WO2015005355A1 - Composition phytosanitaire synergique comportant un dérivé de l'acide picolinique - Google Patents

Composition phytosanitaire synergique comportant un dérivé de l'acide picolinique Download PDF

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WO2015005355A1
WO2015005355A1 PCT/JP2014/068212 JP2014068212W WO2015005355A1 WO 2015005355 A1 WO2015005355 A1 WO 2015005355A1 JP 2014068212 W JP2014068212 W JP 2014068212W WO 2015005355 A1 WO2015005355 A1 WO 2015005355A1
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plant disease
group
disease control
inhibitor
plant
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PCT/JP2014/068212
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English (en)
Japanese (ja)
Inventor
憲太朗 山本
聡 畠山
誠 松村
正明 三冨
賢司 梅村
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Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社
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Priority to JP2015526358A priority Critical patent/JP6539205B2/ja
Publication of WO2015005355A1 publication Critical patent/WO2015005355A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the present invention relates to a novel plant disease control composition or combination containing a picolinic acid derivative and at least one other plant disease control agent.
  • Patent Document 1 discloses a compound represented by the formula (I) of the present application, but there is no specific description regarding mixed use with other agents.
  • Patent Documents 2 and 3 show the control effect on wheat diseases by mixing with other agents of the compound represented by the formula (I) of the present application, respectively, but regarding the control of diseases such as vegetables and fruit trees, There is no description.
  • the present inventors have found that a specific plant disease can be controlled synergistically by using a specific picolinic acid derivative in combination with another plant disease control agent.
  • the present invention is based on this finding.
  • An object of the present invention is to provide a novel plant disease control composition or combination.
  • At least one plant disease control agent selected from the compounds described in JP-A-2006-290883, WO2007 / 072999, WO2007 / 108483, WO2008 / 062878, and WO2006 / 098128 A composition or combination for controlling plant diseases, comprising: [2] A plant disease control agent selected from the group (II) is (3) complex I inhibitor, (4) complex II inhibitor, (5) complex III inhibitor, (10) signal transduction inhibition. A plant disease control composition or combination according to [1], selected from an agent, (12) a sterol synthesis inhibitor of membrane, and (17) tebufloquine.
  • a plant disease control agent selected from the group (II) is diflumetrim, tolfenpyrad, benodanyl, flutolanil, mepronil, isophetamide, fluopyram, fenfram, carboxin, oxycarboxyl, tifluzamide, benzobindiflupyr, bixafen, full Xapiroxado, furametopir, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, azoxystrobin, cumoxystrobin, enoxastrobin, fluphenoxystrobin, picoxystrobin, pyroxystrobin, pyraclostrobin, pyrame Tostrobin, Triclopyricarb, Cresoxime methyl, Trifloxystrobin, Dimoxystrobin, Phenaminostrobin, Metominostrobin, Orisastrobin, Fu Selected from moxadone, floxastrobin, man
  • a composition for controlling plant diseases comprising at least one of the compounds represented by the above, enantiomers thereof, mixtures thereof, or agriculturally and horticulturally acceptable salts thereof: Group (II) consisting of: (II) (1) Nucleic acid synthesis inhibitor (2) Mitotic fission and cell division inhibitor (3) Complex I inhibitor (4) Complex II inhibitor (5) Complex III inhibitor (6) Oxidative phosphorylation Uncouplers (7) Oxidative phosphorylation inhibitors (8) ATP synthesis inhibitors (9) Amino acid and protein synthesis inhibitors (10) Signal transduction inhibitors (11) Lipid and cell membrane synthesis inhibitors (12) Membrane sterols Synthesis inhibitors (13) Cell wall biosynthesis inhibitors (14) Cell wall melanin synthesis inhibitors (15) Host plant resistance inducers (16) Multi-acting point contact activators (17) Plant disease control selected from Agent: Simoxanyl, fosetyl, phosphorous acid, teclophthalam, triazoxide, fursulfamide, diclomediol
  • At least one plant disease control agent selected from the compounds described in JP-A-2006-290883, WO2007 / 072999, WO2007 / 108483, WO2008 / 062878, and WO2006 / 098128 A composition for use in combination with.
  • As an active ingredient at least one compound represented by formula (I) defined in [1], an enantiomer thereof, a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof;
  • a method for controlling plant diseases comprising applying at least one plant disease control agent selected from the defined group (II) to the area to be treated, simultaneously or separately.
  • the plant disease control composition or combination according to any one of [1] to [3] is used as a target pest, a target useful plant, a seedling of the target useful plant, a seed, a root, or a tuber of the target useful plant.
  • a method for controlling plant diseases which comprises applying to a bulb or rhizome, soil, or a cultivation carrier.
  • the picolinic acid derivative used in the present invention is a compound represented by the formula (I), an enantiomer thereof, a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof (hereinafter referred to as “formula (I)”. Sometimes referred to as a picolinic acid derivative).
  • the compound represented by the formula (I) is specifically selected from the compounds A to E shown below.
  • the compound represented by the formula (I) is preferably the compound A described above.
  • Examples of the agriculturally and horticulturally acceptable salt of the compound represented by the formula (I), its enantiomer, or a mixture thereof include acid addition salts such as hydrochloride, sulfate, nitrate, phosphate and acetate.
  • the plant disease control agent used in combination with the picolinic acid derivative represented by the formula (I) is selected from the group (II) consisting of (1) to (18). (1) to (18) will be specifically described below.
  • nucleic acid synthesis inhibitors examples include benalaxyl, benalaxyl-M (benalaxyl-M), furaxyl (furalaxyl), metalaxyl (metalaxyl), metalaxyl-M (metalaxyl-M), oxadixyl. (Oxadixyl), offurace, bupirimate, dimethirimol, ethirimol, hymexazole, octhilinone, oxolinic acid and the like.
  • Mitotic fission and cell division inhibitors include, for example, benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, Examples include thiophanate-methyl, dietofencarb, zoxamide, ethaboxam, pencycuron, fluopicolide, and the like.
  • complex I inhibitor examples include diflumetorim and tolfenpyrad.
  • Complex II inhibitors include, for example, benodanil, flutolanil, mepronil, isofetamid, fluopyram, fenfuram, carboxin (Carboxin), oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr, isopyrazam, penflufen ), Penthiopyrad, sedaxane, boscalid and the like.
  • the complex II inhibitor is preferably isofetamid, fluxapyroxad, furametpyr, penflufen, penthiopyrad, and boscalid, more preferably Isofetamid, fluxapyroxad, furametpyr, and penflufen.
  • Complex III inhibitor examples include azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, pico Xoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, cresoxim-methyl, trifloxystrobin , Dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, mandestrobin, pyriminosto Robin (pyriminostrobin), fenamidone (fenamidone), pyribencarb (pyribencarb), cyazofamid (cyazofamid), amisulbrom (amisulbrom), ametoctrazine (ametoctradin) and the like.
  • azoxystrobin coumoxystrobin, enoxastrobin, flufenoxystrobin, pico Xoxystro
  • the complex III inhibitor is preferably azoxystrobin, picoxystrobin, kresoxim-methyl, trifloxystrobin, metominostrobin, orisostrobin ( orysastrobin), famoxadone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, ametoctradin, more preferably metinostrobin, orosminostrobin (Orysastrobin), famoxadone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, amethoctrazine (ametoctradin).
  • Uncoupling agent for oxidative phosphorylation examples include binapacryl, meptyldinocap, dinocap, fluazinam and the like. .
  • Oxidative phosphorylation inhibitor examples include fentin acetate, fentin chloride, fentin hydroxide, and the like.
  • ATP synthesis inhibitor examples include silthiofam.
  • amino acid and protein synthesis inhibitors for example, cyprodinil, mepanipyrim, pyrimethanil, blasticidin S (blasticidin-S), kasugamycin, Streptomycin, oxytetracycline, etc. are mentioned.
  • Signal transduction inhibitors include quinoxyfen, proquinazid, fenpiclonil, fludioxonil, fludioxonil, chlozolinate, iprodione, and procymidone. , Vinclozolin and the like.
  • the signaling inhibitor is preferably fludioxonil.
  • Lipid and cell membrane synthesis inhibitors examples include edifenphos, iprobenfos, pyrazophos, isoprothione, biphenyl, chloroneb ( Examples include chloroneb, dicloran, quintozene, tecnazene, tolclofos-methyl, etridiazole, iodocarb, propamocarb, prothiocarb and the like.
  • membrane sterol Synthesis Inhibitor examples include, for example, triforine, pyrifenox, pyrizoxazole, fenarimol, nuarimol, imazalil , Oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole (Difenoconazole), diniconazole, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, Flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, microbutanil, penconazole, propiconazole, simeconazole , Tebuconazole, tetraconazole, triadimefon, triadimen
  • the sterol synthesis inhibitor of the membrane is preferably epoxiconazole, fenbuconazole, metconazole, simeconazole, more preferably fenbuconazole, cimeconazole ( simeconazole).
  • Cell wall biosynthesis inhibitors include, for example, validamycin, polyoxin, dimethomorph, flumorph, pyrimorph, and benchavalicarb. Iprovalicarb, valifenalate, mandipropamid and the like.
  • Cell wall melanin synthesis inhibitors include, for example, fthalide, pyroquilon, tricyclazole, carpropamid, diclocymet, fenoxanil, etc. Is mentioned.
  • Host plant resistance inducers examples include, for example, acibenzolar-S-methyl, probenazole, thiadinyl, isothianil, Laminarin etc. are mentioned.
  • Multi-acting point contact activators include copper, sulfur, ferbam, mancozeb, maneb, metiram, Propineb, propirab, thiram, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid ), Guazatine, iminoctadine, anilazine, dithianon, quinoxaline (chinomethionat / quinomethionate), fluoroimide and the like.
  • plant disease control agents include, for example, cymoxanil, fosetyl-Al, phosphorous acid and salts, teclofthalam, triazoxide, and flusulfamide. ), Diclomezine, methasulfocarb, cyflufenamid, metrafenone, pyriofenone, dodine, flutolanil, ferimzone, tebufloquin, tebufloquin Examples include thiapiproline, NNF-0721, MIF-1002, and NF-171. Preferred is tebufloquin.
  • Plant disease control agents shown below Examples of other plant disease control agents include JP2009-078991A, JP2009-073823A, WO2008 / 102678, JP2010 / 083763, Republished WO2008 / 066148, republished WO2009 / 028280, WO2005 / 115994, JP2006-290883, WO2007 / 072999, WO2007 / 108483, WO2008 / 062878, WO2006 / And compounds described in Japanese Patent No. 098128.
  • the plant disease control agent selected from the group (II) is preferably (3) complex I inhibitor, (4) complex II inhibitor, (5) complex III inhibitor, (10) signal transduction inhibition Agent, (12) sterol synthesis inhibitor of membrane, and (17) tebufloquine.
  • the plant disease control agent selected from the group (II) is diflumetorim, tolfenpyrad, benodanil, flutolanil, mepronil, isofetamid, fluopyram fluopyram, fenfuram, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, benzovindiflupyr, bixafen, fluxapyroxad, furametpyr ), Isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, azoxystrobin, coumoxystrobin, enoxastrobin (eno) xastrobin), flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, cresoxime methyl ( kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminostro
  • tolfenpyrad benodanil, flutolanil, mepronil, isofetamid, fluopyram, fenfuram, carboxyxin, carboxin, (Oxycarboxin), thifluzamide, benzovindiflupyr, fluxapyroxad, furametpyr, penflufen, sedaxane, coumoxystrobin, enumoxystrobin Enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, pyrametostrobin, triclopyrcarb (triclopyr) icarb), dimoxystrobin, phenaminostrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, mandestrobin , Pyriminostrobin, fenamidone, pyribencarb, cyazofamid, amisulbrom, ametoctradin, flud
  • the plant disease control agent selected from the group (II) is diflumetorim, tolfenpyrad, isofetamid, fluxapyroxad, furametpyr, penflufen , Penthiopyrad, boscalid, azoxystrobin, picoxystrobin, kresoxim-methyl, trifloxystrobin, metominostrobin, orisatrobin (Orysastrobin), famoxadone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, ametoctrazine, ametoctradin, fludioxonil (Fludioxonil), epoxiconazole, fenbuconazole, metconazole, simeconazole, tebufloquin.
  • the plant disease control agent selected from the group (II) is particularly preferably diflumetorim, tolfenpyrad, isofetamid, fluxapyroxad, furametpyr, penflufen , Metminostrobin, orysastrobin, famoxadone, fluoxastrobin, pyribencarb, cyazofamid, amethoctrazine, fludioxonil, fludioxonil, fludioxonil fenbuconazole), amisulbrom, simeconazole, tebufloquin.
  • a plant disease control composition comprising at least one picolinic acid derivative represented by the formula (I) and at least one plant disease control agent selected from the group (II) Or a combination. That is, the picolinic acid derivative represented by the formula (I) and the plant disease control agent selected from the group (II) can be provided as a composition or a combination.
  • the “plant disease control composition or combination” means a composition or combination exhibiting a synergistic control effect on plant diseases.
  • the protective effect includes not only killing the phytopathogenic microorganisms of the target plant disease, but also suppressing the growth of the phytopathogenic microorganisms and protecting the plant from being infected with the phytopathogenic microorganisms. Whether or not it has a synergistic protective effect can be determined by those skilled in the art according to a known method (for example, Colby's formula).
  • composition or combination for controlling plant diseases of the present invention can be applied to vegetables, fruit trees, flowers, turf, and specifically, for example, tomato, pepper, eggplant, pepper, cucumber, pumpkin, watermelon , Melon, green beans, soybean, azuki bean, pea, broad bean, peanut, potato, sweet potato, sugar beet, rapeseed, radish, Chinese cabbage, broccoli, carrot, strawberry, leek, oyster, fig, banana, ume, sweet cherry, pear, peach, apple , Grapes, citrus, chrysanthemum, lily, tulip, cyclamen, sunflower, cosmos, crocus, freesia, shiba, turkey, bentgrass, etc., preferably tomato, cucumber, green beans, Chinese cabbage.
  • the plant disease control composition or combination of the present invention can also be applied to genetically modified crops and the like.
  • diseases in which the composition or combination for controlling plant diseases of the present invention exhibits a controlling effect include, for example, vegetable gray mold (Botrytis cinerea) such as tomato, cucumber, beans, strawberries, potatoes, cabbage, eggplant, lettuce, etc. , Tomatoes, cucumbers, beans, strawberries, potatoes, rapeseed, cabbage, eggplant, lettuce, etc., sclerotia sclerotia, tomatoes, cucumbers, beans, radish, watermelon, eggplant, rapeseed, peppers, spinach, sugar beet, etc.
  • vegetable gray mold Botrytis cinerea
  • Botrytis cinerea such as tomato, cucumber, beans, strawberries, potatoes, cabbage, eggplant, lettuce, etc.
  • sclerotia sclerotia tomatoes, cucumbers, beans, radish, watermelon, eggplant, rapeseed, peppers, spinach, sugar beet, etc.
  • Vegetable seedling blight (Rhizoctonia spp., Phythium spp., Fusarium spp., Physophothora spp., Sclerotinia sclerotiorum, etc.), cucumber downy mildew (Pseudoperer) nospora cubensis), cucumber powdery mildew (Sphaerotheca furiginea), cucumber anthracnose (Colletotrichum lageniarum), cucumber vine disease (Dylymella bryoniae), Phytophthora melanis, Phytophthora nicotianae, Phytophthora drechsleri, Phytophthora capsici, etc., Tomato ring rot (Alternaria solifolia), Tomato leaf mold (Cladosporhumh) tans), tomato wilt disease (Phythium myriotylum), tomato anthracnose (Colletotrichoum phomos
  • Peach blight (Phytophthora sp.), Peach anthracnose (Gloeosporium laeticolor), sweet potato anthracnose (Glomelella kunuano), Monilinia kusanoi (Milinia kusanoi), Glooesporium kaki), oyster deciduous disease (Cercospora kaki, Mycosphaerella nawae), oyster powdery mildew (Phyllactinia kakikora), citrus black spot (Diaporthe citrus) Sick disease Elsinoe fawcettii, Chamochi rice rot (Exobasidium reticulatum), Cha white rot (Elsinoe leucospitala), Colletotrichoris teratotrophic disease, Tobacco powdery mildew (Erysiphe cichoracearum), Tobacco anthracnose (Colletotrichum tabacum), Tobacco plague (Phytophthora parasitetic
  • Rhynchosporium secalis B. epidermis (Gaeumanomyces graminis), B. anthracnose (Colletotrichum graminicola), B. cerebellum (Typula incarnata) Ishikariensis), Shiba Snow rot large sclerotia nuclear disease (Sclerotinia borealis), Shiva Fairy ring (Marasumius oreades etc.), Shivapisium disease (Pythium aphanidermatum etc.), Shiva blast disease (Pyriculara etc.).
  • resistance to drugs acting on the Qo site of cytochrome bc1 of complex protein III of mitochondrial electron transport system as described in Plant Protection No. 66, No. 9, pp. 481-487 (2012) And diseases showing resistance to drugs acting on the complex protein II of the mitochondrial electron transport system.
  • a disease in which the composition for controlling plant diseases or the combination according to the present invention exhibits a controlling effect preferably, vegetable gray mold (Botrytis cinerea), vegetable mycorrhizal disease (Sclerotinia sclerotiorum), cucurbitous powdery mildew ( Sphaerotheca filiginea), eggplant powdery mildew (Sphaerotheca fuliginea, etc.), strawberry powdery mildew (Sphaerotheca humuli), pea powdery mildew (Erysiphe pisci), grape powdery uinc Oyster powdery mildew (Phyllactinia kakikora), tobacco powdery mildew (Erysiphe cich) Racearum), is, more preferably, vegetables Botrytis (Botrytis cinerea), a Cucurbitaceae powdery mildew (Sphaerotheca fuliginea).
  • composition for controlling plant diseases of the present invention is selected from the group (II) and at least one of the compound represented by the formula (I), its enantiomer, or a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof.
  • plant disease control agent it can be prepared using an agricultural and horticulturally acceptable carrier according to the usage.
  • composition for controlling plant diseases of the present invention is usually mixed with an appropriate solid carrier, liquid carrier, gaseous carrier, surfactant, dispersant, other formulation adjuvants, emulsion, solution, suspension, It is provided in any dosage form such as wettable powder, flowable powder, powder, granule, fine granule F, microcapsule, tablet, oil, aerosol, smoke and the like.
  • dosage forms can be produced by the method described in, for example, “Agricultural Chemicals Formulation Guide” (edited by the Japanese Agricultural Chemical Society / Application Method Research Group, published by the Japan Plant Protection Association, 1997).
  • solid carrier examples include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate and the like.
  • liquid carrier examples include alcohols such as methanol, n-hexanol and ethylene glycol, ketones such as acetone, methyl ethyl ketone and cyclohexanone, aliphatic hydrocarbons such as n-hexane, kerosene and kerosene, toluene, xylene and methyl Aromatic hydrocarbons such as naphthalene, ethers such as diethyl ether, dioxane and tetrahydrofuran, esters such as ethyl acetate, nitriles such as acetonitrile and isobutyronitrile, acid amides such as dimethylformamide and dimethylacetamide, soybean Examples include vegetable oils such as oil and cottonseed oil, dimethyl sulfoxide, and water.
  • alcohols such as methanol, n-hexanol and ethylene glycol
  • ketones such as acetone, methyl ethyl
  • gaseous carriers examples include LPG, air, nitrogen, carbon dioxide, dimethyl ether and the like.
  • Surfactants and dispersants for emulsification, dispersion, spreading, etc. include, for example, alkyl sulfates, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ethers, polyhydric alcohol esters, A lignin sulfonate can be used.
  • carboxymethyl cellulose for example, carboxymethyl cellulose, gum arabic, polyethylene glycol, calcium stearate and the like can be used as an adjuvant for improving the properties of the preparation.
  • the above carriers, surfactants, dispersants, and adjuvants can be used alone or in combination as necessary.
  • the content of the active ingredient in the preparation (that is, the total amount of the content of the picolinic acid derivative represented by the formula (I) and the content of the plant disease control agent selected from the group (II)) is particularly limited. Usually, it is 1 to 75% by weight for emulsions, 0.3 to 25% by weight for powders, 1 to 90% by weight for wettable powders, and 0.5 to 10% by weight for granules.
  • a mixing ratio of a picolinic acid derivative represented by the formula (I) and a plant disease control agent selected from the group (II) (picolinic acid derivative represented by the formula (I): selected from the group (II) Plant disease control agent) in a weight ratio of 1: 250 to 250: 1, preferably 1: 100 to 100: 1, more preferably 1:50 to 50: 1, even more preferably 1: It can be 25-25: 1.
  • the ratio when the picolinic acid derivative represented by the formula (I) is combined with the plant disease control agent selected from the group (II) is also 1: 250 to 250: 1 by weight, preferably It can be 1: 100 to 100: 1, more preferably 1:50 to 50: 1, and even more preferably 1:25 to 25: 1.
  • a plant disease control composition further comprising an agricultural and horticulturally acceptable carrier, (1) 0.1 to 80% by weight of a picolinic acid derivative represented by the formula (I), 0.1 to 80% by weight of a plant disease control agent selected from the group (II), 0% of a wetting agent and a dispersing agent A composition in wettable powder form, containing from 6 to 30% by weight, and from 20 to 95% by weight of filler; (2) 0.1 to 80% by weight of a picolinic acid derivative represented by the formula (I), 0.1 to 80% by weight of a plant disease control agent selected from the group (II), a wetting agent, a dispersing agent and a binding agent A composition in the form of a water dispersible granule containing 0.6 to 30% by weight of an agent and 20 to 95% by weight of a bulking agent; (3) 0.1 to 80% by weight of a picolinic acid derivative represented by the formula (I), 0.1 to 80% by weight of a plant disease control agent selected from the group
  • it is a composition of (2), (3), (4).
  • the composition for controlling plant diseases according to the present invention comprises at least an active ingredient in the composition, the compound represented by formula (I), an enantiomer thereof, a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof. It can be prepared by mixing one species and at least one plant disease control agent selected from the group (II).
  • the composition for controlling plant diseases according to the present invention comprises a compound represented by the formula (I), an enantiomer thereof, a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof, which is an active ingredient in the composition.
  • at least one kind of a plant disease control agent selected from the group (II) is prepared in advance and used in preparation of these preparations or dilutions thereof. You may mix and use a liquid on the spot.
  • the active ingredient is at least one compound of the formula (I), its enantiomer, or a mixture thereof, or an agricultural and horticulturally acceptable salt thereof, and a group ( II)
  • the compound represented by formula (I), its enantiomer, or a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof comprises the first composition comprising it as an active ingredient
  • the plant disease control agent provided as a product and selected from the group (II) is provided as a second composition comprising it as an active ingredient.
  • the first composition and the second composition are used in combination with an appropriate carrier, surfactant, dispersant, and other formulation adjuvants as in the case of the above-described plant disease control composition.
  • any dosage form can be obtained.
  • the combination according to the invention may be provided in the form of a drug set.
  • the combination according to the invention may also be provided as a kit.
  • the plant disease control combination according to the present invention comprises at least one of the compounds represented by formula (I), an enantiomer thereof, or a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof (for example, the first composition). And at least one plant disease control agent selected from the group (II) (for example, as the second composition) can be used simultaneously or sequentially. When using sequentially, either may be used first.
  • a method for controlling a plant disease comprising at least a compound of formula (I), an enantiomer thereof, or a mixture thereof, or an agriculturally and horticulturally acceptable salt thereof.
  • a method comprising applying one and at least one plant disease control agent selected from group (II) simultaneously or separately to the area to be treated.
  • to be applied "simultaneously” includes at least one compound of formula (I), an enantiomer thereof, or a mixture thereof, or an agrohortically acceptable salt thereof, and group (II) It is also included to apply the mixture after mixing with at least one plant disease control agent selected from before applying to the area to be treated.
  • group (II) It is also included to apply the mixture after mixing with at least one plant disease control agent selected from before applying to the area to be treated.
  • at least one of the compounds of formula (I), their enantiomers, or mixtures thereof, or their agricultural and horticulturally acceptable salts can be applied. Applying prior to the other component and applying at least one of the compound of formula (I), its enantiomers, or mixtures thereof, or their horticulturally acceptable salts after the other component Is included.
  • a first composition comprising, as an active ingredient, at least one of a compound represented by formula (I), an enantiomer thereof, a mixture thereof, or an agricultural and horticulturally acceptable salt thereof;
  • Controlling a plant disease comprising applying a second composition comprising at least one plant disease control agent selected from the group (II) as an active ingredient to an area to be treated A method is provided.
  • the composition or combination of the present invention may be used as it is or diluted to apply pests (for example, phytopathogenic fungi), useful plants, seedlings of useful plants, useful plants.
  • pests for example, phytopathogenic fungi
  • useful plants for example, seedlings of useful plants, useful plants.
  • the amount of active ingredient in the composition or combination of the present invention is preferably 0.1 g to 10 kg, preferably 1 g to 1 kg per 10 ares of cultivated land. .
  • a dipping method for example, a powder coating method, a smearing method, a spraying method, a pellet method, a film method, and a fumigation method can be mentioned.
  • the immersion method is a method in which seeds, roots, tubers, bulbs, or rhizomes are immersed in a liquid chemical solution.
  • the powder coating method includes dry powder coating method in which a dry powder, tuber, bulb, or rhizome is attached to a powdered drug, and a light powder soaked seed, root, tuber, bulb, or rhizome in powder. There is a wet powder coating method to attach.
  • the smearing method is a method in which a suspended drug is applied to the surface of seeds, tubers, bulbs or rhizomes in a mixer.
  • the spraying method is a method of spraying a drug on the surface of seeds, roots, tubers, bulbs, or rhizomes.
  • the film method is a method in which a film containing a drug is coated on seeds, tubers, bulbs or rhizomes.
  • the fumigation method is a method of disinfecting seeds, roots, tubers, bulbs, or rhizomes with a gasified chemical in an airtight container.
  • Preferable treatment methods include a dipping method, a powder coating method, a smearing method, a spraying method, a pellet method, and a film method.
  • the amount of treatment when applied to plant seeds, roots, tubers, bulbs or rhizomes is not particularly limited, but preferably the amount of active ingredient in the composition of the present invention is seeds, roots, tubers, bulbs or rhizomes. It is desirable to apply 1 g to 10 kg, more preferably 100 g to 1 kg per 100 kg.
  • a granule containing the composition or combination of the present invention is applied to or on the soil, and a solution obtained by emulsifying or dissolving the composition or combination of the present invention in water is applied to the soil. Treatment or irrigation.
  • the amount of treatment of the composition or combination of the present invention to the soil is not particularly limited, but is preferably 0.1 g to 10 kg, preferably 1 g to 1 kg per 10 ares of cultivated land as an active ingredient.
  • a method for protecting useful plants from pests which is a compound represented by formula (I) as an active ingredient, an enantiomer thereof, a mixture thereof, or an agricultural and horticulturally acceptable method thereof.
  • the at least one plant disease control agent may be applied as a composition or a combination.
  • composition or combination for controlling plant diseases of the present invention for controlling plant diseases.
  • a compound represented by formula (I), an enantiomer thereof, or a mixture thereof, or an agricultural or horticultural basis thereof, for producing the plant disease control composition or combination of the present invention there is provided the use of top acceptable salts and plant disease control agents selected from group (II).
  • the plant disease is preferably vegetable gray mold or cucumber powdery mildew.
  • R represents an isopropylcarbonyloxymethyl group.
  • R represents an isopropylcarbonyloxymethyl group.
  • a plant disease control composition or combination comprising
  • R represents an isopropylcarbonyloxymethyl group.
  • a plant disease control composition or combination comprising at least one selected plant disease control agent.
  • the plant disease is preferably vegetable gray mold or cucumber powdery mildew.
  • [1] Contains at least one picolinic acid derivative represented by the formula (I), an enantiomer thereof, a mixture thereof, or an acid addition salt thereof and at least one plant disease control agent represented by (II)
  • a composition or combination for controlling plant diseases [R represents an isopropylcarbonyloxymethyl group, an acetyl group, an acetyloxymethyl group, an isobutyloxycarbonyl group, or a benzo [d] [1,3] dioxo-5-ylmethyl group] (II) (1) Nucleic acid synthesis inhibitor (2) Mitotic fission and cell division inhibitor (3) Complex I inhibitor (4) Complex II inhibitor (5) Complex III inhibitor (6) Oxidative phosphorylation Uncoupling inhibitor (7) Oxidative phosphorylation inhibitor (8) ATP synthesis inhibitor (9) Amino acid and protein synthesis inhibitor (10) Signaling inhibitor (11) Lipid and cell membrane synthesis inhibitor (12) Membrane inhibitor Sterol synthesis inhibitors (13) Cell wall bio
  • Compound A used in this example means a compound of the formula (I) in which R represents an isopropylcarbonyloxymethyl group.
  • Formulation Example 1 [wettable powder] Compound A 10% by weight Boscalid 20% by weight 50% by weight of clay 2% white carbon Diatomaceous earth 13% by weight Calcium lignin sulfonate 4% by weight Sodium lauryl sulfate 1% by weight The above ingredients were mixed uniformly and pulverized to obtain a wettable powder.
  • Formulation Example 2 [Granular wettable powder] Compound A 10% by weight Penthiopyrad 20% by weight 60% clay Dextrin 5% by weight Alkyl maleic acid copolymer 4% by weight Sodium lauryl sulfate 1% by weight The above components were uniformly pulverized and mixed, water was added and kneaded well, and then granulated and dried to obtain a granular wettable powder.
  • Formulation Example 3 Compound A 10% by weight Azoxystrobin 20% by weight POE polystyryl phenyl ether sulfate 5% by weight Propylene glycol 6% by weight Bentonite 1% by weight Xanthan gum 1% aqueous solution 3% by weight PRONALEX-300 (Toho Chemical Co., Ltd.) 0.05% by weight ADDAC 827 (Kay Kasei Co., Ltd.) 0.02% by weight 100% by weight of water The total amount excluding the 1% aqueous solution of xanthan gum and an appropriate amount of water from the above blend was premixed and then pulverized with a wet pulverizer. Thereafter, 1% aqueous solution of xanthan gum and the remaining water were added to obtain a flowable agent at 100% by weight.
  • Formulation Example 6 [DL powder] Compound A 1% by weight Tebufloquin 1% by weight DL clay 95.5 wt% 2% white carbon Light liquid paraffin 0.5% by weight The said component was mixed uniformly and the powder agent was obtained.
  • Formulation Example 7 [Fine Granule F] Compound A 1% by weight Tebufloquin 1% by weight Carrier 94% by weight 2% white carbon Hyzol SAS-296 2% by weight The said component was mixed uniformly and the powder agent was obtained.
  • Formulation Example 8 [Granule] Compound A 2% by weight Penfulfen 1% by weight Bentonite 39% by weight Talc 10% by weight 46% by weight clay 2% by weight calcium lignin sulfonate The above components were pulverized and mixed uniformly, kneaded well with water, and granulated and dried to obtain granules.
  • Formulation Example 10 (Granule) Compound A 2% by weight Probenazole 24% by weight Sodium lauryl sulfate 1% by weight Bentonite 2% by weight Calcium stearate 1% by weight 2% by weight of PVA 68% by weight of clay The above components were pulverized and mixed uniformly, kneaded well with water, and granulated and dried to obtain granules.
  • Test example 1 A mixture solution having a predetermined concentration of the compound represented by the formula (I) and the compound selected from the group (II) was prepared, and this was used as a spray solution.
  • the petals of the green beans (variety Serena) on the first day of flowering were collected, 8 petals were arranged in a petri dish, and 5 mL of the spray solution was sprayed on the petals using a spray gun so as to be uniform.
  • Naturally dried petals were suspended in water with conidia of Botrytis cinerea and spray-inoculated with a conidia suspension adjusted to 1 ⁇ 10 4 cells / mL (2 mL per petri dish). . This was kept in a chamber at a temperature of 21 ° C.
  • control value was calculated after 4 days. According to the following criteria, the strength of disease was visually determined using the elongation of hyphae formed on the petals as an index, and then the control value was calculated using Formula 1 and Formula 2 and shown in Table 1.
  • Test example 2 A mixture solution having a predetermined concentration of the compound represented by the formula (I) and the compound selected from the group (II) was prepared, and this was used as a spray solution.
  • a spray solution of 0.5 mL per leaf was sprayed uniformly using a spray gun.
  • the first true leaf foliar cucumber powdery mildew spores (Sphaerotheca fuliginea) was suspended in water, and 2 ⁇ 10 3 cells / mL to become so adjusted spore suspension 1mL per pot which was naturally dried Inoculated by spraying.
  • Control value ⁇ 1 ⁇ (number of lesions in the drug-treated group / number of lesions in the drug-untreated group) ⁇ ⁇ 100
  • the control value expected when the mixture is sprayed is the control value X when the compound represented by the formula (I) is sprayed alone and the compound selected from the group (II).
  • Y can be calculated by Colby's formula (formula 2) (see Colby, SR Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 1967, 15, 20-22). If the actual control value reaches at least the expected control value, it can be determined to have a synergistic effect.
  • Formula 2 Expected control value (X + Y)-XY / 100

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Protection Of Plants (AREA)

Abstract

La présente invention a pour objet de réaliser une composition ou une combinaison phytosanitaire, ladite composition ou combinaison comportant un dérivé de l'acide picolinique associé à un autre agent phytosanitaire. Une composition ou combinaison phytosanitaire décrite comporte au moins un constituant choisi parmi un composé représenté par la formule (I) [R représentant un groupe isopropylcarbonyloxyméthyle, un groupe acétyle, un groupe acétyloxyméthyle, un groupe isobutyloxycarbonyl ou un groupe benzo[d][1,3]dioxo-5-ylméthyle], un énantiomère de ceux-ci, un mélange de ceux-ci ou un sel de ceux-ci acceptable du point de vue agricole ou horticole, associé à au moins un type d'autre agent phytosanitaire.
PCT/JP2014/068212 2013-07-10 2014-07-08 Composition phytosanitaire synergique comportant un dérivé de l'acide picolinique WO2015005355A1 (fr)

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JP2017529317A (ja) * 2014-08-08 2017-10-05 ダウ アグロサイエンシィズ エルエルシー 穀類において菌防除のための相乗的殺菌混合物
CN107616040A (zh) * 2017-10-13 2018-01-23 北京博艺远景园林养护服务中心 园林植物枯萎病的早期防治方法及中后期的治疗方法
US10173981B2 (en) 2014-12-30 2019-01-08 Dow Agrosciences Llc Picolinamides as fungicides
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CN110301436A (zh) * 2019-08-13 2019-10-08 福建拓烯新材料科技有限公司 一种微胶囊剂组合物及其制备方法
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EP3504201A4 (fr) * 2016-08-26 2020-03-11 Dow Agrosciences LLC Utilisation de pro-fongicides de uk-2a pour la lutte contre la pourriture brune sur les fruits à noyaux et à pépins
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CN109380240A (zh) * 2017-08-03 2019-02-26 沈阳中化农药化工研发有限公司 一种含有氟噻唑吡乙酮的农药组合物及其应用
CN109380240B (zh) * 2017-08-03 2020-12-08 沈阳中化农药化工研发有限公司 一种含有氟噻唑吡乙酮的农药组合物及其应用
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CN107616040A (zh) * 2017-10-13 2018-01-23 北京博艺远景园林养护服务中心 园林植物枯萎病的早期防治方法及中后期的治疗方法
US11155520B2 (en) 2018-03-08 2021-10-26 Dow Agrosciences Llc Picolinamides as fungicides
US11639334B2 (en) 2018-10-15 2023-05-02 Corteva Agriscience Llc Methods for synthesis of oxypicolinamides
CN110301436A (zh) * 2019-08-13 2019-10-08 福建拓烯新材料科技有限公司 一种微胶囊剂组合物及其制备方法

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