WO2014049889A1 - Pest controlling composition and use thereof - Google Patents

Pest controlling composition and use thereof Download PDF

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Publication number
WO2014049889A1
WO2014049889A1 PCT/JP2012/077170 JP2012077170W WO2014049889A1 WO 2014049889 A1 WO2014049889 A1 WO 2014049889A1 JP 2012077170 W JP2012077170 W JP 2012077170W WO 2014049889 A1 WO2014049889 A1 WO 2014049889A1
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WO
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Prior art keywords
group
combination
present compounds
aio
nme
Prior art date
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PCT/JP2012/077170
Other languages
French (fr)
Inventor
Atsushi Iwata
Tatsuya Suzuki
Yoshihiko Nokura
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Sumitomo Chemical Company, Limited
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Filing date
Publication date
Application filed by Sumitomo Chemical Company, Limited filed Critical Sumitomo Chemical Company, Limited
Priority to AU2012390687A priority Critical patent/AU2012390687A1/en
Priority to RU2015109964A priority patent/RU2015109964A/en
Priority to MX2015003397A priority patent/MX2015003397A/en
Priority to KR1020157007179A priority patent/KR20150060710A/en
Priority to CN201280075961.8A priority patent/CN104684395A/en
Priority to EP12885270.4A priority patent/EP2900063A1/en
Priority to CA2885790A priority patent/CA2885790A1/en
Priority to US14/430,838 priority patent/US20150272123A1/en
Priority to BR112015006270A priority patent/BR112015006270A2/en
Publication of WO2014049889A1 publication Critical patent/WO2014049889A1/en
Priority to PH12015500654A priority patent/PH12015500654A1/en

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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
    • A01N47/02—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 no bond to a nitrogen atom
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
    • 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
    • A01N43/74—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • 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
    • A01N43/74—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • A01N43/80—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Definitions

  • the present invention relates to a pest controlling composition and a method for controlling pests.
  • NPL 1 The Pesticide Manual-15th edition (published by BCPC) ISBN 978-1-901396-18-8
  • An object of the present invention is to provide a pest controlling composition having an excellent effect of controlling pests .
  • a pest controlling composition comprising a compound of the following formula (1) has an excellent effect of controlling pests, leading to completion of the present invention.
  • the present invention is as follows.
  • a pest controlling composition comprises:
  • a 1 represents - R 8 - . an oxygen atom, or a sulfur atom;
  • R 1 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, or a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y;
  • R 2 , R 3 , R 4 , and R 5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z , a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , -OR 11 , -S(0)nJR i:L . -NR R 12 , -CO2R 11 .
  • R 6 and R 7 are the same or different and represent a G1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z , a 5-membered
  • heterocyclic group optionally having one or more atoms or groups selected from Group Z , a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , -OR 11 , - S i OJmR 11 , -StOJzNR ⁇ R 12 , - R R 12 , -NR C0 2 R 12 , - R X1 C(0)R 12 , -C0 2 R U , - C(0)R u , a cyano group, a nitro group, a halogen atom, -SF 5 , or a hydrogen atom;
  • R 8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, -CO 2 R 11 . - C(0)R u , a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;
  • R 9 and R 10 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, -OR 11 , -SiOJ m R 11 , -NR ir R 12 , -CO 2 R 11 , -C(0)R , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
  • R 11 and R 12 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom;
  • n 0, 1, or 2;
  • Group Z a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6- membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR 11 , -SfOJ m R 11 , -S(0) 2 NR n R 12 , -NR U R 12 , -NR ⁇ -CX ⁇ R 12 , - R 11 C(0)R 12 , -C0 2 H, -CiOJR 11 , a cyano group, a nitro group, a bromine atom, an iodine atom, -SF 5 or a hydrogen atom)
  • the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
  • alkylsulfanyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms
  • a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms
  • a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms
  • a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
  • the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6
  • alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;
  • the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6
  • alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and
  • the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
  • alkylsulfanyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms
  • a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms
  • a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms
  • a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a hydroxy group
  • Group B insecticides.
  • Group C acaricides.
  • Group E plant growth regulators.
  • a method of controlling pests which comprises applying the effective amount of the pest controlling composition of the above [1] to a plant or a soil where the plant is cultivated.
  • pests can be controlled.
  • a pest controlling composition of the present invention (hereinafter, referred to as inventive composition) includes:
  • a 1 represents - R 8 -, an oxygen atom, or a sulfur atom
  • R 1 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, or a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y;
  • R 2 , R 3 , R 4 , and R 5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR 11 , -SiOJmR 11 , -NR U R 12 , -CO2R 11 , - C(0)R 1:L , a cyano group, a nitro group, a halogen atom, -SF 5
  • R 6 and R 7 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered
  • heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR 11 , - StOJmR 11 , -S(0) 2 R n R 12 . -NR n R 12 , - R ⁇ COzR 12 , -NR ⁇ CfOjR 12 , -CO2R 11 , - CiOJR 11 , a cyano group, a nitro group, a halogen atom, -SF 5 , or a hydrogen atom;
  • R 8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, -C0 2 R u , - C(0)R u , a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;
  • R 9 and R 10 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, -OR 11 , -SiOJmR 11 , -NR R 12 , -CO2R 11 , -CiOjR 11 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
  • R 11 and R 12 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom;
  • n 0, 1, or 2;
  • Group Z a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6- membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR 11 , -SiO) ⁇ 11 , -S(0) 2 R R 12 , - R U R 12 , - R -C0 2 R 12 , - R ⁇ CiOJR 12 , -C0 2 H, -C(0)R , a cyano group, a nitro group, a bromine atom, an iodine atom, -SF 5 or a hydrogen atom)
  • the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
  • alkylsulfanyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms
  • a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms
  • a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms
  • a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
  • the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6
  • alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;
  • the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6
  • alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and
  • the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
  • alkylsulfanyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms
  • a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms
  • a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms
  • a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms
  • a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a hydroxy group (hereinafter, referred to as present compound); and one or more compounds selected from Group A to Group E:
  • Group E plant growth regulators.
  • Embodiments of the present compound include compounds of the formula (1-2) shown in Table 1. These compounds are the
  • R 1 , R 2 . R 3 , R 4 , R 5 , R 6 , R 7 , A 1 , A 2 , A 3 , and n are a combination shown in the following Table 1.
  • the present compounds each of which has a combination of substituents in Table 1 are numbered and referred to, for example, as "present compound 1".
  • Me represents a methyl group
  • Et represents an ethyl group
  • Pr represents a propyl group
  • CyPr represents a cyclopropyl group.
  • CyBu represents a cyclobutyl group
  • 2-F-Ph represents a 2-fluorophenyl group
  • 3-F-Ph represents a 3-fluorophenyl group
  • 4-F-Ph represents a 4-fluorophenyl group
  • 2- CF 3 -Ph represents a 2-trifluoromethylphenyl group
  • the inventive composition may be obtained by simply mixing the present compound and one or more compounds selected from Group A to Group E; however, the inventive composition is generally obtained by mixing the present compound and one or more compounds selected from Group A to Group E, and adding to the resulting mixture a solid carrier, a liquid carrier, a gaseous carrier, a surfactant, or the like, as well as adjuvants for formulation such as a binder, a dispersant, and a stabilizer as necessary, and processing the
  • formulations such as a wettable powder, a wettable granule, a flowable formulation, a granule, a dry flowable
  • formulation an emulsion, an aqueous liquid, an oil, a smoking agent, an aerosol, and a microcapsule.
  • These formulations contain the present compound and one or more compounds selected from Group A to Group E in a total weight ratio of usually 0.1 to 99% and preferably 0.2 to 90%.
  • the content ratio of the present compound and the one or more compounds selected from Group A to Group E in the inventive composition is not particularly limited, but the amount of the one or more compounds selected from Group A to Group E is usually 1 to 100,000 parts by weight and preferably 10 to 10.000 parts by weight per 1,000 parts by weight of the present compound. In other words, the content ratio of the present compound and the one or more
  • the solid carrier examples include fine powders and granules of clays (such as kaolin, diatomaceous earth, synthetic hydrated silicon oxide, Fubasami clay, bentonite, and acid clay), talcs, other inorganic minerals (such as sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, and hydrated silica), and the like.
  • clays such as kaolin, diatomaceous earth, synthetic hydrated silicon oxide, Fubasami clay, bentonite, and acid clay
  • talcs such as sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, and hydrated silica
  • liquid carrier examples include water, alcohols (such as methanol and ethanol) , ketones (such as acetone and methyl ethyl ketone), aromatic hydrocarbons (such as benzene, toluene, xylene, ethylbenzene, and methylnaphthalene) , aliphatic hydrocarbons (such as n-hexane, cyclohexanone, and kerosene), esters (such as ethyl acetate and butyl acetate) , nitriles (such as
  • acetonitrile and isobutylnitrile ethers (such as dioxane and diisopropyl ether), acid amides (such as dimethylformamide and dimethylacetamide) , and halogenated hydrocarbons (such as
  • surfactant examples include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and
  • polyoxyethylenated substances thereof polyoxyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohol derivatives.
  • the other adjuvants for formulation include binders and dispersants, and particularly for example, casein, gelatin, polysaccharides (such as starch, gum arable, cellulose derivatives, and alginic acid), lignin derivatives, bentonite. sugars, synthetic water-soluble polymers (such as polyvinyl alcohol, polyvinylpyrrolidone, and polyacrylic acids), PAP (acidic isopropyl phosphate), BUT (2,6-di-tert-butyl-4-methylphenol) , BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol) , vegetable oils, mineral oils, and fatty acids or esters thereof.
  • binders and dispersants and particularly for example, casein, gelatin, polysaccharides (such as starch, gum arable, cellulose derivatives, and alginic acid), lignin derivatives, bentonite.
  • sugars synthetic water-soluble
  • composition may be each effective amount of the present compounds and one or more compounds selected from Group A to Group E.
  • Examples of pests on which the inventive composition has an effect include noxious insects and noxious acarines. Specific examples of such pests include the following.
  • Delphacidae such as Laodelphax striatellus, Nilaparvata lugens, and Sogatella furcxfera
  • Deltocephalxdae such as Nephotettix cincticeps, Nephotettix virescens, and Empoasca onukii
  • Aphididae such as Aphis gossypii, Myzus persicae, Brevicoryne brassicae.
  • Pentatomxdae such as Nezara antennata, Eysarcoris parvus, and Halyomorpha mista
  • Alydidae such as Riptortus clavetus and
  • Leptocorisa chinensis such as Trigonotylus caelestialium and Stenotus rubrovittatus
  • Aleyrodidae such as Trialeurodes vaporariorum, Bemisia tabaci, Dialeurodes citri, and Aleurocanthus spiniferus
  • Coccidae such as Aonidiella aurantii, Comstockaspis perniciosa, Unaspis citri, Ceroplastes rubens, Icerya purchasi, Planococcus kraunhxae, Pseudococcus longxspxnxs, and Pseudaulacaspxs pentagona
  • Psyllidae such as Diaphorina citri, Psylla pyrisuga, and Bactericerca cockerelli
  • Tingidae such as Stephanitis nasi
  • Cimices such as Cxmex lectularius.
  • Lepidoptera Pyralidae such as Chilo suppressalis ,
  • Gracillariidae such as Caloptilia theivora
  • Phthorimaea operculella and Arctiidae such as Hyphantria cunea.
  • Thysanoptera Thripidae such as Frankliniella occidentalis , Thrips peri, Scirtothrips dorsalis, Thrips tabaci, and
  • Diptera Anthomyiidae such as Delia platura and Delia antiqua; Agromyzidae such as Agromyza oryzae, Hydrellia griseola, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola; Chloropidae such as Chlorops oryzae; Tephritidae such as Dacus cucurbitae and Ceratitis capitata; Drosophilidae; Phoridae such as Megaselia spiracularis; Psychodidae such as Clogmia albipunctata; and Sciaridae.
  • Anthomyiidae such as Delia platura and Delia antiqua
  • Agromyzidae such as Agromyza oryzae, Hydrellia griseola, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola
  • Coleoptera Chrysomelidae such as Diabrotica virgifera virgifera, Diabrotica undecimpunctata howardi, Oulema oryzae,
  • rice weevils such as Sitophilus zeamais, Echinocnemus squameus, Lissorhoptrus oryzophilus, and
  • Sphenophorus venatus Sphenophorus venatus; weevils such as Anthonomus grandis; Epilachna such as Epilachna vigintioctopunctata; Scolytidae such as Lyctus brunneus and Tomicus piniperda; Bostrychidae; Ptinidae; Cerambycidae such as Anoplophora malasiaca; Agriotes spp. such as Agriotes ogurae fuscicollis; and Staphylinidae such as Paederus fuscipes.
  • Orthoptera Locusta migratoria, Gryllotalpa africana, Oxya yezoensis, Oxya japonica, and Gryllidae.
  • Hymenoptera Tenthredinidae such as Athalia rosae and Athalia japonica.
  • Nematoda Aphelenchoides besseyi, Nothotylenchus acris, Meloidogyne incognita, Meloidogyne hapla, Meloidogyne javanica,
  • Heterodera glycines Heterodera glycines, Globodera rostochxensis, Pratylenchus coffeae, Pratylenchus neglectus, etc.
  • Isoptera Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, Neotermes koshunensis, Glyptotermes satsumensis, Glyptotermes
  • Reticulitermes s . Nasutitermes takasagoensis , Pericapritermes nitobei, Sinocapritermes mushae, etc.
  • Acarina Tetranychidae such as Tetranychus urticae,
  • Oligonychus spp. ; Eriophyidae such as Aculops pelekassi,
  • Tarsonemidae such as Polyphagotarsonemus latus
  • Tenuipalpidae such as Brevipalpus phoenicis; ; Acaridae such as
  • Tyrophagus putrescentxae and Tyrophagus simxlis Epidermoptidae such as Dermatophagoides farinae and Dermatophagoides ptrenyssnus; etc.
  • Diplopoda Oxidus gracilis, Nedyopus tambanus, etc.
  • Isopoda Armadillidium vulgare, etc.
  • Gastropoda Limax marginatus, Limax flavus, etc.
  • the inventive composition when it is effective for preventing a plant disease, it can also be used for protecting a plant from a plant disease.
  • Fusarium blight (Fusarium graminearum, F. avenacerum, F. culmorum, Microdochium nivale), rust (Puccinia striiformis, P. graminis, P. hordei), loose smut (Ustilago nuda) , scald (Rhynchosporium secalis), net blotch (Pyrenophora teres), spot blotch (Cochliobolus sativus), stripe (Pyrenophora graminea) , and Rhizoctonia damping-off
  • Rhizoctonia solani Rhizoctonia damping-off
  • brown rot (Phytophthora parasitica, Phytophthora citrophthora) .
  • anthracnose (Gloeosporium kaki)
  • leaf spot (Cercospora kaki, Mycosphaerella nawae) .
  • anthracnose Cold-totrichum lagenarium
  • powdery mildew Sphaerotheca fuliginea
  • Alternaria leaf spot Alternaria japonica
  • white spot Cercosporella brassicae
  • clubroot Pulroot
  • Parasmodiophora brassicae downy mildew
  • Peronospora parasitica clubroot
  • kidney bean anthracnose (Colletotrichum lindemthianum) .
  • Leaf spot (Cercospora personata)
  • brown leaf spot (Cercospora arachidicola)
  • brown spot (Alternaria longipes), powdery mildew (Erysiphe cichoracearum) , anthracnose (Colletotrichum tabacum) , downy mildew (Peronospora tabacina) , and black shank
  • sclerotinia rot (Scierotinia sclerotiorum) and Rhizoctonia damping-off (Rhizoctonia solani).
  • Rhizoctonia damping-off Rhizoctonia solani
  • frosty mildew Mycosphaerella areola
  • Thielaviopsis black root rot disease Thielaviopsis basicola
  • Sclerotinia rot (Sclerotinia sclerotiorum). Diseases of Japanese radish: Alternaria leaf spot (Alternaria brassicicola) .
  • sigatoka Mycosphaerella fijiensis
  • Penicillium spp. Fusarium spp., Gibberella spp., Tricoderma spp., Thielaviopsis spp., Rhizopus spp., Mucor spp. , Corticium spp., Phoma spp. , Rhizoctonia spp. , Diplodia spp. , and the like.
  • inventive composition can be used as it is, but usually the inventive composition is formulated and applied to pests or habitats of the pests by the same method as that of a hitherto- known pest controlling agent for causing the inventive composition to contact or be taken in by the emerging pests described above.
  • habitats of pests in the present invention include paddy fields, farmlands, tea fields, orchards, non- agricultural lands, nursery trays, nursery boxes, propagation
  • the application is conducted by application of an effective amount of the inventive composition to the plant or its cultivation area with .
  • inventions of the method of the application of the inventive composition include application to foliage, floral organ, or panicle of plant such as foliage spraying, application to soil (cultivation land) before or after planting a plant, application to seed such as seed disinfection, seed immersion, and seed coating, application to seedling, application to bulb such as seed potato.
  • inventive composition When applying to a plant or a cultivation area of the plant , application of the inventive composition is conducted once or a plurality of times. In the plant or the cultivation area of the plant to which the inventive composition is applied, pests may have already lived or may not have emerged yet.
  • inventions to foliage, floral organ, or panicle of plant include application to the surface of plant such as foliage spraying and tree-trunk spraying, also include application to floral organ or the entire plant during a period of flowering including before, during, and after blooming, and further include application to panicle or the entirety of a cereal crop or the like during a period of earing.
  • Examples of the application method include spraying treatment, soil treatment, seed treatment, and hydroponic medium treatment .
  • the spraying treatment in the present invention is specifically, for example, a method, such as foliage spraying or tree-trunk spraying, in which the inventive composition is applied to the surface of a plant body or onto pests themselves to exhibit an effect of controlling pests.
  • the soil treatment in the present invention is, for example, a method in which an active ingredient is applied to the rhizosphere of a crop, which is to be protected from damage such as ingestion by pests, to directly control pests, or an active ingredient is made to permeate and transfer into a plant body through the root portion or the like to control pests.
  • the soil treatment include planting hole treatment (planting hole spraying and planting hole-treated soil mixing) , plant foot treatment (plant foot spraying, plant foot soil mixing, plant foot irrigation, and plant foot treatment in the latter part of a seedling-raising period) , planting furrow treatment (planting furrow spraying and planting furrow soil mixing) , planting row treatment (planting row spraying, planting row soil mixing, and planting row spraying in a growing period) , planting row treatment at a sowing period (planting row spraying at a sowing period and planting row soil mixing at a sowing period) , total treatment (total soil spraying and total soil mixing), side row treatment, water surface treatment (water surface application and water surface application after flooding), other soil spraying treatment (spraying of granules onto leaves during a growing period, spraying to below the tree crown or around the main stem, spraying onto the soil surface, soil surface mixing, spraying into sowing holes, spraying onto furrow surfaces , and spraying to between stocks ) , other irrigation treatment (so
  • nursery box treatment (spraying into a nursery box, irrigation of a nursery box, and flooding of a nursery box with a chemical solution)
  • nursery tray treatment (spraying onto a nursery tray, irrigation of a nursery tray, and flooding of a nursery tray with a chemical solution)
  • seedbed treatment (spraying onto a seedbed, irrigation of a seedbed, spraying one to a flooded nursery seedbed, and immersion of seedlings)
  • seedbed soil mixing treatment seedbed soil mixing, seedbed soil mixing before sowing, spraying before soil cover at a sowing period, spraying after soil cover at a sowing period, and soil cover mixing
  • the seed treatment in the present invention is, for example, a method in which an active ingredient is applied directly to seeds, bulbs, etc. of a crop, which is to be protected from damage such as ingestion by pests, or to the neighborhood thereof to exhibit an effect of controlling pests.
  • Specific examples of the seed treatment include spraying treatment, smearing treatment, immersion treatment, impregnation treatment, application treatment, film coating
  • the hydroponic medium treatment in the present invention is, for example, a method in which, in order for an active ingredient to permeate and transfer into the plant body of a crop, which is to be protected from damage such as ingestion by pests, through the root portion or the like, the active ingredient is applied to a hydroponic medium or the like to protect the crop from the damage caused by pests.
  • Specific examples of the hydroponic medium treatment include hydroponic medium mixing and hydroponic medium incorporation.
  • a formulation obtained by incorporating the inventive composition into a support such as a sheet-like, rope-like, strip-like, or net-like resin, paper, or cloth by means of immersion, impregnation, application, kneading, or the like can be applied by a method such as winding around plants, stretching in the vicinity of plants, laying on the soil at the plant foot, and covering the cultivation area of crops.
  • the amount of application can be broadly altered depending on the application period, the application site, the application method, etc. In general, in the case of using the inventive composition, the amount of application is usually 1 to 10,000 g as the amount of the present compound per 10,000 m 2 .
  • the inventive composition is formulated as an emulsion, a wettable powder, a flowable formulation, or the like, the inventive
  • composition is diluted with water so as to have an active ingredient concentration of 0.01 to 10,000 ppm, and is applied.
  • a granule, a powder, or the like is usually applied as it is.
  • formulations and water-diluted solutions of the formulations may be sprayed directly to pests or a plant such as a crop to be protected from pests , or may be applied to the soil of the cultivated land to control the pests living in the soil.
  • the inventive composition can effectively control a wide range of targets in ordinary grain fields, vegetable fields, flower fields, and orchards where crops are cultivated with or without tilling, or in non-agricultural lands.
  • the inventive composition when the inventive composition is applied to rice, the inventive composition may be used in the nursery box treatment or may be used immediately after sowing in direct-sowing cultivation.
  • the inventive composition when the inventive composition is used for paddy rice by direct-sowing cultivation, the inventive composition may be applied before or after direct sowing of paddy rice in a flooded paddy field, after direct sowing of paddy rice in a drained paddy field, or after transplanting paddy rice.
  • the time at which the inventive composition is applied may be a time before sowing or transplanting paddy rice, may be a time immediately after sowing or transplanting paddy rice, may be at 21 days after sowing or
  • transplanting paddy rice may be at 3 days to 21 days after sowing or transplanting paddy rice, or may be at 5 days to 21 days after sowing or transplanting paddy rice.
  • the soil surface of the paddy field may be in a dried state, or may be in a wet state without flooding (water depth: 0 cm) , or the paddy field may be flooded at such a water depth that there is no problem for the application.
  • the inventive composition is used, the soil surface of the paddy field may be in a dried state, or may be in a wet state without flooding (water depth: 0 cm) , or the paddy field may be flooded at such a water depth that there is no problem for the application.
  • composition can be used for System of Rice Intensification (SRI ) .
  • plants for which the inventive composition can be used include the following.
  • Agricultural crops corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, sarrazin, sugar beet, rapeseed, sunflower, sugar cane, tobacco, etc.;
  • Vegetables Solanaceae vegetables (such as eggplant, tomato, green pepper, hot pepper, and potato), Cucurbitaceae
  • Cruciferae vegetables such as Japanese radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, and cauliflower
  • Compositae vegetables such as burdock, garland chrysanthemum, artichoke, and lettuce
  • Liliaceae vegetables such as Welsh onion, onion, garlic, and asparagus
  • Umbelliferae vegetables such as carrot, parsley, celery, and parsnip
  • Chenopodiaceae vegetables such as spinach and Swiss chard
  • Labiatae vegetables such as Japanese basil, mint, and basil
  • strawberry such as Japanese basil, mint, and basil
  • sweat potato such as yam, aroid, etc.
  • Fruit trees pomaceous fruits (such as apple, common pear, Japanese pear, Chinese quince, and quince), stone fleshy fruits
  • Trees other than fruit trees tea, mulberry, blossoming trees, street trees (such as ash tree, birch, dogwood, eucalyptus, ginkgo, lilac, maple tree, oak, poplar, cercis, Chinese sweet gum, plane tree, zelkova, Japanese arborvitae, fir tree, Japanese hemlock, needle juniper, pine, spruce, and yew), etc.
  • street trees such as ash tree, birch, dogwood, eucalyptus, ginkgo, lilac, maple tree, oak, poplar, cercis, Chinese sweet gum, plane tree, zelkova, Japanese arborvitae, fir tree, Japanese hemlock, needle juniper, pine, spruce, and yew
  • the plants described above may be plants that are bred by a hybrid technology.
  • the plants that are bred by a hybrid technology are plants having a heterosis (in general, for example, it leads to enhancement of yield potential and improvement of
  • the plants described above may be plants having resistance imparted by a gene recombination technology.
  • plants also include plants having resistance to herbicides including HPPD inhibitors such as isoxaflutole, ALS inhibitors such as imazethapyr and
  • plants having resistance imparted by a classical breeding method examples include Clearfield (registered trademark) canola which is resistant to imidazolinone type herbicides such as imazethapyr; and STS soybean which is resistant to sulfonylurea ALS inhibition-type herbicides such as thifensulfuron methyl.
  • Examples of the "plants” having resistance imparted by a gene recombination technology include corn, soybean, cotton, rapeseed varieties that are resistant to glyphosate and glufosinate, and have already been on the market as trade names such as RoundupReady (registered
  • plants include plants that have become capable of synthesizing selective toxins and the like, which are known, for example, in genus Bacillus, using a gene
  • toxins produced by such genetically-engineered plants include insecticidal proteins derived from
  • Bacillus cereus and Bacillus popilliae Bacillus cereus and Bacillus popilliae; ⁇ -endotoxins derived from Bacillus thuringiensis , such as CrylAb, CrylAc, CrylF, CrylFa2,
  • Cry2Ab Cry3A, Cry3Bbl, or Cry9C
  • insecticidal proteins derived from Bacillus thuringiensis such as VIP1, VIP2, VIP3, or VIP3A
  • insecticidal proteins derived from nematode toxins produced by animals, such as scorpion toxin, spider toxin, bee toxin, or insect- specific neurotoxin; filamentous fungi toxins; plant lectin;
  • protease inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, and papain inhibitors;
  • ribosome-inactivating proteins such as ricin, corn-RIP, abrin, rufin, sapolin, and briodin
  • steroid metabolic enzymes such as 3- hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase
  • ecdysone inhibitors HMG-COA reductase
  • ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors
  • juvenile hormone esterase diuretic hormone receptors
  • stilbene synthetase bibenzyl synthetase
  • glucanase ribosome-inactivating proteins
  • the toxins produced by such genetically-engineered plants also include hybrid toxins, partially deficient toxins, and modified toxins of ⁇ -endotoxin proteins such as CrylAb, CrylAc, CrylF, Cr lFa2, Cry2Ab, Cry3A, Cry3Bbl, or Cry9C and insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A.
  • the hybrid toxins are produced by novel combinations of different domains of these proteins using a
  • CrylAb whose amino acid sequence is partially deficient is known.
  • a modified toxin one or more amino acids of a natural toxin are substituted.
  • the toxins contained in such genetically-engineered plants impart to the plants, resistance to, particularly, Coleoptera pests, Diptera pests, and Lepidoptera pests.
  • Genetically-engineered plants containing one or more insecticidal insect-resistant genes and producing one or more toxins have already been known, and some of them are commercially available. Examples of such genetically-engineered plants include YieldGard (registered trademark) (a corn variety producing CrylAb toxin),
  • YieldGard Rootworm (registered trademark) (a corn variety producing Cry3Bbl toxin), YieldGard Plus (registered trademark) (a corn
  • CrylAb and Cry3Bbl toxins variety producing CrylAb and Cry3Bbl toxins
  • Herculex I registered trademark
  • PAT phosphinotrysin N- acetyltransferase
  • NuCOTN33B a cotton variety producing CrylAc toxin
  • Bollgard I registered trademark
  • NewLeaf (registered trademark) (a'potato variety producing Cry3A toxin) , NatureGard (registered trademark) , Agrisure (registered trademark), GT Advantage (GA21 glyphosate-resistant character),
  • Agrisure (registered trademark), CB Advantage (Btll corn borer (CB) character), and Protecta (registered trademark).
  • plants also include plants having an ability to produce an anti- athogenic substance having a selective action which ability has been imparted by a gene recombination technology.
  • PR proteins and the like are known (PRPs, EP-A-0392225) .
  • PRPs EP-A-0392225
  • anti-pathogenic substances and genetically-engineered plants that produce such anti- pathogenic substances are disclosed in EP-A-0392225, WO 95/33818, EP-A-0353191, etc.
  • anti-pathogenic substances produced by genetically-engineered plants include ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (for example, KP1, KP4 , and KP6 toxins produced by viruses are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; PR proteins; and anti-pathogenic substances produced by microorganisms, such as peptide antibiotics, antibiotics having a heterocyclic ring, and protein factors associated with resistance to plant diseases (referred to as plant disease resistant genes and disclosed in WO 03/000906).
  • ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (for example, KP1, KP4 , and KP6 toxins produced by viruses are known)
  • stilbene synthase bibenzy
  • plants also include lines having two or more types of characters related to herbicide resistance, pest resistance, disease resistance, and the like as described above, which characters are imparted using a classical breeding technology or gene recombination technology, and lines having two or more types of properties possessed by parent lines, which properties are imparted by crossing genetically-engineered plants having the same or different types of properties. Examples of such plants include Smart stax (registered trademark).
  • crop growth improving effect means that pest damage, disease damage, or weed damage of a crop is controlled, leading to an increase in the yield of the crop.
  • composition and glyphosate are applied to RoundupReady (registered trademark) cotton or RoundupReady2 soybean (registered trademark) at the same time or different times, the growth of RoundupReady cotton or RoundupReady2 soybean can be improved.
  • the inventive composition and glufosinate are applied to LibertyLink (registered trademark) at the same time or different times, the growth of LibertyLink corn can be improved.
  • inventive composition may allow improvement of plant growth, improvement of resistance or tolerance to high temperature or low temperature, improvement of resistance to drought or salt contained in water or soil,
  • fungicides included in Group A include:
  • Azole type fungicides such as propiconazole, prothioconazole, triadimenol, prochloraz, penconazole, tebuconazole, flusilazole, diniconazole, diniconazole-M, bromuconazole,
  • Amine type fungicides such as fenpropimorph, tridemorph, fenpropidin, and spiroxamine
  • Benzimidazole type fungicides such as carbendazim, benomyl, thiabendazole, thiophanate-Methyl, and thiophanate;
  • Dicarboxyimide type fungicides such as procymidone. iprodione, and vinclozolin;
  • Anilinopyrimidine type fungicides such as cyprodinil , pyrimethanil , and mepanipyrim;
  • Phenylpyrrole type fungicides such as fenpiclonil and fludioxonil;
  • Strobilurin type fungicides such as kresoxim-methyl, azoxystrobin, trifloxystrobin, fluoxastrobin, picoxystrobin,
  • oryzastrobin enestrobin, pyrametostrobin, pyraoxystrobin,
  • the a1 includes a racemic body or an enantiomer and a mixture of a R-enantiomer and a S-enantiomer in an arbitrary ratio.);
  • Acylalanine type fungicides such as metalaxyl , metalaxyl-M or mefenoxam, benalaxyl, benalaxyl-M or kiralaxyl, furalaxyl, furalaxyl-M, ofurace , and oxadixyl;
  • Carboxylic amide type fungicides such as dimethomorph, iprovalicarb, berithivalicarb-isopropyl, mandipropamid, valiphenal, and valifenalate;
  • SDHI fungicides such as carboxin, oxycarboxin, mepronil, flutolanil, thifluzamide, furametpyr, boscalid,
  • penthiopyrad fluopyram, bixafen, penflufen, sedaxane, isopyrazam, fluxapyroxad, Binapacryl, Silthiofam, and a compound of the
  • pyriofenone cyflufenamid, Proquinazid, flusulfamide, fluopicolide, fosetyl, Cymoxanil, pencycuron, tolclofos-methyl, carpropamide, diclocymet, fenoxanil, tricyclazole, pyroquilone, probenazole, isotianil, tiadinil, tebufloquin, diclomezine, kasugamycin,
  • ferimzone phthalide, validamycin A, hydroxyisoxazole, hymexazol, trxazoxide, iminoctadine triacetate, xsoprothiolane, oxolxnic acid, oxytetracycline, streptomycin, basic copper chloride, cupric
  • blasticidin-S iprobenfos, edifenphos, isofetamid.
  • a2 3-cyano-5-phenyl-6-methyl-4-(2,6- difluorophenyl)pyridazine
  • 3 3-cyano-5-phenyl-6-methyl-4-(2,6- difluorophenyl)pyridazine
  • 3 3-cyano-5-phenyl-6-methyl-4-(2,6- difluorophenyl)pyridazine
  • a4 N- (1,1, 3-trimethylindan-4-yl) -1-methyl-3-difluoromethylpyrazole-4- carboxylic amide
  • the a4 includes a racemic body or an enantiomer and a mixture of a R-enantiomer and a S-enantiomer in an arbitrary ratio. ), a compound of the following
  • xamp es o e nsec cides included in Group B include: (1) Organic phosphorus type compounds such as acephate.
  • Aluminium phosphide butathiofos , cadusafos , chlorethoxyfos ,
  • chlorfenvinphos chlorpyrifos, chlorpyrifos-ethyl, cyanophos (CYAP), diazinon, DCIP (dichlorodiisopropyl ether), dichlofenthion (ECP), dichlorvos (DDVP), dxmethoate, dxmethylvinphos , disulfoton, EPN, ethion, ethoprophos, etrimfos, fenthion (MPP), fenitrothion (MEP), fosthxazate, formothion.
  • Hydrogen phosphide isofenphos, isoxathion, malathion, mesulfenfos , methidathion (DMTP), monocrotophos , naled (BRP), oxydeprofos (ESP), parathion, phosalone, phosmet (PMP) , pirimiphos-methyl, pyridafenthion, quinalphos, phenthoate (PAP), profenofos, piropaphos, prothiofos, pyraclorfos , salithion, sulprofos, tebupxrimfos , temephos , tetrachlorvinphps , terbufos, thiometon, trichlorphon (DEP), vamidothion, phorate, fenamiphos, phoxim,
  • Carbamate type compounds such as alanycarb, bendiocarb, benfuracarb, fenbucarb, carbaryl, carbofuran, carbosulfan,
  • cloethocarb ethiofencarb, fenobucarb, fenothiocarb, fenoxycarb, furathiocarb, isoprocarb (MIPC), metolcarb, methomyl, methiocarb,
  • NAC oxamyl
  • pirimicarb propoxur (PHC)
  • PLC propoxur
  • XMC thiodicarb
  • xylylcarb xylylcarb
  • aldicarb aldicarb
  • Synthetic pyrethroid type compounds such as acrinathrin, allethrin, benfluthrin, beta-cyfluthrin, bifenthrin, cycloprothri , cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, esfenvalerate, ethofenprox, fenpropathrin, fenvalerate,
  • flucythrxnate flufenoprox, flumethrin, fluvalinate, halfenprox, imiprothrin, permethrin, prallethrin, pyrethrins, resmethrin,
  • silafluofen tefluthrin, tralomethrin, transfluthrin, tetramethrin, phenothrin, cyphenothrin, alpha-cypermethrin, beta-cypermethrin, sigma-cypermethrxn, zeta-cypermethrin, theta-cypermethrin, lambda- cyhalothrin, gamma-cyhalothrin, furamethrin, tau-fluvalinate, 2, 3, 5, 6-tetrafluoro-4-(methoxymethyl) enzyl (EZ)-(IRS, 3RS; IRS, 3SR) -2, 2-dimethyl-3-prop-l-enylcyclopropanecarboxylate, 2,3,5,6- tetrafluoro-4-methylbenzyl (EZ)-(IRS, 3RS; IRS, 3SR)-2,2-dimethyl-3
  • Nereistoxin type compounds such as cartap chloride, bensultap, thiocyclam, monosultap, and bisultap;
  • Neonicotinoid type compounds such as imidacloprid, nxtenpyram, acetamiprid, thxamethoxam, thiacloprid, dinotefuran, and clothianidin;
  • Benzoylurea type compounds such as chlorfluazuron, bistrifluron, diafenthiuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, and triazuron;
  • Phenylpyrazole type compounds such as acetoprole, ethiprole, fipronil, vaniliprole, pyriprole, and pyrafluprole;
  • Microbial materials such as live spores derived from and crystal toxins produced from Bacillus thuringiensis , var.
  • Pasteuria penetrans and mixtures thereof;
  • Hydrazine type compounds such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide;
  • Natural insecticides such as nicotine-sulfate and machine oil
  • Nematocides nematocidal active ingredients
  • levamisol hydrochloride methyisothiocyanate
  • morantel tartarate morantel tartarate
  • imicyafos and fluensulfone
  • bromopropylate buprofezin, chlorphenapyr, cyromazine, D-D(l,3- Dichloropropene) , emamectin, emamectin-benzoate, abamectin,
  • acaricides acaricidal active ingredients included in Group C include acequinocyl, amitraz, benzoximate, bifenaate, bromopropylate, chinomethionat , chlorobenzilate, CPCBS (chlorfenson) , clofentezine, cyflumetofen, kelthane (dicofol), etoxazole, fenbutatin oxide, fenothiocarb, fenpyroximate,
  • polynactins pyridaben, Pyrimidifen, tebufenpyrad, tetradifon, spirodiclofen, spiromesifen, amidoflumet, cyenopyrafen, and
  • Examples of the chemical injury reducing agents (chemical injury reduction active ingredients) included in Group D include 1 ,8-naphthalic anhydride, cyometrinil, oxabetrinil, fluxofenim, flurazole, benoxacor, dichlormid, furilazole, fenclorim, daimuron, cumyluron, dimepiperate, cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr-diethyl, and isoxadifen-ethyl.
  • plant growth regulators plant growth regulation active ingredients
  • Plant growth regulators plant growth regulation active ingredients
  • Group E examples include ethephon, chlormequat-chloride, mepiquat-chloride, Gibberellin A represented by Gibberellin A3, and 4-oxo-4- (2-phenylethyl) aminobutyric acid (hereinafter, referred to as 8).
  • inventive composition can further comprise a compound such as anthraquinone, which is used as a bird repellent .
  • Group A to Group E are abbreviate as "a9” to ⁇ , ⁇ 273" as shown in the table.
  • Group A to Group E are publicly known compounds and are disclosed, for example, in "THE PESTICIDE MANUAL-15th EDITION (published by BCPC) ISBN 978-1-901396- 18-8.” These compounds can be produced by the production methods described in the patent literature or non-patent literature cited or documents cited at second hand in “THE PESTICIDE MANUAL", or can be obtained from commercially available formulations.
  • Zero to seven (e.g., 1, 2, 3, 4, 5, 6, 7) kinds of these other fungicides , insecticides , acaricides , nematocides , chemical injury reducing agents, plant growth regulators, and the like can be allowed to be contained in the inventive composition.
  • Examples of the method of controlling pests of the present invention include application to a plant or soil where the plant is cultivated, with an effective amount of the present compound and one or more compounds selected from Group A to Group E .
  • Examples of the plant include foliage of plant, seed of plant, bulb of plant, and seedling of plant.
  • the bulb means scaly bulb, corm, rhizome, tuber, tuberous root , and rhizophore, and includes also seed potato, seed sweet potato, seed cassava potato, seed yam potato, seed aroid potato.
  • the present compound and the one or more compounds selected from Group A to Group E may be separately applied during the same period to a plant or soil where the plant is cultivated, but are usually applied as the inventive composition in light of handiness at the application.
  • the mixture ratio (weight ratio) of the present compound and the one or more compounds selected from Group A to Group E depends on the type of a plant to be protected, the type and emerging frequency of pests to be controlled, the formulation form, the application time, the
  • the present compound when applied to foliage or seeds of a plant or when applied to soil where the plant is cultivated, (the present compound) / (one or more compounds selected from Group A) is 1/100 to 10,000/1 for the compounds included in Group A, regardless of presence or absence of other ingredients; (the present compound) / (one or more compounds selected from Group B) is 1/100 to 100/1 for the compounds included in Group B, regardless of presence or absence of other ingredients; (the present compound) / (one or more
  • the inventive composition can be further mixed with a fungicide, an insecticide, an acaricide, a nematocide, a chemical injury reducing agent, a herbicide, a plant growth regulator, a fertilizer, or a soil conditioner other than one or more compounds selected from Group A to Group E, to be used, or can be used simultaneously with them without mixing.
  • a fungicide an insecticide, an acaricide, a nematocide, a chemical injury reducing agent, a herbicide, a plant growth regulator, a fertilizer, or a soil conditioner other than one or more compounds selected from Group A to Group E, to be used, or can be used simultaneously with them without mixing.
  • the microbial materials which are the live spores derived from and the crystal toxins produced from Bacillus thuringiensis, Pasteuria penetrans, and the like and the mixtures thereof may be mixed with the inventive composition and applied to a plant, or the inventive composition may be applied to a plant simultaneously with them.
  • the seed of the present invention is a plant seed to which an effective amount of the inventive composition is attached.
  • the inventive composition may be attached to the plant either directly or indirectly.
  • the inventive composition may completely or partially coat the seed, may be dispersed on the seed surface, and/or may exist inside of the seed.
  • Examples of embodiment of the inventive composition include the following.
  • a combination of any one of the present compounds 1 to 448 and "a6" A combination of any one of the present compounds 1 to 448 and "a7” A combination of any one of the present compounds 1 to 448 and

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Abstract

The present invention provides a pest controlling composition containing a compound of the formula (1) exhibits an excellent effect of controlling pests.

Description

DESCRIPTION
Title of Invention: PEST CONTROLLING COMPOSITION AND USE THEREOF
Technical Field
The present invention relates to a pest controlling composition and a method for controlling pests.
Background Art
As active ingredients of pest controlling compositions, many compounds have hitherto been known (e.g., see Non-Patent
Literature 1 ) .
Citation List
Patent Literature
PTL 1: International Publication WO 2012/086848
Non Patent Literature
NPL 1: The Pesticide Manual-15th edition (published by BCPC) ISBN 978-1-901396-18-8
Summary of Invention
Technical Problem
An object of the present invention is to provide a pest controlling composition having an excellent effect of controlling pests .
Solution to Problem
result of research for finding a pest controlling composition having an excellent effect of controlling pests, the present inventors have found that a pest controlling composition comprising a compound of the following formula (1) has an excellent effect of controlling pests, leading to completion of the present invention.
That is, the present invention is as follows.
[1] A pest controlling composition comprises:
a fused heterocyclic compound of the formula ( 1 ) :
Figure imgf000003_0001
wherein:
A1 represents - R8- . an oxygen atom, or a sulfur atom; A2 represents a nitrogen atom or =CR9-;
A represents a nitrogen atom or =CR -;
R1 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, or a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y;
R2, R3, R4, and R5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z , a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , -OR11, -S(0)nJRi:L . -NR R12, -CO2R11. - C(0)Ru, a cyano group, a nitro group, a halogen atom, -SF5, or a hydrogen atom, provided that at least two of R2, R3, R4, and R5 represent a hydrogen atom;
R6 and R7 are the same or different and represent a G1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z , a 5-membered
heterocyclic group optionally having one or more atoms or groups selected from Group Z , a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z , -OR11, - S i OJmR11 , -StOJzNR^R12, - R R12, -NR C02R12, - RX1C(0)R12, -C02RU, - C(0)Ru, a cyano group, a nitro group, a halogen atom, -SF5, or a hydrogen atom;
R8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, -CO2R11. - C(0)Ru, a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;
R9 and R10 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, -OR11, -SiOJmR11, -NRirR12, -CO2R11, -C(0)R , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R11 and R12 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; and
m represents 0, 1, or 2; and n represents 0, 1, or 2;
(provided that: R6 and R7 are not both a hydrogen atom at the same time; in -SiOJmR11, when m is 1 or 2, then R11 is not a hydrogen atom; and when A1 represents - H- or -N(CH3)-, A2 and A3 represent =CH-, R1 represents a methyl group, R2, R3, R4, and R5 represent a hydrogen atom, and n is 0, 1, or 2, then R6 and R7 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups
selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6- membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, -SfOJmR11, -S(0)2NRnR12, -NRUR12, -NR^-CX^R12, - R11C(0)R12, -C02H, -CiOJR11, a cyano group, a nitro group, a bromine atom, an iodine atom, -SF5 or a hydrogen atom)
the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6
alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;
the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6
alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and
the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a hydroxy group; and
one or more compounds selected from Group A to Group E: Group A; fungicides,
Group B; insecticides. Group C; acaricides.
Group D; chemical injury reducing agents, and
Group E; plant growth regulators.
[2] A method of controlling pests which comprises applying the effective amount of the pest controlling composition of the above [1] to a plant or a soil where the plant is cultivated.
[2-a] The method of controlling pests according to the above [2], wherein the plaint is seed, bulb, or seedling.
[2-b] The method of controlling pests according to the above [2], wherein the plant is corn, soybean, cotton, wheat, sugar beet, rapeseed, or rice.
[3] A plant seed to which an effective amount of the pest controlling composition of the above [1] is attached.
Advantageous Effects of Invention
By the present invention, pests can be controlled.
Description of Embodiments
A pest controlling composition of the present invention (hereinafter, referred to as inventive composition) includes:
a fused heterocyclic compound of the formula ( 1) :
Figure imgf000006_0001
wherein:
A1 represents - R8-, an oxygen atom, or a sulfur atom;
A2 represents a nitrogen atom or =CR9-;
A3 represents a nitrogen atom or =CR10-;
R1 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, or a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y; R2, R3, R4, and R5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, -SiOJmR11, -NRUR12, -CO2R11, - C(0)R1:L, a cyano group, a nitro group, a halogen atom, -SF5, or a hydrogen atom, provided that at least two of R2, R3, R4, and R5 represent a hydrogen atom;
R6 and R7 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered
heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, - StOJmR11, -S(0)2 RnR12. -NRnR12, - R^COzR12, -NR^CfOjR12, -CO2R11, - CiOJR11, a cyano group, a nitro group, a halogen atom, -SF5, or a hydrogen atom;
R8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, -C02Ru, - C(0)Ru, a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;
R9 and R10 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, -OR11, -SiOJmR11, -NR R12, -CO2R11, -CiOjR11, a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R11 and R12 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; and
m represents 0, 1, or 2; and n represents 0, 1, or 2;
(provided that: R6 and R7 are not both a hydrogen atom at the same time; in -S(0)mRu, when m is 1 or 2, then R11 is not a hydrogen atom; and when A1 represents -NH- or -N(CH3)-, A2 and A3 represent =CH-, R1 represents a methyl group, R2, R3, R4, and R5 represent a hydrogen atom, and n is 0, 1, or 2, then R6 and R7 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups
selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6- membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, -SiO)^11, -S(0)2 R R12, - RUR12, - R -C02R12, - R^CiOJR12, -C02H, -C(0)R , a cyano group, a nitro group, a bromine atom, an iodine atom, -SF5 or a hydrogen atom)
the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6
alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;
the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6
alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and
the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a hydroxy group (hereinafter, referred to as present compound); and one or more compounds selected from Group A to Group E:
Group A; fungicides.
Group B; insecticides.
Group C; acaricides.
Group D; chemical injury reducing agents, and
Group E; plant growth regulators.
Figure imgf000009_0001
Embodiments of the present compound include compounds of the formula (1-2) shown in Table 1. These compounds are the
compounds disclosed in International Publication WO 2012/086848 and can be produced by the methods described in this publication.
Figure imgf000010_0001
wherein R1 , R2. R3 , R4 , R5 , R6 , R7 , A1 , A2 , A3 , and n are a combination shown in the following Table 1. The present compounds each of which has a combination of substituents in Table 1 are numbered and referred to, for example, as "present compound 1".
Table 1
No. R1 R2 R3 R4 R5 Re R7 A1 A2 A3 n
1 Me H H H H CF3 H NMe CH N 0
2 Me H H H H CF3 H NMe CH N 1
3 Me H H H H CF3 H NMe CH N 2
4 Et H H H H CF3 H NMe CH N 0
5 Et H H H H CF3 H NMe CH N 1
6 Et H H H H CF3 H NMe CH N 2
7 Pr H H H H CF3 H NMe CH N 0
8 Pr H H H H CF3 H NMe CH N 1
9 Pr H H H H CF3 H NMe CH N 2
10 CHCH2=CH2 H H H H CF3 H NMe CH N 0
Figure imgf000011_0001
13 iPr H H H H CF3 H NMe CH N 1
14 iPr H H H H CF3 H NMe CH N 2
15 tBu H H H H CF3 H NMe CH N 0
16 tBu H H H H CF3 H NMe CH N 1
17 tBu H H H H CF3 H NMe CH N 2
18 CF3 H H H H CF3 H NMe CH N 0
19 CF3 H H H H CF3 H NMe CH N 1
20 CF3 H H H H CF3 H NMe CH N 2
21 Et H H H H CF3 H NEt CH N 0
22 Et H H H H CF3 H NEt CH N 1
23 Et H H H H CF3 H NEt CH N 2
24 Et H H H H CF3 H NPr CH N 0
25 Et H H H H CF3 H NPr CH N 1
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
26 Et H H H H CF3 H NPr CH N 2
27 Et H H H H CF3 H N(iPr) CH N 0
28 Et H H H H CF3 H NflPr) CH N 1
29 Et H H H H CF3 H NflPr) CH N 2
30 Et H H H H CF3 H N(CyPr) CH N 0
31 Et H H H H CF3 H N(CyPr) CH N 1
32 Et H H H H CF3 H N(CyPr) CH N 2
33 Et H H H H CF3 H NCHaOEt CH N 0
34 Et H H H H H CF3 NCHzOEt N CH 0
35 Et H H H H CF3 H NCHaOEt CH N 1
36 Et H H H H CF3 H NCHzOEt CH N 2
37 Et H H H H CF3 H NChfeOMe CH N 0
38 Et H H H H CF3 H NCHzOMe CH N 2
39 Et H H H H Me H NMe CH N 0
40 Et H H H H Me H NMe CH N 1
41 Et H H H H Me H NMe CH N 2
42 Et H H H H Br H NMe CH N 0
43 Et H H H H Br H NMe CH N 1
44 Et H H H H Br H NMe CH N 2
45 Et H H H H I H NMe CH N 0
46 Et H H H H I H NMe CH N 1
47 Et H H H H I H NMe CH N 2
48 Et H H H H CN H NMe CH N 0
49 Et H H H H CN H NMe CH N 1
50 Et H H H H CN H NMe CH N 2
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
51 Et H H H H CHO H NMe CH N 0
52 Et H H H H CFZH H NMe CH N 0
53 Et H H H H CF2H H NMe CH N 1
54 Et H H H H CFzH H NMe CH N 2
55 Et H H H H C-Fs H NMe CH N 0
56 Et H H H H Ph H NMe CH N 0
57 Et H H H H Ph H NMe CH N 2
58 Et H H H H 2-F-Ph H NMe CH N 0
59 Et H H H H 2-F-Ph H NMe CH N 1
60 Et H H H H 2-F-Ph H NMe CH N 2
61 Et H H H H 3-F-Ph H NMe CH N 0
62 Et H H H H 3-F-Ph H NMe CH N 1
63 Et H H H H 3-F-Ph H NMe CH N 2
64 Et H H H H 4-F-P H NMe CH N 0
65 Et H H H H 4-F-Ph H NMe CH N 2
66 Et H H H H H CF3 NMe N CH 0
67 Me H H H H CF3 H NMe CH CH 0
68 Et H H H H CF3 H NMe CH CH 0
69 Et H H H H CF3 H NMe CH CH 1
70 Et H H H H CF3 H NMe CH CH 2
71 Et H H H H CF3 H NMe CH CCI 0
72 Et H H H H CF3 H NMe CH CCI 1
73 Et H H H H CF3 H NMe CH CCI 2
74 Et H H H H CF3 H NMe CH CBr 0
75 Et H H H H CF3 H NMe CH CBr 1
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
76 El H H H H CF3 H NMe CH CBr 2
77 Me H H H H CF3 H 0 CH CH 0
78 Et H H H H CF3 H 0 CH CH 0
79 Et H H H H CF3 H 0 CH CH 1
80 Et H H H H CF3 H 0 CH CH 2
81 Et H H H H CF3 H 0 CH N 0
82 Et H H H H CF3 H 0 CH N 1
83 Et H H H H CF3 H 0 CH N 2
84 Me H H H H CF3 H S CH CH 0
85 Et H H H H CF3 H S CH CH 0
86 Et H H H H CF3 H s CH CH 1
87 Et H H H H CF3 H s CH CH 2
88 Et CI H H H CF3 H NMe CH N 0
89 Et CI H H H CF3 H NMe CH N 1
90 Et CI H H H CF3 H NMe CH N 2
91 Et H H H H C(0)CF3 H NMe CH N 0
92 Me H H H SMe CF3 H NMe CH N 0
93 Me H H H SOMe CF3 H NMe CH N 1
94 Me H H H SCfeMe CF3 H NMe CH N 2
95 Et H H H SEt CF3 H NMe CH N 0
96 Et H H H SOEt CF3 H NMe CH N 1
97 Et H H H SOzEt CF3 H NMe CH N 2
98 Et H H H H CI H NMe CH N 0
99 Et H H H H CI H NMe CH N 1
100 Et H H H H CI H NMe CH N 2
Table 1 ( Continued)
No. R' R2 R3 R4 R5 R6 R7 A1 A2 A3 n
101 Et H H H H Br H NMe C(CHO) N 0
102 Et H H SEt H CF3 H NMe CH N 0
103 Et H H H H CF3 H NCHaOEt CH CH 0
104 Et H H H H H CF3 NCHzOEt N CH 0
105 Et H H H H CF3 H NCHzCQ-Me CH N 0
106 Et H H H H CF3 H NCH2CO2B CH N 0
107 Et H H H H CF3 H NiCHzizOMe CH N 0
108 Et H H H H CF3 H NCHzSMe CH N 0
109 Et H H H H CF3 H N(CH2)zSMe CH N 0
110 Et H H H H CF3 H NBu CH N 0
111 Et H H H H CF3 H NC tBu CH N 0
112 Et H H H H CzFs H NMe CH N 1
113 Et H H H H C2F5 H NMe CH N 2
114 Et H H H H CH(OH)CF3 H NMe CH N 0
115 Et H H H H CHFCF3 H NMe CH N 0
116 Et H F H H CF3 H NMe CH N 0
117 Et H F H H CF3 H NMe CH N 1
118 Et H F H H CF3 H NMe CH N 2
119 Et OMe H H H CF3 H NMe CH N 0
120 Et OMe H H H CF3 H NMe CH N 1
121 Et H OMe H H CF3 H NMe CH N 0
122 Et H OMe H H CF3 H NMe CH N 1
123 Et H OMe H H CF3 H NMe CH N 2
124 Et H OH H H CF3 H NMe CH N 0
125 Et H H H H NH2 H NMe CH N 0
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
126 Et H H H H CHFCF3 H NMe CH N 1
127 Et H H H H CHFCFs H NMe CH N 2
128 Et H H H H C3F7 H NMe CH N 0
129 Et H H H H C3F7 H NMe CH N 1
130 Et H H H H C3F7 H NMe CH N 2
131 Et CI H H H CzFs H NMe CH N 1
132 Et CI H H H CzFs H NMe CH N 2
133 Et H CI H H CF3 H NMe CH N 0
134 Et H CI H H CF3 H NMe CH N 1
135 Et H CI H H CF3 H NMe CH N 2
136 Et H H CI H CF3 H NMe CH N 0
137 Et H H a H CF3 H NMe CH N 1
138 Et H H CI H CF3 H NMe CH 2
139 Et H H H CI CF3 H NMe CH N 0
140 Et H H H CI CF3 H NMe CH N 1
141 Et H H H CI CF3 H NMe CH N 2
142 Et H H O e H CF3 H NMe CH N 0
143 Et H H OMe H CF3 H NMe CH N 1
144 Et H H OMe H CF3 H NMe CH N 2
145 Et H H H H SH H NMe CH N 0
146 Et H H H H Et H NMe CH N 0
147 Et H H H H iPr H NMe CH N 0
148 Et H H H H NHEt H NMe CH N 0
149 Et H H H H NEfe H NMe CH N 0
150 Et H H H H tBu H NMe CH N 0
Table 1 (Continued)
No. Ft R4 Ff R* R7 A1 A2 A3 n
151 Et H H H H H CF3 NMe CH N 0
152 Et H H H OMe CF3 H NMe CH N 0
153 Et H H H OMe CF3 H NMe CH N 1
154 Et H H H OMe CF3 H NMe CH N 2
155 Et H H H OH CF3 H NMe CH N 0
156 Et F H H H CF3 H NMe CH N 0 57 Et F H H H CF3 H NMe CH N 1
158 Et F H H H CF3 H NMe CH N 2
159 Et H H H H H CF3 NMe CH N 1
160 Et H H H H H CF3 NMe CH N 2
161 Et H H H H SCF3 H NMe CH N 0
162 Et H H H H NM¾ H NMe CH N 0
163 Et H H H H pyrrolidin-1-yl H NMe CH N 0
164 Et H H H H NHCOMe H NMe CH N 0
165 Et H H H H ChfeCFs H NMe CH N 0
166 Et H H H H CF3 H NMe N CH 0
167 Et H H H H CF3 H NMe N CH 1
168 Et H H H H CF3 H NMe N CH 2
169 Et H H H F CF3 H NMe CH N 0
170 Et H H H F CF3 H NMe CH N 1
171 Et H H H F CF3 H NMe CH N 2
172 Et H H H H N(Me)COMe H NMe CH N 0
173 Et H H H H NH2 H NMe CH N 1
174 Et H CF3 H H CF3 H NMe CH N 0
175 Et H CF3 H H CF3 H NMe CH N 1
Table 1 ( Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
176 Et H CF3 H H CF3 H NMe CH N 2
177 Et H H H H NHCOCF3 H NMe CH N 0
178 Et H H H H NHCOCF3 H NMe CH N 1
179 Et H H H H NHCOCF3 H NMe CH N 2
180 Et H H H H 2-CFa-Ph H NMe CH N 0
181 Et H H H H 3-CFrPh H NMe CH N 0
182 Et H H H H 4-CF3- 1 H NMe CH N 0
183 Et H H H H CF3 H S CH N 0
184 Et H H H H CF3 H S CH N 1
185 Et H H H H CF3 H S CH N 2
186 CH2CF3 H H H H CF3 H NMe CH N 0
187 CH2CF3 H H H H CF3 H NMe CH N 1
188 CH2CF3 H H H H CF3 H NMe CH N 2
189 Et Me H H H CF3 H NMe CH N 0
190 Et Me H H H CF3 H NMe CH N 1
191 Et Me H H H CF3 H NMe CH N 2
192 Et H Me H H CF3 H NMe CH N 0
193 Et H Me H H CF3 H NMe CH N 1
194 Et H Me H H CF3 H NMe CH N 2
195 Et H H H H 2-CFa-Ph H NMe CH N 1
196 Et H H H H 2-CRrPh H NMe CH N 2
197 Et H H H H 3-CFrPh H NMe CH N 1
198 Et H H H H 3-CFs-Ph H NMe CH N 2
199 Et H H H H 4-CF3-Ph H NMe CH N 1
200 Et H H H H 4-CF3-Ph H NMe CH N 2
Table 1 ( Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
201 Et H H CF3 H CF3 H NMe CH N 0
202 Et H H CF3 H CF3 H NMe CH N 1
203 Et H H CF3 H CF3 H NMe CH N 2
204 Et H H H H 2-O-Ph H NMe CH N 0
205 Et H H H H 3-Q-Ph H NMe CH N 0
206 Et H H H H 4-O-Ph H NMe CH N 0
207 Et H H H H 6-CKJ-Py H NMe CH N 0
208 Et H H H H 5-F-3-FV H NMe CH N 0
209 Et H H H H SCF3 H NMe CH N 2
210 Et H H H H SCF3 H NMe CH N 1
211 Et H H H H 3-Py H NMe CH N 0
212 Et H H H H 4-Py H NMe CH N 0
213 Et H H H H 4-0-PyrazQle H NMe CH N 0
214 Et H H H H SOCF3 H NMe CH N 2
215 Et H H H H S02CF3 H NMe CH N 2
216 Et H H H H 2-OPh H NMe CH N 1
217 Et H H H H 2-Cl-Ph H NMe CH N 2
218 Et H H H H 3-O-Ph H NMe CH N 1
219 Et H H H H 3-O-Ph H NMe CH N 2
220 Et H H H H 4- -Ph H NMe CH N 2
221 Et H H H H 4-Py H NMe CH N 1
222 Et H H H H 4-Py H NMe CH N 2
223 Et H H H H 6-0-3-Py H NMe CH N 2
224 Et H H H H 5-F-3-FV H NMe CH N 1
225 Et H H H H F-3-Py H NMe CH N 2
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
226 Et H H H H 4-OPyrazole H NMe CH N 2
227 Et H H H H 3-CWriazole H NMe CH N 0
228 Et H H H H 4-CF3-imidazole H NMe CH N 0
229 Et H H H H 2-N02-Ph H NMe CH N 0
230 a H H H H 3-Ν(¼.Ρτι H NMe CH N 0
231 Et H H H H 2-CN-Ph H NMe CH N 0
232 Et H H H H 3-CN-Ph H NMe CH N 0
233 Et H H H H 4-CN-Ph H NMe CH N 0
234 Et H H H H 3-CF3-triazole H NMe CH N 0
235 Et H H H H 3-CF3-5-Me-triazole H NMe CH N 0
236 Et H H H H 3-CWriazole H NMe CH N 2
237 Et H H H H 4-CFrimidazole H NMe CH N 1
238 Et H Br H H CF3 H NMe CH N 0
239 Et H Br H H CF3 H NMe CH N 1
240 Et H Br H H CF3 H NMe CH N 2
241 Et H CN H H CF3 H NMe CH N 0
242 Et H CN H H CF3 H NMe CH N 1
243 Et H CN H H CF3 H NMe CH N 2
246 Et H CzFs H H CF3 H NMe CH N 0
247 Et H CzFs H H CF3 H NMe CH N 1
248 Et H C2F5 H H CF3 H NMe CH N 2
249 Et H CHO H H CF3 H NMe CH N 0
250 Et H Ph H H CF3 H NMe CH N 0
Table 1 ( Continued)
Figure imgf000021_0001
251 Et H CF3 H H CF3 H S CH N 2
253 Et H H H H SMe H NMe CH N 0
254 Et H H H H SOaMe H NMe CH N 2
255 Et H H H H SEt H NMe CH N 0
256 Et H H H H SOzEt H NMe CH N 2
257 Et H H H H StfPr) H NMe CH N 0
258 Et H H H H SCyPr H NMe CH N 2
259 Et H H H H SCH2CF3 H NMe CH N 0
260 Et H H H H SQ_CH2CF3 H NMe CH N 2
261 Et H H H H SCHaChfcCHj H NMe CH N 0
262 Et H H H H SCFzCFa H NMe CH N 0
263 Et H H H H SCFzCFzCFs H NMe CH N 0
264 Et H H H H SCF(CF3)2 H NMe CH N 0
265 Et H H H H CH(OH)CF3 H NMe CH N 0
266 Et H H H H CH(CI)CF3 H NMe CH N 0
267 Et H CF3 H H CF3 H S CH N 0
268 Et H H H H OH H NMe CH N 0
269 Et H H H H OH H NMe CH N 2
270 Et H H H H OCF2Br H NMe CH N 2
271 Et H H H H OCF3 H NMe CH N 2
272 Et H H H H SCFjCFs H NMe CH N 1
273 Et H H H H SCFzCFs H NMe CH N 2
274 Et H H H H SCF2CF2CF3 H NMe CH N 1
275 Et H H H H SCFzCFaCFa H NMe CH N 2
Table 1 ( Continued)
No. R1 R3 R4 F R* A1 A A3 n
276 Et H H H H sc -kfe H NMe CH N 0
277 Et H H H H SQzCiCHsh H NMe CH N 2
278 Et H CF3 H H Br H NMe CH N 0
279 Et H CF3 H H Br H NMe CH N 1
280 Et H CF3 H H Br H NMe CH N 2
281 Et H H H H SCH=C=CH2 H NMe CH N 0
Figure imgf000022_0001
285 Et H N<¾ H H CF3 H NMe CH N 0
286 Et H NOz H H CF3 H NMe CH N 1
287 Et H N<¼ H H CF3 H NMe CH N 2
289 Et H H H H NHSOCFa H NMe CH N 2
290 Et H H H H NCH3SO2CF3 H NMe CH N 2
291 Et H H H H NCH3SO2CH3 H NMe CH N 2
292 Et H CF3 H H CFzCFa H NMe CH N 0
293 Et H CI H H CF3 H S CH N 0
294 Et H CI H H CF3 H S CH N 2
295 Et H H H H C(OH)(CF3)2 H NMe CH N 0
296 Et H H H H C(CI)(CF3)2 H NMe CH N 0
297 Et H H H H C(CI)(CF3)2 H NMe CH N 1
298 Et H H H H C(CI)(CF3)2 H NMe CH N 2
299 Et H CF3 H H CFzCFa H NMe CH N 2
300 Et H CF3 H H I H NMe CH N 0
Table 1 (Continued)
No. R1 R3 R4 R" R8 R' A1 A2 A3 n
301 Et H CF3 H H SCF3 H NMe CH N 0
302 Et H CF3 H H S<¼CF3 H NMe CH N 2
303 Et H H H H I H NMe CH CH 0
304 Et H H H H H CF(CF3)2 NMe CH CH 0
305 Et H H H H CF(CF3)2 H NMe CH CH 0
306 Et H CF3 H H SCF3 H NMe CH N 2
307 Et H CF3 H H I H NMe CH N 2
308 Et H H H H CFzCFg H NMe CH CH 0
309 Et H H H H CFzCF3 H NMe CH CH 1
310 Et H H H H CF2CR3 H NMe CH CH 2
311 Et H H H H SF5 H NMe CH CH 0
312 Et H H H H SFs H NMe CH CH 1
313 Et H H H H SFs H NMe CH CH 2
314 Et H CF3 H H SFs H NMe CH CH 0
315 Et H CF3 H H SFs H NMe CH CH 1
316 Et H CF3 H H SFs H NMe CH CH 2
317 Et H Me H H CFaCFa H NMe CH N 0
318 Et H Me H H CFzCFs H NMe CH N 1
319 Et H Me H H CFsCFs H NMe CH N 2
320 Et H H H H I H S CH N 0
321 Et H CF3 H H I H S CH N 0
322 Et H H H H CFaCFg H S CH N 0
323 Et H CF3 H H CFzCFa H S CH N 0
324 Et H H H H CF2CF3 H S CH N 2
325 Et H CF3 H H CFzCF3 H S CH N 2
Table 1 (Continued)
No. R R3 R4 FT1 R5 R' A1 A2 A n
326 Et H H H CI CF3 H S CH N 0
327 Et H H H CI CF3 H S CH N 2
Figure imgf000024_0001
331 Et H Et H H CF3 H N e CH N 2
332 Et H CFzCFzCFg H H CF3 H NMe CH N 2
333 Et H 2-pyrimidyl H H CF3 H NMe CH N 2
334 Et H H H H SOaNMe. H NMe CH N 1
335 Et H H H H SCfcNMez H NMe CH N 2
336 Et H H H H CF3 H NMe CH CNH2 0
337 Et H H H H CF3 H NMe CH CNHCOCH* 0
338 Et H H H H CF3 H NMe CH CNMcfc 0
339 Et H CF3 H H CF3 H NMe CH CNH2 0
340 Et H CF3 H H CF3 H NMe CH CNM¾ 0
341 Et H SFs H H CF3 H NMe CH N 0
342 Et H SF5 H H CFa H NMe CH N 1
343 Et H SFs H H CF3 H NMe CH N 2
344 Et H CF3 H H CF3 H NH CH N 0
345 Et H CF3 H H CF3 H NH CH N 2
346 Et H H H H CF(CF3)2 H NH CH CH 0
347 Et H H H H Br H NMe CCFjH N 0
348 Et H H H H Br H NMe CCFiH N 1
349 Et H H H H Br H NMe CCF2H N 2
350 Et H H H H Br H NMe CCH(CHs)2 N 0
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
351 Et H H H H CF3 H NH CH N 0
352 Et H H H H CF3 H NH CH N 1
353 Et H H H H CF3 H NH CH N 2
354 Et H H H H CF3 H NH CH CH 0
355 Et H CF3 H H CF3 H NEt CH N 2
356 Et H CF3 H H CF3 H NCH2CH=CH2 CH N 2
357 Et H CF3 H H CF3 H NCHzCCH CH N 2
358 Et H CF3 H H CF3 H NCHzCN CH N 2
359 Et H CF3 H H H CF3 NCHzCN N CH 2
360 Et H CF3 H H CF3 H NCHaOEt CH N 2
361 Et H CF3 H H H CF3 NCHaOEt N CH 2
362 Et H CF3 H H CF3 H NCHaSMe CH N 2
363 Et H CF3 H H CF3 H NPr CH N 2
364 Et H CF3 H H CF3 H NiCHzJsCHs CH N 2
365 Et H CF3 H H CF3 H NCHzCQaMe CH N 2
366 Et H CF3 H H H CF3 NCHzCCfeMe N CH 2
Figure imgf000025_0001
368 Et H CF3 H H CF3 H NCOztBu CH N 2
369 Et H CF3 H H CF3 H NMe CH CH 0
370 Et H CF3 H H CF3 H NMe CH CH 1
371 Et H CF3 H H CF3 H NMe CH CH 2
372 Et H CF3 H H CF3 H NCOgMe CH N 2
373 Et H CF3 H H CF3 H NCOMe CH N 2
374 Et H OCF3 H H CF3 H NMe CH N 0
375 Et H OCF3 H H CF3 H NMe CH N 1
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
376 Et H OCF3 H H CF3 H NMe CH N 2
377 Et H CFaCFzCFzCFs H H CF3 H NMe CH N 2
378 Et H 2-pyridyl H H CF3 H NMe CH N 2
379 Et H NH2 H H CF3 H NMe CH N 2
380 Et H NHCOCF3 H H CF3 H NMe CH N 2
381 Et H iPr H H CF3 H NMe CH N 2
382 Et H CHO H H CF3 H NMe CH N 2
383 CH2CH2CH2CH3 H H H H CF3 H NMe CH N 0
384 CHaCOzCHa H H H H CF3 H NMe CH N 0
385 CHaCHd b H H H H CF3 H NMe CH N 0
386 CH2CCCH3 H H H H CF3 H NMe CH N 0
387 CHzCN H H H H CF3 H NMe CH N 0
388 CHaCiCHafe H H H H CF3 H NMe CH N 0
389 CHaCHzCN H H H H CF3 H NMe CH N 0
390 CHiCyBu H H H H CF3 H NMe CH N 0
391 CFzBr H H H H CF3 H NMe CH N 0
392 Et H CF2H H H CF3 H NMe CH N 2
Figure imgf000026_0001
397 CHzCCCHs H H H H CF3 H NMe CH N 2
398 CHzCN H H H H CF3 H NMe CH N 2
399 CH2C(CH3)3 H H H H CF3 H NMe CH N 2
400 CH2CH2CN H H H H CF3 H NMe CH N 2
Table 1 (Continued)
No. R1 R2 R3 R4 R5 Re R7 A1 A2 A3 n
401 CHaCyBu H H H H CF3 H NMe CH N 2
402 CF2Br H H H H CF3 H NMe CH N 2
403 Et H CH2F H H CF3 H NMe CH N 2
404 CH=CH2 H H H H CF3 H NMe CH N 0
405 CH=CHz H H H H CF3 H NMe CH N 1
406 CH=CHz H H H H CF3 H NMe CH N 2
407 Et H H H H H CF3 S CH N 0
408 Et H H H H H CF3 S CH N 2
409 Et H OCF3 H H CF2CF3 H NMe CH N 0
410 Et H OCF3 H H CF2CF3 H NMe CH N 1
411 Et H OCF3 H H CF2CF3 H NMe CH N 2
412 Et H CF3 H H CF3 H NMe CH CCH3 0
413 Et H CF3 H H CF3 H NMe CH CCH3 1
414 Et H CF3 H H CF3 H NMe CH CCH3 2
415 Et H CF3 H H CF3 H NMe CH CF 0
416 Et H CF3 H H CF3 H NMe CH CF 1
417 Et H CF3 H H CF3 H NMe CH CF 2
418 Et H CF3 H H CF2CF3 H NMe CH CH 0
419 Et H CF3 H H CFzCFs H NMe CH CH 1
420 Et H CF3 H H CFzCFs H NMe CH CH 2
421 CHaCyPr H H H H CF3 H NMe CH N 0
422 CHzC Pr H H H H CF3 H NMe CH N 1
423 CHzCyPr H H H H CF3 H NMe CH N 2
424 Et H CF3 H H CF3 H 0 CH CH 0
425 Et H CF3 H H CF3 H 0 CH CH 2
Table 1 (Continued)
No. R1 R2 R3 R4 R5 R6 R7 A1 A2 A3 n
426 Et H CF3 H H CF3 H NMe CH CBr 0
427 Et H CF3 H H CF3 H NMe CH CSCHsCHa 0
428 CHzCCH H H H H CF3 H NMe CH N 0
429 CHaCCH H H H H CF3 H NMe CH N 2
430 Et H CCH H H CF3 H NMe CH N 2
431 Et H 4-CF3-2-Py H H CF3 H NMe CH N 2
432 Et H OCF3 H H SCF3 H NMe CH N 0
433 Et H OCF3 H H SCF3 H NMe CH N 1
434 Et H OCF3 H H SCF3 H NMe CH N 2
435 Et H CF3 H H CF3 H NMe CH CBr 1
436 Et H CF3 H H CF3 H NMe CH CBr 2
437 Et H CF3 H H CF3 H NMe CH (SQjCHCH, 2
438 Et H H H H 2-pyridyl H NMe CH N 0
439 Et H H H H 2-pyridyl H NMe CH N 2
440 Et H H H H 2-furyl H NMe CH N 0
441 Et H H H H 2-furyl H NMe CH N 2
442 Et H H H H 2-friienyl H NMe CH N 0
443 Et H H H H 2-t ienyl H NMe CH N 2
444 Et H H H H CH=CH2 H NMe CH N 0
445 Et H H H H CH=CH2 H NMe CH N 2
446 Et H H H H COCH3 H NMe CH N 0
447 Et H H H H COCHs H NMe CH N 2
448 Et H H H H CH2CH=CH2 H NMe CH N 0
In the above Table 1, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, iPr
represents an isopropyl group, tBu represents a tert-butyl group, CyPr represents a cyclopropyl group. CyBu represents a cyclobutyl group, 2-F-Ph represents a 2-fluorophenyl group, 3-F-Ph represents a 3-fluorophenyl group, 4-F-Ph represents a 4-fluorophenyl group, 2- CF3 -Ph represents a 2-trifluoromethylphenyl group, 3-CF3-Ph
represents a 3-trifluoromethylphenyl group, 4-CF3 -Ph represents a 4- trifluoromethylphenyl group, 2-Cl-Ph represents a 2-chlorophenyl group, 3-Cl-Ph represents a 3-chlorophenyl group, 4-Cl-Ph represents a 4-chlorophenyl group, 2-N02-Ph represents a 2-nitrophenyl group, 3-N02-Ph represents a 3-nitrophenyl group, 2-C -Ph represents a 2- cyanophenyl group, 3-CN-Ph represents a 3-cyanophenyl group, 4-CN-Ph represents a 4-cyanophenyl group, 3-Py represents a pyridin-3-yl group, 4-Py represents a pyridin-4-yl group, 6-Cl-3-Py represents a 6-chloropyridin-3-yl group, 5-F-3-Py represents a 5-fluoropyridin-3- yl group, 4-Cl-pyrazole represents a 4-chloropyrazol-l-yl group, 3- Cl-triazole represents a 3-chloro-(lH-l,2,4-triazole)-l-yl group, 3- CF3-triazole represents a 3-trifluoromethyl-lH-l,2,4-triazol-l-yl group, 3-CF3 -5-Me-triazole represents a 3-trifluoromethyl-5-methyl- lH-l,2,4-triazol-l-yl group, 4-CF3 -imidazole represents a 4- trifluoromethylimidazol-l-yl group, and 4-CF3-2-Py represents 4- trifluoromethylpyridin-2-yl .
The inventive composition may be obtained by simply mixing the present compound and one or more compounds selected from Group A to Group E; however, the inventive composition is generally obtained by mixing the present compound and one or more compounds selected from Group A to Group E, and adding to the resulting mixture a solid carrier, a liquid carrier, a gaseous carrier, a surfactant, or the like, as well as adjuvants for formulation such as a binder, a dispersant, and a stabilizer as necessary, and processing the
mixture into formulations such as a wettable powder, a wettable granule, a flowable formulation, a granule, a dry flowable
formulation, an emulsion, an aqueous liquid, an oil, a smoking agent, an aerosol, and a microcapsule. These formulations contain the present compound and one or more compounds selected from Group A to Group E in a total weight ratio of usually 0.1 to 99% and preferably 0.2 to 90%.
The content ratio of the present compound and the one or more compounds selected from Group A to Group E in the inventive composition is not particularly limited, but the amount of the one or more compounds selected from Group A to Group E is usually 1 to 100,000 parts by weight and preferably 10 to 10.000 parts by weight per 1,000 parts by weight of the present compound. In other words, the content ratio of the present compound and the one or more
compounds selected from Group A to Group E is usually 1000:1 to
1:100 and preferably 100:1 to 1:10 in weight ratio.
Examples of the solid carrier include fine powders and granules of clays (such as kaolin, diatomaceous earth, synthetic hydrated silicon oxide, Fubasami clay, bentonite, and acid clay), talcs, other inorganic minerals (such as sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, and hydrated silica), and the like. Examples of the liquid carrier include water, alcohols (such as methanol and ethanol) , ketones ( such as acetone and methyl ethyl ketone), aromatic hydrocarbons (such as benzene, toluene, xylene, ethylbenzene, and methylnaphthalene) , aliphatic hydrocarbons (such as n-hexane, cyclohexanone, and kerosene), esters ( such as ethyl acetate and butyl acetate) , nitriles ( such as
acetonitrile and isobutylnitrile) , ethers (such as dioxane and diisopropyl ether), acid amides (such as dimethylformamide and dimethylacetamide) , and halogenated hydrocarbons ( such as
dichloroethane, trichloroethylene, and carbon tetrachloride).
Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and
polyoxyethylenated substances thereof, polyoxyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohol derivatives.
Examples of the other adjuvants for formulation include binders and dispersants, and particularly for example, casein, gelatin, polysaccharides (such as starch, gum arable, cellulose derivatives, and alginic acid), lignin derivatives, bentonite. sugars, synthetic water-soluble polymers (such as polyvinyl alcohol, polyvinylpyrrolidone, and polyacrylic acids), PAP (acidic isopropyl phosphate), BUT (2,6-di-tert-butyl-4-methylphenol) , BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol) , vegetable oils, mineral oils, and fatty acids or esters thereof.
By applying an effective amount of the inventive composition to a plant or soil where the plant is cultivated, pests can be controlled. The effective amount of the inventive
composition may be each effective amount of the present compounds and one or more compounds selected from Group A to Group E.
Examples of pests on which the inventive composition has an effect include noxious insects and noxious acarines. Specific examples of such pests include the following.
Hemiptera: Delphacidae such as Laodelphax striatellus, Nilaparvata lugens, and Sogatella furcxfera; Deltocephalxdae such as Nephotettix cincticeps, Nephotettix virescens, and Empoasca onukii; Aphididae such as Aphis gossypii, Myzus persicae, Brevicoryne brassicae. Aphis spiraecola, Macrosiphum euphorbiae, Aulacorthum solanx, Rhopalosiphum padi, Toxoptera citricidus, and Hyalopterus prunx; Pentatomxdae such as Nezara antennata, Eysarcoris parvus, and Halyomorpha mista; Alydidae such as Riptortus clavetus and
Leptocorisa chinensis; Miridae such as Trigonotylus caelestialium and Stenotus rubrovittatus; Aleyrodidae such as Trialeurodes vaporariorum, Bemisia tabaci, Dialeurodes citri, and Aleurocanthus spiniferus; Coccidae such as Aonidiella aurantii, Comstockaspis perniciosa, Unaspis citri, Ceroplastes rubens, Icerya purchasi, Planococcus kraunhxae, Pseudococcus longxspxnxs, and Pseudaulacaspxs pentagona; Psyllidae such as Diaphorina citri, Psylla pyrisuga, and Bactericerca cockerelli; Tingidae such as Stephanitis nasi; and Cimices such as Cxmex lectularius.
Lepidoptera: Pyralidae such as Chilo suppressalis ,
Tryporyza incertulas, Cnaphalocrocis medinalis, Notarcha derogata, Plodia xnterpunctella, Ostrxnia furnacalis, Hellula undalis, and Pediasia teterrellus; Noctuidae such as Spodoptera litura,
Spodoptera exigua, Pseudaletia separata, Mamestra brassicae, Agrotis ipsilon, Plusia nigrisigna, Thoricoplusia spp., Heliothis sp . , and Helicoverpa spp. ; Pieridae such as Pieris rapae; Tortricidae such as Adoxophyes spp., Grapholita molesta, Leguminivora glycinivorella, Matsumuraeses azukivora, Adoxophyes orana fasciata, Adoxophyes honmai. , Homona magnanima, Archips fuscocupreanus , and Cydia
pomonella; Gracillariidae such as Caloptilia theivora and
Phyllonorycter ringoneella; Carposinidae such as Carposina
niponensis; Lyonetiidae such as Lyonetia spp.; Lymantriidae such as Lymantria spp. and Euproctis spp; Yponomeutidae such as Plutella xylostella; Gelechiidae such as Pectinophora gossypiella and
Phthorimaea operculella; and Arctiidae such as Hyphantria cunea.
Thysanoptera: Thripidae such as Frankliniella occidentalis , Thrips parmi, Scirtothrips dorsalis, Thrips tabaci, and
Frankliniella intonsa.
Diptera: Anthomyiidae such as Delia platura and Delia antiqua; Agromyzidae such as Agromyza oryzae, Hydrellia griseola, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola; Chloropidae such as Chlorops oryzae; Tephritidae such as Dacus cucurbitae and Ceratitis capitata; Drosophilidae; Phoridae such as Megaselia spiracularis; Psychodidae such as Clogmia albipunctata; and Sciaridae.
Coleoptera: Chrysomelidae such as Diabrotica virgifera virgifera, Diabrotica undecimpunctata howardi, Oulema oryzae,
Aulacophora femoralis, Phyllotreta striolata, and Leptinotarsa decemlineata; Scarabaeidae such as Anomala cuprea, Anomala
rufocuprea, and Popillia japonica; rice weevils such as Sitophilus zeamais, Echinocnemus squameus, Lissorhoptrus oryzophilus, and
Sphenophorus venatus; weevils such as Anthonomus grandis; Epilachna such as Epilachna vigintioctopunctata; Scolytidae such as Lyctus brunneus and Tomicus piniperda; Bostrychidae; Ptinidae; Cerambycidae such as Anoplophora malasiaca; Agriotes spp. such as Agriotes ogurae fuscicollis; and Staphylinidae such as Paederus fuscipes.
Orthoptera: Locusta migratoria, Gryllotalpa africana, Oxya yezoensis, Oxya japonica, and Gryllidae.
Hymenoptera: Tenthredinidae such as Athalia rosae and Athalia japonica.
Nematoda: Aphelenchoides besseyi, Nothotylenchus acris, Meloidogyne incognita, Meloidogyne hapla, Meloidogyne javanica,
Heterodera glycines, Globodera rostochxensis, Pratylenchus coffeae, Pratylenchus neglectus, etc.
Isoptera: Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, Neotermes koshunensis, Glyptotermes satsumensis, Glyptotermes
nakajimai, Glyptotermes fuscus, Glyptotermes kodamai, Glyptotermes kushimensis, Hodotermopsis japonica, Coptotermes guangzhoensis ,
Reticulitermes miyatakei, Reticulitermes flaviceps amamianus,
Reticulitermes s . , Nasutitermes takasagoensis , Pericapritermes nitobei, Sinocapritermes mushae, etc.
Acarina: Tetranychidae such as Tetranychus urticae,
Tetranychus kanzawai, Panonychus citri, Panonychus ulmi, and
Oligonychus spp. ; Eriophyidae such as Aculops pelekassi,
Phyllocoptruta citri, Aculops lycopersici, Calacarus carinatus,
Acaphylla theavagrans, Eriophyes chibaensis, and Aculus
schlechtendali; Tarsonemidae such as Polyphagotarsonemus latus;
Tenuipalpidae such as Brevipalpus phoenicis; ; Acaridae such as
Tyrophagus putrescentxae and Tyrophagus simxlis; Epidermoptidae such as Dermatophagoides farinae and Dermatophagoides ptrenyssnus; etc.
Chilopoda: Thereuonema hilgendorfi, Scolopendra
subspinipes , etc.
Diplopoda: Oxidus gracilis, Nedyopus tambanus, etc.
Isopoda: Armadillidium vulgare, etc.
Gastropoda: Limax marginatus, Limax flavus, etc.
When the inventive composition is effective for preventing a plant disease, it can also be used for protecting a plant from a plant disease.
Examples of the plant diseases on which the inventive composition has exerts a control effect include the following
diseases .
Diseases of rice: blast (Magnaporthe grisea), brown spot (Cochliobolus miyabeanus), sheath blight (Rhizoctonia solani), and bakanae disease (Gibberella fujikuroi).
Diseases of wheat: powdery mildew (Erysiphe graminis), Fusarium blight (Fusarium graminearum, F. avenacerum, F. culmorum, Microdochium nivale), rust (Puccinia striiformis, P. graminis, P. recondita), Fusarium snow blight (Micronectriella nivale), Typhula snow blight (Typhula sp.), loose smut (Ustilago tritici), bunt
(Tilletia caries), eye spot (Pseudocercosporella herpotrichoides) , leaf blotch (Mycosphaerella graminicola) , glume blotch (Stagonospora nodorum) , and yellow spot (Pyrenophora tritici-repentis) .
Diseases of barley: powdery mildew (Erysiphe graminis),
Fusarium blight (Fusarium graminearum, F. avenacerum, F. culmorum, Microdochium nivale), rust (Puccinia striiformis, P. graminis, P. hordei), loose smut (Ustilago nuda) , scald (Rhynchosporium secalis), net blotch (Pyrenophora teres), spot blotch (Cochliobolus sativus), stripe (Pyrenophora graminea) , and Rhizoctonia damping-off
(Rhizoctonia solani) .
Diseases of corn: smut (Ustilago maydis), leaf spot
(Cochliobolus heterostrophus) , copper spot (Gloeocercospora sorghi), southern rust (Puccinia polysora), gray leaf spot (Cercospora zeae- maydis), and Rhizoctonia damping-off (Rhizoctonia solani).
Diseases of citrus: melanose (Diaporthe citri), scab (Elsinoe fawcetti), penicillium rot (Penicillium digitatum, P.
italicum) , and brown rot (Phytophthora parasitica, Phytophthora citrophthora) .
Diseases of apple: blossom blight (Monilinia mail), canker
(Valsa ceratosperma) , powdery mildew (Podosphaera leucotricha) , Alternaria leaf spot (Alternaria alternata apple pathotype) , scab (Venturia inaequalis), bitter rot (Colletotrichum acutatum) , and crown rot (Phytophtora cactorum) .
Diseases of pear: scab (Venturia nashicola, V. pirina), black spot (Alternaria alternata Japanese pear pathotype) , rust (Gymnosporangium haraeanum) , and phytophthora fruit rot (Phytophtora cactorum) .
Diseases of peach: brown rot (Monilinia fructicola) , scab (Cladosporium carpophilum) , and phomopsis rot (Phomopsis sp.). Diseases of grape: anthracnose (Elsinoe ampelina), ripe rot (Glomerella cingulata) , powdery mildew (Uncinula necator) , rust (Phakopsora ampelopsidis) , black rot (Guignardia bidwellii), and downy mildew (Plasmopara viticola) .
Diseases of Japanese persimmon: anthracnose (Gloeosporium kaki) , and leaf spot (Cercospora kaki, Mycosphaerella nawae) .
Diseases of gourd: anthracnose (Colletotrichum lagenarium) , powdery mildew (Sphaerotheca fuliginea), gummy stem blight
(Mycosphaerella melonis), Fusarium wilt (Fusarium oxysporum) , downy mildew (Pseudoperonospora cubensis), Phytophthora rot (Phytophthora sp.), and damping-off (Pythium sp.).
Diseases of tomato: early blight (Alternaria solani), leaf mold (Cladosporium fulvum) , and late blight (Phytophthora infestans).
Diseases of eggplant : brown spot (Phomopsis vexans) , and powdery mildew (Erysiphe cichoracearum) .
Diseases of Cruciferae vegetables: Alternaria leaf spot (Alternaria japonica) , white spot (Cercosporella brassicae),
clubroot (Plasmodiophora brassicae), and downy mildew (Peronospora parasitica) .
Diseases of Welsh onion: rust (Puccinia allii) and downy mildew (Peronospora destructor).
Diseases of soybean: purple stain (Cercospora kikuchii) , sphaceloma scad (Elsinoe glycines), pod and stem blight (Diaporthe phaseolorum var. sojae), septoria brown spot (Septoria glycines), Cercospora leaf spot (Cercospora sojina) , rust (Phakopsora
pachyrhizi), Phytophthora rot (Phytophthora sojae), hizoctonia damping-off (Rhizoctonia solani). Target spot (Corynespora
cassiicola) , and Sclerotinia rot (Sclerotinia sclerotiorum).
Diseases of kidney bean: anthracnose (Colletotrichum lindemthianum) .
Diseases of peanut: leaf spot (Cercospora personata) , brown leaf spot (Cercospora arachidicola) and southern blight
(Sclerotium rolfsii).
Diseases of garden pea: powdery mildew (Erysiphe pisi).
Diseases of potato: early blight (Alternaria solani), late blight (Phytophthora infestans), pink rot (Phytophthora
erythroseptica) , and powdery scab (Spongospora subterranean f. sp. subterranea) .
Diseases of strawberry: powdery mildew (Sphaerotheca humuli) and anthracnose (Glomerella cingulata) .
Diseases of tea: net blister blight (Exobasidium reticulatum) , white scab (Elsinoe leucospila) , gray blight
(Pestalotiopsis sp.), and anthracnose (Colletotrichum theae- sinensis ) .
Diseases of tobacco: brown spot (Alternaria longipes), powdery mildew (Erysiphe cichoracearum) , anthracnose (Colletotrichum tabacum) , downy mildew (Peronospora tabacina) , and black shank
(Phytophthora nicotianae).
Diseases of rapeseed: sclerotinia rot (Scierotinia sclerotiorum) and Rhizoctonia damping-off (Rhizoctonia solani).
Diseases of cotton: Rhizoctonia damping-off (Rhizoctonia solani) , frosty mildew (Mycosphaerella areola) , and Thielaviopsis black root rot disease (Thielaviopsis basicola) .
Diseases of coffee: rust (Hemileia vastatrix) .
Diseases of sugar cane: rust (Puccinia melanocephela and
Puccinia kuehnii), and smut (Ustilago scitaminea) .
Diseases of sunflower: rust (Puccinia helianthi) . Diseases of sugar beat: Cercospora leaf spot (Cercospora beticola), leaf blight (Thanatephorus cucumeris), root rot
(Thanatephorus cucumeris), and Aphanomyces root rot (Aphanomyces cochlioides ) .
Diseases of rose: black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa) , and downy mildew (Peronospora sparsa) .
Diseases of chrysanthemum and Compositae vegetables: downy mildew (Bremia lactucae), leaf blight (Septoria chrysanthemi-indici) , and white rust (Puccinia horiana) .
Diseases of various crops: diseases caused by Pythium spp. (Pythium aphanidermatum, P. debarianum, P. graminicola, P.
irregulare, P. ultimum) , gray mold (Botrytis cinerea), and
Sclerotinia rot (Sclerotinia sclerotiorum). Diseases of Japanese radish: Alternaria leaf spot (Alternaria brassicicola) .
Diseases of Zoysia: dollar spot (Sclerotinia homeocarpa) and brown patch and large patch (Rhizoctonia solani).
Diseases of banana: sigatoka (Mycosphaerella fijiensis and
Mycosphaerella musicola) .
Diseases of sunflower: downy mildew (Plasmopara halstedii). Seed diseases or diseases in the early stages of the growth of various crops which are caused by Aspergillus spp. ,
Penicillium spp., Fusarium spp., Gibberella spp., Tricoderma spp., Thielaviopsis spp., Rhizopus spp., Mucor spp. , Corticium spp., Phoma spp. , Rhizoctonia spp. , Diplodia spp. , and the like.
Viral diseases of various crops transmitted by Polymixa spp. , Olpidium spp. , or the like.
The inventive composition can be used as it is, but usually the inventive composition is formulated and applied to pests or habitats of the pests by the same method as that of a hitherto- known pest controlling agent for causing the inventive composition to contact or be taken in by the emerging pests described above.
Examples of habitats of pests in the present invention include paddy fields, farmlands, tea fields, orchards, non- agricultural lands, nursery trays, nursery boxes, propagation
medium , nursery mats, and hydroponic media in hydroponic farms.
When the inventive composition is applied to a plant, the application is conducted by application of an effective amount of the inventive composition to the plant or its cultivation area with .
Specific examples of the method of the application of the inventive composition include application to foliage, floral organ, or panicle of plant such as foliage spraying, application to soil (cultivation land) before or after planting a plant, application to seed such as seed disinfection, seed immersion, and seed coating, application to seedling, application to bulb such as seed potato.
When applying to a plant or a cultivation area of the plant , application of the inventive composition is conducted once or a plurality of times. In the plant or the cultivation area of the plant to which the inventive composition is applied, pests may have already lived or may not have emerged yet.
Specific examples of the application of the inventive composition to foliage, floral organ, or panicle of plant include application to the surface of plant such as foliage spraying and tree-trunk spraying, also include application to floral organ or the entire plant during a period of flowering including before, during, and after blooming, and further include application to panicle or the entirety of a cereal crop or the like during a period of earing.
Examples of the application method include spraying treatment, soil treatment, seed treatment, and hydroponic medium treatment .
The spraying treatment in the present invention is specifically, for example, a method, such as foliage spraying or tree-trunk spraying, in which the inventive composition is applied to the surface of a plant body or onto pests themselves to exhibit an effect of controlling pests. The soil treatment in the present invention is, for example, a method in which an active ingredient is applied to the rhizosphere of a crop, which is to be protected from damage such as ingestion by pests, to directly control pests, or an active ingredient is made to permeate and transfer into a plant body through the root portion or the like to control pests. Specific examples of the soil treatment include planting hole treatment (planting hole spraying and planting hole-treated soil mixing) , plant foot treatment (plant foot spraying, plant foot soil mixing, plant foot irrigation, and plant foot treatment in the latter part of a seedling-raising period) , planting furrow treatment (planting furrow spraying and planting furrow soil mixing) , planting row treatment (planting row spraying, planting row soil mixing, and planting row spraying in a growing period) , planting row treatment at a sowing period (planting row spraying at a sowing period and planting row soil mixing at a sowing period) , total treatment (total soil spraying and total soil mixing), side row treatment, water surface treatment (water surface application and water surface application after flooding), other soil spraying treatment (spraying of granules onto leaves during a growing period, spraying to below the tree crown or around the main stem, spraying onto the soil surface, soil surface mixing, spraying into sowing holes, spraying onto furrow surfaces , and spraying to between stocks ) , other irrigation treatment (soil irrigation, irrigation in a seedling- raising period, chemical solution injection treatment, irrigation to a soil-contacting portion of plant, chemical solution drip
irrigation, and chemigation) , nursery box treatment (spraying into a nursery box, irrigation of a nursery box, and flooding of a nursery box with a chemical solution), nursery tray treatment (spraying onto a nursery tray, irrigation of a nursery tray, and flooding of a nursery tray with a chemical solution), seedbed treatment (spraying onto a seedbed, irrigation of a seedbed, spraying one to a flooded nursery seedbed, and immersion of seedlings), seedbed soil mixing treatment (seedbed soil mixing, seedbed soil mixing before sowing, spraying before soil cover at a sowing period, spraying after soil cover at a sowing period, and soil cover mixing) , and other
treatment (soil mixing, plowing, surface soil mixing, mixing of a rain-dropping portion of soil, planting position treatment, spraying of granules onto flower clusters, and paste fertilizer mixing). The seed treatment in the present invention is, for example, a method in which an active ingredient is applied directly to seeds, bulbs, etc. of a crop, which is to be protected from damage such as ingestion by pests, or to the neighborhood thereof to exhibit an effect of controlling pests. Specific examples of the seed treatment include spraying treatment, smearing treatment, immersion treatment, impregnation treatment, application treatment, film coating
treatment, and pellet coating treatment. The hydroponic medium treatment in the present invention is, for example, a method in which, in order for an active ingredient to permeate and transfer into the plant body of a crop, which is to be protected from damage such as ingestion by pests, through the root portion or the like, the active ingredient is applied to a hydroponic medium or the like to protect the crop from the damage caused by pests. Specific examples of the hydroponic medium treatment include hydroponic medium mixing and hydroponic medium incorporation.
Furthermore, a formulation obtained by incorporating the inventive composition into a support such as a sheet-like, rope-like, strip-like, or net-like resin, paper, or cloth by means of immersion, impregnation, application, kneading, or the like can be applied by a method such as winding around plants, stretching in the vicinity of plants, laying on the soil at the plant foot, and covering the cultivation area of crops.
When the inventive composition is used to control pests in the field of agriculture, the amount of application can be broadly altered depending on the application period, the application site, the application method, etc. In general, in the case of using the inventive composition, the amount of application is usually 1 to 10,000 g as the amount of the present compound per 10,000 m2. When the inventive composition is formulated as an emulsion, a wettable powder, a flowable formulation, or the like, the inventive
composition is diluted with water so as to have an active ingredient concentration of 0.01 to 10,000 ppm, and is applied. A granule, a powder, or the like is usually applied as it is.
These formulations and water-diluted solutions of the formulations may be sprayed directly to pests or a plant such as a crop to be protected from pests , or may be applied to the soil of the cultivated land to control the pests living in the soil.
The inventive composition can effectively control a wide range of targets in ordinary grain fields, vegetable fields, flower fields, and orchards where crops are cultivated with or without tilling, or in non-agricultural lands.
In addition, when the inventive composition is applied to rice, the inventive composition may be used in the nursery box treatment or may be used immediately after sowing in direct-sowing cultivation. When the inventive composition is used for paddy rice by direct-sowing cultivation, the inventive composition may be applied before or after direct sowing of paddy rice in a flooded paddy field, after direct sowing of paddy rice in a drained paddy field, or after transplanting paddy rice. The time at which the inventive composition is applied may be a time before sowing or transplanting paddy rice, may be a time immediately after sowing or transplanting paddy rice, may be at 21 days after sowing or
transplanting paddy rice, may be at 3 days to 21 days after sowing or transplanting paddy rice, or may be at 5 days to 21 days after sowing or transplanting paddy rice. When the inventive composition is used, the soil surface of the paddy field may be in a dried state, or may be in a wet state without flooding (water depth: 0 cm) , or the paddy field may be flooded at such a water depth that there is no problem for the application. In addition, the inventive
composition can be used for System of Rice Intensification (SRI ) .
Examples of plants for which the inventive composition can be used include the following.
Agricultural crops: corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, sarrazin, sugar beet, rapeseed, sunflower, sugar cane, tobacco, etc.;
Vegetables: Solanaceae vegetables (such as eggplant, tomato, green pepper, hot pepper, and potato), Cucurbitaceae
vegetables (such as cucumber, pumpkin, zucchini, watermelon, melon, and squash), Cruciferae vegetables (such as Japanese radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, and cauliflower), Compositae vegetables (such as burdock, garland chrysanthemum, artichoke, and lettuce), Liliaceae vegetables (such as Welsh onion, onion, garlic, and asparagus), Umbelliferae vegetables (such as carrot, parsley, celery, and parsnip),
Chenopodiaceae vegetables (such as spinach and Swiss chard),
Labiatae vegetables (such as Japanese basil, mint, and basil), strawberry, sweat potato, yam, aroid, etc.;
Flowering plants;
Ornamental foliage plants;
Zoysia;
Fruit trees: pomaceous fruits (such as apple, common pear, Japanese pear, Chinese quince, and quince), stone fleshy fruits
(such as peach, plum, nectarine, Japanese plum, cherry, apricot, and prune), citrus plants (such as Satsuma mandarin, orange, lemon, lime. and grapefruit), nuts (such as chestnut, walnut, hazel nut, almond, pistachio, cashew nut , and macadamia nut ) , berry fruits (such as blueberry, cranberry, blackberry, and raspberry), grape, Japanese persimmon, olive, loquat, banana, coffee, date, coconut palm, etc.; and
Trees other than fruit trees: tea, mulberry, blossoming trees, street trees (such as ash tree, birch, dogwood, eucalyptus, ginkgo, lilac, maple tree, oak, poplar, cercis, Chinese sweet gum, plane tree, zelkova, Japanese arborvitae, fir tree, Japanese hemlock, needle juniper, pine, spruce, and yew), etc.
The plants described above may be plants that are bred by a hybrid technology.
In other words, the plants that are bred by a hybrid technology are plants having a heterosis (in general, for example, it leads to enhancement of yield potential and improvement of
resistance to biological and abiotic stress factors).
The plants described above may be plants having resistance imparted by a gene recombination technology.
For example, the "plants" described above also include plants having resistance to herbicides including HPPD inhibitors such as isoxaflutole, ALS inhibitors such as imazethapyr and
thifensulfuron methyl, EPSP synthetase inhibitors, glutamine
synthetase inhibitors, bromoxynil, dicamba, and the like, which resistance has been imparted by a classical breeding method or gene recombination technology.
Examples of the "plants" having resistance imparted by a classical breeding method include Clearfield (registered trademark) canola which is resistant to imidazolinone type herbicides such as imazethapyr; and STS soybean which is resistant to sulfonylurea ALS inhibition-type herbicides such as thifensulfuron methyl. Examples of the "plants" having resistance imparted by a gene recombination technology include corn, soybean, cotton, rapeseed varieties that are resistant to glyphosate and glufosinate, and have already been on the market as trade names such as RoundupReady (registered
trademark) , RoundupReady2 (registered trademark) , and LibertyLink (registered trademark).
The "plants" described above include plants that have become capable of synthesizing selective toxins and the like, which are known, for example, in genus Bacillus, using a gene
recombination technology.
Examples of the toxins produced by such genetically- engineered plants include insecticidal proteins derived from
Bacillus cereus and Bacillus popilliae; δ-endotoxins derived from Bacillus thuringiensis , such as CrylAb, CrylAc, CrylF, CrylFa2,
Cry2Ab, Cry3A, Cry3Bbl, or Cry9C, and insecticidal proteins derived from Bacillus thuringiensis, such as VIP1, VIP2, VIP3, or VIP3A;
insecticidal proteins derived from nematode; toxins produced by animals, such as scorpion toxin, spider toxin, bee toxin, or insect- specific neurotoxin; filamentous fungi toxins; plant lectin;
agglutinin; protease inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, and papain inhibitors;
ribosome-inactivating proteins (RIP) such as ricin, corn-RIP, abrin, rufin, sapolin, and briodin; steroid metabolic enzymes such as 3- hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-COA reductase; ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptors; stilbene synthetase; bibenzyl synthetase; chitinase; and glucanase .
The toxins produced by such genetically-engineered plants also include hybrid toxins, partially deficient toxins, and modified toxins of δ-endotoxin proteins such as CrylAb, CrylAc, CrylF, Cr lFa2, Cry2Ab, Cry3A, Cry3Bbl, or Cry9C and insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A. The hybrid toxins are produced by novel combinations of different domains of these proteins using a
recombination technique. As a partially deficient toxin, CrylAb whose amino acid sequence is partially deficient is known. In a modified toxin, one or more amino acids of a natural toxin are substituted.
Examples of such toxins and genetically-engineered plants capable of synthesizing such toxins are disclosed in EP-A-0374753, WO 93/07278, WO 95/34656, EP-A-0427529 , EP-A-0451878 , WO 03/052073, etc.
The toxins contained in such genetically-engineered plants impart to the plants, resistance to, particularly, Coleoptera pests, Diptera pests, and Lepidoptera pests.
Genetically-engineered plants containing one or more insecticidal insect-resistant genes and producing one or more toxins have already been known, and some of them are commercially available. Examples of such genetically-engineered plants include YieldGard (registered trademark) (a corn variety producing CrylAb toxin),
YieldGard Rootworm (registered trademark) (a corn variety producing Cry3Bbl toxin), YieldGard Plus (registered trademark) (a corn
variety producing CrylAb and Cry3Bbl toxins), Herculex I (registered trademark) (a corn variety producing phosphinotrysin N- acetyltransferase (PAT) for imparting resistance to CrylFa2 toxin and glufosinate) , NuCOTN33B (a cotton variety producing CrylAc toxin), Bollgard I (registered trademark) (a cotton variety
producing CrylAc toxin), Bollgard II (registered trademark) (a cotton variety producing CrylAc and Cry2Ab toxins), VIPCOT
(registered trademark) (a cotton variety producing VIP toxin),
NewLeaf (registered trademark) (a'potato variety producing Cry3A toxin) , NatureGard (registered trademark) , Agrisure (registered trademark), GT Advantage (GA21 glyphosate-resistant character),
Agrisure (registered trademark), CB Advantage (Btll corn borer (CB) character), and Protecta (registered trademark).
The "plants" described above also include plants having an ability to produce an anti- athogenic substance having a selective action which ability has been imparted by a gene recombination technology.
As examples of anti-pathogenic substances, PR proteins and the like are known (PRPs, EP-A-0392225) . Such anti-pathogenic
substances and genetically-engineered plants that produce such anti- pathogenic substances are disclosed in EP-A-0392225, WO 95/33818, EP-A-0353191, etc. Examples of such anti-pathogenic substances produced by genetically-engineered plants include ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (for example, KP1, KP4 , and KP6 toxins produced by viruses are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; PR proteins; and anti-pathogenic substances produced by microorganisms, such as peptide antibiotics, antibiotics having a heterocyclic ring, and protein factors associated with resistance to plant diseases (referred to as plant disease resistant genes and disclosed in WO 03/000906).
In addition, the "plants" described above also include lines having two or more types of characters related to herbicide resistance, pest resistance, disease resistance, and the like as described above, which characters are imparted using a classical breeding technology or gene recombination technology, and lines having two or more types of properties possessed by parent lines, which properties are imparted by crossing genetically-engineered plants having the same or different types of properties. Examples of such plants include Smart stax (registered trademark).
When the inventive composition and a certain type of herbicide are applied to a crop having herbicide resistance imparted by any method at the same time or at a different time, a superior "crop growth improving effect" can also be effectively obtained with less labor. Here, the "crop growth improving effect" means that pest damage, disease damage, or weed damage of a crop is controlled, leading to an increase in the yield of the crop.
Specifically, with regard to a crop provided with imidazolinone type herbicide resistance, for example, when the inventive composition and an imidazolinone type herbicide such as imazapyr are applied to Clearfield (registered trademark) canola at the same time or at a different time, the growth of Clearfield canola can be improved. In addition, with regard to a crop provided with glyphosate resistance, for example, when the inventive
composition and glyphosate are applied to RoundupReady (registered trademark) cotton or RoundupReady2 soybean (registered trademark) at the same time or different times, the growth of RoundupReady cotton or RoundupReady2 soybean can be improved. Moreover, with regard to a crop provided with glufosinate resistance, for example, when the inventive composition and glufosinate are applied to LibertyLink (registered trademark) at the same time or different times, the growth of LibertyLink corn can be improved.
Depending on plant species, plant varieties, and their growing locations and growing conditions (soil, climate, growing period, and nutrient), application of the inventive composition may allow improvement of plant growth, improvement of resistance or tolerance to high temperature or low temperature, improvement of resistance to drought or salt contained in water or soil,
improvement of blooming capability, improvement of ease of harvest, acceleration of maturation, increase in yield, increase in size of fruit, increase in height of plant, improvement of green color of leaves, earlier blooming, improvement of quality and/or increase in nutritional value of harvested products, increase in sugar content in fruit, enhancement of gluten strength, improvement of storage stability and/or improvement of processability of harvested products, and the like.
Examples of the fungicides included in Group A include:
(1) Azole type fungicides such as propiconazole, prothioconazole, triadimenol, prochloraz, penconazole, tebuconazole, flusilazole, diniconazole, diniconazole-M, bromuconazole,
epoxiconazole, difenoconazole, cyproconazole, metconazole,
triflumizole, tetraconazole , microbutanil, fenbuconazole,
hexaconazole, fluquinconazole, triticonazole, bitertanol, imazalil, flutriafol, simeconazole, ipconazole, Triforine, Pyrifenox,
Fenarimol, Nuarimol, Oxpoconazole Fumarate, Pefurazoate, Azaconazole, Imibenconazole, Myclobutanil, and Triadimefon;
(2) Amine type fungicides such as fenpropimorph, tridemorph, fenpropidin, and spiroxamine;
(3) Benzimidazole type fungicides such as carbendazim, benomyl, thiabendazole, thiophanate-Methyl, and thiophanate;
(4) Dicarboxyimide type fungicides such as procymidone. iprodione, and vinclozolin;
( 5 ) Anilinopyrimidine type fungicides such as cyprodinil , pyrimethanil , and mepanipyrim;
(6) Phenylpyrrole type fungicides such as fenpiclonil and fludioxonil;
( 7 ) Strobilurin type fungicides such as kresoxim-methyl, azoxystrobin, trifloxystrobin, fluoxastrobin, picoxystrobin,
pyraclostrobin, dimoxystrobin, pyribencarb, metominostrobin,
oryzastrobin, enestrobin, pyrametostrobin, pyraoxystrobin,
enoxastrobin , coumoxystrobin, flufeoxystrobin , fenaminostrobin , triclopyricarb, and N-methyl-2-[2-(2,5- dimethylphenoxy)methyl]phenyl-2-methoxy acetamide (hereinafter, referred to as oil. The a1 includes a racemic body or an enantiomer and a mixture of a R-enantiomer and a S-enantiomer in an arbitrary ratio.);
(8) Acylalanine type fungicides such as metalaxyl , metalaxyl-M or mefenoxam, benalaxyl, benalaxyl-M or kiralaxyl, furalaxyl, furalaxyl-M, ofurace , and oxadixyl;
(9) Carboxylic amide type fungicides such as dimethomorph, iprovalicarb, berithivalicarb-isopropyl, mandipropamid, valiphenal, and valifenalate;
(10) SDHI fungicides such as carboxin, oxycarboxin, mepronil, flutolanil, thifluzamide, furametpyr, boscalid,
penthiopyrad, fluopyram, bixafen, penflufen, sedaxane, isopyrazam, fluxapyroxad, Binapacryl, Silthiofam, and a compound of the
s or plant disease controlling agents
Figure imgf000047_0001
such as diethofencarb, thiram, fluazinam, mancozeb, chlorothalonil, captan, dichlofluanide , folpet, quinoxyfen, fenhexamid, famoxadone, fenamidone, zoxamide, ethaboxam, amisulbrom, cyazofamid, metrafenone. pyriofenone, cyflufenamid, Proquinazid, flusulfamide, fluopicolide, fosetyl, Cymoxanil, pencycuron, tolclofos-methyl, carpropamide, diclocymet, fenoxanil, tricyclazole, pyroquilone, probenazole, isotianil, tiadinil, tebufloquin, diclomezine, kasugamycin,
ferimzone, phthalide, validamycin A, hydroxyisoxazole, hymexazol, trxazoxide, iminoctadine triacetate, xsoprothiolane, oxolxnic acid, oxytetracycline, streptomycin, basic copper chloride, cupric
hydroxide, basic copper sulfate, organic copper. Sulfur,
ametoctradin, fenpyrazamine, dodine, acibenzolar-S-methyl,
blasticidin-S, iprobenfos, edifenphos, isofetamid. Bacillus subtilis, 3-chloro-5-phenyl-6-methyl-4- (2 , 6-difluorophenyl)pyridazine
(hereinafter, referred to as a2), 3-cyano-5-phenyl-6-methyl-4-(2,6- difluorophenyl)pyridazine (hereinafter, referred to as 3), N- (1,1, 3-trimethylindan-4-yl) -1-methyl-3-difluoromethylpyrazole-4- carboxylic amide (hereinafter, referred to as a4. The a4 includes a racemic body or an enantiomer and a mixture of a R-enantiomer and a S-enantiomer in an arbitrary ratio. ), a compound of the following
Figure imgf000048_0001
Figure imgf000049_0001
xamp es o e nsec cides included in Group B include: (1) Organic phosphorus type compounds such as acephate.
Aluminium phosphide, butathiofos , cadusafos , chlorethoxyfos ,
chlorfenvinphos, chlorpyrifos, chlorpyrifos-ethyl, cyanophos (CYAP), diazinon, DCIP (dichlorodiisopropyl ether), dichlofenthion (ECP), dichlorvos (DDVP), dxmethoate, dxmethylvinphos , disulfoton, EPN, ethion, ethoprophos, etrimfos, fenthion (MPP), fenitrothion (MEP), fosthxazate, formothion. Hydrogen phosphide, isofenphos, isoxathion, malathion, mesulfenfos , methidathion (DMTP), monocrotophos , naled (BRP), oxydeprofos (ESP), parathion, phosalone, phosmet (PMP) , pirimiphos-methyl, pyridafenthion, quinalphos, phenthoate (PAP), profenofos, piropaphos, prothiofos, pyraclorfos , salithion, sulprofos, tebupxrimfos , temephos , tetrachlorvinphps , terbufos, thiometon, trichlorphon (DEP), vamidothion, phorate, fenamiphos, phoxim,
dicrotophos, and fosthxazate;
(2) Carbamate type compounds such as alanycarb, bendiocarb, benfuracarb, fenbucarb, carbaryl, carbofuran, carbosulfan,
cloethocarb, ethiofencarb, fenobucarb, fenothiocarb, fenoxycarb, furathiocarb, isoprocarb (MIPC), metolcarb, methomyl, methiocarb,
NAC, oxamyl, pirimicarb, propoxur (PHC) , XMC, thiodicarb, xylylcarb, aldicarb, and pirimicarb;
(3) Synthetic pyrethroid type compounds such as acrinathrin, allethrin, benfluthrin, beta-cyfluthrin, bifenthrin, cycloprothri , cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, esfenvalerate, ethofenprox, fenpropathrin, fenvalerate,
flucythrxnate, flufenoprox, flumethrin, fluvalinate, halfenprox, imiprothrin, permethrin, prallethrin, pyrethrins, resmethrin,
silafluofen, tefluthrin, tralomethrin, transfluthrin, tetramethrin, phenothrin, cyphenothrin, alpha-cypermethrin, beta-cypermethrin, sigma-cypermethrxn, zeta-cypermethrin, theta-cypermethrin, lambda- cyhalothrin, gamma-cyhalothrin, furamethrin, tau-fluvalinate, 2, 3, 5, 6-tetrafluoro-4-(methoxymethyl) enzyl (EZ)-(IRS, 3RS; IRS, 3SR) -2, 2-dimethyl-3-prop-l-enylcyclopropanecarboxylate, 2,3,5,6- tetrafluoro-4-methylbenzyl (EZ)-(IRS, 3RS; IRS, 3SR)-2,2-dimethyl-3- prop-1-enylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4- (methoxymethyl)benzyl (IRS, 3RS; IRS, 3SR)-2,2-dxmethyl-3-(2-methyl- 1-propenyl)cyclopropanecarboxylate, protrifenbute, and halfenprox;
(4) Nereistoxin type compounds such as cartap chloride, bensultap, thiocyclam, monosultap, and bisultap;
(5) Neonicotinoid type compounds such as imidacloprid, nxtenpyram, acetamiprid, thxamethoxam, thiacloprid, dinotefuran, and clothianidin;
(6) Benzoylurea type compounds such as chlorfluazuron, bistrifluron, diafenthiuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, and triazuron;
(7) Phenylpyrazole type compounds such as acetoprole, ethiprole, fipronil, vaniliprole, pyriprole, and pyrafluprole;
(8) Microbial materials such as live spores derived from and crystal toxins produced from Bacillus thuringiensis , var.
aizawai, var. kurstaki, var. tenebriosis. Bacillus firmus, and
Pasteuria penetrans, and mixtures thereof;
(9) Hydrazine type compounds such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide;
(10) Organic chlorine type compounds such as aldrin, dieldrin, dienochlor, endosulfan, and methoxychlor;
(11) Natural insecticides such as nicotine-sulfate and machine oil;
(12) Nematocides (nematocidal active ingredients) such as levamisol hydrochloride, methyisothiocyanate, morantel tartarate, imicyafos, and fluensulfone; and
(13) Other insecticides such as avermectin-B,
bromopropylate, buprofezin, chlorphenapyr, cyromazine, D-D(l,3- Dichloropropene) , emamectin, emamectin-benzoate, abamectin,
milbemectin, doramectin, fenazaquin, flupyrazofos, pyrazofos,
hydroprene, methoprene, indoxacarb, metoxadiazone, milbemycin-A, pymetrozine. pyridalyl, pyriproxyfen, sulfluramid, tolfenpyrad, triazamate, flubendiamide, lepimectin. Arsenic acid, benclothiaz. Calcium cyanamide. Calcium polysulfide, chlordane, DDT, DSP, flufenerim, flonicamid, flurimfen, formetanate, metam-ammonium, metam-sodium. Methyl bromide. Potassium oleate. Sulfur,
metaflumizone, spirotetramat, pyrifluquinazone, chlorantraniliprole, cyantraniliprole, flometoquin, flupyradifurone, Sulfoxaflor, flupyradifurone, pyflubumide, imidaclothxz, cycloxaprxd, a compound of the following formula (f) (hereinafter, referred to as 5);
Figure imgf000051_0001
a compound of the following formula (g) (hereinafter, referred to as a6) ; and
Figure imgf000051_0002
a compound of the following formula (h) (hereinafter, referred to as a7) .
Figure imgf000052_0001
Examples of the acaricides (acaricidal active ingredients) included in Group C include acequinocyl, amitraz, benzoximate, bifenaate, bromopropylate, chinomethionat , chlorobenzilate, CPCBS (chlorfenson) , clofentezine, cyflumetofen, kelthane (dicofol), etoxazole, fenbutatin oxide, fenothiocarb, fenpyroximate,
fluacrypyrim, fluproxyfen, hexythiazox, propargite (BPPS),
polynactins, pyridaben, Pyrimidifen, tebufenpyrad, tetradifon, spirodiclofen, spiromesifen, amidoflumet, cyenopyrafen, and
pyflubumide.
Examples of the chemical injury reducing agents (chemical injury reduction active ingredients) included in Group D include 1 ,8-naphthalic anhydride, cyometrinil, oxabetrinil, fluxofenim, flurazole, benoxacor, dichlormid, furilazole, fenclorim, daimuron, cumyluron, dimepiperate, cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr-diethyl, and isoxadifen-ethyl.
Examples of the plant growth regulators (plant growth regulation active ingredients) included in Group E include ethephon, chlormequat-chloride, mepiquat-chloride, Gibberellin A represented by Gibberellin A3, and 4-oxo-4- (2-phenylethyl) aminobutyric acid (hereinafter, referred to as 8).
In addition, the inventive composition can further comprise a compound such as anthraquinone, which is used as a bird repellent .
The compounds listed in Table 2 among the compounds in
Group A to Group E are abbreviate as "a9" to λ,α273" as shown in the table.
The above compounds included in Group A to Group E are publicly known compounds and are disclosed, for example, in "THE PESTICIDE MANUAL-15th EDITION (published by BCPC) ISBN 978-1-901396- 18-8." These compounds can be produced by the production methods described in the patent literature or non-patent literature cited or documents cited at second hand in "THE PESTICIDE MANUAL", or can be obtained from commercially available formulations.
Table 2
Abbreviation Compound Name
0(9 Imidacloprid oflO Clothianidin all Thiamethoxam al2 Dinotefuran al3 Acetamiprid al4 Thiacloprid al5 Nitenpyram
«16 Acrinathrin al7 Bife thrin al8 Cycloprothrin al9 Cyfluthrin a20 Beta-cyfluthrin a21 Cyhalothrin a22 Lambda-cyhalothrin a23 Gamma-cyhalothrin a24 Cypermethrin a25 Alpha-cypermethrin a26 Beta-cypermethrin a27 Theta-cypermethrin a28 Zeta-cypermethrin a29 Deltamethrin a30 Ethofenprox a31 Fenpropathrin a32 Fenvalerate a33 Esfenvalerate
«34 Flucythrinate a35 Fluvalinate a36 Tau-fluvalinate a37 Halfenprox
«38 Permethrin
Table 2 (Continued)
Abbreviation Compound Name
0(39 Silafluofen a40 Tefluthrin
a41 Tralomethrin a42 Protrifenbute a43 Fipronil
a44 Ethiprole
45 Acetoprole
a46 Vaniliprole a47 Pyriprole
a48 Pyrafluprole a49 Abamectin
50 Emamectin
51 Emamectin-benzoate a52 Milbemectin a53 Doramectin
a54 Lepimectin
a55 Flubendiamide a56 Chlorantranxliprole a57 Cyantraniliprole 58 Pymetrozine a59 Pyridalyl
a60 Pyriproxyfen
61 Spirotetramat a62 Sulfoxaflor
0(63 Flupyradifurone 64 Acephate
a65 Chlorpyrifos
66 Chlorpyrifos-ethyl a67 Cadusafos
«68 Diazinon
Table 2 (Continued)
Abbreviation Compound Name a69 Ethoprophos
a70 Fenamiphos
71 Fosthiazate
a72 Isofenphos
a73 Imicyafos
a74 Isoxathion
a75 Fenitrothion a76 Phorate
a77 Phosmet
a78 Phoxim
79 Terbufos
a80 Quinalphos
a81 Pyraclorfos
a82 onocrotophos a83 Dicrotophos
84 Carbofuran
85 Carbosulfan
a86 Aldicarb
a87 Thiodicarb
88 Methiocarb
a89 Oxamyl
90 Methomyl
91 Pirimicarb
92 Benfuracarb
93 Pyrethrins
«94 Allethrin
«95 Buprofezin
«96 Tolfenpyrad
97 Thiocyclam
98 Cartap hydrochloride
Table 2 (Continued)
Abbreviation Compound Name a99 Bensultap
lOO Flonicamid lOl Indoxacarb al02 Metaflumizone al03 Chromafenozide al04 Methoxyfenozide al05 Halofenozide al06 Tebufenozide al07 Diflubenzuron al08 Teflubenzuron al09 Chlorfluazuron allO Lufenuron alll Novaluron all2 Flufenoxuron all3 Chlorphenapyr all4 Pyrifluquinazone all5 Cyromazine all6 Diafenthiuron all? Etoxazole all8 Spirodiclofen all9 Spiromesifen al20 Fenpyroximate al21 Pyridaben al22 Pyrimidifen al23 Tebufenpyrad al24 Acequinocyl al25 Bifenazate al26 Fluacrypyrim al27 Cyenopyrafen al28 Cyflumetofen
Table 2 (Continued)
Abbreviation Compound Name
«129 Pyflubumide
al30 Imidaclothiz
al31 Cycloxaprid
al32 Tebuconazole
al33 Metconazole
l34 Difenoconazole al35 Triticonazole al36 Imazalil
al37 Triadimenol
al38 Fluquinconazole al39 Prochloraz
al40 Prothioconazole l41 Diniconazole
al42 Diniconazole-M
l43 Cyproconazole al44 Tetraconazole
l45 Ipconazole
al46 Triforine
al47 Pyrifenox
l48 Fenarimol
l49 Nuarimol
al50 Oxpoconazole Fumarate l51 Pefurazoate
l52 Triflumizole
l53 Azaconazole
«154 Bitertanol
l55 Bromuconazole al56 Epoxiconazole
l57 Fenbuconazole al58 Flusilazole
Table 2 (Continued)
Abbreviation Compound Name al59 Flutriafol al60 Hexaconazole al61 Imibenconazole
«162 Myclobutanil al63 Penconazole
0(164 Propiconazole al65 Simeconazole
«166 Triadimefon l67 Kresoxim-methyl
«168 Azoxystrobin al69 Pyraclostrobin ά170 Picoxystrobin al71 Enestrobin al72 Trifloxystrobin l73 Dimoxystrobin al74 Fluoxastrobin al75 Oryzastrobin al76 Famoxadone al77 Fenamidone l78 Metominostrobin al79 Metalaxyl al80 Metalaxyl-M l81 Furalaxyl al82 Furalaxyl-M l83 Benalaxyl al84 Benalaxyl-M al85 Ofurace al86 Oxadixyl
l87 Probenazole al88 Tiadinil
Table 2 (Continued)
Abbreviation Compound Name al89 Tricyclazole al90 Pyroquilone al91 Kasugamycin al92 Ferimzone
al93 Isotianil
al94 Phthalide
al95 Tebufloquin al96 Pencycuron al97 Furametpyr al98 Validamycin A al99 Carboxin
200 Flutolanil a201 Penthiopyrad
202 Fluopyram
a203 Penflufen
a204 Sedaxane
a205 Fluxapyroxad a206 Fludioxonil a207 Ethaboxam
a208 Tolclofos-methyl a209 Captan
210 Benomyl
«211 Carbendazim a212 Thiophanate
«213 Thiophanate-methyl
«214 Thiabendazole
«215 Diethofencarb 216 Zoxamide
a217 Fluopicolide
«218 thifluzamide
Table 2 (Continued)
Abbreviation Compound Name a219 Boscalid a220 Bixafen
«221 Isopyrazam a222 enoxastrobin a223 Famoxadone a224 Pyribencarb a225 Pyraoxystrobin a226 Pyrametostrobin a227 Coumoxystrobin 228 Flufeoxystrobin a229 Triclopyricarb 230 Fenaminostrobin
«231 Cyazofamid 232 Amisulbrom a233 Ametoctradin a234 Binapacryl
«235 Fluazinam 236 Silthiofam
«237 Pyrimethanil 238 Cyprodinil
«239 Blasticidin-S a240 Proc3ymidone a241 Iprodione a242 Quinoxyfen a243 Proquinazid a244 Fenpyrazamine
«245 Isoprothiolane a246 Iprobenfos a247 Edinphos
«248 Pyrazofos
Table 2 (Continued)
Figure imgf000062_0001
Zero to seven (e.g., 1, 2, 3, 4, 5, 6, 7) kinds of these other fungicides , insecticides , acaricides , nematocides , chemical injury reducing agents, plant growth regulators, and the like can be allowed to be contained in the inventive composition.
Examples of the method of controlling pests of the present invention (hereinafter, referred to as present controlling method) include application to a plant or soil where the plant is cultivated, with an effective amount of the present compound and one or more compounds selected from Group A to Group E . Examples of the plant include foliage of plant, seed of plant, bulb of plant, and seedling of plant. Here, the bulb means scaly bulb, corm, rhizome, tuber, tuberous root , and rhizophore, and includes also seed potato, seed sweet potato, seed cassava potato, seed yam potato, seed aroid potato.
In the present controlling method, the present compound and the one or more compounds selected from Group A to Group E may be separately applied during the same period to a plant or soil where the plant is cultivated, but are usually applied as the inventive composition in light of handiness at the application.
In the present controlling method, the mixture ratio (weight ratio) of the present compound and the one or more compounds selected from Group A to Group E depends on the type of a plant to be protected, the type and emerging frequency of pests to be controlled, the formulation form, the application time, the
application method, the application site, the climate conditions, and the like. However, when applied to foliage or seeds of a plant or when applied to soil where the plant is cultivated, (the present compound) / (one or more compounds selected from Group A) is 1/100 to 10,000/1 for the compounds included in Group A, regardless of presence or absence of other ingredients; (the present compound) / (one or more compounds selected from Group B) is 1/100 to 100/1 for the compounds included in Group B, regardless of presence or absence of other ingredients; (the present compound) / (one or more
compounds selected from Group C) is 1/100 to 100/1 for the compounds included in Group C, regardless of presence or absence of other ingredients; (the present compound) / (one or more compounds selected from Group D) is 1/100 to 100/1 for the compounds included in Group D, regardless of presence or absence of other ingredients; and (the present compound) / (one or more compounds selected from Group E) is 1/100 to 10,000/1 for the compounds included in Group E, regardless of presence or absence of other ingredients.
The inventive composition can be further mixed with a fungicide, an insecticide, an acaricide, a nematocide, a chemical injury reducing agent, a herbicide, a plant growth regulator, a fertilizer, or a soil conditioner other than one or more compounds selected from Group A to Group E, to be used, or can be used simultaneously with them without mixing. The microbial materials which are the live spores derived from and the crystal toxins produced from Bacillus thuringiensis, Pasteuria penetrans, and the like and the mixtures thereof may be mixed with the inventive composition and applied to a plant, or the inventive composition may be applied to a plant simultaneously with them.
The seed of the present invention is a plant seed to which an effective amount of the inventive composition is attached. The inventive composition may be attached to the plant either directly or indirectly.
To attach the inventive composition to the plant seed, the inventive composition may completely or partially coat the seed, may be dispersed on the seed surface, and/or may exist inside of the seed.
Examples of embodiment of the inventive composition include the following.
(A) The inventive compositions of the following combinations of the present compound and one or more compounds selected from Group A to Group E:
A combination of any one of the present compounds 1 to 448 and "a64"
A combination of any one of the present compounds 1 to 448 and " 65"
A combination of any one of the present compounds 1 to 448 and " 66"
A combination of any one of the present compounds 1 to 448 and " 67"
A combination of any one of the present compounds 1 to 448 and "a68"
A combination of any one of the present compounds 1 to 448 and "a69"
A combination of any one of the present compounds 1 to 448 and "a70"
A combination of any one of the present compounds 1 to 448 and λα71"
A combination of any one of the present compounds 1 to 448 and "a72"
A combination of any one of the present compounds 1 to 448 and "a73"
A combination of any one of the present compounds 1 to 448 and a74"
A combination of any one of the present compounds 1 to 448 and "a75"
A combination of any one of the present compounds 1 to 448 and "a76"
A combination of any one of the present compounds 1 to 448 and "a77"
A combination of any one of the present compounds 1 to 448 and " 78"
A combination of any one of the present compounds 1 to 448 and " 79" A combination of any one of the present compounds 1 to 448 and "a80"
A combination of any one of the present compounds 1 to 448 and "a81"
A combination of any one of the present compounds 1 to 448 and "a82"
A combination of any one of the present compounds 1 to 448 and "a83"
A combination of any one of the present compounds 1 to 448 and "a84"
A combination of any one of the present compounds 1 to 448 and " 85"
A combination of any one of the present compounds 1 to 448 and "a86"
A combination of any one of the present compounds 1 to 448 and "a87"
A combination of any one of the present compounds 1 to 448 and " 88"
A combination of any one of the present compounds 1 to 448 and "a89"
A combination of any one of the present compounds 1 to 448 and "a9Q"
A combination of any one of the present compounds 1 to 448 and "a91"
A combination of any one of the present compounds 1 to 448 and "a92"
A combination of any one of the present compounds 1 to 448 and "a95"
A combination of any one of the present compounds 1 to 448 and "a96"
A combination of any one of the present compounds 1 to 448 and "a97"
A combination of any one of the present compounds 1 to 448 and "a98"
A combination of any one of the present compounds 1 to 448 and "a99"
A combination of any one of the present compounds 1 to 448 and "alOO"
A combination of any one of the present compounds 1 to 448 and "alOl"
A combination of any one of the present compounds 1 to 448 and "al02"
A combination of any one of the present compounds 1 to 448 and " l03"
A combination of any one of the present compounds 1 to 448 and "al04"
A combination of any one of the present compounds 1 to 448 and α105"
A combination of any one of the present compounds 1 to 448 and λΧ 106"
A combination of any one of the present compounds 1 to 448 and "al07"
A combination of any one of the present compounds 1 to 448 and "α108"
A combination of any one of the present compounds 1 to 448 and "al09"
A combination of any one of the present compounds 1 to 448 and "alio"
A combination of any one of the present compounds 1 to 448 and "alll"
A combination of any one of the present compounds 1 to 448 and
"all2"
A combination of any one of the present compounds 1 to 448 and
"all3"
A combination of any one of the present compounds 1 to 448 and "all4"
A combination of any one of the present compounds 1 to 448 and "all5"
A combination of any one of the present compounds 1 to 448 and "all6"
A combination of any one of the present compounds 1 to 448 and "all7"
A combination of any one of the present compounds 1 to 448 and "all8"
A combination of any one of the present compounds 1 to 448 and "all9"
A combination of any one of the present compounds 1 to 448 and "al20"
A combination of any one of the present compounds 1 to 448 and
"al21"
A combination of any one of the present compounds 1 to 448 and
"al22"
A combination of any one of the present compounds 1 to 448 and
"al23"
A combination of any one of the present compounds 1 to 448 and
"al24"
A combination of any one of the present compounds 1 to 448 and "al25" A combination of any one of the present compounds 1 to 448 and "al26"
A combination of any one of the present compounds 1 to 448 and
"al27"
A combination of any one of the present compounds 1 to 448 and
" l28"
A combination of any one of the present compounds 1 to 448 and "al29"
A combination of any one of the present compounds 1 to 448 and "al30"
A combination of any one of the present compounds 1 to 448 and
" l31"
A combination of any one of the present compounds 1 to 448 and "a6" A combination of any one of the present compounds 1 to 448 and "a7" A combination of any one of the present compounds 1 to 448 and
"a210"
A combination of any one of the present compounds 1 to 448 and
"a211"
A combination of any one of the present compounds 1 to 448 and "a212"
A combination of any one of the present compounds 1 to 448 and
"a213"
A combination of any one of the present compounds 1 to 448 and
" 214"
A combination of any one of the present compounds 1 to 448 and
"a215"
A combination of any one of the present compounds 1 to 448 and
"cx216"
A combination of any one of the present compounds 1 to 448 and "a217"
A combination of any one of the present compounds 1 to 448 and "a218"
A combination of any one of the present compounds 1 to 448 and
"a220"
A combination of any one of the present compounds 1 to 448 and "α221"
A combination of any one of the present compounds 1 to 448 and
" 222"
A combination of any one of the present compounds 1 to 448 and "a223"
A combination of any one of the present compounds 1 to 448 and
"a224"
A combination of any one of the present compounds 1 to 448 and
"a225"
A combination of any one of the present compounds 1 to 448 and " 226"
A combination of any one of the present compounds 1 to 448 and "a227"
A combination of any one of the present compounds 1 to 448 and "a228"
A combination of any one of the present compounds 1 to 448 and " 229"
A combination of any one of the present compounds 1 to 448 and "a230"
A combination of any one of the present compounds 1 to 448 and "α231"
A combination of any one of the present compounds 1 to 448 and "a232"
A combination of any one of the present compounds 1 to 448 and " 233"
A combination of any one of the present compounds 1 to 448 and "a234"
A combination of any one of the present compounds 1 to 448 and
"a235"
A combination of any one of the present compounds 1 to 448 and "a236"
A combination of any one of the present compounds 1 to 448 and " 237"
A combination of any one of the present compounds 1 to 448 and "a238" A combination of any one of the present compounds 1 to 448 and
"a239"
A combination of any one of the present compounds 1 to 448 and "a240"
A combination of any one of the present compounds 1 to 448 and "a241"
A combination of any one of the present compounds 1 to 448 and
"a242"
A combination of any one of the present compounds 1 to 448 and "a243"
A combination of any one of the present compounds 1 to 448 and "a244"
A combination of any one of the present compounds 1 to 448 and "a245"
A combination of any one of the present compounds 1 to 448 and "a246"
A combination of any one of the present compounds 1 to 448 and "a247"
A combination of any one of the present compounds 1 to 448 and "a248"
A combination of any one of the present compounds 1 to 448 and "a249"
A combination of any one of the present compounds 1 to 448 and
"0(250"
A combination of any one of the present compounds 1 to 448 and "a251"
A combination of any one of the present compounds 1 to 448 and
"a252"
A combination of any one of the present compounds 1 to 448 and "a253"
A combination of any one of the present compounds 1 to 448 and "a254"
A combination of any one of the present compounds 1 to 448 and
"0(255"
A combination of any one of the present compounds 1 to 448 and " 257"
A combination of any one of the present compounds 1 to 448 and
"a258"
A combination of any one of the present compounds 1 to 448 and "a260"
A combination of any one of the present compounds 1 to 448 and
" 261"
A combination of any one of the present compounds 1 to 448 and
"a262"
A combination of any one of the present compounds 1 to 448 and
"a263"
A combination of any one of the present compounds 1 to 448 and "a265"
A combination of any one of the present compounds 1 to 448 and "a266"
A combination of any one of the present compounds 1 to 448 and " 267"
A combination of any one of the present compounds 1 to 448 and "a266"
A combination of any one of the present compounds 1 to 448 and
"a267"
A combination of any one of the present compounds 1 to 448 and
" 264"
A combination of any one of the present compounds 1 to 448 and "a274"
(B) The inventive compositions of the following combinations of the present compound and one or more compounds selected from Group A to Group E:
A combination of any one of the present compounds 1 to 448, " lO" and "al45"
A combination of any one of the present compounds 1 to 448, "alO" and " l33"
A combination of any one of the present compounds 1 to 448 , " lO" and "al34"
A combination of any one of the present compounds 1 to 448, "alO" and "α132"
A combination of any one of the present compounds 1 to 448, "alO" and "al40"
A combination of any one of the present compounds 1 to 448, "alO" and "al38"
A combination of any one of the present compounds 1 to 448, "alO" and "al35"
A combination of any one of the present compounds 1 to 448, "alO" and " l36"
A combination of any one of the present compounds 1 to 448, "alO" and " l96"
A combination of any one of the present compounds 1 to 448, "alO" and "al39"
A combination of any one of the present compounds 1 to 448, "alO" and " l69"
A combination of any one of the present compounds 1 to 448, "alO" and "al68"
A combination of any one of the present compounds 1 to 448, "alO" and "α172"
A combination of any one of the present compounds 1 to 448, "alO" and "al79"
A combination of any one of the present compounds 1 to 448, "alO" and "al80"
A combination of any one of the present compounds 1 to 448, "alO" and " 206"
A combination of any one of the present compounds 1 to 448, "alO" and "a259"
A combination of any one of the present compounds 1 to 448, "alO" and "a256"
A combination of any one of the present compounds 1 to 448, "alO" and "a200"
A combination of any one of the present compounds 1 to 448, "alO" and "a204"
A combination of any one of the present compounds 1 to 448, MalO" and "a203" A combination of any one of the present compounds 1 to 448, " lO" and "a205"
A combination of any one of the present compounds 1 to 448, "alO" and "a267"
A combination of any one of the present compounds 1 to 448, "alO" and "0(264"
A combination of any one of the present compounds 1 to 448, "alO" and " 49"
A combination of any one of the present compounds 1 to 448, "alO" and "a87"
A combination of any one of the present compounds 1 to 448, "alO" and "a208"
A combination of any one of the present compounds 1 to 448, "alO" and "a207"
A combination of any one of the present compounds 1 to 448, "alO" and "a4"
A combination of any one of the present compounds 1 to 448, "alO" and "a2"
A combination of any one of the present compounds 1 to 448, "alO" and "a3"
A combination of any one of the present compounds 1 to 448, "alO" and "al"
A combination of any one of the present compounds 1 to 448, "alO" and "a8"
A combination of any one of the present compounds 1 to 448, "alO" and "al80"
A combination of any one of the present compounds 1 to 448, "alO" and " l93"
A combination of any one of the present compounds 1 to 448, "alO" and "al87"
A combination of any one of the present compounds 1 to 448, "alO" and " 260"
A combination of any one of the present compounds 1 to 448, "alO" and "al97"
A combination of any one of the present compounds 1 to 448, "a9" and "α145"
A combination of any one of the present compounds 1 to 448, "a9" and " l33"
A combination of any one of the present compounds 1 to 448, "a9" and " l34"
A combination of any one of the present compounds 1 to 448, "a9" and " l32"
A combination of any one of the present compounds 1 to 448, "a9" and "al40"
A combination of any one of the present compounds 1 to 448, " 9" and "al38"
A combination of any one of the present compounds 1 to 448, "a9" and "al35"
A combination of any one of the present compounds 1 to 448, " 9" and "al36"
A combination of any one of the present compounds 1 to 448, ,λα9" and ,λα196"
A combination of any one of the present compounds 1 to 448, " 9" and "α139"
A combination of any one of the. resent compounds 1 to 448, "a9" and " 207"
A combination of any one of the present compounds 1 to 448, "a9" and " l68"
A combination of any one of the present compounds 1 to 448, " 9" and "al72"
A combination of any one of the present compounds 1 to 448, " 9" and α179"
A combination of any one of the present compounds 1 to 448, "a9" and "al80"
A combination of any one of the present compounds 1 to 448, "a9" and " 206"
A combination of any one of the present compounds 1 to 448, "a9" and "a259"
A combination of any one of the present compounds 1 to 448, " 9" and " 256" A combination of any one of the present compounds 1 to 448, "a9" and "a200"
A combination of any one of the present compounds 1 to 448, "a9" and "a204"
A combination of any one of the present compounds 1 to 448, "a9" and "a203"
A combination of any one of the present compounds 1 to 448, "a9" and "0(205"
A combination of any one of the present compounds 1 to 448, "a9" and "a267"
A combination of any one of the present compounds 1 to 448, "a9" and "a264"
A combination of any one of the present compounds 1 to 448, "a9" and "a49"
A combination of any one of the present compounds 1 to 448, "a9" and "a87"
A combination of any one of the present compounds 1 to 448, "a9" and "a208"
A combination of any one of the present compounds 1 to 448, "a9" and "a207"
A combination of any one of the present compounds 1 to 448, "a9" and "a4"
A combination of any one of the present compounds 1 to 448, "a9" and "a2"
A combination of any one of the present compounds 1 to 448, "a9" and "a3"
A combination of any one of the present compounds 1 to 448, "a9" and Mal"
A combination of any one of the present compounds 1 to 448, "a9" and "a8"
A combination of any one of the present compounds 1 to 448, "a9" and "al75"
A combination of any one of the present compounds 1 to 448, "a9" and "0(193"
A combination of any one of the present compounds 1 to 448, "a9" and "α187"
A combination of any one of the present compounds 1 to 448, "a9" and "a260"
A combination of any one of the present compounds 1 to 448, " 9" and "al97"
A combination of any one of the present compounds 1 to 448, "all" and "al45"
A combination of any one of the present compounds 1 to 448, "all" and "al33"
A combination of any one of the present compounds 1 to 448, "all" and "al34"
A combination of any one of the present compounds 1 to 448, "all" and "al32"
A combination of any one of the present compounds 1 to 448, "all" and "al40"
A combination of any one of the present compounds 1 to 448, "all" and "al38"
A combination of any one of the present compounds 1 to 448, "all" and "al35"
A combination of any one of the present compounds 1 to 448, "all" and "al36"
A combination of any one of the present compounds 1 to 448, "all" and "al96"
A combination of any one of the present compounds 1 to 448, "all" and "al39"
A combination of any one of the present compounds 1 to 448, "all" and "al69"
A combination of any one of the present compounds 1 to 448, "all" and "al68"
A combination of any one of the present compounds 1 to 448, "all" and "al72"
A combination of any one of the present compounds 1 to 448, "all" and "al79"
A combination of any one of the present compounds 1 to 448, "all" and "al80" A combination of any one of the present compounds 1 to 448, "all' and "a206"
A combination of any one of the present compounds 1 to 448, "all' and "a259"
A combination of any one of the present compounds 1 to 448, "all' and "a256"
A combination of any one of the present compounds 1 to 448, "all' and "a200"
A combination of any one of the present compounds 1 to 448, "all' and "a204"
A combination of any one of the present compounds 1 to 448, "all' and "a203"
A combination of any one of the present compounds 1 to 448, "all' and "a205"
A combination of any one of the present compounds 1 to 448, "all' and "a267"
A combination of any one of the present compounds 1 to 448, "all' and "a264"
A combination of any one of the present compounds 1 to 448, "all' and "a49"
A combination of any one of the present compounds 1 to 448, "all' and "a87"
A combination of any one of the present compounds 1 to 448, "all' and "a208"
A combination of any one of the present compounds 1 to 448, "all' and "a207"
A combination of any one of the present compounds 1 to 448, "all" and "a4"
A combination of any one of the present compounds 1 to 448, "all" and "a2"
A combination of any one of the present compounds 1 to 448, "all" and "a3"
A combination of any one of the present compounds 1 to 448, "all" and "al"
A combination of any one of the present compounds 1 to 448, "all" and "οί8"
A combination of any one of the present compounds 1 to 448, "all" and "al75"
A combination of any one of the present compounds 1 to 448, "all" and "al93"
A combination of any one of the present compounds 1 to 448, "all" and "al87"
A combination of any one of the present compounds 1 to 448, "all" and "a260"
A combination of any one of the present compounds 1 to 448, "all" and "al97"
A combination of any one of the present compounds 1 to 448, "a20" and "al45"
A combination of any one of the present compounds 1 to 448, "a20" and "al33"
A combination of any one of the present compounds 1 to 448, "a20" and "al34"
A combination of any one of the present compounds 1 to 448, "a20" and "al32"
A combination of any one of the present compounds 1 to 448, "a20" and ΛΝα140"
A combination of any one of the present compounds 1 to 448, "a20" and "al38"
A combination of any one of the present compounds 1 to 448, "a20" and "al35"
A combination of any one of the present compounds 1 to 448, "a20" and "al36"
A combination of any one of the present compounds 1 to 448, "a20" and "al96"
A combination of any one of the present compounds 1 to 448, "a20" and "al39"
A combination of any one of the present compounds 1 to 448, "a20" and "al69"
A combination of any one of the present compounds 1 to 448, "a20" and "al68" A combination of any one of the present compotxnds 1 to 448 » " 20" and "al72"
A combination of any one of the present compounds 1 to 448 , "a20" and "al79"
A combination of any one of the present compounds 1 to 448 , "a20" and "al80"
A combination of any one of the present compounds 1 to 448 , "a20" and "a206"
A combination of any one of the present compounds 1 to 448 , "a20" and " 259"
A combination of any one of the present compounds 1 to 448 , "a20" and "a256"
A combination of any one of the present compounds 1 to 448 , "a20" and "a200"
A combination of any one of the present compounds 1 to 448 , "a20" and "a204"
A combination of any one of the present compounds 1 to 448 , " 20" and "a203"
A combination of any one of the present compounds 1 to 448 , α20" and "a205"
A combination of any one of the present compounds 1 to 448 , "a20" and "a267"
A combination of any one of the present compounds 1 to 448 , "a20" and "a264"
A combination of any one of the present compounds 1 to 448 , "a20" and , a49"
A combination of any one of the present compounds 1 to 448 , "a20" and " 87"
A combination of any one of the present compounds 1 to 448 , "a20" and "a208"
A combination of any one of the present compounds 1 to 448 , 20" and M 207"
A combination of any one of the present compounds 1 to 448 , "a20" and " 4"
A combination of any one of the present compounds 1 to 448 , "ot20" and ,λα2"
A combination of any one of the present compoxands 1 to 448, "a20" and "a3"
A combination of any one of the present compounds 1 to 448, "a20" and "al"
A combination of any one of the present compounds 1 to 448, ,α20" and "0(8"
A combination of any one of the present compounds 1 to 448, "a49" and " l45"
A combination of any one of the present compounds 1 to 448, "a49" and "al33"
A combination of any one of the present compounds 1 to 448, "a49" and "al34"
A combination of any one of the present compounds 1 to 448, "a49" and " l32"
A combination of any one of the present compounds 1 to 448, "a49" and "al40"
A combination of any one of the present compounds 1 to 448, " 49" and " l38"
A combination of any one of the present compounds 1 to 448, "a49" and ,α135"
A combination of any one of the present compounds 1 to 448, " 49" and "al36"
A combination of any one of the present compounds 1 to 448, "a49" and " l96"
A combination of any one of the present compounds 1 to 448, λΛ 49" and "al39"
A combination of any one of the present compounds 1 to 448, "a49" and "al69"
A combination of any one of the present compounds 1 to 448, "a49" and "al68"
A combination of any one of the present compounds 1 to 448, λ, 49" and " l72"
A combination of any one of the present compounds 1 to 448, "a49" and "al79" A combination of any one of the present compounds 1 to 448, "a49" and "al80"
A combination of any one of the present compounds 1 to 448, "a49" and "a206"
A combination of any one of the present compounds 1 to 448, "a49" and " 259"
A combination of any one of the present compounds 1 to 448, "a49" and "a256"
A combination of any one of the present compounds 1 to 448, " 49" and "a200"
A combination of any one of the present compounds 1 to 448, "a49" and "a204"
A combination of any one of the present compounds 1 to 448, " 49" and "a203"
A combination of any one of the present compounds 1 to 448, " 49" and "a205"
A combination of any one of the present compounds 1 to 448, "a49" and " 267"
A combination of any one of the present compounds 1 to 448, "a49" and "a264"
A combination of any one of the present compounds 1 to 448, " 49" and "a87"
A combination of any one of the present compounds 1 to 448, "a49" and "a208"
A combination of any one of the present compounds 1 to 448, "a49" and " 207"
A combination of any one of the present compounds 1 to 448, "a49" and "a4"
A combination of any one of the present compounds 1 to 448, "a49" and "a2"
A combination of any one of the present compounds 1 to 448, α49" and "ctf"
A combination of any one of the present compounds 1 to 448, "a49" and "al"
A combination of any one of the present compounds 1 to 448, " 49" and ,α8"
A combination of any one of the present compounds 1 to 448, "a87" and "al45"
A combination of any one of the present compounds 1 to 448, " 87" and " l33"
A combination of any one of the present compounds 1 to 448, "a87" and " l34"
A combination of any one of the present compounds 1 to 448, "a87" and "al32"
A combination of any one of the present compounds 1 to 448, " 87" and "al40"
A combination of any one of the present compounds 1 to 448, " 87" and "al38"
A combination of any one of the present compounds 1 to 448, " 87" and λΧα135"
A combination of any one of the present compounds 1 to 448, "a87" and "al36"
A combination of any one of the present compounds 1 to 448, "a87" and α196"
A combination of any one of the present compounds 1 to 448, "a87" and "al39"
A combination of any one of the present compounds 1 to 448, " 87" and "al69"
A combination of any one of the present compounds 1 to 448, "a87" and " l68"
A combination of any one of the present compounds 1 to 448, " 87" and " l72"
A combination of any one of the present compounds 1 to 448, "a87" and "al79"
A combination of any one of the present compounds 1 to 448, " 87" and "al80"
A combination of any one of the present compounds 1 to 448, X 87" and " 206"
A combination of any one of the present compounds 1 to 448, " 87" and λνα259" A combination of any one of the present compounds 1 to 448, "a87" and "a256"
A combination of any one of the present compounds 1 to 448, "a87" and "a200"
A combination of any one of the present compounds 1 to 448, ΛΧα87" and "a204"
A combination of any one of the present compounds 1 to 448, "a87" and λα203"
A combination of any one of the present compounds 1 to 448, " 87" and "a205"
A combination of any one of the present compounds 1 to 448, " 87" and NV 267"
A combination of any one of the present compounds 1 to 448, "a87" and "a264"
A combination of any one of the present compounds 1 to 448, "a87" and "a208"
A combination of any one of the present compounds 1 to 448, " 87" and " 207"
A combination of any one of the present compounds 1 to 448, "a87" and "a4"
A combination of any one of the present compounds 1 to 448, "a87" and " 2"
A combination of any one of the present compounds 1 to 448, "a87" and "a3"
A combination of any one of the present compounds 1 to 448, "a87" and "al"
A combination of any one of the present compounds 1 to 448, " 87" and "a8"
A combination of any one of the present compounds 1 to. 448, "a87" and "al97"
A combination of any one of the present compounds 1 to 448, λλα179" and "al45"
A combination of any one of the present compounds 1 to 448, " l79" and " l33"
A combination of any one of the present compounds 1 to 448, "al79" and " 134"
A combination of any one of the present compounds 1 to 448, "α179' and "al32"
A combination of any one of the present compounds 1 to 448, "α179' and "al40"
A combination of any one of the present compounds 1 to 448, "α179' and "al38"
A combination of any one of the present compounds 1 to 448, "α179' and " l35"
A combination of any one of the present compounds 1 to 448, "α179' and " l36"
A combination of any one of the present compounds 1 to 448, "α179' and "al96"
A combination of any one of the present compounds 1 to 448, "α179' and "al39"
A combination of any one of the present compounds 1 to 448, "α179' and "al69"
A combination of any one of the present compounds 1 to 448, "α179' and "al68"
A combination of any one of the present compounds 1 to 448, "α179' and "al72"
A combination of any one of the present compounds 1 to 448, " 179' and "0(206"
A combination of any one of the present compounds 1 to 448, "οί179' and "a259"
A combination of any one of the present compounds 1 to 448, "α179' and "a200"
A combination of any one of the present compounds 1 to 448, "α179'' and "a204"
A combination of any one of the present compounds 1 to 448, " l79" and "a203"
A combination of any one of the present compounds 1 to 448, Χα179" and " 205"
A combination of any one of the present compounds 1 to 448, x l79" and " 267" A combination of any one of the present compounds 1 to 448, "α179' and "0(264"
A combination of any one of the present compounds 1 to 448, "α179' and "a208"
A combination of any one of the present compounds 1 to 448, "α179' and "a207"
A combination of any one of the present compounds 1 to 448, "α179' and " 4"
A combination of any one of the present compounds 1 to 448, "α179' and " 2"
A combination of any one of the present compounds 1 to 448, "α179' and " 3"
A combination of any one of the present compounds 1 to 448, "α179' and "al"
A combination of any one of the present compounds 1 to 448, "α179' and "a8"
A combination of any one of the present compounds 1 to 448, "α179' and "al97"
A combination of any one of the present compounds 1 to 448, "αΐδθ' and "al45"
A combination of any one of the present compounds 1 to 448, "α180' and " l33"
A combination of any one of the present compounds 1 to 448, " 180' and "al34"
A combination of any one of the present compounds 1 to 448, " ΐδθ' and "al32"
A combination of any one of the present compounds 1 to 448, " l80" and "al40"
A combination of any one of the present compounds 1 to 448, "al80" and "al38"
A combination of any one of the present compounds 1 to 448, " l80" and "al35"
A combination of any one of the present compounds 1 to 448, 180" and " l36"
A combination of any one of the present compounds 1 to 448, "al80" and "α196"
A combination of any one of the present compounds 1 to 448, "αΐδθ' and " l39"
A combination of any one of the present compounds 1 to 448, "α180' and "al69"
A combination of any one of the present compounds 1 to 448, "αΐδθ' and "al68"
A combination of any one of the present compounds 1 to 448, "α180' and "al72"
A combination of any one of the present compounds 1 to 448, "αΐδθ' and " 206"
A combination of any one of the present compounds 1 to 448, "α180' and "a259"
A combination of any one of the present compounds 1 to 446, "αΐβθ' and "α200"
A combination of any one of the present compounds 1 to 446, "αΐβθ' and λ,α204"
A combination of any one of the present compounds 1 to 446, "αΐδθ' and "a203"
A combination of any one of the present compounds 1 to 448, " ΐβθ' and "a205"
A combination of any one of the present compounds 1 to 448, "αΐβθ' and " 267"
A combination of any one of the present compounds 1 to 448, "αΐβθ' and "a264"
A combination of any one of the present compounds 1 to 446, " ΐδθ' and "a208"
A combination of any one of the present compounds 1 to 448, "α180' and "a207"
A combination of any one of the present compounds 1 to 448, "αΐδθ' and "a4"
A combination of any one of the present compounds 1 to 446, "al80" and "a2"
A combination of any one of the present compounds 1 to 446, "al80" and "a3" A combination of any one of the present compounds 1 to 448, "al80" and "oil"
A combination of any one of the present compounds 1 to 448, "al80" and "a8"
A combination of any one of the present compounds 1 to 448, "al80" and "al97"
A combination of any one of the present compounds 1 to 448, "a206" and "al45"
A combination of any one of the present compounds 1 to 448, "a206" and "al33"
A combination of any one of the present compounds 1 to 448, "a206" and "oil34"
A combination of any one of the present compounds 1 to 448, "a206" and " l32"
A combination of any one of the present compounds 1 to 448, "a206" and "al40"
A combination of any one of the present compounds 1 to 448, "a206" and "al38"
A combination of any one of the present compounds 1 to 448, "a206" and "al35"
A combination of any one of the present compounds 1 to 448, "a206" and "al36"
A combination of any one of the present compounds 1 to 448, " 206" and "al96"
A combination of any one of the present compounds 1 to 448, ,a206" and λα139"
A combination of any one of the present compounds 1 to 448, " 206" and "al69"
A combination of any one of the present compounds 1 to 448, "a206" and "al68"
A combination of any one of the present compounds 1 to 448, " 206" and "al72"
A combination of any one of the present compounds 1 to 448, "a206" and "a259"
A combination of any one of the present compounds 1 to 448, ,λ 206" and "α200"
A combination of any one of the present compounds 1 to 448, "a206" and "a204"
A combination of any one of the present compounds 1 to 448, "a206" and "a203"
A combination of any one of the present compounds 1 to 448, "a206" and "a205"
A combination of any one of the present compounds 1 to 448, "a206" and " 267"
A combination of any one of the present compounds 1 to 448, "a206" and "a264"
A combination of any one of the present compounds 1 to 448, "a206" and "a208"
A combination of any one of the present compounds 1 to 448, "a206" and " 207"
A combination of any one of the present compounds 1 to 448, " 206" and " 4"
A combination of any one of the present compounds 1 to 448, " 206" and ,λα2"
A combination of any one of the present compounds 1 to 448, ,α206" and "a3"
A combination of any one of the present compounds 1 to 448, ,α206" and " l"
A combination of any one of the present compounds 1 to 448, "a206" and " 8"
A combination of any one of the present compounds 1 to 448, , 206" and λλα197"
A combination of any one of the present compounds 1 to 448, " l45" and "al69"
A combination of any one of the present compounds 1 to 448, "al45" and "al68"
A combination of any one of the present compounds 1 to 448, "al45" and "al72"
A combination of any one of the present compounds 1 to 448, " l45" and λ 259" A combination of any one of the present compounds 1 to 448, " 145' and "a200"
A combination of any one of the present compounds 1 to 448, " 145' and " 204"
A combination of any one of the present compounds 1 to 448, "α145' and "a203"
A combination of any one of the present compounds 1 to 448, "α145' and "a205"
A combination of any one of the present compounds 1 to 448, " 145' and "a9"
A combination of any one of the present compounds 1 to 448, "α145' and "a264"
A combination of any one of the present compounds 1 to 448, "α145' and "a208"
A combination of any one of the present compounds 1 to 448, "α145' and λ,α207"
A combination of any one of the present compounds 1 to 448, "α145' and "a4"
A combination of any one of the present compounds 1 to 448, "α145' and "a2"
A combination of any one of the present compounds 1 to 448, "α145' and "a3"
A combination of any one of the present compounds 1 to 448, " 145' and "al"
A combination of any one of the present compounds 1 to 448, "α145' and "oi8"
A combination of any one of the present compounds 1 to 448, "α133'' and ,λα169"
A combination of any one of the present compounds 1 to 448, "α133' and "al68"
A combination of any one of the present compounds 1 to 448, " l33" and "al72"
A combination of any one of the present compounds 1 to 448, "al33" and "a259"
A combination of any one of the present compounds 1 to 448, "al33" and "α200"
A combination of any one of the present compounds 1 to 448, Λλα133" and " 204"
A combination of any one of the present compounds 1 to 448, " l33" and "a203"
A combination of any one of the present compounds 1 to 448, "al33" and "a205"
A combination of any one of the present compounds 1 to 448, "al33" and "a267"
A combination of any one of the present compounds 1 to 448, "al33" and " 264"
A combination of any one of the present compounds 1 to 448, "al33" and "a208"
A combination of any one of the present compounds 1 to 448, "al33" and "a207"
A combination of any one of the present compounds 1 to 448, λλα133" and ,λα4"
A combination of any one of the present compounds 1 to 448, " l33" and "a2"
A combination of any one of the present compounds 1 to 448, "o(133" and " 3"
A combination of any one of the present compounds 1 to 448, "al33" and "oil"
A combination of any one of the present compounds 1 to 448, ,α133" and "a8"
A combination of any one of the present compounds 1 to 448, " l32" and "al69"
A combination of any one of the present compounds 1 to 448, λ,α132" and "al68"
A combination of any one of the present compounds 1 to 448, "al32" and "al72"
A combination of any one of the present compounds 1 to 448, "al32" and "a259"
A combination of any one of the present compounds 1 to 448, "oil32" and " 200" A combination of any one of the present compounds 1 to 448, "α132' and "a204"
A combination of any one of the present compounds 1 to 448, "α132' and "a203"
A combination of any one of the present compounds 1 to 448, "α132' and "a205"
A combination of any one of the present compounds 1 to 448, "α132' and "a267"
A combination of any one of the present compounds 1 to 448, "α132' and "a264"
A combination of any one of the present compounds 1 to 448, "α132' and "a208"
A combination of any one of the present compounds 1 to 448, " 132' and " 207"
A combination of any one of the present compounds 1 to 448, " 132' and "a4"
A combination of any one of the present compounds 1 to 448, "ο;132' and " 2"
A combination of any one of the present compounds 1 to 448, " 132' and λ,α3"
A combination of any one of the present compounds 1 to 448, "α132' and " l"
A combination of any one of the present compounds 1 to 448, "α132' and "a8"
A combination of any one of the present compounds 1 to 448, " 134' and " l69"
A combination of any one of the present compounds 1 to 448, "α134' and "al68"
A combination of any one of the present compounds 1 to 448, "α134' and " l72"
A combination of any one of the present compounds 1 to 448, " 134' and " 259"
A combination of any one of the present compounds 1 to 448, " 134' and "a200"
A combination of any one of the present compounds 1 to 448, "a134" and ,α204"
A combination of any one of the present compounds 1 to 448, "al34" and "a203"
A combination of any one of the present compounds 1 to 448, "al34" and " 205"
A combination of any one of the present compounds 1 to 448, " l34" and "a267"
A combination of any one of the present compounds 1 to 448, "al34" and "a264"
A combination of any one of the present compounds 1 to 448, α134" and "a208"
A combination of any one of the present compounds 1 to 448, λα134" and "a207"
A combination of any one of the present compounds 1 to 448, "al34" and ,α4"
A combination of any one of the present compounds 1 to 448, "al34" and "a2"
A combination of any one of the present compounds 1 to 448, "oil34" and "a3"
A combination of any one of the present compounds 1 to 448, "al34" and "al"
A combination of any one of the present compounds 1 to 448, "al34" and "a8"
A combination of any one of the present compounds 1 to 448, "al40" and "al69"
A combination of any one of the present compounds 1 to 448, "al40" and "al68"
A combination of any one of the present compounds 1 to 448, "al40" and "al72"
A combination of any one of the present compounds 1 to 448, "al40" and "a259"
A combination of any one of the present compounds 1 to 448, λ,α140" and "cx200"
A combination of any one of the present compounds 1 to 448, "al40" and "a204" A combination of any one of the present compounds 1 to 448, "al40" and "a203"
A combination of any one of the present compounds 1 to 448, "al40" and "a205"
A combination of any one of the present compounds 1 to 448, "al40" and "a267"
A combination of any one of the present compounds 1 to 448, " l40" and "a264"
A combination of any one of the present compounds 1 to 448, "al40" and "a208"
A combination of any one of the present compounds 1 to 448, "al40" and "a207"
A combination of any one of the present compounds 1 to 448, "al40" and "a4"
A combination of any one of the present compounds 1 to 448, "al40" and "a2"
A combination of any one of the present compounds 1 to 448, "al40" and "a3"
A combination of any one of the present compounds 1 to 448, "al40" and "al"
A combination of any one of the present compounds 1 to 448, "al40" and "a8"
Examples
Hereinafter, the present invention will be described in more detail by means of Formulation Examples and Test Examples.
However, the present invention is not limited to the following
Examples. It should be noted that in the following Examples, the term "part(s)" represents part(s) by weight unless otherwise
specified.
First, Formulation Examples will be shown.
Table 3 shows specific formulations of the inventive compositions in the following preparation examples. The inventive compositions containing the components in Table 3 are numbered and referred to, for example, as "Inventive Composition 1". In Table 3, in Component 1 represents one of the present compounds 1 to 448, and the numbers in the square brackets denote parts by weight of the components of the inventive composition (note that, the total parts by weight of the components of the inventive composition is not necessarily 100 parts by weight ) .
Table 3
No. Component 1 Component 2 Component 3 Component 4 Component 5 Component 6 Component ?
1 *[5] Oi10[5] a256[10] 0(1 [5]
2 *[5] a10[5] 256[10] 169[5]
3 *[5] 10[5] a256[10] al68[10]
4 *ca io[5] a256[10] Oi172[10]
5 *[5] aio[5] 256[10] Oi133[10]
6 *[5] aio[5] a256[10] ai40[io]
7 *[5] aio[5] a256[10] a135[10]
8 *[5] aio[5] a256[10] a132[10]
9 *[5] io[5] a256[10] a134[10]
10 *[5] aio[5] a256[10] a145[10]
11 *[5] aio[5] a256[10] a213[1]
12 *[5] io[5] a256[10] a206[4]
13 *[5] aio[5] a256[10] a208[5]
14 *[5] aio[5] a256[10] a259[10]
15 *[5] io[5] 256[10] 209[10]
16 *[5] aio[5] a256[10] 199[10]
17 *[5] aio[5] a256[10] a219[10]
18 *[5] aio[5] a256[10] 214[10]
19 *[5] aio[5] 179[10] ai [5]
20 *[5] io[5] a179[10] a169[10]
21 *[5] io[5] a179[10] a168[10]
22 *[5] aio[5] a179[10] a172[10]
23 *[5] io[5] a179[10] a133[10]
24 *[5] io[5] Oi179[10] ai40[io]
25 *[5] aio[5] a179[10] a135[10]
26 *[5] aio[5] CX179[10] Oi132[10]
27 *[5] io[5] X179[10] a134[10]
28 *[5] io[5] a179[10] a145[10]
29 *[5] aio[5] a179[10] a213[1]
30 *[5] aio[5] 179[10] 206[4]
31 *[5] aio[5] a179[10] a209[10]
32 *[5] aio[5] a179[10] a199[10]
33 *[5] aio[5] a179[10] 214[10]
34 *[5] aio[5] 180[0.6] a169[0.4]
35 *[5] aio[5] a180[0.6] al72[0.4]
36 *[10] aioflo] a180[0.6] ai40[io]
37 *[10] aio[io] a180[0.6] a135[10]
38 *[10] aio[io] a180[0.6] a132[10]
39 *[10] aio[io] a180[0.6] a134[10]
40 *[10] aio[io] a180[0.6] a145[10] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component 5 Component 6 Component 7
41 *[10] a10[10] a180[0.6] a213[1]
42 ♦[10] io[io] a180[0.6] a206[4]
43 *[10] io[io] a180[0.6] a206[3 ] 168[5]
44 *[10] aio[io] 180[0.6] a208[5]
45 ♦[10] aio[io] a180[0.6] a259[10]
46 ♦[10] aio[io] a180[0.6] a209[10]
47 ♦[10] aio[io] Oi180[0.6] a199[10]
48 ♦[10] aio[io] l80[0.6] a214[10]
49 ♦[5] io[5] a207[5] a219[10] a169[5] i[5]
50 ♦[5] aio[5] a207[10] a219[10] 169[5] a208[5]
51 ♦[5] aio[5] a207[10] 219[10] 169[5] l33[5]
52 ♦[5] aio[5] a207[5] a219[10] a169[5] l79[5]
53 ♦[5] io[5] al79[5] a219[10] a169[5] CX133[5]
54 ♦[5] ai0[5] al80[2] a219[10] a169[5] l33[5]
55 ♦[5] ai0[5] al79[5] a219[10] a169[5] ai[5]
56 ♦[5] aio[5] 180[2] a219[10] a169[5] i[5]
57 ♦[5] aio[5] Oi179[5] a219[10] a169[5] «208[10]
58 *[5] io[5] 180[2] a219[10] a169[5] a208[10]
59 ♦[5] io[5] a179[5] 145[3] a259[10]
60 ♦[5] io[5] «179[5] a259[10] 172[10]
61 ♦[5] aio[5] a180[2] a259[10] a172[10]
62 ♦[5] aio[5] a180[2] a133[1] a172[10]
63 *[5] aio[5] a180[2] a172[10] ai[i]
64 ♦[5] ai0[5] al80[2] a168[10] ai[i]
65 ♦[5] aio[5] 180[2] ai[i] 214[10]
66 ♦[5] io[5] 180[2] 208[5] a172[10]
67 ♦[5] i0[5] a180[2] 208[5] 168[10]
68 ♦[5] aio[5] a180[2] C¾208[5] a214[10]
69 ♦[5] io[5] a179[5] a207[5] a172[10] aid]
70 ♦[5] aio[5] a179[5] a207[5] a168[10] ai[i]
71 ♦[5] aio[5] a180[2] a145[3] a259[10] ai[i]
72 ♦[5] i0[5] 180[2] 145[3] a208[5]
73 *[5] aio[5] a179[5] a207[5] CX219[10] l69[5] 133[5]
74 *[5] aio[5] 179[5] «207[5] a219[10] 169[5] «145[5]
75 ♦[5] ai0[5] 180[2] a207[5] a219[10] l69[5] 133[5]
76 ♦[5] aio[5] a179[5] 207[5] a219[10] l69[5] ai[5]
77 *[5] aio[5] «180[2] 207[5] 219[10] 169[5] Oil [5]
78 ♦[5] io[5] 0£179[5] a207[5] a219[10] l69[5] a208[10]
79 ♦[5] ai0[5] a180[2] 207[5] a219[10] l69[5] a208[10]
80 ♦[5] aio[5] a179[5] 133[1] a207[5] i[i] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component5 Component 6 Component 7
81 *[5] a10[5] a133[1] a207[5] i[i]
82 *[5] aio[5] a207[5] a133[10] al34[10]
83 *[5] aio[5] al79[5] 133[10] a134[10]
84 *[5] aio[5] ai80[io] 133[10] a134[10]
85 *[5] aio[5] 207[10] al45[10] a134[10]
86 *[5] aio[5] a207[10] a135[10] a134[10]
87 *[5] aio[5] a207[10] a132[10] al34[10]
88 *[5] aio[5] a207[10] «214[10] a134[10]
89 *[5] aio[5] Oi207[10] 199[10] 134[10]
90 *[5] aio[5] a207[10] a203[10] a134[10]
91 *[5] aio[5] a207[10] a204[10] 134[10]
92 *[5] aio[5] Oi207[10] 205[10] a134[10]
93 *[5] aio[5] «207[10] a202[10] 134[10]
94 *[5] aio[5] a207[5] a259[10] al34[10]
95 *[5] aio[5] a179[5] a207[5] a133[10] i34[10]
96 *[5] aio[5] al79[5] 207[5] a145[10] a134[10]
97 *[5] aio[5] al79[5] a207[5] 135[10] 134[10]
98 *[5] aio[5] a179[5] a207[5] a132[10] 134[10]
99 *[5] aio[5] Oi179[5] 207[5] Oi214[10] a134[10]
100 *[5] aio[5] a179[5] a207[5] 199[10] a134[10]
101 *[5] aio[5] 179[5] a207[5] 203[10] a134[10]
102 *[5] aio[5] 179[5] a207[5] a204[10] 134[10]
103 *[5] aio[5] a179[5] a207[5] a205[10] a134[10]
104 *[5] aio[5] «179[5] a207[5] a202[10] «134[10]
105 *[5] aio[5] a179[5] a207[5] a259[10] 134[10]
106 *[5] io[5] a179[5] 219[10] a169[5] 145[10]
107 *[5] aio[5] aieo[io] 219[10] a169[5] a145[10]
108 *[5] aio[5] a207[5] a219[10] 169[5] a145[10]
109 *[5] io[5] 179[5] a145[10] a172[10]
110 *[5] aio[5] ai80[io] a145[10] a172[10]
111 *[5] aio[5] 207[5] al45[10] X172[10]
112 *[5] aio[5] «179[5] a207[10] a145[10] a172[10]
113 *[5] aio[5] Oi180[10] a145[10] 168[10]
114 *[5] aio[5] a207[5] 145[10] 168[10]
115 *[5] io[5] a179[5] «207[5] 145[10] a168[10]
116 *[5] aio[5] 179[5] a133[1] ai[i] a199[6]
117 *[5] aio[5] 179[5] a133[1] i[i] 203[6]
118 *[5] io[5] a179[5] a133[1] ai[i] 204[6]
119 *[5] aio[5] al79[5] al33[1] i[i] a205[6]
120 *[5] aio[5] Oi179[5] Oi133[1] i[i] a202[6] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component5 Component 6 Component 7
121 *[5] a10[5] a179[5] al33[1] ai[i] a268[6]
122 *[5] a10[5] l79[5] al33[1] ai[i] 218[6]
123 *[5] io[5] a179[5] a133[1] im 200[20]
124 *[5] aio[5] Oi179[5] a133[1] ai[i] a196[1]
125 *[5] aio[5] a179[5] al33[1] ai[i] a206[025]
126 *[5] aio[5] a180[2] a208[1] ai[i] a133[1]
127 *[5] aio[5] a180[2] a208[1] i[i] 132[1]
128 *[5] aio[5] αΐ80β] a208[1] aid] a134[4]
129 *[5] io[5] al80[2] a208[1] im a135[1]
130 *[5] aio[5] a180[2] a208[1] i[i] al36[5]
131 *[5l io[5] al80[2] a208[1] ai[i] a137[3]
132 *[5] aio[5] 180[2] a208[1] i[i] 138[5]
133 *[5] aio[5] a180[2] a208[1] im a139[5]
134 *[5] io[5] a180[2] a208[1] ai[i] a140[2]
135 *[5] aio[5] a180[2] a208[1] ai[i] a141[5]
136 *[5] io[5] a180[2] a208[1] ai[i] a142[5]
137 *[5] aio[5] a180[2] a208[1] i[i] a145[3]
138 *[5] io[5] al80[2] a208[1] ai[i] a143[3]
139 *[5] aio[5] a180[2] a208[1] ai[i] a144[3]
140 *[5] aio[5] αΐ80β] a208[1] ai[i] a199[10]
141 *[5] aio[5] a180[2] a208[1] ai[i] a203[2]
142 *[5] aio[5] 180[2] 208[1] ai[i] a204[2]
143 *[5] aio[5] i80C2] a208[1] ai[i] 205[2]
144 *[5] aio[5] a180[2] a208[1] ai[i] a202[2]
145 *[5] aio[5] a180[2] a208[1] i[i] a268[10]
146 *[5] io[5] a180[2] 208[1] ai[i] a206[1]
147 *[5] aio[5] a180[2] 208[1] i[i] a259[5]
148 *[5] aio[5] 180[2] 208[1] aim a209[10]
149 *[5] 0i10[5] a180[2] a208[1] i[i] a213[3]
150 *[5] aio[5] a180[2] a208[1] aid] a214[10]
151 *[5] io[5] a179[5] a208[1] i[i] 133[1]
152 *[5] aio[5] a179[5] a208[1] i[i] al32[1]
153 *[5] aio[5] a179[5] a208[1] ai[i] a134[4]
154 *[5] io[5] al79[5] 208[1] im a135[1]
155 *[5] aio[5] a179[5] a208[1] ai[i] al36[5]
156 *[5] aio[5] «179[5] a208[1] i[i] al37[3]
157 *[5] aio[5] al79[5] a208[1] ai[i] a138[5]
158 *[5] aio[5] a179[5] a208[1] ai[i] a139[5]
159 *[5] aio[5] a179[5] a208[1] i[i] al40[2]
160 *[5] aio[5] Ci179[5] a208[1] i[i] Q141[5] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component 5 Component 6 Component ?
161 *[5] a10[5] a179[5] a208[1] aid] a142[5]
162 *[5] a10[5] a179[5] 208[1] ai[i] a145[3]
163 *[5] aio[5] l79[5] a208[1] i[i] al43[3]
164 aio[5] a179[5] a208[1] aid] al44[3]
165 *[5] aio[5] al79[5] 208[1] ai[i] a199[10]
166 *[5] aio[5] al79[5] a208[1] i[i] a203[2]
167 *[5] io[5] a179[5] a208[1] ai[i] a204[2]
168 *[5] aio[5] al79[5] a208[1] ai[i] a205[2]
169 *[5] io[5] a179[5] a208[1] ai[i] a202[2]
170 *[5] aio[5] al79[5] a208[1] aid] a268[10]
171 *[5] aio[5] 179[5] a208[1] ai[i] a206[1]
172 *[5] io[5] «179[5] a208[1] ai[i] a259[5]
173 *[5] io[5] 179[5] a208[1] aid] a209[10]
174 *[5] aio[5] al79[5] a208[1] ai[i] a213[3]
175 *[5] al0[5] a179[5] a208[1] i[i] a214[10]
176 *[5] aio[5] al80[2] a208[1] a [1] a133[1] al86[5]
177 *[5] aio[5] Oi180[2] a208[1] i m al33[1] a271[10]
178 *[5] aio[5] a180[2] a208[1] ai [1] a133[1] al77[5]
179 *[5] aio[5] O(180[2] a208[1] ai [1] a133[1] a272[5]
180 *[5] io[5] a180[2] 208[1] i m a133[1] a273[5]
181 *[5] aio[5] a179[5] a208[1] ai [1] a133[1] al86[5]
182 *[5] aio[5] C(179[5] a208[1] ai [1] a133[1] a271[10]
183 *[5] io[5] a179[5] 208[1] ai [1] a133[1] al77[5]
184 *[5] io[5] a179[5] a208[1] ai [1] a133[1] a272[5]
185 *[5] aio[5] 179[5] 208[1] i m a133[1] a273[5]
186 *[10] aio[io] al79[0.5] l45[0.5] a208[0.5] al99[3.5]
187 *[10] aio[io] al79[0.5] l45[0.5] a208[0.5] a203[2]
188 *[10] aio[io] 179[0.5] 145[0.5] a208[0.5] a204[2]
189 *[10] aio[io] a179[0.5] a145[0.5] a208[0.5] a205[2]
190 *[10] aio[io] al79[0.5] al45[0.5] a208[0.5] a202[2]
191 *[5] aio[5] l79[5] a133[1] a207[5] a208[1] a168[0.5]
192 *[5] aio[5] l79[5] a133[1] a207[5] a208[1] a174[0.5]
193 *[5] aio[5] 0(179[5] a133[1] a207[5] a208[1] al72[1]
194 *[5] aio[5] a179[5] a133[1] a207[5] a208[1] al69[1]
195 *[5] aio[5] al79[5] al33[1] a207[5] a208[1] X175[2]
196 *[5] io[5] al79[5] a133[1] a207[5] a208[1] a199[10]
197 *[5] aio[5] a179[5] a133[1] a207[5] a208[1] a203[2]
198 *[5] aio[5] 179[5] a133[1] a207[5] a208[1] a20 [2]
199 *[5] aio[5] l79[5] 133[1] a207[5] a208[1] a205[2]
200 *[5] aio[5] al79[5] a133[1] a207[5] a208[1] a202[2] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component 5 Component 6 Component 7
201 *[5] a10[5] a179[5] al33[1] 207[5] a208[1] a268[3]
202 *[5] 10[5] CX179[5] a133[1] a207[5] a208[1] a206[0.5]
203 *[5] aio[5] «179[5] a133[1] a207[5] a208[1] a259[10]
204 aio[5] a179[5] 133[1] 207[5] a208[1] a209[3]
205 *[5] aio[5] a179[5] a133[1] a207[5] a208[1] a213[1]
206 *[5] aio[5] a179[5] «133[1] 207[5] a208[1] a214[2]
207 *[5] aio[5] a179[5] a207[5] al45[10] a2[i]
208 *[5] io[5] a180[5] a207[5] al45[10] a2[i]
209 *[5] aio[5] a179[5] a207[5] a133[10] a2[i]
210 *[5l aio[5] a180[5] a207[5] a133[10] a2[i]
211 *[5] aio[5] 179[5] a207[5] 208[1] a2[i]
212 *[5l io[5] al80[5] a207[5] a208[1] a2[i]
213 *[5] io[5] a179[5] 207[5] i [1] a2[i]
214 *[5] aio[5] a180[5] 207[5] i [1] a2[i]
215 *[5] io[5] l79[5] a207[5] ae[5] a2[i]
216 *[5] aio[5] a180[5] a207[5] a8[5] a2[i]
217 *[5] aio[5] a179[5] a207[5] a145[10] a3[i]
218 *[5] aio[5] a180[5] 207[5] a145[10] a3[i]
219 *[5] Oi10[5] a179[5] 207[5] al33[10] a3[i]
220 *[5] io[5] Oi180[5] a207[5] 133[10] a3[i]
221 *[5] aio[5] a179[5] 207[5] 208[1] a3[i]
222 *[5] io[5] a180[5] a207[5] 208[1] 0(3[1]
223 *[5] aio[5] 179[5] a207[5] ai [1] a3[i]
224 *[5] aio[5] a180[5] a207[5] ai [1] «3[1]
225 *[5] aio[5] a179[5] O(207[5] a8[5] a3[i]
226 *[5] aio[5] 180[5] «207[5] a206[4] «3[1]
227 *[5] aio[5] 180[5] 207[5] a8[5] a3[i]
228 *[5] aio[5] a179[5] 207[5] Oi208[1] a4[i]
229 *[5] io[5] a180[5] a207[5] al33[10] a4[i]
230 *[5] aio[5] a180[5] a207[5] a4[i] a8[5]
231 *[5] aio[5] a180[5] 207[5] a4[i] ai[i]
232 *[5] io[5] a179[5] a207[5] a145[10] a4[i]
233 *[5] io[5] a179[5] a207[5] a4[i] a8[5]
234 *[5] io[5] ai80[2] a133[1] a8[0.5]
235 *[5] aio[5] «179[5] a133[10] a8[5]
236 *[5] aio[5] a179[5] a207[5] a133[10] a8[5]
237 *[5] aio[5] a179[5] 207[5] a8[5] a145[10]
238 *[5] io[5] a179[5] a207[5] a8[5] a134[10]
239 *[5] io[5] a179[5] «207[5] a8[5] a135[10]
240 *[5] io[5] a179[5] a207[5] a8[5] a132[10] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component5 Component 6 Component 7
241 *C5] a10[5] a179[5] a207[5] a8[5] a214[10]
242 *[5] aio[5] a179[5] a207[5] ae[5] al99[10]
243 *[5] aio[5] a179[5] a207[5] a8[5] 259[10]
244 *[5] aio[5] a207[5] al45[10] 8[5]
245 *[5] aio[5] 207[5] 134[10] a8[5]
246 *[5] aio[5] a207[5] 135[10] 8[5]
247 io[5] a207[5] a132[10] a8[5]
248 io[5] a207[5] a214[10] 8[5]
249 *[5] aio[5] 207[5] a199[10] a8[5]
250 *[5] aio[5] 207[5] 259[10] ae[5]
251 *[5] aio[5] a179[10] a206[4] 8[5] Oi168[10] i40[io]
252 *[5] io[5] Oi179[10] a206[4] a8[5] a169[5] ai40[io]
253 *[5] aio[5] a179[10] a206[4] 8[5] al72[10] ai40[io]
254 *[5] aio[5] al79[10] a206[4] a8[5] 174[5] ai40[io]
255 *[5] aio[5] al79[10] a206[4] a8[5] a168[10] al35[10]
256 *[5] aio[¾ 179[10] a206[4] 8[5] l69[5] 135[10]
257 *[5] aio[5] l79[10] a206[4] 8[5] a172[10] a135[10]
258 *[5] aio[5] 179[10] a206[4] 8[5] a174[5] 135[10]
259 *[5] a10[5] a179[10] a206[4] a8[5] a168[10] Oi132[10]
260 *[5] aio[5] a179[10] a206[4] a8[5] X169[5] a132[10]
261 *[5] io[5] a179[10] X206[4] 8[5] a172[10] Oi132[10]
262 *[5] aio[5] a179[10] 206[4] a8[5] l74[5] a132[10]
263 *[5l aio[5] 179[10] 206[4] 8[5] l68[10] a134[10]
264 *[5] aio[5] l79[10] a206[4] e[5] a169[5] a134[10]
265 *[5] aio[5] al79[10] a206[4] a8[5] a172[10] a134[10]
266 *[5] io[5] ¾179[10] 206[4] e[5] a174[5] 134[10]
267 *[10] aio[io] 180[0.6] a206[32] e[5] a168[10] ai40[io]
268 *[10] aio[io] 180[0.6] 206[32] a8[5] a169[5] ai40[io]
269 *[10] aio[io] a180[0.6] a206[3.2] a8[5] Oi172[10] ai40[io]
270 *[10] aio[io] a180[0.6] a206[32] a8[5] a174[5] i40[io]
271 *[10] io[io] al80[0.6] 206[3J-] a8[5] 168[10] 135[10]
272 *[10] aio[io] al80[0.6] a206[3.2] e[5] Oi169[5] a135[10]
273 *[10] aio[io] a180[0.6] a206[3.2] a8[5] al72[10] a135[10]
274 *[10] io[io] a180[0.6] a206[3.2] a8[5] a174[5] a135[10]
275 *[10] io[io] al80[0.6] a206[3.2] a8[5] a168[10] al32[10]
276 *[10] aio[io] l80[0.6] a206[3.2] ae[5] a169[5] a132[10]
277 *[10] aio[io] a180[0.6] a206[3.2] 8[5] al72[10] X132[10]
278 *[10] aiofio] a180[0.6] a206[3.2] 8[5] al74[5] a132[10]
279 *[10] aio[io] l80[0.6] 206[32] a8[5] a168[10] al34[10]
280 *[10] io[io] 180[0.6] a206[3.2] a8[5] a169[5] a134[10] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component5 Component 6 Component 7
281 *[10] ΐο[ιο] a180[0.6] a206[32] a8[5] a172[10] l34[10]
282 *[10] aio[io] a180[0.6] a206[32] 8[5] a174[5] al34[10]
283 *[1.5] aio[i.5] a58[3] al97[4] a260[3]
284 *[1.5] io[i.5] a58[3] l97[4] a187[10]
285 *[1.5] io[i.5] a58[3] a197[4] a193[2]
286 *[1.5] aio[i.5] a58[3] a197[4] a188[2]
287 *[1.5] a43[1] l97[4] a260[3]
288 *[1.5] aio[i.5] l75[7] a197[4] 260[3]
289 *[1.5] aio[i.5] a175[7] al97[4] l87[10]
290 *[1.5] aio[i.5] al75[7] al97[4] a193[2]
291 *[1.5] aio[i.5] 175[7] 197[4] l88[2]
292 *[1.5] 58[3] a197[4] a260[3]
293 *[1.5] a58[3] a197[4] 187[10]
294 *[1.5] a58[3] l97[4] 193[2]
295 *[1.5] a58[3] al97[4] a188[2]
296 *[1.5] a98[4] 189[4]
297 *[1.5] a43[1] ai97[4] a188[2]
298 *[10] a43[10] CX169[9] 213[1] a205[02]
299 *[10] al99[10] 259[10]
300 *[10] a169[10] a205[10]
301 *[10] a270[10] a206[10] 40[io]
302 *[10] a270[10] «206[10] a134[2]
303 *[10] a270[10] 206[10] a132[10] 238[10]
304 *[10] 270[10] a9[io] a154[10]
305 *[10] 9[io] a40[io]
306 *[10] a9[io] 132[10] 269[10]
307 *[10] 9[io] al32[0.65] 179[0.48]
308 *[10] 270[10] 139[10] 135[10]
309 *[10] a200[io] 256[10]
310 *[10] 174[10] ai40[io] a132[10] a269[10]
311 *[10] a138[2.5] 139[0.5]
312 *[10] aio[io] a256[2] ai[o.2]
313 *[10] io[io] α256β] 169[0.4]
314 *[10] io[io] a256[2] a168[0.5]
315 *[10] aio[io] a256[2] a172[02]
316 *[10] io[io] 256[2] 133[02]
317 *[10] aiofio] 256[2] a140[0.8]
318 *[10] aio[io] a256[2] a135[0.8]
319 *[10] aio[io] a256[2] a132[0.8]
320 *[10] aio[io] 256[2] al34[0.8] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component5 Component 6 Component 7
321 *[10] αΐο[ιο] a256[2] 145[0.6]
322 *[10] aio[io] 256[2] a213[05]
323 *[10] aio[io] Oi256[2] 206[0.8]
324 *[10] io[io] a256[2] 208[0.4]
325 *[10] aio[io] a256[2] 259[0.8]
326 *[10] aio[io] a256[2] a209[0.8]
327 *[10] aio[io] a256[2] a199[4]
328 *[10] io[io] a256[2] a219[0.2]
329 *[10] aio[io] Οί256β] 214[1]
330 *[10] . aio[io] a179[0.5] i[0.2]
331 *[10] aio[io] a179[0.5] al69[0.4]
332 *[10] io[io] a179[0.5] a168[0.5]
333 *[10] aio[io] i79[0.5] 172[02]
334 *[10] aio[io] a179[0.5] 133[0.2]
335 *[10] aio[io] l79[0.5] a140[0.8]
336 *[10] aio[io] l79[0.5] al35[0.8]
337 *[10] aio[io] a179[0.5] a132[0.8]
338 *[10] io[io] a179[0.5] 134[0.8]
339 *[10] aiotio] 179[0.5] al45[0.6]
340 *[10] aio[io] a179[0.5] (213[0.8]
341 *[10] aio[io] 179[0.5] 206[0.8]
342 *[10] aiotio] l79[0.5] ¾209[0.8]
343 *[10] aio[io] al79[0.5] CX199[4]
344 *[10] aio[io] a179[0.5] 214[1]
345 *[10] io[io] a180[0.16] a169[05]
346 *[10] aiotio] a180[0.16] Oi172[0.4]
347 *[10] io[io] a180[0.16] a140[0.4]
348 *[10] aio[io] a180[0.16] al35[0.8]
349 *[10] aio[io] Of180[0.16] a132[0.8]
350 *[10] aiotio] a180[0.16] 134[0.8]
351 *[10] io[io] 180[0.16] 145[0.6]
352 *[10] io[io] a180[0.16] a213[0.8]
353 *[10] aiotio] al80[0.16] 206[0.8]
354 *[10] aio[io] a180[0.16] 206[0.5] a168[0.32]
355 *[10] io[io] a180[0.16] Oi208[0.4]
356 *[10] aio[io] X180[0.16] 259[0.8]
357 *[10] aiotio] a180[0.16] a209[0.8]
358 *[10] aiotio] a180[0.16] al99[4]
359 *[10] aiotio] a180[0.16] 0(214[1.6]
360 *[10] aio[io] Of207[0.4] a219[0.2] 169[0.4] i[o.2] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Components Component 6 Component 7
361 *[10] 0i10[10] 207[0.4] a219[05] al69[0.4] a208[0.4]
362 *[10] αΐο[ιο] a207[0.4] a2i9[ojg 169[0.4] a133[02]
363 *[10] aio[io] a207[0.4] a219[0.2] a 69[0.4] al79[0.4]
364 *[10] io[io] a179[0.4] a219[0.2] a169[0.4] a133[0J-]
365 *[10] aio[io] Oi180[0.16] a219[0.2] a169[0.4] ai33[oj3
366 *[10] aio[io] al79[0.4] a219[0.2] a169[0.4] i[o.2]
367 *[10] aio[io] 180[0.16] CX219[0.2] a169[0.4] ai[o.2]
368 *[10] aio[io] al79[0.4] a219[0.2] al69[0.4] a208[0.4]
369 *[10] aio[io] a180[0.16] a219[0 ] a169[0.4] 208[0.4]
370 *[10] aio[io] a179[0.8] 145[0.5] a259[0.4]
371 *[10] aio[io] a179[0.5] a259[0.4] a172[0i]
372 *[10] io[io] l80[02] 259[0.4] 172[02]
373 *[10] io[io] al80[0J2] a133[0.4] a172[02]
374 *[10] aio[io] ai80[0__] ai72[ojg i[o.4]
375 *[10] io[io] ai80[0.2] l68[0.2] ai[o.4]
376 *[10] aiofio] Oi180[0.2] ai[0.4] 214[1]
377 *[10] io[io] ai80[0j3 a208[0.4] a172[0.2]
378 *[10] aio[io] a180[0.4] a208[02] a168[1]
379 *[10] aio[io] 180[0.4] a208[1] 214[1]
380 *[10] oiio[io] al79[1] 207[1] a172[1] i[2]
381 *[10] aio[io] a179[1] a207[1] Oi168[1] ai[2]
382 *[10] io[io] C(180[0.5] a145[1.5] CX259[1] i[2]
383 *[10] aiofio] a180[0.5] a145[1.5] a208[1]
384 *[10] io[io] 179[0.4] a207[0.4] CX219[0 ] C(169[0.4] a133[0.2]
385 *[10] io[io] l79[0.4] 207[0.4] 219[02] 169[0.4] a145[0.6]
386 *[10] io[io] a180[0.16] 207[0.4] a219[0 ] al69[0.4] a133[02]
387 *[10] aio[io] X179[0.4] a207[0.4] a219[02] al69[0.4] ai[o.2]
388 *[10] aio[io] a180[0.16] a207[0.4] a219[0 ] 169[0.4] ai[0.2]
389 *[10] aio[io] a179[0.4] a207[0.4] 0i219[0 ] a169[0.4] a208[0.4]
390 *[10] aio[io] al80[0.16] a207[0.4] C¾219[0.2] 169[0.4] 208[0.4]
391 *[10] io[io] al 79.0.2] 133[0.1] a207[0.2] ai[o.4]
392 *[10] aio[io] a133[02] a207[0.4] ai[o.4]
393 *[10] aio[io] 207[0.4] Oi133[0.4] 134[0.8]
394 *[10] io[io] a179[0.4] 133[0.4] 134[0.8]
395 *[10] aio[io] a180[0.16] al33[0.4] a134[0.8]
396 *[10] aioflo] a207[0.4] al45[0.6] a134[0.8]
397 *[10] aiofio] a207[0.4] 135[0.8] 134[0.8]
398 *[10] io[io] 207[0.4] 132[0.8] a134[0.8]
399 *[10] aiofio] a207[0.4] a214[1] 134[0.8]
400 *[10] aio[io] a207[0.4] 199[4] a134[0.8] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component 5 Component 6 Component 7
401 *[10] aio[io] a207[0.4] a203[0J_] a134[0.8]
402 *[10] aio[io] a207[0.4] a204[02] a134[0.8]
403 *[10] aio[io] a207[0.4] a205[0J2] al34[0.8]
404 *[10] aio[io] a207[0.4] a202[O2] al34[0S]
405 *[10] aio[io] a207[0.4] a259[0.8] 134[0.8]
406 *[10] aio[io] Oi179[0.4] a207[0.4] 133[0.4] a134[0.8]
407 *[10] aio[io] Oi179[0.4] a207[0.4] a145[0.6] 134[0.8]
408 *[10] aio[io] a179[0.4] a207[0.4] a135[0.8] a134[0.8]
409 *[10] aio[io] a179[0.4] 207[0.4] a132[0.8] a134[0.8]
410 *[10] aio[io] 179[0.4] a207[0.4] 214[1] a134[0.8]
411 *[10] aio[io] a179[0.4] a207[0.4] a199[4] a134[0.8]
412 *[10] aio[io] a179[0.4] a207[0.4] 203[02] a134[0.8]
413 *[10] aio[io] a179[0.4] a207[0.4] 204[02] 134[0.8]
414 *[10] aio[io] a179[0.4] a207[0.4] 205[02] a134[0.8]
415 *[10] aio[io] a179[0.4] 207[0.4] a202[O2] a134[0.8]
416 *[10] aio[io] a179[0.4] a207[0.4] a259[0.8] a134[0.8]
417 *[10] aio[io] a179[0.4] a219[0.2] a169[0.4] 145[0.6]
418 *[10] aio[io] a180[0.16] a219[02] l69[0.4] a145[0.6]
419 *[10] aio[io] a207[0.4] Oi219[0.2] 169[0.4] a145[0.6]
420 *[10] aio[io] a179[0.8] a145[0.5] l72[2]
421 *[10] aio[io] 180[0.16] a145[0.6] a172[0.2]
422 *[10] aio[io] 207[0.4] a145[0.6] a172[02]
423 *[10] io[io] a179[0.4] Oi207[0.4] 145[0.6] a172[0.2]
424 *[10] aio[io] a180[0.16] a145[0.6] a168[0.4]
425 *[10] io[io] a207[0.4] a145[0.6] a168[0.4]
426 *[10] aio[io] Oi179[0.4] a207[0.4] 145[0.6] a168[0.4]
427 *[10] aio[io] CX179[02] a133[0.1] ai[o.4] a199[1.2]
428 *[10] aio[io] a179[OJ2] a133[0.1] ai[o.4] a203[0.2]
429 *[10] io[io] a179[02] a133[0.1] ai[o.4] a204[0.2]
430 *[10] aio[io] a179[02] a133[0.1] i[0.4] a205[0.2]
431 *[10] aio[io] a179[OJ2] a133[0.1] ai[o.4] a202[0._]
432 *[10] aio[io] a179[02] a133[0.1] ai[o.4] a268[6]
433 *[10] io[io] al79[0.2] a133[0.1] i[o.4] a218[6]
434 *[10] aio[io] a179[0J>] al33[0.1] ai[0.4] a200[20]
435 *[10] aio[io] a179[0.2] a133[0.1] i[o.4] a196[1]
436 *[10] aio[io] a179[0j_] Oi133[0.1] i[o.4] a206[0_?5]
437 *[10] aio[io] a180[0.16] a208[0.2] ai[o.4] a133[0.1]
438 *[10] aio[io] a180[0.16] a208[0.2] ai[o.4] a132[0.1]
439 *[10] aio[io] a180[0.16] a208[0.2] i[o.4] a134[0.4]
440 *[10] aio[io] a180[0.16] a208[0J2] i[o.4] a135[0.1] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component5 Component 6 Component?
441 *[10] aio[io] a180.0.16] a208[0.2] ai[o.4] al36[0.5]
442 *[10] aio[io] a180[0.16] a208[O2] ai[o.4] l37[0J]
443 *[10] aio[io] a180[0.16] a208[0J2] i[o.4] l38[0.5]
444 *[10] io[io] a180[0.16] a208[0.2] ai[o.4] al39[0.5]
445 *[10] io[io] 180[0.16] a208[0.2] ai[o.4] ai40[oj3
446 *[10] aio[io] al80[0.16] a208[02] ai[o.4] al41[02]
447 *[10] aio[io] Oi180[0.16] a208[0.2] ai[o.4] al42[02]
448 *[10] aio[io] al80[0.16] a208[02] ai[o.4] al45[0.3]
449 *[10] io[io] 180[0.16] a208[0.2] i[o.4] l43[0.3]
450 *[10] io[io] a180[0.16] a208[0.2] ai[o.4] 144[0.3]
451 *[10] io[io] 180[0.16] a208[0.2] ai[o.4] l99[2]
452 *[10] aio[io] a180[0.16] a208[0.2] ai[o.4] a203[0.2]
453 *[10] io[io] a180[0.16] a208[02] 0(1 [0.4] a204[02]
454 *[10] aio[io] a180[0.16] a208[0.2] ai[o.4] a205[0.2]
455 *[10] aio[io] 180[0.16] a208[0.2] i[o.4] a202[0.2]
456 *[10] aio[io] a180[0.16] a208[0J_] ai[o.4] 268[2]
457 *[10] aio[io] a180[0.16] a208[0.2] ai[o.4] 206[0.1]
458 *[10] io[io] 180[0.16] a208[02] ai[o.4] 259[0.5]
459 *[10] io[io] CX180[0.16] a208[0.2] ai[o.4] 209[2]
460 *[10] io[io] 180[0.16] a208[02] ai[o.4] a213[0 ]
461 *[10] αΐο[ΐο] a180[0.16] a208[0.2] ai[o.4] a214[0.1]
462 *[10] aio[io] 179[02] 208[0J-] ai[0.4] al33[0.1]
463 *[10] aio[io] 179[02] a208[0.2] ai[0.4] al32[0.1]
464 *[10] aio[io] 179[02] a208[&2] i[o.4] l34[0.4]
465 *[10] aio[io] a179[0.2] a208[02] i[0.4] al35[0.1]
466 *[10] io[io] 179[02] a208[02] ai[o.4] Οί136[0.5]
467 *[10] io[io] a179[02] X208[02] ai[o.4] l37[0.3]
468 *[10] aio[io] ΐ79[0-3 a208[oj3 i[o.4] al38[0.5]
469 *[10] io[io] ai79[oj?] a208[0.2] ai[0.4] al39[0.5]
470 *[10] aiofio] a179[02] a208[0.2] ai[0.4] ai40[o__]
471 *[10] aio[io] CX179[02] a208[0.2] ai[o.4] ai4i[o.2]
472 *[10] aio[io] «179[02] a208[0.2] i[o.4] ai42[0J3
473 *[10] aiodo] a179[0__] a208[O2] ai[o.4] al45[0.3]
474 *[10] aio[io] a179[0.2] a208[0.2] ai[o.4] l43[0.3]
475 *[10] aio[io] a179[02] 208[0J.] ai[o.4] l44[0.3]
476 *[10] aio[io] a179[0.2] a208[0.2] ai[o.4] l99[2]
477 *[10] aio[o] a179[02] a208[0.2] i[o.4] 203[02]
478 *[10] aio[io] ai79[0J3 a208[0.2] ai[0.4] a204[0.2]
479 *[10] io[io] a179[0-2] a208[0.2] i[o.4] 205[02]
480 *[10] io[io] a179[05] a208[0.2] ai[o.4] 202[02] Table 3 (Continued)
No. Component 1 Component 2 Component3 Component 4 Component5 Component 6 Component 7
481 *[10] αΐο[ιο] ai79[oj3 a208[02] ai[o.4] a268[2]
482 *[10] aio[io] a179[05] Oi208[0.2- ai[o.4] a206[0.1]
483 *[10] io[io] 179[02] a208[0-2] i[o.4] Oi259[0.5]
484 *[10] aio[io] a179[05] 208[0->] ai[o.4] α209β]
485 *[10] aio[io] Oi179[0.2] 208[05] ai[o.4] a213[0.3]
486 *[10] aio[io] a179[02] 208[0-il ai[o.4] a214[0.1]
487 *[10] aio[io] al80[0.04] a208[0 ] ai[o.8] a133[0.1] 186[0.1]
488 *[10] aio[io] al80[0.04] 208[o ] i[o.8l a133[0.1] a271[0J2]
489 *[10] aio[io] a180[0.04] a208[02] ai[o.8] al33[0.1] a177[0.1]
490 *[10] io[io] l80[0.04] 208[0-3 ai[o.8] 133[0.1] 272[0.1]
491 *[10] aio[io] a180[0.04] a208[02] ai[o.8] al33[0.1] 273[0.1]
492 *[10] aio[io] 179[0.4] a208[0-S i[0.8] a133[0.1] a186[0.1]
493 *[10] aio[io] a179[0.4] a208[02] ai[0.8] 133[0.1] a27i[o_3
494 *[10] io[io] a179[0.4] 208[0.2] ai[o.8] 133[0.1] al77[0.1]
495 *[10] aio[io] Oi179[0.4] α208[0 ] i[o.8] a133[0.1] a272[0.1]
496 *[10] aio[io] Oi179[0.4] α208[0ϋ ai[o.8] al33[0.1] a273[0.1]
497 *[10] io[io] l79[0.8] 145[0.5] a208[Oj2] 199[2]
498 *[10] aio[io] X179[0.8] a145[0.5] a208[0.2] a203[02]
499 *[10] io[io] al79[0.8] 145[0.5] a208[0.2] a204[0.2]
500 *[10] X10[10] X179[0.8] a145[0.5] a208[0.2] a205[02]
501 *[10] aio[io] a179[0.8] a145[0.5] 208[02] a202[0.2]
502 *[10] aio[io] a179[0.2] al33[0.1] X207[0.4] a208[02] 168[0.4]
503 *[10] aio[io] a179[02] 133[0.1] CX207[0.4] «208[02] 174[0.4]
504 *[10] aio[io] a179[02] l33[0.1] a207[0.4] a208[0.2] a172[0.4]
505 *[10] io[io] a179[0.2] l33[0.1] a207[0.4] a208[02] a169[0.4]
506 *[10] aio[io] l79[02] 133[0.1] 207[0.4] 208[02] a175[0.4]
507 *[10] aio[io] αΐ79[ο_3 a133[0.1] a207[0.4] a208[0.2] 199[2]
508 *[10] aio[io] al79[0J-] 133[0.1] a207[0.4] a208[0J2] a203[0.2]
509 *[10] aio[io] a179[02] al33[0.1] a207[0.4] a208[O2] a204[0-2]
510 *[10] aio[io] Oi179[0J2] a133[0.1] a207[0.4] a208[0J2] a205[0.2]
511 *[10] aio[io] al79[02] a133[0.1] 207[0.4] CX208[02] a202[0.2]
512 *[10] aio[io] Oi179[0.2] 133[0.1] a207[0.4] a208[0.2] a268[2]
513 *[10] aio[io] a179[0.2] a133[0.1] 207[0.4] O(208[0.2] CX206[0.1]
514 *[10] io[io] 179[0.2] a133[0.1] a207[0.4] 208[0J_] a259[0.5]
515 *[10] aioflo] ai79[oa 133[0.1] a207[0.4] 208[0J2] 209[2]
516 *[10] io[io] al79[02] a133.0.1] 207[0.4] a208[02] 213[0.3]
517 *[10] aio[io] a179[0.2] a133[0.1] 207[0.4] a208[ojg 214[0.1]
518 *[10] aiofio] a179[0.4] a207[0.4] a145[0.6] 2[0.8]
519 *[10] aio[io] l80[0.4] 207[0.4] al45[0.6] 2[0.8]
520 *[10] aio[io] al79[0.4] a207[0.4] l33[0.1] 2[0.8] Table 3 (Continued)
No. Component 1 Component 2 Component 3 Component 4 Component 5 Component 6 Component 7
521 *[10] αΐο[ιο] al80[0.4] a207[0.4] a133[0.1] a2[0.8]
522 *[10] aio[io] l79[0.4] Oi207[0.4] a208[02] a2[0.8]
523 *[10] aio[io] a180[0.4] a207[0.4] a208[0J3 a2[0.8]
524 *[10] aio[io] al79[0.4] 207[0.4] ai [0.8] a2[0.8]
525 *[10] aio[io] al80[0.4] 207[0.4] ai [0.8] a2[0.8]
526 *[10] aio[io] al79[0.4] a207[0.4] a8[0.2] a2[0.8]
527 *[10] io[io] a180[0.4] a207[0.4] 8[0.2] a2[0.8]
528 *[10] aio[io] a179[0.4] 207[0.4] a145[0.6] a3[0.8]
529 *[10] aiofio] l80[0.4] a207[0.4] 145[0.6] a3[0.8]
530 *[10] aio[io] a179[0.4] a207[0.4] a133[0.1] C*3[0.8]
531 *[10] aio[io] a180[0.4] 207[0.4] 133[0.1] a3[0.8]
532 *[10] io[io] 179[0.4] a207[0.4] 208[02] a3[0.8]
533 *[10] io[io] al80[0.4] a207[0.4] 208[02] a3[0.8]
534 *[10] io[io] al79[0.4] a207[0.4] ai [0.8] a3[0.8]
535 *[10] aio[io] al80[0.4] a207[0.4] ai [0.8] a3[0.8]
536 *[10] io[io] a179[0.4] a207[0.4] a8[0.2] a3[o.8]
537 *[10] aio[io] a180[0.4] a207[0.4] a206[0.5] a3[0.8]
538 *[10] aiodo] 180[0.4] a207[04] a8[0.2] a3[o.8]
539 *[10] aio[io] al79[0.4] 207[0.4] 208[0.2] a4[0.2]
540 *[10] aio[io] C(180[0.4] 207[0.4] a133[0.1] a4[0.2]
541 *[10] aiofio] C(180[0.4] a207[0.4] a4[0_2] a8[0.2]
542 *[10] io[io] a180[0.4] 207[0.4] a4[0.2] ai[o.8]
543 *[10] aio[io] al79[04] a207[04] a145[0.6] a4[0.2]
544 *[10] io[io] a179[04] a207[0.4] a4[0.2] a8[0.2]
545 *[10] aio[io] l80[02] a133[04] a8[0.2]
546 *[10] iofio] a179[0.5] 133[0J ] a8[o.i]
547 *[10] aio[io] a179[0.4] a207[0.4] a133[0.4] ae[o.2]
548 *[10] io[io] 179[0.4] 207[04] a8[02] a145[0.6]
549 *[10] aiofio] a179[0.4] a207[0.4] a8[0.2] al34[0.8]
550 *[10] aio[io] 179[0.4] a207[0.4] a8[0.2] a135[0.8]
551 *[10] aio[io] al79[0.4] 207[0.4] a8[o.2] a132[0.8]
552 *[10] aio[io] a179[0.4] a207[0.4] a8[0.2] a214[1]
553 *[10] aio[io] 179[0.4] a207[0.4] a8[0.2] al99[4]
554 *[10] aiofio] a179[0.4] 207[0.4] Οί8[02] a259[0.8]
555 *[10] aio[io] a207[0.4] al45[0.6] CX8[0.2]
556 *[10] aiofio] a207[04] O(134[0.8] a8[02]
557 *[10] aio[io] a207[0.4] a135[0.8] a8[&2]
558 *[10] aio[io] 207[0.4] 132[0.8] a8[0.2]
559 *[10] aiofio] a207[0.4] a214[1] a8[0.2]
560 *[io] aio[io] a207[0.4] Oi199[4] a8[0.2] Table 3 (Continued)
Figure imgf000108_0001
Formulation Example 1
Twenty parts of one composition among the inventive compositions 1 to 601, 35 parts of a mixture (ratio by weight = 1:1) of white carbon and polyoxyethylene alkyl ether sulfate ammonium salt, and water are mixed so that the entire amount is 100 parts and are pulverized by a wet grinding method to give a formulation of each composition.
Formulation Example 2
Forty parts of one composition among the inventive compositions 1 to 601, 1.5 parts of sorbitan trioleate, and 28 parts of an aqueous solution containing 2 parts of polyvinyl alcohol are mixed and pulverized by a wet grinding method. Then, an aqueous solution containing 0.05 part of xanthan gum and 0.1 part of aluminium magnesium silicate is added to the mixture so that the entire amount is 90 parts, and 10 parts of propylene glycol is further added thereto and stirred to give a formulation of each composition.
Formulation Example 3
Ten parts of one composition among the inventive compositions 1 to 601, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate, and the remaining parts of synthetic hydrated silicone oxide are well pulverized and mixed to give 100 parts of a wettable powder of each composition.
Formulation Example 4
One part of one composition among the inventive compositions 1 to 601, 1 part of synthetic hydrated silicone oxide powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite, and the remaining parts of kaolin clay are added and mixed. Then, an appropriate amount of water is added to the mixture and further stirred, granulated with a granulator, and draft-dried to give granules of each compound.
Formulation Example 5
One part of one composition among the inventive compositions 283 to 297, 1 part of synthetic hydrated silicone oxide powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite, and the remaining parts of kaolin clay are added and mixed. Then, an appropriate amount of water is added to the mixture and further stirred, granulated with a granulator, and draft-dried to give granules of each compound.
Formulation Example 6
Twenty parts of one composition among the inventive compositions 283 to 297, 35 parts of a mixture (ratio by weight = 1:1) of white carbon and polyoxyethylene alkyl ether sulfate ammonium salt, and water are mixed so that the entire amount is 100 parts and are pulverized by a wet grinding method to give a
formulation of each composition.
Formulation Example 7
One part of one compound among the present compounds 1 to 448, 0.5 part of isotianil, 1 part of synthetic hydrated silicone oxide powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite, and the remaining parts of kaolin clay are added and mixed. Then, an appropriate amount of water is added to the mixture and further stirred, granulated with a granulator, and draft-dried to give granules of each compound.
Formulation Example 8
One part of one compound among the present compounds 1 to 448, 0.5 part of isotianil, 1 part of clothianidin, 1 part of synthetic hydrated silicone oxide powder, 2 parts of calcium lignin sulfonate, 29 parts of bentonite, and the remaining parts of kaolin clay are added and mixed. Then, an appropriate amount of water is added to the mixture and further stirred, granulated with a
granulator, and draft-dried to give granules of each compound.
Next, Application Examples of the inventive compositions to plant seeds will be shown.
Application Example 1
One hundred kg of dried Sorghum seeds are smeared with 200 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser,
manufactured by Hans-Ulrich Hege GmbH) to give treated seeds. In addition, 180 g of the chemical injury reducing agent, oxabetrinil, described in Group D can be further added and smearing treatment can be conducted to give treated seeds. Application Example 2
One hundred kg of dried Sorghum seeds are smeared with 200 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser,
manufactured by Hans-Ulrich Hege GmbH) to give treated seeds. In addition, 40 g of the chemical injury reducing agent, fluxofenim, described in Group D can be further added and smearing treatment can be conducted to give treated seeds.
Application Example 3
Ten kg of dried corn seeds are smeared with 10 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans- Ulrich Hege GmbH) to give treated seeds.
Application Example 4
Ten kg of dried corn seeds are smeared with 40 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans- Ulrich Hege GmbH) to give treated seeds.
Application Example 5
Ten kg of dried corn seeds are smeared with 100 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans- Ulrich Hege GmbH) to give treated seeds.
Application Example 6
Ten kg of dried corn seeds are coated with 50 g of each wettable powder produced in Formulation Example 3 to give treated seeds .
Application Example 7
Ten kg of dried soybean seeds are smeared with 20 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans-Ulrich Hege GmbH) to give treated seeds.
Application Example 8
Ten kg of dried soybean seeds are smeared with 100 ml of each flowable formulation produced in Formulation Example 1 or 2 -Ill- using a rotary seed treatment machine (a seed dresser, manufactured by Hans-Ulrich Hege GmbH) to give treated seeds.
Application Example 9
Ten kg of dried cotton seeds are smeared with 50 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans-Ulrich Hege GmbH) to give treated seeds.
Application Example 10
Ten kg of dried rapeseed seeds are smeared with 50 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans-Ulrich Hege GmbH) to give treated seeds.
Application Example 11
Ten kg of dried rapeseed seeds are smeared with 10 ml of each flowable formulation produced in Formulation Example 1 or 2 using a rotary seed treatment machine (a seed dresser, manufactured by Hans-Ulrich Hege GmbH) to give treated seeds.
Next, the advantageous effects of the present invention will be shown in Test Example.
Test Example 1
The inventive composition is dissolved in acetone
(manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (W/V) of Sorgen TW-20 (manufactured by Dai-ichi Kogyo Seiyaku Co. , Ltd. ) so as to achieve a predetermined concentration of the
inventive composition, to prepare a test chemical solution.
Nine pieces (total weight: about 0.16 g) of Japanese radish seeds (Raphanus sativas var. longipinnatus) are put into a 2- ml micro tube made of polypropylene (manufactured by AS ONE
Corporation) , and 18 L of the above test chemical solution is added therein. Then, the seeds within the micro tube are vibrated and stirred using a stirring machine (trade name: VORTEX-GENIE2, manufactured by Scientific industries , Inc. ) After the chemical solution is spread uniformly and entirely across the seeds, the seeds are air-dried.
To a 90-ml plastic cup in which 10 g of a soil (trade name: Aisai No. 1, manufactured by Katakura Chikkarin Co., Ltd.) has been put, 5 ml of water is added, and three pieces of the above seeds are sowed therein.
At 4 days after the sowing, 10 third-instar larvae of Plutella xylostella were released per one cup, and the cup was covered with nylon gauze. This is referred to as treated section.
Meanwhile, similarly to the treated section, seeds of Japanese radish were sowed, larvae were released, and the cup was covered, except that the inventive composition was not dissolved in acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (W/V) of Sorgen TW-20 (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.). This is referred to as non-treated section.
At 2 days from the release, survival or death of the larvae is observed, and a death rate is calculated from the
observation result according to the following equation 1).
Equation 1): Death rate (%) = (Number of tested insects - Number of surviving insects) / Number of tested insects x 100

Claims

[Claim 1] A pest controlling composition comprising:
a fused heterocyclic compound of the formula (1):
Figure imgf000114_0001
wherein:
A1 represents -NR8- , an oxygen atom, or a sulfur atom;
A2 represents a nitrogen atom or =CR9-;
A represents a nxtrogen atom or =CR -;
R1 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, or a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y;
R2, R3, R4, and R5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, -S OJmR11, - RX1R12, - CO2R11, -C(0)Rn, a cyano group, a nitro group, a halogen atom, - SF5, or a hydrogen atom, provided that at least two of R2, R3, R4, and R5 represent a hydrogen atom;
R6 and R7 are the same or different and represent a C1-C6 chain hydrocarbon grou optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, - SfOJmR11, -SiO ^ 12, - RUR12, -NRnC02R12, -NR^CCOJR12, -C02Rn, - C(0)R , a cyano group, a nitro group, a halogen atom, -SF5, or a hydrogen atom;
R8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, -CO2R11, -CiOjR11, a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;
R9 and R10 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, -OR11, -S(0)mRu, -NR1XR12, -C02Ru, -C(0)R , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;
R11 and R12 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; and
m represents 0, 1, or 2; and n represents 0, 1, or 2;
(provided that: R6 and R7 are not both a hydrogen atom at the same time; in -StOJmR11, when m is 1 or 2, then R11 is not a hydrogen atom; and when A1 represents -NH- or -N(CH3)-, A2 and A3 represent =CH-, R1 represents a methyl group, R2, R3, R4, and R5 represent a hydrogen atom, and n is 0, 1, or 2, then R6 and R7 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group
Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, -OR11, -SiOJmR11, - S(0)2NR11R12, - R1XR12, -NR^-COzR12, -NR^CtOJR12, -C02H, -C(0)RX1, a cyano group, a nitro group, a bromine atom, an iodine atom, -SF5 or a hydrogen atom)
the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms. a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group
optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6
alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;
the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group
optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and
the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group
optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6
alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a hydroxy group; and
one or more compounds selected from Group A to Group E:
Group A; fungicides,
Group B; insecticides.
Group C; acaricides.
Group D; chemical injury reducing agents, and
Group E; plant growth regulators.
[Claim 2] A method of controlling pests which comprises applying the effective amount of the pest controlling composition of claim 1 to a plant or a soil where the plant is cultivated.
[Claim 3] A plant seed to which an effective amount of the pest controlling composition of claim 1 is attached.
PCT/JP2012/077170 2012-09-25 2012-10-15 Pest controlling composition and use thereof WO2014049889A1 (en)

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CN107058348A (en) * 2016-12-13 2017-08-18 江苏省农业科学院 A kind of wheat cdna for improving plant scab resistance and its application

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JP2014208695A (en) * 2014-07-04 2014-11-06 住友化学株式会社 Pest control composition and use thereof
JP2017036339A (en) * 2015-11-26 2017-02-16 住友化学株式会社 Pest control composition and applications thereof
CN113773988B (en) * 2021-08-27 2022-12-13 微生物肥料技术研究推广中心 Bacillus subtilis and application thereof in disease prevention and yield increase of pepper
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WO2016046071A1 (en) * 2014-09-25 2016-03-31 Syngenta Participations Ag Pesticidally active heterocyclic derivatives with sulphur containing substituents
WO2016116338A1 (en) * 2015-01-19 2016-07-28 Syngenta Participations Ag Pesticidally active polycyclic derivatives with sulfur containing substituents
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CN107058348A (en) * 2016-12-13 2017-08-18 江苏省农业科学院 A kind of wheat cdna for improving plant scab resistance and its application
CN107058348B (en) * 2016-12-13 2020-12-18 江苏省农业科学院 Wheat gene for improving plant scab resistance and application thereof

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