WO2010055909A1 - Composition d'agent de lutte antiparasitaire nuisible pour utilisation agricole et horticole - Google Patents

Composition d'agent de lutte antiparasitaire nuisible pour utilisation agricole et horticole Download PDF

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Publication number
WO2010055909A1
WO2010055909A1 PCT/JP2009/069348 JP2009069348W WO2010055909A1 WO 2010055909 A1 WO2010055909 A1 WO 2010055909A1 JP 2009069348 W JP2009069348 W JP 2009069348W WO 2010055909 A1 WO2010055909 A1 WO 2010055909A1
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group
agricultural
pest control
horticultural
control composition
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PCT/JP2009/069348
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English (en)
Japanese (ja)
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剛 竹元
和彦 菊武
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日本農薬株式会社
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Publication of WO2010055909A1 publication Critical patent/WO2010055909A1/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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/32—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles

Definitions

  • the present invention includes a 4-cyclopropyl-1,2,3-thiadiazole derivative or a salt thereof, and one or more compounds having fungicidal or insecticidal activity as active ingredients.
  • the present invention relates to a pest control composition for use.
  • the pesticide composition for agricultural and horticultural use containing as an active ingredient one or more compounds having an antibacterial and / or insecticidal activity as well as an extremely broad bactericidal and insecticidal effect It has been found that it has a spectrum, and the present invention has been completed.
  • R 1 , R 2 , R 3 , R 4 and R 5 may be the same or different and each represents a hydrogen atom; a halogen atom or a (C 1 -C 3 ) alkyl group.
  • R 6 is a hydrogen atom; (C 1 -C 8 ) alkyl group; (C 3 -C 6 ) cycloalkyl group; phenyl (C 1 -C 6 ) alkyl group; halogen atom, cyano group, (C 1 -C 6 ) Alkyl group, halo (C 1 -C 6 ) alkyl group, (C 3 -C 6 ) cycloalkyl group, halo (C 3 -C 6 ) cycloalkyl group, (C 1 -C 6 ) alkoxy group, halo ( A substituted phenyl having one or more substituents which may be the same or different, selected from the group consisting of a C 1 -C 6 ) alk
  • Y represents an oxygen atom or —N (R 7 ) — (wherein R 7 represents a hydrogen atom, a (C 1 -C 6 ) alkyl group or a (C 3 -C 6 ) cycloalkyl group).
  • W represents an oxygen atom or a sulfur atom.
  • Agro-horticultural pest control composition [2] Compounds having bactericidal activity are vitertanol, bromconazole, cyproconazole, difenoconazole, diniconazole, enilconazole, epoxiconazole, fluquinconazole, fenbuconazole, flusilazole, flutriahol, hexaconazole, imi Benconazole, ipconazole, metconazole, microbutanyl, penconazole, propiconazole, prothioconazole, cimeconazole, triadimethone, triadimenol, tebuconazole, tetraconazole, triticonazole, prochloraz, pefrazate, imazalyl, triflumizole, ciazofamide, miazofamide
  • the agricultural and horticultural pest control composition of the present invention has a broad spectrum with respect to various plant diseases and pests compared to the prior art, and exhibits an excellent pest control effect at a low dose. Since the agricultural and horticultural pest control composition of the present invention effectively controls various diseases and pests with a small amount of application, the burden on the global environment can be reduced.
  • the agricultural and horticultural pest control composition of the present invention is effective for 4-cyclopropyl-1,2,3-thiadiazole derivatives or salts thereof and one or more compounds having fungicidal activity and / or insecticidal activity. It is contained as a component.
  • the 4-cyclopropyl-1,2,3-thiadiazole derivative or a salt thereof used in the present invention is represented by the following general formula (I).
  • halogen atom refers to a chlorine atom, a bromine atom, an iodine atom or a fluorine atom.
  • (C 1 -C 6 ) alkyl group means, for example, methyl group, ethyl group, normal propyl group, isopropyl group, normal butyl group, isobutyl group, secondary butyl group, tertiary butyl group, normal pentyl group, neopentyl group A straight-chain or branched alkyl group having 1 to 6 carbon atoms such as a normal group or a normal hexyl group;
  • halo (C 1 -C 6 ) alkyl group refers to a linear or branched alkyl group having 1 to 6 carbon atoms substituted with one or more halogen atoms which may be the same or different, Examples thereof include a trifluoromethyl group, a difluoromethyl group, a perfluoroethyl group, a perfluoroisopropyl group, a chloromethyl group, a bromomethyl group, a 1-bromoethyl group, and a 2,3-dibromopropyl group.
  • (C 3 -C 6 ) cycloalkyl group means, for example, 3 to 6 carbon atoms such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 2-methylcyclopropyl group, 2-methylcyclopentyl group, etc.
  • An alicyclic alkyl group is shown.
  • halo (C 3 -C 6 ) cycloalkyl group refers to a cycloalkyl group having 3 to 6 carbon atoms substituted with one or more halogen atoms which may be the same or different, for example, a fluorocyclopropyl group , Dichlorocyclobutyl group, bromocyclopentyl group and the like.
  • (C 1 -C 6 ) alkoxy group means, for example, methoxy group, ethoxy group, normal propoxy group, isopropoxy group, normal butoxy group, secondary butoxy group, tertiary butoxy group, normal pentyloxy group, isopentyloxy group A straight-chain or branched alkoxy group having 1 to 6 carbon atoms such as a group, a neopentyloxy group, and a normal hexyloxy group;
  • the “halo (C 1 -C 6 ) alkoxy group” is an alkoxy having a linear or branched alkyl group having 1 to 6 carbon atoms substituted with one or more halogen atoms which may be the same or different. Group, for example, a difluoromethoxy group, a trifluoromethoxy group, a 2,2,2-trifluoroethoxy group or the like.
  • (C 1 -C 6 ) alkoxycarbonyl group means, for example, linear or branched such as methoxycarbonyl group, ethoxycarbonyl group, normal propoxycarbonyl group, isopropoxycarbonyl group, normal butoxycarbonyl group, tertiary butoxycarbonyl group, etc.
  • a chain-like alkoxycarbonyl group having 1 to 6 carbon atoms is shown.
  • Examples of the salt of the 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) used in the present invention include inorganic acid salts such as hydrochloride, sulfate, nitrate and phosphate; Organic salts such as salts, fumarate, maleate, oxalate, methanesulfonate, benzenesulfonate, paratoluenesulfonate; salts with bases such as sodium ion, potassium ion, calcium ion It can be illustrated.
  • inorganic acid salts such as hydrochloride, sulfate, nitrate and phosphate
  • Organic salts such as salts, fumarate, maleate, oxalate, methanesulfonate, benzenesulfonate, paratoluenesulfonate
  • salts with bases such as sodium ion, potassium ion, calcium ion It can be illustrated.
  • the 4-cyclopropyl-4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) used in the present invention contains one or more asymmetric centers in the structural formula. In some cases, two or more optical isomers and diastereomers may exist, but the present invention includes all of the optical isomers and a mixture containing them in an arbitrary ratio.
  • R 1 , R 2 , R 3 , R 4 and R 5 are preferably a hydrogen atom or a (C 1 -C 6 ) alkyl group, Each may be the same or different.
  • R 1 is most preferably a hydrogen atom.
  • R 2 , R 3 , R 4 and R 5 are more preferably a hydrogen atom or a (C 1 -C 3 ) alkyl group, and each may be the same or different.
  • R 2 , R 3 , R 4 and R 5 are most preferably hydrogen atoms.
  • R 6 is preferably a hydrogen atom; a halogen atom, a cyano group, a (C 1 -C 6 ) alkyl group, or a halo (C 1 -C 6 ).
  • the compound represented by the general formula (I) disclosed in the present invention can be produced according to the method described in JP 2007-99749 A, but the compound used in the present invention is not limited to these. It is not something.
  • Table 1 shows 1 H-NMR data of some of the 4-cyclopropyl-1,2,3-thiadiazole derivatives exemplified in Table 1.
  • the compound numbers in Table 2 indicate the numbers described in Table 1 above.
  • Examples of the compound having fungicidal activity used in the agricultural and horticultural pest control composition of the present invention include, for example, vitertanol, bromconazole, cyproconazole, difenoconazole, diniconazole, enilconazole, epoxiconazole, and fluquinconazole.
  • Fenbuconazole flusilazole, flutriazole, hexaconazole, imibenconazole, ipconazole, metconazole, microbutanyl, penconazole, propiconazole, prothioconazole, cimeconazole, triadimethone, triadimenol, tebuconazole, tetraconazole, tri Ticonazole, prochloraz, pefrazoate, imazalyl, triflumizole, cyazofamide, benomyl, carbendazim, thiabendazole, fuberidazole, Taboxam, etridiazole, oxpoconazole fumaric acid, hymexazole, azoxystrobin, dimoxystrobin, enestrobrin, fluoxastrobin, cresoxime methyl, methinostrobin, orizastrobin, picoxystrobin, pyraclostrobin
  • insecticidal compound used in the agricultural and horticultural pest control composition of the present invention include, for example, acetamiprid, pymetrozine, fenitrothion, acephate, carbaryl, mesomil, cartap, cyhalothrin, etofenprox, teflubenzuron, fulbenzamide , Flufenoxuron, tebufenozide, fenpyroximate, pyridaben, imidacloprid, buprofezin, BPMC, MIPC, malathion, methidathion, fenthion, diazinon, oxydeprophos, bamidthione, ethiophene carb, pirimicurve, permethrin, cypermethalfen fenproline, bifenthrin Nitenpyram, Chlorfluazuron, Methoxyphenozide, Tebufenpyrad, Piri Diphen,
  • the agricultural and horticultural pest control composition of the present invention has a broad spectrum and is synergistic compared to the case where compounds having bactericidal activity and / or insecticidal activity against various plant diseases and pests are used alone. Has a control effect. It is particularly suitable for controlling plant diseases and pests in paddy rice, barley, wheat and other crops.
  • plant diseases and pests can be exemplified as the application targets of the agricultural and horticultural pest control composition of the present invention.
  • plant diseases include filamentous fungal diseases, bacterial diseases, and viral diseases, such as diseases of the genus Botrytis, diseases of the genus Helmintosporium, diseases of the genus Fusarium, septoria ( Diseases of the genus Septoria, diseases of the genus Sarcospora, diseases of the genus Pseudocercosporella, diseases of the genus Rhynchosporium, diseases of the genus Pyricularia, diseases of the genus Alternaria
  • diseases of the genus Hemilia, genus Rhizoctonia, Ustilago Basidiomycetous diseases such as genus diseases, Typula diseases, Puccinia diseases, Phakopsora diseases; for example, Venturia diseases, Podosphaera genus diseases, Diseases of the genus Leptosphaeria,
  • Individual plant diseases include, for example, rice blast (Priculararia oryzae); rice rot (Rhizoctonia solani); rice sesame leaf blight (Cochiobulus miabialusius, Rhizominuspisumus, Rhizominuspissumis, Rhizominuspissum) Fusarium roseum, Mucor sp., Poma sp., Tricoderma sp.); Rice idiot (Gibberella fujikuroi); Barley and wheat and other powdery mildew (Blumeria grami sul); And other host plants Powdery mildew (Erysiphe cichoracoacorum); Barley and wheat rhinoceros (Pseudocercosporella herpotrichoides); Wheat etc.
  • rice blast Primaryculararia oryzae
  • rice rot Rhizoctonia solani
  • rice sesame leaf blight Cochiobulus miabialusius, Rhizominuspisumus, Rhizominuspissumis, Rhizo
  • apple black spot disease Venturia inaequalis
  • apple spotted leaf disease Alternaria mary
  • pear black spot disease Alternaria kikuchiana
  • citrus black spot disease Diaporthe citri
  • Cercospora beticola peanut black spot
  • Leafy leaf disease Pyrenoph
  • ra graminea barley cloud scab
  • wheat naked scab Ustilago nudia
  • wheat wheat scab (Tillletia cariole); Pseudomonas phytopathies such as Pseudomonas syringae pv.
  • insects examples include Hemoptera, for example, Megacopta punctatissimum, Oysarcoris lewisi, Egysarcorus varvae, and (Platia stali), Coleus puntigger, Spider helicopter (Leptocorisa chinensis), Cyprus cavatus (Riptortus clavatus), Kobanei tsunagushi tsugehit Tephantitis pyrioides), Apolygus spinolai, Akasujimekuragame, Stenotus rubrovititalus, Trigonoticlus cotertialum Green leafhoppers (Epoasca onukii), Green leafhoppers (Nephotettix cinticesps), Thai whitefin leafhoppers (Nepotettix virescens), Green leafhoppers (Laodelphax straitellarus vulva) ns), Sejirounka (Sogatella furcifera), Diaphorina
  • Lepidoptera includes, for example, apple wolfberry (Adoxophyes orana fascita), tea wolfberry monk (Adoxophyces honmai), nippon cynosphincumopampusu cinopus cinopus cympopuscopupuscupopushisopumusu Chamonaki (Homona magnanima), Chanohosoga (Caloptilia theivora), Artemisia dasak (Ascotis selenaria), Grapeberry moss (Endopizia viteana), Codling moth (Lasprey mons) (Phyllonorycter ringoniella), Gin Mont leafminer (Lyonetia prunifoliella malinella), mandarin orange leafminer (Phyllocnistis citrella), diamondback moth (Plutella xylostella), pink bollworm (Pectinophora gossypiella), peach fruit moth (Carposina niponensis
  • the Coleoptera (Coleoptera), for example, cupreous chafer (Anomala cuprea), Japanese beetle (Popillia japonica), Hirata beetle (Lyctus brunneus), Hirata red flour beetle (Tribolium confusum), beetle, Epilachna vigintioctopunctata (Epilachna vigintioctopunctata), Gomadarakamikiri (Anoplophora malasiaca ), Pinewood beetle (Monochamus alternatus), azuki beetle (Callosobrchuchus chinensis), cucumber beetle (Alacophora femorialis), rootworm species (Diabrotica spp.), Cotton Umushi (Anthonomus gradis grandis), Mexican beetle (Epilachna varivestis), Colorado potato beetle (Leptinotarsa decemlineata),
  • Diptera for example, Agromyza oryzae, Emius eu (s), citrus (Eri), citrus (Eri), citrus (Eri), citrus (Eri), citrus (Eri), citrus (Eri), citrus (Epi), citrus
  • thrips include, for example, Shiratotrips dorsalis, Thripspalmipalm, and Thripspalmipalmis.
  • Examples of the termites include, but are not limited to, the termites (Coptothermes formosanus), the Yamato termites (Reticulitermes spatras), and Examples of the eyes (Oroptoptera) include, for example, Oxya yezoensis, Kera (Gryllotalpa sp.), Cockroach (Periplaneta americana), German cockroach (Blatella germanica) and the like.
  • mites examples include, for example, citrus spider mite (Pananychus citri), apple spider mite (Pananychus urticae), spider mite (Tetanychus kantawai), tick mite (Tetanichus kantawai), Rabbit mite (Aculops pelekassi), Scarlet mite mite (Eriophys chibaensis), Butter mite (Polyphagotarsonemus latus), Robin mite (Rhizoglyphus robini), Kenagarona phragmite Scentiae, etc.
  • examples of the order of Tylenchida include Pratylenchus coffeae, Pratylenchus penetran, and Potato sect.
  • Examples of the larvae include, for example, longi nematode (Longidorus sp.), And examples of the mollusc gastropoda (Gastropoda) include, for example, slugs (Inciliaria bilineta). It is done.
  • Examples of the plant that can be used for the agricultural and horticultural pest control composition of the present invention include grains such as rice, barley, wheat, rye, oats, corn, and Takatsuki; soybeans, red beans, broad beans, peas, peanuts, etc. Beans; apples, citrus fruits, pears, grapes, peaches, plums, cherry peaches, walnuts, almonds, bananas, strawberries and other fruit trees or fruits; cabbage, tomatoes, eggplant, spinach, broccoli, lettuce, onion, leek, peppers, etc.
  • Root vegetables such as carrots, potatoes, sweet potatoes, radishes, lotus roots, turnips; for processing cotton, hemp, mulberry, mitsumata, rapeseed, beet, hops, sugar cane, sugar beet, olives, rubber, coffee, tobacco, tea, etc.
  • Crops; potatoes such as pumpkin, cucumber, watermelon, melon; orchardgrass, sorghum, timothy, clover, alfalfa, etc.
  • Grasses grasses such as Korean turf, bentgrass; crops for fragrances such as lavender, rosemary, thyme, parsley, pepper, ginger, etc .; It is not something.
  • the pest control composition for agricultural and horticultural use of the present invention is a target plant, the seed of the target plant, the seed of the target plant, the cultivation carrier for sowing, or the soil, which is expected to generate the disease / pest with an effective amount of the composition effective for control.
  • the target plant can be protected by treating the etc.
  • the treatment of the target plant, the seed of the target plant, the cultivation carrier or the soil for sowing includes the application and application of the agricultural and horticultural pest control composition, application to the soil where the target crop is grown, irrigation, etc. included.
  • the agricultural and horticultural pest control composition of the present invention may be used as it is, or appropriately diluted or suspended in water or the like, for controlling various diseases and pests.
  • rice nursery box application seed treatment, seed dressing application method, seed disinfection method, planting hole treatment, plant head treatment, cropping Application methods such as treatment and soil mixing can be suitably used.
  • seed treatment such as dressing and soaking, soaking treatment of seedling roots, cropping at the time of sowing, cultivation container and planting hole for raising seedlings, plant origin, etc.
  • seed treatment such as dressing and soaking, soaking treatment of seedling roots, cropping at the time of sowing, cultivation container and planting hole for raising seedlings, plant origin, etc.
  • the “cultivation carrier” or “soil” in carrying out the method of use of the present invention refers to a support for cultivating a plant, and the material is not particularly limited, but may be a material on which a plant can grow. For example, it includes so-called various soils, seedling mats, water, etc., sand, vermiculite, cotton, paper, diatomaceous earth, agar, gel-like substances, polymer substances, rock wool, glass wool, wood chips, bark, Pumice can also be included.
  • Examples of the method of spraying on the foliage of plants include, for example, a method of diluting a liquid preparation such as an emulsion or a flowable agent or a solid preparation such as a wettable powder or a granular wettable powder with water or spraying without diluting, or a powder. Or a method of spraying smoke.
  • Examples of application methods to the soil include, for example, a method in which a liquid or solid preparation is diluted or not diluted with water and applied to the vicinity of a plant installation place or a nursery bed for raising seedlings, etc. The method of spraying in the vicinity or nursery, the method of spraying powder, wettable powder, wettable granule powder, granule etc.
  • the dosage form may vary depending on the time of application such as application at seeding, application at greening period, application at transplantation, etc., but agents such as powder, granule wettable powder, granules, etc. Apply with a mold. It can also be applied by mixing with soil, and it can be mixed with soil and powder, granulated wettable powder or granules, for example, mixed with ground soil, mixed with soil covering, mixed with the entire soil. Simply, the soil and various preparations may be applied alternately in layers.
  • the time of application at the time of sowing may be before sowing, at the same time, after sowing, or after soil covering.
  • seed treatment such as dressing and soaking on seeds or treatment on a cultivation carrier close to a plant body is preferable from sowing to raising seedling.
  • treatment on a cultivation carrier in the vicinity of the plant being cultivated is suitable. It is possible to perform spraying treatment using a granule or irrigation treatment in a liquid of a drug diluted or not diluted in water.
  • the irrigation treatment of the liquid drug or the granule spraying treatment to the nursery seedling bed is preferable.
  • a granule is processed into a planting hole at the time of planting or is mixed with a cultivation carrier in the vicinity of the transplantation site.
  • the agricultural and horticultural pest control composition of the present invention is generally used in a form convenient for use according to a conventional method for agricultural chemical preparations. That is, the 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof is suitable for use with a suitable inert carrier or with an auxiliary agent as necessary.
  • dissolved, separated, suspended, mixed, impregnated, adsorbed or adhered to appropriate dosage forms such as suspensions, emulsions, solutions, wettable powders, granules, powders, tablets, seed coatings, etc. In that case, it may be used after being formulated into a suspension or liquid suitable for treatment such as spraying, coating, and immersion.
  • the inert carrier that can be used in the agricultural and horticultural pest control composition used in the present invention may be either solid or liquid.
  • materials that can be used as the solid carrier include soybean flour, cereal flour, and wood. Powder, bark powder, saw powder, tobacco stem powder, walnut shell powder, bran, fiber powder, residues after extraction of plant extracts, synthetic polymers such as ground synthetic resin, clays (eg kaolin, bentonite, acid clay) , Talc (eg, talc, pyrophyllite, etc.), silica (eg, diatomaceous earth, silica sand, mica, white carbon (synthetic highly dispersed silicic acid, also called hydrous finely divided silicon, hydrous silicic acid, and some products contain calcium silicate as the main component) .) ⁇ , Inorganic mineral powders such as activated carbon, sulfur powder, pumice, calcined diatomaceous earth, brick ground, fly ash, sand, calcium carbonate, calcium phosphate Ammonium
  • the material that can be used as a liquid carrier is not particularly limited as long as it has a solvent ability, but can also disperse an active ingredient compound with the aid of an auxiliary agent without having a solvent ability.
  • a liquid carrier for example, water, alcohol (Eg, methanol, ethanol, isopropanol, butanol, ethylene glycol, etc.), ketones (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, cyclohexanone, etc.), ethers (eg, ethyl ether, dioxane, cellosolve, dipropyl ether, Tetrahydrofuran, etc.), aliphatic hydrocarbons (eg kerosene, mineral oil, etc.), aromatic hydrocarbons (eg benzene, toluene, xylene, solvent naphtha, alkylnaphthalene, etc.), hal
  • adjuvants can be used depending on the purpose. These adjuvants may be used alone, in some cases, two or more kinds of adjuvants may be used in combination, and in some cases, no adjuvant may be used.
  • a surfactant is used as an auxiliary agent for the purpose of emulsifying, dispersing, solubilizing and / or wetting the active ingredient compound, for example, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether.
  • Polyoxyethylene higher fatty acid ester Polyoxyethylene resin acid ester, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monooleate, alkyl aryl sulfonate, naphthalene sulfonic acid condensate, lignin sulfonate, higher Surfactants such as alcohol sulfates are listed.
  • auxiliary agents for example, casein, gelatin, starch, methylcellulose, carboxymethylcellulose, gum arabic,
  • adjuvants such as polyvinyl alcohol, pine oil, coconut oil, bentonite, and lignin sulfonate.
  • the following adjuvants may be used, and for example, adjuvants such as waxes, stearates and alkyl phosphates may be used.
  • adjuvants such as waxes, stearates and alkyl phosphates
  • auxiliary agents such as naphthalenesulfonic acid condensate and condensed phosphate can be used.
  • an auxiliary agent such as silicone oil can be used.
  • the pesticide composition for agricultural and horticultural use used in the present invention further includes other pesticides for agricultural and horticultural use for the purpose of controlling the target pests to be controlled, the appropriate control period, or reducing the dose and synergistic effects. It can be used in combination with herbicides, nematicides, fungicides, biological pesticides, etc., and can be used in combination with herbicides, plant growth regulators, fertilizers, etc. Is possible.
  • the agricultural and horticultural pest control composition used in the method of use of the present invention can be mixed or used in combination with other components as necessary.
  • Repellents include, for example, odorous compounds such as naphthalene compounds, contact inhibitors such as castor oil, pine resin, polybutane, diphenylamine pentachlorophenol, quinone, zinc oxide, aromatic solvents, N- (trichloromethylthio) -4-cyclohexene- Bitter substances such as 1,2-carboximide, anthraquinone, copper oxalate, terpene oil, paradichlorobenzene, aryl isothiocyanate, amyl acetate, anethole, citrus oil, cresols, geranium oil or lavender oil, Menthol, methyl salicylate, nicotine, pentanethiol, pyridines, tribut
  • toxic substances or growth inhibitory substances include, for example, 3-chloro-4-toluidine hydrochloride, strychnine, 20,25-diazacholesterol hydrochloride (code name: SC-12937), etc. Can be illustrated.
  • the sum of the content of the compound having insecticidal activity may be appropriately selected from the range of about 0.01 to about 80 parts by mass in 100 parts by mass of the agricultural and horticultural pest control composition.
  • about 0.01 to about 50 parts by mass is appropriate, preferably Is preferably about 1 to about 50 parts by weight.
  • the compounding ratio of the compound having bactericidal activity and / or insecticidal activity with respect to 1 part by mass of the 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof is about 0. It is blended in the range of 01 to about 1000 parts by weight, and is preferably in the range of about 0.05 to about 100 parts by weight, more preferably about 0. It is in the range of 1 to about 100 parts by weight.
  • the application rate of the agricultural and horticultural pest control composition varies depending on the compounding ratio of the active ingredient compound, meteorological conditions, formulation form, application time, application method, application location, target disease, target crop, etc.
  • an active ingredient compound it may be applied by appropriately selecting from about 0.1 g to about 1000 g per are, and preferably in the range of about 1 to about 100 g.
  • the seed treatment agent is usually selected from the range of about 0.1 to about 1000 g as an active ingredient compound per 100 kg of seed weight, and is preferably applied in the range of about 1 to about 300 g.
  • the 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof, which is an active ingredient of the agricultural and horticultural pest control composition of the present invention bactericidal activity and / or
  • bactericidal activity an active ingredient of the agricultural and horticultural pest control composition of the present invention
  • a synergistic effect of a propyl-1,2,3-thiadiazole derivative or a salt thereof and a compound having bactericidal activity and / or insecticidal activity can be exhibited.
  • a 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof and a compound having a bactericidal activity and / or an insecticidal activity alone, or a dilution thereof The liquid may be mixed and applied at the time of treatment at the site of use, and further, the plant foliage, seeds, cultivation carrier and the like may be treated separately at the same time.
  • each when each is applied separately separately, it may be applied at the same time, and an interval of about 7 days may be provided, but at the time when any one of the active ingredients remains in the plant or the cultivation carrier, the other.
  • the above-mentioned “simultaneous period” is a concept including that at least a part of the period during which both are treated as described above, and the application work is not necessarily performed at the same time. There is no need.
  • One or more effective compounds of such a 4-cyclopropyl-1,2,3-thiadiazole derivative represented by the general formula (I) or a salt thereof and a compound having fungicidal activity and / or insecticidal activity are each independently used in the plant foliage, seeds or cultivation carrier.
  • a method for controlling plant diseases to be treated is also one aspect of the present invention.
  • the above-mentioned agricultural and horticultural pest control composition It is the same as in the product.
  • each compound number represents a compound number described in Table 1, and “part” represents “part by mass”.
  • Test Example 1 Wheat powdery mildew control effect test by mixing seed treatment agent 0.1 g of water is applied to 5 g of wheat (variety: Chihoku wheat) seeds (dried state), and the water treatment with the treatment dosage shown in the table is applied to the water. The seeds were treated so as to adhere uniformly. The treated seeds were air-dried and then sown in a plastic pot having a diameter of 10 cm and cultivated in a greenhouse. When the wheat grew at the 6th leaf stage / parting stage (after about 70 days), the wheat was inoculated with spores of powdery mildew (Blumeria graminis). Seven days after the inoculation, the disease index and the control value (%) of the developed leaves were calculated according to the following criteria. At this time, the disease index of the untreated section was 5.0. The results are shown in Tables 3 and 4.
  • “ga.i./100 Kg seed” means the amount (g) of active ingredient (Active Ingredient) used per 100 kg seed (hereinafter, Tables 4 to 6 are also the same).
  • Test Example 2 Wheat red rust control effect test by mixed seed treatment (greenhouse test) According to the method described in Test Example 1, wheat (variety: chihoku wheat) seeds (dried state) were treated and cultivated. At the time when the wheat grew at the 6-leaf stage / parting stage (about 70 days after sowing), the wheat was spray-inoculated with a spore suspension of Puccinia recondita. Seven days after the inoculation, the disease index and the control value (%) of the developed leaves were calculated according to the criteria of Test 1. The results are shown in Tables 5 and 6.
  • Test Example 3 Wheat powdery mildew control effect test by mixing seed treatment agent (field test) Compound 1-93 and the control compound were mixed so as to have the treatment doses shown in the table, and treated so as to uniformly adhere to the dried seeds of wheat (variety: Chihoku wheat).
  • the seeding amount was equivalent to 120 kg / ha, and the above seeds were sown in a 2 m 2 (1 m ⁇ 2 m) section.
  • the incidence index of the naturally occurring powdery mildew (Blumeria graminis) on the following leaves and leaves according to the criteria of Test Example 1 was calculated. Investigation was made and the control value (%) was calculated.
  • Test Example 4 Wheat red rust control effect test by mixing seed treatment agent (field test) Compound 1-93 and the control compound were mixed so as to have the treatment doses shown in the table, and treated so as to uniformly adhere to the dried seeds of wheat (variety: Hokushin). The seeding amount was equivalent to 120 kg / ha, and the above seeds were sown in a 2 m 2 (1 m ⁇ 2 m) section. In the next year when wheat emerges (around BBCH 51-59, approximately 190 to 200 days after sowing), the incidence index of naturally occurring red rust fungus (Puccinia recondita) is determined for the following leaves and leaves in accordance with the criteria of Test Example 1. Investigation was made and the control value (%) was calculated.
  • the compound of the present invention is intended to control a disease for a very long period from the growing season to the late stage of the plant only by applying it to the seed of the target plant or a carrier for seeding the target plant. .
  • the compound of the present invention combines all of these elements.

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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)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention porte sur une composition d'agent de lutte antiparasitaire pour une utilisation agricole et horticole, laquelle composition a un large spectre bactéricide/pesticide vis-à-vis de différentes maladies/parasites de plante, et présente un excellent effet de contrôle avec une faible quantité. La composition d'agent de lutte antiparasitaire à usage agricole et horticole est caractérisée par le fait qu'elle contient, comme ingrédients actifs, un dérivé de 4-cyclopropyl-1,2,3-thiadiazole représenté par la formule générale (I) ou un sel de celui-ci, et un ou plusieurs composés ayant une activité bactéricide et/ou une activité pesticide.
PCT/JP2009/069348 2008-11-14 2009-11-13 Composition d'agent de lutte antiparasitaire nuisible pour utilisation agricole et horticole WO2010055909A1 (fr)

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JP2008292017 2008-11-14

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101861872A (zh) * 2010-07-07 2010-10-20 南通宝叶化工有限公司 含咪鲜胺与丙森锌的杀菌组合物
CN102007924A (zh) * 2010-11-30 2011-04-13 陕西美邦农药有限公司 一种含有嘧菌环胺与三环唑的杀菌组合物
CN102007922A (zh) * 2011-01-01 2011-04-13 陕西上格之路生物科学有限公司 一种含乙螨唑和炔螨特的杀螨组合物
CN102067876A (zh) * 2011-01-20 2011-05-25 陕西美邦农药有限公司 一种含多抗霉素的杀菌组合物
CN102308813A (zh) * 2011-04-23 2012-01-11 陕西韦尔奇作物保护有限公司 一种含螺环菌胺与十三吗啉的杀菌组合物
CN103329922A (zh) * 2013-07-17 2013-10-02 江苏省绿盾植保农药实验有限公司 一种复配杀菌组合物及杀菌剂和应用
CN104247709A (zh) * 2013-06-29 2014-12-31 深圳诺普信农化股份有限公司 一种增效的杀菌组合物及其应用
CN104542696A (zh) * 2015-01-28 2015-04-29 中国水稻研究所 甲氧虫酰肼与三唑磷、哒嗪硫磷或杀螟硫磷复配农药
CN110591979A (zh) * 2019-10-22 2019-12-20 陕西省微生物研究所 农药氧化乐果降解微生物复合菌剂及其制备方法

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WO2006098128A1 (fr) * 2005-02-24 2006-09-21 Nihon Nohyaku Co., Ltd. Compose 4-cyclopropyl-1,2,3-thiadiazole, agent de lutte contre les maladies des plantes issues d'agrohorticulture et procede l’utilisant
JP2007254317A (ja) * 2006-03-22 2007-10-04 Nippon Nohyaku Co Ltd 増収剤及びその使用方法

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JP2000501102A (ja) * 1995-12-07 2000-02-02 バイエル・アクチエンゲゼルシヤフト 有害生物防除のため１，２，３―チアジアゾールカルボン酸（チオ）エステルの使用および新規な１，２，３―チアジアゾールカルボン酸（チオ）エステル
JP2000501400A (ja) * 1995-12-07 2000-02-08 バイエル・アクチエンゲゼルシヤフト １，２，３―チアジアゾールカルボン酸（チオ）エステルおよび有害生物防除剤または殺微生物剤としてのそれらの使用
JP2000103710A (ja) * 1998-07-30 2000-04-11 Nippon Nohyaku Co Ltd 殺菌剤組成物及びその使用方法
JP2000169461A (ja) * 1998-09-28 2000-06-20 Nippon Nohyaku Co Ltd 殺虫殺菌剤組成物及びその使用方法
JP2001010909A (ja) * 1999-04-30 2001-01-16 Nippon Nohyaku Co Ltd 殺菌剤組成物の使用方法。
WO2006098128A1 (fr) * 2005-02-24 2006-09-21 Nihon Nohyaku Co., Ltd. Compose 4-cyclopropyl-1,2,3-thiadiazole, agent de lutte contre les maladies des plantes issues d'agrohorticulture et procede l’utilisant
JP2007254317A (ja) * 2006-03-22 2007-10-04 Nippon Nohyaku Co Ltd 増収剤及びその使用方法

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101861872A (zh) * 2010-07-07 2010-10-20 南通宝叶化工有限公司 含咪鲜胺与丙森锌的杀菌组合物
CN101861872B (zh) * 2010-07-07 2013-06-05 南通宝叶化工有限公司 含咪鲜胺与丙森锌的杀菌组合物
CN102007924B (zh) * 2010-11-30 2013-06-05 陕西美邦农药有限公司 一种含有嘧菌环胺与三环唑的杀菌组合物
CN102007924A (zh) * 2010-11-30 2011-04-13 陕西美邦农药有限公司 一种含有嘧菌环胺与三环唑的杀菌组合物
CN102007922A (zh) * 2011-01-01 2011-04-13 陕西上格之路生物科学有限公司 一种含乙螨唑和炔螨特的杀螨组合物
CN102067876A (zh) * 2011-01-20 2011-05-25 陕西美邦农药有限公司 一种含多抗霉素的杀菌组合物
CN102067876B (zh) * 2011-01-20 2014-02-19 陕西美邦农药有限公司 一种含多抗霉素的杀菌组合物
CN102308813A (zh) * 2011-04-23 2012-01-11 陕西韦尔奇作物保护有限公司 一种含螺环菌胺与十三吗啉的杀菌组合物
CN102308813B (zh) * 2011-04-23 2014-04-02 陕西韦尔奇作物保护有限公司 一种含螺环菌胺与十三吗啉的杀菌组合物
CN104247709A (zh) * 2013-06-29 2014-12-31 深圳诺普信农化股份有限公司 一种增效的杀菌组合物及其应用
CN104247709B (zh) * 2013-06-29 2016-01-20 深圳诺普信农化股份有限公司 一种增效的杀菌组合物及其应用
CN103329922A (zh) * 2013-07-17 2013-10-02 江苏省绿盾植保农药实验有限公司 一种复配杀菌组合物及杀菌剂和应用
CN104542696A (zh) * 2015-01-28 2015-04-29 中国水稻研究所 甲氧虫酰肼与三唑磷、哒嗪硫磷或杀螟硫磷复配农药
CN104542696B (zh) * 2015-01-28 2016-08-17 中国水稻研究所 甲氧虫酰肼与三唑磷、哒嗪硫磷或杀螟硫磷复配农药
CN110591979A (zh) * 2019-10-22 2019-12-20 陕西省微生物研究所 农药氧化乐果降解微生物复合菌剂及其制备方法

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