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WO2006022396A1 - Composition insecticide - Google Patents

Composition insecticide Download PDF

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Publication number
WO2006022396A1
WO2006022396A1 PCT/JP2005/015590 JP2005015590W WO2006022396A1 WO 2006022396 A1 WO2006022396 A1 WO 2006022396A1 JP 2005015590 W JP2005015590 W JP 2005015590W WO 2006022396 A1 WO2006022396 A1 WO 2006022396A1
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group
compounds
formula
compound
represented
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Japanese (ja)
Inventor
Norihisa Sakamoto
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Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms

Definitions

  • the present invention provides a composition having an excellent insecticidal action comprising a compound represented by the formula [I] and a compound selected from the group of compounds (i) to (xvii), and the formula [I] And a compound selected from the group of compounds (i) to (xvii).
  • a composition having an excellent insecticidal action comprising a compound represented by the formula [I] and a compound selected from the group of compounds (i) to (xvii), and the formula [I] And a compound selected from the group of compounds (i) to (xvii).
  • Q 1 is a phenyl substituted with at least one selected from the group consisting of a halogen atom, a 6 alkyl group, a halo C- 6 alkyl group, a C 6 alkoxy group and a halo C 6 alkoxy group.
  • Q 2 is a halogen atom or a cyan group
  • Z 1 -W- group represented by (wherein, Z 1 are each a halogen atom, a benzene ring or an aromatic heterocyclic group substituted with ⁇ alkyl group or halo CI- [delta] alkyl group, - W — Represents one O—, one S—, —SO— or one so 2 —) and a group represented by the formula: Z 2 —W— (wherein Z 2 is each substituted with a halogen atom) it may also be an alkyl group, C 2 _ 6 alkenyl group or ⁇ 2 - 6 ⁇ Rukiniru represents a group one W- is off substituted with at least one selected from the group consisting of a a) as defined above sulfonyl
  • the compound selected from the following compound groups (i) to (xvii) used in the present invention is a compound having an insecticidal activity described in, for example, Pesticide Manual Twelfth Edition, British Crop Protection Council, etc. .
  • R 4 are hydrogen atom, 6 Group, showed the C i _ 6 haloalkyl group or a halogen atom, R 5 represents a hydrogen atom or _ 6 alkyl group, X represents CH or N, n is the compound the compound represented by showing the 0-3] Specific examples of the compounds belonging to the groups (i) to (Viii) are described below.
  • Neonicotinoide compounds clothianidin, -tennpyram, imidacloprid, acetamiprid N thiamethoxam, thiacloprid (thiacloprid) dinotefuran)
  • Pyrethroid compounds acrinathrin, allethhrin, benfluthrin, beta a-cyfluthrin, bifenthrin, cycloproline (Cyclopro thrin), cyf luthrin, cyhalothrin, cypermethrin, dimeflutrin, diteref luthrin, deltamethrin esf envalerate, ee ⁇ fenof rocks (ethof enprox), fenprono ⁇ gin (f enpropathrin), fenno relay ⁇ (fe thigh lerate;), flucythrinate ⁇ ⁇ (flufenoprox), flufen rinx (f lumethrin), fluorenoline (F luv al inate) N Halfenprox (half enprox), imiproth rin, male tortoise (Metofluthrinate ⁇
  • Nereistoxin compounds Cartap, bensultap N thiocyclam monosultap, bisultap
  • Bt toxin compounds Bacillus thuringiensis bacteria, for example, live spores or produced crystal toxins derived from Kurster key bacteria or Aizawai bacteria, or a mixture thereof
  • the present inventors have selected from the compound represented by formula [I] and the compound group of (i) to (xvi i) Expected to be used in combination with other compounds It has been found that it is possible to reduce the application rate or the number of application times. In addition, pests can be controlled extremely effectively by applying these mixtures to places other than the sites where pests are directly damaged, such as seeds, seed pods, or seedling soils for cultivating crops, or soils in the main field. As a result of further intensive studies, the present invention has been completed. That is, the present invention
  • Q 1 is a halogen atom, ⁇ Bok 6 alkyl group, halo C - 6 alkyl group, few are selected from the group consisting of C i _ 6 alkoxy Contact Yopi Ha port C i-6 alkoxy group Kutomo 1 A phenyl group substituted with a species, Q 2 is a halogen atom, a cyan group
  • Z 1 - group (wherein represented by W-, Z 1 are each a halogen atom, a C i-6 ⁇ alkyl group or a benzene ring or an aromatic heterocyclic group substituted by haloalkyl group, one W— represents one O—, one S—, one SO— or one SO 2 _) and a group represented by the formula: Z 2 —W— (wherein Z 2 is each substituted with a halogen atom) it may be, - 6 alkyl group, a C 2 _ 6 alkenyl group or ⁇ 2 "6 ⁇ Rukiniru group one w- is substituted with at least one selected from the group consisting of a a) as defined above
  • An insecticide composition comprising:
  • R 1, R 2, R 3 and R 4 are each a hydrogen atom, 6 alkyl group, - 6 indicates a haloalkyl group or a halogen atom, R 5 is a hydrogen atom or - indicates 6 alkyl group, X is CH represents N or n represents 0 to 3];
  • An insecticide composition comprising a compound represented by the formula [I] and a compound group (i) a neonicotinoide compound, wherein the compound group (i) neonicotinoide compound is clothianidin,
  • An insecticide composition comprising a compound represented by formula [I] and a compound group (ii) a phenylrubiazole compound, wherein the compound group (ii) a furubirazole compound is fiprol.
  • An insecticide composition comprising a compound represented by formula [I] and a compound group (iii) dibenzoylhydrazine compound, wherein the compound group (iii) dibenzohydrazine compound is tebufenozide or chromafenozide.
  • An insecticide composition comprising a compound represented by formula [I] and a compound group (iV) pyrethroid compound, wherein the compound group (iV) pyrethroid compound is permeate.
  • the insecticide composition according to (1) above which is trine, fenvalerate, sipenomethrin, fenprono, ° trin, esfenpalate, etofenprox or tefnoretrin,
  • An insecticide composition comprising a compound represented by the formula [I] and a compound group (V i) an organophosphorus compound, wherein the compound group (V i) is an MEP or marathon An insecticide composition as described in (1) above, which is dimethoate, PAP, CYAP, pyracrofos, acephelate, methidathion, diazinon, chlorpyrifos or ethylthiomethone,
  • An insecticide composition comprising a compound represented by formula [I] and a compound group (V ii) a carpamate compound, wherein the compound group (V ii) a carpamate compound is benfuracalp or carbosulfur
  • the insecticide composition according to (1) above which is a fan, mesomil, pyrimicap or oxamyl;
  • the compound represented by the formula [II a] is 2— [1 1 (3-chloropyridine 1 2 1 yl) 1 3 -trifluoromethylpyrazono 1 5 inocarbonyl lumina] 1-N-isopropyl-1-3-methylbenzoic acid amide,
  • One or more compounds selected from the compounds represented by the formula [I] according to any one of the above (1) to (16) and a compound group of (i) to (xvii) Pest control characterized by mixing with one or more compounds selected from the above and irrigating the seedling soil in the form of a mixed solution or spraying the seedling soil in the form of a mixed granule Method,
  • a seedling is cultivated using a seedling soil containing one or two or more compounds and one or more compounds selected from the group of compounds (i) to (xvii) Pest control methods,
  • compounds selected from compounds [I] and (i) to (xvii) may form an agrochemically acceptable salt.
  • salts include inorganic bases (for example, alkali metals such as sodium, potassium and lithium, alkaline earth metals such as calcium and magnesium, ammonia, etc.), organic bases (for example, pyridine, collidine, triethylamine, trietano).
  • Inorganic acids eg, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid, sulfuric acid, perchloric acid, etc.
  • organic acids eg, formic acid, acetic acid, tartaric acid, phosphonic acid, kenic acid, Salts with oxalic acid, succinic acid, benzoic acid, picric acid, methanesulfonic acid, p-toluenesulfonic acid, etc.
  • the present invention also includes their respective salts.
  • nereistoxin compounds cartap is commercially available as hydrochloride and thiocyclam is commercially available as oxalate.
  • Emamectin is commercially available as benzoate.
  • the halogen atom shown as the substituent of the substituted phenol group represented by Q 1 and Q 2 is, for example, fluorine, chlorine, bromine, iodine Elementary is used.
  • the C chi _ 6 alkyl groups such as methyl, Echiru, propyl, iso-propyl, Buchinore, Isobuchinore, sec one Puchinore, tert Buchinore, pen Chinore, Neopenchinore, such as cyclohexyl is to be used.
  • halo C 6 alkoxy group examples include, for example, chloromethoxy, fluoromethoxy, bromomethoxy, 2-chloroethoxy, dichloromethoxy, difluoromethoxy, trichloromethoxy, trifluoromethoxy, 2,2,2-triphenoleo Ethoxy, Pentaph / Leo mouth ethoxy, Heptafluoropropylinoxy, Heptafluoroisopropyloxy, Nonafluorobutyloxy, 5, 5, 5-Trifluoropentyloxy, 6, 6, Ci- 6 alkoxy groups substituted with 1 to 10 (preferably 1 to 5) halogen atoms such as 6-trifluorohexoxy (eg, fluorine, chlorine, bromine, iodine) are used .
  • halogen atoms such as 6-trifluorohexoxy (eg, fluorine, chlorine, bromine, iodine) are used .
  • a perfluoroalkoxy group is also prefer
  • the aromatic heterocycle in the substituted aromatic heterocycle represented by Z 1 includes, for example, a nitrogen atom, a sulfur atom in addition to a carbon atom as a ring atom.
  • One W— is one O—, one S—, one SO— or one S 0 2 —.
  • one SO- and SO 2 - oxygen atoms in are attached to the sulfur atom, two bonds are out of both sulfur atoms.
  • Z 2 in the group represented by -W- may be substituted by a halogen atom represented by Z 2 CI- e alkyl group, C 2 _ fi Aruke - group or C 2 _ 6 alkyl
  • a halogen atom represented by Z 2 CI- e alkyl group, C 2 _ fi Aruke - group or C 2 _ 6 alkyl Such as those as the C ⁇ e alkyl is exemplified as the substituents of the substituted phenyl group represented by Q 1 and Q 2 as described above are used in groups, C 2 - 6 ⁇ Luque - as Le group Bulle, Ariru, 2- Mechiruariru, 2-butenyl, 3 - Buteeru, such as cyclohexyl 5 is used, C 2 - 6 E ethynyl as the alkynyl group, 2-Purobyuru, to 3-hexenyl and the like.
  • alkyl groups, C 2 6 alkyl groups and C 2 6 alkyl groups are each substituted with 1 to 10 (preferably 1 to 5) halogen atoms (eg, fluorine, chlorine, bromine, iodine). May be.
  • halogen atoms eg, fluorine, chlorine, bromine, iodine.
  • Preferred examples of the substituent for the substituted phenyl group represented by Q 2 include: (a) a halogen atom, a cyano group, a 4 alkoxycarbonyl group, a —3 alkyl group, and a halo 0 3 alkyl group; A phenyl, phenyl-, phenylsulfinyl, and phenylsulfonyl group each substituted with a halogen atom, a 3 alkyl group or a haloalkyl group; (c) a halogen atom, a ⁇ 3 alkyl group, or halo C - s alkyl-substituted peak Rijiruokishi group group, pyridylthio group, pyridyl sulfinyl group and pyrid Rusuruhoniru group; and (d) optionally substituted at each halogen atom C alkoxy group, alkylthi
  • Agrochemical active ingredients that exhibit a higher insecticidal effect that is, a synergistic effect when combined with the compound represented by the above formula [I] are used as (i) neonicotinide compounds, ii) fuel pyrazole compounds, (iii) dibenzoylhydrazine compounds, (iv) pyrethroid compounds, (V) nereistoxin compounds, (vi) organophosphorus compounds, (Vii) carbamate compounds, (viii) ) B t toxin compounds, (ix) chlorfenapyr, (X) indoxacarp, (xi) pyridalyl, (xii) spinosad, (xiii) pyriproxyfen, (xiv) emamectin, (XV) buprofezin, (xvi ) N 2 - (1,1-dimethyl - 2-methyl-sulfonyl Ruechiru) - 3-Yodo - N
  • Compound Group (i) Among the neonicotinoide compounds, preferred compounds are clothianidin, ditenviram, imidacloprid, thiacloprid, thiamethoxam, acetamiprid and dinotefuran, with cucumber thiazidine being particularly preferred.
  • Compound Group (V i) Among the organic phosphorus compounds, preferred compounds are MEP, marathon, dimethoate, PAP, CYAP, pyracrofos, acetomethatthione, diazinon, chlorpyrifos or ethinoretiomethone, and among these, MEP, acephetoate Particularly preferred.
  • Compound group (V i i) Among the carbamate compounds, preferred compounds are benfuracarb, carbosulfan, mesomil, pirimicurve or oxamil, and among them, benfracarp and carbosulfan are particularly preferred.
  • Compound Group (V iii) Among the B t toxin compounds, preferred compounds are live spores or produced crystal toxins or a mixture thereof derived from Kulsterkey or Aizawai bacteria, and among them, a mixture of live spores and produced crystal toxins is particularly preferred.
  • Compound group (xvii) The compound represented by the formula [II] is represented by the formula [IIa]
  • the compound represented by these is preferable.
  • Examples of the C- 6 haloalkyl group represented by R 1 to R 4 include black mouth methylenole, funoleolomethylenole, promomethylenole, 2-chloroethyl, dichloromethyl, trichloromethylenole, trifluoromethylenole, 2, 2 , 2—Trifluoroethyl, Pentafunoleyl, Heptafnoroleopropyl, Nonafluorobuty PT / JP2005 / 015590
  • a halogen atom such as 43 Le (e.g., fluorine, chlorine, bromine, iodine) 1-1 0 (good Mashiku is 1-5) is one 6 alkyl group substituted with used.
  • halogen atom represented by R 1 to R 4 fluorine, chlorine, bromine, and iodine are used.
  • R 1 is particularly preferably a halogen atom or a ju- 6 haloalkyl group, and more preferably a chlorine opitrifluoromethyl group.
  • R 2 is preferably a halogen atom, and particularly preferably chlorine.
  • the substitution position is preferably the 2-position when the parent cyclic group is a phenyl group, and the 3-position when it is a pyridyl group.
  • R 3 is preferably a halogen atom and a 6- alkyl group of 3-position substitution (where the substitution position refers to a position based on 2-aminobenzoic acid).
  • R 4 is preferably hydrogen, a halogen atom of 4-position or 5-position substitution (the substitution position is a position based on 2-aminobenzoic acid) and the same alkyl group, and particularly preferably hydrogen.
  • R 4 Black mouth group.
  • R 5 is preferably a 6- alkyl group, particularly preferably an isopropyl group.
  • X represents CH or N, with N being particularly preferred.
  • n an integer of 0 to 3, and 1 is particularly preferable.
  • the compound represented by the formula [II] includes 2- [1— (3-chloropyridine pyridine 2-yl) 1-3-trifunoleolomethylpyrazonol 5-ylcarbolumino] 1 N— Isopropyl-3-methylbenzoic acid amide (II—1), 5-chloro-2- [1- (3- (3-chloropyridine) -2-ylole) 1-3-trifluoromethylbiazole 5-ylcarbonylamino ] 1-N-Isopropyl-1-3-methylbenzoic acid amide (II 1-2),
  • the compound [I] is a known compound, for example, WO 200 3/074498, JP-A 46-6550, NL 7 105350A, J. Agric. Food Chem., Vol. 21, No. 3, 348-354 (1973) or a method analogous thereto.
  • Compound groups (i) to (xvii) are known compounds and can be produced by a method known per se.
  • the compound group (xvii) represented by the formula [II] is, for example, a method described in WO 200 1/0706 71, WO 2003/0 1 55 1 9, WO 200 3/0 1 6284 or a modification thereof. It can be manufactured by different methods.
  • composition of the present invention is used as an agrochemical formulation such as an insecticide, an insecticide, an insecticide and the like, a form that can be taken by a general agricultural chemical, that is, one or more of the compounds [I] (preferably Or one or more compounds (preferably one) selected from the group of compounds (i) to (xvii) are dissolved or dispersed in an appropriate liquid carrier as an active ingredient, depending on the intended use.
  • a general agricultural chemical that is, one or more of the compounds [I] (preferably Or one or more compounds (preferably one) selected from the group of compounds (i) to (xvii) are dissolved or dispersed in an appropriate liquid carrier as an active ingredient, depending on the intended use.
  • Is mixed or adsorbed with an appropriate solid carrier wettable powder, aqueous suspension, emulsion, liquid, ULV, powder, granule, tablet, jumbo (large size solid for paddy field) , Pastes, foams, aerosols, microcapsules, seed coatings, fumigants, smoke agents, sticks for crop irrigation, oils, etc.
  • these preparations can be used, for example, ointment bases, emulsifiers, suspension agents, spreaders, penetrants, wetting agents, dispersants, stabilizers, binders, flow aids, anti-caking agents, flocculants, Add antioxidants, floaters, antifoaming agents, antifreezing agents, preservatives, water removal agents, UV absorbers, UV scattering agents, coloring agents, suspension stabilizers, etc. 05015590
  • an emulsion can be produced by uniformly mixing and dissolving a compound [I], a compound selected from the compound groups (i) to (xvii), an emulsifier, an organic solvent and the like.
  • granule, granule wettable powder, etc. are compounds [I], compounds selected from compound groups (i) to (xvii), dispersants (surfactants), binders, extenders (or solid carriers), etc.
  • powders (DL powders, etc.) are manufactured by uniformly mixing powders of compounds [I], compounds selected from compound groups (i) to (xvii), extenders (or solid carriers), etc. it can.
  • a flowable agent is produced by mixing and dispersing components such as a compound [I], a compound group (i) to (xvii), a dispersant, and the like using a stirrer and wet-grinding using a dynomill or the like. Is done.
  • the diumbo agent includes a compound [I], a compound selected from the compound groups (i) to (xvii), a dispersant (surfactant), a binder, a floater, an extender (or a solid carrier), and the like. Can be uniformly mixed and granulated.
  • liquid carrier examples include water, alcohols (for example, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, ethylene glycol, etc.), ketones (for example, acetone, methyl ester).
  • alcohols for example, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, ethylene glycol, etc.
  • ketones for example, acetone, methyl ester
  • ethers eg, dioxane, tetrahydrofuran, ethylene glycol monomethinoleethenole, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, etc.
  • aliphatic hydrocarbons eg, kerosene, kerosene
  • Fuel oil, machine oil, etc. aromatic hydrocarbons (eg, benzene, toluene, xylene, solvent naphtha, methyl naphthalene, etc.), halogenated hydrocarbons (eg, dichloromethane, chloroform, carbon tetrachloride, etc.), acids Amides (eg, N, N-dimethylformamide, N, N-dimethylacetamide, etc.), esters (eg, ethyl acetate, butyl acetate, fatty acid glycerin ester, etc.), nitriles (eg, acetate
  • Solid carriers include vegetable powders (eg soybean powder, tobacco powder, wheat flour, wood flour), mineral powders (eg kaolin, bentonite, sepiolite, clays such as acid clay) Talc such as talc powder, waxy stone powder, silica such as diatomaceous earth, mica powder, lactose, ammonium sulfate, urea, sodium bicarbonate, sodium thiosulfate, sodium hydrogen phosphate, sodium acetate, sodium carbonate, etc. Water-soluble substances, etc.), calcium carbonate, alumina, sulfur powder, activated carbon, etc. are used. These should be used singly or in combination of two or more (preferably one or more, three or less) in appropriate proportions. Can do.
  • vegetable powders eg soybean powder, tobacco powder, wheat flour, wood flour
  • mineral powders eg kaolin, bentonite, sepiolite, clays such as acid clay
  • Talc such as talc powder, waxy stone powder, silica such as
  • the ointment base examples include polyethylene glycol, pectin, polyhydric alcohol esters of higher fatty acids such as glyceryl monostearate, cellulose derivatives such as methylcellulose, sodium alginate, bentonite, higher alcohols, etc.
  • polyhydric alcohols such as glycerin, petrolatum, white petrolatum, liquid paraffin, lard, various vegetable oils, lanolin, dehydrated lanolin, hardened oil, resins (preferably one or more, Three or less), or those added with one or more of the following surfactants (preferably one or more, preferably four or less) are used as appropriate.
  • surfactants used as emulsifiers, spreading agents, penetrants, wetting agents, dispersants, etc. include non-ionic surfactants such as sarcophagus, polyoxyethylene alkynoleatenole (New Calgen D 1 5 0 4, Neugen ET 6 5, Neugen ET 8 3, Neugen ET 1 5 7, etc., Polyoxyethylene alkyl aryl ethers (Neugen EA 9 2, Neugen EA 1 4 2 etc.), Polyoxyethylene enolequino lefe L ethers, poly-oxyethylene noni / rephenyl ethers (Nonipol 20 and Noepol 100, etc.), polyoxyethylene polyoxypropylene ethers, polyoxyethylene distyrenated ether (Neugen EA 8 7, Neugen EA 1 7 7 etc.) Polyoxyethylene 0
  • Lenalkyl esters such as IONET MO 20 and IONET MO 600
  • sorbitan fatty acid esters such as Leodol SP—S 10 and Leodol TW—S 20
  • polyoxyethylene sorbitan fatty acid esters such as Terylene oxide (New Pole PE 64), higher fatty acid alcohol amide, alkylmaleic acid copolymer (Demol EP), polyhydric alcohol esters (Tween 20, Tween 80, etc.
  • the cationic surfactant for example, an alkylamine salt, a quaternary ammonium salt, etc. are used.
  • anionic surfactant for example, a naphthalene sulfonic acid polycondensate metal salt, Formalin condensate of naphthalene sulfonate (Neucalgen FS 4 etc.), alkyl naphthalene sulfo High molecular weight compounds such as phosphates (Solpol 5 1 1 5 etc.), lignin sulfonate metal salts, alkyl allyl sulfonates, alkyl allyl sulfonate sulfates, sodium polystyrene sulfonate sodium salts, polycarboxylic acid metal salts Polyoxyethylene distyryl ether ether sulfate ammonium, higher alcohol sulfonates, higher alcohol ether sulfonates, dialkyl sulfosuccinates (such as Neukalgen EP 70 P), higher fatty acid alkali metal salts and the like are used.
  • Stabilizers include compounds having an epoxy group, antioxidants (eg, dibutyl hydroxytosuleene (BHT), petitnoroxyroxy-sanole (BHA), tetrakis [3— (3, 5-zy tert-petite 4 -Hydroxyphene-Nole) Propio-Noroxymethyl] Methane (Irganox 10 0 1 0), DL—Tokov Errol, Propyl gallate, Erythorbic acid, Sodium Erythorbate, Isopropyl Cenoate, etc.
  • antioxidants eg, dibutyl hydroxytosuleene (BHT), petitnoroxyroxy-sanole (BHA), tetrakis [3— (3, 5-zy tert-petite 4 -Hydroxyphene-Nole) Propio-Noroxymethyl] Methane (Irganox 10 0 1 0)
  • DL Tokov Errol
  • Binders include dextrin, pregelatinized starch, polybutyl alcohol, gum arabic, sodium alginate, polyvinylpyrrolidone, DARC 15590
  • sucrose, mannitol, sorbitol and the like are used, and these can be used as appropriate by mixing one or more kinds (preferably one or more kinds, preferably three or less kinds) in an appropriate ratio.
  • PAP aid eg, isopropyl acid phosphate
  • talc e.g., talc
  • these may be used alone or in combination of two or more (preferably one or more, three or less) in an appropriate ratio. It can be used as appropriate.
  • white carbon, diatomaceous earth, magnesium stearate, aluminum oxide, titanium dioxide, etc. are used, and these are mixed in one or more kinds (preferably one kind or more, three kinds or less) in an appropriate ratio. Can be used as appropriate.
  • liquid paraffin ethylene glycol, diethylene glycol, triethylene glycol, isoprene polymer (eg, IP solvent), etc. are used. These are one or more (preferably one or more, preferably three or less). ) Can be mixed and used as appropriate.
  • Antioxidants include dibutylhydroxytoluene, 4,4-thiobis-1, 6- tert- quinolole -3- methino lefenol,bensoole droxyanisole, para octino lephenol, mono (or di or tri) Ninore) Phenol, 2, 6-G tert-Butinole 4-Metino Lenool, Tetrakis [3—. (3, 5-G tert-Butyl-4-Hydroxyf Engineering) Propionyloxymethyl] Methane, etc. These can be used as appropriate by mixing one or more of them (preferably one or more and three or less) in an appropriate ratio.
  • the floating agent is particularly used for the production of jumbo agents, and a powder base having a specific gravity of 1 or less (preferably 1 to 0.5) is preferable.
  • a powder base those having a particle size of 600 m or less, preferably 6 00 m to 10 ⁇ m are preferable.
  • natural glassy material is fired and processed independently. For example, perlite made of pearlite or obsidian, shirasu balloon made of shirasu (trade name), permiculite made of meteorite, and aluminosilicate. Also obtained by baking 2005/015590
  • organic substances generally include waxy substances, such as higher fatty acids such as stearic acid palmitic acid that are solid at room temperature, higher alcohols such as stearyl alcohol, and paraffin wax. These waxy substances are water repellent. Therefore, it is difficult for water to permeate, and there is a possibility that the pesticidal active ingredient will be trapped in the waxy substance forever, making it difficult to disperse in water, and it is preferably used by mixing with the above glassy hollow body.
  • waxy substances such as higher fatty acids such as stearic acid palmitic acid that are solid at room temperature
  • alcohols such as stearyl alcohol
  • paraffin wax paraffin wax
  • a silicone-based antifoaming agent for example, antihome E 20
  • these are mixed in one or more kinds (preferably one kind or more, three kinds or less) in an appropriate ratio. It can be used as appropriate.
  • ethylene glycol, diethylene glycol, polyethylene glycol, glycerin, etc. are used, and these may be used alone or in combination of two or more (preferably one or more, three or less) in an appropriate ratio. Can be used as appropriate.
  • butyl paraben, potassium sorbate and the like are used, and these can be used as appropriate by mixing one kind or two or more kinds (preferably one kind or more and three kinds or less) in an appropriate ratio.
  • anhydrous gypsum, silica gel powder, etc. are used, and these can be used as appropriate by mixing one or more kinds (preferably one or more kinds, preferably three or less kinds) in an appropriate ratio.
  • UV absorbers include 2— (2, hydroxy-5′-methylphenol) benzotriazol ⁇ 2— ethoxy-1,2, 1-methyloxalic acid bis-halide, dimethyl succinate 1 (2-hydroxyhexyl) ) 4-Hydroxy-1,2,2,6,6-tetramethylpiperidine polycondensate, etc. are used, and these are mixed in one or more (preferably one or more, three or less) in an appropriate ratio. It can be used as appropriate.
  • titanium dioxide or the like is used, and these can be used as appropriate by mixing one or two or more (preferably one or more and three or less) in an appropriate ratio. JP2005 / 015590
  • cyanine green G, Erio green B 400, etc. are used, and these may be used singly or in combination of two or more (preferably one or more, three or less) in appropriate proportions. it can.
  • Suspension stabilizers include polybulal alcohol (Gosenol GH 17 etc.), clay minerals (Kunipia F, VEEGUM R etc.), silicon dioxide (Aerosil COK 84 etc.), etc., one or more of these (Preferably one or more, three or less) can be mixed and used appropriately.
  • Jumbo agents, powders, granules, granule wettable powders, wettable powders, etc. may be packaged in water-soluble films in units of 20 to 200 g for easy application.
  • water-soluble film examples include polybulal alcohol, carboxymethylcellulose, starch, gelatin, polypyrrole pyrrolidone, polyacrylic acid opium salt, pullulan (trade name: starch-based polysaccharide), paogen (trade name: thermoplastic) Water-soluble polymer).
  • the content ratio of the total amount of compounds selected from the compound [I] and the compound groups (i) to (xvii) in the composition of the present invention is usually about 0.1 to 80% by weight relative to the total amount of the composition. It is. Specifically, for example, when used in emulsions, liquids, wettable powders (eg, granular wettable powders), aqueous suspension preparations, microemulsions, etc., usually about 1 to 80% by weight, preferably About 10 to 50% by weight is appropriate.
  • oils, powders, etc. when used in oils, powders, etc., it is usually about 0.1 to 50% by weight, preferably about 0.1 to 20% by weight.
  • the compound [I] and the compound selected from the compound groups (i) to (xvii) are preferably contained in a weight ratio of 1: 0.1 to 1:20, respectively. More preferably, it is contained in a ratio of 1: 0.2 to 1:10.
  • the content of additives other than the above-mentioned active ingredients varies depending on the type or content of the agrochemical active ingredient or the dosage form of the preparation, but is usually about 0.001 to 9.99 wt. 2005/015590
  • the surfactant is usually about 1 to 30% by weight, preferably about 1 to 15% by weight, and the flow aid is about 1 to 20% by weight, based on the total amount of the composition. It is preferred to add about 1 to 90% by weight of the carrier, preferably about 1 to 70% by weight. Specifically, in the case of producing a liquid agent, the surfactant is usually added at about 1 to 20% by weight, preferably about 1 to 10% by weight, and water is added at about 20 to 90% by weight. Is preferred. In the case of producing an emulsion, it is desirable to add a surfactant in an amount of usually 1 to 30% by weight, preferably 2 to 15% by weight, and an organic solvent.
  • the surfactant is usually 0.1 to 10 weight. It is desirable to add a bulking agent such as lactose, ammonium sulfate or clay, / 0 , preferably 0.5 to 5% by weight, binder 0.1 to 15% by weight, preferably 0.5 to 5% by weight.
  • a bulking agent such as lactose, ammonium sulfate or clay
  • binder 0.1 to 15% by weight, preferably 0.5 to 5% by weight.
  • the surface active agent usually 0.1 to 1 0% by weight, preferably 0.5 to 5 ⁇ %, 0.1 stabilizers;! ⁇ 1 0 weight 0/0, preferably from 0.5 to 5 weight 0/0, it is desirable to add a bulking agent such as clay.
  • the surfactant is usually 0.:!
  • the binder is 0.5 to: L 0% by weight, preferably 0. 5 to 5% by weight, floating agent 0.5 to 4 0% by weight, preferably 1-2 0 weight 0/0, it is desirable to add a ⁇ agent such as clay.
  • a wettable powder eg, granular wettable powder
  • water or the like eg, about 100 to 5, 000 times
  • composition of the present invention in addition to the compound [I] and the compounds selected from the compound groups (i) to (xvii), for example, other insecticidal active ingredients, acaricidal active ingredients, bactericidal active ingredients, nematicidal insecticides Active ingredients, herbicidal active ingredients, plant hormones, plant growth regulators, synergists (eg piperonyl butoxide), sesamexsulfoxide, MGK 2 6 4, N-decylimidazole (N — Declyimidazole), WARF—anti-resistant (WAR F-antiresistant), TBPT, TPP, IBP, PSCP, yowi methinole, t-phenylenobutenone, diethylmaleate, DMC, FD MC, ETP, ETN), attractants, repellents, fertilizers, etc. can be blended and used as appropriate.
  • other insecticidal active ingredients eg piperonyl butoxide
  • Acaricidal active ingredient is N-(Acaricidal active ingredient)
  • Bactericidal active ingredient is Bactericidal active ingredient:
  • IBP IBP
  • ampropylfos ampropylfos
  • edifenphos chronoreciophos
  • tonoreclophos methinore to 1 c 1 ofos— methy 1
  • fosety 1 Nore ipconazole
  • imazalinole i ma zalil
  • imibenconazo nore imibenconazole
  • etaconazo nore .etaconazole
  • epo palm conazo nore epoxiconazole, cypro c'onico 1 e Diniconazole, difenoconazole, tetraconazole, tebuconazo 1e, triadi me nol, triadi me fon, triadi me fon, triadi me fon Nore, triticonazole
  • triforine bitertanol (bitertano 1)
  • viniconazole vin
  • PN isoprothiolane isoprothiolane
  • iprodione iminoctadine—albesilino, ⁇ noctadinacetate (ethinimo 1), etirimo 1), etridiazo 1 Oxycarboxin, Oxolinic acid, Offurace, Kasugamycin, Force norevoxin (carbo X 1 n), Captan, Clozylacon (clozy 1 acon ), Clobenthiazone (chlobenthiazone), cyprodini 1 (cyprodini 1), cyprofuram (cyprofuram), diethofencarb, dicl 1 ofluanid (dich 1 ofluanid), dicl diome zine (dicl omezine) ), Dime thiri mo l, Dime tho mo rph Dime fluoleazole (di me fluazole), thiabendazole (thiabendazole), thiophan
  • Other pesticidal active ingredients are all known pesticidal active ingredients.
  • Other agrochemical active ingredients may contain one or more (preferably one or more, three or less) in the composition.
  • composition of the present invention has high insecticidal activity against many kinds of pests (including arthropods other than insect class) while having good safety for mammals and crops. .
  • composition of the present invention can be applied to the control of the following pests, for example.
  • turtle E uryde ma rugos um
  • black worm S cotinopharalurida
  • white bug R iptortusclavatus
  • tephanitisnashi S tephanitisnashi
  • yellow dragon L aodelphaxstrl I una 1) ilaparvatalugens
  • Tumacurokonoi N ephotettixcincticeps
  • Buttercup Un aspisyanonens ⁇ s
  • Aphis nis yne,-B Peach leaf aphid
  • Potato aphid Au lacorth um solani
  • Yu canana aphid Ap hisspiraecola
  • Hasmon 3 h (S p o d o p t e r a 1 i t u r a),
  • E free turbocharger vigintioctopunctata (E p i l a c h n a v i g i n t i o c t o p u n c t a t a), Urihamushi i ⁇ Au l a c o p h o r a f e m o r a l i s), Kisujinomi Bruno, insect (P h y l l o t r e t a s t r i o 1 a t a), Inedorooimushi (O u 1 e m a o r y z a e), Inezou Musi (E c h i n o c n e m u s q u a m e u s), Inemizu
  • Tonosamano Kutta (L o c u s t a m i g r a t o r l l a), Kera (G r y l l o t a l p a a f r i c a n a), Cononago (O x y a y e z o e n s i s),
  • Thriptabaci Thripsmbo, Frankliniellaoccidenta lis, B 1 iothripsbiformis, Sri dors Pests,
  • membrane insects such as the power wasp (A t h a l i a r o s a e), the nocturnal (A c r omy r m e x s p p.), The fire hunt (S o 1 e n o p s ⁇ s s s p p.)
  • ⁇ rowing insects such as Chinese cockroach (B lattellager ma nica), black cockroach (Periplanetafuliginosa), cockroach (Periplaneta; japonica), cockroach (Perip 1 aneta am ericana)
  • Nematodes such as Ap helenchoidesbesseyi and Strawberry Messenyu (Nothotylenchusacris)
  • Termites such as termites (C optotermesfor mo sanus), wild termites (R eticulitermessperatus), termites termites (O dontoter me sfor mo sanus), daiko termites (C ryptoter me sdomesticus) 2005/015590
  • composition of the present invention is used in the field of livestock disease treatment, and in the vertebrates such as humans, cattle, sheep, goats, pigs, poultry, dogs, and cat fish. Can be used to maintain public health by eliminating arthropods and parasites that parasitize or externally.
  • the parasites include jabka (A edesspp.), Madrid power An ophelesspp.
  • composition of the present invention is extremely toxic and safe, and can be used as an excellent agricultural chemical composition.
  • the composition of the present invention is sprayed on paddy fields, fields, orchards, non-agricultural lands, houses, etc. by a method known per se and controlled by bringing in contact with or ingesting the generated pests (such as harmful insects). be able to.
  • the composition of the present invention for example, by administering the composition of the present invention to the inside (in the body) or outside (the body surface) of the vertebrate, arthropods and parasites parasitic on the vertebrate are controlled. Can do.
  • each of the individual component preparations can be mixed at the time of application.
  • Examples of application of such preparations include foliage spray, stem trunk spray, ULV spray, granule foliar spray, soil spray, soil irrigation, water surface application, soil mixing, floor soil mixing, nursery box processing, nursery bed processing, stock Original treatment, grooving treatment, cropping T / JP2005 / 015590
  • Examples include, but are not limited to, 61-row treatment, side-row application, trunk irrigation, trunk application, seed dressing, seed soaking, poison bait, fertilizer admixture, and irrigation water admixture.
  • the application time of the mixed preparation or the single-component preparation mixture according to the composition of the present invention may be any time before planting seeds or seed pods, and when treating them on soil, It is efficient during the seedling period or at the time of planting seedlings, but it can be treated even during the growing period after planting, and if it is sprayed with foliage, it can be the growing period in the nursery or the main garden.
  • a treatment method at the time of planting a seedling it can be treated by mixing the whole field of the field or by kneading it into a straw soil before planting, and spraying a granule or irrigating the solution to the planting hole. Furthermore, after planting seedlings, the stock may be treated with granules immediately, or the stock may be irrigated.
  • the composition of the present invention can be mixed with natural enemy microorganisms.
  • Natural enemy organisms naturally enemy insects such as parasitic bees and predatory beetles, predatory mites, parasitic sentinus, entomopathogenic microorganisms, etc.
  • insect pheromones genetically modified crops, inducers It can contribute to the promotion of the I PM (Integrated Pest Managenme nt) program, such as in combination with repellents.
  • insects are more reliable and long-term reliable control is possible.
  • the growth of pests other than the target pests may be a problem.
  • by applying the composition according to the present invention it is possible to suppress the growth of target pests that are a problem in communication disruption or control using natural enemy insects, and to provide better comprehensive control. it can.
  • composition of the present invention can be varied within a wide range according to the application time, application site, application method, etc., but generally the active ingredient per hectare (compound [I] and compound group ( It is desirable to apply so that the sum of compounds i) to (xvii) is about 0.3 g to 3,000 g, preferably about 50 g to 1: OOO g.
  • the final concentration of the active ingredient is about 0.1 to 1, OOO ppm, preferably about 10 to 200 ppm, about 1 to 10 ppm for soil irrigation with diluted solution, preferably about 100 to 20 ppm, preferably about 100 to 20 ppm Dilute to use within the range.
  • the compound (1-44) is 3— (2,6-difluorate benzoyl) 1 5 1 [2-Fluoro-4 _ (trifluoromethylthio) phenyl] tetrahydro-4H-1, 3, 5— Oxadiazine 4-one,
  • Ihe compound (I 1-6) is 2-[3-Promo 1 (3-Chloropyridine 1 2-Inole) Pyrazole-5-ylcarbonylamino] 1 5-Chloro N-isopropylpropyl 31-methylbenzoic acid amide is shown respectively.
  • Compound (1-44) 5 parts, clothiazine 8 parts, nonionic surfactant (trade name: Neugen EA— 1 7 7; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) 0.5 part, anion -Based surfactant (trade name: New Calgen FS-4; manufactured by Takemoto Yushi Co., Ltd.), 2 parts, polybulal alcohol (trade name: Gohsenol GH-1-7; Nippon Synthetic Co., Ltd.) Gaku Kogyo Co., Ltd.) 2 parts, ptylparaben 0.1 part opi water 82.
  • nonionic surfactant trade name: Neugen EA— 1 7 7; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
  • anion -Based surfactant trade name: New Calgen FS-4; manufactured by Takemoto Yushi Co., Ltd.
  • polybulal alcohol trade name: Gohsenol GH-1-7; Nippon Synthetic Co., Ltd
  • Compound (1-44) 1 part, clothianidin 1 part, nonionic surfactant (trade name: New Pole PE-64; manufactured by Sanyo Chemical Industries Ltd.) 0.5 part, Alpha starch 4 parts and Mix 93.5 parts of the mixture uniformly, add 5 to 10 parts of water, knead, and extrude from a 0.8 mm diameter screen for granulation. The resulting granulated product is dried at 60 ° C for 1 hour to obtain granules.
  • nonionic surfactant trade name: New Pole PE-64; manufactured by Sanyo Chemical Industries Ltd.
  • Nitenbiram and cyclodextrin (trade name: Toyoderin P; manufactured by GF Foods Co., Ltd.) 80 parts dissolved in 400 parts of water are spray-dried to obtain a cyclodextrin inclusion product A of etembiram.
  • Compound (1-44) 1 part, Cygrodextrin inclusion product A 5 parts, Anionic surfactant (trade name: Neukalgen EP-70 P; Takemoto Yushi Co., Ltd.) 2 parts, Dextrin ND S 10 parts oppy clay 82 parts are mixed uniformly, 5 to 10 parts of water is added and kneaded, and the same operation as in Example 2 is performed to obtain granules.
  • Anionic surfactant trade name: Neukalgen EP-70 P; Takemoto Yushi Co., Ltd.
  • Dextrin ND S 10 parts oppy clay 82 parts are mixed uniformly, 5 to 10 parts of water is added and kneaded, and the same operation as in Example 2 is performed to obtain granules.
  • X mortality when active compound A is used at m concentration (dose)
  • Y mortality when active compound B is used at n concentration (dose).
  • the compound (1-4 4) was used in a mixture with pyridalyl, so that a higher effect was exhibited than when each compound was used alone, and a synergistic effect by mixing was observed. .
  • compound (1-4 4) when used in combination with chlorfenavir, exhibits a higher effect than when each compound is used alone, and a synergistic effect due to mixing is observed. It was.
  • the compound * is N 2- (1,1-dimethyl-2-methylsulfonylethyl) -3-iodo-N and -methyl-4- [1,2,2,2-tetrafluoro-1- 1- (trifluoro Romethyl) ethyl] phenyl ⁇ phthalamide.
  • the compound (1-4 4) is N 2- (l, l-dimethyl-2-methylmethylsulfonyl)-3 -yodo- N 1- ⁇ 2-methyl-4- [1,2, Use in admixture with 2,2-tetrafluoro-1- (trifluoro'romethyl) ethyl] phenyl ⁇ phthalamide Showed a higher effect than when each compound was used alone, and a synergistic effect by mixing was observed.
  • Control rate (%) (1 Average number of parasitic larvae in one treated zone Z Average number of parasitic larvae in untreated zone) X 1 0 0
  • the compound (I-44) was used in combination with clothiazine to produce a higher effect than when each compound was used alone, and a synergistic effect was observed by mixing. It was.
  • the insecticidal effect is higher than when each is used alone. That is, since a synergistic effect can be exhibited, the agrochemical application amount can be reduced or the number of application can be reduced.
  • composition of the present invention can be used as various insecticides for agriculture and horticulture.

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  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
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Abstract

L'invention décrit une composition insecticide contenant un composé représenté par la formule (I) ci-dessous et un composé néonicotinoïde ou similaires. Une telle composition d'insecticide présente un effet avec une faible quantité ou un faible nombre d'utilisations. (I) (Dans la formule, Q1 représente un groupe phényle substitué avec au moins une substance sélectionnée dans le groupe constitué par des atomes d'halogène, des groupes alkyles en C1-6 ou similaires, et Q2 représente un groupe phényle substitué avec au moins une substance sélectionnée dans le groupe constitué par des atomes d'halogène, des groupes cyano ou similaires.)
PCT/JP2005/015590 2004-08-25 2005-08-22 Composition insecticide Ceased WO2006022396A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9107923B2 (en) 2013-06-27 2015-08-18 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
CN113661996A (zh) * 2021-08-24 2021-11-19 安徽润农腾辉生物科技有限公司 一种含三氟甲吡醚的杀虫组合物

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004182716A (ja) * 2002-03-05 2004-07-02 Sumitomo Chemical Takeda Agro Co Ltd 環状化合物、その製造法および有害生物防除剤

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004182716A (ja) * 2002-03-05 2004-07-02 Sumitomo Chemical Takeda Agro Co Ltd 環状化合物、その製造法および有害生物防除剤

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9107923B2 (en) 2013-06-27 2015-08-18 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US9139561B2 (en) 2013-06-27 2015-09-22 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US9527831B2 (en) 2013-06-27 2016-12-27 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US9822097B2 (en) 2013-06-27 2017-11-21 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US10093655B2 (en) 2013-06-27 2018-10-09 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US10421744B2 (en) 2013-06-27 2019-09-24 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US10696658B2 (en) 2013-06-27 2020-06-30 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US11014909B2 (en) 2013-06-27 2021-05-25 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
US11964961B2 (en) 2013-06-27 2024-04-23 Pfizer Inc. Heteroaromatic compounds and their use as dopamine D1 ligands
CN113661996A (zh) * 2021-08-24 2021-11-19 安徽润农腾辉生物科技有限公司 一种含三氟甲吡醚的杀虫组合物

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