Pest control method, pest control composition, and pest control set
Patent Information
- Application Number
- JP2022512030
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2020-04-02
- Filing Date
- 2021-03-24
- Publication Date
- 2025-01-08
- Estimated Expiration
- 2041-03-24
AI Technical Summary
【0026】 本発明の防除方法によれば、より少ない薬量でより安全に、虫やダニなどの有害生物を防除することができる。本発明の有害生物防除剤組成物および有害生物防除剤セットは、有害生物の防除方法において、特に本発明の防除方法において、好適に用いることができる。本発明の有害生物防除剤組成物は、農園芸用の殺虫·殺ダニに、特に好適に用いることができる。 本発明の有害生物防除剤組成物は、施用対象物に適した比率で、式(I)で表される化合物またはその塩(以下、「化合物A」という)と殺虫若しくは殺ダニ活性成分(以下、「化合物B」という)とを含有しているので、化合物Aおよび化合物Bそれぞれの計量、それらの混合の手間を省くことができる。本発明の有害生物防除剤組成物は、剤型に応じて、袋詰め、ボトル詰め、箱詰め、缶詰めなどして、保管若しくは搬送することができる。 また、本発明の有害生物防除剤セットは、施用作業に必要な薬剤組成物が一まとめになっているので、個別に薬剤を入手する手間がなく、また貯蔵、搬送などにおける利便性に優れる。
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Abstract
Description
[Technical field]
[0001] The present invention relates to a pest control method, a pest control agent composition, and a pest control agent set. More specifically, the present invention relates to a method that can control various pests even at a low dose without any safety issues, and a pest control agent composition and a pest control agent set suitable for use in the method. This application claims priority to Japanese Patent Application No. 2020-067049 filed on April 2, 2020, the contents of which are incorporated herein by reference. [Background technology]
[0002] Patent Document 1 discloses that pyridylimidazole compounds are useful as insecticides or acaricides. Patent Document 2 discloses that azole compounds having a haloalkyl group are useful as insecticides or acaricides. Patent Document 3 discloses that pyridylimidazole compounds having a cyclopropyl group are useful as insecticides or acaricides. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] WO2017 / 104741A1 [Patent Document 2] WO2020 / 071304A1 [Patent Document 3] WO2020 / 090585A1 Summary of the Invention [Problem to be solved by the invention]
[0004] The object of the present invention is to provide a method for controlling various pests even at low doses without causing any safety problems, as well as a pest control composition and a pest control set suitable for use in the method. [Means for solving the problem]
[0005] As a result of intensive research aimed at solving the above problems, the present invention has been completed, including the following aspects.
[0006] That is, the present invention includes the following aspects. [1] Formula (I) [ka] (In formula (I), R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group, R 2 is a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group, R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group; X is a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a formyl group, a substituted or unsubstituted C1-6 alkylcarbonyl group, a substituted or unsubstituted C1-6 alkoxycarbonyl group, a mercapto group, a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, a substituted or unsubstituted C1-6 alkylsulfonyl group, a substituted or unsubstituted C3-8 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, a substituted or unsubstituted 5- to 6-membered heteroaryl group, a substituted or unsubstituted amino group, a halogeno group, a cyano group, or a nitro group; n represents the number of chemically acceptable X's and is an integer of 0 to 4. When n is 2 or more, X's may be the same or different. Together with an insecticidal or acaricidal active ingredient, A method for controlling pests, comprising applying the composition to an object.
[0007] [2] The control method according to [1], wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticidal or acaricidal agent having a mechanism of action classified by the IRAC code.
[0008] [3] The insecticidal or acaricidal active ingredient is Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb methacarb, XMC, Xylylcarb, Acephate, Azamethiphos, Azinphos-ethyl, Azinphos-methyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, DichlorvosDDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl)salicylatesalicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl ion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion thion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosulfan, Ethiprole, Fipronil, Flufiprole, Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl-isomerS-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomers] ), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer] ), Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers]), Tralomethrin, Transfluthrin, κ-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, ε-Metofluthrin, Momfluorothrin, ε-Momfluorothrin n), kappa-Tefluthrin, Tetramethylfluthrin, Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiame Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dichloromezotiaz, Flupyrimin, Spinetoram, Spinosad, Abamectin, Emamectin-benzoate, Lepimectin (Lepimectin), Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl Bromidebromide, alkyl halides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, Dazomet, Metam, Pymetrozine, Pyrifluquinazon, Afidopyropen, Clofentezine, Diflovidazin, Hexythiazox, Etoxazole, Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. Tenebrionis, Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaericus, Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap, Cartap Hydrochloridehydrochloride, Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozide, Halofenozide, Methoxyfenozide zide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen en), Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone, Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidione, Aluminum phosphide(Al-phosphide), calcium phosphide, phosphine, zinc phosphide, calcium cyanide, sodium cyanide, potassium cyanide, cyenopyrafen, cyflumetofen, pyflubumide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, flubendiamide, cyhalodiamide, tetracycline Tetrachlorantraniliprole, Tetraniliprole, Flonicamid, Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Lime Sulfur The control method according to [1], wherein the active ingredient is at least one selected from the group consisting of sulfur, mancozeb, pyridalyl, sulfur, acynonapyr, benzpyrimoxan, flometoquin, fluhexafon, oxazosulfyl, and tyclopyrazoflor.
[0009] [4] The control method according to [1], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole, and fluxametamide.
[0010] [5] The control method according to [1], wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV). [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) [ka] [ka]
[0011] [6] The method for controlling pests according to any one of [1] to [5], wherein the pest is an insect or a mite.
[0012] [7] Formula (I) [ka] (In formula (I), R 1is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group, R 2 is a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group, R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group; X is a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a formyl group, a substituted or unsubstituted C1-6 alkylcarbonyl group, a substituted or unsubstituted C1-6 alkoxycarbonyl group, a mercapto group, a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, a substituted or unsubstituted C1-6 alkylsulfonyl group, a substituted or unsubstituted C3-8 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, a substituted or unsubstituted 5- to 6-membered heteroaryl group, a substituted or unsubstituted amino group, a halogeno group, a cyano group, or a nitro group; n represents the number of chemically acceptable X's and is an integer of 0 to 4. When n is 2 or more, X's may be the same or different. A pest control composition comprising an insecticidal or acaricidal active ingredient.
[0013] [8] The pest control composition according to [7], wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticidal or acaricidal agent having a mechanism of action classified by the IRAC code.
[0014] [9] The insecticidal or acaricidal active ingredient is Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thio ... Thiofanox, Triazamate, Trimethacarb, XMC, Xylylcarb, Acephate, Azamethiphos, Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos,Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl) salicylate salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos ), Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosulfan, Ethiprole, Fipronil, Flufiprole, Acrinathrin,Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl-isomer S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, β-Cyfluthrin, Cyhalothrin, λ-Cyhalothrin, γ-Cyhalothrin, Cypermethrin, α-Cypermethrin, β-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans isomer] [(1R)-trans-isomers]), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomers] [(1R)-trans-isomer]), Prallethrin, Pyrethrins, Resmethrin,Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers], Tralomethrin, Transfluthrin, κ-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin erfluthrin, ε-Metofluthrin, Momfluorothrin, ε-Momfluorothrin, kappa-Tefluthrin, Tetramethylfluthrin, Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin (C lothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, nicotine, sulfoxaflor, flupyradifurone, triflumezopyrim, dichloromezotiaz, flupirimine min), Spinetoram, Spinosad, Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene,Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl bromide, alkyl halides, Chloropicrin, Sodium aluminum fluoride, Sulfuryl fluoride, Borax, Boric acid, Disodium octaborate, Sodium borate, Sodium metaborate, Tartar emetic, Dazomet, Metam, Pymetrozine, Pyrifluquinazon, Afidopyropen, Clofentezine, Diflovidazin, Hexythiazox, Etoxazole, Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. tenebrionis; Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1; Bacillus sphaericus, Diafenthiuron; Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap,Cartap Hydrochloride hydrochloride, Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozide, Halofenozide, Methoxyfenozide zide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone, Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidione, Aluminum phosphide (Al-phosphide), calcium phosphide (Ca-phosphide), phosphine (Phosphine), zinc phosphide (Zn-phosphide), calcium cyanide (Ca-cyanide), sodium cyanide (Na-cyanide), potassium cyanide (K-cyanide),Cyenopyrafen, Cyflumetofen; Pyflubumide, Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tetraniliprole, Flonicamid (Flonicamid), Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Lime Sulfur The pest control composition according to [7], which is at least one selected from the group consisting of sulfur, mancozeb, pyridalyl, sulfur, acynonapyr, benzpyrimoxan, flometoquin, fluhexafon, oxazosulfyl, and tyclopyrazoflor.
[0015]
[10] The pest control composition according to [7], wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole, and fluxametamide.
[0016]
[11] The pesticide composition according to [7], wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV). [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) [ka] [ka]
[0017]
[12] The pest control composition according to any one of [7] to
[11] , wherein the pest is an insect or a mite.
[0018]
[13] Formula (I) [ka] (In formula (I), R1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group, R 2 is a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group, R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group; X is a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a formyl group, a substituted or unsubstituted C1-6 alkylcarbonyl group, a substituted or unsubstituted C1-6 alkoxycarbonyl group, a mercapto group, a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, a substituted or unsubstituted C1-6 alkylsulfonyl group, a substituted or unsubstituted C3-8 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, a substituted or unsubstituted 5- to 6-membered heteroaryl group, a substituted or unsubstituted amino group, a halogeno group, a cyano group, or a nitro group; n represents the number of chemically acceptable X's and is an integer of 0 to 4. When n is 2 or more, X's may be the same or different. This pest control agent set is a set of pesticides which is prepared by combining a composition containing an insecticidal or acaricidal active ingredient without mixing it.
[0019]
[14] The pest control set according to
[13] , wherein the insecticidal or acaricidal active ingredient is an active ingredient of an insecticidal or acaricidal agent having a mechanism of action classified by the IRAC code.
[0020]
[15] The insecticidal or acaricidal active ingredient is Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb methacarb, XMC, Xylylcarb, Acephate, Azamethiphos, Azinphos-ethyl, Azinphos-methyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, DichlorvosDDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl)salicylatesalicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl ion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion thion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Chlordane, Endosulfan, Ethiprole, Fipronil, Flufiprole, Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl-isomerS-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans-isomers] ), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer] ), Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers]), Tralomethrin, Transfluthrin, κ-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, ε-Metofluthrin, Momfluorothrin, ε-Momfluorothrin n), kappa-Tefluthrin, Tetramethylfluthrin, Bioethanomethrin, DDT, Methoxychlor, Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiame Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dichloromezotiaz, Flupyrimin, Spinetoram, Spinosad, Abamectin, Emamectin-benzoate, Lepimectin (Lepimectin), Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin, Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Methyl Bromidebromide, alkyl halides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, Dazomet, Metam, Pymetrozine, Pyrifluquinazon, Afidopyropen, Clofentezine, Diflovidazin, Hexythiazox, Etoxazole, Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. tenebrionis; Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaericus, Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite, Tetradifon, Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid, Bensultap, Cartap Hydrochloridehydrochloride, Thiocyclam, Thiosultap-sodium, Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Buprofezin, Cyromazine, Chromafenozide, Halofenozide, Methoxyfenozide zide, Tebufenozide, Amitraz, Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate, Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen en), Tebufenpyrad, Tolfenpyrad, Rotenone, Indoxacarb, Metaflumizone, Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidione, Aluminum phosphide(Al-phosphide), calcium phosphide, phosphine, zinc phosphide, calcium cyanide, sodium cyanide, potassium cyanide, cyenopyrafen, cyflumetofen, pyflubumide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, flubendiamide, cyhalodiamide, tetracycline Tetrachlorantraniliprole, Tetraniliprole, Flonicamid, Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Fluralaner, Lotilaner, Sarolaner, Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Lime Sulfur The pest control agent set according to
[13] , wherein the pest control agent is at least one selected from the group consisting of sulfur, mancozeb, pyridalyl, sulfur, acynonapyr, benzpyrimoxan, flometoquin, fluhexafon, oxazosulfyl, and tyclopyrazoflor.
[0021]
[16] The pest control agent set according to
[13] , wherein the insecticidal or acaricidal active ingredient is at least one selected from the group consisting of acephate, carbofuran, fipronil, acetamiprid, spinetoram, abamectin, pymetrozine, flonicamid, cartap hydrochloride, chlorfenapyr, teflubenzuron, tebufenozide, tolfenpyrad, metaflumizone, cyantraniliprole, and fluxametamide.
[0022]
[17] The pest control agent set according to
[13] , wherein the compound represented by formula (I) is a compound represented by formula (II), formula (III) or formula (IV). [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) [ka] [ka]
[0023]
[18] The pest control agent set according to any one of
[13] to
[17] , further comprising at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing vessel, gloves, a mask, and protective goggles.
[0024]
[19] The pesticide composition according to any one of [7] to
[12] above, This pest control agent set is made up of at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask and protective goggles.
[0025]
[20] The pest control agent set according to any one of
[13] to
[19] , wherein the pest is an insect or a mite.
[21] The method for controlling pests according to [1], further comprising applying the pesticide to an object together with an active ingredient of a fungicide.
[22] The control method according to
[21] , wherein the active ingredient of the fungicide is an active ingredient of a fungicide having a mechanism of action classified by the FRAC code.
[23] The active ingredient of the fungicide is Benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace, bupirimate, dimethirimol, ethirimol, hymexazol, octhilinone, oxolinic acid acid), benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, fluopicolide, diflumetorim, tolfenpyrad, benodanil, flutolanil, mepronil, isoflavone, isofetamide, fluopyram, fenfuram, furmecyclox, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen,Isoflucypram, inpyrfluxam, azoxystrobin, coumoxystrobin, coumethoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin ), phenaminestrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, metyltetraprole, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, fentin acetate acetate), fentin chloride, fentin hydroxide, silthiofam, ametoctradin, andoprim, cyprodinil, mepanipyrim, pyrimethanil, blasticidin-S,Kasugamycin, kasugamycin hydrochloride, streptomycin, oxytetracycline, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, vinclozolin, edifenphos, iprobenfos, pyrazophos, isopro Isoprothiolane, biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-fosetylate, prothiocarb, bacillus Bacillus subtilis, Bacillus subtilis strain QST713, Bacillus subtilis strain FZB24, Bacillus subtilis strain MBI600, Bacillus subtilis strain D747, Bacillus amyloliquefaciens, Melaleuca alternifolia (tea tree) extract, Triforine,pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumarate fumarate, pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriaphos Flutriafol, fluconazole, fluconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole,Voriconazole, mefentrifluconazole, aldimorph, dodemorph, dodemorph acetate acetate), fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, validamycin, polyoxins, polyoxorim, dimethomorph, flumorph, pyrimorph, benthiavalicarb-isopropyl opyl, iprovalicarb, valifenalate, mandipropamid, fthalide, pyroquilon, tricyclazole, carpropamid, diclocymet, fenoxanil, tolprocarb, acibenzolar-S-methyl, probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, reynoutria knotweed extract sachalinensis extract), cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide,flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriophenone, dodine, dodine free base, flutianil, copper (copper salt), Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur products, calcium polysulfide polysulfide, ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine albesilate trialbesilate, anilazine, dithianon, quinomethionate, fluoroimide, fluorofolpet, guazatine acetate, bis(8-quinolinolato) copper(II), propamidine,Chloropicrin, cyprofuram, Agrobacterium, bethoxazin, diphenylamine, methylisothiocyanate (MITC), mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl isopropyl, oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyrium Coniothyrium minitans, Pseudomonas fluorescens, Pseudomonas rhodesiae, Talaromyces flavus,Trichoderma atroviride, non-pathogenic Erwinia carotovora subsp. carotovora, Bacillus simplex s simplex, variovorax paradoxus, lactobacillus plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridaclomethyl, and ipflufenoquin. The control method according to
[21] , wherein the active ingredient is at least one selected from the group consisting of: Effect of the Invention
[0026] According to the control method of the present invention, it is possible to control pests such as insects and mites more safely with a smaller amount of drug. The pest control agent composition and pest control set of the present invention can be suitably used in the pest control method, particularly in the control method of the present invention. The pest control agent composition of the present invention can be suitably used particularly for agricultural and horticultural insecticide and acaricide. The pest control composition of the present invention contains a compound represented by formula (I) or a salt thereof (hereinafter referred to as "compound A") and an insecticidal or acaricidal active ingredient (hereinafter referred to as "compound B") in a ratio suitable for the subject of application, and therefore can eliminate the need to measure and mix compound A and compound B. The pest control composition of the present invention can be stored or transported in a bag, bottle, box, can, or the like depending on the formulation. Furthermore, the pest control agent set of the present invention contains all the chemical compositions necessary for application in one package, eliminating the need to obtain the chemicals individually, and is also convenient in terms of storage, transportation, and the like. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0027] The method for controlling pests of the present invention comprises applying compound A together with compound B to a target object.
[0028] [Compound A] Compound A is a compound represented by formula (I) (hereinafter, may be referred to as compound (I)) or a salt thereof. [ka] In formula (I), R 1 is a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or a substituted or unsubstituted C1-6 alkylsulfonyl group, R 2 is a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group, R is a C1-6 haloalkyl group or a C2-6 haloalkenyl group; X is a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a formyl group, a substituted or unsubstituted C1-6 alkylcarbonyl group, a substituted or unsubstituted C1-6 alkoxycarbonyl group, a mercapto group, a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, a substituted or unsubstituted C1-6 alkylsulfonyl group, a substituted or unsubstituted C3-8 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, a substituted or unsubstituted 5- to 6-membered heteroaryl group, a substituted or unsubstituted amino group, a halogeno group, a cyano group, or a nitro group; n represents the number of chemically permissible X's and is an integer of 0 to 4. When n is 2 or more, X's may be the same or different.
[0029] In the present invention, the term "unsubstituted" means that only the group serving as the mother nucleus is present. When there is no description of "substituted" and only the name of the group serving as the mother nucleus is described, it means "unsubstituted" unless otherwise specified. On the other hand, the term "substituted" means that any hydrogen atom of the core group is replaced with a group (substituent) having the same or different structure as the core group. Thus, a "substituent" is another group bonded to the core group. The number of substituents may be one or more. The two or more substituents may be the same or different. Terms such as "C1-6" indicate that the number of carbon atoms in the parent group is 1 to 6. This number of carbon atoms does not include the number of carbon atoms in the substituent. For example, a butyl group having an ethoxy group as a substituent is classified as a C2 alkoxy C4 alkyl group.
[0030] The "substituent" is not particularly limited as long as it is chemically permissible and has the effect of the present invention. Examples of groups that can be the "substituent" are shown below. C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; C2-6 alkenyl groups such as vinyl group, 1-propenyl group, 2-propenyl group (allyl group), 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group, and 2-methyl-2-propenyl group; C2-6 alkynyl groups, such as an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, or a 1-methyl-2-propynyl group;
[0031] C3-8 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cubanyl; C6-10 aryl groups such as phenyl and naphthyl groups; C6-10 aryl C1-6 alkyl groups such as benzyl and phenethyl groups; 3- to 6-membered heterocyclyl groups; 3-6 membered heterocyclyl C1-6 alkyl group;
[0032] Hydroxyl; C1-6 alkoxy groups, such as a methoxy group, an ethoxy group, an n-propoxy group, an i-propoxy group, an n-butoxy group, an s-butoxy group, an i-butoxy group, or a t-butoxy group; C2-6 alkenyloxy groups such as a vinyloxy group, an allyloxy group, a propenyloxy group, or a butenyloxy group; C2-6 alkynyloxy groups such as ethynyloxy groups and propargyloxy groups; C6-10 aryloxy groups such as phenoxy and naphthoxy groups; C6-10 aryl C1-6 alkoxy groups such as benzyloxy groups and phenethyloxy groups; 5- to 6-membered heteroaryloxy groups such as thiazolyloxy groups and pyridyloxy groups; 5-6-membered heteroaryl C1-6 alkyloxy groups such as thiazolylmethyloxy groups and pyridylmethyloxy groups;
[0033] Formyl group; C1-6 alkylcarbonyl groups such as acetyl and propionyl groups; Formyloxy group; C1-6 alkylcarbonyloxy groups such as acetyloxy and propionyloxy; C6-10 arylcarbonyl groups such as benzoyl groups; C1-6 alkoxycarbonyl groups, such as a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, an i-propoxycarbonyl group, an n-butoxycarbonyl group, or a t-butoxycarbonyl group; C1-6 alkoxycarbonyloxy groups, such as a methoxycarbonyloxy group, an ethoxycarbonyloxy group, an n-propoxycarbonyloxy group, an i-propoxycarbonyloxy group, an n-butoxycarbonyloxy group, or a t-butoxycarbonyloxy group; Carboxy group;
[0034] halogeno groups such as fluoro, chloro, bromo, and iodo groups; C1-6 haloalkyl groups such as a chloromethyl group, a chloroethyl group, a trifluoromethyl group, a 1,2-dichloro-n-propyl group, a 1-fluoro-n-butyl group, and a perfluoro-n-pentyl group; C2-6 haloalkenyl groups, such as a 2-chloro-1-propenyl group and a 2-fluoro-1-butenyl group; C2-6 haloalkynyl groups such as a 4,4-dichloro-1-butynyl group, a 4-fluoro-1-pentynyl group, or a 5-bromo-2-pentynyl group; C1-6 haloalkoxy groups such as a trifluoromethoxy group, a 2-chloro-n-propoxy group, or a 2,3-dichlorobutoxy group; C2-6 haloalkenyloxy groups, such as a 2-chloropropenyloxy group or a 3-bromobutenyloxy group; C1-6 haloalkylcarbonyl groups such as a chloroacetyl group, a trifluoroacetyl group, or a trichloroacetyl group;
[0035] Amino group; C1-6 alkyl-substituted amino groups such as methylamino, dimethylamino, and diethylamino groups; C6-10 arylamino groups such as anilino group and naphthylamino group; C6-10 aryl C1-6 alkylamino groups such as benzylamino groups and phenethylamino groups; Formylamino group; C1-6 alkylcarbonylamino groups, such as an acetylamino group, a propanoylamino group, a butyrylamino group, or an i-propylcarbonylamino group; C1-6 alkoxycarbonylamino groups, such as a methoxycarbonylamino group, an ethoxycarbonylamino group, an n-propoxycarbonylamino group, or an i-propoxycarbonylamino group; unsubstituted or substituted aminocarbonyl groups, such as an aminocarbonyl group, a dimethylaminocarbonyl group, a phenylaminocarbonyl group, an N-phenyl-N-methylaminocarbonyl group, or a 2,2,2-trifluoroethylaminocarbonyl group; imino C1-6 alkyl group such as an iminomethyl group, a (1-imino)ethyl group, or a (1-imino)-n-propyl group; substituted or unsubstituted N-hydroxyimino C1-6 alkyl groups such as an N-hydroxy-iminomethyl group, a (1-(N-hydroxy)-imino)ethyl group, a (1-(N-hydroxy)-imino)propyl group, an N-methoxy-iminomethyl group, or a (1-(N-methoxy)-imino)ethyl group; Aminocarbonyloxy group; C1-6 alkyl-substituted aminocarbonyloxy groups such as an ethylaminocarbonyloxy group and a dimethylaminocarbonyloxy group;
[0036] Mercapto group; C1-6 alkylthio groups, such as a methylthio group, an ethylthio group, an n-propylthio group, an i-propylthio group, an n-butylthio group, an i-butylthio group, an s-butylthio group, or a t-butylthio group; C1-6 haloalkylthio groups, such as a trifluoromethylthio group and a 2,2,2-trifluoroethylthio group; C6-10 arylthio groups, such as a phenylthio group and a naphthylthio group; 5- to 6-membered heteroarylthio groups, such as thiazolylthio groups and pyridylthio groups;
[0037] C1-6 alkylsulfinyl groups such as a methylsulfinyl group, an ethylsulfinyl group, or a t-butylsulfinyl group; C1-6 haloalkylsulfinyl groups such as a trifluoromethylsulfinyl group or a 2,2,2-trifluoroethylsulfinyl group; C6-10 arylsulfinyl groups, such as phenylsulfinyl groups; 5- to 6-membered heteroarylsulfinyl groups such as thiazolylsulfinyl groups and pyridylsulfinyl groups;
[0038] C1-6 alkylsulfonyl groups such as a methylsulfonyl group, an ethylsulfonyl group, or a t-butylsulfonyl group; C1-6 haloalkylsulfonyl groups such as a trifluoromethylsulfonyl group or a 2,2,2-trifluoroethylsulfonyl group; C6-10 arylsulfonyl groups, such as phenylsulfonyl groups; 5- to 6-membered heteroarylsulfonyl groups, such as thiazolylsulfonyl groups and pyridylsulfonyl groups; C1-6 alkylsulfonyloxy groups, such as a methylsulfonyloxy group, an ethylsulfonyloxy group, or a t-butylsulfonyloxy group; C1-6 haloalkylsulfonyloxy groups such as a trifluoromethylsulfonyloxy group or a 2,2,2-trifluoroethylsulfonyloxy group;
[0039] Tri-C1-6 alkyl-substituted silyl groups, such as trimethylsilyl group, triethylsilyl group, and t-butyldimethylsilyl group; Tri-C6-10 aryl-substituted silyl groups, such as triphenylsilyl groups; Cyano group;Nitro group;
[0040] In addition, any hydrogen atom in these "substituents" may be substituted with a group of a different structure. In this case, examples of the "substituent" include a C1-6 alkyl group, a C1-6 haloalkyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a halogeno group, a cyano group, and a nitro group.
[0041] The above-mentioned "3- to 6-membered heterocyclyl group" includes 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as ring-constituting atoms. The heterocyclyl group may be either a monocyclic or polycyclic ring. As for the polycyclic heterocyclyl group, as long as at least one ring is a heterocyclic ring, the remaining rings may be either a saturated alicyclic ring, an unsaturated alicyclic ring, or an aromatic ring. Examples of the "3- to 6-membered heterocyclyl group" include a 3- to 6-membered saturated heterocyclyl group, a 5- to 6-membered heteroaryl group, and a 5- to 6-membered partially unsaturated heterocyclyl group.
[0042] Examples of the 3- to 6-membered saturated heterocyclyl group include an aziridinyl group, an epoxy group, a pyrrolidinyl group, a tetrahydrofuranyl group, a thiazolidinyl group, a piperidyl group, a piperazinyl group, a morpholinyl group, a dioxolanyl group, and a dioxanyl group.
[0043] Examples of the 5-membered heteroaryl group include a pyrrolyl group, a furyl group, a thienyl group, an imidazolyl group, a pyrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a triazolyl group, an oxadiazolyl group, a thiadiazolyl group, and a tetrazolyl group. Examples of the 6-membered heteroaryl group include a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, and a triazinyl group.
[0044] (R 1 ) R 1 Examples of the "C1-6 alkylthio group" in the above formula include a methylthio group, an ethylthio group, an n-propylthio group, an i-propylthio group, an n-butylthio group, an i-butylthio group, an s-butylthio group, and a t-butylthio group.
[0045] R 1 Examples of the "C1-6 alkylsulfinyl group" in the above formula include a methylsulfinyl group, an ethylsulfinyl group, and a t-butylsulfinyl group.
[0046] R 1 Examples of the "C1-6 alkylsulfonyl group" in the above formula include a methylsulfonyl group, an ethylsulfonyl group, and a t-butylsulfonyl group.
[0047] R 1 Preferred examples of the substituent on the "C1-6 alkylthio group", "C1-6 alkylsulfinyl group" and "C1-6 alkylsulfonyl group" in the above formula include halogeno groups such as a fluoro group, a chloro group, a bromo group and an iodo group.
[0048] (R2 ) R 2 The "C1-6 alkyl group" in the above formula may be a straight chain or a branched chain. Examples of the "C1-6 alkyl group" include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an i-propyl group, an i-butyl group, an s-butyl group, an t-butyl group, an i-pentyl group, a neopentyl group, a 2-methylbutyl group, and an i-hexyl group.
[0049] R 2 Preferable examples of the substituent on the "C1-6 alkyl group" in the above formula include halogeno groups such as a fluoro group, a chloro group, a bromo group and an iodo group.
[0050] Specific examples of the "substituted C1-6 alkyl group" include: Fluoromethyl group, chloromethyl group, bromomethyl group, difluoromethyl group, dichloromethyl group, dibromomethyl group, trifluoromethyl group, trichloromethyl group, tribromomethyl group, 1-chloroethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2,2-trichloroethyl group, pentafluoroethyl group, 3,3,3-trifluoropropyl group, 2,2,3,3,3- Examples of the haloalkyl groups include C1-6 haloalkyl groups such as a pentafluoropropyl group, a 4-fluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group, a 4-chlorobutyl group, a 2,2,2-trifluoro-1-trifluoromethylethyl group, a 1,1,1,3,3,3-hexafluoropropan-2-yl group, a perfluoropropan-2-yl group, a perfluorohexyl group, a perchlorohexyl group, and a 2,4,6-trichlorohexyl group.
[0051] (R) The "C1-6 haloalkyl group" in R is a C1-6 alkyl group substituted by a halogeno group such as a fluoro group, a chloro group, a bromo group, or an iodo group, and examples thereof include a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a 2,2,2-trifluoroethyl group, a pentafluoroethyl group, a 3,3,3-trifluoropropyl group, a 2,2,3,3,3-pentafluoropropyl group, a 1-chloro-2,2,3,3,3-pentafluoropropyl group, a 1,2,2,3,3,3-hexafluoropropyl group, a perfluoropropyl group, a 2,2,2-trifluoro-1-trifluoromethylethyl group, a perfluoroisopropyl group, a 4-fluorobutyl group, a 1,4,4,4-tetrafluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group, and a 1,2,2,3,3,4,4,4-octafluorobutyl group. , a perfluorobutyl group, a 3,3,3-trifluoro-2-trifluoromethylpropyl group, a 1-chloro-2,3,3,3-tetrafluoro-2-trifluoromethylpropyl group, a 1,2,3,3,3-pentafluoro-2-trifluoromethylpropyl group, a 2,2,3,3,4,4,5,5,5-nonafluoropentyl group, a 1-chloro-2,2,3,3,4,4,5,5,5-nonafluoropentyl group, a 1,2,2,3,3,4,4,5,5,5-decafluoropentyl group, a perfluoropentyl group, a perfluorohexyl group, a chloromethyl group, a bromomethyl group, a dichloromethyl group, a dibromomethyl group, a trichloromethyl group, a tribromomethyl group, a 1-chloroethyl group, a 2,2,2-trichloroethyl group, a 4-chlorobutyl group, a perchlorohexyl group, and a 2,4,6-trichlorohexyl group.
[0052] The "C2-6 haloalkenyl group" in R is a C2-6 alkenyl group substituted by a halogeno group such as a fluoro group, a chloro group, a bromo group, or an iodo group, and examples thereof include a 2-fluoro-2-bromovinyl group, a 2,2-dichlorovinyl group, a 2-chloro-2-iodovinyl group, a 2-chloro-1-propenyl group, a 2,3,3,3-tetrafluoro-1-propenyl group, a 3,3,3-trifluoro-1-propenyl group, a 2-chloro-3,3,3-trifluoro-1-propenyl group, a 2-bromo-3,3,3-trifluoro-1-propenyl group, a 3,3,3-trifluoro-2-trifluoromethyl-1-propenyl group, and the like. and C2-6 haloalkenyl groups such as a 2-fluoro-1-butenyl group, a 3,3,4,4,4-pentafluoro-1-butenyl group, a 2,3,3,4,4,4-hexafluoro-1-butenyl group, a 2-chloro-3,3,4,4,4-pentafluoro-1-butenyl group, a 3,3,4,4,5,5,5-heptafluoro-1-pentenyl group, a 2-chloro-3,3,4,4,5,5,5-heptafluoro-1-pentenyl group, a 2,3,3,4,4,5,5,5-octafluoro-1-pentenyl group, and a 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexenyl group.
[0053] (X) The "substituted or unsubstituted C1-6 alkyl group" in X is R 2 Examples of the specific examples of the above-mentioned compounds are the same as those specifically exemplified in the above.
[0054] The "substituted or unsubstituted C1-6 alkylthio group", "substituted or unsubstituted C1-6 alkylsulfinyl group" and "substituted or unsubstituted C1-6 alkylsulfonyl group" in X are R 1 Examples of the specific examples of the above-mentioned compounds are the same as those specifically exemplified in the above.
[0055] Examples of the "C2-6 alkenyl group" for X include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-methyl-2-propenyl group, a 2-methyl-2-propenyl group, a 1-pentenyl group, a 2-pentenyl group, a 3-pentenyl group, a 4-pentenyl group, a 1-methyl-2-butenyl group, a 2-methyl-2-butenyl group, a 1-hexenyl group, a 2-hexenyl group, a 3-hexenyl group, a 4-hexenyl group, and a 5-hexenyl group.
[0056] Examples of the "C2-6 alkynyl group" for X include an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, a 1-methyl-2-propynyl group, a 2-methyl-3-butynyl group, a 1-pentynyl group, a 2-pentynyl group, a 3-pentynyl group, a 4-pentynyl group, a 1-methyl-2-butynyl group, a 2-methyl-3-pentynyl group, a 1-hexynyl group, and a 1,1-dimethyl-2-butynyl group.
[0057] Examples of the "C1-6 alkoxy group" for X include a methoxy group, an ethoxy group, an n-propoxy group, an i-propoxy group, an n-butoxy group, an s-butoxy group, an i-butoxy group, and a t-butoxy group.
[0058] Examples of the "C1-6 alkylcarbonyl group" in X include an acetyl group and a propionyl group.
[0059] Examples of the "C1-6 alkoxycarbonyl group" in X include a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, an i-propoxycarbonyl group, and a t-butoxycarbonyl group.
[0060] Preferred examples of the substituent on the "C2-6 alkenyl group", "C2-6 alkynyl group", "C1-6 alkoxy group", "C1-6 alkylcarbonyl group" and "C1-6 alkoxycarbonyl group" in X include halogeno groups such as a fluoro group, a chloro group, a bromo group and an iodo group; and a cyano group.
[0061] Examples of the "C3-8 cycloalkyl group" for X include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.
[0062] The "C6-10 aryl group" in X is a group formed by removing one hydrogen atom from a ring of a monocyclic or polycyclic aromatic hydrocarbon. Examples of the "C6-10 aryl group" include a phenyl group and a naphthyl group.
[0063] The "5- to 6-membered heteroaryl group" for X is a 5- to 6-membered aryl group having an oxygen atom, a nitrogen atom or a sulfur atom as a heteroatom, and examples thereof include 5-membered heteroaryl groups such as a pyrrolyl group, a furyl group, a thienyl group, an imidazolyl group, a pyrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, a triazolyl group, an oxadiazolyl group, a thiadiazolyl group, and a tetrazolyl group; and 6-membered heteroaryl groups such as a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, and a triazinyl group.
[0064] Preferable examples of the substituent on the "C3-8 cycloalkyl group", "C6-10 aryl group" and "5- or 6-membered heteroaryl group" of X include halogeno groups such as a fluoro group, a chloro group, a bromo group, and an iodo group; C1-6 haloalkyl groups such as a trifluoromethyl group, a 2,2,2-trifluoroethyl group, and a perfluoroethyl group; and a cyano group.
[0065] The "substituted or unsubstituted amino group" in X is "-NR a R b " In the formula, R a and R bare each independently a hydrogen atom, a C1-6 alkyl group, a C3-8 cycloalkyl group, a formyl group, a C1-6 alkylcarbonyl group, or a C3-8 cycloalkylcarbonyl group.
[0066] R a and R b The "C1-6 alkyl group" in 2 Examples of the specific examples of the above-mentioned compounds are the same as those specifically exemplified in the above.
[0067] R a and R b Examples of the "C1-6 alkylcarbonyl group" and "C3-8 cycloalkyl group" in the above formula (I) include the same groups as those specifically exemplified for X.
[0068] R a and R b Examples of the "C3-8 cycloalkylcarbonyl group" in the above formula include a cyclopropylcarbonyl group, a cyclobutylcarbonyl group, and a cyclopentylcarbonyl group.
[0069] The "halogeno group" for X includes a fluoro group, a chloro group, a bromo group, an iodo group and the like.
[0070] Compound A is preferably a compound represented by formula (II), formula (III) or formula (IV).
[0071] [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.)
[0072] [ka]
[0073] [ka]
[0074] [Salt of Compound A] The salt of compound (I) is not particularly limited as long as it is an agriculturally and horticulturally acceptable salt. For example, it can include salts of inorganic acids such as hydrochloric acid and sulfuric acid; salts of organic acids such as acetic acid and lactic acid; salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium and magnesium; salts of transition metals such as iron and copper; salts of organic bases such as triethylamine, tributylamine, pyridine, and hydrazine; and ammonium salts.
[0075] [Manufacturing method] Compound A can be produced based on known production methods, for example, the method described in WO2017 / 104741. It can also be produced based on the methods described in WO2020 / 071304 and WO2020 / 090585. The salt of compound A can be obtained from compound A by a known method.
[0076] [Compound B] Compound B is an insecticidal or acaricidal active ingredient, preferably an insecticidal or acaricidal active ingredient having a mechanism of action classified by the IRAC code. Insecticides or acaricides with mechanisms of action classified by IRAC code include: (1A) acetylcholinesterase (AChE) inhibitors (carbamate type), (1B) acetylcholinesterase (AChE) inhibitors (organophosphate type), (2) GABAergic chloride channel blockers, (3A) sodium channel modulators (pyrethroid type), (3B) sodium channel modulators (DDTs), (4) nicotinic acetylcholine receptor (nAChR) competitive modulators, (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators, and (6) glutamatergic chloride channel (GluCl). allosteric modulators, (7) juvenile hormone mimetics, (8) other non-specific (multi-site) inhibitors, (9) chordotonal organ TRPV channel modulators, (10) mite growth inhibitors, (11) microbial-derived insect midgut membrane disruptors, (12) mitochondrial ATP synthase inhibitors, (13) oxidative phosphorylation uncouplers that disrupt the proton gradient, (14) nicotinic acetylcholine receptor (nAChR) channel blockers, (15) chitin biosynthesis inhibitors, type 0, (16) chitin biosynthesis inhibitors, type 1, (17) molting inhibitors agents, (18) ecdysone receptor agonists, (19) octopamine receptor agonists, (20) mitochondrial electron transport complex III inhibitors, (21) mitochondrial electron transport complex I inhibitors (METI), (22) voltage-dependent sodium channel blockers, (23) acetyl-CoA carboxylase inhibitors, (24) mitochondrial electron transport complex IV inhibitors, (25) mitochondrial electron transport complex III inhibitors, (28) ryanodine receptor modulators, (29) chordotonal organ modulators with undefined target site, (30) GABA-gated chloride ion (chloride ion) channel allosteric modulators, and (UN) agents with an unknown or unclear mechanism of action.
[0077] Specific examples of the above compound B are shown below. (1A) Acetylcholinesterase (AChE) inhibitors (carbamate type) Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC, Xylylcarb. (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorus) Acephate, Azamethiphos, Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl)salicylatesalicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Hoki Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion. (2) GABAergic chloride channel blockers Chlordane, Endosulfan, Ethiprole, Fipronil, Flufiprole. (3A) Sodium channel modulators (pyrethroids) Acrinathrin, Allethrin, d-cis-trans-Allethrin, d-trans-Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl-isomer S-cyclopentenyl-isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, β-Cyfluthrin, Cyhalothrin, λ-Cyhalothrin, γ-Cyhalothrin, Cypermethrin, α-Cypermethrin, β-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(1R)-trans isomer] [(1R)-trans-isomers]), Deltamethrin, Empenthrin [(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(1R)-trans-isomer]), Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)-isomers] ), Tralomethrin, Transfluthrin, κ-Bifenthrin, Chloroprallethrin, Heptafluthrin, Meperfluthrin, ε-Metofluthrin, Momfluorothrin, ε-Momfluorothrin, κ-Tefluthrin, Tetramethylfluthrin, Bioethanomethrin. (3B) Sodium channel modulators (DDTs) DDT, Methoxychlor. (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Dichloromezotiaz, Flupyrimin. (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators Spinetoram, Spinosad. (6) GluCl-gated chloride channel (GluCl) allosteric modulators Abamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin. (7) Juvenile hormone analogues Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen. (8) Other non-specific (multi-site) inhibitors Methyl bromide, alkyl halides, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, Dazomet, Metam. (9) Chordotonal organ TRPV channel modulators Pymetrozine, Pyrifluquinazon, Afidopyropen. (10) Mite growth inhibitors Clofentezine, Diflovidazin, Hexythiazox, Etoxazole. (11) Microbial-derived insect midgut membrane disrupting agents Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. Tenebrionis, Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1, Bacillus sphaericus. (12) Mitochondrial ATP synthase inhibitors Diafenthiuron, Azocyclotin, Cyhexatin, Fenbutatin-oxide, Propargite; Tetradifon. (13) Oxidative phosphorylation uncouplers that disrupt the proton gradient Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfluramid. (14) Nicotinic acetylcholine receptor (nAChR) channel blockers Bensultap, Cartap hydrochloride, Thiocyclam, Thiosultap-sodium. (15) Chitin biosynthesis inhibitor, type 0 Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron. (16) Chitin biosynthesis inhibitor, type 1 Buprofezin. (17) Molting inhibitor Cyromazine. (18) Ecdysone receptor agonists Chromafenozide, Halofenozide, Methoxyfenozide, Tebufenozide. (19) Octopamine receptor agonists Amitraz. (20) Mitochondrial electron transport complex III inhibitors Hydramethylnon, Acequinocyl, Fluacrypyrim, Bifenazate. (21) Mitochondrial electron transport complex I inhibitors (METI) Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone. (22) Voltage-dependent sodium channel blockers Indoxacarb, Metaflumizone. (23) Acetyl-CoA carboxylase inhibitors Spirodiclofen, Spiromesifen, Spirotetramat, Spiropidione. (24) Mitochondrial electron transport chain complex IV inhibitors Aluminum phosphide (Al-phosphide), calcium phosphide (Ca-phosphide), phosphine, zinc phosphide (Zn-phosphide); calcium cyanide (Ca-cyanide), sodium cyanide (Na-cyanide), potassium cyanide (K-cyanide). (25) Mitochondrial electron transport complex II inhibitors Cyenopyrafen, Cyflumetofen; Pyflubumide. (28) Ryanodine receptor modulators Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tetraniliprole. (29) Chord tone organ modulator target region unspecified Flonicamid. (30) GABA-gated chloride channel allosteric modulators Broflanilide, Fluxametamide, Isocycloseram; Afoxolaner, Fluralaner, Lotilaner, Sarolaner, (UN) Azadirachtin, Benzoximate, Bromopropylate, Chinomethionat, Dicofol, Lime Sulfur sulfur, Mancozeb, Pyridalyl, Sulfur, Acynonapyr, Benzpyrimoxan, Flometoquin, Fluhexafon, Oxazosulfyl, Tyclopyrazoflor.
[0078] Preferably, compound B is Acephate, Carbofuran, Fipronil, Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Flonicamid, Cartap hydrochloride, Chlorfenapyr, Teflubenzuron, Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole or Fluxametamide.
[0079] [Combination of Compound A and Compound B] The mass ratio of compound A to compound B (compound A / compound B) used in the method of the present invention is not particularly limited, but is preferably 200 / 1 to 1 / 200, more preferably 100 / 1 to 1 / 100, further preferably 50 / 1 to 1 / 50, and particularly preferably 10 / 1 to 1 / 10. In particular, it is preferable to apply them at a mass ratio that exhibits a synergistic effect. The synergistic effect can be confirmed by the Colby method described below.
[0080] Table 1 shows examples of specific combinations of compound A and compound B and examples of preferred mass ratios. In Table 1, compound (I) is the three compounds represented by formulas (II) to (IV) included in the following formula (I).
[0081] [ka]
[0082] [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) [ka]
[0083] [ka]
[0084] [Table 1] TIFF0007610583000022.tif247170TIFF0007610583000023.tif247170TIFF0007610583000024.tif247170TIFF00076105830 00025.tif247170TIFF0007610583000026.tif248170TIFF0007610583000027.tif248170TIFF0007610583000028.tif166170
[0085] In the method of the present invention, compound A may be applied first and then compound B may be applied, or compound B may be applied first and then compound A may be applied, or compound A and compound B may be applied simultaneously, or compound A and compound B may be mixed and then applied.
[0086] In the method of the present invention, an active ingredient (hereinafter referred to as "compound C") contained in other drugs such as fungicides, plant growth regulators, synergists, fertilizers, soil conditioners, and animal feeds, which will be described later, may be applied together with compound A and compound B. The order of application is not particularly limited, and for example, compound A, compound B, and compound C may be applied in this order; compound A, compound C, and compound B; compound C, compound A, and compound B; compound C, compound B, and compound A; compound B, compound C, and compound A; compound B, compound A, and compound C; or compound A, compound B, and compound C may be applied simultaneously.
[0087] Compound A may be applied in the form of Compound A bulk, but is preferably applied in the form of a composition containing Compound A (pharmaceutical composition A). Compound B may be applied in the form of Compound B bulk, but is preferably applied in the form of a composition containing Compound B (pharmaceutical composition B). Compound C may be applied in the form of Compound C bulk, or in the form of a composition containing Compound C (pharmaceutical composition C).
[0088] 〔formulation〕 Each of the drug composition A, drug composition B and drug composition C may be formulated in a known form. By formulation, it can be made into a form that a general agricultural chemical or veterinary drug can take, such as a wettable powder, granule, powder, tablet, emulsion, water-soluble agent, suspension, water-dispersible granule, flowable, microcapsule, aerosol, propellant, spray, fog, heat-transpiring agent, fumigation agent, bait agent, etc. Also, it may be a substrate such as a porous ceramic plate, nonwoven fabric, paper, etc. impregnated with compound A, compound B and / or compound C.
[0089] The amount of compound A contained in drug composition A, the amount of compound B contained in drug composition B, and the amount of compound C contained in drug composition C are not particularly limited, but are usually 0.1 to 80% by mass relative to drug composition A, drug composition B, and drug composition C, respectively. The content of compound A, the content of compound B and the content of compound C in the drug composition A, the drug composition B and the drug composition C having the dosage form such as an emulsion, a liquid, a wettable powder (e.g., a wettable powder), an aqueous suspension formulation or a microemulsion are preferably 1 to 80 mass%, more preferably 10 to 50 mass%, based on the drug composition A, the drug composition B and the drug composition C, respectively. The content of compound A, the content of compound B and the content of compound C in the drug composition A, the drug composition B and the drug composition C having the dosage form such as an oil, a powder, etc. are preferably 0.1 to 50 mass%, more preferably 0.1 to 20 mass%, based on the drug composition A, the drug composition B and the drug composition C, respectively. The content of compound A, the content of compound B and the content of compound C in the drug composition A, the drug composition B and the drug composition C having the dosage form such as a granule, a tablet, a jumbo formulation, etc. are preferably 0.5 to 50 mass%, more preferably 0.5 to 10 mass%, based on the drug composition A, the drug composition B and the drug composition C, respectively.
[0090] Drug composition A, drug composition B and drug composition C may contain, in addition to compound A, compound B and compound C, a liquid medium, a base material, an additive and / or a carrier, as described below.
[0091] When compound A and compound B (and compound C, if necessary) are applied simultaneously, it is preferable to prepare a composition (pesticide composition of the present invention) containing compound A and compound B (and compound C, if necessary) and apply the composition therewith. The total amount of compound A and compound B (and compound C as required) contained in the pesticide composition of the present invention varies slightly depending on the formulation, but is usually 0.1 to 80% by mass relative to the pesticide composition. The total content of compound A and compound B (and compound C as required) in a pesticide composition having a formulation such as an emulsion, liquid, wettable powder (e.g., wettable powder), aqueous suspension formulation or microemulsion is preferably 1 to 80% by mass, more preferably 10 to 50% by mass, relative to the pesticide composition. The total content of compound A and compound B (and compound C as required) in a pesticide composition having a formulation such as an oil or powder is preferably 0.1 to 50% by mass, more preferably about 0.1 to 20% by mass, relative to the pesticide composition. In a pest control composition having a formulation such as granules, tablets, jumbo formulations, etc., the total content of compound A and compound B (and compound C, if necessary) is preferably 0.5 to 50 mass%, more preferably 0.5 to 10 mass%, based on the pest control composition.
[0092] In the pesticide composition of the present invention, the mass ratio of compound A to compound B (compound A / compound B) is not particularly limited, but is preferably 200 / 1 to 1 / 200, more preferably 100 / 1 to 1 / 100, further preferably 50 / 1 to 1 / 50, and particularly preferably 10 / 1 to 1 / 10. In particular, it is preferable to contain them at a mass ratio that exhibits a synergistic effect. The synergistic effect can be confirmed by the Colby method described later.
[0093] The pesticide composition of the present invention may contain a liquid medium, a substrate, an additive and / or a carrier in addition to Compound A, Compound B and Compound C. The liquid medium, substrate, additive and / or carrier that can be used in the present invention can be appropriately selected from conventionally known substances depending on the formulation.
[0094] Examples of additives and carriers that can be used in solid formulations include vegetable powders such as soybean flour and wheat flour, mineral fine powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite, and clay, and organic and inorganic compounds such as sodium benzoate, urea, and sodium sulfate.
[0095] Liquid vehicles that can be used in liquid formulations include petroleum-based aromatic hydrocarbons such as kerosene and xylene, cyclohexane, cyclohexanone, dimethylformamide, dimethylsulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, water, and the like.
[0096] Carriers that can be used when formulating into a propellant include butane gas, LPG, dimethyl ether, carbon dioxide gas, and the like.
[0097] Examples of substrates that can be used in poison bait include bait components such as grain flour, vegetable oil, sugar, and crystalline cellulose; antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; preservatives such as dehydroacetic acid; agents to prevent children and pets from accidentally eating the bait, such as chili powder; and pest-attracting flavors such as cheese flavoring and onion flavoring.
[0098] A surfactant can be used as an additive. Examples of the surfactant include nonionic surfactants such as polyoxyethylene-added alkyl phenyl ether, polyoxyethylene-added alkyl ether, polyoxyethylene-added higher fatty acid ester, polyoxyethylene-added sorbitan higher fatty acid ester, polyoxyethylene-added tristyryl phenyl ether, polyoxyethylene-added alkyl phenyl ether sulfate, alkylbenzene sulfonate, higher alcohol sulfate, alkylnaphthalene sulfonate, polycarboxylate, lignin sulfonate, formaldehyde condensate of alkylnaphthalene sulfonate, and isobutylene-maleic anhydride copolymer.
[0099] Examples of the active ingredient of the fungicide include those exemplified by the mechanism of action classification of fungicides based on FRAC. Specifically, the following active ingredients can be mentioned: (1) Nucleic acid biosynthesis inhibitors: (a) RNA polymerase I inhibitors: benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace; (b) Adenosine deaminase inhibitors: bupirimate, dimethirimol, ethirimol; (c) DNA / RNA synthesis inhibitors: hymexazol, octhilinone; (d) DNA topoisomerase II inhibitors: oxolinic acid.
[0100] (2) Mitosis inhibitors and cytostatics: (a) β-tubulin polymerization inhibitors: benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam; (b) Cytostatic agent: pencycuron; (c) Spectrin-like protein delocalization inhibitor: fluopicolide.
[0101] (3) Respiratory inhibitors: (a) Complex I NADH oxidoreductase inhibitors: diflumetorim, tolfenpyrad; (b) Complex II succinate dehydrogenase inhibitors: benodanil, flutolanil, mepronil, isofetamide, fluopyram, fenfuram, furmecyclox, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, biki bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen, isoflucipram, inpyrfluxam; (c) Complex III ubiquinol oxidase Qo inhibitors: azoxystrobin, coumoxystrobin, coumethoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, cleostrobin, cephalo ... kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, methyltetraprole; (d) Complex III ubiquinol reductase Qi inhibitors: cyazofamid, amisulbrom, fenpicoxamid; (e) Uncouplers of oxidative phosphorylation: binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone; (f) Oxidative phosphorylation inhibitors (inhibitors of ATP synthase): fentin acetate, fentin chloride, fentin hydroxide; (g) ATP production inhibitors: silthiofam; (h) Complex III: Qx (unknown) inhibitor of cytochrome bc1 (ubiquinone reductase): ametoctradin.
[0102] (4) Amino acid and protein synthesis inhibitors (a) Methionine biosynthesis inhibitors: andoprim, cyprodinil, mepanipyrim, pyrimethanil; (b) Protein synthesis inhibitors: blasticidin-S, kasugamycin, kasugamycin hydrochloride, streptomycin, oxytetracycline.
[0103] (5) Signal transduction inhibitors: (a) Signal transduction inhibitors: quinoxyfen, proquinazid; (b) MAP-histidine kinase inhibitors in osmotic signaling: fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, and vinclozolin.
[0104] (6) Lipid and cell membrane synthesis inhibitors: (a) Phospholipid biosynthesis, methyltransferase inhibitors: edifenphos, iprobenfos, pyrazophos, isoprothiolane; (b) Lipid peroxidants: biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole; (c) Agents acting on cell membranes: iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-fosetylate, prothiocarb; (d) Microorganisms that disrupt pathogen cell membranes: Bacillus subtilis, Bacillus subtilis strain QST713, Bacillus subtilis strain FZB24, Bacillus subtilis strain MBI600, Bacillus subtilis strain D747, Bacillus amyloliquefaciens; (e) Cell membrane disrupting agent: Melaleuca alternifolia (tea tree) extract.
[0105] (7) Cell membrane sterol biosynthesis inhibitors: (a) Inhibitors of demethylation at C14 in sterol biosynthesis: triforine, pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumaratefumarate, pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, fluconazole azole, fluconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, voriconazole, mefentrifluconazole; (b) Inhibitors of Δ14 reductase and Δ8→Δ7-isomerase in sterol biosynthesis: aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine; (c) 3-ketoreductase inhibitors in the C4 demethylation of sterol biosynthesis: fenhexamid, fenpyrazamine; (d) Squalene epoxidase inhibitors of the sterol biosynthesis system: pyributicarb, naftifine, terbinafine.
[0106] (8) Cell wall synthesis inhibitors (a) Trehalase inhibitor: validamycin; (b) Chitin synthase inhibitors: polyoxins, polyoxorim; (c) Cellulose synthase inhibitors: dimethomorph, flumorph, pyrimorph, benthiavalicarb-isopropyl, iprovalicarb, valifenalate, mandipropamid.
[0107] (9) Melanin biosynthesis inhibitors (a) Reductase inhibitors of melanin biosynthesis: fthalide, pyroquilon, tricyclazole; (b) Dehydratase inhibitors of melanin biosynthesis: carpropamid, diclocymet, fenoxanil; (c) Polyketide synthesis inhibitors of melanin biosynthesis: tolprocarb.
[0108] (10) Resistance inducer in host plants: (a) Agents acting on the salicylic acid synthesis pathway: acibenzolar-S-methyl; (b) Others: probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, reynoutria sachalinensis extract.
[0109] (11) Agents of unknown activity: cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide, flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriophenone, dodine, dodine free base, flutianil.
[0110] (12) Agents with multiple sites of action: copper (copper salts), Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur products, calcium polysulfide. polysulfide, ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine albesilate trialbesilate, anilazine, dithianon, quinomethionate, fluoroimide.
[0111] (13) Other agents: DBEDC, fluorofolpet, guazatine acetate, bis(8-quinolinolato)copper(II) copper(II)), propamidine, chloropicrin, cyprofuram, agrobacterium, bethoxazin, diphenylamine, methylisothiocyanate (MITC), mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl isopropyl, oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyriumConiothyrium minitans, Pseudomonas fluorescens, Pseudomonas rhodesiae, Talaromyces flavus, Trichoderma atroviride, non-pathogenic Erwinia carotovora subsp. carotovora, Bacillus simplex, Variovorax paradoxus, Lactobacillus plantarum plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridaclomethyl, ipflufenoquin.
[0112] Examples of the active ingredient of the plant growth regulator include the following: Abscisic acid, kinetin, benzylaminopurine, 1,3-diphenylurea, forchlorfenuron, thidiazuron, chlorfenuron, dihydrozeatin, gibberellin A, gibberellin A4, gibberellin A7, gibberellin A3, 1-methylcyclopropane, N-acetylaminoethoxyvinyl glycine (aviglycine), aminooxyacetate, silver nitrate, cobalt chloride chloride, IAA, 4-CPA, cloprop, 2,4-D, MCPB, indole-3-butyrate, dichlorprop, phenothiol, 1-naphthyl acetamide, ethychlozate, cloxyfonac, maleic acid hydrazide, 2,3,5-triiodobenzoic acid5-triiodobenzoic acid, salicylic acid, methyl salicylate, (-)-jasmonic acid, methyl jasmonate, (+)-strigol, (+)-deoxystrigol, (+)-orobanchol, (+)-sorgolactone, 4-oxo-4-(2-phenylethyl)aminobutyric acid, ethephon, chlormequat, mepiquat chloride, benzyladenine, 5-aminolevulinic acid acid), daminozide.
[0113] The application method of the drug composition A, drug composition B and drug composition C is not particularly limited. For example, in the case of drug compositions having the formulations of wettable powder, emulsifiable concentrate, flowable, water-soluble and water-dispersible granules, the drug composition can be applied by diluting the drug composition with water to a predetermined concentration, forming a solution, suspension or emulsion, and spraying it on plants or soil. In the case of drug compositions having the formulations of dust or granules, the drug composition can be applied by scattering it on plants or soil. In the case of drug compositions having the formulations of poison bait, anti-mite sheet, etc., the drug composition can be applied by placing or hanging it in a desired location. In the case of drug compositions having the formulations of aerosol, aerosol, etc., the drug composition can be applied using a device such as a sprayer. Furthermore, it can be applied by known veterinary methods (topical, oral, parenteral or subcutaneous administration). Examples of veterinary methods include oral administration to animals by tablets, capsules, feed mixing, etc.; administration to animals by immersion, suppository, injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.); local administration of oily or aqueous liquid by spraying, pour-on, spot-on, etc.; kneading an ectoparasite control agent into a resin, forming the kneaded product into an appropriate shape such as a collar or ear tag, and attaching it to an animal for local administration; and the like.
[0114] [Pest control kit] The pest control agent set of the present invention is a set in which drug composition A and drug composition B are not mixed together. The pest control agent set of the present invention may be a set in which drug composition A, drug composition B, and drug composition D containing a compound D suitable for the type of pest to be controlled are not mixed together. Examples of compound D include active ingredients contained in other drugs such as fungicides, insecticides / acaricides, nematicides, plant growth regulators, synergists, fertilizers, soil conditioners, and animal feed.
[0115] The pharmaceutical composition D may be formulated in a known form. By formulation, it can be made into a form that can be taken by general agricultural chemicals or veterinary drugs, such as wettable powder, granules, powders, tablets, emulsions, water-soluble agents, suspensions, water-dispersible granules, flowables, microcapsules, aerosols, propellants, sprays, aerosols, heat-transmitting agents, fumigants, baits, etc. Also, it may be a substrate such as a porous ceramic plate, nonwoven fabric, or paper impregnated with the compound D.
[0116] The amount of compound D contained in the drug composition D is not particularly limited, but is usually 0.1 to 80% by mass relative to the drug composition D. The content of compound D in the drug composition D having a formulation such as an emulsifiable concentrate, a liquid, a wettable powder (e.g., a wettable powder granule), an aqueous suspension formulation, or a microemulsion is preferably 1 to 80% by mass, more preferably 10 to 50% by mass, relative to the drug composition D. The content of compound D in the drug composition D having a formulation such as an oil solution or a powder is preferably 0.1 to 50% by mass, more preferably 0.1 to 20% by mass, relative to the drug composition D. The content of compound D in the drug composition D having a formulation such as a granule, a tablet, a jumbo formulation, etc. is preferably 0.5 to 50% by mass, more preferably 0.5 to 10% by mass, relative to the drug composition D. The drug composition D may contain the liquid medium, the base material, the additive and / or the carrier described above in addition to the compound D.
[0117] The pest control agent set of the present invention may be a set including, in addition to the drug composition A, the drug composition B, and, if necessary, the drug composition D, a measuring cup or dropper, a mixing tank, gloves, a mask, protective glasses, etc. The pest control agent set of the present invention may be a set including the pest control agent composition of the present invention and at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask, and protective glasses. The form in which the compositions are bundled together is not particularly limited, and examples thereof include a case in which each composition is separately contained in a bag, box, bottle, can, etc., and these are all contained together in a container such as a bag or box.
[0118] [Application] The amount of application to the target is not particularly limited and can be appropriately set depending on the type of target to be controlled, the time of control, etc. For example, the total amount of compound A and compound B may be appropriately selected from the range of 0.1 to 1000 g, preferably 1 to 500 g, per are of a field, paddy field, etc.
[0119] Examples of the target of application include plants such as cereals, vegetables, root vegetables, potatoes, fruit trees, trees such as tea, coffee, and cacao, pasture grasses, turfgrass, ornamental plants, and cotton. The target plant is not limited by the original species, the variant, the improved variety, the cultivated variety, the mutant, the hybrid, the genetically modified organism (GMO), and the like. In the method of the present invention, the application may be to the whole plant, or to a part of the plant such as the leaf, stem, stalk, flower, bud, fruit, seed, sprout, root, tuber, tuberous root, shoot, and cutting. In order to control various agricultural pests and mites, seed treatment, foliage spray, soil application, water surface application, and the like can be performed.
[0120] In addition, subjects of application include animals that can be hosts for external parasites; pet animals such as dogs and cats; pet birds; livestock such as cows, horses, pigs, and sheep; warm-blooded animals such as poultry; and insects such as honeybees, stag beetles, and rhinoceros beetles.
[0121] The pests that can be controlled by the control method of the present invention are not particularly limited. For example, sanitary pests, shell-storage pests, clothing pests, house pests, parasites, agricultural pests, etc. can be mentioned. These include mites. The control method of the present invention can be applied to all developmental stages of the pests to be controlled, for example, eggs, nymphs, larvae, pupae and adults.
[0122] Examples of pests that can be controlled are shown below. (1) a butterfly or moth of the order Lepidoptera for example, (1-a) Moths of the Arctiidae family, such as Hyphantria cunea and Lemyra imparilis; (1-b) Moths of the Bucculatricidae family, such as Bucculatrix pyrivorella; (1-c) Moths of the Carposinidae family, such as the peach fruit moth (Carposina sasakii); (1-d) Diaphania spp. such as Diaphania indica and Diaphania nitidalis; Ostrinia spp. such as Ostrinia furnacalis, Ostrinia nubilalis, and Ostrinia scapulalis; and Chilo suppressalis, Cnaphalocrocis medinalis, Conogethes punctiferalis, Diatraea grandiosella, Glyphodes pyloalis, Hellula undalis, Parapediasiate terrella, and other species of Crambidae moths; (1-e) Moths of the Gelechiidae family, such as the potato leaf moth (Helcystogramma triannulella), the red bollworm (Pectinophora gossypiella), the potato leaf moth (Phthorimaea operculella), and the potato leaf moth (Sitotroga cerealella); (1-f) Geometridae moths such as Ascotis selenaria; (1-g) Moths of the Gracilariidae family, such as Caloptilia theivora, Phyllocnistis citrella, and Phyllonorycter ringoniella; (1-h) Butterflies of the Hesperiidae family, such as Parnara guttata; (1-i) Moths of the Lasiocampidae family, e.g., Malacosoma neustria; (1-j) Moths of the Lymantriidae family, such as Lymantria spp., Lymantria dispar, Lymantria monacha; Other genera and species include Euproctis pseudoconspersa and Orgyia thyellina;
[0123] (1-k) Moths of the Lyonetiidae family, for example, Lyonetia spp., such as Lyonetia clerkella, Lyonetia prunifoliella malinella; (1-l) Moths of the Noctuidae family, such as Spodoptera spp., such as Spodoptera depravata, Spodoptera eridania, Spodoptera exigua, Spodoptera frugiperda, Spodoptera littoralis, and Spodoptera litura; Autographa spp., including Autographa gamma and Autographa nigrisigna; Agrotis spp., such as Agrotis ipsilon and Agrotis segetum; Helicoverpa spp., such as the cotton bollworm (Helicoverpa armigera), tobacco budworm (Helicoverpa assulta), and cotton bollworm (Helicoverpa zea); Heliothis spp., including the cotton bollworm (Heliothis armigera) and the false tobacco moth (Heliothis virescens); Other genera and species include Aedia leucomelas, Ctenoplusia agnata, Eudocima tyrannus, Mamestra brassicae, Mythimna separata, Naranga aenescens, Panolis japonica, Peridroma saucia, Pseudoplusia includens, and Trichoplusia ni; (1-m) Moths of the Nolidae family, e.g., Earias insulana; (1-n) Butterflies of the family Pieridae, such as Pieris spp., Pieris brassicae, Pieris rapae crucivora; (1-o) Moths of the family Plutellidae, such as Acrolepiopsis spp., Acrolepiopsis sapporensis, Acrolepiopsis suzukiella; Other species of the genera include the diamondback moth (Plutella xylostella); (1-p) Moths of the Pyralidae family, such as Cadra cautella, Elasmopalpus lignosellus, Etiella zinckenella, and Galleria mellonella; (1-q) Moths of the family Sphingidae, e.g., Manduca spp., tomato hornworm (Manduca quinquemaculata), tobacco hornworm (Manduca sexta);
[0124] (1-r) Moths of the Stathmopodidae family, such as the persimmon pulp moth (Stathmopoda masinissa); (1-s) Moths of the Tineidae family, e.g., Tinea translucens; (1-t) Moths of the Tortricidae family, such as Adoxophyes spp., Adoxophyes honmai, Adoxophyes orana; Archips spp., such as Archipelago moth (Archips breviplicanus) and Archips fuscocupreanus; Other genera and species of spruce budworm moth (Choristoneura fumiferana), codling moth (Cydiapomonella), grape budworm moth (Eupoecilia ambiguella), pear fruit moth (Grapholitha molesta), tea moth (Homona magnanima), bean fruit moth (Leguminivora glycinivorella), bean leaf moth (Lobesia botrana), bean leaf moth (Matsumuraeses phaseoli), spring moth (Pandemis heparana), and Japanese bush moth (Sparganothis pilleriana); (1-u) Moths of the Yponomeutidae family, for example, the apple fruit moth (Argyresthia conjugella).
[0125] (2) Thysanoptera pests (2-a) Phlaeothripidae, e.g., Ponticulothrips diospyrosi; (2-b) Thripidae, e.g., Frankliniella spp., Frankliniella intonsa, Frankliniella occidentalis; Thrips spp., such as Thrips palmi and Thrips tabaci; Other species in this genera include Croton thrips (Heliothrips haemorrhoidalis) and tea tree thrips (Scirtothrips dorsalis).
[0126] (3) Hemiptera pests (3-A)Archaeorrhyncha (3-Aa) From the family Delphacidae, for example, Laodelphax striatella, Nilaparvata lugens, Perkinsiella saccharicida, and Sogatella furcifera.
[0127] (3-B)Clypeorrhyncha (3-Ba) Cicadellidae, for example, Empoasca spp., such as potato leafhopper (Empoasca fabae), persimmon leafhopper (Empoasca nipponica), tea green leafhopper (Empoasca onukii), and bean green leafhopper (Empoascasakaii); Other genera and species include the small leafhopper (Arboridia apicalis), the green long-legged leafhopper (Balclutha saltuella), the large leafhopper (Epiacanthus stramineus), the small leafhopper (Macrosteles striifrons), and the green rice leafhopper (Nephotettix cinctinceps).
[0128] (3-C) Heteroptera (3-Ca) Alydidae, e.g. Riptortus clavatus; (3-Cb) Coreidae, e.g., Cletus punctiger, Leptocorisa chinensis; (3-Cc) Family Lygaeidae, e.g. Blissus leucopterus, Cavelerius saccharivorus, Togo hemipterus; (3-Cd) Miridae, e.g., Halticus insularis, Lygus lineolaris, Psuedatomoscelis seriatus, Stenodema sibiricum, Stenotus rubrovittatus, Trigonotylus caelestialium;
[0129] (3-Ce) Family Pentatomidae, e.g., Nezara spp., Nezara antennata, Nezara viridula; Eysarcoris spp., including the spiny spotted bug (Eysarcoris aeneus), the large spiny spotted bug (Eysarcoris lewisi), and the white spotted bug (Eysarcoris ventralis); Other genera and species include Dolycoris baccarum, Eurydema rugosum, Glaucias subpunctatus, Halyomorpha halys, Piezodorus hybneri, Plautia crossota, and Scotinophora lurida; (3-Cf) Family Pyrrhocoridae, e.g. Dysdercus cingulatus; (3-Cg) Rhopalidae, e.g., Rhopalus msculatus; (3-Ch) Scutelleridae, e.g., Eurygaster integriceps; (3-Ci) From the family Tingidae, for example, Stephanitis nashi.
[0130] (3-D) Sternorrhyncha (3-Da) from the family Adelgidae, e.g., Adelgeslaricis; (3-Db) Aleyrodidae, e.g. Bemisia spp., silverleaf whitefly (Bemisia argentifolii), tobacco whitefly (Bemisia tabaci); Other genera and species include Aleurocanthus spiniferus, Dialeurodes citri, and Trialeurodes vaporariorum;
[0131] (3-Dc) from the family Aphididae, for example, from the genus Aphis, Aphis spp., Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis gossypii, Aphispomi, Aphis sambuci, Aphis spiraecola; Rhopalosiphum spp., corn aphid (Rhopalosiphum maidis), wheat curl aphid (Rhopalosiphum padi); Dysaphis spp., such as Dysaphis plantaginea and Dysaphis radicola; Macrosiphum spp., including the wheat aphid (Macrosiphum avenae) and the tulip aphid (Macrosiphum euphorbiae); Myzus spp., including Myzus cerasi, Myzus persicae, and Myzus varians; Other genera and species include the pea aphid (Acyrthosiphon pisum), potato aphid (Aulacorthum solani), wheat straw aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), strawberry aphid (Chaetosiphon fragaefolii), peach buttercup aphid (Hyalopterus pruni), lettuce aphid (Hyperomyzus lactucae), false radish aphid (Lipaphis erysimi), broad bean aphid (Megoura viciae), wheat brown aphid (Metopolophium dirhodum), lettuce aphid (Nasonovia ribis-nigri), hop wart aphid (Phorodonhumuli), wheat green aphid (Schizaphis graminum), wheat long-horn aphid (Sitobion avenae), phylloxera aphid (Toxoptera aurantii);
[0132] (3-Dd) from the family Coccidae, for example, Ceroplastes spp., Ceroplastes ceriferus, Ceroplastes rubens; (3-De) Diaspididae, Pseudaulacaspis spp., Pseudaulacaspis pentagona, Pseudaulacaspis prunicola; Unaspis spp., such as Unaspis euonymi and Unaspis yanonensis; Other genera and species include the red scale insect (Aonidiella aurantii), the pear scale insect (Comstockaspis perniciosa), the tea leaf scale insect (Fiorinia theae), and the tea scale insect (Pseudaonidia paeoniae); (3-Df) from the family Margarodidae, e.g., Drosicha corpulenta, Icerya purchasi; (3-Dg) from the family Phylloxeridae, e.g., the grape phytophthora (Viteus vitifolii); (3-Dh) from the family Pseudococcidae, e.g. Planococcus spp., Planococcus citri, Planococcus kuraunhiae; Other genera and species include the eggplant mealybug (Phenacoccus solani) and the mulberry mealybug (Pseudococcus comstocki); (3-Di) Family Psyllidae, e.g., Psylla spp., apple psylla (Psylla mali), pear psylla (Psylla pyrisuga); Another species in this genus is the citrus psyllid (Diaphorina citri).
[0133] (4) Coleoptera pests (4-a) Family Anobiidae, e.g., the cigarette beetle (Lasioderma serricorne); (4-b) Attelabidae, e.g., Byctiscus betulae, Rhynchites heros; (4-c) Bostrichidae, e.g., Lyctus brunneus; (4-d) Brentidae, e.g., sweet potato weevil (Cylas formicarius); (4-e) Buprestidae, e.g., Agrilus sinuatus; (4-f) Cerambycidae, e.g., Anoplophora malasiaca, Monochamus alternatus, Psacothea hilaris, Xylotrechus pyrrhoderus; (4-g) from the family Chrysomelidae, e.g., Bruchus spp., the pea weevil (Bruchus pisorum), the broad bean weevil (Bruchus rufimanus); Diabrotica spp., Northern corn rootworm (Diabrotica barberi), Southern corn rootworm (Diabrotica undecimpunctata), Western corn rootworm (Diabrotica virgifera); Phyllotreta spp., such as the flea beetle (Phyllotreta nemorum) and the striped flea beetle (Phyllotreta striolata); Other genera and species include the cucumber beetle (Aulacophora femoralis), the azuki bean weevil (Callosobruchuschinensis), the tortoiseshell beetle (Cassida nebulosa), the tentacle beetle (Chaetocnema concinna), the Colorado beetle (Leptinotarsa decemlineata), the rice leaf beetle (Oulema oryzae), and the eggplant long-horned beetle (Psylliodes angusticollis);
[0134] (4-h) Coccinellidae, e.g. Epilachna spp., Epilachna varivestis, Epilachna vigintioctopunctata; (4-i) Family Curculionidae, for example, Anthonomus spp., such as Anthonomus grandis and Anthonomus pomorum; Sitophilus spp., such as Sitophilus granarius and Sitophilus zeamais; other genera and species, such as Echinocnemus squameus, Euscepes postfasciatus, Hylobius abietis, Hypera postica, Lissohoptrus oryzophilus, Otiorhynchus sulcatus), red-legged weevil (Sitona lineatus), and grass-striped weevil (Sphenophorus venatus); (4-j) Elateridae, e.g., Melanotus spp., Melanotus fortnumi, Melanotus tamsuyensis; (4-k) Nitidulidae, e.g., Epuraea domina; (4-l) Scarabaeidae, for example, Anomala spp., such as Anomala cuprea and Anomala rufocuprea; other genera and species, such as Cetonia aurata, Gametis jucunda, Heptophylla picea, Melolontha melolontha, and Popillia japonica; (4-m) from the family Scolytidae, e.g., Ips typographus; (4-n) Staphylinidae, e.g., Paederus fuscipes; (4-o) Tenebrionidae, e.g., Tenebrio molitor, Tribolium castaneum; (4-p) Family Trogossitidae, for example, Tenebroides mauritanicus.
[0135] (5) Diptera pests (5-A) Flies (Brachycera) (5-Aa) from the family Agromyzidae, for example, from the genus Liriomyza, Liriomyza bryoniae, Liriomyza chinensis, Liriomyza sativae, Liriomyza trifolii; Other genera and species include Chromatomyia horticola and Agromyza oryzae; (5-Ab) Anthomyiidae, e.g., Delia spp., seed fly (Delia platura), cabbage fly (Delia radicum); other genera and species, beet root fly (Pegomya cunicularia); (5-Ac) Drosophilidae, e.g., Drosophila spp., Drosophila melanogaster, Drosophila suzukii; (5-Ad) Ephydridae, e.g., Hydrellia griseola; (5-Ae) Family Psilidae, e.g., Psila rosae; (5-Af) Tephritidae, e.g. Bactrocera spp., Bactrocera cucurbitae, Bactrocera dorsalis; Rhagoletis spp., such as the European cherry fruit fly (Rhagoletis cerasi) and the apple fruit fly (Rhagoletis pomonella); Other genera and species include the Mediterranean fruit fly (Ceratitis capitata) and the olive fruit fly (Dacus oleae).
[0136] (5-B) Nematocera (5-Ba) From the family Cecidomyiidae, for example, Asphondylia yushimai, Contarinia sorghicola, Mayetiola destructor, and Sitodiplosis mosellana.
[0137] (6) Orthoptera pests (6-a) Grasshopper family (Acrididae), e.g., Schistocerca spp., American locust (Schistocerca americana), desert locust (Schistocerca gregaria); Other genera and species include the Australian bush-hopper (Chortoicetes terminifera), the Moroccan locust (Dociostaurus maroccanus), the migratory locust (Locusta migratoria), the brown locust (Locustana pardalina), the red bush-hopper (Nomadacris septemfasciata), and the common grasshopper (Oxyayezoensis); (6-b) Gryllidae, e.g., Acheta domestica, Teleogryllus emma; (6-c) Family Gryllotalpidae, e.g., mole cricket (Gryllotalpa orientalis); (6-d) From the family Tettigoniidae, for example, Tachycines asynamorus.
[0138] (7) Mites (Acari) (7-A) Acaridida, Astigmata (7-Aa) Mites of the family Acaridae, e.g. Rhizoglyphus spp., Rhizoglyphus echinopus, Rhizoglyphus robini; Tyrophagus spp., including Tyrophagus neiswanderi, Tyrophagus perniciosus, Tyrophagus putrescentiae, and Tyrophagus similis; Other genera and species include Acarus siro, Aleuroglyphus ovatus, and Mycetoglyphus fungivorus;
[0139] (7-B) Prostigmata (Actinedida) (7-Ba) Mites of the Tetranychidae family, for example, Bryobia spp., Bryobia praetiosa, Bryobia rubrioculus; Eotetranychus spp., including Eotetranychus asiaticus, Eotetranychus boreus, Eotetranychus celtis, Eotetranychus geniculatus, Eotetranychus kankitus, Eotetranychus pruni, Eotetranychus shii, Eotetranychus smithi, Eotetranychus suginamensis, and Eotetranychus uncatus; Oligonychus spp., including Oligonychus hondoensis, Oligonychus ilicis, Oligonychus karamatus, Oligonychus mangiferus, Oligonychus orthius, Oligonychus perseae, Oligonychus pustulosus, Oligonychus shinkajii, and Oligonychus ununguis; Panonychus spp., including Panonychus citri, Panonychus mori, and Panonychus ulmi; Tetranychus spp., including Tetranychus cinnabarinus, Tetranychus evansi, Tetranychus kanzawai, Tetranychus ludeni, Tetranychus quercivorus, Tetranychus phaselus, Tetranychus urticae, and Tetranychus viennensis; Aponychus spp., including Aponychus corpuzae and Aponychus firmianae; Sasanychus spp.: Sasanychus akitanus, Sasanychus pusillus; Shizotetranychus spp., including Shizotetranychus celarius, Shizotetranychus longus, Shizotetranychus miscanthi, Shizotetranychus recki, and Shizotetranychus schizopus; Other species of the genera Tetranychina harti, Tuckerella pavoniformis, and Yezonychus sapporensis;
[0140] (7-Bb) Mites of the Tenuipalpidae family, for example, Brevipalpus spp., Brevipalpus lewisi, Brevipalpus obovatus, Brevipalpus phoenicis, Brevipalpus russulus, Brevipalpus californicus; Tenuipalpus spp., including Tenuipalpus pacificus and Tenuipalpus zhizhilashviliae; Other species of the genus Dolichotetranychus floridanus; (7-Bc) Mites of the family Eriophyidae, for example, Aceria spp., Aceria diospyri, Aceria ficus, Aceria japonica, Aceria kuko, Aceria paradianthi, Aceria tiyingi, Aceria tulipae, Aceria zoysiea; Eriophyes spp., including Eriophyes chibaensis and Eriophyes emarginatae; Aculops spp., such as the tomato rust mite (Aculops lycopersici) and the citrus rust mite (Aculops pelekassi); Aculus spp., such as Aculus fockeui, Aculus schlechtendali; Other genera and species include the tea long rust mite (Acaphylla theavagrans), tea rust mite (Calacarus carinatus), grape leafminer mite (Colomerus vitis), grape rust mite (Calepitrimerus vitis), pear rust mite (Epitrimerus pyri), sweetmeat rust mite (Paraphytoptus kikus), upland rust mite (Paracalacarus podocarpi), and Ryukyu citrus rust mite (Phyllocotruta citri); (7-Bd) Mites of the family Transonemidae, for example, Tarsonemus spp., Tarsonemus bilobatus, Tarsonemus waitei; Other genera and species include Phytonemus pallidus, Polyphagotarsonemus latus; (7-Be) Mites of the family Penthaleidae, for example, Penthaleus spp., Penthaleus erythrocephalus, Penthaleus major.
[0141] Ectoparasites to be controlled include those that parasitize the back, armpits, lower abdomen, inner thighs, etc. of a host animal and live by obtaining nutrition sources such as blood and dandruff from the animal, and those that fly to the back, buttocks, etc. of a host animal and live by obtaining nutrition sources such as blood and dandruff from the animal. Examples of ectoparasites include mites, lice, fleas, mosquitoes, stable flies, and flesh flies. Specific examples of ectoparasites are shown below. (1) Mites (Acari) Mites from the family Dermanyssidae, Mites from the family Macronyssidae, Mites from the family Laelapidae, Mites from the family Varroidae, Mites from the family Argasidae, Mites from the family Ixodidae, Mites from the family Psoroptidae, Mites from the family Sarcoptidae, Mites from the family Knemidokoptidae, Mites from the family Demodixidae, Mites from the family Trombiculidae. (2) Phthiraptera Lice from the family Haematopinidae, lice from the family Linognathidae, lice from the family Menoponidae, lice from the family Philopteridae, and lice from the family Trichodectidae. (3) Siphonaptera Fleas of the family Pulicidae, for example, Ctenocephalides spp., Ctenocephalides canis, Ctenocephalides felis; Fleas of the Tungidae family, Ceratophyllidae family, and Leptopsyllidae family. (4) Hemiptera Insects of the family Cimicidae, the family Reduviidae, and the subfamily Triatominae. (5) Diptera pests Mosquitoes from the Culicidae family, black flies from the Simuliidae family, midges from the Ceratopogonidae family, horseflies from the Tabanidae family, flies from the Muscidae family, tsetse flies from the Glossinidae family, flesh flies from the Flesh Flies family, flies from the Hippoboscidae family, flies from the Calliphoridae family, and flies from the Oestridae family.
[0142] In addition, it is highly effective in controlling pests that have poisonous stingers or venom and cause harm to humans and animals, pests that transmit various pathogens and bacteria, and pests that cause discomfort to humans (poisonous pests, sanitary pests, nuisance pests, etc.). Specific examples are given below. (1) Hymenoptera pests bees of the Argidae family, bees of the Cynipidae family, bees of the Diprionidae family, ants of the Formicidae family, bees of the Mutillidae family, and bees of the Vespidae family. (2) Other pests Cockroaches (Blattodea), termites (termite), spiders (Araneae), centipedes (cetipede), millipedes (millipede), crustacea, and bedbugs (Cimex lectularius).
[0143] Some formulation examples of the drug composition are shown below, but the additives and the ratio of addition should not be limited to these examples and can be changed in a wide range. The parts in the formulation examples indicate parts by mass. As for the active ingredient, compound A is used in drug composition A, compound B in drug composition B, compound C in drug composition C, and compound D in drug composition D. In the pest control agent composition of the present invention, compound A and compound B, and compound C are used as necessary.
[0144] Examples of agricultural and horticultural formulations are given below. Formulation Example 1 (wettable powder) Active ingredient 40 parts 53 parts diatomaceous earth Higher alcohol sulfate ester 4 parts Alkylnaphthalenesulfonate 3 parts The above ingredients were mixed uniformly and finely ground to obtain a wettable powder containing 40% active ingredient.
[0145] Formulation Example 2 (emulsion) Active ingredient 30 parts Xylene 33 parts Dimethylformamide 30 parts Polyoxyethylene alkyl allyl ether 7 parts The above ingredients were mixed and dissolved to obtain an emulsion with an active ingredient content of 30%.
[0146] Formulation Example 3 (flowable formulation) Active ingredient 30 parts Polyoxyethylene styryl phenyl ether 4 parts Alkyl sulfosuccinate 1 part Alkylene glycol 5 parts Thickener 20 parts Water Balance The above ingredients were mixed to obtain a flowable formulation containing 30% active ingredient.
[0147] Formulation Example 4 (flowable formulation) Active ingredient: 20 parts Polyoxyethylene tristyryl phenyl ether 2.5 parts Polyoxyethylene polyoxypropylene alkyl ether 0.5 parts Thickener 0.6 parts Trimethylolpropane 20 parts Alkylene glycol 5 parts Water Balance The above ingredients were mixed to obtain a flowable formulation containing 20% active ingredient.
[0148] Examples of formulations for quarantine and animal use are shown below. Formulation Example 5 (Granules) Active ingredient 5 parts Kaolin 94 parts White Carbon 1 part The active ingredient is dissolved in an organic solvent and sprayed onto the carrier, after which the solvent is evaporated under reduced pressure. Granules of this kind can be mixed with animal feed.
[0149] Formulation Example 6 (Injection) Active ingredient 0.1 to 1 part Peanut Oil Balance After preparation, sterilize by filtration using a sterilizing filter.
[0150] Formulation Example 7 (Pour-on formulation) Active ingredient 5 parts Myristic acid ester 10 parts Isopropanol Balance
[0151] Formulation Example 8 (Spot-on formulation) Active ingredient 10-15 parts Palmitic acid ester 10 parts Isopropanol Balance
[0152] Formulation Example 9 (spray-on formulation) Active ingredient 1 part Propylene glycol 10 parts Isopropanol Balance
[0153] [Combination of Compound A and fungicide] The compound represented by formula (I) can be applied together with the above-mentioned fungicide. Specific examples of the combination of the compound represented by formula (I) and the fungicide and examples of the preferred mass ratio are shown in Table 2. In Table 2, compound (I) is a compound represented by formulas (II) to (IV) included in the compound represented by formula (I) below, as in Table 1.
[0154] [Table 2] TIFF0007610583000030.tif245170TIFF0007610583000031.tif245170TIFF0007610583000032.tif246170 TIFF0007610583000033.tif247170TIFF0007610583000034.tif247170TIFF0007610583000035.tif134170
[0155] [Test Example] Next, the effect of the control method of the present invention will be shown by the following test examples. Compound B used in the test examples can be obtained by known production methods or by extraction from commercially available products by liquid separation.
[0156] [Test Example 1] Efficacy confirmation test against diamondback moth A flowable preparation containing Compound A was diluted with water containing Rabiden (registered trademark) 3S diluted 5000 times to prepare drug solution A containing Compound A at a concentration twice that of the concentration listed in Table 3. A formulation containing compound B or a flowable preparation containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare drug solution B containing compound B at a concentration twice that shown in Table 3.
[0157] Cabbage leaves were immersed in a mixture of equal amounts of drug solutions A and B for 30 seconds, and the cabbage leaves were placed in a petri dish into which five second-instar larvae of the diamondback moth were released (AB mixed group).
[0158] Chemical solutions A and B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solutions A' and B'. A cabbage leaf was immersed in solution A' for 30 seconds, then placed in a separate petri dish and five second-instar larvae of the diamondback moth were released into it (A only group). A cabbage leaf was immersed in solution B' for 30 seconds, then placed in a separate petri dish and five second-instar larvae of the diamondback moth were released into it (B only group).
[0159] These petri dishes were then placed in a thermostatic chamber at a temperature of 25°C and a humidity of 60%. Three days after the release of the insects, the survival rate was judged and the mortality rate was calculated using the following formula. The test was performed in duplicate. Insect killing rate (%) = (number of dead insects / number of test insects) x 100
[0160] To indicate the degree of synergy, the "effectiveness expectation value" was calculated based on the Colby method. If the effectiveness is greater than the "effectiveness expectation value," it is determined that a synergistic effect exists.
[0161] Expected value (E) of insecticidal rate (%) = X+Y-XY / 100 X: Actual insecticidal rate (%) in the B single application area Actual insecticidal rate (%) measured in the area where Y:A was used alone The test results are shown in Table 3.
[0162] In Table 3, compound (II) is a compound represented by the following formula (II). [ka] (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) In Table 3, compound (III) is a compound represented by the following formula (III).
[0163] [ka] In Table 3, compound (IV) is a compound represented by the following formula (IV).
[0164] [ka]
[0165] [Table 3] TIFF0007610583000040.tif255145TIFF0007610583000041.tif255145TIFF0007610583000042.tif106151
[0166] [Test Example 2] Efficacy test against cotton aphids A flowable preparation containing Compound A was diluted with water containing Rabiden 3S diluted 5000 times to prepare drug solution A containing Compound A at a concentration twice that shown in Table 4. A formulation containing compound B or a flowable preparation containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare drug solution B containing compound B at a concentration twice that shown in Table 4.
[0167] Cucumber seeds were sown in 3-inch pots. 10 days after germination, adult female cotton aphids were released onto the cucumbers. The next day, the first-instar nymphs that had been laid were left in place, and the adult females were removed. An equal amount of solution A and solution B were mixed together, and the resulting mixture was sprayed onto the cucumbers (AB mixed area).
[0168] Chemical solutions A and B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solutions A' and B'. The same method was used to sow 1st instar larvae in the AB mixed plot, and then the solution A' was sprayed on the cucumbers (A only plot). The same method was used to sow 1st instar larvae in the AB mixed plot, and then the solution B' was sprayed on the cucumbers (B only plot).
[0169] The cucumbers sprayed with the liquid were then placed in a thermostatic chamber at a temperature of 25°C and a humidity of 60%, and after 6 days, the number of live or dead cotton aphids was checked and the insecticidal rate was calculated using the following formula. The test was performed in duplicate. Insect killing rate (%) = (number of dead insects / number of test insects) x 100
[0170] To indicate the degree of synergy, the "effectiveness expectation value" was calculated based on the Colby method. If the effectiveness is greater than the "effectiveness expectation value," it is determined that a synergistic effect exists.
[0171] Expected value (E) of insecticidal rate (%) = X+Y-XY / 100 X: Actual insecticidal rate (%) in the B single application area Actual insecticidal rate (%) measured in the area where Y:A was used alone The test results are shown in Table 4.
[0172] In Table 4, compounds (II) to (IV) are the same as compounds (II) to (IV) in Table 3.
[0173] [Table 4] TIFF0007610583000044.tif255149TIFF0007610583000045.tif248154
[0174] [Test Example 3] Efficacy confirmation test against striped flea beetles A flowable preparation containing Compound A was diluted with water containing Rabiden 3S diluted 5000 times to prepare drug solution A containing Compound A at a concentration twice that shown in Table 5. A formulation containing compound B or a flowable preparation containing compound B was diluted with water containing Rabiden 3S diluted 5000 times to prepare drug solution B containing compound B at a concentration twice that shown in Table 5.
[0175] A mixture of equal amounts of chemical solution A and chemical solution B was sprayed onto bok choy seedlings (at the seventh true leaf stage) planted in 3-inch pots. After air drying, the bok choy seedlings were placed in plastic cups and 10 adult striped flea beetles (Phyllotreta striolata) were released (AB mixed area).
[0176] Chemical solutions A and B were each diluted 2-fold with water containing Rabiden 3S diluted 5000-fold to obtain chemical solutions A' and B'. Chemical solution A' was sprayed onto bok choy seedlings (at the seventh true leaf stage) planted in 3-inch pots. After air drying, the bok choy seedlings were placed in plastic cups and 10 adult striped flea beetles (Phyllotreta striolata) were released into them (A single application area). Chemical solution B' was sprayed onto bok choy seedlings (at the seventh true leaf stage) planted in 3-inch pots. After air drying, the bok choy seedlings were placed in plastic cups and 10 adult striped flea beetles (Phyllotreta striolata) were released into them (B single application area).
[0177] The sprayed cucumbers were then placed in a temperature-controlled room at 25°C and 60% humidity, and three days after release, the survival rate was checked and the mortality rate was calculated using the following formula. The test was repeated twice. Insect killing rate (%) = (number of dead insects / number of test insects) x 100
[0178] To indicate the degree of synergy, the "effectiveness expectation value" was calculated based on the Colby method. If the effectiveness is greater than the "effectiveness expectation value," it is determined that a synergistic effect exists.
[0179] Expected value (E) of insecticidal rate (%) = X+Y-XY / 100 X: Actual insecticidal rate (%) in the B single application area Actual insecticidal rate (%) measured in the area where Y:A was used alone
[0180] The test results are shown in Table 5. In Table 5, compounds (II) to (IV) are the same as compounds (II) to (IV) in Table 3.
[0181] [Table 5] TIFF0007610583000047.tif255147TIFF0007610583000048.tif65155
[0182] As shown in the test examples, a synergistic effect is observed when compound A is applied to a target together with compound B. The pest control method of the present invention and the pest control composition of the present invention can control pests such as insects and mites more safely with a smaller amount of drug.
Claims
1. Formula (II), Formula (III), and Formula (IV) 【Chemistry 1】 (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) 【Chemistry 2】 【Chemistry 3】 and a salt thereof, (1A) Acetylcholinesterase (AChE) inhibitors (carbamate type), (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorus), (2) GABAergic chloride ion (chloride ion) channel blockers, (3A) Sodium channel modulators (pyrethroids), (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators, (6) glutamate-gated chloride ion (chloride ion) channel (GluCl) allosteric modulators, (9) Chordotonal organ TRPV channel modulators, (13) oxidative phosphorylation uncouplers that disrupt the proton gradient; (14) nicotinic acetylcholine receptor (nAChR) channel blockers, (15) chitin biosynthesis inhibitor, type 0, (16) chitin biosynthesis inhibitor, type 1, (18) ecdysone receptor agonists, (21) mitochondrial electron transport complex I inhibitor (METI), (22) voltage-dependent sodium channel blockers, (28) ryanodine receptor modulators, (29) chordotonal organ modulator target site unidentified, and (30) GABA-gated chloride ion (chloride ion) channel allosteric modulator and an insecticidal or acaricidal active ingredient having a mechanism of action classified by the IRAC code, which is at least one selected from the group consisting of: A method for controlling pests, comprising applying the composition to an object.
2. The insecticidal or acaricidal active ingredient is Acephate, Carbofuran, Fipronil, Bifenthrin Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide The control method according to claim 1, wherein the pest control agent is at least one selected from the group consisting of:
3. 3. The method according to claim 1 or 2, wherein the pest is an insect or a mite.
4. Formula (II), Formula (III), and Formula (IV) 【Chemistry 4】 (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) 【Chemistry 5】 【Chemistry 6】 and at least one selected from the group consisting of compounds represented by the following formula (I) and salts thereof; (1A) Acetylcholinesterase (AChE) inhibitors (carbamate type), (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorus), (2) GABAergic chloride ion (chloride ion) channel blockers, (3A) Sodium channel modulators (pyrethroids), (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators, (6) glutamate-gated chloride ion (chloride ion) channel (GluCl) allosteric modulators, (9) Chordotonal organ TRPV channel modulators, (13) oxidative phosphorylation uncouplers that disrupt the proton gradient; (14) nicotinic acetylcholine receptor (nAChR) channel blockers, (15) chitin biosynthesis inhibitor, type 0, (16) chitin biosynthesis inhibitor, type 1, (18) ecdysone receptor agonists, (21) mitochondrial electron transport complex I inhibitor (METI), (22) voltage-dependent sodium channel blockers, (28) ryanodine receptor modulators, (29) Chordotonal organ modulators, target sites unspecified, and (30) GABA-gated chloride ion (chloride ion) channel allosteric modulator and an insecticidal or acaricidal active ingredient having an action mechanism classified by the IRAC code, which is at least one selected from the group consisting of:
5. The insecticidal or acaricidal active ingredient is Acephate, Carbofuran, Fipronil, Bifenthrin Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide At least one selected from the group consisting of The pesticide composition according to claim 4, wherein
6. 6. The pest control composition according to claim 4 or 5, wherein the pest is an insect or a mite.
7. Formula (II), Formula (III), and Formula (IV) 【Chemistry 7】 (The carbon-carbon double stereobond in formula (II) represents an E or Z configuration or a mixture thereof.) 【Chemistry 8】 【Chemistry 9】 and at least one selected from the group consisting of compounds represented by the following formula (I) and salts thereof; (1A) Acetylcholinesterase (AChE) inhibitors (carbamate type), (1B) Acetylcholinesterase (AChE) inhibitors (organophosphorus), (2) GABAergic chloride ion (chloride ion) channel blockers, (3A) Sodium channel modulators (pyrethroids), (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, (5) nicotinic acetylcholine receptor (nAChR) allosteric modulators, (6) glutamate-gated chloride ion (chloride ion) channel (GluCl) allosteric modulators, (9) Chordotonal organ TRPV channel modulators, (13) oxidative phosphorylation uncouplers that disrupt the proton gradient; (14) nicotinic acetylcholine receptor (nAChR) channel blockers, (15) chitin biosynthesis inhibitor, type 0, (16) chitin biosynthesis inhibitor, type 1, (18) ecdysone receptor agonists, (21) mitochondrial electron transport complex I inhibitor (METI), (22) voltage-dependent sodium channel blockers, (28) ryanodine receptor modulators, (29) Chordotonal organ modulators, target sites unspecified, and (30) GABA-gated chloride ion (chloride ion) channel allosteric modulator An insecticidal or acaricidal active ingredient having a mechanism of action classified by the IRAC code, which is at least one selected from the group consisting of: The pest control agent set is a combination of the composition containing the above and the above without mixing.
8. The insecticidal or acaricidal active ingredient is Acephate, Carbofuran, Fipronil, Bifenthrin Acetamiprid, Spinetoram, Abamectin, Pymetrozine, Chlorfenapyr, Cartap hydrochloride, Teflubenzuron, Buprofezin Tebufenozide, Tolfenpyrad, Metaflumizone, Cyantraniliprole, Flonicamid, and Fluxametamide At least one selected from the group consisting of The pest control agent set according to claim 7,
9. The pest control agent set according to claim 7 or 8, further comprising at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing vessel, gloves, a mask and protective goggles.
10. The pesticide composition according to any one of claims 4 to 6, This pest control agent set is made up of at least one selected from the group consisting of a measuring cup, a measuring dropper, a mixing tank, gloves, a mask and protective goggles.
11. The pest control set according to any one of claims 7 to 10, wherein the pest is an insect or a mite.
12. The method for controlling pests according to claim 1, further comprising applying the pesticide to an object together with an active ingredient of a fungicide.
13. The method for controlling a pest according to claim 12, wherein the active ingredient of the fungicide is an active ingredient of a fungicide having a mechanism of action classified by the FRAC code.
14. The active ingredient of the fungicide is Benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M, oxadixyl, clozylacon, ofurace, bupirimate, dimethirimol, ethirimol, hymexazol, octhilinone, oxolinic acid acid), benomyl, carbendazim, chlorfenazole, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, fluopicolide, diflumetorim, tolfenpyrad, benodanil, flutolanil, mepronil, isofen isofetamide, fluopyram, fenfuram, furmecyclox, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, pyraziflumid, pydiflumetofen,Isoflucypram, inpyrfluxam, azoxystrobin, coumoxystrobin, coumethoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin ), phenaminestrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, mandestrobin, methyltetraprole, cyazofamid, amisulbrom, fenpicoxamid, binapacryl, meptyldinocap, dinocap, fluazinam, ferimzone, fentin acetate acetate), fentin chloride, fentin hydroxide, silthiofam, ametoctradin, andoprim, cyprodinil, mepanipyrim, pyrimethanil, blasticidin-S,Kasugamycin, kasugamycin hydrochloride, streptomycin, oxytetracycline, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, iprodione, procymidone, vinclozolin, edifenphos, iprobenfos, pyrazophos, isopro Isoprothiolane, biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, propamocarb-hydrochloride, propamocarb-fosetylate, prothiocarb, bacillus bacillus subtilis, bacillus subtilis strain QST713, bacillus subtilis strain FZB24, bacillus subtilis strain MBI600, bacillus subtilis strain D747, bacillus amyloliquefaciens, melaleuca alternifolia (tea tree) extract, triforine,pyrifenox, pyrisoxazole, fenarimol, flurprimidol, nuarimol, imazalil, imazalil-sulphate, oxpoconazole fumarate fumarate, pefurazoate, prochloraz, triflumizole, viniconazole, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriahorax, Flutriafol, fluconazole, fluconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, fluquinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole,Voriconazole, mefentrifluconazole, aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, validamycin, polyoxins, polyoxorim, dimethomorph, flumorph, pyrimorph, benthiavalicarb-isopropyl opyl), iprovalicarb, valifenalate, mandipropamid, fthalide, pyroquilon, tricyclazole, carpropamid, diclocymet, fenoxanil, tolprocarb, acibenzolar-S-methyl, probenazole, tiadinil, isotianil, dichlobentiazox, laminarin, reynoutria knotweed extract sachalinensis extract), cymoxanil, fosetyl-aluminium, phosphoric acid (phosphate), tecloftalam, triazoxide,Flusulfamide, diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriophenone, dodine, dodine free base, flutianil, copper (copper salts), Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxide, copper oxychloride, copper sulfate, sulfur, sulfur products, calcium polysulfide polysulfide, ferbam, mancozeb, maneb, mancopper, metiram, polycarbamate, propineb, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid, guazatine, iminoctadine triacetate, iminoctadine albesilate trialbesilate), anilazine, dithianon, quinomethionate, fluoroimide, fluorofolpet, guazatine acetate, bis(8-quinolinolato) copper(II), propamidine,Chloropicrin, cyprofuram, agrobacterium, bethoxazin, diphenylamine, methylisothiocyanate (MITC), mildiomycin, capsaicin, cufraneb, cyprosulfamide, dazomet, debacarb, dichlorophen, flumetover, fosetyl-calcium, fosetyl-sodium, irumamycin, natamycin, nitrothal isopropyl isopropyl), oxamocarb, pyrrolnitrin, tebufloquin, tolnifanide, zarilamide, algophase, amicarthiazol, oxathiapiprolin, metiram zinc, benthiazole, trichlamide, uniconazole, oxyfenthiin, picarbutrazox, dichlobentiazox, quinofumelin, thiuram, ambam, agrobacterium radiobacter, coniothyrium minitans, pseudomonas Pseudomonas fluorescens, Pseudomonas rhodesiae, Talaromyces flavus,Trichoderma atroviride, non-pathogenic Erwinia carotovora subsp. carotovora, Bacillus simplex s simplex), variovorax paradoxus, lactobacillus plantarum, florylpicoxamid, pyrapropoyne, fluindapyr, aminopyrifen, pyridaclomethyl, ipflufenoquin, at least one selected from the group consisting of ipflufenoquin.
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