixture of optical isomers in any ratio.

An ester derivative refers to a compound having an ester group formed by derivatization of a 4-hydroxy pyridazine ring, i.e. The M group in Formula I-1 may be acyl, thioacyl, sulfoxide, sulfonyl, phosphoryl, thiophosphoryl, etc., and the other groups are as defined above in Formula I.

(Het представляет собой 5-6-членный гетероциклил, указанный гетероциклил содержит, помимо C атомов и 1-N, 0-3 атома или радикала, указанных далее, с образованием кольца: O, NR_b, C=O, R_a и R_b независимо представляют собой водород или C1～C8 алкил), C1~C8 алкилсульфоксид, C1~C8 алкилсульфонил, C2～C8 алкенилсульфонил, C3～C8 циклоалкилсульфонил, где C1~C8 алкилсульфоксид, C1~C8 алкилсульфонил, C2～C8 алкенилсульфонил или C3～C8 циклоалкилсульфонил необязательно замещен заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из галогена и C1~C8 алкилсульфонила), фенилсульфонил, бензилсульфонил, нафтилсульфонил, где фенилсульфонил, бензилсульфонил или нафтилсульфонил необязательно замещен заместителем [заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена, C1~C8 алкила, галогенированного C1~C8 алкила, циано, C1~C8 алкилкарбонила, C1~C8 алкоксикарбонила, нитро, C1~C8 алкокси, галогенированного C1~C8 алкокси, C1~C8 алкилсульфонила, аминоформила, необязательно замещенного заместителем (заместитель представляет собой C1~C8 алкил), фенокси, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C3～C8 циклоалкила и C1~C8 алкоксикарбонила), C2～C8 алкенилоксисульфонила, необязательно замещенного заместителем {заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из C3～C8 циклоалкила, циано и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}, C3～C8 циклоалкенилоксисульфонила, необязательно замещенного заместителем {заместитель представляет собой 1~2 одинаковых или отличных друг от друга заместителя, выбранных из оксо и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)} и 5- или 6-членного гетероциклилоксисульфонила, необязательно замещенного заместителем {кольцо гетероциклила содержит 1 атом азота, атом кислорода или атом серы и может дополнительно содержать 1-2 атома азота, заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, фенокси необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C3～C8 циклоалкила и C1~C8 алкоксикарбонила), 2,3-дигидро-1H-инденилокси и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}], 5-10-членный гетероарилсульфонил, 5-10-членный гетероциклилоксисульфонил, где 5-10-членный гетероарилсульфонил или 5-10-членный гетероциклилоксисульфонил необязательно замещен заместителем {кольцо гетероциклила содержит 1 атом азота, атом кислорода или атом серы и может дополнительно содержать 1-2 атома азота, заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, фенокси необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C3～C8 циклоалкила и C1~C8 алкоксикарбонила), 2,3-дигидро-1H-инденилокси и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}, C1~C8 алкоксисульфонил, C1~C8 алкиламиносульфонил, необязательно замещенный заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из атома галогена),

(Het представляет собой 5-6-членный гетероциклил и содержит, помимо C атомов и 1-N, 0-3 атома или радикала, указанных далее, с образованием кольца: O, NR_b и C=O, R_a и R_b независимо представляют собой водород или C1 ~ C8 алкил), ди(C1~C8 алкил)фосфорил или ди(C1~C8 алкил)тиофосфорил.For example, the M group in formula I-1 may be (thio)formyl, C1~C18 alkyl(thio)carbonyl, where (thio)formyl or C1~C18 alkyl(thio)carbonyl is optionally substituted with a substituent [the substituent is one or more the same or different substituents selected from halo, amino, C3～C8 cycloalkyl, C1～C8 alkoxy, C1～C8 alkylsulfanyl, C1～C8 alkoxycarbonyl, C1～C8 alkylcarbonyloxy, C1～C8 alkylcarbonyl and C2～C8 alkenyloxycarbonyl, optionally substituted by a substituent {a substituent is 1~3 identical or different substituents selected from C3～C8 cycloalkyl, cyano and benzoyl, optionally substituted by a substituent (a substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}, hydroxy(methyl)phosphinyl, C3～C8 cycloalkenyloxycarbonyl optionally substituted with substituent {substituent is 1~2 identical or different a substituent selected from oxo and benzoyl optionally substituted by a substituent (a substituent is 1~3 identical or different substituents selected from halogen atom, C1～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}, 5- or 6-membered heterocyclyloxycarbonyl optionally substituted with a substituent {heterocyclyl ring contains one nitrogen atom, oxygen atom or sulfur atom and may additionally contain one or two nitrogen atoms, the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, phenoxy optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 halogenated alkyl, C3～C8 cycloalkyl and C1～C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halo, C1～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}, phenyl, phenoxy, benzyloxy, phenylsulfanyl, benzylsulfanyl, where phenyl, phenoxy, benzyloxy, phenylsulfanyl or benzylsulfanyl is optionally substituted with a substituent (substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 alkoxy, C1～C8 halogenated alkyl and C1～C8 alkoxycarbonyl) and C1～C8 alkylsulfanyl], C3～C8 cycloalkyl(thio)carbonyl, adamantyl( thio)carbonyl, C2～C8 alkenyl(thio)carbonyl optionally substituted with substituent {substituent is one or more identical or different substituents selected from halogen, C1～C8 alkoxy, phenyl, phenylsulfanyl and phenoxy optionally substituted with substituent ( the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 alkoxy, C1～C8 halogenated alkyl and C1～C8 alkoxycarbonyl)}, C2～C8 alkynyl(thio)carbonyl, (thio)benzoyl, (thio)naphthoyl, where (thio)benzoyl or (thio)naphthoyl is optionally substituted with a substituent [the substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, optionally substituted substituent (the substituent is one or more identical or different substituents selected from halogen and phenyl), cyano, hydroxy, C1～C8 alkylcarbonyl, C1～C8 alkoxycarbonyl, C1～C8 alkylcarbonyloxy, C1～C8 alkylcarbonylamino, amino, optional substituted by a substituent (the substituent is 1~3 identical or different substituents selected from C1～C8 alkyl, C1～C8 alkoxy, C1～C8 alkylcarbonyl, halogenated C1～C8 alkyl and phenyl), C2～C8 alkenyloxycarbonyl, optionally substituted substituent {substituent is 1~3 identical or different substituents selected from C3~C8 cycloalkyl, cyano and benzoyl optionally substituted with substituent (substituent is 1~3 identical or different substituents selected from halogen, C1 ～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}, C3～C8 cycloalkenyloxycarbonyl optionally substituted with substituent {substituent is 1~2 identical or different substituents selected from oxo and benzoyl optionally substituted with a substituent (the substituent is 1-3 identical or different substituents selected from halogen, C1～C8 alkyl, halogenated C1～C8 alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}, phenyl, nitro, C1～C8 alkoxy optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen and phenyl), phenoxy, 5- or 6-membered heterocyclyloxycarbonyl optionally substituted with a substituent {heterocyclyl ring contains 1 nitrogen atom, oxygen atom or sulfur atom, and may further contain 1-2 nitrogen atoms, the substituent is 1~3 identical or different substituents selected from halogen atom, C1～C8 alkyl, phenoxy optionally substituted by substituent (substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, halogenated C1～C8 alkyl, C3～C8 cycloalkyl and C1～C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl , optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, halogenated C1～C8 alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)} and 5- or 6-membered heterocyclyloxysulfonyl optionally substituted with a substituent {heterocyclyl ring contains 1 nitrogen atom, oxygen atom or sulfur atom and may additionally contain 1-2 nitrogen atoms, the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, phenoxy optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, halogenated C1～C8 alkyl, C3～C8 cycloalkyl and C1～C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkylsulfonyl)}], halogen-substituted sulfhydryl formyl, 3-8-membered heterocyclyl(thio)carbonyl, optionally substituted with a substituent {the heterocyclyl ring contains 1 nitrogen atom, an oxygen atom, or a sulfur atom, and may further contain 1-2 nitrogen atom or can form a 5-6 membered spiro ring containing 1-2 oxygen atoms in heterocyclyl, the substituent is 1-3 identical or different substituents selected from halogen, C1～C8 alkyl optionally substituted with substituent (substituent is one or more identical or different substituents selected from halogen and phenyl), C1～C8 alkylcarbonyl, C1～C8 alkoxycarbonyl, phenyl optionally substituted with a substituent (the substituent is 1~3 identical or different halogens) , nitro, hydroxy, C1～C8 alkoxy, phenoxy, C1～C8 alkylsulfanyl, C2～C8 alkenylsulfanyl and phenylsulfanyl}, fused 5-14 membered bicyclic or tricyclic heterocyclyl(thio)carbonyl optionally substituted with a substituent (heterocyclyl ring contains 1 nitrogen atom , an oxygen atom or a sulfur atom and may further contain 1-2 nitrogen atoms or an oxygen atom; substituent is 1~3 identical or different substituents selected from halogen atom and C1～C8 alkyl), 5- or 6-membered heterocyclyl(thio)carbonyl(thio)carbonyl (heterocyclyl ring contains one nitrogen atom, oxygen atom or a sulfur atom and may additionally contain one or two nitrogen atoms), C1～C18 alkoxy(thio)carbonyl, C1～C18 alkylthio(thio)carbonyl, where C1～C18 alkoxy(thio)carbonyl or C1～C18 alkylthio(thio)carbonyl optionally substituted with a substituent (the substituent is one or more identical or different substituents selected from halogen atom, C1～C8 alkoxy and phenyl), C2～C8 alkenyloxy(thio)carbonyl, C2～C8 alkenylsulfanyl(thio)carbonyl having C2～C8 alkynyloxy(thio)carbonyl chain having C2～C8 alkynylsulfanyl(thio)carbonyl chain, C3～C8 cycloalkyloxy(thio)carbonyl, C3～C8 cycloalkylsulfanyl(thio)carbonyl, phenoxy(thio)carbonyl, phenylsulfanyl(thio)carbonyl , phenyl C1～C8 alkyloxy(thio)carbonyl, phenyl C1～C8 alkylthio(thio)carbonyl, where phenoxy(thio)carbonyl, phenylsulfanyl(thio)carbonyl, phenyl C1～C8 alkyloxy(thio)carbonyl or phenyl C1～C8 alkylthio( thio)carbonyl is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, cyano, C1～C8 alkylcarbonyl, C1～C8 alkoxycarbonyl, nitro and C1～C8 alkoxy), fused polycyclyloxy(thio)carbonyl, fused polycyclylsulfanyl(thio)carbonyl, a group selected from 5- or 6-membered heterocyclyloxy(thio)carbonyl and 5- or 6-membered heterocyclylsulfanyl(thio)carbonyl which is optionally substituted with {the heterocyclyl ring contains 1 nitrogen atom, oxygen atom or sulfur atom, and may further contain 1-2 nitrogen atoms, the substituent is 1~3 identical or different substituents selected from halogen atom, C1～C8 alkyl, phenoxy optionally substituted by substituent (substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 halogenated alkyl, C3～C8 cycloalkyl and C1～C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl , optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1～C8 alkyl, C1～C8 halogenated alkyl, C1～C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, amino( thio)formyl optionally substituted with a substituent {a substituent is 1~3 identical or different substituents selected from C1~C8 alkyl optionally substituted with a substituent (a substituent is one or more identical or different substituents selected from halogen , C1~C8 alkoxycarbonyl, cyano, phenyl and C1~C8 alkoxy), C2～C8 alkenyl, phenyl, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl and C1~C8 alkoxy},

(Het is a 5-6 membered heterocyclyl, said heterocyclyl contains, in addition to C atoms and 1-N, 0-3 atoms or radicals as follows to form a ring: O, NR _b , C=O, R _a and R _b are independently hydrogen or C1～C8 alkyl), C1~C8 alkyl sulfoxide, C1~C8 alkylsulfonyl, C2～C8 alkenylsulfonyl, C3～C8 cycloalkylsulfonyl, where C1~C8 alkyl sulfoxide, C1~C8 alkylsulfonyl, C2～C8 alkenylsulfonyl, or C3～ C8 cycloalkylsulfonyl is optionally substituted with a substituent (the substituent is one or more identical or different substituents selected from halogen and C1~C8 alkylsulfonyl), phenylsulfonyl, benzylsulfonyl, naphthylsulfonyl, where phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl is optionally substituted with a substituent [substituent is 1 ~3 identical or different substituents selected from halogen, C1~C8 alkyl, halogenated C1~C8 alkyl, cyano, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, nitro, C1~C8 alkoxy, halogenated C1~C8 alkoxy, C1~C8 alkylsulfonyl, aminoformyl optionally substituted with a substituent (substituent is C1~C8 alkyl), phenoxy optionally substituted with substituent (substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1 ~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), C2～C8 alkenyloxysulfonyl optionally substituted with substituent {substituent is 1~3 identical or different substituents selected from C3～C8 cycloalkyl, cyano and benzoyl, optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro, and C1~C8 alkylsulfonyl)}, C3～C8 cycloalkenyloxysulfonyl optionally substituted with a substituent {substituent is 1~2 identical or different substituents selected from oxo and benzoyl optionally substituted with substituent (substituent is 1~3 identical or different substituents selected from halogen, C1~ C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)} and 5- or 6-membered heterocyclyloxysulfonyl optionally substituted with {heterocyclyl ring contains 1 nitrogen atom, oxygen atom or sulfur atom and may additionally contain 1-2 nitrogen atoms, the substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, phenoxy optionally substituted by a substituent (a substituent is 1~3 identical or different substituents, selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro, and C1~C8 alkylsulfonyl)}], 5-10 membered heteroarylsulfonyl, 5-10 membered heterocyclyloxysulfonyl, where 5-10 membered heteroarylsulfonyl or 5-10 membered heterocyclyloxysulfonyl is optionally substituted with a substituent {the heterocyclyl ring contains 1 nitrogen atom, oxygen atom or sulfur atom and may additionally contain 1-2 nitrogen atoms, the substituent is 1~3 identical or different substituents selected from halogen atom, C1~C8 alkyl, phenoxy optionally substituted by substituent (substituent is 1~3 identical or different substituents selected from halogen atom, C1~C8 alkyl, C1~C8 halogenated alkyl , C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, C1~C8 alkoxysulfonyl, C1~C8 alkylaminosulfonyl, optionally substituted with a substituent (a substituent is one or more of the same or different substituents, selected from a halogen atom),

(Het is a 5-6 membered heterocyclyl and contains, in addition to C atoms and 1-N, 0-3 atoms or radicals as follows to form a ring: O, NR _b and C=O, R _a and R _b independently are hydrogen or C1~C8 alkyl), di(C1~C8 alkyl)phosphoryl, or di(C1~C8 alkyl)thiophosphoryl.

In a preferred embodiment, the M group may be C1~C10 alkyl(thio)carbonyl optionally substituted with {substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C3~C6 cycloalkyl, C1 ~C6 alkoxy, C1~C6 alkylsulfanyl, C1~C6 alkoxycarbonyl, C1~C6 alkylcarbonyl, C1~C6 alkylcarbonyloxy, phenyl, phenylsulfanyl, phenoxy and benzyloxy, wherein phenyl, phenylsulfanyl, phenoxy or benzyloxy is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl and C1~C6 alkoxy)}, C3~C6 cycloalkyl(thio)carbonyl, C2~C6 alkenyl(thio)carbonyl, optionally substituted with substituent { a substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkoxy, phenyl, phenylthio and phenoxy, where phenyl, phenylthio or phenoxy is optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from fluoride, chlorine, bromine, C1~C6 alkyl and C1~C6 alkoxy)}, (thio)benzoyl, (thio)naphthoyl, where (thio)benzoyl or (thio)naphthoyl is optionally substituted with a substituent {substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl, C1~C6 alkoxy, where C1~C6 alkyl or C1~C6 alkoxy is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine and phenyl), cyano, hydroxy, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, C1~C6 alkylcarbonyloxy, C1~C6 alkylcarbonylamino, amino, optionally substituted substituent (the substituent is 1~3 identical or different substituents selected from C1~C6 alkyl, C1~C6 alkoxy, C1~C6 alkylcarbonyl, halogenated C1~C6 alkyl and phenyl), phenyl, nitro and phenoxy}, 3 -8-membered heterocyclyl(thio)carbonyl optionally substituted with a substituent {heterocyclyl is

или

заместитель представляет собой 1-3 одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора, брома, C1~C6 алкила, необязательно замещенного заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора, брома и фенила), C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила, фенила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора и брома), нитро, гидрокси, C1~C6 алкокси, фенокси, C1~C6 алкилсульфанила, C2~C6 алкенилсульфанила и фенилсульфанила}, конденсированный 5-14-членный бициклический или трициклический гетероциклил(тио)карбонил, необязательно замещенный заместителем (гетероциклил представляет собой

or

a substituent is 1-3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl optionally substituted with a substituent (a substituent is one or more identical or different substituents selected from fluorine, chlorine , bromine and phenyl), C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, phenyl optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from fluorine, chlorine and bromine), nitro, hydroxy, C1 ~C6 alkoxy, phenoxy, C1~C6 alkylsulfanyl, C2~C6 alkenylsulfanyl and phenylsulfanyl}, fused 5-14 membered bicyclic or tricyclic heterocyclyl(thio)carbonyl optionally substituted with a substituent (heterocyclyl is

заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома и C1~C6 алкила), C1~C10 алкокси(тио)карбонил, C1~C10 алкилсульфанил(тио)карбонил, где указанный C1~C10 алкокси(тио)карбонил или C1~C10 алкилсульфанил(тио)карбонил необязательно замещен заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора, брома, C1~C6 алкокси и фенила), C3~C6 циклоалкилокси(тио)карбонил, C3~C6 циклоалкилсульфанил(тио)карбонил, фенокси(тио)карбонил, фенилсульфанил(тио)карбонил, фенил-C1~C6 алкилокси(тио)карбонил, фенил-C1~C6 алкилтио(тио)карбонил, где указанный фенокси(тио)карбонил, фенилсульфанил(тио)карбонил, фенил-C1~C6 алкилокси(тио)карбонил или фенил-C1~C6 алкилтио(тио)карбонил необязательно замещен заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома, C1~C6 алкила, циано, C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила, нитро и C1~C6 алкокси), амино(тио)формил, необязательно замещенный заместителем {заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из C1~C6 алкила, необязательно замещенного заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора и брома), C2~C6 алкенила, фенила, C1~C6 алкилкарбонила, C1~C6 алкоксикарбонила и C1~C6 алкокси)},

(Het представляет собой

R_a и R_b независимо представляют собой водород или C1～C6 алкил), C1~C6 алкилсульфоксид, C1~C6 алкилсульфонил, C2~C6 алкенилсульфонил, C3~C6 циклоалкилсульфонил, где указанный C1~C6 алкилсульфоксид, C1~C6 алкилсульфонил, C2~C6 алкенилсульфонил или C3~C6 циклоалкилсульфонил необязательно замещен заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора, брома и C1~C6 алкилсульфонила), фенилсульфонил, бензилсульфонил, нафтилсульфонил, где указанный фенилсульфонил, бензилсульфонил или нафтилсульфонил необязательно замещен заместителем {заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома, C1~C6 алкила, галогенированного C1~C6 алкила, циано, C1~C6 алканокарбонила, C1~C6 алкоксикарбонила, нитро, C1~C6 алкокси, галогенированного C1~C6 алкокси, C1~C6 алкилсульфонила, аминоформила, необязательно замещенного заместителем (заместитель представляет собой C1~C6 алкил) и фенокси, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома, C1~C6 алкила, C1~C8 галогенированного алкила, C3~C6 циклоалкила и C1~C6 алкоксикарбонила)}, 5-10-членный гетероарилсульфонил, необязательно замещенный заместителем {гетероциклил представляет собой

заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома, C1~C6 алкила и фенокси, необязательно замещенного заместителем (заместитель представляет собой 1-3 одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора, брома, C1~C6 алкила, C1~C6 галогенированного алкила, C3~C6 циклоалкила и C1~C6 алкоксикарбонила)}, C1~C6 алкиламиносульфонил, необязательно замещенный заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из фтора, хлора и брома),

(Het представляет собой

the substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine and C1~C6 alkyl), C1~C10 alkoxy(thio)carbonyl, C1~C10 alkylsulfanyl(thio)carbonyl, wherein said C1~ C10 alkoxy(thio)carbonyl or C1~C10 alkylsulfanyl(thio)carbonyl is optionally substituted with a substituent (the substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkoxy and phenyl), C3 ~C6 cycloalkyloxy(thio)carbonyl, C3~C6 cycloalkylsulfanyl(thio)carbonyl, phenoxy(thio)carbonyl, phenylsulfanyl(thio)carbonyl, phenyl C1~C6 alkyloxy(thio)carbonyl, phenyl C1~C6 alkylthio(thio)carbonyl where said phenoxy(thio)carbonyl, phenylsulfanyl(thio)carbonyl, phenyl-C1~C6 alkyloxy(thio)carbonyl or phenyl-C1~C6 alkylthio(thio)carbonyl is optionally substituted with a substituent (the substituent is 1~3 identical or different from another substituent selected from fluorine, chlorine, bromine, C1~C6 alkyl, cyano, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl, nitro and C1~C6 alkoxy), amino(thio)formyl optionally substituted with {substituent is 1~3 identical or different substituents selected from C1~C6 alkyl optionally substituted with a substituent (a substituent is one or more identical or different substituents selected from fluorine, chlorine and bromine), C2~C6 alkenyl, phenyl, C1~C6 alkylcarbonyl, C1~C6 alkoxycarbonyl and C1~C6 alkoxy)},

(Het represents

R _a and R _b are independently hydrogen or C1～C6 alkyl), C1~C6 alkyl sulfoxide, C1~C6 alkylsulfonyl, C2~C6 alkenylsulfonyl, C3~C6 cycloalkylsulfonyl, wherein said C1~C6 alkyl sulfoxide, C1~C6 alkylsulfonyl, C2~ C6 alkenylsulfonyl or C3~C6 cycloalkylsulfonyl is optionally substituted with a substituent (the substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine and C1~C6 alkylsulfonyl), phenylsulfonyl, benzylsulfonyl, naphthylsulfonyl, wherein said phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl is optionally substituted with a substituent {substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl, halogenated C1~C6 alkyl, cyano, C1~C6 alkanocarbonyl, C1~C6 alkoxycarbonyl , nitro, C1~C6 alkoxy, halogenated C1~C6 alkoxy, C1~C6 alkylsulfonyl, aminoformyl optionally substituted with a substituent (substituent is C1~C6 alkyl), and phenoxy optionally substituted with substituent (substituent is 1~3 identical or different from another substituent selected from fluorine, chlorine, bromine, C1~C6 alkyl, C1~C8 halogenated alkyl, C3~C6 cycloalkyl and C1~C6 alkoxycarbonyl)}, 5-10 membered heteroarylsulfonyl optionally substituted with the substituent {heterocyclyl is

a substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl and phenoxy optionally substituted with a substituent (a substituent is 1-3 identical or different substituents selected from fluorine , chlorine, bromine, C1~C6 alkyl, C1~C6 halogenated alkyl, C3~C6 cycloalkyl and C1~C6 alkoxycarbonyl)}, C1~C6 alkylaminosulfonyl optionally substituted with a substituent (a substituent is one or more of the same or different substituents , selected from fluorine, chlorine and bromine),

(Het represents

R _a and R _b independently represent hydrogen or C1~C6 alkyl), di(C1~C6 alkyl)phosphoryl or di(C1~C6 alkyl)thiophosphoryl.

где Het выбран из

Ra и Rb независимо представляют собой водород или C1~C6 алкил.In a preferred embodiment, M is (thio)formyl, C1~C18 alkyl(thio)carbonyl, wherein said (thio)formyl or C1~C18 alkyl(thio)carbonyl is unsubstituted or substituted with a substituent independently selected from the group consisting of: halogen amino, C3~C8 cycloalkyl, C1~C8 alkoxycarbonyl, C1~C8 alkylcarbonyloxy, C1~C8 alkylcarbonyl, hydroxy(methyl)phosphinyl and an unsubstituted or halogenated or C1~C8 alkoxy substituted group selected from phenyl, phenylsulfanyl, phenyloxy and benzyloxy ; an unsubstituted or phenyl-substituted C1~C18 alkoxy(thio)carbonyl or C1~C18 alkylsulfanyl(thio)carbonyl group; C3~C8 cycloalkylsulfanyl(thio)carbonyl; phenyl-C1~C8 alkylsulfanyl(thio)carbonyl; C2~C8 alkenyl(thio)carbonyl, wherein said C2~C8 alkenyl(thio)carbonyl is unsubstituted or substituted with a substituent selected from the group consisting of: C1~C8 alkoxy, phenyl, and halogenated phenyl; (thio)benzoyl, wherein said (thio)benzoyl is unsubstituted or substituted by a substituent selected from the group consisting of: halo, hydroxy, C1~C8 alkyl, C1~C8 alkoxy, cyano, halogenated C1~C8 alkoxy, C1~C8 alkylcarbonyloxy , C1~C8 alkylcarbonylamino, amino and amino substituted with 1 or 2 C1~C8 alkyl groups; halogenated sulfhydryl formyl; 3-8 membered heterocyclyl(thio)carbonyl, wherein said 3-8 membered heterocyclyl(thio)carbonyl is unsubstituted or substituted with a substituent selected from C1~C8 alkyl, halogen and C1~C8 alkylsulfanyl; fused 5-14-membered bicyclic or tricyclic heterocyclyl(thio)carbonyl; amino(thio)formyl, wherein said amino(thio)formyl is unsubstituted or substituted with a substituent selected from C1~C8 alkyl and C1~C8 alkoxy; an unsubstituted or halo or C1~C8 alkylsulfonyl substituted group selected from C1~C8 alkylsulfonyl, C1~C8 alkylsulfonyl and C3~C8 cycloalkylsulfonyl; phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl, wherein each of said phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl is unsubstituted or substituted by a substituent independently selected from the group consisting of: halogen, nitro, C1~C8 alkyl, halogenated C1~C8 alkyl, halogenated C1~C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkylsulfonyl, aminoformyl, phenoxy and halogenated phenoxy; 5-10 membered heteroarylsulfonyl wherein said 5-10 membered heteroarylsulfonyl is unsubstituted or substituted with C1~C8 alkyl or phenoxy; C1~C8 alkylaminosulfonyl which is unsubstituted or substituted with halogen; di(C1~C8 alkyl)phosphoryl;

where Het is selected from

Ra and Rb are independently hydrogen or C1~C6 alkyl.

где R₁₁, R₂₂ отдельно и независимо представляют собой водород, C1～C18 алкил, C2~C18 алкенил, где указанный C1～C18 алкил или C2~C18 алкенил необязательно замещен заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из атома галогена, C1~C8 алкокси, C1~C8 алкилсульфанила и C1~C8 алкиламино), фенил, фенилкарбонил, 5-6-членный гетероарил, где указанный фенил, фенилкарбонил или 5-6-членный гетероарил необязательно замещен заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C2～C8 алкенила, C2～C8 алкинила, C3～C8 циклоалкила, C1~C8 галогенированного алкила, C1~C8 алкилкарбонила, C1~C8 алкокси, C1~C8 алкоксикарбонила, C1~C8 алкиламино, гидрокси, карбоксила, сульфгидрила, амино, циано, нитро и C1~C8 алкилсульфонила, указанный гетероарил содержит по меньшей мере один атом кислорода, серы или азота или другие гетероатомы), или R₁₁, R₂₂ образуют 5-6-членное насыщенное карбоциклическое кольцо или 5-6-членное гетероциклическое кольцо (содержащее по меньшей мере один гетероатом, такой как кислород, сера, азот и т.д.).An oxime derivative refers to a compound containing an oxime group formed by derivatization of the 4-hydroxy pyridazine ring of formula I. In a preferred embodiment, the oxime group is selected from

where R ₁₁ , R ₂₂ are separately and independently hydrogen, C1～C18 alkyl, C2~C18 alkenyl, wherein said C1～C18 alkyl or C2~C18 alkenyl is optionally substituted with a substituent (a substituent is one or more of the same or different substituents selected from halogen, C1~C8 alkoxy, C1~C8 alkylsulfanyl, and C1~C8 alkylamino), phenyl, phenylcarbonyl, 5-6 membered heteroaryl, wherein said phenyl, phenylcarbonyl, or 5-6 membered heteroaryl is optionally substituted with ( the substituent is 1~3 identical or different substituents selected from halogen atom, C1~C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, C3～C8 cycloalkyl, C1~C8 halogenated alkyl, C1~C8 alkylcarbonyl, C1~C8 alkoxy, C1~C8 alkoxycarbonyl, C1~C8 alkylamino, hydroxy, carboxyl, sulfhydryl, amino, cyano, nitro and C1~C8 alkylsulfonyl, said heteroaryl containing at least one oxygen, sulfur or nitrogen atom or other heteroatoms), or R ₁₁ , R ₂₂ form a 5-6 membered saturated carbocyclic ring or a 5-6 membered heterocyclic ring (containing at least one heteroatom such as oxygen, sulfur, nitrogen, etc.).

заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из фтора, хлора, брома, C1~C6 алкила, C3~C6 циклоалкила, C1~C6 галогенированного алкила, C1~C6 алкилкарбонила, C1~C6 алкокси, C1~C6 алкоксикарбонила, C1~C6 алкиламино, гидрокси, карбоксила, сульфгидрила, амино, циано, нитро и C1~C6 алкилсульфонила), или R₁₁ и R₂₂ образуют 5-6-членное насыщенное карбоциклическое кольцо или 5-6-членное гетероциклическое кольцо (содержащее по меньшей мере одн гетероатом, такой как кислород, сера, азот и т.д.).In a preferred embodiment, R ₁₁ , R ₂₂ are independently hydrogen, C1~C10 alkyl, C2~C10 alkenyl, said C1~C10 alkyl, or C2~C10 alkenyl are optionally substituted with a substituent (a substituent is one or more of the same or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkoxy, C1~C6 alkylsulfanyl and C1~C6 alkylamino), phenyl, benzoyl, 5-6 membered heteroaryl, wherein said phenyl, benzoyl or 5-6 membered heteroaryl is optional substituted with a substituent (heteroaryl is

the substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl, C3~C6 cycloalkyl, C1~C6 halogenated alkyl, C1~C6 alkylcarbonyl, C1~C6 alkoxy, C1~ C6 alkoxycarbonyl, C1~C6 alkylamino, hydroxy, carboxyl, sulfhydryl, amino, cyano, nitro and C1~C6 alkylsulfonyl), or R ₁₁ and R ₂₂ form a 5-6 membered saturated carbocyclic ring or a 5-6 membered heterocyclic ring ( containing at least one heteroatom such as oxygen, sulfur, nitrogen, etc.).

In a preferred embodiment, R ₁₁ and R ₂₂ are independently selected from hydrogen, C1~C18 alkyl, wherein said C1~C18 alkyl is unsubstituted or substituted with a substituent selected from C1~C8 alkoxy, C1~C8 alkylsulfanyl, and unsubstituted or halogenated C1~C8 alkyl -substituted group selected from phenyl and 5-6 membered heteroaryl; or R ₁₁ and R ₁₂ form a 5-6 membered saturated carbocyclic ring or a 5-6 membered saturated heterocyclic ring.

где R₁₁ ^’, R₂₂ ^’ независимо представляют собой водород, C1～C18 алкил, C2~C18 алкенил, где указанный C1～C18 алкил или C2~C18 алкенил необязательно замещен заместителем (заместитель представляет собой один или несколько одинаковых или отличных друг от друга заместителей, выбранных из атома галогена, C1~C8 алкокси, C1~C8 алкилсульфанила и C1~C8 алкиламино), фенил, необязательно замещенный заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C2～C8 алкенила, C2～C8 алкинила, C3～C8 циклоалкила, C1~C8 галогенированного алкила, C1~C8 алкилкарбонила, C1~C8 алкокси, C1~C8 алкоксикарбонила, C1~C8 алкиламино, гидрокси, карбоксила, сульфгидрила, амино, циано, нитро и C1~C8 алкилсульфонила), C1～C18 алкоксикарбонил или бензоил, необязательно замещенный заместителем [заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C2～C8 алкенила, C2～C8 алкинила, C3～C8 циклоалкила, где указанный C1~C8 алкил, C2～C8 алкенил, C2～C8 алкинил или C3～C8 циклоалкил необязательно замещен заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена и фенила), циано, C1~C8 алкилкарбонила, C1~C8 алкоксикарбонила, C1~C8 алкилсульфонила, C2～C8 алкенилоксикарбонила, необязательно замещенного заместителем {заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из C3～C8 циклоалкила, циано и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}, C3～C8 циклоалкенилоксикарбонила, необязательно замещенного заместителем {заместитель представляет собой 1~2 одинаковых или отличных друг от друга заместителя, выбранных из оксо и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}, гидрокси, карбоксила, сульфгидрила, амино, фенила, нитро, C1~C8 алкокси, C1~C8 алкиламино, C1~C8 алкилсульфанила, где указанный C1~C8 алкокси, C1~C8 алкиламино или C1~C8 алкилсульфанил необязательно замещен заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из галогена и фенила), фенокси, 5- или 6-членного гетероциклилоксикарбонила, необязательно замещенного заместителем {кольцо гетероциклила содержит один атом азота, атом кислорода или атом серы, может дополнительно содержать 1-2 атома азота; заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, фенокси, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C3～C8 циклоалкила и C1~C8 алкоксикарбонила), 2,3-дигидро-1H-инденилокси и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)} и 5- или 6-членного гетероциклилоксисульфонила, необязательно замещенного заместителем {кольцо в гетероциклиле содержит один атом азота, атом кислорода или атом серы и может дополнительно содержать 1 или 2 атома азота; заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, фенокси, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C3～C8 циклоалкила и C1~C8 алкоксикарбонила), 2,3-дигидро-1H-инденилоксила и бензоила, необязательно замещенного заместителем (заместитель представляет собой 1~3 одинаковых или отличных друг от друга заместителя, выбранных из атома галогена, C1~C8 алкила, C1~C8 галогенированного алкила, C1~C8 алкоксикарбонила, нитро и C1~C8 алкилсульфонила)}].A hydroxylamine derivative refers to a compound containing a hydroxylamine group formed by derivatization of the 4-hydroxyl of the pyridazine ring of formula I. In a preferred embodiment, the hydroxylamine group is selected from

where R ₁₁ ^' , R ₂₂ ^' are independently hydrogen, C1～C18 alkyl, C2~C18 alkenyl, wherein said C1～C18 alkyl or C2~C18 alkenyl is optionally substituted with a substituent (a substituent is one or more of the same or different substituents selected from a halogen atom, C1~C8 alkoxy, C1~C8 alkylsulfanyl, and C1~C8 alkylamino), phenyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~ C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, C3～C8 cycloalkyl, C1~C8 halogenated alkyl, C1~C8 alkylcarbonyl, C1~C8 alkoxy, C1~C8 alkoxycarbonyl, C1~C8 alkylamino, hydroxy, carboxyl, sulfhydryl, amino, cyano, nitro and C1~C8 alkylsulfonyl), C1～C18 alkoxycarbonyl or benzoyl, optionally substituted with a substituent [a substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, C3～C8 cycloalkyl, wherein said C1~C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, or C3～C8 cycloalkyl is optionally substituted with a substituent (a substituent is 1~3 identical or different substituents) selected from halogen and phenyl), cyano, C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C2～C8 alkenyloxycarbonyl optionally substituted with substituent {substituent is 1~3 identical or different substituents selected from C3～C8 cycloalkyl, cyano and benzoyl optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen atom, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, C3～C8 cycloalkenyloxycarbonyl optionally substituted with substituent {substituent is 1~2 identical or different substituents selected from oxo and benzoyl optionally substituted with substituent (substituent is 1~3 identical or different each from another substituent selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, hydroxy, carboxyl, sulfhydryl, amino, phenyl, nitro, C1~C8 alkoxy , C1~C8 alkylamino, C1~C8 alkylsulfanyl, wherein said C1~C8 alkoxy, C1~C8 alkylamino, or C1~C8 alkylsulfanyl is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halo and phenyl ), phenoxy, 5- or 6-membered heterocyclyloxycarbonyl optionally substituted with a substituent {the heterocyclyl ring contains one nitrogen atom, oxygen atom or sulfur atom, may additionally contain 1-2 nitrogen atoms; a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, phenoxy optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1 ~C8 alkyl, C1~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents , selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)} and 5- or 6-membered heterocyclyloxysulfonyl optionally substituted with a substituent {the ring in heterocyclyl contains one nitrogen atom , an oxygen atom or a sulfur atom and may further contain 1 or 2 nitrogen atoms; a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, phenoxy optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1 ~C8 alkyl, C1~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro, and C1~C8 alkylsulfonyl)}].

In a preferred embodiment, R ₁₁ ^' , R ₂₂ ^' are independently hydrogen, C1~C10 alkyl, C2~C10 alkenyl, wherein said C1~C10 alkyl or C2~C10 alkenyl is optionally substituted with a substituent (the substituent is one or more of the same or different from each other of substituents selected from fluorine, chlorine, bromine), C1~C10 alkoxycarbonyl, phenyl or benzoyl, where said phenyl or benzoyl is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C1~C6 halogenated alkyl, C1~C6 alkylcarbonyl, C1~C6 alkoxy, C1~C6 alkoxycarbonyl, C1~C6 alkylamino, hydroxy, carboxyl, sulfhydryl, amino, cyano, nitro and C1~C6 alkylsulfonyl).

In a preferred embodiment, R ₁₁ ' and R ₂₂ ' independently represents C1~C18 alkyl.

An ether derivative refers to a compound formed by bonding the oxygen atom of a 4-hydroxy pyridazine ring to a group which is as follows: cyano, C1～C18 alkyl, C2~C18 alkenyl, wherein said C1～C18 alkyl or C2~C18 alkenyl is optionally substituted with a substituent ( a substituent is one or more identical or different substituents selected from halogen, C1~C8 alkoxy, C1~C8 alkylsulfanyl, C1~C8 alkylamino, di(C1~C8 alkyl)amino, C1~C8 alkoxycarbonyl, C1~ C8 alkoxycarbonyloxy, C3～C8 cycloalkyloxy, C3～C8 cycloalkylsulfanyl, C3～C8 cycloalkylamino, di(C3-C8cycloalkyl)amino, C3～C8 cycloalkoxycarbonyl and C3～C8 cycloalkoxycarbonyloxy), phenyl, benzyl, or benzoyl-C1~C8 alkyl, where specified phenyl, benzyl or benzoyl-C1~C8 alkyl is optionally substituted with a substituent [a substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, C3～ C8 cycloalkyl, wherein said C1~C8 alkyl, C2～C8 alkenyl, C2～C8 alkynyl, or C3～C8 cycloalkyl is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen and phenyl), cyano , C1~C8 alkylcarbonyl, C1~C8 alkoxycarbonyl, C1~C8 alkylsulfonyl, C2～C8 alkenyloxycarbonyl optionally substituted with substituent {substituent is 1~3 identical or different substituents selected from C3～C8 cycloalkyl, cyano and benzoyl, optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, C3～ C8 cycloalkenyloxycarbonyl optionally substituted with a substituent {a substituent is 1~2 identical or different substituents selected from oxo and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, hydroxy, carboxyl, sulfhydryl, amino, phenyl, nitro, C1~C8 alkoxy, C1~C8 alkylamino, C1~C8 alkylsulfanyl, wherein said C1~C8 alkoxy, C1~C8 alkylamino, or C1~C8 alkylsulfanyl is optionally substituted with a substituent (the substituent is 1~3 identical or different substituents selected from halogen and phenyl), phenoxy, 5- or 6- a membered heterocyclyloxycarbonyl optionally substituted with a substituent {the heterocyclyl ring contains one nitrogen atom, an oxygen atom or a sulfur atom and may additionally contain 1-2 nitrogen atoms; a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, phenoxy optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1 ~C8 alkyl, C1~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents , selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro and C1~C8 alkylsulfonyl)}, and 5- or 6-membered heterocyclyloxysulfonyl optionally substituted with {the heterocyclyl ring contains one nitrogen atom, an oxygen atom or a sulfur atom and may further contain 1-2 nitrogen atoms; a substituent is 1~3 identical or different substituents selected from a halogen atom, C1~C8 alkyl, phenoxy optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from a halogen atom, C1 ~C8 alkyl, C1~C8 halogenated alkyl, C3～C8 cycloalkyl and C1~C8 alkoxycarbonyl), 2,3-dihydro-1H-indenyloxy and benzoyl optionally substituted with a substituent (a substituent is 1~3 identical or different substituents selected from halogen, C1~C8 alkyl, C1~C8 halogenated alkyl, C1~C8 alkoxycarbonyl, nitro, and C1~C8 alkylsulfonyl)}]; wherein in formula I-1, when X is —CF ₃ and A is phenyl in formula I-1, the M group is not methyl or allyl; when X is -CHFCF ₃ and A is -CHFCF ₃ , the M group is not

In a preferred embodiment, an ester derivative refers to a compound formed by bonding the oxygen atom of the 4-hydroxy pyridazine ring to a group which is the following: C8~C18 alkyl, C8~C18 alkenyl, C1~C10 alkyl, C2~C10 alkenyl, wherein said C1 ~C10 alkyl or C2 ~C10 alkenyl substituted with a substituent {substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C1~C6 alkoxy, C1~C6 alkylsulfanyl, C1~C6 alkylamino, C1~ C6 alkoxycarbonyl, C1~C6 alkoxycarbonyloxy and C3~C6 cycloalkoxycarbonyloxy}, phenyl, benzyl or benzoyl-C1~C6 alkyl, wherein said phenyl, benzyl or benzoyl-C1~C6 alkyl is optionally substituted with a substituent (the substituent is 1~3 identical or different from each other substituents selected from fluorine, chlorine, bromine, C1~C6 alkyl, C2~C6 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, C1~C6 halogenated alkyl, C1~C6 alkylcarbonyl, C1~C6 alkoxy, C1 ~C6 alkoxycarbonyl, C1~C6 alkylamino, hydroxy, carboxyl, sulfhydryl, amino, cyano, nitro, and C1~C6 alkylsulfonyl).

In a preferred embodiment, the group is selected from C _1~18 alkyl which is unsubstituted or substituted with a substituent selected from C1～C8 alkoxycarbonyl and C1～C8 alkoxycarbonyloxy; and phenyl, benzyl or benzoyl-C1～C8 alkyl, each of which is unsubstituted or substituted with a substituent selected from halogen and C1～C8 alkoxy.

A method for producing a pyridazinol compound, comprising the following steps:

(1) a compound of formula II and a compound of formula III are subjected to a Suzuki reaction to obtain a compound of formula IV;

(2) hydrolyzing a compound of formula IV to obtain a compound of formula I;

where the reaction path is as follows:

or including the following steps:

(a) carry out the hydrolysis of the compounds of formula II to obtain compounds of formula V;

(b) a compound of formula V and a compound of formula III are subjected to a Suzuki reaction to obtain a compound of formula I;

the reaction path is as follows:

L is halogen, preferably bromine, other groups are as defined above.

In a preferred embodiment, each of these stages is independently carried out in the range from 20 to 150°C, preferably from 50 to 130°C;

steps (1) and (b) are carried out in the presence of a catalyst, a base and a solvent, where said catalyst is Pd(dppf)Cl ₂ CH ₂ Cl ₂ , Pd(dba) ₂ , Pd ₂ (dba) ₃ , Pd(PPh ₃ ) ₄ , PdCl ₂ , Pd(OAc) ₂ , Pd(dppf)Cl ₂ , Pd(PPh ₃ ) ₂ Cl ₂ or Ni(dppf)Cl ₂ , the base is one or more selected from Et ₃ N, NaHCO ₃ , KOAc, K ₂ CO ₃ , K ₃ PO ₄ , Na ₂ CO ₃ , CsF, Cs ₂ CO ₃ , t-BuONa, EtONa, KOH and NaOH, solvent is THF/water, toluene/water, DMF/water , 1,4-dioxane/water, toluene/ethanol/water, acetonitrile/water, THF, toluene, 1,4-dioxane, acetonitrile or DMF;

steps (2) and (a) are carried out in the presence of a base and a solvent or in the presence of a solution of boron tribromide, a solution of hydrobromic acid in acetic acid, a solution of hydrochloric acid in methanol or a solution of hydrochloric acid in ethyl acetate, the base is preferably selected from NaOH, KOH, potassium acetate and sodium acetate, the solvent is preferably water or DMSO.

When the derivative is an ester or ester derivative, the reaction route is as follows:

where Y ₁ represents a halogen, preferably chlorine or bromine; other groups have the same meaning as above.

When the derivative is an oxime or hydroxylamine derivative, the reaction route is as follows:

where Y ₂ represents a halogen, preferably chlorine or fluorine; other groups have the same meaning as above.

In a preferred embodiment, the reactions to obtain ester and ester derivatives and the second step to obtain oxime and hydroxylamine derivatives are carried out in the presence of a base and a solvent, wherein the base is one or more selected from the group consisting of sodium hydroxide, potassium hydroxide, sodium carbonate , potassium carbonate, sodium bicarbonate, cesium carbonate, triethylamine and diisopropylethylamine; the solvent is THF, 1,4-dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform.

In a preferred embodiment, the first step for preparing the oxime and hydroxylamine derivative is carried out in the presence of a halogenating agent and a solvent, wherein said halogenating agent is Phenofluor/cesium fluoride or POCl ₃ and the solvent is one or more selected from the group consisting of toluene, 1,2-dichloroethane and DMF; the reaction temperature is in the range of 0 to 120°C, preferably 20 to 80°C.

Unless otherwise indicated, terms used in the text have the meanings well known to those skilled in the art. When the terms used differ from those commonly known in the art, the definitions provided in this application take precedence.

In the definitions of the compounds represented by the above formulas, and in all the following compounds, the term "alkyl" or "-(CH ₂ ) _n -" to define the corresponding radical having more than two carbon atoms, whether used alone or in a compound word, may mean straight or branched chain. For example, alkyl in the compound word "heteroarylalkyl" and -(CH ₂ ) _n - in "RO-(CH ₂ ) _n -" can all be straight or branched. In a preferred embodiment, -(CH ₂ ) _n - may be -CH ₂ -, -CH ₂ CH ₂ -, -CH(CH ₃ )-, -C(CH ₃ ) ₂ - and the like.

Alkyl is, for example, methyl; ethyl; n-propyl or isopropyl; n-butyl, isobutyl, t-butyl or 2-butyl; pentyl; hexyl, for example n-hexyl, isohexyl or 1,3-dimethylbutyl. Similarly, alkenyl is, for example, allyl, 1-methyl-allyl, 2-methyl-allyl, but-2-enyl, but-3-enyl, 1-methyl-but-3-enyl or 1-methyl-but -2-enyl. Alkynyl is, for example, propargyl, but-2-ynyl, but-3-ynyl or 1-methyl-but-3-ynyl. Multiple bonds can be on any part of the unsaturated group. Cycloalkyl is preferably a saturated carbocyclic ring containing 3 to 8 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl. Similarly, cycloalkenyl is preferably a monocyclic ring containing 3 to 8 carbocyclic ring members and at least one carbon-carbon double bond, such as cyclopropenyl, cyclobutenyl, cyclopentenyl, or cyclohexenyl, where said double bond may be anywhere on the ring. Halogen is fluorine, chlorine, bromine or iodine.

Unless specifically limited, heterocyclyl includes aliphatic heterocyclyl and heteroaryl.

When a group is substituted with a substituent, it is to be understood that the group is substituted with one or more identical or different substituents selected from those indicated. In addition, the same or different variables in the same or different substituents must be independently chosen, i.e. may be the same or different. This also applies to ring systems formed by different atoms and units. However, the scope of the claims does not include those compounds that are chemically unstable under standard conditions known to experts in this field.

замещен одним метилом, он может быть

и т.д.In addition, unless otherwise indicated, a group without specifying a binding site may be attached at any site, including the C or N site; if it is substituted, the substituent may be substituted at any position, provided that this is consistent with valence bond theory. For example, if

substituted by one methyl, it can be

etc.

The compound of the present invention may exist in the form of one or more stereoisomers. The various isomers include enantiomers, diastereomers, and geometric isomers. All of these isomers and mixtures thereof are within the scope of the invention.

Herbicidal composition comprising component (i) a pyridazinol compound of formula I or a derivative thereof shown in formula I-1.

Preferably, component (ii) further comprises one or more additional herbicides and/or safeners.

More preferably also includes component (iii) agriculturally acceptable additive for formulating kospozitsii.

Useful partners for combination with the compounds of the invention in mixture compositions or tank mix are, for example, known active ingredients based on inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphate synthase, glutamine synthase, p- hydroxyphenylpyruvate dioxygenase, phytoendesaturase, photosystem I, photosystem II, protoporphyrinogen oxidase as described, for example, in Weed Research 26 (1986) 441-445 or in "The Pesticide Manual", 15th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2009 and the literature cited therein. Examples of known herbicides or plant growth regulators that can be combined with the compounds of the invention include the following active ingredients (compounds are identified by the common name according to the International Organization for Standardization (ISO) or chemical name or code number) and always cover all forms used such as acids, salts, esters and isomers such as stereoisomers and optical isomers. In this list, for a particular agent, in some cases, more than one form of application is indicated:

Acetochlor, Acibenzolar, Acibenzolar-S-methyl, Acifluorfen, Acifluorfen-sodium, Aclonifen, Alachlor, Allidochlor, Alloxidim, Alloxidim-sodium, Ametrin, Amicarbazone, Amidochlor, Amidosulfuron, Aminocyclopyrachlor, Aminopyralid, Amitrol, Ammonium Sulfamate, Ancimidol, Anilofos , Asulam, Atrazine, Azafenidine, Azimsulfuron, Aziprothrin, Beflubutamide, Benazolin, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, Bensulfuron, Bensulfuron-methyl, Bentazon, Benzfendison, Benzobicyclone, Benzofenap, Benzofluoro, Benzoylprop, Bicyclopyrone, Bifenox, Bilanafos, Bilanafos - sodium, Bispiribac, Bispiribac-sodium, Bromacyl, Brombutide, Bromphenoxim, Bromxinil, Bromuron, Buminaphos, Busoxinone, Butachlor, Butafenacil, Butamiphos, Butenachlor, Butralin, Butroxydim, Butylate, Kafenstrol, Carbetamide, Carfentrazone, Carfentrazone-ethyl, Chlomethoxifen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorbromuron, Chlorbufam, Chlorfenac, Chlorfenac-sodium, Chlorfenprop, Chlorflurenol, Chlorflurenol-methyl, Chloridazon, Chlorimuron (acid), Chlorimuron-ethyl, Chlormequat-chloride, Chlornitrofen, Chlorphthalim, Chlorthal-dimethyl, Chlortoluron, Chlorine sulfuron , Cinidone, Cinidone-ethyl, Cinmethylin, Cinosulfuron, Cletodim, Clodinafop, Clodinafop-propargyl, Clofencet, Clomazone, Clomeprop, Cloprop, Clopiralid, Cloransulam, Cloransulam-methyl, Cumiluron, Cyanamide, Cyanazine, Cyclanilide, Cycloate, Cyclosulfamuron, Cycloxide im, Cycluron , Cyhalofop, Cyhalofop-Butyl, Cyperquat, Ciprazine, Ciprazol, 2,4-D, 2,4-DB, Daimuron/Dymron, Dalapon, Daminoside, Dazomet, n-decanol, Desmedifam, Desmetrin, Detosyl-Pyrazolate (DTP), Diallat, Dicamba, Dichlobenil, Dichlorprop, Dichlorprop-P, Diclofop, Diclofop-methyl, Diclofop-P-methyl, Diclosulam, Acetyl Alachlor Acid (Dietatyl), Acetyl Alachlor (Dietatyl-Ethyl), Difenoxuron, Difenzocquat, Diflufenican, Diflufenzopyr, Diflufenzopyr -sodium, Dimefuron, Dikegulac-sodium, Dimepiperate, Dimethachlor, Dimethamethrin, Dimethenamid, Dimethenamid-P, Dimetipin, Dimetrasulfuron, Dinitramine, Dinoseb, Dinoterb, Diphenamide, Dipropetrin, Diquat, Diquat dibromide, Dithiopyr, Diuron, DNOC, Eglinazine-ethyl, Endotal, EPTC, Esprocarb, Etalfluralin, Etametsulfuron, Etametsulfuron-methyl, Ethephon, Ethidimuron, Ethiosin, Ethofumesate, Ethoxyphen, Ethoxyphen-ethyl, Ethoxysulfuron, Etobenzanide, F-5331, i.e. N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]-phenyl]ethylsulfonamide, F-7967, t .e. 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, Fenoprop, Fenoxaprop, Fenoxaprop-P, Fenoxaprop-ethyl, Fenoxaprop-P-ethyl, Fenoxasulfone, Fentrazamide, Fenuron, Flamprop, Flamprop-M-isopropyl, Flamprop-M-methyl, Flazasulfuron, Florasulam, Fluazifop, Fluazifop-P, Fluazifop-butyl, Fluazifop-P-butyl, Fluazolate, Flucarbazone, Flucarbazone-sodium, Flucetosulfuron, Fluchloralin, Flufenaket (Thiafluamide)), Flufenpir, Flufenpir-ethyl, Flumetralin, Flumetsulam, Flumyclorac, Flumyclorac-pentyl, Flumioxazine, Flumipropine, Fluometuron, Flu wordifen, fluoroglycofen, Fluoroglycophen-ethyl, Flupoxam, Flupropacil, Flupropanate, Flupyrsulfuron, Flupyrsulfuron-methyl-sodium, Flurenol, Flurenol-butyl, Fluridon, Flurochloridone, Fluroxypyr, Fluroxypyr-meptyl, Flurprimidol, Flurtamone, Flutiacet, Flutiacet-methyl, Fluthiamide, Fomesafen, Foramsulfu ron, Forchlorfenuron, Fosamine, Furyloxifene, Gibberellic Acid, Glufosinate, Glufosinate-ammonium, Glufosinate-P, Glufosinate-P-ammonium, Glufosinate-P-sodium, Glyphosate, Glyphosate-isopropylammonium, H-9201, i.e. O-(2,4-dimethyl-6-nitrophenyl)-O-ethyl-isopropylthiophosphoramide, Halosafen, Halosulfuron, Halosulfuron-methyl, Haloxifop, Haloxifop-P, Haloxifop-ethoxyethyl, Haloxifop-P-ethoxyethyl, Haloxifop-methyl, Haloxifop- P-methyl, Hexazinon, HW-02, i.e. 1-(dimethyloxyphosphoryl)ethyl(2,4-dichlorophenoxy)acetate, Imazametabenz, Imazametabenz-methyl, Imazamox, Imazamox-ammonium, Imazapik, Imazapyr, Imazapyr-isopropylammonium, Imazakhin, Imazakhin-ammonium, Imazetapyr, Imazethapyr-ammonium, Imazosesulfuron, Inabenfid , Indanophane, Indaziflam, Indoleacetic acid (IAA), 4-indol-3-ylbutyric acid (IBA), Iodsulfuron, Iodsulfuron-methyl-sodium, Ioxinil, Ipfencarbazone, Isocarbamide, Isopropaline, Isoproturon, Isouron, Isoxaben, Isoxachlortol, Isoxaflutol, Isoxapirifop , KUH-043, i.e. 3-({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-1,2- oxazole, Carbutylate, Ketospiradox, Lactofen, Lenacil, Linuron, Maleic acid hydrazide, MCPA, MCPB, MCPAB-methyl, -ethyl and -sodium salt, 2-methyl-4-chlorophenoxypropionic acid (Mecoprop), sodium 2-methyl-4 - chlorophenoxypropionate, butyloxyethyl 2-methyl-4-chlorophenoxypropionate (Mecoprop-butolyl), Mecoprop-P-butolyl, Mecoprop-P-dimethylammonium, Mecoprop-P-2-ethylhexyl, Mecoprop-P-potassium, Mefenaket, Mefluidide, Mepiquat chloride, Mesosulfuron , Mesosulfuron-methyl, Mesotrione, Metabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor, Metazosulfuron, Metazol, Methiopyrsulfuron, Metiozolin, Methoxyphenone, Methyldymron, 1-methylcyclopropene, methyl isothiocyanate, Metobenzuron, Metobromuron, Metolachlor, S-Metolachlor, Metosulam, Metoxu ron, Metribuzin, Metsulfuron, Metsulfuron-methyl, Molinat, Monalid, Monocarbamide, Monocarbamide dihydrosulfate, Monolinuron, Monosulfuron, Monosulfuron ether, Monuron, MT-128, i.e. 6-chloro-N-[(2E)-3-chloroprop-2-en-1-yl]-5-methyl-N-phenylpyridazin-3-amine, MT-5950, i.e. N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentanamide, NGGC-011, Naproanilide, Napropamide, Naptalam, NC-310, i.e. 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, Neburon, Nicosulfuron, Nipyraclofen, Nitralin, Nitrofen, Sodium Nitrophenolate (mixture of isomers), Nitrofluorfen, nonylic acid, Norflurazone, Orbencarb, Orthosulfamuron, Orizalin, Oksadiargyl Oxadiazone, oxasushufuron, oxasisiprophone, oxifluorfen, paraglobitrazole, paracvat, paraxwat dichloride, nonnilic acid (pelargonic acid), penidimetalin, pendrin, pokensulor, pentanochlor, pentoxazone, perfluidon, petoxyds, phenizophams, fenizophames, fenizophames, fenizophames, fenizopham Fenmedifam-Etil, Piclores, Picolineaphen , Pinoxaden, Piperophos, Pyrifenop, Pyrifenop-butyl, Pretilachlor, Primisulfuron, Primisulfuron-methyl, Probenazole, Profluazol, Procyazine, Prodiamine, Prifluralin, Profoxydim, Prohexadione, Prohexadione-calcium, Prohydrojasmon, Prometon, Promethrin, Propachlor, Propanil, Propachysafop, Propazine , Profam, Propisochlor, Propoxycarbazone, Propoxycarbazone-sodium, Propyrisulfuron, Propizamide, Prosulfalin, Prosulfocarb, Prosulfuron, Prinachlor, Pyraclonil, Pyraflufen, Pyraflufen-ethyl, Pyrasulfotol, Pyrazolinate (Pyrazolate), Pyrazosulfuron, Pyrazosulfuron-ethyl, Pyrazoxyfen, Piribamben h, Piribambenz- isopropyl, Pyribambenz-propyl, Pyribenzoxime, Pyributicarb, Pyridafol, Pyridate, Pyriferalid, Pyriminobac, Pyriminobak-methyl, Pyrimisulfan, Pyrithiobak, Pyrithiobak-sodium, Pyroxasulfone, Pyroxsulam, Hinclorac, Hinmerac, Hinoclamine, Hizalofop, Khizalofop-ethyl, Khizalofop-P, Chizalofop-P-ethyl, Chizalofop-P-tefuryl, Rimsulfuron, Saflufenacil, Secbumeton, Setoxydim, Siduron, Simazine, Simetrin, SN-106279, i.e. methyl-(2R)-2-{7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthyl}oxy)propionate, Sulcotrione, Sulfallate (CDEC), Silfentrazone, Sulfometuron, Sulfometuron-methyl, Sulfosate (Glyphosate -trimesium), Sulfosulfuron, SYN-523, SYP-249, i.e. 1-ethyloxy-3-methyl-1-oxobut-3-en-2-yl-5-[2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoic acid ester, SYP-300, i. e. 1-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-propyl-2- thioimidazolidine-4,5-dione, Tebutam, Tebuthiuron, Tecnazen, tefuryltrione, Tembotrione, Tepraloxydim, Terbacil, Terbucarb, Terbuchlor, Terbumeton, Terbutylazine, Terbutpine, tenylchlor, Thiafluamide, Thiazafluron, Thiazopyr, Thidiazimin, Thidiazuron, Thiencarbazone, Thiencarbazone-methyl, Tifensulfuron, Tifensulfuron-methyl, Thiobencarb, Thiocarbazil, Topramesone, Tralkoxydim, Triafamon, Triallate, Triasulfuron, Triaziflam, Triazofenamide, Tribenuron, Tribenuron-methyl, Trichloroacetic acid (TCA), Triclopyr, Tridifan, Trietazine, Trifloxysulfuron, Trifloxysulfuron sodium, Trif luralin, Triflusulfuron, Triflusulfuron-methyl, Trimeturon, Trinexapak, Trinexapak-ethyl, Tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Vernolate, ZJ-0862, i.e. 3,4-dichloro-N-{2-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]benzyl}aniline and the following compounds:

The additional herbicide is a herbicide selected from an HPPD inhibitor, hormones, and a PDS inhibitor; preferably the HPPD inhibitor is selected from the group consisting of Sulcotrione (CAS NO.：99105-77-8), Mesotrione (CAS NO.：104206-82-8), Topramesone (CAS NO.：210631-68-8), Tembotrione ( CAS NO.：335104-84-2), Bicyclopyrone (CAS NO.：352010-68-5), Tefuryltrione (CAS NO.：473278-76-1), Benzobicyclone (CAS NO.：156963-66-5), Lankotrione (CAS NO.：1486617-21-3), Shuangzuocaotong (CAS NO.：1622908-18-2), Huanbifucaotong (CAS NO.：1855929-45-1), Sanzuohuangcaotong (CAS NO.：1911613-97-2 ), Benzuofucaotong (CAS NO.：1992017-55-6), Pyrasulfotol (CAS NO.：365400-11-9), Pyrazolate (CAS NO.：58011-68-0), Benzofenap (CAS NO.：82692-44 -2), Tolpyralate (CAS NO.：1101132-67-5), Fenquinotrion (CAS NO.：1342891-70-6) and Isoxaflutol (CAS NO.：141112-29-0); the hormone is selected from the group consisting of Fluroxypyr (CAS NO.：69377-81-7) or its derivative, Galauxifen-methyl (CAS NO.：943831-98-9), Florpyrauxifen-benzyl (CAS NO.：1390661-72- 9), Hinclorac (CAS NO.：84087-01-4), Hinmerac (CAS NO.：90717-03-6), Chipton (CAS NO.：94-74-6), 2-methyl-4-chlorophenoxypropionic acid (CAS NO.：93-65-2), MCPB (CAS NO.：94-81-5), 2,4-D (CAS NO.：94-75-7), Dichlorprop (CAS NO.：120- 36-5), 2,4-DB (CAS NO.：94-82-6), Dicamba (CAS NO.：1918-00-9), Piclorama (CAS NO.：1918-02-1), Triclopyra ( CAS NO.：55335-06-3), Clopyralid (CAS NO.：1702-17-6) and Triclopyr (CAS NO.：55335-06-3) and their derivatives, the PDS inhibitor is selected from the group consisting of Flurochloridone ( CAS NO.：61213-25-0), Flurtamone (CAS NO.：96525-23-4), Diflufenican (CAS NO.：83164-33-4), Picolinafen (CAS NO.：137641-05-5), Beflubutamide (CAS NO.：113614-08-7), Norflurazone (CAS NO.：27314-13-2) and Fluridone (CAS NO.：59756-60-4).

where Fluroxypyr derivatives include, but are not limited to: Fluroxypyr-meptyl; Chipton derivatives, 2-methyl 4-chlorophenoxypropionic acid, MCPB include, but are not limited to: sodium salts, potassium salts, dimethylammonium salts, isopropylamine salts, etc., and methyl esters, ethyl esters, isooctyl esters, ethylthio ethers, etc.; 2,4-D, Dichlorprop and 2,4-DB derivatives include, but are not limited to: salts such as sodium salts, potassium salts, dimethylammonium salts, triethanolammonium salts, isopropylamine salts, cholines, etc., and esters such as methyl esters, ethyl esters, butyl esters, isooctyl esters, etc.

или

In a preferred embodiment, component (i) is

or

In a preferred embodiment, the additional herbicide is one or more selected from the group consisting of Sulcotrione, Mesotrione, Topramesone, Tembotrione, Bicyclopyrone, Tefuryltrione, Benzobicyclone, Lankotrione, Shuangzuocaotong, Huanbifucaotong, Sanzuohuangcaotong, Benzuofucaotong, Pyrasulfotol, Benzofenap, Tolpiralate, Isoxaflutol a, 2,4- D or its salts/esters, Dichlorprop or its salts/esters, 2,4-DB or its salts/esters, Dicamba, Picloram, Triclopyr, Clopyralid, Triclopyr, Flurochloridone, Flurtamon, Diflufenican, Picolinafen, Beflubutamide, Norflurazone and Fluridon.

A method for controlling harmful plants, comprising applying a herbicidally effective amount of at least one of the above pyridazinol compound or derivative thereof, or a herbicidal composition to a harmful plant or an area with a harmful plant.

Use of the above pyridazinol compound or derivative thereof or herbicidal composition for pest control:

Preferably, the pyridazinol compound or derivative thereof or the herbicidal composition is used to control the pest in the useful crop.

More preferably, the crop of interest is a genetically modified crop or a genome-edited crop. In a preferred embodiment, the useful crop is selected from the group consisting of wheat, corn, rice, soybeans, cotton, rapeseed, millet and sorghum.

The compounds of formula I according to the invention have outstanding herbicidal activity against a wide range of economically important monocot and dicot pests. The active compounds are also effective against perennial weeds that sprout from rhizomes, root shoots or other perennial organs and are difficult to control. In this context, it generally does not matter whether the substances are applied before sowing, pre-emergence or post-emergence. In particular, it is possible to give examples of certain representatives of the flora of monocotyledonous and dicotyledonous weeds, which can be controlled using the compounds in accordance with the invention, without limitation to certain species. Examples of weeds that are effectively affected by active compounds are, among others, monocotyledonous, oats, chaff, foxtail, canary grass, barnyard grass, rosichka, bristles, as well as species of satiety from the annual sector, and from among the perennial species of wheatgrass, Bermuda grass, emperor and sorghum, as well as perennial types of satiety.

In the case of dicotyledonous weeds, the spectrum of activity extends to such species as, for example, Galium, Viola, Veronica, Lamium, Stellaria, Amaranthus, Sinapis, Ipomoea, Sida, Matricaria and Abutilon from annual plants, as well as Convolvulus, Cirsium, Rumex and Artemisia for perennial weeds. The active compounds according to the invention also have an excellent effect on harmful plants found under certain rice growing conditions, such as, for example, buckthorn, arrowhead, chastuha, bogweed, bulrush and sycamore. If the compounds according to the invention are applied to the soil surface prior to germination, then either the germination of weeds is completely prevented, or the weeds grow until they reach the cotyledon stage, but then their growth stops, and eventually, after three to four weeks they completely die. In particular, the compounds according to the invention show excellent activity against the common panicle, white marijuana, purple lamb, bindweed knotweed, medium chickweed, ivy-leaved speedwell, Persian speedwell, tricolor violet and against Amaranthus, Galium and Kochia species.

In a preferred embodiment, the compounds described in this application exhibit excellent inhibitory activity against the following harmful plants: Amaranthus retroflexus, Rorippa indica, Veronica polita, Chenopodiaceae, Echinochloa crus-galli, Setaria viridis, Galium aparine, Abutilon mill, Sisymbrium sophia and Galinsoga parviflora .

Although the compounds according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, crop plants of economically important crops such as, for example, wheat, barley, rye, rice, corn, sugar beet, cotton and soybeans are not damaged at all or only to a minor extent. In particular, they have excellent compatibility with cereals such as wheat, barley and corn, in particular wheat. For these reasons, the compounds of the present invention are very suitable for the selective control of undesirable plant growth in plantations for agricultural use or plantings of ornamental plants.

Due to their herbicidal properties, these active compounds can also be used to control harmful plants in cultures of known plants or plants that will be developed by genetic engineering methods. Transgenic plants typically have particularly beneficial properties, such as resistance to certain pesticides, in particular certain herbicides, resistance to plant diseases or plant pathogens such as certain insects or microorganisms such as fungi, bacteria or viruses. Other specific properties relate, for example, to the quantity, quality, storage stability, composition, and particular ingredients of the harvested product. Thus, for example, transgenic plants are known having an increased starch content or an altered starch quality, or plants having a different fatty acid composition in harvested products.

The use of the compounds of formula I according to the invention or their salts in economically important transgenic crops of useful and ornamental plants, for example cereals such as wheat, barley, rye, oats, millet, rice, cassava and corn, or in crops of sugar beet, cotton, soybeans, rapeseed, potatoes, tomatoes, peas and other types of vegetables is preferred. The compounds of formula I can preferably be used as herbicides in crops of useful plants which are resistant, or which have been rendered resistant by genetic engineering, to the phytotoxic effects of the herbicides.

Conventional methods for obtaining new plants that have modified properties compared to known plants include, for example, traditional breeding methods and the production of mutants. Alternatively, new plants with modified properties can be created by genetic engineering (see, for example, EP-A 0 221 044, EP-A 0 131 624). For example, several cases are described:

- genetically engineered changes in crop plants to modify the starch synthesized in plants (eg WO 92/11376, WO 92/14827, WO 91/19806);

- transgenic crop plants that are resistant to certain herbicides, for example glufosinate (EP-A 0 242 236, EP-A 0 242 246), glyphosate type herbicides (WO 92/00377) or sulfonylurea type (EP-A 0 257 993, Patent US No. 5013659);

- transgenic crop plants, such as cotton, having the ability to produce Bacillus thuringiensis toxins (Bt toxins), which confer resistance to certain plant pests (EP-A 0 142 924, EP-A 0 193 259);

- transgenic crop plants having a modified fatty acid composition (WO 91/13972).

In principle, numerous molecular biological methods are known that make it possible to obtain new transgenic plants with modified properties; see, for example, Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, N.Y.; or Winnacker "Gene und Klone" [Genes and Clones], VCH Weinheim, 2nd edition 1996, or Christou, "Trends in Plant Science" 1 (1996) 423-431). To carry out such genetic engineering manipulations, it is possible to introduce nucleic acid molecules into plasmids, which allows mutagenesis, or to make a change in the sequence by recombining DNA sequences. Using the above standard methods, it is possible, for example, to exchange bases, remove partial sequences, or add natural or synthetic sequences. To link DNA fragments to each other, adapters or linkers can be attached to the fragments.

Plant cells having reduced gene product activity can be obtained, for example, by expressing at least one suitable antisense RNA, sense RNA to achieve a co-suppression effect, or by expressing at least one suitably designed ribozyme that specifically cleaves transcripts of said gene product. .

For this purpose, both DNA molecules that include the entire coding sequence of the gene product, including any flanking sequences that may be present, and DNA molecules that include only parts of the coding sequence, it is necessary that these parts are long enough to induce an antisense effect in cells. It is also possible to use DNA sequences that have a high degree of homology with the coding sequences of the gene product, but are not completely identical.

When nucleic acid molecules are expressed in plants, the synthesized protein can be localized to any desired compartment of plant cells. However, to achieve localization in a particular compartment, one can, for example, link the coding region to DNA sequences that provide localization in a particular compartment. Such sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846 -850; Sonnewald et al., Plant J. 1 (1991), 95-106).

Transgenic plant cells can be regenerated into whole plants using known methods. The transgenic plants can in principle be of any desired plant species, ie both monocots and dicots. Thus, it is possible to obtain transgenic plants which have modified properties by overexpressing, suppressing or inhibiting homologous (=native) genes or gene sequences or by expressing heterologous (=foreign) genes or gene sequences.

When using the active compounds according to the invention in transgenic crops, in addition to the effects against harmful plants that can be observed in other crops, there are often effects specific to the application in the corresponding transgenic crop, for example, a modified or specifically broadened spectrum of weeds to be controlled. , modified application rates that can be applied, preferably good compatibility with herbicides to which transgenic crops are resistant, and the effect on growth and yield of transgenic crops. Thus, the invention also provides for the use of the compounds according to the invention as herbicides for the control of harmful plants in transgenic crops.

In addition, the substances according to the invention have excellent growth control properties in crops. They are involved in plant metabolism in a regulatory manner and this can be used to target plant components and to facilitate harvesting, for example by causing desiccation and stunting. In addition, they are also suitable for the general regulation and suppression of unwanted vegetative growth without destroying the plants. The suppression of vegetative growth is important for many monocots and dicots, as lodging can be reduced or completely prevented in this way.

The compounds according to the invention can be used in conventional compositions in the form of wettable powders, emulsifiable concentrates, spray solutions, dusts or granules. Thus, the invention also provides herbicidal compositions comprising compounds of formula I. Compounds of formula I can be formulated in various ways depending on the prevailing biological and/or chemical-physical parameters. Examples of suitable formulation options include: wettable powders (WP), water soluble powders (SP), water soluble concentrates, emulsifiable concentrates (EC), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions , suspension concentrates (SC), oil-based or water-based dispersions, oil-miscible solutions, dusts (DP), capsule suspensions (CS), seed dressing compositions, granules for spreading and soil application, granules (GR) in the form of microgranules, granules spray, coating and adsorption granules, water dispersible granules (WG), water soluble granules (SG), ULV compositions, microcapsules and waxes. These particular types of compositions are known in principle and are described, for example, in Winnacker-Kuhler, "Chemische Technologie" [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 4th. Edition 1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.

The necessary additives for formulating compositions, such as inerts, surfactants, solvents, and other additives, are also known and described in, for example, Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J. , H.v. Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, Solvents Guide; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, "Grenzflchenaktive thylenoxidaddukte" [Surface-active ethylene oxide adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Kuchler, "Chemische Technologie" [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 4th Edition 1986.

Wettable powders are preparations which are evenly dispersed in water and which contain, in addition to the active compound and a diluent or inert agent, surfactants of an ionic and/or nonionic type (wetting agents, dispersants), e.g. alcohols, polyethoxylated fatty amines, fatty alcohol polyglycol ether sulfates, alkane sulfonates, alkylbenzenesulfonates, sodium lignin sulfonate, sodium 2,2'-dinaphtylmethane-6,6'-disulfonate, sodium dibutynaphthalenesulfonate or sodium oleoylmethyl taurinate. To obtain wettable powders, the herbicidally active compounds are finely ground, for example, in conventional devices such as hammer mills, fan mills and air jet mills, and mixed simultaneously or subsequently with formulation auxiliaries.

Emulsifiable concentrates are prepared by dissolving the active compound in an organic solvent such as butanol, cyclohexanone, dimethylformamide, xylene or other relatively high boiling aromatic compounds or hydrocarbons or solvent mixtures, with the addition of one or more ionic and/or non-ionic surfactants (emulsifiers) . Examples of emulsifiers that can be used are calcium alkylarylsulfonates such as Ca dodecylbenzenesulfonate or non-ionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide and ethylene oxide condensates, alkylpolyethers, sorbitan esters, e.g. esters of sorbitan fatty acids; or esters of polyoxyethylene sorbitan, for example polyoxyethylene sorbitan fatty acid esters.

Dusts are obtained by grinding the active compound with fine solids, such as talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth. Suspension concentrates may be water or oil based. They can be obtained, for example, by wet grinding using conventional commercial ball mills with or without the addition of surfactants, as already mentioned above, for example, in the case of other types of compositions.

Emulsions, such as oil-in-water (EW) emulsions, can be prepared, for example, using stirrers, colloid mills and/or static mixers using aqueous organic solvents and, if desired, surfactants, as mentioned above, for example , in the case of other types of compositions.

Granules can be obtained either by spraying the active compound onto an adsorbable granular inert material or by applying concentrates of the active substance to the surface of carriers such as sand, kaolinites or granular inert material using adhesive binders, for example polyvinyl alcohol, sodium polyacrylate or mineral oils. Suitable active substances can also be granulated in the usual way to obtain fertilizer granules, if desired, as a mixture with fertilizers. Water-dispersible granules are generally produced by conventional methods such as spray drying, fluid bed granulation, disc granulation, mixing using high speed mixers, and extrusion without solid inert material.

For the production of granules by the disk granulator, fluidized bed, extruder, and spray method, see, for example, the methods described in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J. E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff.; "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York 1973, pp. 8-57. For more information on the formulation of plant protection compositions see, for example, G. C. Klingman, "Weed Control as a Science", John Wiley and Sons Inc., New York, 1961, pages 81-96, and J. D. Freyer, S. A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.

Agrochemical compositions typically contain from 0.1 to 99% by weight, in particular from 0.1 to 95% by weight, of the active compound of formula I. In wettable powders, the concentration of the active compound is, for example, from about 10 to 99% by weight, while the rest up to 100% by weight are the usual components of the composition. In emulsifiable concentrates, the active compound concentration may be from about 1% to 90%, preferably from 5% to 80% by weight. Dust compositions contain from 1 to 30% by weight of active compound, preferably, most typically from 5 to 20% by weight of active compound, while spray solutions contain from about 0.05 to 80%, preferably from 2 to 50 % by weight of the active compound. In the case of water-dispersible granules, the content of the active compound depends in part on whether the active compound is in liquid or solid form and also on the granulation auxiliaries, fillers, etc. used. In water-dispersible granules, the active compound content is, for example, 1 to 95% by weight, preferably 10 to 80% by weight.

In addition, active compound compositions may include tackifiers, wetting agents, dispersants, emulsifiers, penetrants, preservatives, antifreezes, solvents, fillers, carriers, colorants, defoamers, evaporation inhibitors, and pH and viscosity adjusters, which are customary in each case. .

These compositions can also be combined with other pesticidally active substances, for example insecticides, acaricides, herbicides and fungicides, as well as safeners, fertilizers and/or growth regulators, for example in the form of a ready mix or tank mix.

When used, compositions which are present in commercially available form are diluted if necessary in the usual manner, for example using water in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules. Products in the form of dusts, granules for applying or spraying on the ground, and spray solutions are usually not diluted with other inert substances before use. The required rate of application of the compounds of formula I varies depending on external conditions such as temperature, humidity, the nature of the herbicide used, and the like. It can vary within wide limits, for example from 0.001 to 1.0 kg/ha or more of active substance, but is preferably from 0.005 to 750 g/ha, in particular from 0.005 to 250 g/ha.

Specific way to carry out the invention

The following embodiments are used to illustrate the present invention in detail and should not be construed as limiting the present invention in any way. The scope of the invention should be determined by the claims.

Given the economic aspects, diversity and biological activity of the compounds, the authors of the present invention were preferably synthesized a number of compounds, some of which are presented in the following table 1-2. The structure and data of some compounds are shown in Table 1-2. The compounds in Table 1-2 are presented to better explain the present invention and not to limit it in any way. The present invention should not be interpreted by those skilled in the art as being limited to the following compounds.

Table 1

table 2

The method for preparing the compound of the invention will be described in detail in the following program and embodiment. The material is commercially available, or it is obtained in a known manner, described in the literature or shown in the presented way. Those skilled in the art will appreciate that the compound of the invention may also be synthesized by other synthetic routes. Although the following text contains a detailed explanation regarding substances and reaction conditions in the synthesis route, they can still be easily replaced by other substances and conditions. The isomer of the compound, for example, which is obtained by changing the production method of the present invention, is included in the scope of the present invention. In addition, the following production method can also be modified according to the disclosures of the present invention using a conventional chemical method known to those skilled in the art, for example, by protecting a suitable group during a reaction, etc.

The following application can be used to better understand the preparation method of the present invention. Specific substances, class and conditions are defined for a more detailed explanation of the present invention, and not as a limitation of its reasonable scope. The reagents for the next synthetic compound shown in the table are either commercially available or readily available to those skilled in the art.

Examples of representative compounds are shown below:

1. Synthesis of Compound 1

(1) Experimental equipment: 50 ml round-bottomed single-necked flask, magnetic stirrer and thermostatic magnetic stirrer.

Compound II (1 g, 3.9 mmol), Compound 1-a (0.72 g, 5.9 mmol) and potassium carbonate (1.62 g, 11.7 mmol) were placed in a round bottom flask, 1.4 -dioxane (10 ml)/water (2 ml) and then subjected to nitrogen gas replacement procedure three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and subjected to nitrogen gas replacement procedure three times, then, the reaction solution was again subjected to the nitrogen gas replacement procedure three times, and finally, the reaction was carried out at 100° C. for 36 hours. HPLC analysis showed completion of the reaction, the reaction system was concentrated and separated by column chromatography to obtain 0.8 g (3.1 mmol, yield: 79%) of Compound 1-b (white solid).

(2) Experimental equipment: 50 ml round-bottom single neck flask, magnetic stirrer, thermostatic magnetic stirrer and spherical condenser.

Compound 1-b (0.8 g, 3.1 mmol) was placed in a round bottom flask, 8 ml of water and sodium hydroxide (0.37 g, 9.3 mmol) were added, the resulting mixture was reacted at 80°C for 12 hours After completion of the reaction, the reaction solution was extracted using 30 ml of dichloromethane three times. The aqueous phase was adjusted to pH=2 with 1N HCl solution and a white solid precipitated. A filter cake was obtained by filtration and then dried to give 0.65 g (2.7 mmol, 87% yield) of Compound 1.

2. Synthesis of Compound 27

(1) Compound II (1 g, 3.9 mmol), Compound 27-a (0.92 g, 5.9 mmol) and potassium carbonate (1.62 g, 11.7 mmol) were placed in a round bottom flask, added 1,4-dioxane (10 ml)/water (2 ml) and then carried out nitrogen gas exchange three times, then quickly added Pd(dppf) Cl ₂ CH ₂ Cl ₂ (0.16 g) and carried out nitrogen gas exchange three times , the reaction solution was then again subjected to the nitrogen gas replacement procedure three times, and finally, the reaction was carried out at 120° C. for 36 hours. HPLC analysis showed completion of the reaction, the reaction system was concentrated and purified by concentration column chromatography (PE:EA=5:1) to obtain 0.71 g (2.4 mmol, 61% yield) of Compound 27-b (white solid).

(2) Compound 27-b (0.71 g, 2.4 mmol) was placed in a round bottom flask, 8 ml of water and sodium hydroxide (0.096 g, 2.4 mmol) were added, the resulting mixture was reacted at 120°C for 12 hours TLC analysis showed the completion of the reaction, then the reaction solution was cooled and extracted three times with 30 ml of dichloromethane. The aqueous phase was adjusted to pH=2 with 1N HCl solution and a white solid precipitated which was filtered to a filter cake and dried to give 0.35 g (1.3 mmol, 87% yield) of Compound 27.

3. Synthesis of Compound 32

(1) Compound II (1 g, 3.9 mmol), Compound 32-a (0.82 g, 5.9 mmol) and potassium carbonate (1.62 g, 11.7 mmol) were placed in a round bottom flask, added 1,4-dioxane (10 ml)/water (1 ml) and then nitrogen gas exchange was carried out three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and nitrogen gas exchange was carried out three times , the reaction solution was then again subjected to the nitrogen gas replacement procedure three times, and finally the reaction was carried out at 110° C. for 36 hours. After completion of the reaction, according to HPLC, the reaction solution was concentrated and purified by column chromatography (PE:EA=5:1) to obtain 0.8 g (3.1 mmol, 79% yield) of Compound 32-b (white solid).

(2) Compound 32-b (0.8 g, 3.1 mmol) was placed in a round bottom flask, 8 ml of water and sodium hydroxide (0.37 g, 9.3 mmol) were added, and then reacted at 120°C for for 12 hours After TLC analysis showed the completion of the reaction, the reaction solution was extracted three times using 30 ml of dichloromethane. The aqueous phase was adjusted to pH=2 with 1N HCl solution and a white solid precipitated which was filtered to a filter cake and dried to give 0.65 g (2.7 mmol, 87% yield) of Compound 32.

4. Synthesis of Compound 207

(1) Compound II (1 g, 3.9 mmol), Compound 207-a (0.83 g, 5.9 mmol) and potassium carbonate (1.61 g, 11.7 mmol) were placed in a round bottom flask, added 1,4-dioxane (10 ml)/water (1 ml) and then nitrogen gas exchange was carried out three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and then nitrogen gas exchange was carried out three times, the reaction solution was then again subjected to the nitrogen gas replacement procedure three times, and finally the reaction was carried out at 110° C. for 36 hours. After HPLC analysis showed completion of the reaction, the reaction solution was concentrated and purified by column chromatography (PE:EA=3:1) to obtain 0.57 g (2.1 mmol, 53% yield) of Compound 207-b (white solid ).

(2) Compound 207-b (0.57 g, 2.1 mmol) was placed in a round bottom flask, 6 ml of HBr (30%, AcOH) was added and reacted at 50° C. for 12 hours. According to HPLC, the reaction solution was cooled to room temperature, water was added to precipitate the substance and filtered to give a white solid, which was dried to give 0.25 g (1.0 mmol, 47% yield) of Compound 207.

5. Synthesis of Compound 211

(1,0 г, 5,8 ммоль, 1,0 экв.), пинаколовый эфир бис-бороновой кислоты (1,6 г, 6,38 ммоль, 1,1 экв.) и ацетат калия (1,1 г, 11,6 ммоль, 2,0 экв.) помещали в 100-мл круглодонную колбу, добавляли толуол (40 мл) и затем осуществляли замену газообразного азота один раз, затем быстро добавляли Pd(dppf)Cl₂CH₂Cl₂ (237 мг, 0,29 ммоль, 0,05 экв.) и затем осуществляли замену газообразного азота три раза и затем нагревали до 120°C и подвергали взаимодействию в течение 16 ч. Систему охлаждали до комнатной температуры и добавляли Соединение II (1,48 г, 5,8 ммоль, 1,0 экв.), K₂CO₃ (1,6 г, 11,6 ммоль, 2,0 экв.), 95% этанол (8mL) и Pd(dppf)Cl₂CH₂Cl₂ (237 мг, 0,29ммоль, 0,05 экв.) и затем осуществляли замену газообразного азота три раза и нагревали до 120°C (кипячение с обратным холодильником) и подвергали взаимодействию в течение 4 ч. После завершения реакции, по данным ЖХМС анализа, реакционную смесь концентрировали и затем добавляли силикагель и очищали колоночной хроматографией с получением ч получением Соединения 211-b (560 мг, выход: 36%).(1) Connection

(1.0 g, 5.8 mmol, 1.0 eq.), bis-boronic acid pinacol ester (1.6 g, 6.38 mmol, 1.1 eq.) and potassium acetate (1.1 g, 11.6 mmol, 2.0 eq.) were placed in a 100 ml round bottom flask, toluene (40 ml) was added and then the nitrogen gas was replaced once, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (237 mg , 0.29 mmol, 0.05 eq.) and then nitrogen gas was replaced three times and then heated to 120° C. and reacted for 16 h. The system was cooled to room temperature and Compound II (1.48 g, 5.8 mmol, 1.0 eq.), K ₂ CO ₃ (1.6 g, 11.6 mmol, 2.0 eq.), 95% ethanol (8mL) and Pd(dppf)Cl ₂ CH ₂ Cl ₂ (237 mg, 0.29 mmol, 0.05 eq.) and then nitrogen gas was replaced three times and heated to 120° C. (reflux) and reacted for 4 hours. After completion of the reaction, according to LCMS analysis, the reaction mixture was concentrated, and then silica gel was added and purified by column chromatography to give Compound 211-b (560 mg, yield: 36%).

(2) Compound 211-b (0.56 g, 2.0 mmol) was placed in a round bottom flask, AcOK (0.98 g, 10 mmol) and DMSO (5.6 ml) were added and then reacted at 125°C within 3 hours After completion of the reaction, the temperature was lowered. 20 ml of water was added to the reaction solution, extracted three times with 30 ml of dichloromethane, and the aqueous phase was adjusted to pH 6 with 1N HCl solution, and a white solid precipitated, which was filtered to obtain a filter cake and dried to obtain 0.26 g of Compound 211 (1.6 mmol, 50% yield).

6. Synthesis of Compound 733

(1) Experimental equipment: 50 ml round-bottomed single-necked flask, magnetic stirrer and thermostatic magnetic stirrer.

Compound II (1 g, 3.9 mmol), Compound 733-a (0.83 g, 5.9 mmol) and cesium carbonate (3.81 g, 11.7 mmol) were placed in a round bottom flask, 1.4 -dioxane (20 ml)/water (5 ml) and then nitrogen gas exchange was carried out three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and then nitrogen gas exchange was carried out three times and then the reaction solution was again subjected to the nitrogen gas replacement procedure three times, and finally the reaction was carried out at 100° C. for 36 hours. After HPLC analysis showed completion of the reaction, the reaction system was concentrated and purified by column chromatography to obtain 0.6 g (2.2 mmol, yield: 56%) of Compound 733-b (white solid).

(2) Experimental equipment: 50 ml round-bottom single neck flask, magnetic stirrer, thermostatic magnetic stirrer and spherical condenser.

Compound 733-b (0.6 g, 2.2 mmol) was placed in a round bottom flask, 8 ml of water and sodium hydroxide (0.26 g, 6.6 mmol) were added and reacted at 80°C for 12 h. After completion of the reaction, the reaction solution was extracted three times with 30 ml of dichloromethane, the aqueous phase was adjusted to pH=2 with 1N HCl solution, and a white solid precipitated, a filter cake was obtained by filtration, and the filter cake was dried to obtain 0.41 g (1. 6 mmol, yield 73%) Compounds 733.

7. Synthesis of Compound 734

(1) Experimental equipment: 50 ml round-bottomed single-necked flask, magnetic stirrer and thermostatic magnetic stirrer.

Compound II (1 g, 3.9 mmol), Compound 734-a (1.0 g, 5.9 mmol) and cesium carbonate (3.81 g, 11.7 mmol) were placed in a round bottom flask, 1.4 -dioxane (20 ml)/water (5 ml) and then subjected to a nitrogen exchange procedure three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and nitrogen gas exchange was carried out three times, then the reaction the solution was again subjected to the nitrogen gas replacement procedure three times, and finally the reaction was carried out at 110° C. for 36 hours. After HPLC analysis indicated completion of the reaction, the reaction system was concentrated and purified by column chromatography to give 0.7 g (2.3 mmol, 57% yield) of Compound 734-b (white solid).

(2) Experimental equipment: 50 ml round-bottom single neck flask, magnetic stirrer, thermostatic magnetic stirrer and spherical condenser.

Compound 734-b (0.7 g, 2.3 mmol) was placed in a round bottom flask, 15 ml of water, sodium hydroxide (0.27 g, 6.9 mmol) were added and then reacted at 90°C for 12 h After completion of the reaction, the reaction solution was extracted three times with 30 ml of dichloromethane, the aqueous phase was adjusted to pH=2 with 1N HCl solution, and a white solid precipitated, which was filtered to obtain a filter cake and dried to obtain 0.41 g (1. 6 mmol, yield 73%) Compounds 734.

8. Synthesis of Compound 744

(1) Compound II (1 g, 3.9 mmol) was placed in a round bottom flask, dioxane:H ₂ O=3:1 (10 ml), sodium hydroxide (0.23 g, 5.8 mmol) was added and then subjected to reaction at 120°C for 5 hours. After TLC analysis showed completion of the reaction, the reaction solution was rotary evaporated to remove the solvent, 20 ml of water was added and then extracted three times with 20 ml of dichloromethane. The aqueous phase was adjusted to pH=2 with 1N HCl solution and a white solid precipitated which was dried to give 0.6 g (2.5 mmol, 65% yield) of Compound 744-b.

(2) Compound 744-b (1 g, 4.1 mmol), Compound 744-a (0.96 g, 6.1 mmol) and potassium carbonate (1.69 g, 12.3 mmol) were placed in a round bottom flask , 1,4-dioxane (10 ml)/water (1 ml) was added and then nitrogen gas exchange was carried out three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and then gaseous exchange was carried out nitrogen three times, and then the reaction solution was again subjected to the nitrogen gas replacement procedure three times, and finally, the reaction was carried out at 110° C. for 36 hours. After HPLC analysis indicated completion of the reaction, the reaction mixture was concentrated, then 20 ml of water was added and extracted three times with 30 ml of dichloromethane. The aqueous phase was adjusted to pH 4 with 1N HCl solution and a white solid precipitated which was filtered to a filter cake and then dried to give 0.51 g of Compound 744 (1.85 mmol, 45% yield).

9. Synthesis of Compound 770

(1) Compound II (1 g, 3.9 mmol), Compound 770-a (0.92 g, 5.9 mmol) and cesium carbonate (3.81 g, 11.7 mmol) were placed in a round bottom flask, added 1,4-dioxane (10 ml)/water (1 ml) and then nitrogen gas exchange was carried out three times, then Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) was quickly added and then nitrogen gas exchange was carried out three times, then the reaction solution was again subjected to the nitrogen gas replacement procedure three times, and finally, the reaction was carried out at 110°C for 36 hours. After HPLC analysis showed completion of the reaction, the reaction solution was immediately concentrated and purified by column chromatography (PE: EA=3:1) to obtain 0.63 g (2.3 mmol, 58.9% yield) of Compound 770-b ( white solid).

(2) Compound 770-b (0.63 g, 2.3 mmol) was placed in a round bottom flask, AcOK (1.12 g, 11.5 mmol) and DMSO (6.3 ml) were added and reacted at 125° C for 3 hours. After completion of the reaction, the temperature was lowered. 20 ml of water was added to the reaction solution, and extracted three times with 30 ml of dichloromethane. The aqueous phase was adjusted to pH 6 with 1N HCl solution and a white solid precipitated, which was filtered to a filter cake and dried to give 0.41 g of Compound 770 (1.6 mmol, 73% yield).

10. Synthesis of Compound 774

(1) Compound II (1 g, 3.9 mmol), Compound 774-a (0.737 g, 5.9 mmol) and potassium carbonate (1.62 g, 11.7 mmol) were placed in a round bottom flask, 1, 4-dioxane (10 ml)/water (1 ml) and then carried out the replacement of gaseous nitrogen three times, then quickly added Pd(dppf)Cl ₂ CH ₂ Cl ₂ (0.16 g) and then carried out the replacement of nitrogen gas three times , then the reaction solution was again subjected to the nitrogen gas replacement procedure three times, and finally, the reaction was carried out at 110° C. for 36 hours. After HPLC analysis showed completion of the reaction, the reaction solution was concentrated and purified by column chromatography (PE:EA=5:1) to obtain 0.82 g (3.2 mmol, 83% yield) of Compound 774-b (white solid ).

(2) Compound 774-b (0.82 g, 3.2 mmol) was placed in a round bottom flask, AcOK (1.56 g, 16 mmol) and DMSO (8.3 ml) were added and reacted at 120°C in for 3 hours. After completion of the reaction, the temperature was lowered. 20 ml of water was added to the reaction solution, which was extracted three times with 30 ml of dichloromethane. The aqueous phase was adjusted to pH 4 with 1N HCl and a white solid precipitated, which was filtered to a filter cake and then dried to give 0.50 g of Compound 774 (2.08 mmol, 65% yield).

11. Synthesis of Compound 1-39

(1,1 экв.), карбонат калия (1,5 экв.) и ацетонитрил (5 V, V означает на грамм субстрата, соответствующего 1 мл ацетонитрила, далее то же) добавляли при комнатной температуре в 50-мл одногорлую бутыль в форме баклажана, перемешивали в течение 1 ч при контролируемой температуре 20°C. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали упариванию на роторном испарителе для удаления ацетонитрила, добавляли воду-этилацетат для экстрагирования, остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта с выходом 79%.Compound 32 (1 eq.),

(1.1 equiv.), potassium carbonate (1.5 equiv.) and acetonitrile (5 V, V means per gram of substrate corresponding to 1 ml of acetonitrile, hereinafter the same) were added at room temperature to a 50-ml single-neck bottle in the form eggplant, stirred for 1 h at a controlled temperature of 20°C. After TLC analysis showed completion of the reaction, the reaction system was subjected to rotary evaporation to remove acetonitrile, water-ethyl acetate was added to extract, the residue was separated by silica gel column chromatography (100 mesh - 200 mesh) to obtain the product with a yield of 79%.

12. Synthesis of Compound 1-127

(2 экв.), карбонат калия (3 экв.) и ацетонитрил (10 V) добавляли в 50-мл одногорлую колбу в форме баклажана при комнатной температуре и перемешивали при контролируемой температуре 80°C в течение 12 ч. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали упариванию на роторном испарителе для удаления ацетонитрила, добавляли воду-этилацетат для экстрагирования. Остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта с выходом 83%.Compound 744 (1 eq.),

(2 equiv.), potassium carbonate (3 equiv.) and acetonitrile (10 V) were added to a 50-ml one-neck eggplant flask at room temperature and stirred at a controlled temperature of 80°C for 12 hours. After TLC analysis showed completion of the reaction, the reaction system was subjected to rotary evaporation to remove acetonitrile, water-ethyl acetate was added for extraction. The residue was separated by silica gel column chromatography (100 mesh-200 mesh) to give the product in 83% yield.

13. Synthesis of Compound 1-170

(1,1 экв.), карбонат калия (3 экв.) и ацетонитрил (10 V) добавляли в 50-мл одногорлую бутыль в форме баклажана при комнатной температуре, нагревали до 80°C и перемешивали в течение 12 ч. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали упариванию на роторном испарителе для удаления ацетонитрила и остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта с выходом 68%.According to the synthesis method of Compound 1, Compound 4 was obtained, and then Compound 4-1 was obtained in accordance with the synthesis method disclosed in WO2012142162A2. Finally, Compound 4-1 (1 eq.),

(1.1 equiv.), potassium carbonate (3 equiv.) and acetonitrile (10 V) were added to a 50 ml eggplant-shaped single neck bottle at room temperature, heated to 80°C and stirred for 12 h. as TLC analysis indicated completion of the reaction, the reaction system was subjected to rotary evaporation to remove acetonitrile, and the residue was separated by silica gel column chromatography (100 mesh - 200 mesh) to give the product in 68% yield.

14. Synthesis of Compound 1-213

(1,5 экв.), триэтиламин (3 экв.) и дихлорметан (10 V) добавляли в 50-мл одногорлую колбу в форме баклажана при комнатной температуре и перемешивали при контролируемой температуре 40°C в течение 1 ч. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали упариванию на роторном испарителе для удаления дихлорметана и добавляли воду-этилацетат для экстрагирования. Остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта с выходом 72%.Compound 744 (1 eq.),

(1.5 eq.), triethylamine (3 eq.) and dichloromethane (10 V) were added to a 50 ml one-neck eggplant flask at room temperature and stirred at a controlled temperature of 40°C for 1 h. TLC analysis indicated completion of the reaction, the reaction system was subjected to rotary evaporation to remove dichloromethane, and water-ethyl acetate was added to extract. The residue was separated by silica gel column chromatography (100 mesh - 200 mesh) to give the product in 72% yield.

15. Synthesis of Compound 1-242

(1,1 экв.), карбонат калия (3 экв.) и ацетонитрил (10 V) добавляли в 50-мл одногорлую бутыль в форме баклажана при комнатной температуре и перемешивали при комнатной температуре в течение 30 мин. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали дистилляции при пониженном давлении для удаления ацетонитрила, затем добавляли воду (5V) для растворения и экстрагировали этилацетатом (5V*3). Этилацетат удаляли выпариванием при пониженном давлении и остаток очищали колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта в виде Соединения 1-242 с выходом 85%.Compound 1 (1 eq.),

(1.1 eq.), potassium carbonate (3 eq.) and acetonitrile (10 V) were added to a 50 ml eggplant-shaped single neck bottle at room temperature and stirred at room temperature for 30 minutes. After TLC analysis showed completion of the reaction, the reaction system was distilled under reduced pressure to remove acetonitrile, then water (5V) was added to dissolve, and extracted with ethyl acetate (5V*3). The ethyl acetate was removed by evaporation under reduced pressure, and the residue was purified by silica gel column chromatography (100 mesh-200 mesh) to give the product as Compound 1-242 in 85% yield.

16. Synthesis of Compound 1-243

(1,2 экв.) на ледяной бане, затем перемешивали при комнатной температуре в течение 30 мин. После того, как ТСХ анализ показал завершение реакции, в реакционную систему добавляли воду (5V) и экстрагировали дихлорметаном (5V*3). Дихлорметан удаляли дистилляцией при пониженном давлении и остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта в виде Соединения 1-243 с выходом 78%.Compound 1 (1 eq.), triethylamine (3 eq.) and dichloromethane (5 V) were added to a 50 ml one-neck eggplant-shaped flask in an ice bath and added dropwise

(1.2 eq.) in an ice bath, then stirred at room temperature for 30 minutes. After TLC analysis showed completion of the reaction, water (5V) was added to the reaction system and extracted with dichloromethane (5V*3). The dichloromethane was removed by distillation under reduced pressure, and the residue was separated by silica gel column chromatography (100 mesh-200 mesh) to give the product as Compound 1-243 in 78% yield.

17. Synthesis of Compound 1-244

(1,2 экв.), карбонат калия (3 экв.) и ацетонитрил (10 V) добавляли в другую 50-мл одногорлую бутыль в форме баклажана, нагревали до 80°C и перемешивали в течение 18 ч. После того, как ТСХ анализ показал завершение реакции, реакционную систему подвергали упариванию при пониженном давлении для удаления ацетонитрила, затем добавляли воду (5V) для растворения и экстрагировали этилацетатом (5V*3). Этилацетат удаляли выпариванием при пониженном давлении и остаток очищали колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта в виде Соединения 1-244 с выходом 69%.Compound 1 (1 equivalent), Phenofluoro (1.5 equivalents), cesium fluoride (3 equivalents), and toluene (10 V) were added to a 50 ml eggplant-shaped single neck bottle at room temperature, heated to 80°C, and stirred for 18 hours After TLC analysis showed completion of the reaction, after working up received the intermediate Compound 1-244-a. Compound 1-244-a (1 eq.),

(1.2 eq.), potassium carbonate (3 eq.) and acetonitrile (10 V) were added to another 50 ml eggplant-shaped single neck bottle, heated to 80°C and stirred for 18 h. After TLC analysis showed completion of the reaction, the reaction system was subjected to evaporation under reduced pressure to remove acetonitrile, then water (5V) was added to dissolve and extracted with ethyl acetate (5V*3). The ethyl acetate was removed by evaporation under reduced pressure, and the residue was purified by silica gel column chromatography (100 mesh - 200 mesh) to give the product as Compound 1-244 in 69% yield.

18. Synthesis of Compound 1-245

(1,2 экв.), гидроксид калия (3 экв.) и N, N-диметилформамид (10 V) добавляли при комнатной температуре в другую 50-мл одногорлую бутыль в форме баклажана, нагревали до 100°C и перемешивали в течение 18 ч. После того, как ТСХ анализ показал завершение реакции, добавляли воду (5 V) для растворения и затем осуществляли экстрагирование этилацетатом (5V*3). Этилацетат удаляли дистилляцией при пониженном давлении и остаток разделяли колоночной хроматографией на силикагеле (100 меш - 200 меш) с получением продукта в виде Соединения 1-245 с выходом 52%.Compound 1 (1 equiv.), POCl ₃ (1.5 equiv.), 1,2-dichloroethane (10 V) and 5% N, N-dimethylformamide were added to a 50-ml one-neck eggplant bottle at room temperature, heated to 80° C. and stirred for 6 hours. After TLC analysis showed completion of the reaction, water (5V) was added to dissolve, and then extraction was carried out using 1,2-dichloroethane (5V*3). 1,2-Dichloroethane was removed by distillation under reduced pressure to give Compound 1-245-a. Compound 1-245-a (1 eq.),

(1.2 equiv.), potassium hydroxide (3 equiv.) and N,N-dimethylformamide (10 V) were added at room temperature to another 50-ml eggplant-shaped single neck bottle, heated to 100°C and stirred for 18 hours After TLC analysis showed the completion of the reaction, was added water (5 V) to dissolve and then carried out the extraction with ethyl acetate (5V*3). The ethyl acetate was removed by distillation under reduced pressure, and the residue was separated by silica gel column chromatography (100 mesh-200 mesh) to give the product as Compound 1-245 in 52% yield.

The compounds shown in Table 1 and Table 2 were prepared by the methods described above.

Assessment of biological activity:

The standard for determining the level of activity aimed at the destruction of harmful plants (i.e. the percentage of growth inhibition) is as follows:

Level 10: total destruction;

Level 9: growth inhibition percentage above 90%;

Level 8: growth inhibition percentage above 80%;

Level 7: growth inhibition percentage above 70%;

Level 6: growth inhibition percentage above 60%;

Level 5: growth inhibition percentage above 50%;

Level 4: growth inhibition percentage above 40%;

Level 3: growth inhibition percentage above 30%;

Level 2: growth inhibition percentage above 20%;

Level 1: growth inhibition percentage below 20%;

Level 0: no effect.

The growth inhibition percentages described above are based on wet weight.

Post-emergence test experiment: Seeds of monocots and dicots, as well as seeds of major crops (e.g., wheat, corn, rice, soybean, cotton, oilseed rape, millet, and sorghum) were placed in a plastic pot loaded with soil, and then covered with 0 ,5-2 cm of soil, and the seeds were allowed to grow in a good greenhouse environment. The test plants were treated at the 2-3 leaf stage 2-3 weeks after sowing. The test compounds of the invention were suitably dissolved in acetone, then Tween-80 was added and diluted with some water to give solutions at specific concentrations, and synergist 80% vegetable oil methyl ester was added at a concentration of 1500 g/ha. The solution was sprayed onto the plants using a sprayer. Plants were grown in a greenhouse for 3 weeks. The results of the weed control experiments after 3 weeks are shown in Table 3 and Table 4.

Table 3
Experiment to evaluate the weed control effect of the compounds of formula I in the post-emergence stage Connection No. Amaranthus retroflexus Rorippa indica Veronica polita Chenopodiaceae Dose 1 10 10 10 8 2000 g/ha 4 10 10 10 8 2000 g/ha 8 10 10 10 8 2000 g/ha 24 10 10 10 10 2000 g/ha 26 10 10 10 10 1000 g/ha 27 10 10 10 10 1000 g/ha 28 10 10 10 10 1000 g/ha 29 10 10 10 10 1000 g/ha thirty 10 10 10 10 1000 g/ha 31 10 10 10 10 1000 g/ha 32 10 10 10 10 1000 g/ha 33 10 10 10 10 1000 g/ha 34 10 10 10 10 1000 g/ha 35 10 10 10 10 1000 g/ha 36 10 10 10 10 1000 g/ha 37 10 10 10 10 1000 g/ha 38 10 10 10 10 1000 g/ha 39 10 10 10 10 1000 g/ha 40 10 10 10 10 1000 g/ha 41 10 10 10 10 1000 g/ha 42 10 10 10 10 1000 g/ha 43 10 10 10 10 1000 g/ha 44 10 10 10 10 1000 g/ha 45 10 10 10 10 1000 g/ha 46 10 10 10 10 1000 g/ha 47 10 10 10 10 1000 g/ha 48 10 10 10 10 1000 g/ha 49 10 10 10 10 1000 g/ha 50 10 10 10 10 1000 g/ha 51 10 10 10 10 1000 g/ha 52 10 10 10 10 1000 g/ha 53 10 10 10 10 1000 g/ha 54 10 10 10 10 1000 g/ha 55 10 10 10 10 1000 g/ha 56 10 10 10 10 1000 g/ha 57 10 10 10 10 1000 g/ha 58 10 10 10 10 1000 g/ha 59 10 10 10 10 1000 g/ha 60 10 10 10 10 1000 g/ha 61 10 10 10 10 1000 g/ha 62 10 10 10 10 1000 g/ha 63 10 10 10 10 1000 g/ha 64 10 10 10 10 1000 g/ha 65 10 10 10 10 1000 g/ha 66 10 10 10 10 1000 g/ha 67 10 10 10 10 1000 g/ha 68 10 10 10 10 1000 g/ha 69 10 10 10 10 1000 g/ha 70 10 10 10 10 1000 g/ha 71 10 10 10 10 1000 g/ha 72 10 10 10 10 1000 g/ha 77 10 10 10 10 2000 g/ha 81 10 10 10 10 1000 g/ha 82 10 10 10 10 1000 g/ha 83 10 10 10 10 1000 g/ha 92 10 10 10 10 1000 g/ha 93 10 10 10 10 1000 g/ha 94 10 10 10 10 1000 g/ha 95 10 10 10 10 1000 g/ha 96 10 10 10 10 1000 g/ha 97 10 10 10 10 1000 g/ha 111 10 10 10 10 1000 g/ha 114 10 10 10 10 1000 g/ha 128 10 10 10 10 1000 g/ha 163 10 10 10 10 2000 g/ha 165 10 10 10 10 2000 g/ha 166 10 10 10 10 2000 g/ha 168 10 10 10 10 2000 g/ha 169 10 10 10 10 2000 g/ha 173 10 10 10 10 2000 g/ha 179 10 10 10 10 2000 g/ha 202 10 10 10 10 2000 g/ha 204 10 10 10 10 2000 g/ha 205 10 10 10 10 2000 g/ha 206 10 10 10 10 2000 g/ha 207 10 10 10 10 2000 g/ha 211 10 10 10 10 2000 g/ha 212 10 10 10 10 2000 g/ha 214 10 10 10 10 2000 g/ha 218 10 10 10 10 2000 g/ha 219 10 10 10 10 2000 g/ha 220 10 10 10 10 2000 g/ha 221 10 10 10 10 2000 g/ha 222 10 10 10 10 2000 g/ha 223 10 10 10 10 2000 g/ha 224 10 10 10 10 2000 g/ha 225 10 10 10 10 2000 g/ha 226 10 10 10 10 2000 g/ha 227 10 10 10 10 2000 g/ha 231 10 10 10 10 2000 g/ha 236 10 10 10 10 2000 g/ha 263 10 10 10 10 2000 g/ha 279 10 10 10 10 2000 g/ha 323 10 10 10 10 2000 g/ha 349 10 10 10 10 2000 g/ha 370 10 10 10 10 2000 g/ha 371 10 10 10 10 2000 g/ha 380 10 10 10 10 2000 g/ha 414 10 10 10 10 3000 g/ha 418 10 10 10 10 3000 g/ha 439 10 10 10 10 3000 g/ha 540 10 10 10 10 3000 g/ha 543 10 10 10 10 3000 g/ha 544 10 10 10 10 3000 g/ha 546 10 10 10 10 3000 g/ha 570 10 10 10 10 3000 g/ha 588 10 10 10 10 3000 g/ha 589 10 10 10 10 3000 g/ha 594 10 10 10 10 3000 g/ha 595 10 10 10 10 3000 g/ha 597 10 10 10 10 3000 g/ha 613 10 10 10 10 3000 g/ha 634 10 10 10 10 3000 g/ha 636 10 10 10 10 3000 g/ha 637 10 10 10 10 3000 g/ha 714 10 10 10 10 3000 g/ha 723 10 10 10 10 3000 g/ha 732 10 10 10 10 1000 g/ha 733 10 10 10 10 1000 g/ha 734 10 10 10 10 1000 g/ha 735 10 10 10 10 1000 g/ha 736 10 10 10 10 1000 g/ha 737 10 10 10 10 3000 g/ha 739 10 10 10 10 3000 g/ha 740 10 10 10 10 3000 g/ha 741 10 10 10 10 3000 g/ha 742 10 10 10 10 3000 g/ha 743 10 10 10 10 3000 g/ha 744 10 10 10 10 3000 g/ha 745 10 10 10 10 3000 g/ha 746 10 10 10 10 3000 g/ha 753 10 10 10 10 3000 g/ha 755 10 10 10 10 3000 g/ha 761 10 10 10 10 3000 g/ha 762 10 10 10 10 3000 g/ha 763 10 10 10 10 3000 g/ha 764 10 10 10 10 3000 g/ha 766 10 10 10 10 3000 g/ha 768 10 10 10 10 3000 g/ha 769 10 10 10 10 3000 g/ha 770 10 10 10 10 3000 g/ha 771 10 10 10 10 3000 g/ha 772 10 10 10 10 3000 g/ha 774 10 10 10 10 3000 g/ha 775 10 10 10 10 3000 g/ha 776 10 10 10 10 3000 g/ha 777 10 10 10 10 3000 g/ha 778 10 10 10 10 3000 g/ha 779 10 10 10 10 3000 g/ha 780 10 10 10 10 3000 g/ha 781 10 10 10 10 3000 g/ha 782 10 10 10 10 3000 g/ha 783 10 10 10 10 3000 g/ha 784 10 10 10 10 3000 g/ha 787 10 10 10 10 3000 g/ha 791 10 10 10 10 3000 g/ha 794 10 10 10 10 3000 g/ha 803 10 10 10 10 3000 g/ha 804 10 10 10 10 3000 g/ha 805 10 10 10 10 3000 g/ha 806 10 10 10 10 3000 g/ha 807 10 10 10 10 3000 g/ha 808 10 10 10 10 3000 g/ha 809 10 10 10 10 3000 g/ha 810 10 10 10 10 3000 g/ha 811 10 10 10 10 3000 g/ha 812 10 10 10 10 3000 g/ha 813 10 10 10 10 3000 g/ha 816 10 10 10 10 3000 g/ha 820 10 10 10 10 3000 g/ha 823 10 10 10 10 3000 g/ha 824 10 10 10 10 3000 g/ha 825 10 10 10 10 3000 g/ha 826 10 10 10 10 3000 g/ha 827 10 10 10 10 3000 g/ha 828 10 10 10 10 3000 g/ha 829 10 10 10 10 3000 g/ha 830 10 10 10 10 3000 g/ha 831 10 10 10 10 3000 g/ha 832 10 10 10 10 3000 g/ha 833 10 10 10 10 3000 g/ha 834 10 10 10 10 3000 g/ha 839 10 10 10 10 3000 g/ha 844 10 10 10 10 2000 g/ha 857 10 10 10 10 3000 g/ha 873 10 10 10 10 3000 g/ha 877 10 10 10 10 3000 g/ha 963 10 10 10 10 3000 g/ha 964 10 10 10 10 3000 g/ha 965 10 10 10 10 3000 g/ha 966 10 10 10 10 3000 g/ha 967 10 10 10 10 3000 g/ha 968 10 10 10 10 3000 g/ha 969 10 10 10 10 3000 g/ha 970 10 10 10 10 3000 g/ha 971 10 10 10 10 3000 g/ha 972 10 10 10 10 3000 g/ha 973 10 10 10 10 3000 g/ha 974 10 10 10 10 3000 g/ha 975 10 10 10 10 3000 g/ha 976 10 10 10 10 3000 g/ha 977 10 10 10 10 3000 g/ha 978 10 10 10 10 3000 g/ha 979 10 10 10 10 3000 g/ha 980 10 10 10 10 3000 g/ha 983 10 10 10 10 3000 g/ha 984 10 10 10 10 3000 g/ha 986 10 10 10 10 3000 g/ha 987 10 10 10 10 3000 g/ha 988 10 10 10 10 3000 g/ha 989 10 10 10 10 3000 g/ha 990 10 10 10 10 3000 g/ha 991 10 10 10 10 3000 g/ha 992 10 10 10 10 3000 g/ha 993 10 10 10 10 3000 g/ha 994 10 10 10 10 3000 g/ha 995 10 10 10 10 3000 g/ha 996 10 10 10 10 3000 g/ha 997 10 10 10 10 3000 g/ha 998 10 10 10 10 3000 g/ha 999 10 10 10 10 3000 g/ha 1000 10 10 10 10 3000 g/ha 1001 10 10 10 10 3000 g/ha 1002 10 10 10 10 3000 g/ha 1003 10 10 10 10 3000 g/ha 1004 10 10 10 10 3000 g/ha 1005 10 10 10 10 3000 g/ha 1006 10 10 10 10 3000 g/ha 1007 10 10 10 10 3000 g/ha 1008 10 10 10 10 3000 g/ha 1018 10 10 10 10 3000 g/ha 1076 10 10 10 10 3000 g/ha 1081 10 10 10 10 3000 g/ha 1286 10 10 10 10 3000 g/ha 1522 10 N N 10 3000 g/ha 1523 10 10 10 10 3000 g/ha 1524 10 10 10 10 3000 g/ha Note: N means no data

Table 4
Experiment to evaluate the effect of weed control of derivatives of formula I-1 in the post-emergence stage Connection No. Amaranthus retroflexus Rorippa indica Veronica polita Chenopodiaceae Dose 1-1 10 10 10 10 3000 g/ha 1-2 10 10 10 10 3000 g/ha 1-3 10 10 10 10 3000 g/ha 1-4 10 10 10 10 3000 g/ha 1-7 10 10 10 10 3000 g/ha 1-8 10 10 10 10 3000 g/ha 1-9 10 10 10 10 3000 g/ha 1-10 10 10 10 10 3000 g/ha 1-14 10 10 10 10 3000 g/ha 1-15 10 10 10 10 3000 g/ha 1-16 10 10 10 10 3000 g/ha 1-17 10 10 10 10 3000 g/ha 1-18 10 10 10 10 3000 g/ha 1-19 10 10 10 10 3000 g/ha 1-22 10 10 10 10 3000 g/ha 1-23 10 10 10 10 3000 g/ha 1-25 10 10 10 10 3000 g/ha 1-26 10 10 10 10 3000 g/ha 1-29 10 10 10 10 3000 g/ha 1-30 10 10 10 10 3000 g/ha 1-31 10 10 10 10 3000 g/ha 1-33 10 10 10 10 3000 g/ha 1-35 10 10 10 10 3000 g/ha 1-36 10 10 10 10 3000 g/ha 1-38 10 10 10 10 3000 g/ha 1-39 10 10 10 10 3000 g/ha 1-40 10 10 10 10 3000 g/ha 1-42 10 10 10 10 3000 g/ha 1-43 10 10 10 10 3000 g/ha 1-47 10 10 10 10 3000 g/ha 1-51 10 10 10 10 3000 g/ha 1-53 10 10 10 10 3000 g/ha 1-54 10 10 10 10 3000 g/ha 1-55 10 10 10 10 3000 g/ha 1-58 10 10 10 10 3000 g/ha 1-60 10 10 10 10 3000 g/ha 1-63 10 10 10 10 3000 g/ha 1-64 10 10 10 10 3000 g/ha 1-65 10 10 10 10 3000 g/ha 1-66 10 10 10 10 3000 g/ha 1-67 10 10 10 10 3000 g/ha 1-68 10 10 10 10 3000 g/ha 1-69 10 10 10 10 3000 g/ha 1-70 10 10 10 10 3000 g/ha 1-71 10 10 10 10 3000 g/ha 1-75 10 10 10 10 3000 g/ha 1-76 10 10 10 10 3000 g/ha 1-77 10 10 10 10 3000 g/ha 1-78 10 10 10 10 3000 g/ha 1-79 10 10 10 10 3000 g/ha 1-80 10 10 10 10 3000 g/ha 1-82 10 10 10 10 3000 g/ha 1-83 10 10 10 10 3000 g/ha 1-84 10 10 10 10 3000 g/ha 1-85 10 10 10 10 3000 g/ha 1-86 10 10 10 10 3000 g/ha 1-87 10 10 10 10 3000 g/ha 1-88 10 10 10 10 3000 g/ha 1-90 10 10 10 10 3000 g/ha 1-91 10 10 10 10 3000 g/ha 1-93 10 10 10 10 3000 g/ha 1-94 10 10 10 10 3000 g/ha 1-95 10 10 10 10 3000 g/ha 1-96 10 10 10 10 3000 g/ha 1-97 10 10 10 10 3000 g/ha 1-98 10 10 10 10 3000 g/ha 1-99 10 10 10 10 3000 g/ha 1-100 10 10 10 10 3000 g/ha 1-101 10 10 10 10 3000 g/ha 1-102 10 10 10 10 3000 g/ha 1-103 10 10 10 10 3000 g/ha 1-104 10 10 10 10 3000 g/ha 1-105 10 10 10 10 3000 g/ha 1-106 10 10 10 10 3000 g/ha 1-107 10 10 10 10 3000 g/ha 1-108 10 10 10 10 3000 g/ha 1-109 10 10 10 10 3000 g/ha 1-110 10 10 10 10 3000 g/ha 1-111 10 10 10 10 3000 g/ha 1-112 10 10 10 10 3000 g/ha 1-113 10 10 10 10 3000 g/ha 1-114 10 10 10 10 3000 g/ha 1-115 10 10 10 10 3000 g/ha 1-116 10 10 10 10 3000 g/ha 1-117 10 10 10 10 3000 g/ha 1-118 10 10 10 10 3000 g/ha 1-119 10 10 10 10 3000 g/ha 1-120 10 10 10 10 3000 g/ha 1-121 10 10 10 10 3000 g/ha 1-122 10 10 10 10 3000 g/ha 1-123 10 10 10 10 3000 g/ha 1-124 10 10 10 10 3000 g/ha 1-125 10 10 10 10 3000 g/ha 1-126 10 10 10 10 3000 g/ha 1-127 10 10 10 10 3000 g/ha 1-128 10 10 10 10 3000 g/ha 1-129 10 10 10 10 3000 g/ha 1-130 10 10 10 10 3000 g/ha 1-131 10 10 10 10 3000 g/ha 1-132 10 10 10 10 3000 g/ha 1-133 10 10 10 10 3000 g/ha 1-134 10 10 10 10 3000 g/ha 1-135 10 10 10 10 3000 g/ha 1-136 10 10 10 10 3000 g/ha 1-137 10 10 10 10 3000 g/ha 1-138 10 10 10 10 3000 g/ha 1-139 10 10 10 10 3000 g/ha 1-140 10 10 10 10 3000 g/ha 1-141 10 10 10 10 3000 g/ha 1-142 10 10 10 10 3000 g/ha 1-143 10 10 10 10 3000 g/ha 1-144 10 10 10 10 3000 g/ha 1-145 10 10 10 10 3000 g/ha 1-146 10 10 10 10 3000 g/ha 1-147 10 10 10 10 3000 g/ha 1-148 10 10 10 10 3000 g/ha 1-149 10 10 10 10 3000 g/ha 1-150 10 10 10 10 3000 g/ha 1-151 10 10 10 10 3000 g/ha 1-152 10 10 10 10 3000 g/ha 1-153 10 10 10 10 3000 g/ha 1-154 10 10 10 10 3000 g/ha 1-155 10 10 10 10 3000 g/ha 1-156 10 10 10 10 3000 g/ha 1-157 10 10 10 10 3000 g/ha 1-158 10 10 10 10 3000 g/ha 1-159 10 10 10 10 3000 g/ha 1-160 10 10 10 10 3000 g/ha 1-162 10 10 10 10 3000 g/ha 1-163 10 10 10 10 3000 g/ha 1-164 10 10 10 10 3000 g/ha 1-165 10 10 10 10 3000 g/ha 1-166 10 10 10 10 3000 g/ha 1-167 10 10 10 10 3000 g/ha 1-169 10 10 10 10 3000 g/ha 1-170 10 10 10 10 3000 g/ha 1-171 10 10 10 10 3000 g/ha 1-172 10 10 10 10 3000 g/ha 1-173 10 10 10 10 3000 g/ha 1-174 10 10 10 10 3000 g/ha 1-175 10 10 10 10 3000 g/ha 1-176 10 10 10 10 3000 g/ha 1-178 10 10 10 10 3000 g/ha 1-179 10 10 10 10 3000 g/ha 1-180 10 10 10 10 3000 g/ha 1-181 10 10 10 10 3000 g/ha 1-207 10 10 10 10 3000 g/ha 1-208 10 10 10 10 3000 g/ha 1-209 10 10 10 10 3000 g/ha 1-210 10 10 10 10 3000 g/ha 1-211 10 10 10 10 3000 g/ha 1-212 10 10 10 10 3000 g/ha 1-213 10 10 10 10 3000 g/ha 1-240 10 10 10 10 3000 g/ha

Comparative experiment:

The post-emergence test conditions were the same as above and the results are shown in Table 5.

Control Compound A:

Control Compound B:

(из патента CN106316962A)Control Compound C:

(from patent CN106316962A)

Control Compound D:

Control Compound E:

Table 5
Comparative experiment results Compound Echinochloa crus-galli Setaria viridis Chenopodiaceae Rorippa indica Galium aparine Veronica polita Dose 32 10 10 10 10 10 10 300 g/ha 35 10 10 10 10 9 10 300 g/ha 51 6 9 10 10 8 9 300 g/ha 202 7 10 10 10 10 8 300 g/ha 206 10 10 10 10 10 10 300 g/ha 207 10 10 10 10 10 10 300 g/ha 220 10 10 10 10 10 10 300 g/ha 733 10 10 10 10 10 10 300 g/ha 739 10 10 10 10 8 10 300 g/ha 740 10 10 10 10 10 10 300 g/ha 744 10 10 10 10 10 10 300 g/ha 779 10 10 10 10 10 10 300 g/ha 844 10 10 10 10 10 10 150 g/ha 1000 10 10 10 10 10 10 300 g/ha 1524 N 10 10 10 9 9 300 g/ha 1-39 10 10 10 10 10 10 150 g/ha 1-43 10 10 10 10 10 10 150 g/ha 1-55 10 10 10 10 10 10 150 g/ha 1-82 7 10 10 10 7 8 150 g/ha 1-86 10 10 10 10 10 10 150 g/ha A 0 3 5 2 5 3 300 g/ha B 0 3 3 3 4 3 300 g/ha C 0 0 3 3 2 2 300 g/ha D 0 0 1 1 0 0 300 g/ha E 0 0 1 1 0 0 300 g/ha Note: N means no data

As can be seen from the table above, the compounds of the present invention have a higher herbicidal activity compared to the control compounds.

In addition, after testing, the compounds of the present invention have good crop selectivity when used before or after emergence, especially for wheat, rice, soybean, cotton, corn, sorghum, millet and other crops.

Pre-emergence test experiment:

Seeds of monocotyledonous and dicotyledonous weeds and major crops (e.g. wheat, corn, rice, soybean, cotton, oilseed rape, millet and sorghum) were placed in a plastic pot loaded with soil and covered with soil 0.5-2 cm. compounds of the present invention were dissolved in acetone, then Tween-80 was added, diluted with some water to reach a certain concentration and sprayed immediately after inoculation. The resulting seeds were incubated for 4 weeks in a greenhouse after spraying. The test results were observed after 3 weeks. It was observed that the herbicides of the present invention mainly had an excellent effect at a dose of 250 g/ha, especially against weeds such as Echinochloa crusgalli, Digitaria sanguinalis and Abutilon theophrasti, etc., and many compounds had good selectivity against corn. , wheat, rice, soybean, oilseed rape, etc.

It has been found experimentally that the compounds of the present invention generally have good weed control efficiency, especially against major broadleaf weeds such as Abutilon theophrasti and Bidens bipinnata, etc., which are widely distributed in corn, rice and wheat fields, and have excellent commercial value. First of all, it should be noted that the compound of the present invention has an extremely high activity against broadleaf weeds resistant to ALS inhibitor, such as common sparrow, bedstraw and chickweed, etc.

Evaluation of the safety of transplanted rice and evaluation of the effectiveness of weed control in the rice field:

The rice field soil was loaded into a 1/1,000,000 ha pot. the seeds of Echinochloa crusgalli, Scirpus juncoides, Bidens tripartite and Sagittaria trifolia L. were sown and carefully covered with soil, and then left in the greenhouse in a state of water accumulation of 0.5-1 cm. The tuber of Sagittaria trifolia L. was planted the next day or 2 days later. Thereafter, the water level was maintained at 3-4 cm. The weeds were treated by dropping WP or SC aqueous diluents prepared according to the usual method of preparation of the compounds of the present invention using a pipette homogeneously to achieve the indicated effective amount when Echinochloa crusgalli, Scirpus juncoides and Bidens tripartite reached the 0.5 leaf stage, while Sagittaria trifolia. L. has reached the first leaf stage.

In addition, soil from a rice field loaded into a 1/1,000,000 ha pot was leveled to maintain water accumulation at a depth of 3-4 cm. The next day, rice at the three-leaf stage (Japanese rice) was transplanted to a depth of 3 cm. invention was carried out in the same way 5 days after transplantation.

The fertility status of Echinochloa crusgalli, Scirpus juncoides, Bidens tripartite and Sagittaria trifolia L. 14 days after treatment with the compound of the present invention and the fertility status of rice 21 days after treatment with the compound of the present invention, respectively, were assessed with the naked eye. The weed control effect was evaluated by a standard activity level of 1-10. Many of the compounds of the present invention have been found to have excellent activity and selectivity, especially against Sagittaria trifolia L. and Echinochloa crusgalli.

Note: Seeds of Echinochloa crusgalli, Scirpus juncoides, Sagittaria trifolia L. and Bidens tripartite were collected in Heilongjiang Province of China. Tests showed that the weeds were resistant to the usual application rate of pyrazosulfuron-ethyl.

In addition, the present invention also relates to a herbicidal composition comprising component (i) (such as a compound of formula I) and component (ii), and some of the compositions are as follows:

1 (Compound No. as shown in Table 1, then the same) + Sulcotrione, 1 + Mesotrione, 1 + Topramesone, 1 + Tembotrione, 1 + Bicyclopyrone, 1 + Tefuryltrione, 1 + Benzobicyclone, 1 + Lancotrione, 1 + Shuangzuocaotong, 1+Huanbifucaotong, 1+Sanzuohuangcaotong, 1+Benzuofucaotong, 1+Pyrasulfotol, 1+Pyrazolate, 1+Benzofenap, 1+Tolpyralate, 1+Fenquinotrion, 1+Isoxaflutol, 1+Fluroxypyr or its esters, 1+Galauxifen-methyl, 1+ Florpyrauxifen-benzyl, 1+ Quinclorac, 1+ Hinmerac, 1+ Chipton or its salts/esters, 1+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1+ MCPB or its salts/esters, 1+2,4-D or its salts/esters, 1+Dichlorprop or its salts/esters, 1+2,4-DB or its salts/esters, 1+Dicamba, 1+Picloram, 1+Trichlopyr, 1+Clopyralid, 1+Trichlopyr, 1+Flurochloridone, 1+Flurtamone, 1+Diflufenican, 1+Picolinafen, 1+Beflubutamide, 1+Norflurazone, 1+Fluridone.

2+Sulcotrione, 2+Mesotrione, 2+Toprameson, 2+Tembotrione, 2+Bicyclopyrone, 2+Tefuryltrione, 2+Benzobicyclone, 2+Lancotrione, 2+Shuangzuocaotong, 2+Huanbifucaotong, 2+Sanzuohuangcaotong, 2+Benzuofucaotong, 2+ Pyrasulfotol, 2+ Pyrazolate, 2+ Benzofenap, 2+ Tolpyralate, 2+ Fenquinotrion, 2+ Isoxaflutol, 2+ Fluroxypyr or its esters, 2+ Galauxifen-methyl, 2+ Florpyrauxifen-benzyl, 2+ Chinclorac, 2+ Chinmerac, 2+Chipton or its salts/esters, 2+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 2+MCPB or its salts/esters, 2+2,4-D or its salts/esters, 2+ Dichlorprop or its salts/esters, 2+2,4-DB or its salts/esters, 2+ Dicamba, 2+ Picloram, 2+ Triclopyr, 2+ Clopyralid, 2+ Triclopyr, 2+ Flurochloridone, 2+ Flurtamone, 2+Diflufenican, 2+Picolinafen, 2+Beflubutamide, 2+Norflurazon, 2+Fluridone.

3+Sulcotrione, 3+Mesotrione, 3+Toprameson, 3+Tembotrione, 3+Bicyclopyrone, 3+Tefuryltrione, 3+Benzobicyclone, 3+Lancotrione, 3+Shuangzuocaotong, 3+Huanbifucaotong, 3+Sanzuohuangcaotong, 3+Benzuofucaotong, 3+ Pyrasulfotol, 3+ Pyrazolate, 3+ Benzofenap, 3+ Tolpyralate, 3+ Fenquinotrion, 3+ Isoxaflutol, 3+ Fluroxypyr or its esters, 3+ Galauxifen-methyl, 3+ Florpyrauxifen-benzyl, 3+ Chinclorac, 3+ Chinmerac, 3+Chipton or its salts/esters, 3+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 3+MCPB or its salts/esters, 3+2,4-D or its salts/esters, 3+ Dichlorprop or its salts/esters, 3+2,4-DB or its salts/esters, 3+ Dicamba, 3+ Picloram, 3+ Triclopyr, 3+ Clopyralid, 3+ Triclopyr, 3+ Flurochloridone, 3+ Flurtamone, 3+Diflufenican, 3+Picolinafen, 3+Beflubutamide, 3+Norflurazon, 3+Fluridone.

4+Sulcotrione, 4+Mesotrione, 4+Toprameson, 4+Tembotrione, 4+Bicyclopyrone, 4+Tefuryltrione, 4+Benzobicyclone, 4+Lancotrione, 4+Shuangzuocaotong, 4+Huanbifucaotong, 4+Sanzuohuangcaotong, 4+Benzuofucaotong, 4+ Pyrasulfotol, 4+ Pyrazolate, 4+ Benzofenap, 4+ Tolpyralate, 4+ Fenquinotrion, 4+ Isoxaflutol, 4+ Fluroxypyr or its esters, 4+ Galauxifen-methyl, 4+ Florpyrauxifen-benzyl, 4+ Chinclorac, 4+ Chinmerac, 4+Chipton or its salts/esters, 4+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 4+MCPB or its salts/esters, 4+2,4-D or its salts/esters, 4+ Dichlorprop or its salts/esters, 4+2,4-DB or its salts/esters, 4+ Dicamba, 4+ Picloram, 4+ Triclopyr, 4+ Clopyralid, 4+ Triclopyr, 4+ Flurochloridone, 4+ Flurtamone, 4+Diflufenican, 4+Picolinafen, 4+Beflubutamide, 4+Norflurazon, 4+Fluridone.

7+Sulcotrione, 7+Mesotrione, 7+Toprameson, 7+Tembotrione, 7+Bicyclopyrone, 7+Tefuryltrione, 7+Benzobicyclone, 7+Lancotrione, 7+Shuangzuocaotong, 7+Huanbifucaotong, 7+Sanzuohuangcaotong, 7+Benzuofucaotong, 7+ Pyrasulfotol, 7+ Pyrazolate, 7+ Benzofenap, 7+ Tolpyralate, 7+ Fenquinotrion, 7+ Isoxaflutol, 7+ Fluroxypyr or its esters, 7+ Galauxifen-methyl, 7+ Florpyrauxifen-benzyl, 7+ Chinclorac, 7+ Chinmerac, 7+Chipton or its salts/esters, 7+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 7+MCPB or its salts/esters, 7+2,4-D or its salts/esters, 7+ Dichlorprop or its salts/esters, 7+2,4-DB or its salts/esters, 7+ Dicamba, 7+ Picloram, 7+ Triclopyr, 7+ Clopyralid, 7+ Triclopyr, 7+ Flurochloridone, 7+ Flurtamone, 7+Diflufenican, 7+Picolinafen, 7+Beflubutamide, 7+Norflurazon, 7+Fluridone.

8+Sulcotrione, 8+Mesotrione, 8+Toprameson, 8+Tembotrione, 8+Bicyclopyrone, 8+Tefuryltrione, 8+Benzobicyclone, 8+Lancotrione, 8+Shuangzuocaotong, 8+Huanbifucaotong, 8+Sanzuohuangcaotong, 8+Benzuofucaotong, 8+ Pyrasulfotol, 8+ Pyrazolate, 8+ Benzofenap, 8+ Tolpyralate, 8+ Fenquinotrion, 8+ Isoxaflutol, 8+ Fluroxypyr or its esters, 8+ Galauxifen-methyl, 8+ Florpyrauxifen-benzyl, 8+ Chinclorac, 8+ Chinmerac, 8+Chipton or its salts/esters, 8+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 8+MCPB or its salts/esters, 8+2,4-D or its salts/esters, 8+ Dichlorprop or its salts/esters, 8+2,4-DB or its salts/esters, 8+ Dicamba, 8+ Picloram, 8+ Triclopyr, 8+ Clopyralid, 8+ Triclopyr, 8+ Flurochloridone, 8+ Flurtamone, 8+Diflufenican, 8+Picolinafen, 8+Beflubutamide, 8+Norflurazon, 8+Fluridone.

22+Sulcotrione, 22+Mesotrione, 22+Toprameson, 22+Tembotrione, 22+Bicyclopyrone, 22+Tefuryltrione, 22+Benzobicyclone, 22+Lancotrione, 22+Shuangzuocaotong, 22+Huanbifucaotong, 22+Sanzuohuangcaotong, 22+Benzuofucaotong, 22+ Pyrasulfotol, 22+ Pyrazolate, 22+ Benzofenap, 22+ Tolpyralate, 22+ Fenquinotrion, 22+ Isoxaflutol, 22+ Fluroxypyr or its esters, 22+ Galauxifen-methyl, 22+ Florpyrauxifen-benzyl, 22+ Chinclorac, 22+ Chinmerac, 22+Chipton or its salts/esters, 22+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 22+MCPB or its salts/esters, 22+2,4-D or its salts/esters, 22+ Dichlorprop or its salts/esters, 22+2,4-DB or its salts/esters, 22+ Dicamba, 22+ Picloram, 22+ Triclopyr, 22+ Clopyralid, 22+ Triclopyr, 22+ Flurochloridone, 22+ Flurtamone, 22+Diflufenican, 22+Picolinafen, 22+Beflubutamide, 22+Norflurazon, 22+Fluridone.

26+Sulcotrione, 26+Mesotrione, 26+Toprameson, 26+Tembothrion, 26+Bicyclopyrone, 26+Tefuryltrione, 26+Benzobicyclone, 26+Lancotrione, 26+Shuangzuocaotong, 26+Huanbifucaotong, 26+Sanzuohuangcaotong, 26+Benzuofucaotong, 26+ Pyrasulfotol, 26+Pyrazolate, 26+Benzofenap, 26+Tolpyralate, 26+Fenquinotrion, 26+Isoxaflutol, 26+Fluroxypyr or its esters, 26+Galauxifen-methyl, 26+Florpyrauxifen-benzyl, 26+Quinclorac, 26+Chinmerac, 26+Chipton or its salts/esters, 26+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 26+MCPB or its salts/esters, 26+2,4-D or its salts/esters, 26+ Dichlorprop or its salts/esters, 26+2,4-DB or its salts/esters, 26+ Dicamba, 26+ Picloram, 26+ Triclopyr, 26+ Clopyralid, 26+ Triclopyr, 26+ Flurochloridone, 26+ Flurtamone, 26+Diflufenican, 26+Picolinafen, 26+Beflubutamide, 26+Norflurazon, 26+Fluridone.

27+Sulcotrione, 27+Mesotrione, 27+Toprameson, 27+Tembothrion, 27+Bicyclopyrone, 27+Tefuryltrione, 27+Benzobicyclone, 27+Lancotrione, 27+Shuangzuocaotong, 27+Huanbifucaotong, 27+Sanzuohuangcaotong, 27+Benzuofucaotong, 27+ Pyrasulfotol, 27+ Pyrazolate, 27+ Benzofenap, 27+ Tolpyralate, 27+ Fenquinotrion, 27+ Isoxaflutol, 27+ Fluroxypyr or its esters, 27+ Galauxifen-methyl, 27+ Florpyrauxifen-benzyl, 27+ Chinclorac, 27+ Chinmerac, 27+Chipton or its salts/esters, 27+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 27+MCPB or its salts/esters, 27+2,4-D or its salts/esters, 27+ Dichlorprop or its salts/esters, 27+2,4-DB or its salts/esters, 27+ Dicamba, 27+ Picloram, 27+ Triclopyr, 27+ Clopyralid, 27+ Triclopyr, 27+ Flurochloridone, 27+ Flurtamone, 27+Diflufenican, 27+Picolinafen, 27+Beflubutamide, 27+Norflurazon, 27+Fluridone.

32+Sulcotrione, 32+Mesotrione, 32+Toprameson, 32+Tembotrione, 32+Bicyclopyrone, 32+Tefuryltrione, 32+Benzobicyclone, 32+Lancotrione, 32+Shuangzuocaotong, 32+Huanbifucaotong, 32+Sanzuohuangcaotong, 32+Benzuofucaotong, 32+ Pyrasulfotol, 32+ Pyrazolate, 32+ Benzofenap, 32+ Tolpyralate, 32+ Fenquinotrion, 32+ Isoxaflutol, 32+ Fluroxypyr or its esters, 32+ Galauxifen-methyl, 32+ Florpyrauxifen-benzyl, 32+ Chinclorac, 32+ Chinmerac, 32+Chipton or its salts/esters, 32+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 32+MCPB or its salts/esters, 32+2,4-D or its salts/esters, 32+ Dichlorprop or its salts/esters, 32+2,4-DB or its salts/esters, 32+ Dicamba, 32+ Picloram, 32+ Triclopyr, 32+ Clopyralid, 32+ Triclopyr, 32+ Flurochloridone, 32+ Flurtamone, 32+Diflufenican, 32+Picolinafen, 32+Beflubutamide, 32+Norflurazon, 32+Fluridone.

34+Sulcotrione, 34+Mesotrione, 34+Toprameson, 34+Tembotrione, 34+Bicyclopyrone, 34+Tefuryltrione, 34+Benzobicyclone, 34+Lancotrione, 34+Shuangzuocaotong, 34+Huanbifucaotong, 34+Sanzuohuangcaotong, 34+Benzuofucaotong, 34+ Pyrasulfotol, 34+ Pyrazolate, 34+ Benzofenap, 34+ Tolpyralate, 34+ Fenquinotrion, 34+ Isoxaflutol, 34+ Fluroxypyr or its esters, 34+ Galauxifen-methyl, 34+ Florpyrauxifen-benzyl, 34+ Chinclorac, 34+ Chinmerac, 34+Chipton or its salts/esters, 34+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 34+MCPB or its salts/esters, 34+2,4-D or its salts/esters, 34+Dichlorprop or its salts/esters, 34+2,4-DB or its salts/esters, 34+Dicamba, 34+Picloram, 34+Trichlopyr, 34+Clopyralid, 34+Triclopyr, 34+Flurochloridone, 34+ Flurtamone, 34+Diflufenican, 34+Picolinafen, 34+Beflubutamide, 34+Norflurazon, 34+Fluridone.

35+Sulcotrione, 35+Mesotrione, 35+Toprameson, 35+Tembothrion, 35+Bicyclopyrone, 35+Tefuryltrione, 35+Benzobicyclone, 35+Lancotrione, 35+Shuangzuocaotong, 35+Huanbifucaotong, 35+Sanzuohuangcaotong, 35+Benzuofucaotong, 35+ Pyrasulfotol, 35+ Pyrazolate, 35+ Benzofenap, 35+ Tolpyralate, 35+ Fenquinotrion, 35+ Isoxaflutol, 35+ Fluroxypyr or its esters, 35+ Galauxifen-methyl, 35+ Florpyrauxifen-benzyl, 35+ Chinclorac, 35+ Chinmerac, 35+Chipton or its salts/esters, 35+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 35+MCPB or its salts/esters, 35+2,4-D or its salts/esters, 35+Dichlorprop or its salts/esters, 35+2,4-DB or its salts/esters, 35+Dicamba, 35+Picloram, 35+Trichlopyr, 35+Clopyralid, 35+Triclopyr, 35+Flurochloridone, 35+ Flurtamone, 35+Diflufenican, 35+Picolinafen, 35+Beflubutamide, 35+Norflurazon, 35+Fluridone.

37+Sulcotrione, 37+Mesotrione, 37+Toprameson, 37+Tembothrion, 37+Bicyclopyrone, 37+Tefuryltrione, 37+Benzobicyclone, 37+Lancotrione, 37+Shuangzuocaotong, 37+Huanbifucaotong, 37+Sanzuohuangcaotong, 37+Benzuofucaotong, 37+ Pyrasulfotol, 37+ Pyrazolate, 37+ Benzofenap, 37+ Tolpyralate, 37+ Fenquinotrion, 37+ Isoxaflutol, 37+ Fluroxypyr or its esters, 37+ Galauxifen-methyl, 37+ Florpyrauxifen-benzyl, 37+ Chinclorac, 37+ Chinmerac, 37+Chipton or its salts/esters, 37+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 37+MCPB or its salts/esters, 37+2,4-D or its salts/esters, 37+ Dichlorprop or its salts/esters, 37+2,4-DB or its salts/esters, 37+ Dicamba, 37+ Picloram, 37+ Triclopyr, 37+ Clopyralid, 37+ Triclopyr, 37+ Flurochloridone, 37+ Flurtamone, 37+Diflufenican, 37+Picolinafen, 37+Beflubutamide, 37+Norflurazon, 37+Fluridone.

38+Sulcotrione, 38+Mesotrione, 38+Toprameson, 38+Tembothrion, 38+Bicyclopyrone, 38+Tefuryltrione, 38+Benzobicyclone, 38+Lancotrione, 38+Shuangzuocaotong, 38+Huanbifucaotong, 38+Sanzuohuangcaotong, 38+Benzuofucaotong, 38+ Pyrasulfotol, 38+ Pyrazolate, 38+ Benzofenap, 38+ Tolpyralate, 38+ Fenquinotrion, 38+ Isoxaflutol, 38+ Fluroxypyr or its esters, 38+ Galauxifen-methyl, 38+ Florpyrauxifen-benzyl, 38+ Chinclorac, 38+ Chinmerac, 38+Chipton or its salts/esters, 38+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 38+MCPB or its salts/esters, 38+2,4-D or its salts/esters, 38+ Dichlorprop or its salts/esters, 38+2,4-DB or its salts/esters, 38+ Dicamba, 38+ Picloram, 38+ Triclopyr, 38+ Clopyralid, 38+ Triclopyr, 38+ Flurochloridone, 38+ Flurtamone, 38+Diflufenican, 38+Picolinafen, 38+Beflubutamide, 38+Norflurazon, 38+Fluridone.

39+Sulcotrione, 39+Mesotrione, 39+Toprameson, 39+Tembotrione, 39+Bicyclopyrone, 39+Tefuryltrione, 39+Benzobicyclone, 39+Lancotrione, 39+Shuangzuocaotong, 39+Huanbifucaotong, 39+Sanzuohuangcaotong, 39+Benzuofucaotong, 39+ Pyrasulfotol, 39+ Pyrazolate, 39+ Benzofenap, 39+ Tolpyralate, 39+ Fenquinotrion, 39+ Isoxaflutol, 39+ Fluroxypyr or its esters, 39+ Galauxifen-methyl, 39+ Florpyrauxifen-benzyl, 39+ Chinclorac, 39+ Chinmerac, 39+Chipton or its salts/esters, 39+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 39+MCPB or its salts/esters, 39+2,4-D or its salts/esters, 39+ Dichlorprop or its salts/esters, 39+2,4-DB or its salts/esters, 39+ Dicamba, 39+ Picloram, 39+ Triclopyr, 39+ Clopyralid, 39+ Triclopyr, 39+ Flurochloridone, 39+ Flurtamone, 39+Diflufenican, 39+Picolinafen, 39+Beflubutamide, 39+Norflurazon, 39+Fluridone.

40+Sulcotrione, 40+Mesotrione, 40+Toprameson, 40+Tembothrion, 40+Bicyclopyrone, 40+Tefuryltrione, 40+Benzobicyclone, 40+Lancotrione, 40+Shuangzuocaotong, 40+Huanbifucaotong, 40+Sanzuohuangcaotong, 40+Benzuofucaotong, 40+ Pyrasulfotol, 40+Pyrazolate, 40+Benzofenap, 40+Tolpyralate, 40+Fenquinotrion, 40+Isoxaflutol, 40+Fluroxypyr or its esters, 40+Galauxifen-methyl, 40+Florpyrauxifen-benzyl, 40+Quinclorac, 40+Chinmerac, 40+Chipton or its salts/esters, 40+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 40+MCPB or its salts/esters, 40+2,4-D or its salts/esters, 40+Dichlorprop or its salts/esters, 40+2,4-DB or its salts/esters, 40+Dicamba, 40+Picloram, 40+Trichlopyr, 40+Clopyralid, 40+Triclopyr, 40+Flurochloridone, 40+ Flurtamone, 40+Diflufenican, 40+Picolinafen, 40+Beflubutamide, 40+Norflurazon, 40+Fluridone.

42+Sulcotrione, 42+Mesotrione, 42+Toprameson, 42+Tembothrion, 42+Bicyclopyrone, 42+Tefuryltrione, 42+Benzobicyclone, 42+Lancotrione, 42+Shuangzuocaotong, 42+Huanbifucaotong, 42+Sanzuohuangcaotong, 42+Benzuofucaotong, 42+ Pyrasulfotol, 42+ Pyrazolate, 42+ Benzofenap, 42+ Tolpyralate, 42+ Fenquinotrion, 42+ Isoxaflutol, 42+ Fluroxypyr or its esters, 42+ Galauxifen-methyl, 42+ Florpyrauxifen-benzyl, 42+ Chinclorac, 42+ Chinmerac, 42+Chipton or its salts/esters, 42+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 42+MCPB or its salts/esters, 42+2,4-D or its salts/esters, 42+Dichlorprop or its salts/esters, 42+2,4-DB or its salts/esters, 42+Dicamba, 42+Picloram, 42+Trichlopyr, 42+Clopyralid, 42+Triclopyr, 42+Flurochloridone, 42+ Flurtamone, 42+Diflufenican, 42+Picolinafen, 42+Beflubutamide, 42+Norflurazon, 42+Fluridone.

43+Sulcotrione, 43+Mesotrione, 43+Toprameson, 43+Tembotrione, 43+Bicyclopyrone, 43+Tefuryltrione, 43+Benzobicyclone, 43+Lancotrione, 43+Shuangzuocaotong, 43+Huanbifucaotong, 43+Sanzuohuangcaotong, 43+Benzuofucaotong, 43+ Pyrasulfotol, 43+Pyrazolate, 43+Benzofenap, 43+Tolpyralate, 43+Fenquinotrion, 43+Isoxaflutol, 43+Fluroxypyr or its esters, 43+Galauxifen-methyl, 43+Florpyrauxifen-benzyl, 43+Quinclorac, 43+Chinmerac, 43+Chipton or its salts/esters, 43+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 43+MCPB or its salts/esters, 43+2,4-D or its salts/esters, 43+ Dichlorprop or its salts/esters, 43+2,4-DB or its salts/esters, 43+ Dicamba, 43+ Picloram, 43+ Triclopyr, 43+ Clopyralid, 43+ Triclopyr, 43+ Flurochloridone, 43+ Flurtamone, 43+Diflufenican, 43+Picolinafen, 43+Beflubutamide, 43+Norflurazon, 43+Fluridone.

44+Sulcotrione, 44+Mesotrione, 44+Toprameson, 44+Tembotrione, 44+Bicyclopyrone, 44+Tefuryltrione, 44+Benzobicyclone, 44+Lancotrione, 44+Shuangzuocaotong, 44+Huanbifucaotong, 44+Sanzuohuangcaotong, 44+Benzuofucaotong, 44+ Pyrasulfotol, 44+Pyrazolate, 44+Benzofenap, 44+Tolpyralate, 44+Fenquinotrion, 44+Isoxaflutol, 44+Fluroxypyr or its esters, 44+Galauxifen-methyl, 44+Florpyrauxifen-benzyl, 44+Quinclorac, 44+Chinmerac, 44+Chipton or its salts/esters, 44+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 44+MCPB or its salts/esters, 44+2,4-D or its salts/esters, 44+ Dichlorprop or its salts/esters, 44+2,4-DB or its salts/esters, 44+ Dicamba, 44+ Picloram, 44+ Triclopyr, 44+ Clopyralid, 44+ Triclopyr, 44+ Flurochloridone, 44+ Flurtamone, 44+Diflufenican, 44+Picolinafen, 44+Beflubutamide, 44+Norflurazon, 44+Fluridone.

50+Sulcotrione, 50+Mesotrione, 50+Toprameson, 50+Tembotrione, 50+Bicyclopyrone, 50+Tefuryltrione, 50+Benzobicyclone, 50+Lancotrione, 50+Shuangzuocaotong, 50+Huanbifucaotong, 50+Sanzuohuangcaotong, 50+Benzuofucaotong, 50+ Pyrasulfotol, 50+ Pyrazolate, 50+ Benzofenap, 50+ Tolpyralate, 50+ Fenquinotrion, 50+ Isoxaflutol, 50+ Fluroxypyr or its esters, 50+ Galauxifen-methyl, 50+ Florpyrauxifen-benzyl, 50+ Chinclorac, 50+ Chinmerac, 50+Chipton or its salts/esters, 50+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 50+MCPB or its salts/esters, 50+2,4-D or its salts/esters, 50+ Dichlorprop or its salts/esters, 50+2,4-DB or its salts/esters, 50+ Dicamba, 50+ Picloram, 50+ Triclopyr, 50+ Clopyralid, 50+ Triclopyr, 50+ Flurochloridone, 50+ Flurtamone, 50+Diflufenican, 50+Picolinafen, 50+Beflubutamide, 50+Norflurazon, 50+Fluridone.

51+Sulcotrione, 51+Mesotrione, 51+Toprameson, 51+Tembothrion, 51+Bicyclopyrone, 51+Tefuryltrione, 51+Benzobicyclone, 51+Lancotrione, 51+Shuangzuocaotong, 51+Huanbifucaotong, 51+Sanzuohuangcaotong, 51+Benzuofucaotong, 51+ Pyrasulfotol, 51+Pyrazolate, 51+Benzofenap, 51+Tolpyralate, 51+Fenquinotrion, 51+Isoxaflutol, 51+Fluroxypyr or its esters, 51+Galauxifen-methyl, 51+Florpyrauxifen-benzyl, 51+Quinclorac, 51+Chinmerac, 51+Chipton or its salts/esters, 51+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 51+MCPB or its salts/esters, 51+2,4-D or its salts/esters, 51+Dichlorprop or its salts/esters, 51+2,4-DB or its salts/esters, 51+Dicamba, 51+Picloram, 51+Trichlopyr, 51+Clopyralid, 51+Triclopyr, 51+Flurochloridone, 51+ Flurtamone, 51+Diflufenican, 51+Picolinafen, 51+Beflubutamide, 51+Norflurazon, 51+Fluridone.

53+Sulcotrione, 53+Mesotrione, 53+Toprameson, 53+Tembothrion, 53+Bicyclopyrone, 53+Tefuryltrione, 53+Benzobicyclone, 53+Lancotrione, 53+Shuangzuocaotong, 53+Huanbifucaotong, 53+Sanzuohuangcaotong, 53+Benzuofucaotong, 53+ Pyrasulfotol, 53+Pyrazolate, 53+Benzofenap, 53+Tolpyralate, 53+Fenquinotrion, 53+Isoxaflutol, 53+Fluroxypyr or its esters, 53+Galauxifen-methyl, 53+Florpyrauxifen-benzyl, 53+Quinclorac, 53+Chinmerac, 53+Chipton or its salts/esters, 53+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 53+MCPB or its salts/esters, 53+2,4-D or its salts/esters, 53+Dichlorprop or its salts/esters, 53+2,4-DB or its salts/esters, 53+Dicamba, 53+Picloram, 53+Trichlopyr, 53+Clopyralid, 53+Triclopyr, 53+Flurochloridone, 53+ Flurtamone, 53+Diflufenican, 53+Picolinafen, 53+Beflubutamide, 53+Norflurazon, 53+Fluridone.

56+Sulcotrione, 56+Mesotrione, 56+Toprameson, 56+Tembothrion, 56+Bicyclopyrone, 56+Tefuryltrione, 56+Benzobicyclone, 56+Lancotrione, 56+Shuangzuocaotong, 56+Huanbifucaotong, 56+Sanzuohuangcaotong, 56+Benzuofucaotong, 56+ Pyrasulfotol, 56+ Pyrazolate, 56+ Benzofenap, 56+ Tolpyralate, 56+ Fenquinotrion, 56+ Isoxaflutol, 56+ Fluroxypyr or its esters, 56+ Galauxifen-methyl, 56+ Florpyrauxifen-benzyl, 56+ Chinclorac, 56+ Chinmerac, 56+Chipton or its salts/esters, 56+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 56+MCPB or its salts/esters, 56+2,4-D or its salts/esters, 56+Dichlorprop or its salts/esters, 56+2,4-DB or its salts/esters, 56+Dicamba, 56+Picloram, 56+Trichlopyr, 56+Clopyralid, 56+Triclopyr, 56+Flurochloridone, 56+ Flurtamone, 56+Diflufenican, 56+Picolinafen, 56+Beflubutamide, 56+Norflurazon, 56+Fluridone.

57+Sulcotrione, 57+Mesotrione, 57+Toprameson, 57+Tembothrion, 57+Bicyclopyrone, 57+Tefuryltrione, 57+Benzobicyclone, 57+Lancotrione, 57+Shuangzuocaotong, 57+Huanbifucaotong, 57+Sanzuohuangcaotong, 57+Benzuofucaotong, 57+ Pyrasulfotol, 57+ Pyrazolate, 57+ Benzofenap, 57+ Tolpyralate, 57+ Fenquinotrion, 57+ Isoxaflutol, 57+ Fluroxypyr or its esters, 57+ Galauxifen-methyl, 57+ Florpyrauxifen-benzyl, 57+ Chinclorac, 57+ Chinmerac, 57+Chipton or its salts/esters, 57+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 57+MCPB or its salts/esters, 57+2,4-D or its salts/esters, 57+ Dichlorprop or its salts/esters, 57+2,4-DB or its salts/esters, 57+ Dicamba, 57+ Picloram, 57+ Triclopyr, 57+ Clopyralid, 57+ Triclopyr, 57+ Flurochloridone, 57+ Flurtamone, 57+Diflufenican, 57+Picolinafen, 57+Beflubutamide, 57+Norflurazon, 57+Fluridone.

58+Sulcotrione, 58+Mesotrione, 58+Toprameson, 58+Tembotrione, 58+Bicyclopyrone, 58+Tefuryltrione, 58+Benzobicyclone, 58+Lancotrione, 58+Shuangzuocaotong, 58+Huanbifucaotong, 58+Sanzuohuangcaotong, 58+Benzuofucaotong, 58+ Pyrasulfotol, 58+ Pyrazolate, 58+ Benzofenap, 58+ Tolpyralate, 58+ Fenquinotrion, 58+ Isoxaflutol, 58+ Fluroxypyr or its esters, 58+ Galauxifen-methyl, 58+ Florpyrauxifen-benzyl, 58+ Chinclorac, 58+ Chinmerac, 58+Chipton or its salts/esters, 58+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 58+MCPB or its salts/esters, 58+2,4-D or its salts/esters, 58+Dichlorprop or its salts/esters, 58+2,4-DB or its salts/esters, 58+Dicamba, 58+Picloram, 58+Trichlopyr, 58+Clopyralid, 58+Triclopyr, 58+Flurochloridone, 58+ Flurtamone, 58+Diflufenican, 58+Picolinafen, 58+Beflubutamide, 58+Norflurazon, 58+Fluridone.

59+Sulcotrione, 59+Mesotrione, 59+Toprameson, 59+Tembothrion, 59+Bicyclopyrone, 59+Tefuryltrione, 59+Benzobicyclone, 59+Lancotrione, 59+Shuangzuocaotong, 59+Huanbifucaotong, 59+Sanzuohuangcaotong, 59+Benzuofucaotong, 59+ Pyrasulfotol, 59+Pyrazolate, 59+Benzofenap, 59+Tolpyralate, 59+Fenquinotrion, 59+Isoxaflutol, 59+Fluroxypyr or its esters, 59+Galauxifen-methyl, 59+Florpyrauxifen-benzyl, 59+Quinclorac, 59+Chinmerac, 59+Chipton or its salts/esters, 59+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 59+MCPB or its salts/esters, 59+2,4-D or its salts/esters, 59+ Dichlorprop or its salts/esters, 59+2,4-DB or its salts/esters, 59+ Dicamba, 59+ Picloram, 59+ Triclopyr, 59+ Clopyralid, 59+ Triclopyr, 59+ Flurochloridone, 59+ Flurtamone, 59+Diflufenican, 59+Picolinafen, 59+Beflubutamide, 59+Norflurazon, 59+Fluridone.

60+Sulcotrione, 60+Mesotrione, 60+Toprameson, 60+Tembotrione, 60+Bicyclopyrone, 60+Tefuryltrione, 60+Benzobicyclone, 60+Lancotrione, 60+Shuangzuocaotong, 60+Huanbifucaotong, 60+Sanzuohuangcaotong, 60+Benzuofucaotong, 60+ Pyrasulfotol, 60+ Pyrazolate, 60+ Benzofenap, 60+ Tolpyralate, 60+ Fenquinotrion, 60+ Isoxaflutol, 60+ Fluroxypyr or its esters, 60+ Galauxifen-methyl, 60+ Florpyrauxifen-benzyl, 60+ Chinclorac, 60+ Chinmerac, 60+Chipton or its salts/esters, 60+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 60+MCPB or its salts/esters, 60+2,4-D or its salts/esters, 60+ Dichlorprop or its salts/esters, 60+2,4-DB or its salts/esters, 60+ Dicamba, 60+ Picloram, 60+ Triclopyr, 60+ Clopyralid, 60+ Triclopyr, 60+ Flurochloridone, 60+ Flurtamone, 60+Diflufenican, 60+Picolinafen, 60+Beflubutamide, 60+Norflurazon, 60+Fluridone.

66+Sulcotrione, 66+Mesotrione, 66+Toprameson, 66+Tembothrion, 66+Bicyclopyrone, 66+Tefuryltrione, 66+Benzobicyclone, 66+Lancotrione, 66+Shuangzuocaotong, 66+Huanbifucaotong, 66+Sanzuohuangcaotong, 66+Benzuofucaotong, 66+ Pyrasulfotol, 66+Pyrazolate, 66+Benzofenap, 66+Tolpyralate, 66+Fenquinotrion, 66+Isoxaflutol, 66+Fluroxypyr or its esters, 66+Galauxifen-methyl, 66+Florpyrauxifen-benzyl, 66+Quinclorac, 66+Chinmerac, 66+Chipton or its salts/esters, 66+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 66+MCPB or its salts/esters, 66+2,4-D or its salts/esters, 66+Dichlorprop or its salts/esters, 66+2,4-DB or its salts/esters, 66+Dicamba, 66+Picloram, 66+Trichlopyr, 66+Clopyralid, 66+Triclopyr, 66+Flurochloridone, 66+ Flurtamone, 66+Diflufenican, 66+Picolinafen, 66+Beflubutamide, 66+Norflurazon, 66+Fluridone.

68+Sulcotrione, 68+Mesotrione, 68+Toprameson, 68+Tembothrion, 68+Bicyclopyrone, 68+Tefuryltrione, 68+Benzobicyclone, 68+Lancotrione, 68+Shuangzuocaotong, 68+Huanbifucaotong, 68+Sanzuohuangcaotong, 68+Benzuofucaotong, 68+ Pyrasulfotol, 68+ Pyrazolate, 68+ Benzofenap, 68+ Tolpyralate, 68+ Fenquinotrion, 68+ Isoxaflutol, 68+ Fluroxypyr or its esters, 68+ Galauxifen-methyl, 68+ Florpyrauxifen-benzyl, 68+ Chinclorac, 68+ Chinmerac, 68+Chipton or its salts/esters, 68+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 68+MCPB or its salts/esters, 68+2,4-D or its salts/esters, 68+ Dichlorprop or its salts/esters, 68+2,4-DB or its salts/esters, 68+ Dicamba, 68+ Picloram, 68+ Triclopyr, 68+ Clopyralid, 68+ Triclopyr, 68+ Flurochloridone, 68+ Flurtamone, 68+Diflufenican, 68+Picolinafen, 68+Beflubutamide, 68+Norflurazon, 68+Fluridone.

77+Sulcotrione, 77+Mesotrione, 77+Toprameson, 77+Tembothrion, 77+Bicyclopyrone, 77+Tefuryltrione, 77+Benzobicyclone, 77+Lancotrione, 77+Shuangzuocaotong, 77+Huanbifucaotong, 77+Sanzuohuangcaotong, 77+Benzuofucaotong, 77+ Pyrasulfotol, 77+ Pyrazolate, 77+ Benzofenap, 77+ Tolpyralate, 77+ Fenquinotrion, 77+ Isoxaflutol, 77+ Fluroxypyr or its esters, 77+ Galauxifen-methyl, 77+ Florpyrauxifen-benzyl, 77+ Chinclorac, 77+ Chinmerac, 77+Chipton or its salts/esters, 77+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 77+MCPB or its salts/esters, 77+2,4-D or its salts/esters, 77+ Dichlorprop or its salts/esters, 77+2,4-DB or its salts/esters, 77+ Dicamba, 77+ Picloram, 77+ Triclopyr, 77+ Clopyralid, 77+ Triclopyr, 77+ Flurochloridone, 77+ Flurtamone, 77+Diflufenican, 77+Picolinafen, 77+Beflubutamide, 77+Norflurazon, 77+Fluridone.

79+Sulcotrione, 79+Mesotrione, 79+Toprameson, 79+Tembothrion, 79+Bicyclopyrone, 79+Tefuryltrione, 79+Benzobicyclone, 79+Lancotrione, 79+Shuangzuocaotong, 79+Huanbifucaotong, 79+Sanzuohuangcaotong, 79+Benzuofucaotong, 79+ Pyrasulfotol, 79+ Pyrazolate, 79+ Benzofenap, 79+ Tolpyralate, 79+ Fenquinotrion, 79+ Isoxaflutol, 79+ Fluroxypyr or its esters, 79+ Galauxifen-methyl, 79+ Florpyrauxifen-benzyl, 79+ Chinclorac, 79+ Chinmerac, 79+Chipton or its salts/esters, 79+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 79+MCPB or its salts/esters, 79+2,4-D or its salts/esters, 79+ Dichlorprop or its salts/esters, 79+2,4-DB or its salts/esters, 79+ Dicamba, 79+ Picloram, 79+ Triclopyr, 79+ Clopyralid, 79+ Triclopyr, 79+ Flurochloridone, 79+ Flurtamone, 79+Diflufenican, 79+Picolinafen, 79+Beflubutamide, 79+Norflurazon, 79+Fluridone.

87+Sulcotrione, 87+Mesotrione, 87+Toprameson, 87+Tembothrion, 87+Bicyclopyrone, 87+Tefuryltrione, 87+Benzobicyclone, 87+Lancotrione, 87+Shuangzuocaotong, 87+Huanbifucaotong, 87+Sanzuohuangcaotong, 87+Benzuofucaotong, 87+ Pyrasulfotol, 87+ Pyrazolate, 87+ Benzofenap, 87+ Tolpyralate, 87+ Fenquinotrion, 87+ Isoxaflutol, 87+ Fluroxypyr or its esters, 87+ Galauxifen-methyl, 87+ Florpyrauxifen-benzyl, 87+ Chinclorac, 87+ Chinmerac, 87+Chipton or its salts/esters, 87+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 87+MCPB or its salts/esters, 87+2,4-D or its salts/esters, 87+ Dichlorprop or its salts/esters, 87+2,4-DB or its salts/esters, 87+ Dicamba, 87+ Picloram, 87+ Triclopyr, 87+ Clopyralid, 87+ Triclopyr, 87+ Flurochloridone, 87+ Flurtamone, 87+Diflufenican, 87+Picolinafen, 87+Beflubutamide, 87+Norflurazon, 87+Fluridone.

92+Sulcotrione, 92+Mesotrione, 92+Toprameson, 92+Tembothrion, 92+Bicyclopyrone, 92+Tefuryltrione, 92+Benzobicyclone, 92+Lancotrione, 92+Shuangzuocaotong, 92+Huanbifucaotong, 92+Sanzuohuangcaotong, 92+Benzuofucaotong, 92+ Pyrasulfotol, 92+Pyrazolate, 92+Benzofenap, 92+Tolpyralate, 92+Fenquinotrion, 92+Isoxaflutol, 92+Fluroxypyr or its esters, 92+Galauxifen-methyl, 92+Florpyrauxifen-benzyl, 92+Quinclorac, 92+Chinmerac, 92+Chipton or its salts/esters, 92+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 92+MCPB or its salts/esters, 92+2,4-D or its salts/esters, 92+ Dichlorprop or its salts/esters, 92+2,4-DB or its salts/esters, 92+ Dicamba, 92+ Picloram, 92+ Triclopyr, 92+ Clopyralid, 92+ Triclopyr, 92+ Flurochloridone, 92+ Flurtamone, 92+Diflufenican, 92+Picolinafen, 92+Beflubutamide, 92+Norflurazon, 92+Fluridone.

191+Sulcotrione, 191+Mesotrione, 191+Toprameson, 191+Tembotrione, 191+Bicyclopyrone, 191+Tefuryltrione, 191+Benzobicyclone, 191+Lancotrione, 191+Shuangzuocaotong, 191+Huanbifucaotong, 191+ Sanzuohuangcaotong, 191+Benzuofucaotong, 191+ Pyrasulfotol, 191+Pyrazolate, 191+Benzofenap, 191+Tolpyralate, 191+Fenquinotrion, 191+Isoxaflutol, 191+Fluroxypyr or its esters, 191+Galauxifen-methyl, 191+Florpyrauxifen-benzyl, 191+Quinclorac, 191+Quin merak, 191+Chipton or its salts/esters, 191+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 191+MCPB or its salts/esters, 191+2,4-D or its salts/esters, 191+ Dichlorprop or its salts/esters, 191+2,4-DB or its salts/esters, 191+ Dicamba, 191+ Picloram, 191+ Triclopyr, 191+ Clopyralid, 191+ Triclopyr, 191+ Flurochloridone, 191+ Flurtamone, 191+Diflufenican, 191+Picolinafen, 191+Beflubutamide, 191+Norflurazon, 191+Fluridone.

202+Sulcotrione, 202+Mesotrione, 202+Toprameson, 202+Tembothrion, 202+Bicyclopyrone, 202+Tefuryltrione, 202+Benzobicyclone, 202+Lancotrione, 202+Shuangzuocaotong, 202+Huanbifucaotong, 202+ Sanzuohuangcaotong, 202+Benzuofucaotong, 202+ Pyrasulfotol, 202+Pyrazolate, 202+Benzofenap, 202+Tolpyralate, 202+Phenquinotrion, 202+Isoxaflutol, 202+Fluroxypyr or its esters, 202+Galauxifen-methyl, 202+Florpyrauxifen-benzyl, 202+Quinclorac, 202+Quin merak, 202+Chipton or its salts/esters, 202+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 202+MCPB or its salts/esters, 202+2,4-D or its salts/esters, 202+ Dichlorprop or its salts/esters, 202+2,4-DB or its salts/esters, 202+ Dicamba, 202+ Picloram, 202+ Triclopyr, 202+ Clopyralid, 202+ Triclopyr, 202+ Flurochloridone, 202+ Flurtamone, 202+Diflufenican, 202+Picolinafen, 202+Beflubutamide, 202+Norflurazon, 202+Fluridone.

206+Sulcotrione, 206+Mesotrione, 206+Toprameson, 206+Tembothrion, 206+Bicyclopyrone, 206+Tefuryltrione, 206+Benzobicyclone, 206+Lancotrione, 206+Shuangzuocaotong, 206+Huanbifucaotong, 206+ Sanzuohuangcaotong, 206+Benzuofucaotong, 206+ Pyrasulfotol, 206+Pyrazolate, 206+Benzofenap, 206+Tolpyralate, 206+Fenquinotrion, 206+Isoxaflutol, 206+Fluroxypyr or its esters, 206+Galauxifen-methyl, 206+Florpyrauxifen-benzyl, 206+Quinclorac, 206+Quin merak, 206+Chipton or its salts/esters, 206+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 206+MCPB or its salts/esters, 206+2,4-D or its salts/esters, 206+ Dichlorprop or its salts/esters, 206+2,4-DB or its salts/esters, 206+ Dicamba, 206+ Picloram, 206+ Triclopyr, 206+ Clopyralid, 206+ Triclopyr, 206+ Flurochloridone, 206+ Flurtamone, 206+Diflufenican, 206+Picolinafen, 206+Beflubutamide, 206+Norflurazon, 206+Fluridone.

207+Sulcotrione, 207+Mesotrione, 207+Toprameson, 207+Tembothrion, 207+Bicyclopyrone, 207+Tefuryltrione, 207+Benzobicyclone, 207+Lancotrione, 207+Shuangzuocaotong, 207+Huanbifucaotong, 207+ Sanzuohuangcaotong, 207+Benzuofucaotong, 207+ Pyrasulfotol, 207+Pyrazolate, 207+Benzofenap, 207+Tolpyralate, 207+Fenquinotrion, 207+Isoxaflutol, 207+Fluroxypyr or its esters, 207+Galauxifen-methyl, 207+Florpyrauxifen-benzyl, 207+Quinclorac, 207+Quin merak, 207+Chipton or its salts/esters, 207+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 207+MCPB or its salts/esters, 207+2,4-D or its salts/esters, 207+ Dichlorprop or its salts/esters, 207+2,4-DB or its salts/esters, 207+ Dicamba, 207+ Picloram, 207+ Triclopyr, 207+ Clopyralid, 207+ Triclopyr, 207+ Flurochloridone, 207+ Flurtamone, 207+Diflufenican, 207+Picolinafen, 207+Beflubutamide, 207+Norflurazon, 207+Fluridone.

220+Sulcotrione, 220+Mesotrione, 220+Toprameson, 220+Tembotrione, 220+Bicyclopyrone, 220+Tefuryltrione, 220+Benzobicyclone, 220+Lancotrione, 220+Shuangzuocaotong, 220+Huanbifucaotong, 220+ Sanzuohuangcaotong, 220+Benzuofucaotong, 220+ Pyrasulfotol, 220+ Pyrazolate, 220+ Benzofenap, 220+ Tolpyralate, 220+ Phenquinotrion, 220+ Isoxaflutol, 220+ Fluroxypyr or its esters, 220+ Galauxifen-methyl, 220+ Florpyrauxifen-benzyl, 220+ Quinclorac, 220+ Quin merak, 220+Chipton or its salts/esters, 220+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 220+MCPB or its salts/esters, 220+2,4-D or its salts/esters, 220+ Dichlorprop or its salts/esters, 220+2,4-DB or its salts/esters, 220+ Dicamba, 220+ Picloram, 220+ Triclopyr, 220+ Clopyralid, 220+ Triclopyr, 220+ Flurochloridone, 220+ Flurtamone, 220+Diflufenican, 220+Picolinafen, 220+Beflubutamide, 220+Norflurazon, 220+Fluridone.

278+Sulcotrione, 278+Mesotrione, 278+Toprameson, 278+Tembothrion, 278+Bicyclopyrone, 278+Tefuryltrione, 278+Benzobicyclone, 278+Lancotrione, 278+Shuangzuocaotong, 278+Huanbifucaotong, 278+ Sanzuohuangcaotong, 278+Benzuofucaotong, 278+ Pyrasulfotol, 278+Pyrazolate, 278+Benzofenap, 278+Tolpyralate, 278+Fenquinotrion, 278+Isoxaflutol, 278+Fluroxypyr or its esters, 278+Galauxifen-methyl, 278+Florpyrauxifen-benzyl, 278+Quinclorac, 278+Quin merak, 278+Chipton or its salts/esters, 278+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 278+MCPB or its salts/esters, 278+2,4-D or its salts/esters, 278+ Dichlorprop or its salts/esters, 278+2,4-DB or its salts/esters, 278+ Dicamba, 278+ Picloram, 278+ Triclopyr, 278+ Clopyralid, 278+ Triclopyr, 278+ Flurochloridone, 278+ Flurtamone, 278+Diflufenican, 278+Picolinafen, 278+Beflubutamide, 278+Norflurazon, 278+Fluridone.

341+Sulcotrione, 341+Mesotrione, 341+Toprameson, 341+Tembothrion, 341+Bicyclopyrone, 341+Tefuryltrione, 341+Benzobicyclone, 341+Lancotrione, 341+Shuangzuocaotong, 341+Huanbifucaotong, 341+ Sanzuohuangcaotong, 341+Benzuofucaotong, 341+ Pyrasulfotol, 341+Pyrazolate, 341+Benzofenap, 341+Tolpyralate, 341+Fenquinotrion, 341+Isoxaflutol, 341+Fluroxypyr or its esters, 341+Galauxifen-methyl, 341+Florpyrauxifen-benzyl, 341+Quinclorac, 341+Quin merak, 341+Chipton or its salts/esters, 341+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 341+MCPB or its salts/esters, 341+2,4-D or its salts/esters, 341+ Dichlorprop or its salts/esters, 341+2,4-DB or its salts/esters, 341+ Dicamba, 341+ Picloram, 341+ Triclopyr, 341+ Clopyralid, 341+ Triclopyr, 341+ Flurochloridone, 341+ Flurtamone, 341+Diflufenican, 341+Picolinafen, 341+Beflubutamide, 341+Norflurazon, 341+Fluridone.

732+Sulcotrione, 732+Mesotrione, 732+Toprameson, 732+Tembothrion, 732+Bicyclopyrone, 732+Tefuryltrione, 732+Benzobicyclone, 732+Lancotrione, 732+Shuangzuocaotong, 732+Huanbifucaotong, 732+ Sanzuohuangcaotong, 732+Benzuofucaotong, 732+ Pyrasulfotol, 732+Pyrazolate, 732+Benzofenap, 732+Tolpyralate, 732+Fenquinotrion, 732+Isoxaflutol, 732+Fluroxypyr or its esters, 732+Galauxifen-methyl, 732+Florpyrauxifen-benzyl, 732+Quinclorac, 732+Quin merak, 732+Chipton or its salts/esters, 732+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 732+MCPB or its salts/esters, 732+2,4-D or its salts/esters, 732+ Dichlorprop or its salts/esters, 732+2,4-DB or its salts/esters, 732+ Dicamba, 732+ Picloram, 732+ Triclopyr, 732+ Clopyralid, 732+ Triclopyr, 732+ Flurochloridone, 732+ Flurtamone, 732+Diflufenican, 732+Picolinafen, 732+Beflubutamide, 732+Norflurazon, 732+Fluridone.

733+Sulcotrione, 733+Mesotrione, 733+Toprameson, 733+Tembothrion, 733+Bicyclopyrone, 733+Tefuryltrione, 733+Benzobicyclone, 733+Lancotrione, 733+Shuangzuocaotong, 733+Huanbifucaotong, 733+ Sanzuohuangcaotong, 733+Benzuofucaotong, 733+ Pyrasulfotol, 733+Pyrazolate, 733+Benzofenap, 733+Tolpyralate, 733+Fenquinotrion, 733+Isoxaflutol, 733+Fluroxypyr or its esters, 733+Galauxifen-methyl, 733+Florpyrauxifen-benzyl, 733+Quinclorac, 733+Quin merak, 733+Chipton or its salts/esters, 733+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 733+MCPB or its salts/esters, 733+2,4-D or its salts/esters, 733+Dichlorprop or its salts/esters, 733+2,4-DB or its salts/esters, 733+Dicamba, 733+Picloram, 733+Trichlopyr, 733+Clopyralid, 733+Triclopyr, 733+Flurochloridone, 733+ Flurtamone, 733+Diflufenican, 733+Picolinafen, 733+Beflubutamide, 733+Norflurazon, 733+Fluridone.

734+Sulcotrione, 734+Mesotrione, 734+Toprameson, 734+Tembothrion, 734+Bicyclopyrone, 734+Tefuryltrione, 734+Benzobicyclone, 734+Lancotrione, 734+Shuangzuocaotong, 734+Huanbifucaotong, 734+ Sanzuohuangcaotong, 734+Benzuofucaotong, 734+ Pyrasulfotol, 734+Pyrazolate, 734+Benzofenap, 734+Tolpyralate, 734+Fenquinotrion, 734+Isoxaflutol, 734+Fluroxypyr or its esters, 734+Galauxifen-methyl, 734+Florpyrauxifen-benzyl, 734+Quinclorac, 734+Quin merak, 734+Chipton or its salts/esters, 734+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 734+MCPB or its salts/esters, 734+2,4-D or its salts/esters, 734+Dichlorprop or its salts/esters, 734+2,4-DB or its salts/esters, 734+Dicamba, 734+Picloram, 734+Trichlopyr, 734+Clopyralid, 734+Triclopyr, 734+Flurochloridone, 734+ Flurtamone, 734+Diflufenican, 734+Picolinafen, 734+Beflubutamide, 734+Norflurazon, 734+Fluridone.

735+Sulcotrione, 735+Mesotrione, 735+Toprameson, 735+Tembothrion, 735+Bicyclopyrone, 735+Tefuryltrione, 735+Benzobicyclone, 735+Lancotrione, 735+Shuangzuocaotong, 735+Huanbifucaotong, 735+ Sanzuohuangcaotong, 735+Benzuofucaotong, 735+ Pyrasulfotol, 735+Pyrazolate, 735+Benzofenap, 735+Tolpyralate, 735+Fenquinotrion, 735+Isoxaflutol, 735+Fluroxypyr or its esters, 735+Galauxifen-methyl, 735+Florpyrauxifen-benzyl, 735+Quinclorac, 735+Quin merak, 735+Chipton or its salts/esters, 735+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 735+MCPB or its salts/esters, 735+2,4-D or its salts/esters, 735+Dichlorprop or its salts/esters, 735+2,4-DB or its salts/esters, 735+Dicamba, 735+Picloram, 735+Trichlopyr, 735+Clopyralid, 735+Triclopyr, 735+Flurochloridone, 735+ Flurtamone, 735+Diflufenican, 735+Picolinafen, 735+Beflubutamide, 735+Norflurazon, 735+Fluridone.

736+Sulcotrione, 736+Mesotrione, 736+Toprameson, 736+Tembothrion, 736+Bicyclopyrone, 736+Tefuryltrione, 736+Benzobicyclone, 736+Lancotrione, 736+Shuangzuocaotong, 736+Huanbifucaotong, 736+ Sanzuohuangcaotong, 736+Benzuofucaotong, 736+ Pyrasulfotol, 736+Pyrazolate, 736+Benzofenap, 736+Tolpyralate, 736+Fenquinotrion, 736+Isoxaflutol, 736+Fluroxypyr or its esters, 736+Galauxifen-methyl, 736+Florpyrauxifen-benzyl, 736+Quinclorac, 736+Quin merak, 736+Chipton or its salts/esters, 736+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 736+MCPB or its salts/esters, 736+2,4-D or its salts/esters, 736+Dichlorprop or its salts/esters, 736+2,4-DB or its salts/esters, 736+Dicamba, 736+Picloram, 736+Trichlopyr, 736+Clopyralid, 736+Triclopyr, 736+Flurochloridone, 736+ Flurtamone, 736+Diflufenican, 736+Picolinafen, 736+Beflubutamide, 736+Norflurazon, 736+Fluridone.

737+Sulcotrione, 737+Mesotrione, 737+Toprameson, 737+Tembothrion, 737+Bicyclopyrone, 737+Tefuryltrione, 737+Benzobicyclone, 737+Lancotrione, 737+Shuangzuocaotong, 737+Huanbifucaotong, 737+ Sanzuohuangcaotong, 737+Benzuofucaotong, 737+ Pyrasulfotol, 737+Pyrazolate, 737+Benzofenap, 737+Tolpyralate, 737+Fenquinotrion, 737+Isoxaflutol, 737+Fluroxypyr or its esters, 737+Galauxifen-methyl, 737+Florpyrauxifen-benzyl, 737+Quinclorac, 737+Quin merak, 737+Chipton or its salts/esters, 737+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 737+MCPB or its salts/esters, 737+2,4-D or its salts/esters, 737+ Dichlorprop or its salts/esters, 737+2,4-DB or its salts/esters, 737+ Dicamba, 737+ Picloram, 737+ Triclopyr, 737+ Clopyralid, 737+ Triclopyr, 737+ Flurochloridone, 737+ Flurtamone, 737+Diflufenican, 737+Picolinafen, 737+Beflubutamide, 737+Norflurazon, 737+Fluridone.

738+Sulcotrione, 738+Mesotrione, 738+Toprameson, 738+Tembothrion, 738+Bicyclopyrone, 738+Tefuryltrione, 738+Benzobicyclone, 738+Lancotrione, 738+Shuangzuocaotong, 738+Huanbifucaotong, 738+ Sanzuohuangcaotong, 738+Benzuofucaotong, 738+ Pyrasulfotol, 738+Pyrazolate, 738+Benzofenap, 738+Tolpiralate, 738+Fenquinotrion, 738+Isoxaflutol, 738+Fluroxypyr or its esters, 738+Galauxifen-methyl, 738+Florpyrauxifen-benzyl, 738+Quinclorac, 738+Quin merak, 738+Chipton or its salts/esters, 738+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 738+MCPB or its salts/esters, 738+2,4-D or its salts/esters, 738+Dichlorprop or its salts/esters, 738+2,4-DB or its salts/esters, 738+Dicamba, 738+Picloram, 738+Trichlopyr, 738+Clopyralid, 738+Triclopyr, 738+Flurochloridone, 738+ Flurtamone, 738+Diflufenican, 738+Picolinafen, 738+Beflubutamide, 738+Norflurazon, 738+Fluridone.

739+Sulcotrione, 739+Mesotrione, 739+Toprameson, 739+Tembothrion, 739+Bicyclopyrone, 739+Tefuryltrione, 739+Benzobicyclone, 739+Lancotrione, 739+Shuangzuocaotong, 739+Huanbifucaotong, 739+ Sanzuohuangcaotong, 739+Benzuofucaotong, 739+ Pyrasulfotol, 739+Pyrazolate, 739+Benzofenap, 739+Tolpyralate, 739+Fenquinotrion, 739+Isoxaflutol, 739+Fluroxypyr or its esters, 739+Galauxifen-methyl, 739+Florpyrauxifen-benzyl, 739+Quinclorac, 739+Quin merak, 739+Chipton or its salts/esters, 739+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 739+MCPB or its salts/esters, 739+2,4-D or its salts/esters, 739+ Dichlorprop or its salts/esters, 739+2,4-DB or its salts/esters, 739+ Dicamba, 739+ Picloram, 739+ Triclopyr, 739+ Clopyralid, 739+ Triclopyr, 739+ Flurochloridone, 739+ Flurtamone, 739+Diflufenican, 739+Picolinafen, 739+Beflubutamide, 739+Norflurazon, 739+Fluridone.

740+Sulcotrione, 740+Mesotrione, 740+Toprameson, 740+Tembotrione, 740+Bicyclopyrone, 740+Tefuryltrione, 740+Benzobicyclone, 740+Lancotrione, 740+Shuangzuocaotong, 740+Huanbifucaotong, 740+ Sanzuohuangcaotong, 740+Benzuofucaotong, 740+ Pyrasulfotol, 740+ Pyrazolate, 740+ Benzofenap, 740+ Tolpyralate, 740+ Fenquinotrion, 740+ Isoxaflutol, 740+ Fluroxypyr or its esters, 740+ Galauxifen-methyl, 740+ Florpyrauxifen-benzyl, 740+ Quinclorac, 740+ Quin merak, 740+Chipton or its salts/esters, 740+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 740+MCPB or its salts/esters, 740+2,4-D or its salts/esters, 740+ Dichlorprop or its salts/esters, 740+2,4-DB or its salts/esters, 740+ Dicamba, 740+ Picloram, 740+ Triclopyr, 740+ Clopyralid, 740+ Triclopyr, 740+ Flurochloridone, 740+ Flurtamone, 740+Diflufenican, 740+Picolinafen, 740+Beflubutamide, 740+Norflurazon, 740+Fluridone.

741+Sulcotrione, 741+Mesotrione, 741+Toprameson, 741+Tembothrion, 741+Bicyclopyrone, 741+Tefuryltrione, 741+Benzobicyclone, 741+Lancotrione, 741+Shuangzuocaotong, 741+Huanbifucaotong, 741+ Sanzuohuangcaotong, 741+Benzuofucaotong, 741+ Pyrasulfotol, 741+Pyrazolate, 741+Benzofenap, 741+Tolpyralate, 741+Fenquinotrion, 741+Isoxaflutol, 741+Fluroxypyr or its esters, 741+Galauxifen-methyl, 741+Florpyrauxifen-benzyl, 741+Quinclorac, 741+Quin merak, 741+Chipton or its salts/esters, 741+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 741+MCPB or its salts/esters, 741+2,4-D or its salts/esters, 741+ Dichlorprop or its salts/esters, 741+2,4-DB or its salts/esters, 741+ Dicamba, 741+ Picloram, 741+ Triclopyr, 741+ Clopyralid, 741+ Triclopyr, 741+ Flurochloridone, 741+ Flurtamone, 741+Diflufenican, 741+Picolinafen, 741+Beflubutamide, 741+Norflurazon, 741+Fluridone.

742+Sulcotrione, 742+Mesotrione, 742+Toprameson, 742+Tembothrion, 742+Bicyclopyrone, 742+Tefuryltrione, 742+Benzobicyclone, 742+Lancotrione, 742+Shuangzuocaotong, 742+Huanbifucaotong, 742+ Sanzuohuangcaotong, 742+Benzuofucaotong, 742+ Pyrasulfotol, 742+Pyrazolate, 742+Benzofenap, 742+Tolpyralate, 742+Fenquinotrion, 742+Isoxaflutol, 742+Fluroxypyr or its esters, 742+Galauxifen-methyl, 742+Florpyrauxifen-benzyl, 742+Quinclorac, 742+Quin merak, 742+Chipton or its salts/esters, 742+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 742+MCPB or its salts/esters, 742+2,4-D or its salts/esters, 742+ Dichlorprop or its salts/esters, 742+2,4-DB or its salts/esters, 742+ Dicamba, 742+ Picloram, 742+ Triclopyr, 742+ Clopyralid, 742+ Triclopyr, 742+ Flurochloridone, 742+ Flurtamone, 742+Diflufenican, 742+Picolinafen, 742+Beflubutamide, 742+Norflurazon, 742+Fluridone.

743+Sulcotrione, 743+Mesotrione, 743+Toprameson, 743+Tembothrion, 743+Bicyclopyrone, 743+Tefuryltrione, 743+Benzobicyclone, 743+Lancotrione, 743+Shuangzuocaotong, 743+Huanbifucaotong, 743+ Sanzuohuangcaotong, 743+Benzuofucaotong, 743+ Pyrasulfotol, 743+Pyrazolate, 743+Benzofenap, 743+Tolpyralate, 743+Fenquinotrion, 743+Isoxaflutol, 743+Fluroxypyr or its esters, 743+Galauxifen-methyl, 743+Florpyrauxifen-benzyl, 743+Quinclorac, 743+Quin merak, 743+Chipton or its salts/esters, 743+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 743+MCPB or its salts/esters, 743+2,4-D or its salts/esters, 743+ Dichlorprop or its salts/esters, 743+2,4-DB or its salts/esters, 743+ Dicamba, 743+ Picloram, 743+ Triclopyr, 743+ Clopyralid, 743+ Triclopyr, 743+ Flurochloridone, 743+ Flurtamone, 743+Diflufenican, 743+Picolinafen, 743+Beflubutamide, 743+Norflurazon, 743+Fluridone.

744+Sulcotrione, 744+Mesotrione, 744+Toprameson, 744+Tembothrion, 744+Bicyclopyrone, 744+Tefuryltrione, 744+Benzobicyclone, 744+Lancotrione, 744+Shuangzuocaotong, 744+Huanbifucaotong, 744+ Sanzuohuangcaotong, 744+Benzuofucaotong, 744+ Pyrasulfotol, 744+Pyrazolate, 744+Benzofenap, 744+Tolpyralate, 744+Fenquinotrion, 744+Isoxaflutol, 744+Fluroxypyr or its esters, 744+Galauxifen-methyl, 744+Florpyrauxifen-benzyl, 744+Quinclorac, 744+Quin merak, 744+Chipton or its salts/esters, 744+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 744+MCPB or its salts/esters, 744+2,4-D or its salts/esters, 744+ Dichlorprop or its salts/esters, 744+2,4-DB or its salts/esters, 744+ Dicamba, 744+ Picloram, 744+ Triclopyr, 744+ Clopyralid, 744+ Triclopyr, 744+ Flurochloridone, 744+ Flurtamone, 744+Diflufenican, 744+Picolinafen, 744+Beflubutamide, 744+Norflurazon, 744+Fluridone.

745+Sulcotrione, 745+Mesotrione, 745+Toprameson, 745+Tembothrion, 745+Bicyclopyrone, 745+Tefuryltrione, 745+Benzobicyclone, 745+Lancotrione, 745+Shuangzuocaotong, 745+Huanbifucaotong, 745+ Sanzuohuangcaotong, 745+Benzuofucaotong, 745+ Pyrasulfotol, 745+Pyrazolate, 745+Benzofenap, 745+Tolpyralate, 745+Fenquinotrion, 745+Isoxaflutol, 745+Fluroxypyr or its esters, 745+Galauxifen-methyl, 745+Florpyrauxifen-benzyl, 745+Quinclorac, 745+Quin merak, 745+Chipton or its salts/esters, 745+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 745+MCPB or its salts/esters, 745+2,4-D or its salts/esters, 745+Dichlorprop or its salts/esters, 745+2,4-DB or its salts/esters, 745+Dicamba, 745+Picloram, 745+Trichlopyr, 745+Clopyralid, 745+Triclopyr, 745+Flurochloridone, 745+ Flurtamone, 745+Diflufenican, 745+Picolinafen, 745+Beflubutamide, 745+Norflurazon, 745+Fluridone.

746+Sulcotrione, 746+Mesotrione, 746+Toprameson, 746+Tembothrion, 746+Bicyclopyrone, 746+Tefuryltrione, 746+Benzobicyclone, 746+Lancotrione, 746+Shuangzuocaotong, 746+Huanbifucaotong, 746+ Sanzuohuangcaotong, 746+Benzuofucaotong, 746+ Pyrasulfotol, 746+Pyrazolate, 746+Benzofenap, 746+Tolpyralate, 746+Fenquinotrion, 746+Isoxaflutol, 746+Fluroxypyr or its esters, 746+Galauxifen-methyl, 746+Florpyrauxifen-benzyl, 746+Quinclorac, 746+Quin merak, 746+Chipton or its salts/esters, 746+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 746+MCPB or its salts/esters, 746+2,4-D or its salts/esters, 746+ Dichlorprop or its salts/esters, 746+2,4-DB or its salts/esters, 746+ Dicamba, 746+ Picloram, 746+ Triclopyr, 746+ Clopyralid, 746+ Triclopyr, 746+ Flurochloridone, 746+ Flurtamone, 746+Diflufenican, 746+Picolinafen, 746+Beflubutamide, 746+Norflurazon, 746+Fluridone.

779+Sulcotrione, 779+Mesotrione, 779+Toprameson, 779+Tembothrion, 779+Bicyclopyrone, 779+Tefuryltrione, 779+Benzobicyclone, 779+Lancotrione, 779+Shuangzuocaotong, 779+Huanbifucaotong, 779+ Sanzuohuangcaotong, 779+Benzuofucaotong, 779+ Pyrasulfotol, 779+Pyrazolate, 779+Benzofenap, 779+Tolpyralate, 779+Fenquinotrion, 779+Isoxaflutol, 779+Fluroxypyr or its esters, 779+Galauxifen-methyl, 779+Florpyrauxifen-benzyl, 779+Quinclorac, 779+Quin merak, 779+Chipton or its salts/esters, 779+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 779+MCPB or its salts/esters, 779+2,4-D or its salts/esters, 779+ Dichlorprop or its salts/esters, 779+2,4-DB or its salts/esters, 779+ Dicamba, 779+ Picloram, 779+ Triclopyr, 779+ Clopyralid, 779+ Triclopyr, 779+ Flurochloridone, 779+ Flurtamone, 779+Diflufenican, 779+Picolinafen, 779+Beflubutamide, 779+Norflurazon, 779+Fluridone.

963+Sulcotrione, 963+Mesotrione, 963+Toprameson, 963+Tembothrion, 963+Bicyclopyrone, 963+Tefuryltrione, 963+Benzobicyclone, 963+Lancotrione, 963+Shuangzuocaotong, 963+Huanbifucaotong, 963+ Sanzuohuangcaotong, 963+Benzuofucaotong, 963+ Pyrasulfotol, 963+ Pyrazolate, 963+ Benzofenap, 963+ Tolpyralate, 963+ Fenquinotrion, 963+ Isoxaflutol, 963+ Fluroxypyr or its esters, 963+ Galauxifen-methyl, 963+ Florpyrauxifen-benzyl, 963+ Quinclorac, 963+ Quin merak, 963+Chipton or its salts/esters, 963+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 963+MCPB or its salts/esters, 963+2,4-D or its salts/esters, 963+ Dichlorprop or its salts/esters, 963+2,4-DB or its salts/esters, 963+ Dicamba, 963+ Picloram, 963+ Triclopyr, 963+ Clopyralid, 963+ Triclopyr, 963+ Flurochloridone, 963+ Flurtamone, 963+Diflufenican, 963+Picolinafen, 963+Beflubutamide, 963+Norflurazon, 963+Fluridone.

1000+Sulcotrione, 1000+Mesotrione, 1000+Toprameson, 1000+Tembotrione, 1000+Bicyclopyrone, 1000+Tefuryltrione, 1000+Benzobicyclone, 1000+Lancotrione, 1000+Shuangzuocaotong, 1000+Huanbi fucaotong, 1000+Sanzuohuangcaotong, 1000+Benzuofucaotong, 1000+ Pyrasulfotol, 1000+Pyrazolate, 1000+Benzofenap, 1000+Tolpyralate, 1000+Fenquinotrion, 1000+Isoxaflutol, 1000+Fluroxypyr or its esters, 1000+Galauxifen-methyl, 1000+Florpyrauxifen-benzyl, 1000+Hinclo cancer, 1000+Hinmerak, 1000+Chipton or its salts/esters, 1000+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1000+MCPB or its salts/esters, 1000+2,4-D or its salts/esters, 1000+ Dichlorprop or its salts/esters, 1000+2,4-DB or its salts/esters, 1000+ Dicamba, 1000+ Picloram, 1000+ Triclopyr, 1000+ Clopyralid, 1000+ Triclopyr, 1000+ Flurochloridone, 1000+ Flurtamone, 1000+Diflufenican, 1000+Picolinafen, 1000+Beflubutamide, 1000+Norflurazon, 1000+Fluridone.

1-3+ Sulcotrione, 1-3+ Mesotrione, 1-3+ Topramesone, 1-3+ Tembotrione, 1-3+ Bicyclopyrone, 1-3+ Tefuryltrione, 1-3+ Benzobicyclone, 1-3+ Lancotrione, 1- 3+Shuangzuocaotong, 1-3+Huanbifucaotong, 1-3+Sanzuohuangcaotong, 1-3+Benzuofucaotong, 1-3+Pyrasulfotol, 1-3+Pyrazolate, 1-3+Benzofenap, 1-3+Tolpyralate, 1-3+ Phenquinotrion, 1-3 + Isoxaflutol, 1-3 + Fluroxypyr or its esters, 1-3 + Galauxifen-methyl, 1-3 + Florpyrauxifen-benzyl, 1-3 + Chinclorac, 1-3 + Chinmerac, 1-3+ Chipton or its salts/esters, 1-3+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-3+MCPB or its salts/esters, 1-3+2,4-D or its salts /esters, 1-3+Dichlorprop or its salts/esters, 1-3+2,4-DB or its salts/esters, 1-3+Dicamba, 1-3+Picloram, 1-3+Trichlopyr, 1-3+Clopyralid, 1-3+Triclopyr, 1-3+Flurochloridone, 1-3+Flurtamone, 1-3+Diflufenican, 1-3+Picolinafen, 1-3+Beflubutamide, 1-3+Norflurazone, 1- 3+ Fluridon.

1-39+ Sulcotrione, 1-39+ Mesotrione, 1-39+ Topramesone, 1-39+ Tembotrione, 1-39+ Bicyclopyrone, 1-39+ Tefuryltrione, 1-39+ Benzobicyclone, 1-39+ Lancotrione, 1- 39+Shuangzuocaotong, 1-39+Huanbifucaotong, 1-39+Sanzuohuangcaotong, 1-39+Benzuofucaotong, 1-39+Pyrasulfotol, 1-39+Pyrazolate, 1-39+Benzofenap, 1-39+Tolpyralate, 1-39+ Phenquinotrion, 1-39 + Isoxaflutol, 1-39 + Fluroxypyr or its esters, 1-39 + Galauxifen-methyl, 1-39 + Florpyrauxifen-benzyl, 1-39 + Chinclorac, 1-39 + Chinmerac, 1-39+ Chipton or its salts/esters, 1-39+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-39+MCPB or its salts/esters, 1-39+2,4-D or its salts /esters, 1-39+Dichlorprop or its salts/esters, 1-39+2,4-DB or its salts/esters, 1-39+Dicamba, 1-39+Picloram, 1-39+Trichlopyr, 1-39+Clopyralid, 1-39+Triclopyr, 1-39+Flurochloridone, 1-39+Flurtamone, 1-39+Diflufenican, 1-39+Picolinafen, 1-39+Beflubutamide, 1-39+Norflurazone, 1- 39+ Fluridon.

1-43+ Sulcotrione, 1-43+ Mesotrione, 1-43+ Topramesone, 1-43+ Tembotrione, 1-43+ Bicyclopyrone, 1-43+ Tefuryltrione, 1-43+ Benzobicyclone, 1-43+ Lancotrione, 1- 43+Shuangzuocaotong, 1-43+Huanbifucaotong, 1-43+Sanzuohuangcaotong, 1-43+Benzuofucaotong, 1-43+Pyrasulfotol, 1-43+Pyrazolate, 1-43+Benzofenap, 1-43+Tolpyralate, 1-43+ Phenquinotrion, 1-43 + Isoxaflutol, 1-43 + Fluroxypyr or its esters, 1-43 + Galauxifen-methyl, 1-43 + Florpyrauxifen-benzyl, 1-43 + Chinclorac, 1-43 + Chinmerac, 1-43+ Chipton or its salts/esters, 1-43+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-43+MCPB or its salts/esters, 1-43+2,4-D or its salts /esters, 1-43+Dichlorprop or its salts/esters, 1-43+2,4-DB or its salts/esters, 1-43+Dicamba, 1-43+Picloram, 1-43+Trichlopyr, 1-43+Clopyralid, 1-43+Triclopyr, 1-43+Flurochloridone, 1-43+Flurtamone, 1-43+Diflufenican, 1-43+Picolinafen, 1-43+Beflubutamide, 1-43+Norflurazone, 1- 43+ Fluridon.

1-55+ Sulcotrione, 1-55+ Mesotrione, 1-55+ Topramesone, 1-55+ Tembotrione, 1-55+ Bicyclopyrone, 1-55+ Tefuryltrione, 1-55+ Benzobicyclone, 1-55+ Lancotrione, 1- 55+Shuangzuocaotong, 1-55+Huanbifucaotong, 1-55+Sanzuohuangcaotong, 1-55+Benzuofucaotong, 1-55+Pyrasulfotol, 1-55+Pyrazolate, 1-55+Benzofenap, 1-55+Tolpyralate, 1-55+ Phenquinotrion, 1-55 + Isoxaflutol, 1-55 + Fluroxypyr or its esters, 1-55 + Galauxifen-methyl, 1-55 + Florpyrauxifen-benzyl, 1-55 + Chinclorac, 1-55 + Chinmerac, 1-55+ Chipton or its salts/esters, 1-55+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-55+MCPB or its salts/esters, 1-55+2,4-D or its salts /esters, 1-55+Dichlorprop or its salts/esters, 1-55+2,4-DB or its salts/esters, 1-55+Dicamba, 1-55+Picloram, 1-55+Trichlopyr, 1-55+Clopyralid, 1-55+Triclopyr, 1-55+Flurochloridone, 1-55+Flurtamone, 1-55+Diflufenican, 1-55+Picolinafen, 1-55+Beflubutamide, 1-55+Norflurazone, 1- 55+ Fluridon.

1-82+ Sulcotrione, 1-82+ Mesotrione, 1-82+ Topramesone, 1-82+ Tembotrione, 1-82+ Bicyclopyrone, 1-82+ Tefuryltrione, 1-82+ Benzobicyclone, 1-82+ Lancotrione, 1- 82+Shuangzuocaotong, 1-82+Huanbifucaotong, 1-82+Sanzuohuangcaotong, 1-82+Benzuofucaotong, 1-82+Pyrasulfotol, 1-82+Pyrazolate, 1-82+Benzofenap, 1-82+Tolpyralate, 1-82+ Phenquinotrion, 1-82 + Isoxaflutol, 1-82 + Fluroxypyr or its esters, 1-82 + Galauxifen-methyl, 1-82 + Florpyrauxifen-benzyl, 1-82 + Chinclorac, 1-82 + Chinmerac, 1-82+ Chipton or its salts/esters, 1-82+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-82+MCPB or its salts/esters, 1-82+2,4-D or its salts /esters, 1-82+Dichlorprop or its salts/esters, 1-82+2,4-DB or its salts/esters, 1-82+Dicamba, 1-82+Picloram, 1-82+Trichlopyr, 1-82+Clopyralid, 1-82+Triclopyr, 1-82+Flurochloridone, 1-82+Flurtamone, 1-82+Diflufenican, 1-82+Picolinafen, 1-82+Beflubutamide, 1-82+Norflurazone, 1- 82+ Fluridon.

1-86+ Sulcotrione, 1-86+ Mesotrione, 1-86+ Topramesone, 1-86+ Tembotrione, 1-86+ Bicyclopyrone, 1-86+ Tefuryltrione, 1-86+ Benzobicyclone, 1-86+ Lancotrione, 1- 86+Shuangzuocaotong, 1-86+Huanbifucaotong, 1-86+Sanzuohuangcaotong, 1-86+Benzuofucaotong, 1-86+Pyrasulfotol, 1-86+Pyrazolate, 1-86+Benzofenap, 1-86+Tolpyralate, 1-86+ Phenquinotrion, 1-86 + Isoxaflutol, 1-86 + Fluroxypyr or its esters, 1-86 + Galauxifen-methyl, 1-86 + Florpyrauxifen-benzyl, 1-86 + Chinclorac, 1-86 + Chinmerac, 1-86+ Chipton or its salts/esters, 1-86+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-86+MCPB or its salts/esters, 1-86+2,4-D or its salts /esters, 1-86+Dichlorprop or its salts/esters, 1-86+2,4-DB or its salts/esters, 1-86+Dicamba, 1-86+Picloram, 1-86+Trichlopyr, 1-86+Clopyralid, 1-86+Triclopyr, 1-86+Flurochloridone, 1-86+Flurtamone, 1-86+Diflufenican, 1-86+Picolinafen, 1-86+Beflubutamide, 1-86+Norflurazone, 1- 86+ Fluridon.

1-226+ Sulcotrione, 1-226+ Mesotrione, 1-226+ Topramesone, 1-226+ Tembotrione, 1-226+ Bicyclopyrone, 1-226+ Tefuryltrione, 1-226+ Benzobicyclone, 1-226+ Lancotrione, 1- 226+Shuangzuocaotong, 1-226+Huanbifucaotong, 1-226+Sanzuohuangcaotong, 1-226+Benzuofucaotong, 1-226+Pyrasulfotol, 1-226+Pyrazolate, 1-226+Benzofenap, 1-226+Tolpyralate, 1-226+ Phenquinotrion, 1-226 + Isoxaflutol, 1-226 + Fluroxypyr or its esters, 1-226 + Galauxifen-methyl, 1-226 + Florpyrauxifen-benzyl, 1-226 + Chinclorac, 1-226 + Chinmerac, 1-226+ Chipton or its salts/esters, 1-226+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-226+MCPB or its salts/esters, 1-226+2,4-D or its salts /esters, 1-226+Dichlorprop or its salts/esters, 1-226+2,4-DB or its salts/esters, 1-226+Dicamba, 1-226+Picloram, 1-226+Trichlopyr, 1-226 + Clopyralid, 1-226 + Triclopyr, 1-226 + Flurochloridone, 1-226 + Flurtamon, 1-226 + Diflufenican, 1-226 + Picolinafen, 1-226 + Beflubutamide, 1-226 + Norflurazone, 1- 226+ Fluridon.

1-227+ Sulcotrione, 1-227+ Mesotrione, 1-227+ Topramesone, 1-227+ Tembotrione, 1-227+ Bicyclopyrone, 1-227+ Tefuryltrione, 1-227+ Benzobicyclone, 1-227+ Lancotrione, 1- 227+Shuangzuocaotong, 1-227+Huanbifucaotong, 1-227+Sanzuohuangcaotong, 1-227+Benzuofucaotong, 1-227+Pyrasulfotol, 1-227+Pyrazolate, 1-227+Benzofenap, 1-227+Tolpyralate, 1-227+ Phenquinotrion, 1-227 + Isoxaflutol, 1-227 + Fluroxypyr or its esters, 1-227 + Galauxifen-methyl, 1-227 + Florpyrauxifen-benzyl, 1-227 + Chinclorac, 1-227 + Chinmerac, 1-227+ Chipton or its salts/esters, 1-227+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-227+MCPB or its salts/esters, 1-227+2,4-D or its salts /esters, 1-227+Dichlorprop or its salts/esters, 1-227+2,4-DB or its salts/esters, 1-227+Dicamba, 1-227+Picloram, 1-227+Trichlopyr, 1-227+Clopyralid, 1-227+Triclopyr, 1-227+Flurochloridone, 1-227+Flurtamone, 1-227+Diflufenican, 1-227+Picolinafen, 1-227+Beflubutamide, 1-227+Norflurazone, 1- 227+ Fluridon.

1-228+ Sulcotrione, 1-228+ Mesotrione, 1-228+ Topramesone, 1-228+ Tembotrione, 1-228+ Bicyclopyrone, 1-228+ Tefuryltrione, 1-228+ Benzobicyclone, 1-228+ Lancotrione, 1- 228+Shuangzuocaotong, 1-228+Huanbifucaotong, 1-228+Sanzuohuangcaotong, 1-228+Benzuofucaotong, 1-228+Pyrasulfotol, 1-228+Pyrazolate, 1-228+Benzofenap, 1-228+Tolpyralate, 1-228+ Phenquinotrion, 1-228 + Isoxaflutol, 1-228 + Fluroxypyr or its esters, 1-228 + Galauxifen-methyl, 1-228 + Florpyrauxifen-benzyl, 1-228 + Chinclorac, 1-228 + Chinmerac, 1-228+ Chipton or its salts/esters, 1-228+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-228+MCPB or its salts/esters, 1-228+2,4-D or its salts /esters, 1-228+Dichlorprop or its salts/esters, 1-228+2,4-DB or its salts/esters, 1-228+Dicamba, 1-228+Picloram, 1-228+Trichlopyr, 1-228 + Clopyralid, 1-228 + Triclopyr, 1-228 + Flurochloridone, 1-228 + Flurtamon, 1-228 + Diflufenican, 1-228 + Picolinafen, 1-228 + Beflubutamide, 1-228 + Norflurazone, 1- 228+ Fluridon.

1-229+ Sulcotrione, 1-229+ Mesotrione, 1-229+ Topramesone, 1-229+ Tembotrione, 1-229+ Bicyclopyrone, 1-229+ Tefuryltrione, 1-229+ Benzobicyclone, 1-229+ Lancotrione, 1- 229+Shuangzuocaotong, 1-229+Huanbifucaotong, 1-229+Sanzuohuangcaotong, 1-229+Benzuofucaotong, 1-229+Pyrasulfotol, 1-229+Pyrazolate, 1-229+Benzofenap, 1-229+Tolpyralate, 1-229+ Phenquinotrion, 1-229 + Isoxaflutol, 1-229 + Fluroxypyr or its esters, 1-229 + Galauxifen-methyl, 1-229 + Florpyrauxifen-benzyl, 1-229 + Chinclorac, 1-229 + Chinmerac, 1-229+ Chipton or its salts/esters, 1-229+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-229+MCPB or its salts/esters, 1-229+2,4-D or its salts /esters, 1-229+Dichlorprop or its salts/esters, 1-229+2,4-DB or its salts/esters, 1-229+Dicamba, 1-229+Picloram, 1-229+Trichlopyr, 1-229 + Clopyralid, 1-229 + Triclopyr, 1-229 + Flurochloridone, 1-229 + Flurtamon, 1-229 + Diflufenican, 1-229 + Picolinafen, 1-229 + Beflubutamide, 1-229 + Norflurazone, 1- 229+ Fluridon.

1-230+ Sulcotrione, 1-230+ Mesotrione, 1-230+ Topramesone, 1-230+ Tembotrione, 1-230+ Bicyclopyrone, 1-230+ Tefuryltrione, 1-230+ Benzobicyclone, 1-230+ Lancotrione, 1- 230+Shuangzuocaotong, 1-230+Huanbifucaotong, 1-230+Sanzuohuangcaotong, 1-230+Benzuofucaotong, 1-230+Pyrasulfotol, 1-230+Pyrazolate, 1-230+Benzofenap, 1-230+Tolpyralate, 1-230+ Phenquinotrion, 1-230 + Isoxaflutol, 1-230 + Fluroxypyr or its esters, 1-230 + Galauxifen-methyl, 1-230 + Florpyrauxifen-benzyl, 1-230 + Chinclorac, 1-230 + Chinmerac, 1-230+ Chipton or its salts/esters, 1-230+2-methyl 4-chlorophenoxypropionic acid or its salts/esters, 1-230+MCPB or its salts/esters, 1-230+2,4-D or its salts /esters, 1-230+Dichlorprop or its salts/esters, 1-230+2,4-DB or its salts/esters, 1-230+Dicamba, 1-230+Picloram, 1-230+Trichlopyr, 1-230 + Clopyralid, 1-230 + Triclopyr, 1-230 + Flurochloridone, 1-230 + Flurtamon, 1-230 + Diflufenican, 1-230 + Picolinafen, 1-230 + Beflubutamide, 1-230 + Norflurazone, 1- 230+ Fluridon.

Here, the actual control effect of the combination of the above components (i) and (ii) on weeds was tested by post-emergence application, i. when the weeds were in the 3-4 leaf stage, the combination above diluted with 30 kg/667 m ² water, sprayed evenly on the stems and leaves of the weeds with a hand sprayer. At 20 days post-treatment, each group calculated the Theoretical Percent Wet Mass Inhibition for the combination of the two active ingredients by the Goving method (E0=X+YX*Y/100) and then compared it with the actual measured Percent Inhibition (E), thus determining the effect of the combination ( hereinafter referred to as a joint effect) on weeds: an E-E0 value that was greater than 10% corresponded to a synergistic effect, an E-E0 value that was less than -10% corresponded to an antagonistic effect, and an E-E0 value that was from -10% to 10%, corresponded to the additive effect. The optimal ratio of the two active ingredients was determined based on the actual control effect, the characteristics of the herbicides and the balance of the respective formula. Wherein, in the formula shown, X is the wet weight percent inhibition of active ingredient A at dosage P, and Y is the wet weight percent inhibition of active ingredient B at Q dosage. The results of the statistical analysis are shown in Table 6.

Table 6
Actual controlling effect and synergistic effect of mixture (i) and (ii) in weeds (Goving method) Component (i)/Compound No. Component (ii) (i) + (ii) g active ingredient/ha Weed type Inhibitory effect of component (i) when used alone at the same dose Inhibitory effect of component (ii) when used separately at the same dose (%) E (%) E0 (%) E-E0 (%) 1 Sulcotrione 30+50 Abutilon theophrasti 20 thirty 100 44 56 1 mesotrione 30+30 Abutilon theophrasti 20 40 100 52 48 1 Toprameson 30+5 Abutilon theophrasti 20 40 100 52 48 1 Tembotryon 30+15 Abutilon theophrasti 20 thirty 100 44 56 1 Bicyclopyrone 30+15 Abutilon theophrasti 20 40 100 52 48 1 Tefuryltrione 30+50 Abutilon theophrasti 20 40 80 52 28 1 Benzobicyclone 30+150 Abutilon theophrasti 20 50 100 60 40 1 Lancotrion 30+50 Abutilon theophrasti 20 40 100 52 48 1 Shuangzuocaotong 30+5 Sisymbrium sophia 20 40 100 52 48 1 Huanbifucaotong 30+30 Abutilon theophrasti 20 thirty 100 44 56 1 Sanzuohuangcaotong 30+30 Abutilon theophrasti 20 thirty 100 44 56 1 Benzuofucaotong 30+15 Abutilon theophrasti 20 40 100 52 48 1 Pirasulfotol 30+15 Abutilon theophrasti 20 50 100 60 40 1 Benzofenap 30+150 Abutilon theophrasti 20 40 100 52 48 1 Tolpiralat 30+5 Abutilon theophrasti 20 50 100 60 40 1 Isoxaflutol 30+30 Abutilon theophrasti 20 thirty 100 44 56 1 Fluroxypyr 30+30 Galium aparine 20 40 80 52 28 1 Galauxifen-methyl 30+2 Abutilon theophrasti 20 40 100 52 48 1 Florpyrauxifen-benzyl 30+2 Abutilon theophrasti 20 45 100 56 44 1 Hinklorak 30+50 Galium aparine 20 50 80 60 20 1 Chipton, sodium salt 30+60 Sisymbrium sophia 20 40 80 52 28 1 2-methyl 4-chlorophenoxypropionic acid 30+100 Sisymbrium sophia 20 thirty 75 44 31 1 MCPB 30+200 Sisymbrium sophia 20 40 85 52 33 1 2,4-D isooctyl ether 30+50 Sisymbrium sophia 20 40 85 52 33 1 dichlorprop 30+100 Sisymbrium sophia 20 40 100 52 48 1 2,4-DB 30+200 Sisymbrium sophia 20 50 90 60 thirty 1 Dicamba 30+10 Sisymbrium sophia 20 thirty 75 44 31 1 Picloram 30+50 Abutilon theophrasti 20 40 80 52 28 1 Triclopyr 30+50 Abutilon theophrasti 20 40 70 52 18 1 Clopyralid 30+50 Galinsoga parviflora thirty 40 85 58 27 1 Triclopyrus 30+50 Abutilon theophrasti 20 35 75 48 27 1 Flurochloridone 30+100 Galium aparine 20 40 90 52 38 1 flurtamon 30+100 Galium aparine 20 35 85 48 37 1 Diflufenican 30+100 Veronica polita thirty 45 90 61.5 28.5 1 Picolinafen 30+50 Abutilon theophrasti 20 thirty 85 44 41 1 Beflubutamide 30+200 Abutilon theophrasti 20 40 100 52 48 1 Norflurazon 30+300 Abutilon theophrasti 20 50 85 60 25 1 Fluridone 30+100 Abutilon theophrasti 20 45 85 56 29

At the same time, after several trials, it was found that similar herbicidal effects were achieved when other components (i) of the present invention were combined with component (ii). In addition, the compound and composition of the present invention have good selectivity for many grasses such as Japanese zoysia, Bermuda grass, cane fescue, bluegrass, chaff and coastal paspalum, etc., and are able to control many important grasses and broadleaf weeds. . The compounds also show excellent selectivity and commercial value in tests on wheat, corn, rice, sugarcane, soybean, cotton, sunflower, potato, horticultural and vegetable crops in various herbicide applications.

Claims (107)

1. Pyridazinol compound of formula I:

where X is a halogenated C1-C6 alkyl; A is selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C3-C6 cycloalkenyl, 6-14 membered aryl or heteroaryl, or aliphatic heterocyclyl selected from:

where R' is hydrogen or C1-C6 alkyl, R _b is hydrogen or C1-C6 alkyl, A is unsubstituted or substituted; Where when it is substituted, each of said C1-C6 alkyl and C2-C6 alkenyl is independently substituted with one substituent selected from the group consisting of RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O ) _m - and R ₁ R ₂ R ₃ SiO; when it is substituted, each of said 6-14 membered aryl, heteroaryl, or aliphatic heterocyclyl is substituted with 1-5 substituents selected from the group consisting of halogen, cyano, nitro, azido, halogen-containing or no group selected from C1 -C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl and C3-C6 cycloalkyl -C1-C6 alkyl, RO-(CH ₂ ) _n -, RO-(CH ₂ ) _p -O-(CH ₂ ) _q -, RS-(CH ₂ ) _n -, RS-(CH ₂ ) _p -S-(CH ₂ ) _q -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(S) _m -, RS-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, R-(C=O)-(CH ₂ ) _n -, R-(C=O)-(CH ₂ ) _n -O-(CH ₂ ) _q -, R-SO -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n -(NR ₃ ) _m -, R ₁ R ₂ N-(CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -(O) _m -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -(O) _m -, R ₁ R ₂ PO ₃ -(O) _m -(CH ₂ ) _q -, R ₁ R ₂ R ₃ Si-(CH=CH) _m -(CH ₂ ) _q -, and a group selected from 6-14 membered aryl, 6-14 membered aryl-C1-C6 alkyl, heteroaryl, heteroarylC1-C6 alkyl, and aliphatic heterocyclyl, which is

or

where heteroaryl is selected from pyrrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, and thienyl, each of said 6-14 membered aryl, 6-14 membered aryl-C1- C6 alkyl, heteroaryl, heteroarylC1-C6 alkyl, and aliphatic heterocyclyl is unsubstituted or substituted by the same and different 1-2 substituents selected from halo, cyano, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1-C6 alkylsulfonyl, and C1- C6 alkylamino; m, n and q are each independently an integer 0 or 1; R is hydrogen, a halogen-containing or non-halogenated group selected from C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, and C3-C6 cycloalkyl C1-C6 alkyl, or a group selected from 6-14 membered aryl , 6-14-membered aryl C1-C6 alkyl and heteroaryl selected from furyl and thienyl, which is unsubstituted or substituted by a halogen atom; R ₁ , R ₂ , R ₃ each independently represents hydrogen, halogen containing or not containing a group selected from C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 alkoxy C1-C6 alkyl, C1-C6 alkoxycarbonyl , C1-C6 alkylcarbonyl, C1-C6 alkylcarbonyloxy, C1-C6 alkylaminocarbonyl and C1-C6 alkoxyaminocarbonyl, or a group selected from 6-14 membered aryl, 6-14 membered aryl C1-C6 alkyl, 6-14 membered aryloxy, 6-14- membered arylcarbonyl, heteroaryl, and heteroarylC1-C6 alkyl wherein heteroaryl is selected from pyrazolyl, thienyl, thiazolyl, thiadiazolyl and pyridyl which is unsubstituted or substituted with 1-2 identical or different substituents selected from halogen, C3-C6 cycloalkyl, C1-C6 alkoxy , and C1-C6 alkylamino; or R ₁ R ₂ N- forms

or

2. Pyridazinol compound according to claim 1, where X is a halogenated C1~C4 alkyl; A is selected from the group consisting of C1~C4 alkyl, C2~C4 alkenyl, C3~C6 cycloalkenyl, phenyl, naphthyl, or 5-14 membered heteroaryl or 5-14 membered aliphatic heterocyclyl, consisting of:

; where R' represents hydrogen or C1-C6 alkyl, R _b represents hydrogen or C1-C6 alkyl; where A is unsubstituted or substituted, where when it is substituted, said C1~C4 alkyl and C2~C4 alkenyl are substituted with one substituent independently selected from RO-(C=O)- and R ₁ R ₂ R ₃ SiO-; when it is substituted, each of said phenyl, naphthyl, 5-14 membered heteroaryl, or 5-14 membered aliphatic heterocyclyl is substituted with 1-5 substituents independently selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, nitro , azido, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C4 alkyl, RO -(CH ₂ ) _n -, RO-CH ₂ -O-, RS-(CH ₂ ) _n -, RO-(CH ₂ ) _n -(C=O)-, RO-(CH ₂ ) _n -(C =O)-O-, RO-(C=O)-(CH ₂ ) _q -O-, RO-(CH ₂ ) _n -(C=O)-(CH ₂ ) _q -S-, RS-( CH ₂ ) _n -(C=O)-, R-(C=O)-(CH ₂ ) _n- , R-(C=O)-O-(CH ₂ ) _q- , R-(C=O )-(CH ₂ ) _n -O-, R-SO-(CH ₂ ) _n -, R-SO ₂ -(CH ₂ ) _n -(O) _m -, R-SO ₂ -(CH ₂ ) _n - NR ₃ -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -, R ₁ R ₂ N-(C=O)-(CH ₂ ) _q -O-, R ₁ R ₂ N- (CH ₂ ) _n -, R ₁ R ₂ N-(CH ₂ ) _n -SO ₂ -(CH ₂ ) _q -, and R ₁ R ₂ R ₃ Si-, and a group selected from 6-14 membered aryl , 6-14 membered aryl-C1~C4 alkyl, heteroaryl, and heteroaryl-C1~C4 alkyl, where heteroaryl is selected from pyrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, and thienyl, each of said 6-14 membered aryl, 6-14 membered aryl-C1~C4 alkyl, heteroaryl, and heteroaryl-C1~C4 alkyl is unsubstituted or substituted with 1~2 identical or different substituents selected from fluorine, chlorine, bromine, cyano, C1~C4 alkyl, C1~C4 alkoxy, C1~C4 alkoxycarbonyl, C1~C4 alkylsulfonyl and C1~C4 alkylamino; m n and q are each independently an integer 0 or 1; R is hydrogen, a halogen-containing or non-halogen group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C6 alkynyl, C3~C6 cycloalkyl, and C3~C6 cycloalkyl-C1~C4 alkyl, 6-14 membered aryl, 6-14 membered aryl-C1~C2 alkyl or 5-6 membered heteroaryl selected from furyl and thienyl, each of said 6-14 membered aryl, 6-14 membered aryl-C1~C2 alkyl, or 5 -6-membered heteroaryl is unsubstituted or substituted by a halogen atom selected from fluorine, chlorine and bromine; R ₁ , R ₂ , R ₃ each independently represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl, C1~C4 alkoxyC1~C4 alkyl, C1~C4 alkoxycarbonyl, C1~C4 alkylcarbonyl, and C1~C4 alkylcarbonyloxy, 6-14 membered aryl, 6-14 membered aryloxy, 6-14 membered arylcarbonyl, 5-6 membered heteroaryl, 5-6 membered heteroaryl-C1~C4 alkyl, where heteroaryl is selected from pyrazolyl, thienyl, thiazolyl, thiadiazolyl and pyridyl, each of said 6-14 membered aryl, 6-14 membered aryloxy, 6-14 membered arylcarbonyl, 5-6 membered heteroaryl or 5-6 membered heteroaryl-C1~C4 alkyl is unsubstituted or substituted with 1~2 groups independently selected from fluorine, chlorine, bromine, C1~C4 alkoxy, C1~C4 alkylamino and C3~ C6 cycloalkyl; or R ₁ R ₂ N- is

. 3. Pyridazinol compound according to claim 1, where X is CH ₂ F, CHF ₂ , CF ₃ or CF ₂ CF ₃ ; A is methyl, ethyl,

phenyl, naphthyl or 5-14 membered heteroaryl or 5-14 membered aliphatic heterocyclyl, consisting of:

; where R' represents hydrogen or C1~C6 alkyl, R _b represents hydrogen or C1~C6 alkyl; where A is unsubstituted or substituted; when it is substituted, said phenyl, naphthyl, 5-14 membered heteroaryl or 5-14 membered aliphatic heterocyclyl is substituted with 1-5 substituents independently selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, nitro, azido , fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C2 alkyl, phenyl, pyrrolyl , furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, benzyl, tetrahydropyranyl, thienylmethyl, each of said phenyl, pyrrolyl, furyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazole silt, thiadiazolyl, triazolyl, pyridyl, pyrazinyl and benzyl is unsubstituted or substituted with 1~2 groups independently selected from fluorine, chlorine, bromine, cyano, C1~C4 alkyl, C1~C4 alkoxy, C1~C4 alkoxycarbonyl, C1~C4 alkylsulfonyl and C1 ~C4 alkylamino, RO-, RO-CH ₂ -, RO-CH ₂ -O-, RO-(C=O)-, RO-CH ₂ -(C=O)-, RO-CH ₂ -(C= O)-O-, RO-(C=O)-CH ₂ -O-, RO-(C=O)-CH ₂ -S-, RO-CH ₂ -(C=O)-S-, RO- CH ₂ -(C=O)-CH ₂ -S-, RS-CH ₂ -, RS-, RS-(C=O)-, RS-CH ₂ -(C=O)-, R-(C= O)-CH ₂ -, R-(C=O)-, R-(C=O)-O-CH ₂ -, R-(C=O)-CH ₂ -O-, R-(C=O )-O-, R-SO-CH ₂ -, R-SO-, R-SO ₂ -CH ₂ -O-, R-SO ₂ -CH ₂ -, R-SO ₂ -O-, R-SO ₂ -, R-SO ₂ -CH ₂ -NR ₃ -, R-SO ₂ -NR ₃ -, R ₁ R ₂ N-CH ₂ -, R ₁ R ₂ N-, R ₁ R ₂ N-(C=O )-CH ₂ -, R ₁ R ₂ N-(C=O)-CH ₂ -O-, R ₁ R ₂ N-(C=O)-, R ₁ R ₂ N-CH ₂ -SO ₂ -, R ₁ R ₂ N-CH ₂ -SO ₂ -CH ₂ -, R ₁ R ₂ N-SO ₂ -CH ₂ -, R ₁ R ₂ N-SO ₂ -, and R ₁ R ₂ R ₃ Si-; R represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl and C3~C6 cycloalkyl-C1~C2 alkyl , phenyl, benzyl or thienyl, each of the specified phenyl, benzyl or thienyl is unsubstituted or substituted by a halogen atom selected from fluorine, chlorine and bromine; R ₁ , R ₂ , R ₃ each independently represents hydrogen, fluorine, chlorine or bromine containing or not containing a group selected from C1~C4 alkyl, C2~C4 alkenyl, C2~C4 alkynyl, C3~C6 cycloalkyl, C1~C4 alkoxy-C1~C2 alkyl, C1~C4 alkoxycarbonyl, C1~C4 alkylcarbonyl, and C1~C4 alkylcarbonyloxy, phenyl, naphthyl, phenoxy, thienyl, thiadiazolyl, thienylmethyl, or pyrazolylmethyl, each of said phenyl, naphthyl, phenoxy, thienyl , thiadiazolyl, thienylmethyl or pyrazolylmethyl, is unsubstituted or substituted with 1~2 groups independently selected from fluorine, chlorine, bromine, C3~C6 cycloalkyl, C1~C4 alkoxy, and C1~C4 alkylamino; or R ₁ R ₂ N- is

. 4. A pyridazinol compound according to claim 1, wherein the compound is selected from the compounds below:

5. Pyridazinol compound of formula I-1:

where M is (thio)formyl, C1~C18 alkyl(thio)carbonyl, wherein said (thio)formyl or C1~C18 alkyl(thio)carbonyl is unsubstituted or substituted with a substituent independently selected from the group consisting of: halo, amino , C3~C8 cycloalkyl, C1-C8 alkoxy, C1-C8 alkylsulfanyl, C1~C8 alkoxycarbonyl, C1~C8 alkylcarbonyl, hydroxy(methyl)phosphinyl, and an unsubstituted or halogenated or C1~C8 alkoxy substituted group selected from phenyl, phenylsulfanyl, phenyloxy and benzyloxy; an unsubstituted or phenyl-substituted C1~C18 alkoxy(thio)carbonyl or C1~C18 alkylsulfanyl(thio)carbonyl group; C3~C8 cycloalkylsulfanyl(thio)carbonyl; C2~C8 alkenyl(thio)carbonyl, wherein said C2~C8 alkenyl(thio)carbonyl is unsubstituted or substituted with a substituent selected from the group consisting of: C1~C8 alkoxy, phenyl and halogenated phenyl; (thio)benzoyl, wherein said (thio)benzoyl is unsubstituted or substituted by a substituent selected from the group consisting of: halo, hydroxy, C1~C8 alkyl, C1~C8 alkoxy, cyano, halogenated C1~C8 alkoxy, C1~C8 alkylcarbonyloxy , amino, substituted with 1 or 2 C1~C8 alkyl groups; (thio)naphthoyl; 3-8 membered heterocyclyl(thio)carbonyl, wherein said 3-8 membered heterocyclyl(thio)carbonyl is unsubstituted or substituted with 1-3 substituents selected from C1~C8 alkyl, halogen and C1~C8 alkylsulfanyl, wherein the heterocyclyl is selected from :

a fused 5-14 membered bicyclic heterocyclyl(thio)carbonyl, wherein the heterocyclyl is selected from:

amino(thio)formyl, wherein said amino(thio)formyl is unsubstituted or substituted with 1-2 substituents selected from C1~C8 alkyl and C1~C8 alkoxy; an unsubstituted or halo or C1~C8 alkylsulfonyl substituted group selected from C1~C8 alkyl sulfoxide, C1~C8 alkylsulfonyl and C3~C8 cycloalkylsulfonyl; phenylsulfonyl, benzylsulfonyl, naphthylsulfonyl, wherein each of said phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl is unsubstituted or substituted with 1-3 substituents independently selected from the group consisting of: halogen, nitro, C1~C8 alkyl, halogenated C1~C8 alkyl, halogenated C1~ C8 alkoxy, C1~C8 alkylcarbonyl, C1~C8 alkylsulfonyl, aminoformyl, phenoxy, and halogenated phenoxy; 5-10 membered heteroarylsulfonyl, wherein said 5-10 membered heteroarylsulfonyl is selected from

or

which is unsubstituted or substituted with C1~C8 alkyl or phenoxy, R' is hydrogen; C1~C8 alkylaminosulfonyl which is unsubstituted or substituted with halogen; di(C1~C8 alkyl)phosphoryl; C _1-18 alkyl, wherein said C _1-18 alkyl is substituted with a substituent independently selected from C1~C8 alkoxycarbonyl and C1~C8 alkoxycarbonyloxy; unsubstituted or halogenated or C1~C8 alkoxy substituted group selected from phenyl, benzyl and benzoyl-C1~C8 alkyl;

Where R ₁₁ and R ₂₂ are independently selected from hydrogen, C1~C18 alkyl, wherein said C1~C18 alkyl is unsubstituted or substituted with a substituent selected from C1~C8 alkoxy and C1~C8 alkylsulfanyl, and an unsubstituted or halogenated C1~C8 alkyl substituted group selected from phenyl and pyridyl; or R ₁₁ and R ₁₂ form a 6-membered saturated carbocyclic ring or a 6-membered saturated heterocyclic ring containing an S atom as a heteroatom; R ₁₁ ' and R ₂₂ ' independently represent C1~C18 alkyl; Het selected from

Ra and Rb are independently hydrogen or C1~C6 alkyl; X and A have the meaning defined in any one of paragraphs. 1-4. 6. A pyridazinol compound according to claim 5, which is selected from the compounds below:

7. The method of obtaining pyridazinol compounds according to any one of paragraphs. 1-4, including: (1) subjecting a compound of formula II and a compound of formula III to a Suzuki reaction to obtain a compound of formula IV; (2) hydrolysis of a compound of formula IV to obtain a compound of formula I; where the reaction path is as follows:

L represents halogen, other groups have the meaning defined in any one of paragraphs. 1-4. 8. The method of obtaining pyridazinol compounds according to any one of paragraphs. 1-4, including: (a) hydrolysis of a compound of formula II to obtain a compound of formula V; (b) subjecting a compound of formula V and a compound of formula III to a Suzuki reaction to give a compound of formula I; the reaction path is as follows:

L represents halogen, other groups have the meaning defined in any one of paragraphs. 1-4. 9. The method according to p. 7 or 8, where L represents bromine. 10. The method according to p. 7 or 8, where each of these stages is independently carried out in the range from 20 to 150°C; steps (1) and (b) are carried out in the presence of a catalyst, a base and a solvent, where said catalyst is Pd(dppf)Cl ₂ CH ₂ Cl ₂ , Pd(dba) ₂ , Pd ₂ (dba) ₃ , Pd(PPh ₃ ) ₄ , PdCl ₂ , Pd(OAc) ₂ , Pd(dppf)Cl ₂ , Pd(PPh ₃ ) ₂ Cl ₂ or Ni(dppf)Cl ₂ , the base is one or more selected from Et ₃ N, NaHCO ₃ , KOAc, K ₂ CO ₃ , K ₃ PO ₄ , Na ₂ CO ₃ , CsF, Cs ₂ CO ₃ , t-BuONa, EtONa, KOH and NaOH, solvent is THF/water, toluene/water, DMF/water , 1,4-dioxane/water, toluene/ethanol/water, acetonitrile/water, THF, toluene, 1,4-dioxane, acetonitrile or DMF; steps (2) and (a) are carried out in the presence of a base and a solvent or in the presence of a solution of boron tribromide, a solution of hydrobromic acid in acetic acid, a solution of hydrochloric acid in methanol or a solution of hydrochloric acid in ethyl acetate, the base is selected from NaOH, KOH, potassium acetate and sodium acetate, the solvent is water or DMSO. 11. The method according to claim 7 or 8, where each of these stages is independently carried out in the range from 50 to 130°C. 12. A method for producing a pyridazinol compound according to claim 5 or 6, where when the compound is an ester or ester derivative, the reaction route is as follows:

where Y ₁ represents a halogen; other groups have the meanings defined in clause 5 or 6. 13. The method according to p. 12, where Y ₁ represents chlorine or bromine. 14. The method according to claim 12, where the reactions to obtain ester and ester derivatives are carried out in the presence of a base and a solvent, the base is one or more selected from the group consisting of sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogen carbonate , cesium carbonate, triethylamine and diisopropylethylamine; the solvent is THF, 1,4-dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform. 15. A method for producing a pyridazinol compound according to claim 5 or 6, where when the compound is an oxime or hydroxylamine derivative, the reaction route is as follows:

where Y ₂ represents a halogen; other groups have the meaning given in paragraph 5 or 6. 16. The method according to p. 15, where Y ₂ represents chlorine or bromine. 17. The method according to claim 15, where the reactions for obtaining ester and ester derivatives and the second stage for obtaining oxime and hydroxylamine derivatives are carried out in the presence of a base and a solvent, the base is one or more selected from the group consisting of sodium hydroxide, potassium hydroxide , sodium carbonate, potassium carbonate, sodium bicarbonate, cesium carbonate, triethylamine and diisopropylethylamine; the solvent is THF, 1,4-dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform; the first step for obtaining the oxime and hydroxylamine derivative is carried out in the presence of a halogenating agent and a solvent, where said halogenating agent is Phenofluor/cesium fluoride or POCl ₃ and the solvent is one or more selected from the group consisting of toluene, 1,2- dichloroethane and DMF; the reaction temperature is in the range from 0 to 120°C. 18. The method according to p. 15, where the reaction temperature is in the range from 20 to 80°C. 19. Herbicidal composition containing from 0.1% to 99% by weight of component (i) pyridazinol compounds of formula I according to any one of paragraphs. 1-4 or a pyridazinol compound of formula I-1 according to claim 5 or 6 and component (iii) which is an agriculturally acceptable excipient. 20. The herbicidal composition of claim 19 further comprising component (ii) one or more additional herbicides and/or safeners, wherein the additional herbicide is selected from the group consisting of an HPPD inhibitor, a hormonal herbicide, and a PDS inhibitor. 21. The herbicidal composition according to claim 20, wherein the HPPD inhibitor is selected from the group consisting of Sulcotrione, Mesotrione, Topramesone, Tembotrione, Bicyclopyrone, Tefuryltrione, Benzobicyclone, Lankotrione, Shuangzuocaotong, Huanbifucaotong, Sanzuohuangcaotong, Benzuofucaotong, Pyrasulfotol, Pyrazolate, Benzofenap, To lpyralata, Fenchinotrion and Isoxaflutol; the hormonal herbicide is selected from the group consisting of Fluroxypyr or a derivative thereof, Galauxifen-methyl, Florpyrauxifen-benzyl, Hinklorak, Hinmerak, Chipton, 2-methyl-4-chlorophenoxypropionic acid, MCPB, 2,4-D, Dichlorprop, 2,4- DB, Dicamba, Picloram, Triclopyr, Clopyralid, Triclopyr and their derivatives, the PDS inhibitor is selected from the group consisting of Flurochloridone, Flurtamone, Diflufenican, Picolinafen, Beflubutamide, Norflurazon and Fluridone. 22. Herbicidal composition according to any one of paragraphs. 19-21, where component (i) is

. 23. The herbicidal composition according to claim 22, wherein the additional herbicide is one or more selected from the group consisting of Sulcotrione, Mesotrione, Topramesone, Tembotrione, Bicyclopyrone, Tefuryltrione, Benzobicyclone, Lankotrione, Shuangzuocaotong, Huanbifucaotong, Sanzuohuangcaotong, Benzuofucaotong, Pyrasulfotol, Benzofenap, Tolpyralate, Isoxaflutol, Fluroxypyr or its esters, Galauxifen-methyl, Florpyrauxifen-benzyl, Quinclorac, Chipton or its salts/esters, 2-methyl-4-chlorophenoxypropionic acid or its salts/esters, MCPB or its salts/ esters, 2,4-D or its salts/esters, Dichlorprop or its salts/esters, 2,4-DB or its salts/esters, Dicamba, Picloram, Triclopyr, Clopyralid, Triclopyr, Flurochloridone, Flurtamone, Diflufenican , Picolinafen, Beflubutamide, Norflurazon and Fluridon. 24. A method for controlling a pest, comprising applying a herbicidally effective amount of a pyridazinol compound according to any one of paragraphs. 1-4, a pyridazinol compound according to claim 5 or 6, or a herbicidal composition according to any one of claims. 19-23 on a harmful plant or plot with a harmful plant. 25. The use of pyridazinol compounds according to any one of paragraphs. 1-4, a pyridazinol compound according to claim 5 or 6, or a herbicidal composition according to any one of claims. 19-23 for pest control. 26. Use according to claim 25, wherein the pyridazinol compound or herbicidal composition is used to control a pest in wheat, corn, rice, soybeans, cotton, oilseed rape, millet, or sorghum. 27. Use according to claim 25 or 26, wherein the pest is a monocot or dicot. 28. Application according to any one of paragraphs. 25-27 wherein the harmful plant is selected from the group consisting of Amaranthus retroflexus, Rorippa indica, Veronica polita, Chenopodiaceae, Echinochloa crus-galli, Setaria viridis, Galium aparine, Abutilon mill, Sisymbrium sophia and Galinsoga parviflora.