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AR057992A1 - BENZOILUREA COMPOUND AND USE OF THE SAME - Google Patents

BENZOILUREA COMPOUND AND USE OF THE SAME

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Publication number
AR057992A1
AR057992A1 ARP060105381A ARP060105381A AR057992A1 AR 057992 A1 AR057992 A1 AR 057992A1 AR P060105381 A ARP060105381 A AR P060105381A AR P060105381 A ARP060105381 A AR P060105381A AR 057992 A1 AR057992 A1 AR 057992A1
Authority
AR
Argentina
Prior art keywords
optionally substituted
group optionally
substituents
group
halogen atoms
Prior art date
Application number
ARP060105381A
Other languages
Spanish (es)
Inventor
N Sakamoto
T Araki
M Konobe
Shigeyuki Itoh
Original Assignee
Sumitomo Chemical Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co filed Critical Sumitomo Chemical Co
Publication of AR057992A1 publication Critical patent/AR057992A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
    • C07C275/48—Y being a hydrogen or a carbon atom
    • C07C275/54—Y being a carbon atom of a six-membered aromatic ring, e.g. benzoylureas
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10—Oxygen atoms
    • C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Reivindicacion 1: Un compuesto benzoilurea caracterizado por que está representado por la formula (1), en donde X e Y cada uno representa independientemente un átomo de oxígeno o un átomo de azufre, R1 representa un átomo de hidrogeno, un grupo formilo, un grupo ciano, un grupo alquilsulfonilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilsulfonilo opcionalmente sustituido con uno o más sustituyentes, un grupo alquilcarboniltio inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alcoxicarboniltio inferior opcionalmente sustituido con uno o más sustituyentes, un grupo ariloxicarboniltio sustituido con uno o más sustituyentes, un grupo mono o di (alquilo inferior) aminosulfonilo opcionalmente sustituido con uno o más sustituyentes, un grupo mono o di(aril)aminosulfonilo opcionalmente. sustituido con uno o más sustituyentes, un grupo alquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquenilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquinilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo cicloalquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilalquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilo opcionalmente sustituido con uno o más sustituyentes, un grupo alcoxilo inferior alquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo ariloxialquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquiltio inferior alquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquilsulfinilo inferior alquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquilsulfonilo inferior alquilo inferior opcionalmente sustituido, con uno o más sustituyentes, un grupo mono o di (alquilo inferior)amino alquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alcanoilo inferior sustituido con uno o más sustituyentes, un grupo alcoxicarbonilo inferior sustituido con uno o más sustituyentes, un grupo ariloxicarbonilo sustituido con uno o más sustituyentes, un grupo arilalcoxicarbonilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo carbamoilo opcionalmente sustituido con uno o más sustituyentes, un grupo tiocarbamoilo opcionalmente sustituido con uno o más sustituyentes, un grupo alcoxioxalquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilalcoxialquilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo ariloxioxalilo opcionalmente sustituido con uno o más sustituyentes, un grupo aminooxalilo opcionalmente sustituido con uno o más sustituyentes, un grupo alcoxilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo ariloxilo opcionalmente sustituido con uno o más sustituyentes, un grupo arilalcoxilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo amino opcionalmente sustituido con uno o más sustituyentes, o un grupo, heterocíclico opcionalmente sustituido con uno o más sustituyentes, R2 representa un grupo alquileno inferior opcionalmente sustituido con uno o más átomos halogenos, A representa, (a) un grupo representado por OR3, (en donde R3 es un grupo alquilo C1-3 sustituido con uno o más substituyentes, representa opcionalmente, un grupo alquenilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquinilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alcanoilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilo opcionalmente sustituido con uno o más sustituyentes, o un grupo arilalquilo inferior opcionalmente sustituido con uno o más sustituyentes), (b) un grupo representado por S(O)nR4, (en donde R4 representa un grupo alquilo C1-3 opcionalmente sustituido con uno o más sustituyentes, un grupo alquenilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquinilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilo opcionalmente sustituido con uno o más sustituyentes, o un grupo arilalquilo inferior opcionalmente sustituido con uno o más sustituyentes, y n representa un entero de 0, 1 o 2), o (c) un grupo representado por NR5R6, (en donde R5 y R6 cada uno representa independientemente un grupo alquilo C1-3 opcionalmente sustituido con uno o más sustituyentes, un grupo alquenilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo alquinilo inferior opcionalmente sustituido con uno o más sustituyentes, un grupo arilo opcionalmente sustituido con uno o más sustituyentes, un grupo arilalquilo inferior opcionalmente sustituido con uno o más sustituyentes, o R5 y R6 pueden enlazarse en los extremos de los mismos para formar junto con el átomo de nitrogeno un anillo heterocíclico de 3 a 7 miembros conteniendo nitrogeno que opcionalmente posee otro átomo de nitrogeno, un átomo de oxígeno o un átomo de azufre como átomo constituyente del anillo), R7 representa un átomo halogeno, un grupo nitro, un grupo ciano, un grupo arilalcoxilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alcanoilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alcoxicarbonilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo arilo opcionalmente sustituido con uno o más átomos halogenos, un grupo arilalcoxicarbonilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo arilcarbamoilo opcionalmente sustituido con uno o más., átomos halogenos, un grupo carbamoilo opcionalmente sustituido con uno o más grupo alquilo inferior, un grupo tiocarbamoilo opcionalmente sustituido con uno o grupos alquilo inferior, un grupo amino opcionalmente sustituido con uno o más grupos alquilo inferior, un grupo alquilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alcoxilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alcoxilo inferior alcoxilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alqueniloxilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquiniloxilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alcanoilamino inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquiltio inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alqueniltio inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquiniltio inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquilsulfinilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquenilsulfinilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquinilsulfinilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquilsulfonilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquenilsulfonilo inferior opcionalmente sustituido con uno o más átomos halogenos, un grupo alquinilsulfonilo inferior opcionalmente sustituido con uno o mas átomos halogenos, un grupo alcoxilo inferior alquiltio inferior opcionalmente sustituido con uno o más átomos halogenos, o un grupo representado por -G-E, donde G representa un átomo de oxígeno, un átomo de azufre, SO, o SO2, y E representa un grupo arilo o un grupo heterocíclico y dicho grupo arilo o grupo heterocíclico puede ser sustituido con uno o más substituyentes seleccionados del grupo que consiste de (a) un átomo de halogeno, (b) un grupo alquilo inferior opcionalmente sustituido con uno o más átomos halogenos, (c) un grupo alcoxilo inferior opcionalmente sustituido con uno o más átomos halogenos, (d) un grupo alquiltio inferior opcionalmente sustituido con uno o más átomos halogenos, (e) un grupo alquilsulfinilo inferior opcionalmente sustituido con uno o más átomos halogenos, (f) un grupo alquilsulfonilo inferior opcionalmente sustituido con uno o más átomos halogenos, (g) un grupo ciano, y (h) un grupo nitro). Q representa un grupo arilo opcionalmente sustituido con uno o más sustituyentes, o un grupo heterocíclico opcionalmente sustituido con uno o más sustituyentes, m representa un entero de valor 1 a 5 (con la condicion que cuando m es un entero de valor 2 a 5, R7 puede ser igual o diferente), o una sal del mismo.Claim 1: A benzoylurea compound characterized in that it is represented by the formula (1), wherein X and Y each independently represents an oxygen atom or a sulfur atom, R1 represents a hydrogen atom, a formyl group, a group cyano, a lower alkylsulfonyl group optionally substituted with one or more substituents, an arylsulfonyl group optionally substituted with one or more substituents, a lower alkylcarbonylthio group optionally substituted with one or more substituents, a lower alkoxycarbonylthio group optionally substituted with one or more substituents, a aryloxycarbonylthio group substituted with one or more substituents, a mono or di (lower alkyl) aminosulfonyl group optionally substituted with one or more substituents, a mono or di (aryl) aminosulfonyl group optionally. substituted with one or more substituents, a lower alkyl group optionally substituted with one or more substituents, a lower alkenyl group optionally substituted with one or more substituents, a lower alkynyl group optionally substituted with one or more substituents, a lower cycloalkyl group optionally substituted with one or more substituents, a lower arylalkyl group optionally substituted with one or more substituents, an aryl group optionally substituted with one or more substituents, a lower alkoxy lower alkyl group optionally substituted with one or more substituents, a lower aryloxyalkyl group optionally substituted with one or more substituents, a lower alkyl lower alkyl group optionally substituted with one or more substituents, a lower alkyl lower alkyl group optionally substituted with one or more substituents, an optionally substituted lower alkyl lower alkylsulfonyl group, c on one or more substituents, a mono or di (lower alkyl) amino lower alkyl group optionally substituted with one or more substituents, a lower alkanoyl group substituted with one or more substituents, a lower alkoxycarbonyl group substituted with one or more substituents, a group aryloxycarbonyl substituted with one or more substituents, a lower arylalkoxycarbonyl group optionally substituted with one or more substituents, a carbamoyl group optionally substituted with one or more substituents, a thiocarbamoyl group optionally substituted with one or more substituents, a lower alkoxyoxalkyl group optionally substituted with one or more substituents, a lower arylalkoxyalkyl group optionally substituted with one or more substituents, an aryloxyoxalyl group optionally substituted with one or more substituents, an aminooxalyl group optionally substituted with one or more substituents, a lower alkoxy group optionally substituted with one or more more substituents, an aryloxy group optionally substituted with one or more substituents, a lower arylalkoxy group optionally substituted with one or more substituents, an amino group optionally substituted with one or more substituents, or a heterocyclic group optionally substituted with one or more substituents, R2 represents a lower alkylene group optionally substituted with one or more halogen atoms, A represents, (a) a group represented by OR3, (where R3 is a C1-3 alkyl group substituted with one or more substituents, optionally represents a group lower alkenyl optionally substituted with one or more substituents, a lower alkynyl group optionally substituted with one or more substituents, a lower alkanoyl group optionally substituted with one or more substituents, an aryl group optionally substituted with one or more substituents, or a lower arylalkyl group optionally substituted with one or more substituents), (b) a group represented by S (O) nR4, (wherein R4 represents a C1-3 alkyl group optionally substituted with one or more substituents, a lower alkenyl group optionally substituted with one or more substituents, a lower alkynyl group optionally substituted with one or more substituents, an aryl group optionally substituted with one or more substituents, or a lower arylalkyl group optionally substituted with one or more substituents, and n represents an integer of 0, 1 or 2), or (c) a group represented by NR5R6, (in wherein R5 and R6 each independently represent a C1-3 alkyl group optionally substituted with one or more substituents, a lower alkenyl group optionally substituted with one or more substituents, a lower alkynyl group optionally substituted with one or more substituents, an aryl group optionally substituted with one or more substituents, a lower arylalkyl group optionally substituted with one or more substituents, or R5 and R6 they can be linked at the ends thereof to form together with the nitrogen atom a 3- to 7-membered heterocyclic ring containing nitrogen that optionally possesses another nitrogen atom, an oxygen atom or a sulfur atom as the constituent atom of the ring), R7 represents a halogen atom, a nitro group, a cyano group, a lower arylalkoxyl group optionally substituted with one or more halogen atoms, a lower alkanoyl group optionally substituted with one or more halogen atoms, a lower alkoxycarbonyl group optionally substituted with one or more halogen atoms, an aryl group optionally substituted with one or more halogen atoms, a lower arylalkoxycarbonyl group optionally substituted with one or more halogen atoms, an arylcarbamoyl group optionally substituted with one or more., halogen atoms, a carbamoyl group optionally substituted with one or more plus lower alkyl group, a thiocarbamoyl group optionally substituted with one or lower alkyl groups, an amino group optionally substituted with one or more lower alkyl groups, a lower alkyl group optionally substituted with one or more halogen atoms, a lower alkoxy group optionally substituted with one or more halogen atoms, a group lower alkoxy lower alkoxy optionally substituted with one or more halogen atoms, a lower alkenyloxy group optionally substituted with one or more halogen atoms, a lower alkynyloxy group optionally substituted with one or more halogen atoms, a lower alkanoylamino group optionally substituted with one or more atoms halogens, a lower alkylthio group optionally substituted with one or more halogen atoms, a lower alkenylthio group optionally substituted with one or more halogen atoms, a lower alkynylthio group optionally substituted with one or more halogen atoms, an optionally substituted lower alkylsulfinyl group with one or more halogen atoms, a lower alkenylsulfinyl group optionally substituted with one or more halogen atoms, a lower alkylsulfinyl group optionally substituted with one or more halogen atoms, a lower alkylsulfonyl group optionally substituted with one or more halogen atoms, a lower alkenyl sulfonyl group optionally substituted with one or more halogen atoms, a lower alkynylsulfonyl group optionally substituted with one or more halogen atoms, a lower alkoxy lower alkylthio group optionally substituted with one or more halogen atoms, or a group represented by -GE, where G represents an atom of oxygen, a sulfur atom, SO, or SO2, and E represents an aryl group or a heterocyclic group and said aryl group or heterocyclic group may be substituted with one or more substituents selected from the group consisting of (a) an atom of halogen, (b) a lower alkyl group optionally substituted with one or more halogen atoms, (c) a lower alkoxy group optionally substituted with one or more halogen atoms, (d) a lower alkylthio group optionally substituted with one or more halogen atoms, (e) a lower alkylsulfinyl group optionally substituted with one or more halogen atoms, (f) a lower alkylsulfonyl group optionally substituted with one or more halogen atoms, (g) a cyano group, and (h) a nitro group). Q represents an aryl group optionally substituted with one or more substituents, or a heterocyclic group optionally substituted with one or more substituents, m represents an integer of value 1 to 5 (with the proviso that when m is an integer of value 2 to 5, R7 may be the same or different), or a salt thereof.

ARP060105381A 2005-12-07 2006-12-06 BENZOILUREA COMPOUND AND USE OF THE SAME AR057992A1 (en)

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AR057992A1 true AR057992A1 (en) 2008-01-09

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JP5158327B2 (en) * 2007-07-06 2013-03-06 住友化学株式会社 4- (Trichloromethylthio) aniline and method for producing the same, and method for producing 4- (trifluoromethylthio) aniline
CN104430546B (en) * 2014-12-09 2017-04-19 陈干忠 High-yield disease-resistant and mothproof composite preparation for rubber trees as well as preparation method and application thereof
DE102016013066A1 (en) 2016-11-03 2018-05-03 Merck Patent Gmbh fluorosurfactants
CN110526863B (en) * 2019-08-29 2022-05-03 贵州大学 A kind of acylthiourea or acylurea derivatives containing trifluoromethylpyridine and application thereof

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HU180240B (en) * 1978-04-21 1983-02-28 Gyogyszerkutato Intezet Process for producing new,substituted 1,3-diaryl-2-iminoimidasolidines and 2-imino-hexahydro-pyrimidines
US5135953A (en) * 1984-12-28 1992-08-04 Ciba-Geigy Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals
BR9815401A (en) * 1997-09-30 2000-10-31 Uniroyal Chem Co Inc Increase in soybean seed yield by substituted benzoyl urea
TWI245761B (en) * 2001-03-01 2005-12-21 Telik Inc Antagonists of MCP-1 function and methods of use thereof

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