US20200037611A1 - Mesostigmata mite control agent - Google Patents

Mesostigmata mite control agent Download PDF

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Publication number
US20200037611A1
US20200037611A1 US16/494,571 US201816494571A US2020037611A1 US 20200037611 A1 US20200037611 A1 US 20200037611A1 US 201816494571 A US201816494571 A US 201816494571A US 2020037611 A1 US2020037611 A1 US 2020037611A1
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mesostigmata
group
mite
mesostigmata mite
compounds
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Satoshi Nakamura
Takehiko Inoue
Haruka Takeuchi
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Meiji Seika Pharma Co Ltd
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Meiji Seika Pharma Co Ltd
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Assigned to MEIJI SEIKA PHARMA CO., LTD. reassignment MEIJI SEIKA PHARMA CO., LTD. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: TAKEUCHI, HARUKA, INOUE, TAKEHIKO, NAKAMURA, SATOSHI
Publication of US20200037611A1 publication Critical patent/US20200037611A1/en
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
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    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A01N37/24Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides containing at least one oxygen or sulfur atom being directly attached to the same aromatic ring system
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    • A01N37/44Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/74Biocides, 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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/761,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/74Biocides, 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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/88Biocides, 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 six-membered rings with three ring hetero atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N47/00Biocides, 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
    • A01N47/02Biocides, 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 no bond to a nitrogen atom
    • A01N47/06Biocides, 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 no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • AHUMAN NECESSITIES
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    • A01N47/00Biocides, 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
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    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P7/00Arthropodicides
    • A01P7/04Insecticides

Definitions

  • the present invention relates to a Mesostigmata mite control method and a Mesostigmata mite control agent.
  • Mesostigmata mites include red mite ( Dermanyssus gallinae ), northern fowl mite ( Ornithonyssus sylviarum ), tropical rat mite ( Ornithonyssus bacoti ), Varroa mite ( Varroa destructor ), canine nasal mite ( Pneumonyssoides caninum ), and the like.
  • These Mesostigmata mites cause important problems with veterinary hygiene, because they parasitize or suck blood from insects and homoiotherms such as birds and mammals.
  • the recent notable decrease in drug sensitivity and the like create a demand for a novel agent that is highly effective and safe.
  • Patent Literature 1 Japanese Patent No. 2633377
  • Patent Literature 2 Japanese Unexamined Patent Application Publication No. Hei 3-128355
  • Patent Literature 3 International Publication No. WO2006/013896 disclose quinoline derivatives as pesticides, acaricides, or the like for agricultural and horticultural use.
  • Patent Literatures 1 to 3 are totally silent about control of Mesostigmata mites that parasitize homoiotherms and the like.
  • Patent Literature 4 Japanese Patent No. 4242156
  • Patent Literature 5 International Publication No. WO2004/032629
  • 2,3-dimethyl-4-quinolinol derivatives represented by the following general formula (1) show an effect on Mesostigmata mites including red mites and northern fowl mites.
  • R 1 represents a hydrogen atom, —COR 4 , —COOR 4 (where R 4 represents an alkyl group having 1 to 4 carbon atoms) , —CH 2 OCH 3 , or —COCH 2 OCH 3 ; and R 2 and R 3 may be the same or different, and represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms] against rice blast and tea gray blight; however, these documents are totally silent about control of Mesostigmata mites.
  • An object of the present invention is to provide a Mesostigmata mite control agent which controls a Mesostigmata mite.
  • R 1 represents a hydrogen atom, —COR 4 , —COOR 4 (where R 4 represents an alkyl group having 1 to 4 carbon atoms) , —CH 2 OCH 3 , or —COCH 2 OCH 3 ; and R 2 and R 3 may be the same or different, and represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms].
  • the present invention provides:
  • the Mesostigmata mite is a mite of the family Dermanyssidae or a mite of the family Macronyssidae.
  • the effective amount of the active ingredient is directly sprayed to a Mesostigmata mite.
  • the effective amount of the active ingredient is sprayed to a homoiotherm or insect parasitized by a Mesostigmata mite.
  • the effective amount of the active ingredient is sprayed to a habitat of a Mesostigmata mite.
  • the effective amount of the active ingredient is sprayed to a habitat of a homoiotherm or insect parasitized by a Mesostigmata mite.
  • the control agent of the present invention has an excellent effect on mites belonging to the suborder Mesostigmata that do harm to homoiotherms and insects by parasitism or blood-sucking.
  • a control agent of the present invention comprises, as an active ingredient, at least one selected from the group consisting of compounds represented by the above-described general formula (1), azoxystrobin, picoxystrobin, pyraclostrobin, kresoxim-methyl, trifloxystrobin, metominostrobin, orysastrobin, famoxasdone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, flutolanil, mepronil, isofatamid, fluopyram, carboxin, thifluzamide, fluxapyroxad, furametpyr, penflufen, penthiopyrad, boscalid, diflumetorim, fluazinam, femrizone, fenpyroximate, and acid addition salts of these compounds, preferably at least one selected from the group consisting of compounds of the above-described general formula (1) in which R 1 is an acetyl group or
  • R 1 is a hydrogen atom, —COR 4 , —COOR 4 , —CH 2 OCH 3 , or —COCH 2 OCH 3 .
  • R 2 and R 3 may be the same or different, and each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • R 1 is —COR 4 or —COOR 4
  • R 4 is an alkyl group having 1 to 4 carbon atoms (for example, a methyl group, an ethyl group, a propyl group, a butyl group, or the like, and more preferably, a methyl group) .
  • R 2 and R 3 each independently represent a halogen atom, a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and examples thereof include a fluorine atom, a bromine atom, a chlorine atom, a methyl group, an ethyl group, a propyl group, a butyl group, and the like.
  • These compounds represented by general formula (1) or acid addition salts thereof can be produced by the production method described in Japanese Patent No. 4152742.
  • examples of the “acid addition salts” include hydrochloric acid salts, nitric acid salts, phosphoric acid salts, acetic acid salts, and the like.
  • the compounds represented by general formula (1) can take the form of hydrates or solvates, and such hydrates and solvates are also encompassed by the compounds represented by general formula (1) in the present invention.
  • the above-described additional agent is not particularly limited, and an agent such as a pesticide, an anthelmintic, an acaricide, a rodenticide, a microbicide, an antifungal agent, an antiviral agent, or a synergist, animal feed, or the like can be used in combination.
  • an agent such as a pesticide, an anthelmintic, an acaricide, a rodenticide, a microbicide, an antifungal agent, an antiviral agent, or a synergist, animal feed, or the like can be used in combination.
  • Examples of the pesticide, anthelmintic, acaricide, and rodenticide include organophosphorus compounds such as acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos, dicrotophos, dimethoate, dimethylvinphos, disulfoton, ethyl-p-nitrophenyl phenylthiophosphonothiate (EPN), ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl O-(meth
  • other compounds include benzimidazole compounds such as spinetoram, spinosad, sulfoxaflor, flupyradifurone, triflumezopyrim, cyromazine, etoxazole, clofentezine, diflovidazin, hexythiazox, pymetrozine, pyrifluquinazon, diafenthiuron, azocyclotin, tricyclohexyltinhydroxide (cyhexatin), fenbutatinoxide, propargite, tetradifon, chlorfenapyr, DNOC, sulfluramid, pyflubumide, buprofezin, amitraz, hydramethylnon, acequinocyl, fluacrypyrim, bifenazate, fenazaquin, fenpyroximate, pyridaben, pyrimidifen,
  • Ar′ represents an optionally substituted pyridyl group or an optionally substituted pyrimidyl group
  • R 1 represents a hydrogen atom or the like
  • Y represents a hydrogen atom, a halogen atom, a hydroxy group, an optionally halogen-substituted alkyl group, an optionally halogen-substituted alkyloxy group, a cyano group, a formyl group, or a nitro group
  • R 4e represents a halogen-substituted alkyl group, provided that when Ar′ represents a 6-chloro-3-pyridyl group, a case where R 1 represents a hydrogen atom, Y represents a 5-methyl group, and R 4e represents a trifluoromethyl group is excluded.
  • a compound for controlling a Mesostigmata mite, it is possible to use a compound, as it is, which is at least one selected from the group consisting of compounds represented by general formula (1), azoxystrobin, picoxystrobin, pyraclostrobin, kresoxim-methyl, trifloxystrobin, metominostrobin, orysastrobin, famoxasdone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, flutolanil, mepronil, isofatamid, fluopyram, carboxin, thifluzamide, fluxapyroxad, furametpyr, penflufen, penthiopyrad, boscalid, diflumetorim, fluazinam, femrizone, fenpyroximate, and acid addition salts of these compounds, or preferably at least one selected from the group consisting of compounds represented by general formula(1), picoxystrobin,
  • a pharmaceutically acceptable carrier such as a solid carrier, a liquid carrier, or a gaseous carrier, if necessary, with the addition of a surfactant, an auxiliary agent, or the like.
  • the formulation can be prepared in any dosage form such as an oil solution, an emulsifiable concentrate, a wettable powder, a flowable, granules, a dust, an aerosol, a thermally vapor-releasing agent, an smoking agent, a fumigant, poison bait, bait, a suspension, microcapsules, an ULV agent, a liquid used on the skin or in a body cavity such as a spot-on formulation or a pour-on formulation, a shampoo formulation, a sheet formulation, a resin formulation, a sheet formulation, pellets, tablets, bolus, capsules, an injectable liquid, an oral liquid, an ointment, and a semi-solid preparation such as a gel .
  • the formulations can be produced in usual manners by known methods.
  • solid carrier used for producing the formulation examples include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, carbonates, hydrogen carbonates, phosphoric acid salts, aluminum oxide, silica, clay, feed components such as sugars, cellulose, crushed grains, starch, chemical fertilizers, and microcrystalline cellulose, and the like.
  • liquid carrier examples include alcohols such as methanol, ethanol, n-hexanol, and ethylene glycol; ketones such as acetone and methyl ethyl ketone; cyclic ketones such as cyclohexanone; aliphatic hydrocarbons such as n-hexane, kerosene, cyclohexane, and lamp oil; aromatic hydrocarbons such as toluene, xylene, ethylbenzene, and methylnaphthalene; ethers such as diethyl ether, dioxane, and tetrahydrofuran; esters such as ethyl acetate and butyl acetate; nitriles such as acetonitrile and isobutyronitrile; nitriles such as diisopropyl ether and dioxane; acid amides such as dimethylformamide and dimethylacetamide; halogenated hydrocarbons such as dichlor
  • gaseous carrier examples include liquefied petroleum gases such as butane gas and LPG (liquefied petroleum gas); air; nitrogen; carbon dioxide gas; isopentane; dimethyl ether; and fluorocarbons.
  • liquefied petroleum gases such as butane gas and LPG (liquefied petroleum gas)
  • air nitrogen
  • carbon dioxide gas isopentane
  • dimethyl ether and fluorocarbons.
  • examples of the surfactant include cationic surfactants such as didecyldimethylammonium chloride, cetyltrimethylammonium chloride, [mono, bis(trimethylammoniummethylene chloride)]-alkyltoluene, benzalkonium chloride, domiphen bromide, and benzethonium chloride; nonionic surfactants such as polyoxyethylated castor oil, polyoxyethylated monoolefinic acid sorbitan, glyceryl monostearate, polyoxyethyl stearate, and alkylphenol polyflycol ether; amphoteric surfactants such as disodium n-lauryl- ⁇ -iminodipropionate, benzalkonium chloride, polyalkylpolyaminoethylglycine, and lecithin; fluorine-containing surfactants, OPPANOL, sodium dichloroisocyanurate, polyoxyethylene alkyl
  • the auxiliary agent may be a binder, a dispersant, an antioxidant, a preservative, an accidental ingestion prevention agent, a thickener, a foaming agent, a blowing agent, an antifoam, a blowing agent degradation accelerator, an oxidant, an oxidant degradation accelerator, a heat generation controlling agent, a pest-attracting flavor and/or fragrance, a stabilizer, or the like.
  • auxiliary agents include synthetic water-soluble polymers such as carboxymethyl cellulose, methyl cellulose, polyacrylate, alginate, gelatin, gum arabic, polyvinylpyrrolidone, polyvinyl alcohol, and methyl vinyl ether; maleic anhydride copolymers, polyethylene glycol, wax, colloidal silica, lignin derivatives, bentonite, saccharides, acidic isopropyl phosphate, BHT (2,6-di-tert-butyl-4-methylphenol), BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), azodicarbonamide, p,p′-oxybis(benzenesulfonyl hydrazide), N,N′-dinitrosopentamethylenetetramine, azobisisobutyronitrile, dibutylhydroxytoluene, nordihydroguaiaretic acid, dehydroacetic acid
  • Examples of the Mesostigmata mite control method and the Method of using a Mesostigmata mite control agent of the present invention include a method of application to a Mesostigmata mite and/or a habitat of a Mesostigmata mite by spreading (spraying or the like), smoldering, or the like; a method of application to a habitat of an insect or a habitat of a homoiotherm parasitized (or having a potential of being parasitized) by a Mesostigmata mite by spreading (spraying or the like), smoldering, or the like; a method of administration to an insect or homoiotherm parasitized (or having a potential of being parasitized) by a Mesostigmata mite by oral administration; parenteral administration such as injection (intramuscular, subcutaneous, intravenous, intraperitoneal);transdermal administration such as immersion, spraying, bathing, washing, pouring-on and spotting-on, and dusting; or nasal administration; a method of
  • the amount of the active ingredient applied when the active ingredient is applied to a Mesostigmata mite, a homoiotherm, an insect, or Habitat of a Mesostigmata mite, a homoiotherm, or an insect can be changed, as appropriate, according to the environment of the use.
  • the amount of the Mesostigmata mite control agent administered is as follows. Specifically, in a case of transdermal administration, the amount of at least one active ingredient selected from the group consisting of compounds represented by general formula (1), azoxystrobin, picoxystrobin, pyraclostrobin, kresoxim-methyl, trifloxystrobin, metominostrobin, orysastrobin, famoxasdone, fluoxastrobin, pyribencarb, cyazofamid, amisulbrom, flutolanil, mepronil, isofatamid, fluopyram, carboxin, thifluzamide, fluxapyroxad, furametpyr, penflufen, penthiopyrad, boscalid, diflumetorim, fluazinam, femrizone, fenpyroximate, and acid addition salt
  • the Mesostigmata mite control agent of the present invention can be used as it is or after being diluted with a solvent such as water.
  • Examples of Mesostigmata mites against which the Mesostigmata mite control agent of the present invention is effective or at which the Mesostigmata mite control method of the present invention is targeted include mites of the family Dermanyssidae such as red mite ( Dermanyssus gallinae ); mites of the family Cellyssidae such as northern fowl mite ( Ornithonyssys sylviarum ) and tropical fowl mite ( Ornithonyssus bursa ); mites of the family Ascidae such as Blattisocius keegani and Blattisocius dentriticicus ; mites of the family Halarachnidae such as Dermanyssus hirundinis , tropical rat mite ( Ornithonyssus bacoti ), Laelaps echidninus , canine nasal mite ( Pneumonyssus caninum
  • Insects and homoiotherms which are parasitized by or whose blood is sucked by Mesostigmata mites against which the Mesostigmata mite control agent of the present invention is effective or at which the Mesostigmata mite control method of the present invention is targeted include mammals such as humans, cattle, horses, pigs, sheep, goats, camels, donkeys, dogs, cats, rabbits, monkeys, guineapigs, and hamsters; birds such as chickens, domestic ducks, geese, quails, and turkeys; and insects such as honeybees, of which birds are preferred.
  • Compound A of the present invention (20%) , clay (40%) , diatomaceous earth (32%), white carbon (2%), sodium lauryl sulfate (1%), and calcium lignosulfonate (5%) were uniformly mixed and crushed to prepare a wettable powder.
  • Compound A of the present invention (20%), a naphthalenesulfonic acid formalin condensate (4%), propylene glycol (5%), xanthan gum (0.05%), a silicone antifoam (0.05%),and water (70. 9%) were added, uniformly mixed, and crushed to prepare a flowable.
  • Compound A of the present invention (20%), a polyoxyethylene tristyrylphenyl ether sulfate salt (2%), propylene glycol (5%), xanthan gum (0.2%), a silicone antifoam (0.5%) , tricalciumphosphate (0.5%) , and water (71.8%) were added, uniformly mixed, and crushed to prepare a flowable.
  • Compound A of the present invention (2%), clay (60%), talc (37%) , and calcium stearate (1%) were uniformly mixed to obtain a dust.
  • Compound A of the present invention (5%), hexylene glycol (50%), and isopropanol (45%) were uniformly mixed to obtain a liquid for transdermal administration.
  • Compound A of the present invention (2%), dimethyl sulfoxide (10%), 2-propanol (35%), and acetone (53%) were uniformly mixed to obtain a liquid for spraying.
  • Compound A of the present invention (2%) and liquid paraffin (98%) were uniformly mixed to obtain a liquid for (pouring-on) transdermal administration.
  • Compound A of the present invention (0.1 g) was mixed with NEO-CHIOZOL F (Chuo Kasei Co., Ltd.; kerosene (normal paraffin) (120 ml) and ethane gas (180 ml) to obtain an aerosol formulation.
  • NEO-CHIOZOL F Cho Kasei Co., Ltd.
  • kerosene normal paraffin
  • ethane gas 180 ml
  • the tip of a Pasteur pipette was sealed with Parafilm, and an acetone solution (liquid agent) of each of the samples shown in Table 2 below diluted to a predetermined concentration was poured into the pipette through an upper portion thereof. One minute later, the Parafilm at the tip was detached, and the liquid agent was discharged. After the pipette was air dried, absorbent cotton was inserted to an upper end of the pipette, and 20 unfed adult red mites ( Dermanyssus gallinae ) were released into the pipette. After the tip was sealed with Hemato-Seal, the pipette was stored in the dark in an incubator at a temperature of 27 to 28° C. and a humidity of 50 to 60%.
  • the mites were observed under a stereomicroscope to determine whether the mites were dead or alive and whether the mites were affected. Then, the ratio (%) of dead and affected mites was calculated according to the following formula. Spinosad, trichlorfon, and permethrin were used as control drugs.
  • the ratio (%) of dead and affected mites ⁇ (the number of dead mites+the number of affected mites)/(the number of survived mites+the number of affected mites+the number of dead mites) ⁇ 100
  • the ratio (%) of dead mites ⁇ the number of dead mites/(the number of survived mites+the number of dead mites) ⁇ 100
  • the tip of a Pasteur pipette was sealed with Parafilm, and an acetone solution (liquid agent) of each of the samples shown in Table 4 below diluted to a predetermined concentration was poured into the pipette through an upper portion thereof. One minute later, the Parafilm at the tip was detached, and the liquid agent was discharged. After the pipette was air dried, absorbent cotton was inserted to an upper end of the pipette, and 10 fed adult northern fowl mites ( Ornithonyssus sylviarum ) were released into the pipette. After the tip was sealed with Hemato-Seal, the pipette was stored in the dark in an incubator at 25° C. and at a humidity of 80%. After 2 and 24 hours had passed since the treatment, the mites were observed under a stereomicroscope to determine whether the mites were dead or alive and whether the mites were affected. Then, the ratio (%) of dead and affected mites was calculated.
  • the ratio (%) of dead and affected mites ⁇ (the number of dead mites+the number of affected mites)/(the number of survived mites+the number of affected mites+the number of dead mites) ⁇ 100
  • the tip of a Pasteur pipette was sealed with Parafilm, and an acetone solution (liquid agent) of each of the samples shown in Table 5 below diluted to a predetermined concentration was poured into the pipette through an upper portion thereof. One minute later, the Parafilm at the tip was detached, and the liquid agent was discharged. After the pipette was air dried, absorbent cotton was inserted to an upper end of the pipette, and 20 unfed adult red mites ( Dermanyssus gallinae ) were released into the pipette. After the tip was sealed with Hemato-Seal, the pipette was stored in the dark in an incubator at a temperature of 25 to 28° C. and a humidity of 40 to 60%.
  • the mites were observed to determine whether the mites were dead or alive and whether the mites were affected. Then, the ratio (%) of dead and affected mites was calculated according to the following formula. Acequinocyl and fluacrypyrim were used as control drugs.
  • the ratio (%) of dead and affected mites ⁇ (the number of dead mites+the number of affected mites)/(the number of survived mites+the number of affected mites+the number of dead mites) ⁇ 100

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  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Insects & Arthropods (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
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US5190952A (en) * 1989-07-07 1993-03-02 Meiji Seika Kabushiki Kaisha 4-acyloxyquinoline derivatives and insecticidal or acaricidal compositions containing same
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TW521072B (en) * 1997-06-02 2003-02-21 Meiji Seika Kaisha 4-quinolinol derivatives and fungicides containing the same as an active ingredient used for agriculture and horticulture
WO2001092231A1 (fr) 2000-05-30 2001-12-06 Meiji Seika Kaisha, Ltd. Agents de controle de la piriculariose du riz
ATE486060T1 (de) * 2001-04-12 2010-11-15 Meiji Seika Kaisha Halogenierte chinolinderivate und mittel zur bekämpfung von ectoparasiten
EP1559321A1 (en) * 2002-10-11 2005-08-03 Meiji Seika Kaisha Ltd. Mixed compositions for controlling parasitic insects
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US7880006B2 (en) 2004-08-04 2011-02-01 Meiji Seika Kaisha, Ltd. Quinoline derivatives and insecticide comprising thereof as active ingredient
JP2006124377A (ja) * 2004-09-28 2006-05-18 Nippon Nohyaku Co Ltd ミツバチ集団における寄生虫防除組成物及び防除方法
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JP5608508B2 (ja) 2010-10-19 2014-10-15 Meiji Seikaファルマ株式会社 農園芸用殺菌剤
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EP3597041A4 (en) 2021-03-24
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