Classifications

• • 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
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
  • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
  • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
  • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
  • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
  • C07D213/81—Amides; Imides

Definitions

• Patent Document 1 discloses that an intermediate of the formula (B) is used as an intermediate for producing an insecticide. (Hereinafter, referred to as compound B).
• An object of the present invention is to provide a compound having an excellent controlling effect on plant diseases.
• the present invention is as follows. [1] Formula (A) (Hereinafter, referred to as compound A). [2] A composition comprising the compound according to [1] and an inert carrier. [3] A method for controlling plant diseases by treating a plant or soil with an effective amount of the compound according to [1].
• plant diseases can be controlled.
• the composition of the present invention contains Compound A and an inert carrier.
• the composition of the present invention is generally a mixture of compound A and a solid carrier, an inert carrier such as a liquid carrier, and, if necessary, a surfactant and other formulation auxiliaries. It is formulated into powders, granules, wettable powders, wettable granules, flowables, dry flowables, microcapsules and the like.
• the composition of the present invention generally contains 0.0001 to 95% by weight of Compound A.
• solid carriers used in the formulation include clays (kaolin clay, diatomaceous earth, bentonite, acid clay, etc.), dry silica, wet silica, talc, ceramics, and other inorganic minerals (sericite, quartz, sulfur, Activated carbon, calcium carbonate, etc., fine powders and granular materials such as fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, salt ammonium, etc.) and synthetic resins (polypropylene, polyacrylonitrile, polymethyl methacrylate, polyethylene terephthalate, etc.) Polyester resins, nylon resins such as nylon-6, nylon-11 and nylon-66, polyamide resins, polyvinyl chloride, polyvinylidene chloride, and vinyl chloride-propylene copolymers).
• clays kaolin clay, diatomaceous earth, bentonite, acid clay, etc.
• dry silica wet silica, talc
• liquid carrier examples include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (toluene, xylene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), Esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, etc.), ethers (diisopropyl ether, diethylene glycol dimethyl ether, etc.), amides (N, N-dimethylformamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), and Vegetable oils (soy oil, cottonseed oil, and the like).
• alcohols methanol, ethanol, etc.
• ketones acetone, methyl ethyl ketone, etc.
• aromatic hydrocarbons toluene, xylene, etc.
• surfactant examples include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, and polyethylene glycol fatty acid ester, and anions such as alkyl sulfonate, alkyl benzene sulfonate and alkyl sulfate. Surfactants.
• adjuvants for preparations include fixing agents, dispersants, coloring agents and stabilizers, specifically, casein, gelatin, sugars (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, Synthetic water-soluble polymer (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acid, etc.), isopropyl acid phosphate, 2,6-di-tert-butyl-4-methylphenol, BHA (2-tert-butyl-4-methoxyphenol) And 3-tert-butyl-4-methoxyphenol).
• fixing agents include fixing agents, dispersants, coloring agents and stabilizers, specifically, casein, gelatin, sugars (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, Synthetic water-soluble polymer (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acid, etc
• Compound A is effective against plant pathogenic bacteria.
• plant diseases derived from plant pathogens include the following.
• the name in parentheses indicates the scientific name of the pathogen causing the disease.
• Rice blast (Magnaporthe grisea), sesame leaf blight (Cochliobolus miyabeanus), sheath blight (Rhizoctonia solani), harmless seedling (Gibberella fujikuroi), yellow dwarf (Sclerophthora macrospora); wheat powdery mildew (Blumeria) graminis), Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), Yellow rust (Puccinia striiformis), Black rust (Puccinia graminis), Red rust (Puccinia recondita), Red snow rot (Microdochium) , Microdochium majus), snow rot sclerotium scab (Typhula incarnata, Typhula ishikariensis), naked smut (Ustilago tritici), scab (Tilletia caries,
• Aspergillus Penicillium, Fusarium, Gibberella, Tricoderma, Thielaviopsis, Rhizopus, Mucor, Corticium, Phoma, Rhizoctonia, and Diplodia spp. Disease.
• the method for controlling plant diseases of the present invention includes, for example, treatment of plants such as foliage application and seed disinfection; and treatment of plant cultivation areas such as soil treatment.
• the treatment amount of Compound A is usually 1 to 10000 g per 1000 m 2 .
• Compound A When Compound A is formulated into an emulsion, wettable powder, flowable or the like, it is usually diluted with water so that the active ingredient concentration becomes 0.01 to 10000 ppm, and granules, powders and the like are used. Usually, it is applied as it is.
• composition of the present invention can be used as an agent for controlling plant diseases in agricultural lands such as fields, paddy fields, lawns, and orchards.
• test examples are shown.
• No treatment in Test Example 1 means that Compound A was not sprayed.
• the non-treated section in Test Examples 2 and 3 means a section which performs the same operation as the treated section except that Compound A is not used.
• Test example 1 A plastic pot was filled with soil, cucumber (cultivar: Sagami Hanjiro) was sowed, and cultivated in a greenhouse for 19 days. 35 parts of a mixture of ammonium polyoxyethylene alkyl ether sulfate and wet silica (weight ratio: 1: 1), 20 parts of compound A, and 45 parts of water were sufficiently mixed. The obtained mixture was diluted with water to prepare a diluent containing Compound A at 500 ppm. The diluted solution was sprayed so as to sufficiently adhere to the cucumber leaf surface. After spraying, the plants were air-dried.
• aqueous suspension of zoospores of cucumber downy mildew (Pseudoperonospora cubensis) was spray-inoculated. After inoculation, the plants were placed in a humid room at 23 ° C. and a high humidity for 1 day, and then cultivated in a greenhouse at 24 ° C. during the day and 20 ° C. at night for 6 days, and then the lesion area was examined. As a result, the lesion area in the cucumber treated with Compound A was 30% or less of the lesion area in the untreated cucumber.
• Test example 2 After dispensing 1 ⁇ L of a dimethyl sulfoxide solution containing a predetermined concentration of compound A into wells of a titer plate (96 wells), 150 ⁇ L of a potato decoction liquid medium containing zoospores of cucurbits of Phytophthora capsici was dispensed. The compound A was prepared so as to have a final concentration of 100 ppm, and was treated. A non-treated section was prepared in another well. The plate was cultured at 27 ° C. for 3 days to proliferate the cucurbit gray plague, and the absorbance at 600 nm of each well of the titer plate was measured to determine the growth rate of the cucurbit gray plague.
• Test example 3 After dispensing 1 ⁇ L of a dimethyl sulfoxide solution containing a predetermined concentration of compound A into wells of a titer plate (96 wells), 150 ⁇ L of a Tsapec medium containing a hyphal fragment of Pythium ultimum was dispensed. It was prepared so as to have a concentration of 100 ppm, and was treated. A non-treated section was prepared in another well. After the plate was cultured at 23 ° C. for 5 days to grow the fungus, the absorbance at 600 nm of each well of the titer plate was measured to determine the growth of the fungus. Based on the degree of growth, the efficacy was calculated using "Equation 1". As a result, the efficacy was 73%.
• Comparative test example 1 The test was performed according to Test Example 1 using Compound B instead of Compound A. As a result, the lesion area of the cucumber treated with the compound B was 75% or more of the lesion area of the untreated cucumber.
• Comparative test example 2 A test was performed according to Test Example 2 using Compound B instead of Compound A. As a result, the efficacy was 26%.
• Comparative test example 3 The test was performed according to Test Example 3 using Compound B instead of Compound A. As a result, the efficacy was 5%.
• Compound A exhibits an excellent control effect on plant diseases.

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• 2019
  • 2019-08-16 TW TW108129263A patent/TWI818061B/zh active
  • 2019-08-19 CN CN201980041154.6A patent/CN112334448B/zh active Active
  • 2019-08-19 KR KR1020217001146A patent/KR102641051B1/ko active IP Right Grant
  • 2019-08-19 JP JP2020538369A patent/JP7250022B2/ja active Active
  • 2019-08-19 WO PCT/JP2019/032230 patent/WO2020040074A1/ja active Application Filing

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