WO2009128409A1 - 有害生物防除剤組成物及び有害生物の防除方法 - Google Patents
有害生物防除剤組成物及び有害生物の防除方法 Download PDFInfo
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- WO2009128409A1 WO2009128409A1 PCT/JP2009/057394 JP2009057394W WO2009128409A1 WO 2009128409 A1 WO2009128409 A1 WO 2009128409A1 JP 2009057394 W JP2009057394 W JP 2009057394W WO 2009128409 A1 WO2009128409 A1 WO 2009128409A1
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- surfactant
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- trifluoromethyl
- pyridine
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- 0 Cc1c(*)c(*)n[o]1 Chemical compound Cc1c(*)c(*)n[o]1 0.000 description 2
Classifications
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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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/80—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Definitions
- the present invention relates to a pesticidal composition having a markedly improved pest control effect, particularly an insecticidal / miticidal effect, and a pest control method using the composition.
- N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide (generic name flonicamid) included in the compound represented by the following formula (I) is described as Compound No. 1 in Patent Document 1. And an active ingredient of a pest control agent. Moreover, compounds other than flonicamid in the compound represented by the following formula (I) are compounds described in Patent Document 2. Patent Document 3 describes a pest control agent in which flonicamid is combined with another pest control agent. However, the composition of the present invention in which a compound represented by the following formula (I) and a specific potency enhancing component are combined is not known.
- Conventional pest control agents have their characteristics in spectrum and effect, but on the other hand, they are not sufficiently effective against specific pests, have short residual effects, and cannot be expected for a certain period of time. Depending on the application situation, practically sufficient control effect may not be shown. Moreover, even if it is excellent in the control effect, the improvement is calculated
- the present inventors have added a specific potency-enhancing component at the time of application of a compound represented by the following formula (I) or a salt thereof, as compared with the case where it is not added,
- the present invention was completed by obtaining the knowledge that an excellent pest control effect that could not be expected was obtained. That is, the present invention relates to the formula (I):
- R 1 is CH 2 CN or
- R 2 and R 3 each independently represents a hydrogen atom, a halogen atom, C 1-6 alkyl or C 1-6 alkoxy) and a nonionic surfactant
- the present invention relates to a pest control composition.
- the present invention also relates to a method for controlling pests, wherein the pest control composition is allowed to act on pests.
- the pest control composition of the present invention has a stable and high pest control effect, and pests can be controlled using this composition.
- C 1-6 alkyl in formula (I) is a linear or branched alkyl having 1 to 6 carbon atoms, preferably a linear or branched chain having 1 to 4 carbon atoms.
- Alkyl (C 1-4 alkyl), more preferably alkyl having 1 or 2 carbon atoms (C 1-2 alkyl).
- the “halogen atom” in the formula (I) is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, preferably a fluorine atom, a chlorine atom or a bromine atom.
- a chlorine atom or a bromine atom is more desirable, and in other substituents, a fluorine atom or a chlorine atom is more desirable.
- R 3 a chlorine atom is most desirable, and in other substituents, a fluorine atom is most desirable.
- C 1-6 alkoxy in formula (I) is linear or branched alkoxy having 1 to 6 carbon atoms, preferably linear or branched chain having 1 to 4 carbon atoms.
- Alkoxy C 1 -C 4 alkoxy
- more preferably linear or branched alkoxy having 1 to 3 carbon atoms C 1 -C 3 alkoxy
- most preferably 1 carbon atom or two straight-chain alkoxy (C 1 -C 2 alkoxy).
- Specific examples include methoxy, ethoxy, isopropoxy, tert-butoxy or hexyloxy, and among them, methoxy is the most desirable.
- the compound of the formula (I) may form a salt with an acidic substance or a basic substance.
- the salt with the acidic substance include hydrochloride, hydrobromide, phosphate, sulfate or nitrate.
- the salt with a basic substance may be an inorganic or organic base salt such as a sodium salt, potassium salt, calcium salt, ammonium salt or dimethylamine salt.
- the compound of the said formula (I) or its salt can be manufactured according to the method described in the said patent document 1, the patent document 2, etc.
- N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide (generic name flonicamid), N- (5-isoxazolyl) -4- (trifluoromethyl) nicotinamide, N- (3-methyl -5-isoxazolyl) -4- (trifluoromethyl) nicotinamide, N- (4-chloro-5-isoxazolyl) -4- (trifluoromethyl) nicotinamide, N- (4-bromo-5-isoxazolyl)- 4- (trifluoromethyl) nicotinamide, N- (4-methyl-5-isoxazolyl) -4- (trifluoromethyl) nicotinamide, N- (4-ethyl-5-isoxazolyl) -4- (trifluoromethyl )
- N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide N- (5-isoxazolyl) -4- (trifluoromethyl) nicotinamide, N- (3-methyl-5-isoxazolyl) -4- At least one compound selected from the group consisting of (trifluoromethyl) nicotinamide and N- (4-methyl-5-isoxazolyl) -4- (trifluoromethyl) nicotinamide.
- N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide.
- the nonionic surfactant used as an efficacy-enhancing component includes silicone surfactants; polyoxyethylene alkyl phenyl ethers; polyoxyethylene fatty acid esters; formalin condensates of polyoxyethylene alkyl phenyl ethers; polyoxy Sorbitan higher fatty acid ester surfactants; polyoxyethylene aryl ether; polyoxyethylene (mono, di or tri) phenyl phenyl ether; polyoxyethylene (mono, di or tri) benzyl phenyl ether; polyoxypropylene (Mono, di or tri) benzyl phenyl ether; polyoxyethylene (mono, di or tri) styryl phenyl ether; polyoxypropylene (mono, di or tri) styryl phenyl ether Polyoxyethylene (mono, di or tri) styryl phenyl ether polymer; polyoxyethylene polyoxypropylene block polymer; alkyl polyoxyethylene polyethylene polyoxyprop
- silicone surfactant examples include trade name KF-640 (polyoxyethylene methyl polysiloxane; manufactured by Shin-Etsu Chemical Co., Ltd.), trade name DyneAmic (stere CHEMICAL), trade name KINETIC (polyalkylene modified polymethyl siloxane).
- Nonionic surfactants STERE CHEMICAL), Silwet L-77 (silicon polyalkylene oxide modified methylpolysiloxane; Witco), trade name SLIPPA (silicon polyalkylene oxide modified methylpolysiloxane and linear alcohol surfactant) Mixture of agents; manufactured by INTERAGRO).
- These silicone-based surfactants are distinguished from silicones used as antifoaming agents, which are added in a small amount in a pesticidal composition.
- polyoxyethylene alkylphenyl ether As the polyoxyethylene alkylphenyl ether, the trade name Alsope 30 (containing 30% polyoxyethylene nonylphenyl ether; manufactured by Sumitomo Chemical Co., Ltd.), the trade name Agral 30 (produced by ICI), and the trade name Agral 90 (produced by ICI) ), Trade name Agral PLUS (made by ICI), trade name ARKOPAL N-100 (made by Hoechst), trade name CITOWETT (made by BASF), trade name Genapol X-60, trade name Kusarino (made by Nippon Agricultural Chemicals), Trade name Neugen EA110 (Daiichi Kogyo Seiyaku Co., Ltd.), trade name mix power (polyoxyethylene alkyl phenyl ether 40% and polyoxyethylene alkyl ether 40%; manufactured by Tomono Agrika), and the like.
- the polyoxyethylene alkyl ether include trade name Neugen TDS-70 (manufactured by Dai
- trade name Lamigen ES-70 (Daiichi Kogyo Seiyaku Co., Ltd.), trade name EMULAN PS700 (BASF Co., Ltd.), trade name Panguard KS-20 (Mitsui Toatsu Agricultural Chemicals Co., Ltd.) , Trade name spray sticker (manufactured by Nippon Agricultural Chemicals Co., Ltd.), trade name D-3605 (made by Takemoto Yushi Co., Ltd.), trade name D-230 (made by Takemoto Yushi Co., Ltd.), trade name D-233 N (made by Takemoto Yushi Co., Ltd.), Product name Neugen ET-120E (Daiichi Kogyo Seiyaku Co., Ltd.)
- anionic surfactant used as an efficacy enhancing component in the present invention examples include sulfonic acid type surfactants, carboxylic acid type surfactants, sulfate ester type surfactants, phosphate ester type surfactants and the like.
- sulfonic acid type surfactant examples include polyarylalkane sulfonates; dialkyl sulfosuccinates such as New Calgen EP-70G (manufactured by Takemoto Yushi Co., Ltd.) and New Calgen EX-70 (manufactured by Takemoto Yushi Co., Ltd.); Sulfosuccinic acid; alkylbenzene sulfonic acid; ⁇ -olefin sulfonic acid; polyoxyethylene alkyl phenyl ether sulfonic acid; polyoxyethylene alkyl ether sulfosuccinic acid half ester; naphthalene sulfonic acid and alkyl naphthalene sulfonic acid; trade name EXTRAVON 40 (manufactured by Ciba Geigy) Dodecylbenzenesulfonic acid diethanolamine salt; or a salt thereof.
- New Calgen EP-70G manufactured by Take
- carboxylic acid type surfactant examples include polyacrylic acid, polymethacrylic acid, polymaleic acid, a copolymer of maleic acid and an olefin (such as isobutylene and diisobutylene), and a copolymer of acrylic acid and itaconic acid. , Copolymers of methacrylic acid and itaconic acid, copolymers of maleic acid and styrene, copolymers of acrylic acid and methacrylic acid, copolymers of acrylic acid and methyl acrylate, acrylic acid and vinyl acetate And a copolymer of acrylic acid and maleic acid, or a salt thereof.
- sulfate ester type surfactants examples include higher alcohol sulfates such as the monogen Y-100 (Daiichi Kogyo Seiyaku Co., Ltd.) and alkyl sulfates such as the trade name TRADER Pro (COMTORIR COMMERCIAL DES LUBRIFIANTS).
- salt and magnesium sulfate polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, polyoxyethylene alkyl phenyl ether polymer sulfate, polyoxyethylene benzyl phenyl ether sulfate, polyoxyethylene styrylphenyl Ether sulfate, sulfate of polymer of polyoxyethylene styryl phenyl ether, sulfate of polyoxyethylene polyoxypropylene block polymer, sulfated olefin, or thereof And the like.
- Examples of the phosphoric acid ester type surfactant include polyoxyethylene alkyl ether phosphoric acid ester, polyoxyethylene alkyl phenyl ether phosphoric acid ester, polyoxyethylene alkyl phenyl ether polymer phosphoric acid ester, polyoxyethylene benzyl phenyl ether
- Examples include phosphate esters, polyoxyethylene styryl phenyl ether phosphate esters, phosphate esters of polyoxyethylene styryl phenyl ether polymers, phosphate esters of polyoxyethylene polyoxypropylene block polymers, or salts of these phosphate esters. It is done.
- nonionic interface such as trade name Gramein S (containing 15% polyoxyethylene nonylphenyl ether, 5% polyoxyethylene fatty acid ester and 4% sodium polynaphthylmethanesulfonate; manufactured by Sankyo Agro) Mixtures of activators and anionic surfactants can also be used.
- ethoxylated aliphatic amine surfactants examples include ethoxylated aliphatic amine surfactants; dialkyl ammonium salts and alkyl ammoniums.
- ethoxylated aliphatic amine surfactants include, for example, ethoxylated beef tallow amine-based products, trade name Frigate (manufactured by ISK Biotech), trade name Ethylan TT-15, product Genamin T-150 (manufactured by Hoechst), brand name Genamin T-200 (manufactured by Hoechst), brand name Ethomeen T-25, brand name Sorpol 7553 (manufactured by Toho Chemical Industries) , Trade name Solpol 7409 (manufactured by Toho Chemical Industry Co., Ltd.), trade name New Calgen D-3615T, etc., as ethoxylated soybean amine-based products, trade name Sol Paul 7721 (manufacture
- Ethilan TT-15 Ettomene T-25 and C-12 are described in Weed Research, Vol. 20, pages 139-146, 1980. Ethilan TT-15 is also described in Zizaniology, Volume 2, pages 183-189, 1990. Specific examples of dialkylammonium salts include the needs of trade names (containing 18% polyalkyldimethylammonium polynaphthylmethanesulfonate and 44% polyoxyethylene fatty acid ester; manufactured by Kao Corporation).
- amphoteric surfactant used as an efficacy enhancing component in the present invention examples include betaine type surfactants and amino acid type surfactants.
- animal and vegetable oils used as efficacy enhancing ingredients in the present invention include esterified rapeseed oil such as corn oil, soybean oil, linseed oil, sunflower oil, cottonseed oil, rapeseed oil, and trade name Phase II (manufactured by Loveland INDASTRIES LTD). Vegetable oils such as olive oil, castor oil, palm oil and avocado oil; animal oils such as beef tallow and whale oil. Animal and vegetable oils also include extracts from animal and vegetable oils such as the trade name Heli 700 (containing rapeseed oil phosphonolipid) and methylated vegetable oils. These animal and vegetable oils can be used alone or in admixture of two or more.
- mineral oil used as an efficacy enhancing component in the present invention examples include machine oil, heavy oil, silicone oil, naphthene solvent, methylnaphthalene, 1-phenyl-1-xylylethane and the like. These mineral oils can be used alone or in admixture of two or more.
- the water-soluble polymer used as an efficacy enhancing component in the present invention is not particularly limited as long as it is a polymer that is completely or partially dissolved in water.
- starch, dextrin, cellulose, methyl cellulose, ethyl cellulose, carboxymethyl cellulose Natural water-soluble polymers such as hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl starch, pullulan, sodium alginate, ammonium alginate, propylene glycol ester alginate, guar gum, locust bean gum, gum arabic, xanthan gum, gelatin, casein, glue, polyvinyl alcohol , Polyethylene oxide, polyethylene glycol, ethylene / propylene block polymer, sodium polyacrylate, polyvinyl Synthetic water-soluble polymers such as pyrrolidone, and the like.
- These water-soluble polymers can be used alone or in admixture of two or more. Desirable among water-soluble polymers are dextrin,
- Examples of the resin used as a potentiating ingredient in the present invention include synthetic latex such as the trade name Heli 103, acrylic resin, vinyl acetate resin, vinyl chloride resin, urethane resin, styrene-acrylic copolymer resin, styrene-acrylic ester.
- Copolymer resin, vinyl acetate copolymer resin, vinyl acetate-ethylene copolymer resin, vinyl acetate-acrylic copolymer resin, vinyl acetate-ethylene-acrylic copolymer resin, vinyl acetate-ethylene-vinyl chloride copolymer Examples include coalesced resins. These resins can be used alone or in admixture of two or more. In actual use, it is preferably used in the form of an emulsion. Desirable resins are vinyl acetate resin and urethane resin.
- wax used as an efficacy enhancing component in the present invention examples include paraffin wax, microcrystalline wax, carnauba wax, polyethylene wax, and montan wax. These waxes can be used alone or in admixture of two or more. In actual use, it is preferably used in the form of an emulsion. Desirable among the waxes are microcrystalline wax, montan wax and polyethylene wax.
- the pest control composition of the present invention may be prepared by mixing each component, or may be prepared by mixing in advance for each component.
- the pesticidal composition of the present invention exhibits a controlling effect against various harmful animals such as arthropods, nematodes, soil pests and the like, which are harmful to agriculture and horticulture, and various diseases. That is, the pest control composition of the present invention is useful as a pest control agent and fungicide such as an insecticide, an acaricide, a nematicide and a soil insecticide.
- plant parasitic mites such as nymph mite, black spider mite, citrus red mite, and mite; aphids such as peach aphid and cotton aphid; cod moth, weevil, lotus moth, codling moth, ball worm, tobacco bad worm, maiigaiga Pests such as potato beetle, cucumber beetle, ball weevil, planthoppers, leafhoppers, scale insects, stink bugs, whiteflies, thrips, grasshoppers, fly flies, scarab beetles, staghorn moths, cabbage moths, ants, etc.
- Sanitary pests such as cockroaches and house flies; storage insect pests such as bark moths, azuki beetles, bark beetles, bark beetles, etc .; Arthropods such as pests; It is also effective against plant parasitic nematodes such as root-knot nematodes, cyst nematodes, papilla nematodes, rice wing nematodes, strawberry nematodes, pine wood nematodes, etc. It is. It is also effective against soil pests.
- the soil pest mentioned here examples include gastropods such as slugs and maimai;
- the composition of the present invention is effective against pests resistant to organic phosphorus agents, carbamate agents, and synthetic pyrethroid agents.
- the composition of the present invention has excellent osmotic migration, soil harmful insects, plant parasitic mites, nematodes, gastropods, by treating the composition of the present invention with soil, At the same time as controlling isopods, pests on the foliage can also be controlled.
- the pest control composition in the present invention is blended with various adjuvants in the same manner as in the case of conventional agricultural chemical preparations, and is a liquid, oily suspension, wettable powder, aqueous solvent, granular wettable powder, emulsion, powder. , Granules, aqueous suspensions and the like.
- the compound of formula (I) or a salt thereof and the potency-enhancing component may be mixed and formulated together, or may be formulated separately and mixed.
- auxiliary agent examples include carriers, dispersants, emulsifiers, suspending agents, thickeners, stabilizers, wetting agents, penetrating agents, antifreezing agents, antifoaming agents, and the like. Good.
- the carrier described above is divided into a solid carrier and a liquid carrier, and the solid carrier includes starch, sugar, lactose, cellulose powder, cyclodextrin, activated carbon, soybean powder, wheat flour, powdered milk and other animal and vegetable powders; talc, kaolin, Examples include bentonite, organic bentonite, calcium carbonate, calcium sulfate, sodium bicarbonate, zeolite, diatomaceous earth, white carbon, clay, alumina, silica, and the like, and liquid carriers include water; ethyl alcohol, ethylene Alcohols such as glycol; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and isophorone; Ethers such as dioxane and tetrahydrofuran; Aliphatic hydrocarbons such as kerosene, kerosene, and liquid paraffin; Xylene, trimethylbenzene, and tetramethyl Aromatic
- Some surfactants such as the water-soluble polymer and trade name Dixzol (Daiichi Kogyo Seiyaku Co., Ltd.), which are part of the above-mentioned efficacy enhancing components, also act as dispersants, but other dispersions Agents such as surfactant / silica blends, alkylnaphthalene sodium sulfonate formaldehyde condensates, ammonium sulfate and the like can also be used.
- Various emulsifiers may be used, and nonionic surfactants and anionic surfactants that are part of the above-described efficacy enhancing components may be used as an emulsifier.
- the above-described liquid carrier is used in addition to the pyridine-based compound of formula (I) or a salt thereof and the above-described efficacy enhancing component.
- a suitable blending ratio of the compound of formula (I) or a salt thereof and the liquid carrier is generally 1: 500 to 1: 1, preferably 1:50 to 1: 1 by weight.
- the efficacy enhancing component When the pesticidal composition in the present invention is formulated in the form of an oily suspension, the efficacy enhancing component must be at least one oily efficacy enhancing component selected from the group consisting of mineral oil, animal oil and wax. Must be used.
- a suitable blending ratio of the compound of formula (I) or a salt thereof and the oily potentiating ingredient is generally 1: 500 to 2: 1, preferably 1:50 to 1: 1 by weight. .
- the solid carrier and the dispersing agent described above are used in addition to the pyridine compound of formula (I) or a salt thereof and the above-described efficacy enhancing component.
- a suitable blending ratio of the compound of the formula (I) or a salt thereof and the solid carrier is generally 1: 500 to 100: 1, preferably 1:50 to 20: 1 by weight.
- a suitable blending ratio of the compound of formula (I) or a salt thereof and the dispersant is generally 1:10 to 100: 1, preferably 1: 2 to 50: 1 by weight.
- the pesticidal composition according to the present invention is formulated in the form of an aqueous solvent, in addition to the pyridine compound of formula (I) or a salt thereof and the above-described efficacy enhancing component, the above-described solid carrier and dispersant are used.
- a suitable blending ratio of the compound of the formula (I) or a salt thereof and the solid carrier is generally 1: 500 to 100: 1, preferably 1:50 to 20: 1 by weight.
- a suitable blending ratio of the compound of formula (I) or a salt thereof and the dispersant is generally 1:10 to 100: 1, preferably 1: 2 to 50: 1 by weight.
- the pesticidal composition according to the present invention is formulated in the form of a granular aqueous solvent, in addition to the pyridine-based compound of formula (I) or a salt thereof and the above-described efficacy enhancing component, the above-described solid carrier and dispersant are used.
- a suitable blending ratio of the compound of the formula (I) or a salt thereof and the solid carrier is generally 1: 500 to 100: 1, preferably 1:50 to 20: 1 by weight.
- a suitable blending ratio of the compound of formula (I) or a salt thereof and the dispersant is generally 1:10 to 100: 1, preferably 1: 2 to 50: 1 by weight.
- the pesticidal composition in the present invention may contain other agricultural chemicals such as bactericides, insecticides, acaricides, nematicides, soil pesticides, antiviral agents, attractants, herbicides as necessary. It can be mixed and used together with a plant growth preparation and the like, and in this case, a more excellent effect may be exhibited.
- an active ingredient compound for example, mepanipyrim, pyrimethanil, cyprodinil ), Anilinopyrimidine compounds such as ferimzone; Tria like 5-chloro-6- (2,4,6-trifluorophenyl) -7- (4-methylpiperidin-1-yl) [1,2,4] triazolo [1,5-a] pyrimidine Zolopyrimidine compounds; Pyridinamine compounds such as fluazinam; Triadimefon, bitertanol, triflumizole, etaconazole, propiconazole, penconazole, flusilazole, microbutanil, cyproconazole cyproconazole), tebuconazole, hexaconazole, furconazole-cis, prochloraz, metconazole, epoxiconazole,
- Sulfenic acid compounds such as dichlofluanid; Copper-based compounds such as cupric hydroxide and organic copper (oxine copper); isoxazole-based compounds such as hymexazol; Fosetyl aluminum (fosetyl-Al), tolclofos-Methyl, S-benzyl O, O-diisopropyl phosphorothioate, O-ethyl S, S-diphenyl phosphorodithioate, aluminum ethyl hydrogen phosphonate, edifenphos, iprobenphos Organophosphorus compounds such as (iprobenfos); N-halogenothioalkyl compounds such as captan, captafol, folpet; Dicarboximide compounds such as procymidone, iprodione, vinclozolin; Benzanilide compounds such as flutolanil, mepronil, zoxamide, tiadinil
- Phenyl carbamate compounds such as dietofencarb; Cyanopyrrole compounds such as fludioxonil and fenpiclonil; Azoxystrobin, kresoxim-methyl, metominofen, trifloxystrobin, picoxystrobin, oryzastrobin, dimoxystrobin , Strobilurin compounds such as pyraclostrobin, fluoxastrobin; Oxazolidinone compounds such as famoxadone; Thiazole carboxamide compounds such as ethaboxam; Silylamide compounds such as silthiopham; Amino acid amide carbamate compounds such as iprovalicarb, benthiavalicarb-isopropyl, valiphenal; Imidazolidine compounds such as fenamidone; Hydroxyanilide compounds such as fenhexamid; Benzenesulfonamide compounds such as flusulfamid; Oxime ether compounds such as cy
- insecticide as an insecticide, acaricide, nematicide or soil pesticide, that is, an active ingredient compound of a pesticide (generic name; including some pending applications or test codes)
- a pesticide for example, profenofos, dichlorvos, fenamiphos, fenitrothion, EPN, diazinon, chlorpyrifos, chlorpyrifos-methyl, acephatethio, prothiophos , Fosthiazate, cadusafos, dislufoton, isoxathion, isofenphos, ethion, etrimfos, quinalphos, dimethylvinphos, dimethoate (dimethoate) dimethoate), sulprofos, thiome Thiometon, bamidothion, pyraclofos, pyridaphenthion, pirimiphos-methyl, propaphos, phosalone, formo
- Organometallic compounds such as fenbutatin oxide and cyhexatin; Fenvalerate, permethrin, cypermethrin, deltamethrin, cyhalothrin, tefluthrin, etofenprox, flufenprox, cyfluthrin , Fenpropathrin, flucytrinate, fluvalinate, cycloprothrin, lambda-cyhalothrin, pyrethrin, esfenvalerate, Tetramethrin, resmethrin, protrifenbute, bifenthrin, zeta-cypermethrin, acrinathrin, alpha-cypermeline (alpha-cyperme) thrin), allethrin, gamma-cyhalothrin, theta-cypermethrin, tau-fluvalinate, tralome
- Pyridine compounds such as Pyridaryl, flonicamid and the like; Tetronic acid compounds such as spirodiclofen; Strobilurin compounds such as fluacrypyrin; Pyridinamine compounds such as flufenerim; Dinitro compounds, organic sulfur compounds, urea compounds, triazine compounds, hydrazone compounds, and other compounds include buprofezin, hexythiazox, amitraz, chlordimeform, silafluofen ), Triazamate, pymetrozine, pyrimidifen, chlorfenapyr, indoxacarb, acequinocyl, etoxazole, cyromazine, 1,3-dichloropropene (1,3-dichloropropene), diafenthiuron, benclothiaz, bifenazate, spiromesifen, spirotetramat, propal Propargite, clofentezine, metaflumizone, flubendi
- Bacillus thuringienses aizawai, Bacillus thuringienses israelensis, Bacillus thuringienses japonensis, Bacillus thuringienses tenebrionis, Bacillus thuringienses, etc.
- Microbial pesticides such as avermectin, emamectin benzoate, milbemectin, milbemycin, spinosad, ivermectin, lepimectin, DE-175, abamectin ), Emamectin, antibiotics such as spinetram and semi-synthetic antibiotics; natural products such as azadirachtin and rotenone; repellents such as deet; And, mix, it can also be used in combination.
- a suitable blending ratio of the compound of the formula (I) or a salt thereof and the potency-enhancing component is generally 1: 1000 to 100: 1 by weight, preferably 1: 100. ⁇ 10: 1, more preferably 1:50 to 4: 1, most preferably 1:20 to 2: 1.
- the concentration of the pesticidal composition of the present invention varies depending on the conditions of the target crop, method of use, formulation form, application rate, etc., so it is difficult to define it in general. 1 to 1,000 ppm, and the potency enhancing ingredient concentration is 1 to 10,000 ppm. In the case of soil treatment, the active ingredient concentration is usually 0.01 to 10 kg / ha and the potency enhancing ingredient concentration is 0.1 to 10 kg / ha.
- One preferred embodiment of the pest control method of the present invention includes a method of applying the pest control composition of the present invention to a pest as an aqueous dispersion.
- the pest control composition is applied as an aqueous dispersion to a place where pests are generated or expected to be generated. Examples of such places include the foliage and soil of agricultural and horticultural plants, but it is particularly effective in the case of the foliage of agricultural and horticultural plants.
- an aqueous dispersion an active ingredient preparation is dispersed in water, and an efficacy enhancing ingredient is added to this; an active ingredient and an efficacy enhancing ingredient are mixed in advance and then dispersed in water; Or what was disperse
- the aqueous dispersion is prepared and used with 1 liter of water per 0.1 to 10,000 mg of the pest control composition.
- the aqueous dispersion is prepared so that the concentration of the active ingredient is 0.1 to 10,000 ppm.
- the dispersion amount of the aqueous dispersion is 100 to 10,000 liters per ha.
- An aqueous suspension preparation can also be used as the aqueous dispersion.
- the concentration of the active ingredient in the aqueous suspension preparation is adjusted to 0.1 to 10,000 ppm.
- the application amount of the aqueous suspension preparation is 100 to 10,000 liters per ha.
- the pesticidal composition of the present invention consists of a pyridine compound or a salt thereof, a nonionic surfactant, an anionic surfactant, a cationic surfactant, an amphoteric surfactant, animal or vegetable oil, mineral oil, a water-soluble polymer, a resin and a wax.
- a pest control composition comprising at least one potency enhancing ingredient selected from the group.
- the potency enhancing component is at least one selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, animal and vegetable oils and resins ( The pest control composition as described in 1).
- Nonionic surfactant is silicone surfactant, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, formalin condensate of polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ether, sorbitan higher fatty acid ester
- silicone surfactant polyoxyethylene aryl ether, polyoxyethylene (mono, di or tri) phenyl phenyl ether, polyoxyethylene (mono, di or tri) benzyl phenyl ether; polyoxypropylene (mono, di or tri) benzyl Phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxypropylene (mono, di or tri) styryl phenyl ether, polyoxyethylene (mono, di or tri) ) Styryl phenyl ether polymer, polyoxyethylene polyoxypropylene block polymer, alkyl polyoxyethylene polyoxypropylene block polymer
- the anionic surfactant is a sulfonic acid type surfactant, a carboxylic acid type surfactant, a sulfate ester type surfactant or a phosphate ester type surfactant as described in (1) or (2) Pest control composition.
- the cationic surfactant is an ethoxylated aliphatic amine surfactant or a dialkylammonium salt.
- the efficacy enhancing component is a silicone surfactant, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, sorbitan higher fatty acid ester surfactant, sulfonic acid type surfactant, sulfate ester type surfactant,
- the pest control composition according to (2) which is at least one selected from the group consisting of ethoxylated aliphatic amine surfactants, dialkylammonium salts, animal and vegetable oils and synthetic latex.
- a method for controlling pests which comprises applying the pest control composition according to (1) to pests.
- Test Example 1 (Effective test against peach aphid) After counting the adult larvae and larvae of peach aphid infested with radish at the 7-8 leaf stage of ⁇ 10cm pot plant, contain flonicamid at a rate of 0.05 g / liter and contain potency-enhancing ingredients at a prescribed concentration The prepared chemical solution was sprayed at a rate of 1000 liter / ha. After the treatment, it was left in an outdoor artificial weather room of each temperature condition. The number of peach aphid parasites was investigated over time in the same manner as described above, and the control value was calculated by the following formula. The test was performed in duplicate. The results are shown in Tables 1 to 3. In the tables of this specification, liters are represented by l.
- Control value (1 ⁇ (T a ⁇ C b ) / (T b ⁇ C a )) ⁇ 100
- T a number of insects after treatment in the treated area
- T b number of insects before treatment in the treated area
- C a number of insects after treatment in the untreated area
- C b number of insects before treatment in the untreated area
- Test Example 2 (Effective test against wheat beetle) After investigating the number of adult larvae and larvae of wheat beetle infested with 1 / 5000a pot planted wheat, it was prepared to contain flonicamid at a rate of 0.15 g / liter and contain potency-enhancing ingredients at a predetermined concentration The chemical solution was sprayed at a rate of 200 liter / ha and left in the greenhouse. After the treatment, the parasitic number of wheat beetle was investigated in the same manner as described above, and the control value was calculated by the following formula. The test was performed in duplicate. The results are shown in Table 4. The control effect was improved by adding the tested potentiating component to N-cyanomethyl-4-trifluoromethyl-3-pyridinecarboxamide.
- Control value (1 ⁇ (T a ⁇ C b ) / (T b ⁇ C a )) ⁇ 100
- T a number of insects after treatment in the treated area
- T b number of insects before treatment in the treated area
- C a number of insects after treatment in the untreated area
- C b number of insects before treatment in the untreated area
- Test Example 3 (Effective test against wheat beetle) After investigating the number of adult larvae and larvae of wheat beetle infested with 1 / 5000a pot planted wheat, it was prepared to contain flonicamid at a rate of 0.25 g / liter and contain potency enhancing components at a predetermined concentration. The chemical solution was sprayed at a rate of 200 liter / ha and left in the greenhouse. After the treatment, the parasitic number of wheat beetle was investigated over time in the same manner as described above, and the control value was calculated in the same manner as in Test Example 2. The test was performed in triplicate. The results are shown in Table 5.
- Formulation Example 1 Solution 20.5 parts by weight of flonicamid base and 33.3 parts by weight of KF-640 (polyoxyethylene methylpolysiloxane; manufactured by Shin-Etsu Chemical Co., Ltd.), 46.2 parts by weight of N, N-dimethylacetamide To give a 20% solution.
- KF-640 polyoxyethylene methylpolysiloxane
- Formulation Example 2 Solution Dissolve 10.3 parts by weight of flonicamid active ingredient and 20 parts by weight of Neucargen EP-70G (sodium dioctylsulfosuccinate; manufactured by Takemoto Yushi Co., Ltd.) in 69.7 parts by weight of N, N-dimethylacetamide. A 10% solution was obtained.
- Neucargen EP-70G sodium dioctylsulfosuccinate; manufactured by Takemoto Yushi Co., Ltd.
- Formulation Example 3 Liquid: 10.3 parts by weight of Flonicamid base and 20 parts by weight of Neugen TDS-70 (polyoxyethylene alkyl ether; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) are added to 69.7 parts by weight of N, N-dimethylacetamide. Dissolved to give a 10% solution.
- Neugen TDS-70 polyoxyethylene alkyl ether; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
- Solpol 3815K mixture of hardened castor oil ethylene oxide adduct and polyoxyethylene alkylphenyl ether; manufactured by Toho Chemical Co., Ltd.
- New D ORBEN organic bentonite; manufactured by Shiraishi Kogyo Co., Ltd.
- Formulation Example 5 Hydrating Agent 10.3 parts by weight of Flonicamid active substance, trade name Dixol W-205A (dispersing agent; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), kaolin 29.7 parts by weight, and trade name Sorgen 40 ( 50 parts by weight of a mixture of sorbitan fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd.) and trade name Carplex # 80 (white carbon; Degussa) mixed at a weight ratio of 1: 1 was mixed and pulverized, and 10% water A balm was obtained.
- Dixol W-205A disersing agent; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
- kaolin 29.7 parts by weight and trade name Sorgen 40 ( 50 parts by weight of a mixture of sorbitan fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd.) and trade name Carplex # 80 (white
- Formulation Example 6 Aqueous Solvent 10.1 parts by weight of Flonicamid active substance, brand name Newkalgen EX-70G (sodium dioctylsulfosuccinate; manufactured by Takemoto Yushi Co., Ltd.), 20 parts by weight, brand name Morwet D-425P (sodium alkylnaphthalenesulfonate formaldehyde condensation) Product: Rhodia Nikka Co., Ltd.) 5 parts by weight and lactose 64.7 parts by weight were mixed and pulverized to obtain a 10% aqueous solvent.
- Newkalgen EX-70G sodium dioctylsulfosuccinate; manufactured by Takemoto Yushi Co., Ltd.
- Morwet D-425P sodium alkylnaphthalenesulfonate formaldehyde condensation
- Formulation Example 7 Granulated water solvent 10.3 parts by weight of flonicamid active substance, trade name Lamigen ES-60 (polyoxyethylene fatty acid ester; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), trade name Morwet D-425P (alkylnaphthalenesulfonic acid) Sodium formaldehyde condensate (manufactured by Lion Akzo) 5 parts by weight and 74.7 parts by weight of ammonium sulfate were mixed, kneaded with water, granulated, dried and sized, and 10% granular aqueous solvent was added. Obtained.
- flonicamid active substance trade name Lamigen ES-60 (polyoxyethylene fatty acid ester; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
- Morwet D-425P alkylnaphthalenesulfonic acid
- Sodium formaldehyde condensate manufactured by Lion Akzo
- Test Example 4 (Efficacy Test of Formulation on Wheat Beetle) After investigating the number of adult larvae and larvae of wheat beetle parasitized in 1 / 5000a pot planted wheat, a solution obtained by diluting the solution described in Formulation Example 1 with water so that flonicamid is 0.15 g / liter is used. , Sprayed at a rate of 200 liters / ha, and left in an outdoor artificial weather room (20 ° C). After the treatment, the number of parasites of wheat beetle was examined in the same manner as described above. The test was performed in triplicate. The results are shown in Table 6.
- the pest control composition of the present invention has a stable and high pest control effect that eliminates the problems of conventional products, and is widely used to control pests.
- the entire contents of the specification, claims, drawings and abstract of Japanese Patent Application No. 2008-107804 filed on Apr. 17, 2008 are incorporated herein as the disclosure of this specification. It is.
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Abstract
Description
すなわち、本発明は、式(I):
前記式(I)の化合物又はその塩は、前記特許文献1又は特許文献2などに記載された方法に準じて、製造することができる。
(1)N-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミド(一般名フロニカミド(flonicamid))、N-(5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(3-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-クロロ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-ブロモ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-エチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド及びN-(4-メトキシ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミドよりなる群から選ばれた少なくとも1種の化合物。
(2)N-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミド、N-(5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(3-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド及びN-(4-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミドよりなる群から選ばれた少なくとも1種の化合物。
(3)N-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミド。
前記したポリオキシエチレンアルキルエーテルとしては、商品名ノイゲンTDS-70(第一工業製薬社製)等が挙げられる。
本発明で効力増強成分として用いられる鉱物油としては、マシン油、重油、シリコーン油、ナフテン溶媒、メチルナフタレン、1-フェニル-1-キシリルエタン等が挙げられる。これらの鉱物油は、単独で又は2種以上を混合して用いることができる。
5-クロロ-6-(2,4,6-トリフルオロフェニル)-7-(4-メチルピペリジン-1-イル)[1,2,4]トリアゾロ[1,5-a]ピリミジンのようなトリアゾロピリミジン系化合物;
フルアジナム(fluazinam)のようなピリジナミン系化合物;
トリアジメホン(triadimefon)、ビテルタノール(bitertanol)、トリフルミゾール(triflumizole)、エタコナゾール(etaconazole)、プロピコナゾール(propiconazole)、ペンコナゾール(penconazole)、フルシラゾール(flusilazole)、マイクロブタニル(myclobutanil)、シプロコナゾール(cyproconazole)、テブコナゾール(tebuconazole)、ヘキサコナゾール(hexaconazole)、ファーコナゾールシス(furconazole‐cis)、プロクロラズ(prochloraz)、メトコナゾール(metconazole)、エポキシコナゾール(epoxiconazole)、テトラコナゾール(tetraconazole)、オキスポコナゾールフマル酸塩(oxpoconazole fumarate)、シプコナゾール(sipconazole)、プロチオコナゾール(prothioconazole)、トリアジメノール(triadimenol)、フルトリアホール(flutriafol)、ジフェノコナゾール(difenoconazole)、フルキンコナゾール(fluquinconazole)、フェンブコナゾール(fenbuconazole)、ブロムコナゾール(bromuconazole)、ジニコナゾール(diniconazole)、トリシクラゾール(tricyclazole)、プロベナゾール(probenazole)、シメコナゾール(simeconazole)、ペフラゾエート(pefurazoate)、イプコナゾール(ipconazole)、イミベンコナゾール(imibenconazole)のようなアゾール系化合物;
キノメチオネート(quinomethionate)のようなキノキサリン系化合物;
マンネブ(maneb)、ジネブ(zineb)、マンゼブ(mancozeb)、ポリカーバメート(polycarbamate)、メチラム(metiram)、プロピネブ(propineb)、チラム(thiram)のようなジチオカーバメート系化合物;
フサライド(fthalide)、クロロタロニル(chlorothalonil)、キントゼン(quintozene)のような有機塩素系化合物;
ベノミル(benomyl)、チオファネートメチル(thiophanate‐methyl)、カーベンダジム(carbendazim)、チアベンダゾール(thiabendazole)、フベリアゾール(fuberiazole)、シアゾファミド(cyazofamid)のようなイミダゾール系化合物;
シモキサニル(cymoxanil)のようなシアノアセトアミド系化合物;
メタラキシル(metalaxyl)、メタラキシル-M(metalaxyl-M)、メフェノキサム(mefenoxam)、オキサジキシル(oxadixyl)、オフレース(ofurace)、ベナラキシル(benalaxyl)、ベナラキシル-M(benalaxyl-M、別名キララキシル(kiralaxyl、chiralaxyl))、フララキシル(furalaxyl)、シプロフラム(cyprofuram)のようなフェニルアミド系化合物;
水酸化第二銅(cupric hydroxide)、有機銅(oxine Copper)のような銅系化合物; ヒメキサゾール(hymexazol)のようなイソキサゾール系化合物;
ホセチルアルミニウム(fosetyl‐Al)、トルクロホスメチル(tolclofos‐Methyl)、S-ベンジル O,O-ジイソプロピルホスホロチオエート、O-エチル S,S-ジフェニルホスホロジチオエート、アルミニウムエチルハイドロゲンホスホネート、エジフェンホス(edifenphos)、イプロベンホス(iprobenfos)のような有機リン系化合物;
キャプタン(captan)、キャプタホル(captafol)、フォルペット(folpet)のようなN-ハロゲノチオアルキル系化合物;
プロシミドン(procymidone)、イプロジオン(iprodione)、ビンクロゾリン(vinclozolin)のようなジカルボキシイミド系化合物;
フルトラニル(flutolanil)、メプロニル(mepronil)、ゾキサミド(zoxamide)、チアジニル(tiadinil)のようなベンズアニリド系化合物;
カルボキシン(carboxin)、オキシカルボキシン(oxycarboxin)、チフルザミド(thifluzamide)、ペンチオピラド(penthiopyrad)、ボスカリド(boscalid)、ビキサフェン (bixafen)、 フルオピラム(fluopyram)、 イソチアニル(isotianil)、3-(ジフロロメチル)-1-メチル-N-[(1RS,4SR,9RS)-1,2,3,4-テトラヒドロ-9-イソプロピル-1,4-メタノナフタレン-5-イル]ピラゾール-4-カルボキサミドと3-(ジフロロメチル)-1-メチル-N-[(1RS,4SR,9SR)-1,2,3,4-テトラヒドロ-9-イソプロピル-1,4-メタノナフタレン-5-イル]ピラゾール-4-カルボキサミドの混合物(イソピラザム(isopyrazam)) のようなアニリド系化合物;
トリホリン(triforine)のようなピペラジン系化合物;
ピリフェノックス(pyrifenox)のようなピリジン系化合物;
フェナリモル(fenarimol)、フルトリアフォル(flutriafol)のようなカルビノール系化合物;
フェンプロピディン(fenpropidin)のようなピペリジン系化合物;
フェンプロピモルフ(fenpropimorph)、スピロキサミン(spiroxamine)、トリデモルフ(Tridemorph)のようなモルフォリン系化合物;
フェンチンヒドロキシド(fentin hydroxide)、フェンチンアセテート(fentin acetate)のような有機スズ系化合物;
ペンシキュロン(pencycuron)のような尿素系化合物;
ジメトモルフ(dimethomorph)、フルモルフ(flumorph)のようなシンナミック酸系化合物;
フルジオキソニル(fludioxonil)、フェンピクロニル(fenpiclonil)のようなシアノピロール系化合物;
アゾキシストロビン(azoxystrobin)、クレソキシムメチル(kresoxim‐methyl)、メトミノフェン(metominofen)、トリフロキシストロビン(trifloxystrobin)、ピコキシストロビン(picoxystrobin)、オリザストロビン(oryzastrobin)、ジモキシストロビン(dimoxystrobin)、ピラクロストロビン(pyraclostrobin)、フルオキサストロビン(fluoxastrobin)のようなストロビルリン系化合物;
ファモキサドン(famoxadone)のようなオキサゾリジノン系化合物;
エタボキサム(ethaboxam)のようなチアゾールカルボキサミド系化合物;
シルチオファム(silthiopham)のようなシリルアミド系化合物;
イプロバリカルブ(iprovalicarb)、ベンチアバリカルブ-イソプロピル(benthiavalicarb-isopropyl)、バリフェナール (valiphenal)、のようなアミノアシッドアミドカーバメート系化合物;
フェナミドン(fenamidone)のようなイミダゾリジン系化合物;
フェンヘキサミド(fenhexamid)のようなハイドロキシアニリド系化合物;
フルスルファミド(flusulfamid)のようなベンゼンスルホンアミド系化合物;
シフルフェナミド(cyflufenamid)のようなオキシムエーテル系化合物;
フェノキサニル(fenoxanil)のようなフェノキシアミド系化合物;
アトラキノン系化合物;
クロトン酸系化合物;
バリダマイシン(validamycin)、カスガマイシン(kasugamycin)、ポリオキシン(polyoxins)のような抗生物質;
イミノクタジン(iminoctadine)、ドディン(dodine)のようなグアニジン系化合物;
2,3-ジメチル-6-t-ブチル-8-フルオロ-4-アセチルキノリンのような4-キノリノール誘導体化合物;
2-(2-フルオロ-5-(トリフルオロメチル)フェニルチオ)-2-(3-(2-メトキシフェニル)チアゾリジン-2-イリデン)アセトニトリルのようなシアノメチレン系化合物;
その他の化合物として、ピリベンカルブ(pyribencarb)、イソプロチオラン(isoprothiolane)、ピロキロン(pyroquilon)、ジクロメジン(diclomezine)、キノキシフェン(quinoxyfen)、プロパモカルブ塩酸塩(propamocarb hydrochloride)クロルピクリン(chloropicrin)、ダゾメット(dazomet)、メタムナトリウム塩(metam‐sodium)、ニコビフェン(nicobifen)、メトラフェノン(metrafenone)、UBF-307、ジクロシメット(diclocymet)、プロキンアジド(proquinazid)、アミスルブロム(amisulbrom;別名アミブロドール(amibromdole))、マンジプロパミド(mandipropamid)、フルオピコリド(fluopicolide)、カルプロパミド(carpropamid)、メプチルジノキャップ(meptyldinocap)などが挙げられる。
カルバリル(carbaryl)、プロポキスル(propoxur)、アルジカルブ(aldicarb)、カルボフラン(carbofuran)、チオジカルブ(thiodicarb)、メソミル(methomyl)、オキサミル(oxamyl)、エチオフェンカルブ(ethiofencarb)、ピリミカルブ(pirimicarb)、フェノブカルブ(fenobucarb)、カルボスルファン(carbosulfan)、ベンフラカルブ(benfuracarb)、ベンダイオカルブ(bendiocarb)、フラチオカルブ(furathiocab)、イソプロカルブ(isoprocarb)、メトルカルブ(metolcarb)、キシリルカルブ(xylylcarb)、XMC、フェノチオカルブ(fenothiocarb)のようなカーバメート系化合物;
カルタップ(cartap)、チオシクラム(thiocyclam)、ベンスルタップ(bensultap)、チオスルタップナトリウム(thiosultap-sodium)のようなネライストキシン誘導体;
ジコホル(dicofol)、テトラジホン(tetradifon)、エンドスルファン(endosulfan)、ジエノクロル(dienochlor)、ディルドリン(dieldrin)のような有機塩素系化合物;
フェンバレレート(fenvalerate)、ペルメトリン(permethrin)、シペルメトリン(cypermethrin)、デルタメトリン(deltamethrin)、シハロトリン(cyhalothrin)、テフルトリン(tefluthrin)、エトフェンプロックス(ethofenprox)、フルフェンプロックス(flufenprox)、シフルトリン(cyfluthrin)、フェンプロパトリン(fenpropathrin)、フルシトリネート(flucythrinate)、フルバリネート(fluvalinate)、シクロプロトリン(cycloprothrin)、ラムダシハロトリン(lambda-cyhalothrin)、ピレスリン(pyrethrins)、エスフェンバレレート(esfenvalerate)、テトラメスリン(tetramethrin)、レスメスリン(resmethrin)、プロトリフェンブト(protrifenbute)、ビフェントリン(bifenthrin)、ゼータシペルメトリン(zeta-cypermethrin)、アクリナトリン(acrinathrin)、アルファシペルメトリン(alpha-cypermethrin)、アレスリン(allethrin)、ガンマシハロトリン(gamma-cyhalothrin)、シータシペルメトリン(theta-cypermethrin)、タウフルバリネート(tau-fluvalinate)、トラロメスリン(tralomethrin)、プロフルスリン(profluthrin)、ベータシペルメトリン(beta-cypermethrin)、ベータシフルトリン(beta-cyfluthrin)、メトフルトリン(metofluthrin)、フェノトリン(phenothrin)、イミデート(imidate)、フルメトリン(flumethrin)のようなピレスロイド系化合物;
ジフルベンズロン(diflubenzuron)、クロルフルアズロン(chlorfluazuron)、テフルベンズロン(teflubenzuron)、フルフェノクスロン(flufenoxuron)、トリフルムロン(triflumuron)、ヘキサフルムロン(hexaflumuron)、ルフェヌロン(lufenuron)、ノバルロン(novaluron)、ノビフルムロン(noviflumuron)、ビストリフルロン(bistrifluron)、フルアズロン(fluazuron)のようなベンゾイルウレア系化合物;
メトプレン(methoprene)、ピリプロキシフェン(pyriproxyfen)、フェノキシカルブ(fenoxycarb)、ジオフェノラン(diofenolan)のような幼若ホルモン様化合物;
ピリダベン(pyridaben)のようなピリダジノン系化合物;
フェンピロキシメート(fenpyroximate)、フィプロニル(fipronil)、テブフェンピラド(tebufenpyrad)、エチピロール(ethiprole)、トルフェンピラド(tolfenpyrad)、アセトプロール(acetoprole)、ピラフルプロール(pyrafluprole)、ピリプロール(pyriprole)のようなピラゾール系化合物;
イミダクロプリド(imidacloprid)、ニテンピラム(nitenpyram)、アセタミプリド(acetamiprid)、チアクロプリド(thiacloprid)、チアメトキサム(thiamethoxam)、クロチアニジン(clothianidin)、ニジノテフラン(nidinotefuran)、ジノテフラン(dinotefuran)等のネオニコチノイド;
テブフェノジド(tebufenozide)、メトキシフェノジド(methoxyfenozide)、クロマフェノジド(chromafenozide)、ハロフェノジド(halofenozide)等のヒドラジン系化合物;
スピロディクロフェン(spirodiclofen)等のようなテトロニック酸系化合物;
フルアクリピリム(fluacrypyrin)等のようなストロビルリン系化合物;
フルフェネリム(flufenerim)等のようなピリジナミン系化合物;
ジニトロ系化合物、有機硫黄化合物、尿素系化合物、トリアジン系化合物、ヒドラゾン系化合物、また、その他の化合物として、ブプロフェジン(buprofezin)、ヘキシチアゾクス(hexythiazox)、アミトラズ(amitraz)、クロルジメホルム(chlordimeform)、シラフルオフェン(silafluofen)、トリアザメイト(triazamate)、ピメトロジン(pymetrozine)、ピリミジフェン(pyrimidifen)、クロルフェナピル(chlorfenapyr)、インドキサカルブ(indoxacarb)、アセキノシル(acequinocyl)、エトキサゾール(etoxazole)、シロマジン(cyromazine)、1,3-ジクロロプロペン(1,3-dichloropropene)、ジアフェンチウロン(diafenthiuron)、ベンクロチアズ(benclothiaz)、ビフェナゼート(bifenazate)、スピロメシフェン(spiromesifen)、スピロテトラマット(spirotetramat)、プロパルギット(propargite)、クロフェンテジン(clofentezine)、メタフルミゾン(metaflumizone)、フルベンジアミド(flubendiamide)、シフルメトフェン(cyflumetofen)、クロラントラニルプロール(chlorantraniliprole)、シエノピラフェン(cyenopyrafen)、ピリフルキナゾン(pyrifluquinazone)、フェナザキン(fenazaquin)、ピリダベン(pyridaben)、アミドフルメット(amidoflumet)、クロロベンゾエート(chlorobenzoate)、スルフルアミド(sulfluramid)、ヒドラメチルノン(hydramethylnon)、メタアルデヒド(metaldehyde)、HGW-86、リアノジン(ryanodine)、フルフェンリム(flufenerim)、ピリダリル(pyridalyl)、スピロジクロフェン(spirodiclofen)、ベルブチン(verbutin)、チアゾリルシナノニトリル(thiazolylcinnanonitrile)、アミドフルメット(amidoflumet)のような化合物;AKD‐1022、IKA‐2000などが挙げられる。
(1)ピリジン系化合物又はその塩と、ノニオン系界面活性剤、アニオン系界面活性剤、カチオン系界面活性剤、両性界面活性剤、動植物油、鉱物油、水溶性高分子、樹脂及びワックスよりなる群から選択された少なくとも1種の効力増強成分とを含有する有害生物防除剤組成物。
(2)効力増強成分が、ノニオン系界面活性剤、アニオン系界面活性剤、カチオン系界面活性剤、両性界面活性剤、動植物油及び樹脂よりなる群から選択された少なくとも1種のものである(1)に記載の有害生物防除剤組成物。
(3)ノニオン系界面活性剤が、シリコーン系界面活性剤、ポリオキシエチレンアルキルフェニルエーテル、ポリオキシエチレン脂肪酸エステル、ポリオキシエチレンアルキルフェニルエーテルのホルマリン縮合物、ポリオキシエチレンアルキルエーテル、ソルビタン高級脂肪酸エステル系界面活性剤、ポリオキシエチレンアリールエーテル、ポリオキシエチレン(モノ、ジ又はトリ)フェニルフェニルエーテル、ポリオキシエチレン(モノ、ジ又はトリ)ベンジルフェニルエーテル;ポリオキシプロピレン(モノ、ジ又はトリ)ベンジルフェニルエーテル、ポリオキシエチレン(モノ、ジ又はトリ)スチリルフェニルエーテル、ポリオキシプロピレン(モノ、ジ又はトリ)スチリルフェニルエーテル、ポリオキシエチレン(モノ、ジ又はトリ)スチリルフェニルエーテルのポリマー、ポリオキシエチレンポリオキシプロピレンブロックポリマー、アルキルポリオキシエチレンポリオキシプロピレンブロックポリマーエーテル、アルキルフェニルポリオキシエチレンポリオキシプロピレンブロックポリマーエーテル、ポリオキシエチレンビスフェニルエーテル、ポリオキシエチレン樹脂酸エステル、グリセロール脂肪酸エステルエチレンオキサイド付加物、ヒマシ油エチレンオキサイド付加物、硬化ヒマシ油エチレンオキサイド付加物、アルキルアミンエチレンオキサイド付加物及び脂肪酸アミドエチレンオキサイド付加物、ポリオキシエチレン脂肪酸アミド、アルキルフェノキシポリエトキシエタノール及びポリオキシエチレンロジンエステル又はアセチレン系界面活性剤である(1)又は(2)に記載の有害生物防除剤組成物。
(4)ノニオン系界面活性剤がシリコーン系界面活性剤、ポリオキシエチレンアルキルフェニルエーテル又はポリオキシエチレン脂肪酸エステルである(1)又は(2)に記載の有害生物防除剤組成物。
(5)アニオン系界面活性剤が、スルホン酸型界面活性剤、カルボン酸型界面活性剤、硫酸エステル型界面活性剤又はリン酸エステル型界面活性剤である(1)又は(2)に記載の有害生物防除剤組成物。
(6)アニオン系界面活性剤がスルホン酸型界面活性剤である(1)又は(2)に記載の有害生物防除剤組成物。
(7)カチオン系界面活性剤がエトキシル化脂肪族アミン系界面活性剤、ジアルキルアンモニウム塩又はアルキルアンモニウムである(1)又は(2)に記載の有害生物防除剤組成物。
(8)カチオン系界面活性剤がエトキシル化脂肪族アミン系界面活性剤又はジアルキルアンモニウム塩である(1)又は(2)に記載の有害生物防除剤組成物。
(9)効力増強成分が、シリコーン系界面活性剤、ポリオキシエチレンアルキルフェニルエーテル、ポリオキシエチレン脂肪酸エステル、ソルビタン高級脂肪酸エステル系界面活性剤、スルホン酸型界面活性剤、硫酸エステル型界面活性剤、エトキシル化脂肪族アミン系界面活性剤、ジアルキルアンモニウム塩、動植物油及び合成ラテックスよりなる群から選択された少なくとも1種のものである(2)に記載の有害生物防除剤組成物。
(10)効力増強成分が、シリコーン系界面活性剤である(9)に記載の有害生物防除剤組成物。
(11)ピリジン系化合物又はその塩と効力増強成分の他に、液体担体を含有し、製剤形態が液剤である(1)~(10)に記載の有害生物防除剤組成物。
(12)効力増強成分として、鉱物油、動物油及びワックスから成る群から選択される少なくとも1種を含有し、製剤形態が油性懸濁剤である(1)~(10)に記載の有害生物防除剤組成物。
(13)ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が水和剤である(1)~(10)に記載の有害生物防除剤組成物。
(14)ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が水溶剤である(1)~(10)に記載の有害生物防除剤組成物。
(15)ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が顆粒水溶剤である(1)~(10)に記載の有害生物防除剤組成物。
(16)ピリジン系化合物又はその塩と、効力増強成分との混合重量比が1:1000~100:1である(1)~(15)に記載の有害生物防除剤組成物。
(17)(1)に記載の有害生物防除剤組成物を有害生物に施用することを特徴とする有害生物の防除方法。
(18)ノニオン系界面活性剤、アニオン系界面活性剤、カチオン系界面活性剤、両性界面活性剤、動植物油、鉱物油、水溶性高分子、樹脂及びワックスよりなる群から選択された少なくとも1種の効力増強成分によって、前記式(I)で表されるピリジン系化合物又はその塩の有害生物防除効力を増強する方法。
φ10cmポット植え7~8葉期のダイコンに寄生したモモアカアブラムシの無翅成虫及び幼虫をカウントした後、フロニカミドを0.05g/リットルの割合で含有し、効力増強成分を所定濃度で含有するように調製した薬液を、1000リットル/haの割合で散布処理した。処理後、各温度条件の屋外人工気象室に静置した。経時的に上記と同様にモモアカアブラムシ寄生数を調査し、下記の式により防除価を算出した。試験は2反復で実施した。その結果を、第1表~第3表に示した。なお、本明細書の表中ではリットルはlで表わす。
供試した効力増強成分をN-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミドに加用することにより、防除効果が向上した。
防除価=(1-(Ta×Cb)/(Tb×Ca))×100
Ta=処理区の処理後の虫数
Tb=処理区の処理前の虫数
Ca=無処理区の処理後の虫数
Cb=無処理区の処理前の虫数
1/5000aポット植えのコムギに寄生したムギクビレアブラムシの無翅成虫及び幼虫数を調査した後、フロニカミドを0.15g/リットルの割合で含有し、効力増強成分を所定濃度で含有するように調製した薬液を、200リットル/haの割合で散布処理し、温室に静置した。処理後経時的に上記と同様にムギクビレアブラムシ寄生数を調査し、下記の式により防除価を算出した。試験は2反復で実施した。その結果を、第4表に示した。
供試した効力増強成分をN-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミドに加用することにより、防除効果が向上した。
防除価=(1-(Ta×Cb)/(Tb×Ca))×100
Ta=処理区の処理後の虫数
Tb=処理区の処理前の虫数
Ca=無処理区の処理後の虫数
Cb=無処理区の処理前の虫数
1/5000aポット植えのコムギに寄生したムギクビレアブラムシの無翅成虫及び幼虫数を調査した後、フロニカミドを0.25g/リットルの割合で含有し、効力増強成分を所定濃度で含有するように調製した薬液を、200リットル/haの割合で散布処理し、温室に静置した。処理後経時的に上記と同様にムギクビレアブラムシ寄生数を調査し、試験例2と同様の方法で防除価を算出した。試験は3反復で実施した。その結果を、第5表に示した。
フロニカミド原体20.5重量部及び商品名KF-640(ポリオキシエチレンメチルポリシロキサン;信越化学工業社製)33.3重量部を、N,N―ジメチルアセトアミド46.2重量部に溶解し、20%液剤を得た。
フロニカミド原体10.3重量部及び商品名ニューカルゲンEP-70G(ジオクチルスルホコハク酸ナトリウム;竹本油脂社製)20重量部を、N,N―ジメチルアセトアミド69.7重量部に溶解し、10%液剤を得た。
フロニカミド原体10.3重量部及び商品名ノイゲンTDS-70(ポリオキエチレンアルキルエーテル;第一工業製薬社製)20重量部を、N,N―ジメチルアセトアミド69.7重量部に溶解し、10%液剤を得た。
フロニカミド原体5.2重量部、商品名ソルポール3815K(硬化ヒマシ油エチレンオキサイド付加物とポリオキシエチレンアルキルフェニルエーテルの混合物;東邦化学工業社製)10重量部、商品名New D ORBEN(有機ベントナイト;白石工業社製)1重量部及び大豆油83.8重量部を湿式粉砕し、5%油性懸濁剤を得た。
フロニカミド原体10.3重量部、商品名ディクスゾールW-205A(分散剤;第一工業製薬社製)10重量部、カオリン29.7重量部、及び商品名ソルゲン40(ソルビタン脂肪酸エステル;第一工業製薬社製)と商品名カープレックス#80(ホワイトカーボン;デグサ社製)を1:1の重量割合で混合した配合物50重量部を混合・粉砕し、10%水和剤を得た。
フロニカミド原体10.3重量部、商品名ニューカルゲンEX-70G(ジオクチルスルホコハク酸ナトリウム;竹本油脂社製)20重量部、商品名Morwet D-425P(アルキルナフタレンスルホン酸ナトリウムホルムアルデヒド縮合物;ローディア日華社製)5重量部及びラクトース64.7重量部を混合・粉砕し、10%水溶剤を得た。
フロニカミド原体10.3重量部、商品名ラミゲンES-60(ポリオキシエチレン脂肪酸エステル;第一工業製薬社製)10重量部、商品名Morwet D-425P(アルキルナフタレンスルホン酸ナトリウムホルムアルデヒド縮合物;ライオン・アクゾ社製)5重量部、及び硫酸アンモニウム74.7重量部を混合した後、水を加えて混練し、造粒、乾燥、整粒して、10%顆粒水溶剤を得た。
1/5000aポット植えのコムギに寄生したムギクビレアブラムシの無翅成虫及び幼虫数を調査した後、前記製剤例1に記載の液剤をフロニカミドが0.15g/リットルとなるように水で希釈した薬液を、200リットル/haの割合で散布処理し、屋外人工気象室(20℃)に静置した。処理後経時的に、上記と同様にムギクビレアブラムシ寄生数を調査した。試験は3反復で実施した。その結果を、第6表に示した。
なお、2008年4月17日に出願された日本特許出願2008-107804号の明細書、特許請求の範囲、図面及び要約書の全内容をここに引用し、本明細書の開示として、取り入れるものである。
Claims (14)
- ピリジン系化合物が、N-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミド、N-(5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(3-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-クロロ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-ブロモ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-メチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-エチル-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミド、N-(4-メトキシ-5-イソオキサゾリル)-4-(トリフルオロメチル)ニコチンアミドよりなる群から選ばれた少なくとも1種の化合物である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物が、N-シアノメチル-4-トリフルオロメチル-3-ピリジンカルボキサミドである請求項1に記載の有害生物防除剤組成物。
- 効力増強成分が、ノニオン系界面活性剤、アニオン系界面活性剤、カチオン系界面活性剤、両性界面活性剤、動植物油及び樹脂よりなる群から選択された少なくとも1種のものである請求項1に記載の有害生物防除剤組成物。
- 効力増強成分が、シリコーン系界面活性剤、ポリオキシエチレンアルキルフェニルエーテル、ポリオキシエチレン脂肪酸エステル、ソルビタン高級脂肪酸エステル系界面活性剤、スルホン酸型界面活性剤、硫酸エステル型界面活性剤、エトキシル化脂肪族アミン系界面活性剤、ジアルキルアンモニウム塩、動植物油及び合成ラテックスよりなる群から選択された少なくとも1種のものである請求項1に記載の有害生物防除剤組成物。
- 効力増強成分が、シリコーン系界面活性剤である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物又はその塩と効力増強成分の他に、液体担体を含有し、製剤形態が液剤である請求項1に記載の有害生物防除剤組成物。
- 効力増強成分として、鉱物油、動物油及びワックスから成る群から選択される少なくとも1種を含有し、製剤形態が油性懸濁剤である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が水和剤である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が水溶剤である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物又はその塩と効力増強成分の他に、固体担体及び分散剤を含有し、製剤形態が顆粒水溶剤である請求項1に記載の有害生物防除剤組成物。
- ピリジン系化合物又はその塩と、効力増強成分との混合重量比が1:1000~100:1である請求項1に記載の有害生物防除剤組成物。
- 請求項1に記載の有害動物防除剤組成物を有害生物に施用することを特徴とする有害生物の防除方法。
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SI200931412A SI2263455T1 (sl) | 2008-04-17 | 2009-04-10 | Sestavek za zatiranje škodljivih organizmov in postopek za zatiranje škodljivih organizmov |
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AP2010005462A AP2983A (en) | 2008-04-17 | 2009-04-10 | Harmful organism control composition, and method for control of harmful organisms |
AU2009236987A AU2009236987B2 (en) | 2008-04-17 | 2009-04-10 | Harmful organism control composition, and method for control of harmful organisms |
MX2010011354A MX2010011354A (es) | 2008-04-17 | 2009-04-10 | Composicion plaguicida y metodo para controlar plagas. |
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CN200980113459.XA CN102006774B (zh) | 2008-04-17 | 2009-04-10 | 有害生物防除剂组合物和有害生物的防除方法 |
UAA201012191A UA97443C2 (ru) | 2008-04-17 | 2009-04-10 | Инсектицидная композиция и способ контроля насекомых |
DK09732648.2T DK2263455T3 (en) | 2008-04-17 | 2009-04-10 | Composition against harmful organisms and method for control of harmful organisms |
IL208339A IL208339A (en) | 2008-04-17 | 2010-09-21 | Preparation and method for controlling harmful organisms |
ZA2010/06982A ZA201006982B (en) | 2008-04-17 | 2010-09-30 | Pesticidal composition, and method for controlling pests |
EG2010101723A EG26191A (en) | 2008-04-17 | 2010-10-13 | A structure to control an organism, and a way to control an organism |
MA33305A MA32350B1 (fr) | 2008-04-17 | 2010-11-01 | Composition et methode de lutte contre les organismes nuisibles |
HRP20160344TT HRP20160344T1 (hr) | 2008-04-17 | 2016-04-05 | Pripravak za kontrolu štetnih organizama i postupak za kontrolu štetnih organizama |
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JP (2) | JP5611535B2 (ja) |
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MY (1) | MY158790A (ja) |
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PL (1) | PL2263455T3 (ja) |
PT (1) | PT2263455T (ja) |
RS (1) | RS54688B1 (ja) |
RU (1) | RU2489856C2 (ja) |
SI (1) | SI2263455T1 (ja) |
UA (1) | UA97443C2 (ja) |
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US20120316237A1 (en) * | 2010-03-01 | 2012-12-13 | Nippon Kayaku Kabushiki Kaisha | Pest Control Composition |
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WO2017179673A1 (ja) * | 2016-04-15 | 2017-10-19 | 石原産業株式会社 | アリールフェニルケトン系殺菌剤の植物病害防除効果の増強方法及び植物病害の防除方法 |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0580374A1 (en) | 1992-07-23 | 1994-01-26 | Ishihara Sangyo Kaisha, Ltd. | Pyridine amides and their salts, processes for their production and pesticidal compositions containing them |
JPH115706A (ja) * | 1997-04-25 | 1999-01-12 | Ishihara Sangyo Kaisha Ltd | 有害生物防除剤組成物、有害生物の防除方法ならびに有害生物防除効果を増強する方法 |
WO2003044013A1 (en) | 2001-11-21 | 2003-05-30 | Sankyo Agro Company, Limited | N-heteroarylnicotinamide derivatives |
EP1328154A1 (en) | 2000-10-23 | 2003-07-23 | Ishihara Sangyo Kaisha, Ltd. | Pesticidal composition |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5228895A (en) * | 1991-04-11 | 1993-07-20 | Kelly Lime And Rock Company, Inc. | Fertilizer and limestone product |
IL132435A (en) * | 1997-04-25 | 2005-03-20 | Ishihara Sangyo Kaisha | Composition for controlling harmful bio-organisms and method for controlling harmful bio-organisms using the same |
AU2002214045A1 (en) | 2000-11-10 | 2002-05-21 | Syngenta Participations Ag | Synergistic pesticidal compositions comprising n-cyanomethyl-4-(trifluoromethyl)nicotinamide |
JP4436088B2 (ja) * | 2003-08-05 | 2010-03-24 | 三井化学アグロ株式会社 | N−ヘテロアリールニコチン酸アミド化合物を含有する有害生物防除組成物 |
MXPA06011760A (es) * | 2004-04-14 | 2006-12-15 | Fmc Corp | Composiciones pesticidas dispersables. |
JP5026273B2 (ja) * | 2004-10-09 | 2012-09-12 | エンヴァイロクエスト グループ リミテッド | 非イオン性界面活性剤集合体 |
JP2008517025A (ja) * | 2004-10-22 | 2008-05-22 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺虫剤混合物 |
AU2006277949A1 (en) * | 2005-08-11 | 2007-02-15 | Basf Se | Pesticidal mixtures comprising a phenylsemicarbazone |
UA41248U (ru) * | 2008-12-26 | 2009-05-12 | Егор Олегович Слуцкий | Футляр для оптических дисковых носителей информации |
-
2009
- 2009-04-01 JP JP2009089518A patent/JP5611535B2/ja active Active
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- 2010-09-21 IL IL208339A patent/IL208339A/en active IP Right Grant
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-
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-
2016
- 2016-04-05 HR HRP20160344TT patent/HRP20160344T1/hr unknown
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0580374A1 (en) | 1992-07-23 | 1994-01-26 | Ishihara Sangyo Kaisha, Ltd. | Pyridine amides and their salts, processes for their production and pesticidal compositions containing them |
JPH06321903A (ja) * | 1992-07-23 | 1994-11-22 | Ishihara Sangyo Kaisha Ltd | アミド系化合物又はその塩、それらの製造方法及びそれらを含有する有害動物防除剤 |
JPH115706A (ja) * | 1997-04-25 | 1999-01-12 | Ishihara Sangyo Kaisha Ltd | 有害生物防除剤組成物、有害生物の防除方法ならびに有害生物防除効果を増強する方法 |
EP1328154A1 (en) | 2000-10-23 | 2003-07-23 | Ishihara Sangyo Kaisha, Ltd. | Pesticidal composition |
WO2003044013A1 (en) | 2001-11-21 | 2003-05-30 | Sankyo Agro Company, Limited | N-heteroarylnicotinamide derivatives |
Non-Patent Citations (3)
Title |
---|
See also references of EP2263455A4 |
WEED RESEARCH, vol. 20, 1980, pages 139 - 146 |
ZIZANIOLOGY, vol. 2, 1990, pages 183 - 189 |
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WO2017179673A1 (ja) * | 2016-04-15 | 2017-10-19 | 石原産業株式会社 | アリールフェニルケトン系殺菌剤の植物病害防除効果の増強方法及び植物病害の防除方法 |
US11950592B2 (en) | 2016-04-15 | 2024-04-09 | Ishihara Sangyo Kaisha, Ltd. | Method for enhancing plant disease controlling effects of aryl phenyl ketone fungicide, and method for controlling plant diseases |
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