WO2019017313A1 - Composé urée et agent de lutte contre les arthropodes nuisibles contenant celui-ci - Google Patents

Composé urée et agent de lutte contre les arthropodes nuisibles contenant celui-ci Download PDF

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Publication number
WO2019017313A1
WO2019017313A1 PCT/JP2018/026636 JP2018026636W WO2019017313A1 WO 2019017313 A1 WO2019017313 A1 WO 2019017313A1 JP 2018026636 W JP2018026636 W JP 2018026636W WO 2019017313 A1 WO2019017313 A1 WO 2019017313A1
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WO
WIPO (PCT)
Prior art keywords
compound
harmful arthropods
beetle
parts
control agent
Prior art date
Application number
PCT/JP2018/026636
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English (en)
Japanese (ja)
Inventor
達也 鳥海
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Publication of WO2019017313A1 publication Critical patent/WO2019017313A1/fr

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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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/69—Two or more oxygen atoms

Definitions

  • the present invention relates to a urea compound and a harmful arthropod controlling agent containing the same.
  • Non-Patent Document 1 So far, various compounds have been studied for the purpose of controlling harmful arthropods, and have been put to practical use (see Non-Patent Document 1).
  • An object of the present invention is to provide a compound having excellent control efficacy against harmful arthropods.
  • the present invention is as follows. [1] Formula (1) And a compound represented by (hereinafter referred to as Compound A). [2] A composition comprising the compound according to [1] and an inert carrier. [3] A method for controlling noxious arthropods, which comprises applying an effective amount of the compound according to [1] to a harmful arthropod or a habitat of the harmful arthropod.
  • harmful arthropods can be controlled.
  • the composition of the present invention contains Compound A and an inert carrier.
  • the composition of the present invention is generally prepared by mixing Compound A with an inert carrier such as a solid carrier, a liquid carrier and the like, adding a surfactant and other pharmaceutical auxiliaries as required, to form an emulsion, oil solution, It is formulated into powders, granules, wettable powders, water dispersible granules, flowables, dry flowables, microcapsules and the like.
  • solid carriers used in formulation include clays (kaolin clay, diatomaceous earth, bentonite, fuvasami clay, acid clay etc.), dry silica, wet silica, talc, ceramic, and other inorganic minerals (sericite, quartz, Fine powders and particles such as sulfur, activated carbon, calcium carbonate etc., chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, sodium chloride etc.) and synthetic resins (polypropylene, polyacrylonitrile, polymethyl methacrylate, polyethylene terephthalate) And polyester resins, nylon resins such as nylon-6, nylon-11, and nylon-66, polyamide resins, polyvinyl chloride, polyvinylidene chloride, vinyl chloride-propylene copolymers, and the like.
  • clays kaolin clay, diatomaceous earth, bentonite, fuvasami clay, acid clay etc.
  • dry silica wet silica,
  • 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 oil (soybean oil, cottonseed oil, etc.) may be mentioned.
  • alcohols methanol, ethanol etc.
  • ketones acetone, methyl ethyl ketone etc.
  • aromatic hydrocarbons toluene, xylene etc.
  • aliphatic hydrocarbons
  • surfactants examples include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyethylene glycol fatty acid ester, and anions such as alkyl sulfonate, alkyl benzene sulfonate, and alkyl sulfate. Surfactants may be mentioned.
  • fixing agents As other pharmaceutical adjuvants, fixing agents, dispersing agents, coloring agents, stabilizers and the like, specifically, for example, casein, gelatin, saccharides (starch, gum arabic, cellulose derivatives, alginic acid etc.), lignin derivatives, bentonite, Synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids, etc.), isopropyl acid phosphate, 2,6-di-tert-butyl-4-methylphenol, BHA (2-tert-butyl-4-methoxyphenol) And a mixture of 3-tert-butyl-4-methoxyphenol).
  • saccharides starch, gum arabic, cellulose derivatives, alginic acid etc.
  • lignin derivatives bentonite
  • Synthetic water-soluble polymers polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids, etc.
  • isopropyl acid phosphate 2,6
  • Examples of harmful arthropods with which Compound A is effective include the following.
  • Hemiptera Hemetobiunka (Laodelphax striatellus), Tobiirounka (Nilaparvata lugens), Sejirounka (Sogatella furcifera), Maize (Peregrinus maidis), Lobluntia (Javesella pellucida), Black-tailed Uchiluciculicus Leafhopper family (Delphacidae); green leafhopper (Nephotettix cincticeps), giant leafhopper green leafhopper (Nephotettix virescens), black leafhopper green leafhopper (Nephotettix nigropictus), green leafhopper leafworm (Recilia dorsalis), green leafhopper foliage ), Corn leaf hopper (Dalbulus maidis), white leafhopper (Cofana spectra), etc.
  • Helicidae (Coreidae); hemipterus), a Red-headed Bug family (Lygaeidae), such as Blissus leucopterus; Red-backed squirrels (Trigonotylus caelestialium), Red-backed snails (Stenotus rubrovittatus), Scutellaris moth (Stenotema calcarata), Myrtleidae (Miridae); Onion's Beak (Trialeurodes vaporariorum), B. tabaci (Bemisia tabaci), I.
  • Whitefly (Aleyrodidae); White-backed scale insect (Abgrallapsis cyanophylli), Red-backed scale insect (Aonidiella aurantii), Nasi-maroon scaleworm (Diaspidiotus perniciosus), Musk Red-tailed beetles (Diaspididae), such as ruminants (Pseudaulacaspis pentagona), red-winged beetles (Unaspis yanonensis), and black-and-white scale insects (Unaspis citri); ), Irodridae (Icerya seychellarum), and the like (Margarodidae); comstocki), Scutellaria barracuda (Planococcus citri), Scutellaria bark (Pseudococcus calceolariae), Scutellaria bark (Pseudococcus longispinus) Phytococcidae (Pseudoc
  • Lepidoptera insects (Lepidoptera): Nymphs (Chilo suppressalis), Darkheaded stem borer (Chilo polychrysus), White stem borer (Scirpophaga innotata), Itten's tree magnolia (Scirpophaga incertulas), Rupela albina, Kobomeiga (Cinatalitraceitraceitracel Red clover (Marasmia exigua), cotton dwarf (Notarcha derogata), African dwarf (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), black-legged moth (Hellula undulis), Monquil chronomea (Herpetogramma luctucetuthe) Rice case worm (Nymphula depunctalis), Sugarcane borer (Diatraea saccharalis), etc.
  • Lamione's Lyme Genus (Lymantria spp.), Chacodidae (Euproctis pseudoconspersa) etc.
  • Euprocutis sp. (Leemantriidae) such as Euproctis spp .
  • Monagae (Plutellidae) such as Monaga (Plutella xylostella) etc .
  • Peachella (Anarsia lineatella) (Gelechidae), such as Hechicytidae (Hyphantria cuneaa), such as Helictygramma triannulella, Pectinophora gossypiella, Phythorium (Phthorimaea operculella), Tuta absoluta etc .
  • Kastunigaidae (Cast, etc.) Niidae); Coccidae (Cossidae), such as Cossus insularis; Geo
  • Thysanoptera Thripsidae (Frankliniella occidentalis), Thrips palmi (Thrips palmi), Chalyss occidentalis (Scirtothrips dorsalis), Locustoids (Thrips tabaci), Philosophis japonicus (Frankliniella intimasite) And Thripidae such as Echinothrips americanus); Thripidae (Phlaeothripidae) such as Haekohrrips aculeatus.
  • Coleoptera insect pest (Coleoptera): Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded Cucumber Beetle (Diabrotica virgifera zeae) Culibita beetle (Diabrotica balteata), Cucurbit Beetle (Diabrotica speciosa), Bean leaf beetle (Cerotoma trifurcata), Kubi ⁇ ⁇ ⁇ ⁇ (Oulema melanopus), ground leaf beetle (Aulacophora femoralis), ⁇ ⁇ ⁇ ⁇ ⁇ Phylloteta striolate ⁇ tle ( black flea beetle (Phyllotreta pusilla), Cabbage stem flea beetle (Psylli
  • Phyllophaga such as Haga crinita, Scarabaeidae (Scarabaeidae) such as Diloboderus (Diloboderus spp.) such as Diloboderus abderus; Euscepes postfasciatus), alfalfate weevil (Hypera postica), tree weevil (Sitophilus zeamais), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), Shirosuio sage beetle (Rhabdoscelus lineate history) Sphenophorus venatus), Southern Corn Billbug (Sphenophorus callosus), Soybean stalk weevil (Sternechus subsignatus), Sugarcane weevil (Sphenophorus levis), Crustacean weevil (Scepticus griseus), Tobiiro gourd (Sc
  • Tricholium castaneum Tricholium confusum (Tenebrionidae) such as Tricholium castaneum, Tribolium conducum (Tenebrionidae); Etirachnida (Coccinellidae) such as Epilachna vigintopoc unctata, etc .
  • Family Bostodian
  • Streptomyces Ptinidae
  • Anemone longhorn Anoplophora malasiaca
  • the method for controlling harmful arthropods of the present invention comprises applying the effective amount of compound A directly to harmful arthropods and / or to the place where harmful arthropods are present (plant, soil, house, etc.) To be done.
  • the application amount of compound A is usually 1 to 10000 g per 10000 m 2 .
  • Compound A is usually diluted with water so that the concentration of the active ingredient becomes 0.01 to 10000 ppm, and applied. Apply usually as it is.
  • formulations and their dilutions may be sprayed directly onto plants, such as harmful arthropods or crops to be protected from harmful arthropods, and harmful arthropods that inhabit the soil of cultivated land
  • the soil may be treated to control.
  • composition of the present invention can also be used as a control agent for harmful arthropods in agricultural land such as fields, paddy fields, lawns, orchards.
  • Formulation example 1 10 parts of Compound A is mixed with a mixture of 35 parts of xylene and 35 parts of DMF, and 14 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzene sulfonate are added thereto and mixed to obtain a preparation.
  • Formulation example 2 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of wet silica and 54 parts of diatomaceous earth are mixed, and further 20 parts of compound A are added and mixed to obtain a preparation.
  • Formulation example 3 To 2 parts of Compound A, 1 part of wet silica, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 65 parts of kaolin clay are added and mixed. Then, an appropriate amount of water is added to the mixture, and the mixture is further stirred, granulated with a granulator and blow-dried to obtain a preparation.
  • Formulation example 4 One part of Compound A is mixed with an appropriate amount of acetone, to which 5 parts of wet silica, 0.3 parts of isopropyl acid phosphate and 93.7 parts of kaolin clay are added and sufficiently mixed by stirring to remove acetone by evaporation. Obtain a formulation.
  • Formulation example 5 A formulation is obtained by thoroughly mixing 35 parts of a mixture of polyoxyethylene alkyl ether sulfate ammonium salt and wet silica (weight ratio 1: 1), 20 parts of compound A, and 45 parts of water.
  • test examples the efficacy of compound A against harmful arthropods is shown by test examples.
  • the test was performed at 25 ° C.
  • Test Example 1 Compound A was formulated into a formulation according to the method described in Formulation Example 5, and water containing 0.03% by volume of a spreading agent was added thereto to obtain a diluted solution containing 500 ppm of Compound A. About 30 cotton aphids (all stages) were inoculated to cucumber (Cucumis sativus) seedlings (the second true leaf development stage) planted in a container. One day later, the diluted solution was sprayed onto the seedlings at a rate of 10 mL / seedling. After 5 days, the number of surviving insects was examined, and the control value was determined by the following equation.
  • Control value (%) ⁇ 1- (Cb ⁇ Tai) / (Cai ⁇ Tb) ⁇ ⁇ 100
  • Cb Number of tested insects in untreated area
  • Cai Number of surviving insects in survey in untreated area
  • Tb Number of tested insects in treated zone
  • Tai Number of surviving insects in survey in treated area
  • untreated group means It means the area which performed the same operation as the treatment area except not using Compound A. As a result, the treated area of Compound A had a control value of 90% or more.
  • Compound A exhibits an excellent control effect on harmful arthropods.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Catching Or Destruction (AREA)
  • Pyridine Compounds (AREA)

Abstract

La présente invention concerne une composition qui permet de lutter de manière très efficace contre les arthropodes nuisibles. Selon la présente invention, un composé représenté par la formule (1) présente une très grande efficacité contre les arthropodes nuisibles.
PCT/JP2018/026636 2017-07-18 2018-07-17 Composé urée et agent de lutte contre les arthropodes nuisibles contenant celui-ci WO2019017313A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2017-138805 2017-07-18
JP2017138805A JP2020152642A (ja) 2017-07-18 2017-07-18 尿素化合物及びそれを含有する有害節足動物防除剤

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WO2019017313A1 true WO2019017313A1 (fr) 2019-01-24

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PCT/JP2018/026636 WO2019017313A1 (fr) 2017-07-18 2018-07-17 Composé urée et agent de lutte contre les arthropodes nuisibles contenant celui-ci

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JP (1) JP2020152642A (fr)
AR (1) AR112453A1 (fr)
WO (1) WO2019017313A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56104892A (en) * 1980-01-28 1981-08-20 Kumiai Chem Ind Co Ltd Organic phosphate derivative, its preparation, and insecticide, acaricide, and nematocide comprising it
JP2002155061A (ja) * 2000-02-04 2002-05-28 Sumitomo Chem Co Ltd ウラシル化合物及びその用途
CN102993054A (zh) * 2012-10-24 2013-03-27 中化蓝天集团有限公司 苯甲酰胺类衍生物、其制备方法及应用
WO2016099929A1 (fr) * 2014-12-15 2016-06-23 Dow Agrosciences Llc Molécules présentant une utilité en tant que pesticides, et intermédiaires, compositions et procédés associés
WO2018038190A1 (fr) * 2016-08-26 2018-03-01 住友化学株式会社 Composé 1-acétyl-3-phényl urée, et son utilisation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56104892A (en) * 1980-01-28 1981-08-20 Kumiai Chem Ind Co Ltd Organic phosphate derivative, its preparation, and insecticide, acaricide, and nematocide comprising it
JP2002155061A (ja) * 2000-02-04 2002-05-28 Sumitomo Chem Co Ltd ウラシル化合物及びその用途
CN102993054A (zh) * 2012-10-24 2013-03-27 中化蓝天集团有限公司 苯甲酰胺类衍生物、其制备方法及应用
WO2016099929A1 (fr) * 2014-12-15 2016-06-23 Dow Agrosciences Llc Molécules présentant une utilité en tant que pesticides, et intermédiaires, compositions et procédés associés
WO2018038190A1 (fr) * 2016-08-26 2018-03-01 住友化学株式会社 Composé 1-acétyl-3-phényl urée, et son utilisation

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JP2020152642A (ja) 2020-09-24
AR112453A1 (es) 2019-10-30

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