WO2017170743A1 - Nematicidal composition and nematode control method - Google Patents

Nematicidal composition and nematode control method Download PDF

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Publication number
WO2017170743A1
WO2017170743A1 PCT/JP2017/013020 JP2017013020W WO2017170743A1 WO 2017170743 A1 WO2017170743 A1 WO 2017170743A1 JP 2017013020 W JP2017013020 W JP 2017013020W WO 2017170743 A1 WO2017170743 A1 WO 2017170743A1
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group
alkyl
halo
atom
active ingredient
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PCT/JP2017/013020
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French (fr)
Japanese (ja)
Inventor
穂高 今仲
紀彦 三森
国光 中平
基悦 岩佐
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日産化学工業株式会社
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Priority claimed from JP2017012004A external-priority patent/JP2019094264A/en
Application filed by 日産化学工業株式会社 filed Critical 日産化学工業株式会社
Publication of WO2017170743A1 publication Critical patent/WO2017170743A1/en

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides

Definitions

  • the present invention relates to a novel plant parasitic nematode control composition
  • a novel plant parasitic nematode control composition comprising specific oxime-substituted amide compounds, their N-oxides or salts thereof, and specific fungicidal, bactericidal, insecticidal or acaricidal active compounds. And a control method.
  • the oxime-substituted amide compound represented by the formula (I) which is the first active ingredient compound, their N-oxides or salts thereof are known and their pest control agents Is known (for example, see Patent Document 1).
  • the compound described as the active ingredient B which is the second active ingredient in the nematicidal composition of the present invention is a compound having a known bactericidal, bactericidal, insecticidal or acaricidal activity (for example, (Refer nonpatent literature 1.).
  • a bactericidal or bactericidal composition containing a certain oxime-substituted amide compound and a compound having a known bactericidal or bactericidal activity see, for example, Patent Document 2
  • a nematicidal composition containing a compound having a known nematicidal activity for example, see Patent Document 3 is known.
  • Plant nematode damage caused by infection of various nematodes on cereals, fruit trees, vegetables, ornamental plants, etc. is a serious damage such as a decrease in the quality of crops, a significant decrease in yield, and in some cases withering of plants.
  • causes significant economic losses not only to producers but also to consumers. Therefore, effective control of these plant nematodes is an extremely important issue in order to achieve efficient and stable production of agricultural crops. From such a viewpoint, conventionally, development of a control agent for the purpose of controlling plant parasitic nematodes has progressed, and many effective agents have been put to practical use until now.
  • the present inventors have shown excellent plant parasitic nematode control activity and non-targets such as plants, mammals, fish, useful insects and natural enemies
  • the present invention has been completed by finding that the composition containing the compound having an activity together has surprisingly excellent synergistic nematicidal effect that cannot be predicted from the case of using each of them alone. .
  • the present invention includes the following compositions [1] to [34] (hereinafter referred to as the present composition), [35] to [38] control methods (hereinafter referred to as the present method), [ [39] to [83] (hereinafter referred to as the compound of the present invention) and [84] to [87].
  • An active ingredient B comprising the following active ingredient A and one or more compounds selected from the group consisting of the following BI group, BX group, CI group, and C-XIV group And a composition for nematicides, each containing a synergistically effective amount.
  • Active ingredient A an oxime-substituted amide compound represented by the following formula (I) or an N-oxide or a salt thereof.
  • G 1 represents a structure represented by G 1 -1 or G 1 -2 below,
  • G 2 represents a structure represented by the following G 2 -1, G 2 -2 or G 2 -3,
  • W represents an oxygen atom or a sulfur atom
  • X 1 represents a halogen atom, nitro, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a
  • X 1a represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 3 -C 6 alkenyl or benzyl
  • Y 1 represents a hydrogen atom, a halogen atom, methyl, trifluoromethyl or methoxy
  • Y 2 represents a hydrogen atom, a halogen atom, cyano, methoxy or methylthio
  • Y 3 is optionally substituted by a hydrogen atom, halogen atom, cyano, C 1 -C 4 alkyl, trifluoromethyl, C 2 -C 4 alkenyl, C 2 -C 6 alkynyl, R 6 (C 2 -C 4 6 ) represents alkynyl,
  • a 6-membered ring may be formed with the carbon atom to which Z of R 7 is C 1 -C 4 alkyl, halo (C 1 -C 4 ) alkyl, C 1 -C 4 alkoxy (C 1 -C 2 ) alkyl, E-3, C 3 -C 4 alkynyl or (Z) represents phenyl substituted by m ;
  • R 8 represents a hydrogen atom or methyl;
  • R 9 represents methyl or ethyl,
  • E-1, E-2 and E-3 each represent a saturated heterocyclic ring represented by the following structural formula; R 11 represents methyl, R 12 represents methyl or ethyl, m represents an integer of 1, 2 or 3, n represents an integer of 0, 1 or 2; r represents an integer of 0, 1 or 2. ]
  • Active ingredient B BI group: metalaxyl, oxolinic acid.
  • Group B-II benomyl, ethaboxam, pencicuron, fluopicolide, diflumetorim, thiophanate-methyl.
  • B-III group thifluzamide, azoxystrobin, amisulbrom, fluazinam, ametoctradin, cyazofamid, flutolanil, mepronil, triproxil Strobibin (trifloxystrobin), fluxapyroxad (fluxapyroxad).
  • B-IV group cyprodinil, kasugamycin, oxytetracycline.
  • BV group fludioxonil, iprodione.
  • Group B-VI isoprothiolane, propamocarb hydrochloride, tolclofos-methyl.
  • Group B-VII tebuconazole, fenhexamid, prochloraz, pefurazoate, difenoconazole, ipconazole, simeconazole.
  • B-VIII group validamycin, dimethomorph, polyoxins.
  • Group B-IX tricyclazole, diclocymet.
  • BX group fosetyl-aluminium, chlorothalonil, captan, mancozeb.
  • CI group fipronil.
  • C-II group bifenthrin, indoxacarb, etofenprox, cypermethrin.
  • Group C-III imidacloprid, spinosyn, cartap, acetamiprid, clothianidin, dinotefuran, nitenpyram, thiamethoxam.
  • Group C-IV amitraz.
  • CV group acequinocyl, cyenopyrafen, pyridaben, chlorfenapyr, tetradifon.
  • C-VI group tebufenozide, cyromazine, lufenuron, buprofezin.
  • Group C-VII spirotetramat.
  • Group C-VIII chlorantraniliprole, cyantraniliprole.
  • Group C-IX phenoxycarb.
  • CX group etoxazole.
  • C-XI group Pymetrozine.
  • C-XII group bifenazate.
  • C-XIII group Bacillus thuringiensis.
  • C-XIV group DMTP (DMTP), acephate, chlorpyrifos, prothiofos.
  • G 1 represents a structure represented by G 1 -2
  • G 2 represents a structure represented by G 2 -1 or G 2 -2
  • X 1 represents a chlorine atom, an iodine atom, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a
  • Y 1 represents a chlorine atom
  • Y 2 represents a hydrogen atom
  • Y 3 represents a chlorine atom, a bromine atom, cyano, trifluoromethyl, C 2 -C 6 alkynyl, cyclopropylethynyl or halo (C 1 -C 4 ) alkoxy
  • Y 4 represents a hydrogen atom
  • R 1 is, C 1 ⁇ C 4 alkyl, halo (C 1 ⁇ C 4) alkyl
  • G 1 represents a structure represented by G 1 -2
  • G 2 represents a structure represented by G 2 -2
  • X 1 represents a chlorine atom, difluoromethyl, trifluoromethyl or methylsulfonyl
  • Y 3 represents a chlorine atom, a bromine atom, cyano, C 2 -C 6 alkynyl or cyclopropylethynyl
  • R 1 is substituted by C 1 ⁇ C 4 alkyl, halo (C 1 ⁇ C 4) alkyl or R 10 (C 1 ⁇ C 4 ) alkyl
  • R 10 represents halo (C 3 -C 6 ) cycloalkyl.
  • active ingredient B is a compound selected from the CI group to C-XIV group.
  • active ingredient B is a compound selected from the BI group.
  • active ingredient B is a compound selected from the group B-II.
  • the nematicide for use according to any one of [1] to [30] above which contains 0.1 to 10 parts by weight of active ingredient B with respect to 1 part by weight of active ingredient A Composition.
  • a method for controlling nematodes characterized in that the treatment is performed simultaneously or close in time.
  • a method for controlling nematodes wherein the composition for nematicidal insects according to any one of [1] to [34] above is sprayed on a plant.
  • a method for controlling nematodes which comprises treating the nematocidal composition according to any one of [1] to [34] above on a soil in which plants are grown.
  • a method for controlling nematodes wherein the composition for nematicides according to any one of [1] to [34] above is treated on plant seeds, tuberous roots and rhizomes.
  • a 1 , A 2 and A 3 each independently represent CH or a nitrogen atom, provided that one of A 1 and A 2 represents a nitrogen atom, W represents an oxygen atom or a sulfur atom, Y 1 represents a hydrogen atom, a halogen atom or C 1 -C 6 alkyl, Y 2 represents a hydrogen atom, a halogen atom or cyano, Y 3 is a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6 , C 1 -C 6 alkoxy or Represents halo (C 1 -C 6 ) alkoxy, Y 4 represents a hydrogen atom or a halogen atom, R 1 is, C 1 ⁇ C 6 alkyl, halo (C 1 ⁇ C 6) alkyl, optionally substituted by R 10 (C 1
  • a 1 and A 3 represent a nitrogen atom
  • a 2 represents CH
  • W represents an oxygen atom
  • Y 1 represents a halogen atom
  • Y 2 and Y 4 represent a hydrogen atom
  • Y 3 represents a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6
  • R 3 represents a hydrogen atom
  • R 6 represents C It represents 3 ⁇ C 6 cycloalkyl
  • Z represents a halogen atom or cyano
  • X 1a represents an oxime-substituted amide compound according to the above [36], wherein C 1 -C 6 alkyl or halo (C 1 -C 6 ) alkyl, or an N-oxide or a salt thereof.
  • Y 3 is, R 1 represents a halogen atom, C 1 ⁇ C 6 alkyl, halo (C 1 ⁇ C 6) alkyl, substituted with R 10 (C 1 ⁇ C 6 ) alkyl or C 3 ⁇ It represents a C 6 alkenyl, X 1a represents C 1 -C 6 alkyl, and r represents 2 The oxime-substituted amide compound or its N-oxide or salt thereof according to [40] above. [42] A 1 represents a nitrogen atom, The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 and A 3 represent CH, or an N-oxide thereof or a salt thereof.
  • a 1 represents CH, The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 and A 3 represent a nitrogen atom, or an N-oxide or a salt thereof.
  • a 1 and A 2 represent a nitrogen atom, The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [41], wherein A 3 represents CH.
  • a 1 and A 3 represent a nitrogen atom, The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 represents CH, or an N-oxide thereof or a salt thereof.
  • a 1 and A 3 represent CH, The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 represents CH, or an N-oxide thereof or a salt thereof.
  • a 1 and A 3 represent CH, The oxime-substituted
  • Y 3 is halo (C 1 -C 6 ) alkyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl, C 1 -C 6 alkoxy or halo optionally substituted by R 6
  • Y 4 represents a hydrogen atom.
  • R 1 is, C 1 ⁇ C 6 alkyl, halo (C 1 ⁇ C 6) alkyl, optionally substituted by R 10 (C 1 ⁇ C 6 ) alkyl, C 3 ⁇ C 6 alkenyl, halo
  • R 10 C 1 ⁇ C 6 alkyl, C 3 ⁇ C 6 alkenyl, halo
  • the oxime-substituted amide compound or the N-oxide thereof according to any one of the above [39] to [58], which represents C 3 -C 6 ) alkenyl, C 3 -C 6 alkynyl or halo (C 3 -C 6 ) alkynyl Or its salt.
  • R 1 represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkyl or C 3 -C 6 alkenyl optionally substituted with R 10 [39] to [58]
  • R 10 represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkyl or C 3 -C 6 alkenyl optionally substituted with R 10 [39] to [58]
  • the oxime-substituted amide compound or N-oxide or salt thereof according to any one of items [39] to [58].
  • R 1 represents C 1 -C 6 alkyl.
  • R 1 represents halo (C 1 -C 6 ) alkyl, or an N-oxide thereof or a salt thereof.
  • R 1 is oxime-substituted amide compound according to any one above [39] - [58] representing the optionally substituted (C 1 - C 6) alkyl by R 10 or a N- oxide or Its salt.
  • Z is cyano, nitro, C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy, halo (C 1 -C 6 ) alkoxy or halo (C 1 -C 6 )
  • the oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [71], which represents alkylthio.
  • X 1a represents C 2 -C 6 alkyl, The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2.
  • X 1a represents halo (C 1 -C 6 ) alkyl; The oxime substituted amide compound according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2, or an N-oxide thereof or a salt thereof.
  • X 1a represents C 3 -C 6 alkenyl or benzyl, The oxime substituted amide compound according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2, or an N-oxide thereof or a salt thereof.
  • a composition for nematicides containing as an active ingredient at least one selected from the oxime-substituted amide compound according to any one of [39] to [83] above, or an N-oxide thereof or a salt thereof.
  • the nematicide composition of the present invention and the nematode control method using the composition of the present invention exhibit an excellent synergistic control effect against plant growth damage caused by various nematodes, as well as existing plant parasites. It also exhibits a sufficient synergistic control effect against nematodes that have acquired resistance to the sex nematode control agent. Therefore, the present invention can provide a useful novel nematicidal composition and an effective nematode control method using the composition of the present invention.
  • the oxime-substituted amide compound represented by the formula (I) used as the active ingredient A of the present invention has E-form and Z-form geometric isomers, and the active ingredient A of the present invention (also referred to as active compound A).
  • the compound used as “)” includes the E-form, the Z-form, or a mixture containing the E-form and the Z-form in an arbitrary ratio.
  • the compound represented by the formula (I) used as the active component A of the present invention depending on the substituent, there is an optically active substance resulting from the presence of one or more asymmetric carbon atoms.
  • the compound used as the active ingredient A of the present invention includes all optically active substances or racemates.
  • the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
  • the notation “halo” also represents these halogen atoms.
  • C a -C b alkyl represents a linear or branched hydrocarbon group having a carbon number of a to b, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl Specific examples include a group, isobutyl group, s-butyl group, tert-butyl group, pentyl group, 1-ethylpropyl group, 2,2-dimethylpropyl group, hexyl group, and the like. Selected by range.
  • sec- means secondary
  • tert- means tertiary, and the same applies to the following.
  • halo (C a -C b ) alkyl is a linear or branched chain having a carbon number of a to b, wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. Represents a hydrocarbon group, and when substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other.
  • fluoromethyl group for example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 1-fluoroethyl group, 2- Fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2 -Trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2-trifluoroethyl group, pentafluoroethyl group, 2,2-difluoropropyl group, 3,3,3-tri
  • C a -C b cycloalkyl represents a cyclic hydrocarbon group having a to b carbon atoms and forms a monocyclic or complex ring structure having 3 to 10 members. I can do it. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms. Specific examples include cyclopropyl group, cyclobutyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, cyclopentyl group, 2,2-dimethylcyclopropyl group, 1-methylcyclobutyl group, cyclohexyl group and the like. , Selected for each specified number of carbon atoms.
  • halo (C a -C b ) cycloalkyl represents a cyclic hydrocarbon group having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom.
  • Monocyclic or complex ring structures from 3 to 10 membered rings can be formed. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms.
  • 1-fluorocyclopropyl group, 2,2-dichlorocyclopropyl group, 2,2-dichloro-3-methylcyclopropyl group, 2-bromo-1-ethylcyclobutyl group, 2,2,3,3 -Tetrafluorocyclobutyl group, 2-chlorocyclopentyl group, 3-bromocyclopentyl group, 2,2-difluoro-3-methylcyclopentyl group, 2-iodocyclohexyl group, 3-chlorocyclohexyl group, 4,4-difluorocyclohexyl group Etc. are given as specific examples, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkenyl refers to an unsaturated carbonization having a linear or branched chain consisting of a to b carbon atoms and having one or more double bonds in the molecule.
  • Specific examples include a group, 2-methyl-2-propenyl group, 3-methyl-3-butenyl group and the like, and each is selected within the range of the designated number of carbon atoms.
  • halo (C a -C b ) alkenyl is a linear or branched chain having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. And an unsaturated hydrocarbon group having one or more double bonds in the molecule. At this time, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other.
  • C a -C b cycloalkenyl represents a cyclic hydrocarbon group having a carbon number of a to b and forms a monocyclic or complex ring structure having 3 to 10 members. I can do it.
  • Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms.
  • 1-cyclobutenyl group, 1-methyl-2-cyclobutenyl group, 1-cyclopentenyl group and the like can be mentioned as specific examples, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkynyl refers to an unsaturated hydrocarbon having a linear or branched chain composed of a to b carbon atoms and having one or more triple bonds in the molecule.
  • ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl Specific examples include a group, 1-hexynyl group, 3-hexynyl group, 3-methyl-1-pentynyl group, 4-methyl-1-pentynyl group, 3,3-dimethyl-1-butynyl group, and the like. Selected within the specified number of carbon atoms.
  • halo (C a -C b ) alkynyl is linear or branched having a carbon number of a to b in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. And an unsaturated hydrocarbon group having one or more triple bonds in the molecule. At this time, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other.
  • 3-chloro-2-propynyl group, 4-bromo-3-butyn-2-yl group, 4-fluoro-2-butynyl group, 4,4-difluoro-2-butynyl group, 4-iodo-3-butynyl Specific examples include a group, a 4-fluoro-4-methyl-2-pentynyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkoxy represents an alkyl-O— group having the above-mentioned meanings consisting of a to b carbon atoms, for example, methoxy group, ethoxy group, propyloxy group, isopropyloxy group, Specific examples include a butyloxy group, an isobutyloxy group, an s-butyloxy group, a tert-butyloxy group, a pentyloxy group, a hexyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.
  • halo (C a -C b ) alkoxy represents a haloalkyl-O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as a difluoromethoxy group, a trifluoromethoxy group, a chlorodifluoro group.
  • Methoxy group, bromodifluoromethoxy group, 2-fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, 1,1,2,2, -tetrafluoroethoxy group, 2-chloro-1 Specific examples include 1,2,2-trifluoroethoxy group, 1,1,2,3,3,3-hexafluoropropyloxy group and the like, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkylthio represents an alkyl-S— group having the above-mentioned meanings consisting of a to b carbon atoms.
  • methylthio group, ethylthio group, propylthio group, isopropylthio group, butylthio group Specific examples include a group, an isobutylthio group, an s-butylthio group, a tert-butylthio group, and the like, and each is selected within the range of the designated number of carbon atoms.
  • halo (C a -C b ) alkylthio represents a haloalkyl-S— group having the above-mentioned meanings consisting of a to b carbon atoms, such as difluoromethylthio group, trifluoromethylthio group, chlorodifluoro Methylthio group, trichloromethylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoro Ethylthio group, pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1- (trifluoro Specific examples include methyl) ethylthio group, nonafluorobutyl
  • C a -C b alkylsulfonyl represents an alkyl-S (O) 2 — group having the above-mentioned meanings consisting of a to b carbon atoms, such as methylsulfonyl group, ethylsulfonyl group, propyl
  • a sulfonyl group an isopropylsulfonyl group, a butylsulfonyl group, an isobutylsulfonyl group, a s-butylsulfonyl group, a tert-butylsulfonyl group, and the like, which are selected in the range of each designated number of carbon atoms.
  • tri (C a -C b alkyl) silyl is the same as or different from each other, and the silyl group substituted by the alkyl group having the above-mentioned meanings consisting of a to b carbon atoms
  • Specific examples include trimethylsilyl group, triethylsilyl group, tri (propyl) silyl group, ethyldimethylsilyl group, propyldimethylsilyl group, butyldimethylsilyl group, isobutyldimethylsilyl group, tert-butyldimethylsilyl group and the like. Selected within a range of each specified number of carbon atoms.
  • C a -C b alkylcarbonyl represents an alkyl-C (O) — group having the above-mentioned meanings consisting of a to b carbon atoms, for example, acetyl group, propionyl group, butyryl group, isobutyryl group. Specific examples include a group, a valeryl group, an isovaleryl group, a 2-methylbutanoyl group, a pivaloyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkoxycarbonyl represents an alkyl-O—C (O) — group having the above-mentioned meanings consisting of a to b carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, Specific examples include a propyloxycarbonyl group, an isopropyloxycarbonyl group, a butoxycarbonyl group, an isobutoxycarbonyl group, a tert-butoxycarbonyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
  • C a -C b alkylcarbonyloxy represents an alkyl-C (O) —O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as an acetoxy group, propionyloxy group, etc. are given as specific examples and are selected within the range of each designated number of carbon atoms.
  • C a -C b alkylsulfonyloxy represents an alkyl-S (O) 2 —O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as methylsulfonyloxy group, ethyl Specific examples include sulfonyloxy group, propylsulfonyloxy group, isopropylsulfonyloxy group, butylsulfonyloxy group, isobutylsulfonyloxy group, s-butylsulfonyloxy group, tert-butylsulfonyloxy group, and the like. It is selected in the range of the number of atoms.
  • hydroxy (C a ⁇ C b) alkyl "substituted by R 10 (C a ⁇ C b ) alkyl", by any of the hydroxyl groups or R 10, is substituted hydrogen atoms bonded to carbon atoms
  • R 10 substituted hydrogen atoms bonded to carbon atoms
  • hydroxy (C d -C e ) cycloalkyl or “C a -C b alkoxy (C d -C e ) cycloalkyl” is any C a -C b alkoxy group, as defined above, or A cycloalkyl group having the above-mentioned meaning consisting of d to e carbon atoms, in which hydrogen atoms bonded to carbon atoms are optionally substituted by hydroxyl groups, is selected within the range of the designated number of carbon atoms. .
  • (C a -C b ) alkynyl optionally substituted with R 6 refers to the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with any R 6 from a to b
  • the alkynyl group, as defined above, is selected within each specified number of carbon atoms.
  • R 10 (C a ⁇ C b ) alkyl by any R 10, carbon atoms in which the hydrogen atoms bonded to carbon atom is optionally substituted from a ⁇ b Pieces
  • the above-mentioned meaning is an alkyl group, and each is selected within the range of the designated number of carbon atoms.
  • the oxime substituted amide compound represented by the formula (I) used as the active ingredient A of the present invention is a known compound described in International Publication (WO2014 / 010737), and specific examples thereof include the compounds in Table 1. It is done. However, the compounds in Table 1 are for illustrative purposes, and the oxime substituted amide compounds used as the active ingredient A of the present invention are not limited to these.
  • n-Pr and Pr-n represents a normal propyl group
  • i-Pr and Pr-i represents an isopropyl group
  • C-Pr and Pr-c are cyclopropyl groups
  • n-Bu and Bu-n are normal butyl groups
  • s-Bu and Bu-s are secondary butyl groups
  • the description of t-Bu and Bu-t represents a tertiary butyl group
  • the description of Pen-c represents a cyclopentyl group
  • Ph represents a phenyl group.
  • the notation “-” in the column of substituent Y 5 indicates that there is no corresponding substituent.
  • the notation of (R) and (S) in the column of substituent R 2 indicates that the (R) -form and (S) -form are 90% or more in the mixing ratio of the optical isomer of the carbon atom to which R 2 is bonded.
  • oxime-substituted amide compounds represented by the formula (I) used as the active ingredient A of the present invention are known compounds described in International Publication (WO2014 / 010737), and other compounds include, for example, It can be produced by the following production method.
  • the compound of the present invention represented by the formula (Ia) can be obtained by a method according to a known method or a compound represented by the formula (II) or a salt thereof (for example, a salt such as hydrochloride, hydrobromide, etc.)
  • the compound represented by (III) can be produced by using a condensing agent in the absence of a solvent or in a solvent, using an additive if necessary, and in the presence of a base if necessary. Examples of the known methods include The Journal of Organic Chemistry, 2004, Vol. 69, p.54-61, Tetrahedron Letters, 1994. 35, p.5603-5606, Tetrahedron Letters, 1997, 38, p.4853-4856, Tetrahedron, 2001, 57, p. 1551-1558 and the like.
  • the reaction mixture after completion of the reaction is directly concentrated, or dissolved in an organic solvent, washed with water, concentrated in ice water, or subjected to usual post-treatment such as concentration after extraction with an organic solvent, and the desired oxime substitution.
  • An amide compound can be obtained.
  • it can be separated and purified by any purification method such as recrystallization, column chromatograph, thin layer chromatograph, liquid chromatographic fractionation and the like.
  • Reaction formula 1 (In the formula, A 3 , Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 2 and R 3 represent the same meaning as described above, and J 1 represents a chlorine atom, a bromine atom or an iodine atom.)
  • the compound represented by the formula (II) is represented by the formula (II-1) according to a known method, for example, the method described in Synthesis Example 10 and Reaction Scheme 8 of Japanese Unexamined Patent Publication No. 2016-011286.
  • the compound represented by the formula (II-2), which can be produced by reacting the compound with hexamethylenetetramine, can be produced by reacting with an acid catalyst.
  • the reaction mixture after completion of the reaction or the purified and isolated salt of the compound represented by the formula (II) It can also be isolated as a free amine by neutralization with a base such as sodium, potassium carbonate or sodium hydroxide.
  • Reaction formula 2 (Wherein A 1 , A 2 , X 1a and r represent the same meaning as described above, and J 2 and J 3 each independently represent a leaving group such as a chlorine atom, a bromine atom or a methanesulfonyloxy group. , R a represents C 1 -C 4 alkyl, allyl or benzyl)
  • the compound represented by the formula (III-2) is, for example, Journal of Agricultural and Food Chemistry, 2014, Vol. 62, p.4063-4071 According to the description, it can be produced by reacting the compound represented by formula (III-1) with the compound represented by formula (IV).
  • the compound represented by the formula (IV) is known and generally available as a commercial product. Others can also be produced according to general synthesis methods described in known literature.
  • the compound represented by the formula (III-3) is prepared by combining a compound represented by the formula (III-2) with a compound represented by the formula (III-2) according to a general synthesis method, for example, a method described in International Publication (WO2010 / 201003081). It can manufacture by making the compound represented by (V) react.
  • the compound represented by the formula (III-4) is a compound represented by the formula (III-3) according to a known method, for example, the method described in Example 3 of the international publication (WO2015 / 199006). And an oxidizing agent.
  • the compound represented by the formula (III) is represented by the formula (III-4) according to a general synthesis method, for example, the method described in Step B2 of US Patent Application Publication No. 2010/0234604. It can manufacture by hydrolyzing the compound made.
  • each of the production intermediates that are the raw material compounds of production method A can be obtained by performing a general post-treatment.
  • each production intermediate produced by these methods can be used as it is in the next step without isolation and purification.
  • the chemical shift value of proton nuclear magnetic resonance ( 1 H-NMR) used for the identification of the compound is 300 MHz (model: ECX300 or ECP300, manufactured by JEOL) using Me 4 Si (tetramethylsilane) as a reference material. ).
  • Symbols in proton nuclear magnetic resonance chemical shift values have the following meanings. s: singlet, d: doublet, t: triplet, q: quartet, dd: double doublet, sep: septette, m: multiplet, br: broad
  • Step 2 Production of methyl 2- (methylsulfonyl) nicotinate To a solution of 5.70 g of methyl 2- (methylthio) nicotinate in 30 ml of acetic acid, 0.50 g of sodium tungstate dihydrate was added and stirred with ice cooling.
  • Step 3 Production of 2- (methylsulfonyl) nicotinic acid
  • a solution of 3.45 g of methyl 2- (methylsulfonyl) nicotinate in 20 ml of tetrahydrofuran was added 0.65 g of 10 ml aqueous solution of sodium hydroxide at room temperature. And stirred for 14 hours.
  • 50 ml of 5 wt% hydrochloric acid was added to the reaction mixture under ice cooling, and the mixture was extracted with ethyl acetate (100 ml ⁇ 1).
  • Step 4 Preparation of 2-bromo-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 2-bromo-1- (3,5- To a 110 ml toluene solution of 24.47 g dichloropyridin-2-yl) ethanone was added 42.54 g trifluoroacetic acid at room temperature and heated to 60 ° C. To the reaction solution was added dropwise a solution of 20.72 g of N- (2,2,2-trifluoroethoxy) carbamic acid-tert-butyl in 30 ml of toluene over 1 hour.
  • Step 5 Preparation of 2-amino-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 12.90 g of hexamethylenetetramine 350 ml of ethyl acetate The suspension was heated and stirred at 50 ° C., and 2-bromo-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 32.09 g of acetic acid Ethyl 180 ml solution was added dropwise. After completion of the dropwise addition, the reaction mixture was stirred at 50 ° C. for 4 hours.
  • reaction mixture was cooled to room temperature, and the precipitated solid was filtered and washed with 110 ml of ethyl acetate.
  • the obtained solid was suspended in 160 ml of methanol, and 100 g of 13 wt% hydrochloric acid was added. After the addition was complete, the reaction mixture was stirred at 50 ° C. for 1 hour. After completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. A 10% by weight aqueous potassium carbonate solution was added to the resulting residue, and the mixture was extracted with a mixed solution of 30 ml of ethyl acetate and 150 ml of toluene.
  • Step 7 (Z) -N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) nicotinic acid
  • amide N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) obtained in Step 6 Nicotinamide 325mg ethanol 4ml solution in a quartz cell (Tokyo Glass Instrument Co., Ltd., fully transparent for spectroscopic analysis), 100W high pressure mercury lamp (USHIO, lamp UM-102, lighting device UM-103B-B) ) For 20 hours.
  • Et represents an ethyl group
  • i-Pr represents an isopropyl group
  • Pr-c represents a cyclopropyl group
  • n-Bu represents a normal butyl group
  • s-Bu represents a sec-butyl group
  • Bu-c Represents a cyclobutyl group
  • Ph represents a phenyl group.
  • the notation of (S) in the column of substituent R 2 represents that the (S) -isomer is 90% or more in the mixing ratio of the optical isomer of the carbon atom to which R 2 is bonded, notation (RS) in the column of the substituents R 2, the compound represents that it is a racemate, the description of the (Z) in the column of the substituents R 1, the oxime geometric isomers substituent R 1 is attached In the mixing ratio, (Z) -form is 90% or more.
  • T-1, T-2, T-3, and E-4 each represent the following structure.
  • D-3-1b, D-3-2b, D-4-1b, D-4-2b, D-4-3b, D-5-3b, D-6-1a, D-7-1b , D-8-2b, D-9-1b, and D-10-1b each represent the following structure.
  • the notation [CH 2 (D-7-1b) -5-CF 3 ] represents a 5-[(trifluoromethyl) thiophen-2-yl] methyl group.
  • the description “* 1” in the melting point column means that the property of the compound was oily or resinous.
  • G 1 -1a, G 1 -1b , G 1 -2a, G 1 -2b, G 1 -2c, G 1 -2d, G 1 -2e, G 1 -2f, G 1 -2g, G 1 -2h represents G 1 -2i, G 1 -2j, G 1 -2k, the G 1 -2m, G 1 -2n and G 1 -2p respectively the following structures.
  • bactericidal, bactericidal, insecticidal or acaricidal active compound used as the active ingredient B (also referred to as active compound B) of the present invention include, for example, the groups BI to BX described in Tables 4 to 27, and CI A compound selected from the group of -C-XIV can be mentioned. That is, bactericidal and bactericidal active ingredient BI group; nucleic acid synthesis inhibitor
  • Examples of the compound having bactericidal, bactericidal, insecticidal or acaricidal activity used as the active ingredient B of the composition of the present invention include compounds selected from the following groups.
  • the suitable mixing ratio of the active ingredient A and the active ingredient B in the composition of the present invention and the method of the present invention is usually 0.001 to 1000 parts by weight, preferably 1 to 1000 parts by weight of the active ingredient B relative to 1 part by weight of the active ingredient A.
  • the amount is 0.01 to 100 parts by weight, more preferably 0.1 to 50 parts by weight, still more preferably 0.1 to 10 parts by weight.
  • the preferred treatment amount of the active ingredient compound in the composition of the present invention and the method of the present invention depends on the type of target disease to be controlled, but the active ingredient A is usually 0.1 to 10,000 ga. i. / Ha, preferably 0.1 to 2000 ga. i. / Ha, more preferably 0.1 to 1000 ga. i. / Ha, more preferably 1 to 300 ga. i. / Ha and the active ingredient B is 0.1 to 100,000 ga. i. / Ha, preferably 0.1 to 20000 ga. i. / Ha, more preferably 0.1 to 1000 ga. i. / Ha, more preferably 1 to 300 ga. i. / Ha.
  • the composition of the present invention is predicted to generate nematodes in an amount effective for controlling various nematodes in the form as it is to control various nematodes, or diluted or suspended as appropriate with water or the like. What is necessary is just to apply and apply a normal method to the object plant to be used, the seed, or the cultivation carrier for sowing. For example, it can be used in application methods such as rice seedling box application, seed dressing application method, seed disinfection method, planting hole treatment, plant base treatment, crop treatment, soil mixing treatment and the like.
  • seed treatment such as dressing and soaking, soaking treatment of seedling roots, cropping during sowing, cultivation containers and planting holes for raising seedlings After irrigation, foliar application, mixing treatment, etc., to a seedling carrier such as a plant source, watering is performed and the plant is absorbed and used.
  • a seedling carrier such as a plant source
  • watering is performed and the plant is absorbed and used.
  • hydroponics you may process to a hydroponic solution.
  • seed treatment method for example, according to a method known in the technical field, for example, a method of immersing seeds in a liquid state without diluting or diluting a liquid or solid preparation, or a solid preparation or A method in which a liquid preparation is mixed with seeds, dressed, etc., and adhered to the surface of the seeds, a method in which the seeds are mixed with a highly adhesive carrier such as resin or polymer, and a seed is coated in a single layer or multiple layers, planting At the same time, there can be mentioned a method of spraying around the seeds.
  • seed for performing seed treatment is broadly synonymous with the “reproduction plant body” in the present invention, and in addition to seeds, vegetative propagation such as bulbs, tubers, seeds, bulbs or stems for cuttings cultivation. It contains plant bodies for use.
  • the soil or plant carrier in the case of carrying out the method of the present invention indicates a support for cultivating a plant
  • the material is not particularly limited, but may be any material that can grow a plant.
  • it contains various soils, seedling mats, water, etc., sand, vermiculite, cotton, paper, diatomaceous earth, agar, gel material, polymer material, rock wool, glass wool, wood chip, bark, pumice, etc. Can also be included.
  • Examples of application methods to the soil include, for example, a method in which a liquid or solid preparation is not diluted or diluted with water, but is applied to the vicinity of a place where a plant is installed, a nursery for raising seedlings, before sowing or before planting a plant.
  • a method of spraying powder, wettable powder, granule wettable powder, granule, etc. to the planting holes, crops and the like can be mentioned.
  • the dosage form may vary depending on the application time, such as sowing application, greening period application, transplantation period application, etc., but powder, granule wettable powder, granule, etc. It may be applied in the dosage form. These can be applied by mixing with the soil, and the soil can be mixed with the powder, granulated wettable powder or granule, for example, mixed with soil, covered soil, mixed into the entire soil, etc. it can. In addition, the soil and various preparations may be applied alternately in layers. The time of application at the time of sowing may be before sowing, at the same time, after sowing, or after covering.
  • a cultivation carrier in the vicinity of the plant being cultivated in addition to direct treatment on seeds, treatment on a cultivation carrier in the vicinity of the plant being cultivated is suitable.
  • the treatment include a spray treatment using a granule, or an irrigation treatment in a liquid of a drug diluted or not diluted with water.
  • the irrigation treatment of the liquid medicine or the granule spraying treatment to the nursery seedling bed can be performed.
  • a granule can also be processed to a planting hole at the time of planting, and can be mixed with the cultivation support
  • plant parasitic nematode control agent means a nematicide intended for controlling harmful nematodes that infect plants.
  • Plant in this specification refers to cereals and fruit trees / vegetables cultivated as human food, feed crops such as livestock and poultry, appreciation plants that love their form and shape, or planting in parks, streets, etc. It means a vascular plant (Tracheophyta), and specific examples include the following plants, but specific examples of plants are not limited to these.
  • Pinaceae plants belonging to Pinaceae such as Japanese red pine (Pinus densiflora), European red pine Scots Pine (Pinus sylvestris), Japanese black pine (Pinus thunbergii).
  • Pepper (Piper nigrum) such as Pepperaceae (Piperaceae), avocado Avocado (Persea americana) and other magnoliaceae (Lauraceae) and the like magnolias (magnoliids), Konjac (Amorphophallus konjac), taro Edhod (Colocasia esculenta) and other taros (Araceae), Chinese yam (Dioscorea japonica) porrum), Onion Onion (Allium cepa), Rakkyo Rakkyo (Allium chinense), Green Onion Welsh onion (Allium fistulosum), Garlic Garlic (Allium sativum), Chives Chives (Allium schoenoprasum)
  • Rosaceae Pear (Amygdalus persica), Apricot (Prunus armeniaca), Cherry (Prunus avium), Prune Prune (Prunus domestica), Almond Almond (Prunus dulcis), Ume (Prunus mume), Japanese plum Plum (Prunus salicina), Western cherry (Cerasus speciosa), Yoshino cherry (Cerasus x yedoensis'Somei-yoshino '), Rose family (Rosaceae) ), Watermelon Watermelon (Citrullus lanatus), yuugao Bottle gourd (Lagenaria siceraria var.
  • Vulgaris spinach Spinach (Spinacia oleracea) )
  • Ebenaceae Cha Tea ⁇ plant (Camellia sinensis), Theaceae, Kiwifruit (Actinidia deliciosa, A. chinensis), etc. ry (Vaccinium spp.), cranberry Cranberry (Vaccinium spp.) and other azaleas (Ericaceae), coffee tree Coffee plants (Coffea spp.) and other red departments (Rubiaceae), lemon balm Lemon balm (Melissa spp.), Basil Basil (Ocimum basilicum), Shiso Shiso (PerillaPerfrutescens var.
  • Aceraceae such as Italianaceparsley (Petroselinum neapolitanum), Apiaceae, Udo (Aralia cordata), Araliaceae such as Aralia elata, Artichoke (Cynara scolymus), Asteraceae (Carduoideae), chrysanthemum (Chicory (Cichorium intybus), lettuce (Lactuca sativa), etc. (Helianthus annuus), Fuuki Fuki (Petasites japonicus), Burdock (Arctium lappa), etc. belonging to Asteraceae, Asteraceae, etc. Eudicots (eudicots).
  • nematode and “plant parasitic nematode” mean a nematode that becomes a pathogen causing damage to a plant, and specific examples thereof include the following nematodes, Specific examples are not limited to these.
  • sweet potato root nematode Melloidogyne incognita
  • Java root-knot nematode Java root-knot nematode
  • arenaria root-knot nematode Meloidogyne vola
  • Etc Etc.
  • Cryptaceae (Pratylenchidae), Clover cyst nematode (Heterodera trifolii), wheat cyst nematode (Heterodera avenae), okabo cyst nematode (Heterodera elachista), soybean cyst nematode (Heterodera glycines), potato cyst nematode (Globodera rostoen (Globodera pallida), Heterodera schachtii, and other heterodera families (Heteroderidae); citrophilus) and the like.
  • useful insects in the present specification means insects that are useful for human life by using their products, or for improving the efficiency of agricultural work such as use for pollination of fruit trees and vegetables.
  • Japanese bee Japanese honeybee (Apis cerana japonica), Western bee Western honey bee (Apis mellifera), Bumblebee Bumblebee (Bombus consobrinus wittenburgi, B. diversus diversus, B. hypocrita terporis, B. hypocrita (Osmia cornifrons), silkworm Silkworm (Bombyx ⁇ mori), and the like, but specific examples of useful insects are not limited thereto.
  • natural enemy in the present specification means an organism that kills or suppresses the growth of a specific species of organism, particularly a specific species that harms agricultural crops, by predation or parasitism.
  • the following organisms are listed, but specific examples of natural enemies are not limited to these.
  • Braconidae Braconidae
  • pods Ara
  • Ara Aral
  • cotton wasp Aphelinus gossypii
  • cross-horned wasp Aphelinus maculatus
  • wasp Aphelinus varipes
  • bee Encarsia formosa
  • Ecusmoceruscer mundus etc.
  • Futamon lizard Green lacewing belonging to the family Chrysopidae such as Dichochrysa osa formosanus, Chrysoperla nipponensis; Green lacewing; Predatory mite belonging to the family Phytoseiidae such as Amblyseius swirskii and Phytoseiulus persimilis;
  • composition of the present invention is effective against many plant nematode damage that occurs in vascular plants (Tracheophyta) such as Pinaces, magnoliids, monocots, monocots (eudicots), etc. Can be controlled.
  • the nematodes are Nematoda, Tylenchida, Rhabditida, Dorylaimida, Monhysterida, Araeolaimida, Chromadorida, and Enoprus. (Enoplida), Monochida, Dorylaimida, etc., but the composition of the present invention is a phytopathogenic nematode belonging to the order of the genus Coleoptera, Nematoda, Nisehari nematode, and Dorylaimida. Excellent control effect at low concentration.
  • composition of the present invention comprises an active ingredient A selected from oxime-substituted amide compounds represented by the formula (I) and an active ingredient B selected from known bactericidal, bactericidal, insecticidal or acaricidal active compounds, and remains as it is.
  • a surfactant, penetrant, spreading agent, thickener, antifreeze agent, binder, anti-caking agent, disintegration Agent, antifoaming agent, preservative, anti-degradation agent, etc. and add liquid (soluble concentrate), emulsion (emulsifiable concentrate), wettable powder (wettable powder), water solvent (water soluble powder), granular wettable powder (water
  • solid carrier examples include quartz, calcite, gypsum, dolomite, chalk, kaolinite, pyrophyllite, sericite, halosite, metahalosite, kibushi clay, glazed clay, porcelain stone, nostirite, and allophane.
  • Natural minerals such as shirasu, kira, talc, bentonite, activated clay, acid clay, pumice, attapulgite, zeolite and diatomaceous earth, for example natural minerals such as calcined clay, perlite, shirasu balloon, vermiculite, attapulgous clay and calcined diatomaceous earth Baked products, such as magnesium carbonate, calcium carbonate, sodium carbonate, sodium bicarbonate, ammonium sulfate, sodium sulfate, magnesium sulfate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate and potassium chloride, such as glucose, fructose Sucrose Sugars such as lactose, polysaccharides such as starch, powdered cellulose and dextrin, organic substances such as urea, urea derivatives, benzoic acid and benzoic acid salts, such as wood flour, cork powder, corn cobs, walnut shells and tobacco Plants such
  • liquid carriers examples include aromatic hydrocarbons such as xylene, alkyl (such as C 9 or C 10 ) benzene, phenyl xylyl ethane, and alkyl (such as C 1 or C 3 ) naphthalene, machine oil, normal paraffin, isoparaffin, and the like.
  • aromatic hydrocarbons such as xylene, alkyl (such as C 9 or C 10 ) benzene, phenyl xylyl ethane, and alkyl (such as C 1 or C 3 ) naphthalene, machine oil, normal paraffin, isoparaffin, and the like.
  • Aliphatic hydrocarbons such as naphthene, mixtures of aromatic and aliphatic hydrocarbons such as kerosene, alcohols such as ethanol, isopropanol, cyclohexanol, phenoxyethanol and benzyl alcohol, ethylene glycol, propylene glycol, diethylene glycol, hexylene glycol , Polyhydric alcohols such as polyethylene glycol and polypropylene glycol, propyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol monomethyl ether, propylene glycol Ethers such as ethyl monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether and propylene glycol monophenyl ether, ketones such as acetophenone, cyclohexanone and ⁇ -butyrolactone, fatty acid methyl esters, dialkyl esters of succinic acid, dialky
  • surfactant examples include polyoxyethylene alkyl ether, polyoxyethylene alkyl (mono or di) phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene Ethylene fatty acid (mono or di) ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, castor oil ethylene oxide adduct, acetylene glycol, acetylene alcohol, ethylene oxide adduct of acetylene glycol, ethylene oxide adduct of acetylene alcohol and alkyl
  • Nonionic surfactants such as glycosides, alkyl sulfate esters, alkylbenzene sulfonates, lignin sulfonates, alkyls Succinate, naphthalenesulfonate, alkylnaphthalenesulfonate
  • the dosage of the composition of the present invention varies depending on the application scene, application timing, application method, cultivated crop, etc., but generally the active ingredient amount is about 0.005 to 50 kg per hectare (ha), preferably 0.01. -20 kg, more preferably 0.01-5 kg is suitable.
  • formulation examples of the preparation when using the composition of the present invention are shown.
  • the formulation examples of the present invention are not limited to these.
  • “part” means part by weight
  • “active ingredient compound” is a general term for active ingredient A and active ingredient B.
  • Active ingredient compound 0.1 to 80 parts Solid carrier 5 to 98.9 parts Surfactant 1 to 10 parts Others 0 to 5 parts Others include, for example, anti-caking agent, decomposition inhibitor and the like.
  • Active ingredient compound 0.1 to 70 parts Liquid carrier 15 to 98.89 parts
  • Surfactant 1 to 12 parts
  • Others 0.01 to 30 parts Others include, for example, antifreezing agents and thickeners.
  • Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Others include, for example, antifreezing agents and spreading agents.
  • wettable powder Compound No. 1 10 parts Compound No. 1 A02 10 parts Pyrophyllite 74 parts Solpol 5039 4 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Co., Ltd., and so on) Carplex # 80D 2 parts (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd., the same applies below) The above is uniformly mixed and ground to obtain a wettable powder.
  • Emulsifiable concentrate Compound No. 3 3 parts Compound No. C03 2 parts xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Industries, the same applies below) The above is uniformly mixed to obtain an emulsion.
  • Granule wettable powder (water dispersible granule) Compound No. 28 75 parts Haitenol NE-15 5 parts Vanillex N 10 parts Carplex # 80D 10 parts After uniformly mixing and pulverizing the above, add a small amount of water, stir and mix, granulate with an extrusion granulator, and dry Granule wettable powder.
  • each of the above preparations excluding the granules and powder is diluted 1 to 20000 times with water, and the active ingredient is 0.005 per hectare (ha) without diluting the granules and powder with water. It is sprayed to ⁇ 50 kg, preferably 0.01 to 20 kg, more preferably 0.01 to 5 kg.
  • the compounds listed in Table 2 (active ingredient A) and the compounds listed in Tables 4 to 27 (active ingredient B) were prepared according to formulation examples (emulsions). Each of these drugs was diluted with water to a concentration of 100 ppm to prepare a test drug solution. 300 ⁇ l of the prepared chemical solution was sprayed per 30 g of test soil and mixed. After filling the test soil after chemical solution treatment into the cell tray, cucumber was sown quickly. 21 days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 10: enormous disease onset). The control value (observed value) was calculated from the following formula using the disease index of the treated group and the disease index of the non-treated group.
  • Control value (%) (1-Disease index of treated area / Disease index of untreated area) ⁇ 100
  • E Theoretical value (%) expected when mixing active ingredient A and active ingredient B
  • Test Example 2 Nematocidal test against sweet potato nematode
  • the test drug solution was prepared by adding distilled water to a solution obtained by adding 100 ⁇ l of dimethyl sulfoxide to 1 mg of the compound described in Table 2 to a concentration of 100 ppm. After dispensing 60 ⁇ l of 1% agar medium to a 96-well plate, 30 ⁇ l of sterile water (10 eggs / 3 ⁇ l) containing eggs of Meloidogyne incognita was added to each well. The drug solution was added at 10 ⁇ l per well and allowed to stand at 25 ° C. under dark conditions.
  • Nematicidal rate (%) [(number of untreated eggs in treated area + number of inactive larvae) / number of active larvae in untreated area] ⁇ 100
  • the following compounds showed a nematicidal rate (%) of 50% or more.
  • Test Example 3 Nematicidal test for soybean cyst nematode
  • a test chemical solution having a concentration of 100 ppm of the compounds described in Table 2 was prepared. After dispensing 60 ⁇ l of 1% agar medium to a 96-well plate, sterile water (10 eggs / 3 ⁇ l) containing soybean cyst nematode (Heterodera glycines) eggs was added in an amount of 30 ⁇ l per well. The drug solution was added at 10 ⁇ l per well and allowed to stand at 25 ° C. under dark conditions.
  • the number of unhatched eggs and the number of inactive larvae 4 days after the addition of the chemical solution were measured, and the nematicidal rate (%) with respect to the untreated group was calculated by the calculation formula described in Test Example 2. As a result, the following compounds showed a nematicidal rate (%) of 50% or more.
  • Test Example 4 Soil irrigation treatment test for sweet potato nematode A test chemical solution having a concentration of 100 ppm of the compounds listed in Table 2 was prepared in the same manner as in Test Example 2. The chemical solution was treated at 1 ml per strain on a cell tray planted spinach seedling (about 2 weeks after germination) filled with 10 g of soil per cell. One hour after the treatment, water containing 2 L larvae of Meloidogyne incognita (2 L larvae: 100 heads / 1 ml) was inoculated to the strain, 1 ml per cell. 21 days after treatment, the degree of root disease was observed. The severity of the disease was expressed as a disease index (0: not diseased to 3: severe disease). The control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group.
  • Compound No . 1, 2, 3, 4, 5, 6, 7, 8, 11, 13, 14, 15, 18, 23, 24, 26, 27, 31, 32, 33, 34, 35, 38, 39, 40, 41, 43, 44, 45, 46, 47, 51, 53, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 73, 74, 75, 76, 78, 81, 84, 85, 86, 87, 89, 97, 101, 102, 104, 106.
  • Test Example 5 Soil admixture treatment test for sweet potato nematode A test chemical solution having a concentration of 300 ppm was prepared from the compounds listed in Table 2 in accordance with Formulation Example (emulsion). Test eggs were prepared by mixing 6 eggs of Meloidogyne incognita per gram of soil. The chemical solution was treated at 300 ⁇ l per 30 g of test soil, and then the test soil was mixed. After the test soil after mixing was filled in a cell tray, cucumber was quickly sown. 21 days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 10: enormous disease onset).
  • the control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group. As a result, the following compounds showed a control value (%) of 50% or more.
  • the control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group. As a result, the following compounds showed a control value (%) of 50% or more.
  • Test Example 7 Soil admixture treatment test for Kitagususa nematode A test chemical solution having a concentration of 300 ppm was prepared from the compounds listed in Table 2 according to the formulation example (emulsion). 400 ⁇ l each of the chemical solution was treated to 40 g of soil contaminated with Pratylenchus penetrans, and then the test soil was mixed. After the test soil after mixing was filled in a cell tray, burdock was quickly sown. Thirty days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 5: severe disease).
  • the control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group. As a result, the following compounds showed a control value (%) of 50% or more.
  • Test Example 8 Nematode test against sweet potato nematode (Comparative test 1) After adding 100 ⁇ l of dimethyl sulfoxide to 1 mg of the compound of the present invention and 1 mg of the comparative compound, distilled water was added to prepare a test chemical solution having the following predetermined concentration. A test similar to Test Example 2 was performed using these chemical solutions. Table 43 shows the nematicidal ratio (%) of each compound at a predetermined concentration.
  • Test Example 9 Nematode test against soybean cyst nematode (Comparative test 2) After adding 100 ⁇ l of dimethyl sulfoxide to 1 mg of the compound of the present invention and 1 mg of the comparative compound, distilled water was added to prepare a test chemical solution having the following predetermined concentration. A test similar to Test Example 3 was performed using these chemical solutions. Table 44 shows the nematicidal ratio (%) of each compound at a predetermined concentration.
  • composition of the present invention and the method of the present invention exhibit excellent control effects against various nematodes.

Abstract

The present invention provides a novel pest control agent composition, particularly intended for a nematicidal agent. This nematicidal agent composition contains: one or more active ingredients A selected from oxime-substituted amide compounds represented by formula (I) or N-oxides thereof or salts thereof; and one or more active ingredients B selected from compounds having germicidal, bactericidal, insecticidal, or miticidal activity. [Wherein: G1 represents a structure represented by G1-1 and G1-2; G2 represents a structure represented by G2-1, G2-2, etc.; W represents an oxygen atom, etc.; X1 represents trifluoromethyl, etc.; Y1 represents a halogen atom, etc.; Y2 represents a hydrogen atom, etc.; Y3 represents a halogen atom, a C2-C6 alkynyl, etc.; Y4 and Y5 each independently represent a hydrogen atom, etc.; R1 represents a C1-C6 alkyl, etc.; R2 and R3 each independently represent a hydrogen atom, methyl, etc.; and R4 represents a hydrogen atom, etc.]

Description

殺線虫組成物及び線虫の防除方法Nematicidal composition and method for controlling nematode
　本発明は、特定のオキシム置換アミド化合物、それらのＮ－オキシド又はその塩と、特定の殺菌、殺バクテリア、殺虫又は殺ダニ活性化合物とを含有する新規な植物寄生性線虫の防除用組成物、及び防除方法に関するものである。 The present invention relates to a novel plant parasitic nematode control composition comprising specific oxime-substituted amide compounds, their N-oxides or salts thereof, and specific fungicidal, bactericidal, insecticidal or acaricidal active compounds. And a control method.
　本発明の殺線虫組成物における、第１の有効成分化合物である式（Ｉ）で表されるオキシム置換アミド化合物、それらのＮ－オキシド又はその塩は、公知であり、その有害生物防除剤としての活性が知られている（例えば、特許文献１参照。）。 In the nematicidal composition of the present invention, the oxime-substituted amide compound represented by the formula (I) which is the first active ingredient compound, their N-oxides or salts thereof are known and their pest control agents Is known (for example, see Patent Document 1).
　さらに、本発明の殺線虫組成物における、第２の有効成分である活性成分Ｂとして記載されている化合物は、公知の殺菌、殺バクテリア、殺虫又は殺ダニ活性を有する化合物である（例えば、非特許文献１参照。）。 Furthermore, the compound described as the active ingredient B which is the second active ingredient in the nematicidal composition of the present invention is a compound having a known bactericidal, bactericidal, insecticidal or acaricidal activity (for example, (Refer nonpatent literature 1.).
　また、ある種のオキシム置換アミド化合物と、公知の殺菌又は殺バクテリア活性を有する化合物とを含有する殺菌又は殺バクテリア組成物（例えば、特許文献２参照。）、及びある種のオキシム置換アミド化合物と、公知の殺線虫活性を有する化合物とを含有する殺線虫組成物（例えば、特許文献３参照。）が知られている。 Further, a bactericidal or bactericidal composition containing a certain oxime-substituted amide compound and a compound having a known bactericidal or bactericidal activity (see, for example, Patent Document 2), and a certain oxime-substituted amide compound Further, a nematicidal composition containing a compound having a known nematicidal activity (for example, see Patent Document 3) is known.
国際公開公報（ＷＯ２０１４／０１０７３７号）International Publication (WO2014 / 010737) 国際公開公報（ＷＯ２０１５／１１９２４６号）International Publication (WO2015 / 119246) 国際公開公報（ＷＯ２０１５／１４７１９９号）International Publication (WO2015 / 147199)
　穀類、果樹、野菜、鑑賞植物等の植物に対する各種線虫類の感染により引き起こされる植物線虫害は、農作物の品質の低下、収量の大幅な低下、さらに、場合によっては植物の枯死といった深刻な被害を生じ、生産者のみならず、消費者に対しても多大な経済的損失を与える。そのため、それら植物線虫の有効な防除は効率的・安定的な農作物の生産を達成するために、極めて重要な課題である。このような観点から、従来、植物寄生性線虫の防除を目的とする防除剤の開発が進み、多数の有効な薬剤が今日まで実用に供されてきた。 Plant nematode damage caused by infection of various nematodes on cereals, fruit trees, vegetables, ornamental plants, etc. is a serious damage such as a decrease in the quality of crops, a significant decrease in yield, and in some cases withering of plants. Cause significant economic losses not only to producers but also to consumers. Therefore, effective control of these plant nematodes is an extremely important issue in order to achieve efficient and stable production of agricultural crops. From such a viewpoint, conventionally, development of a control agent for the purpose of controlling plant parasitic nematodes has progressed, and many effective agents have been put to practical use until now.
　しかしながら、既存の植物寄生性線虫防除剤の一部のものは毒性が高く、或いはあるものは水溶解性が非常に高い為、土壌に把持されにくく、地下水系への漏出が生態系を攪乱する懸念もある。 However, some of the existing plant parasitic nematode control agents are highly toxic or some have very high water solubility, making them difficult to grasp in the soil and leaking into the groundwater system disrupts the ecosystem. There are also concerns.
　このような状況下、植物寄生性線虫に対する優れた防除活性を有するのみならず、低毒性且つ地下水への低漏出性等の高度な防除特性を併せ持つ新規な植物寄生性線虫防除剤、及びより有効な防除方法の開発が常に期待されている。 Under such circumstances, a novel plant parasitic nematode control agent that not only has excellent control activity against plant parasitic nematodes, but also has high control properties such as low toxicity and low leakage to groundwater, and Development of more effective control methods is always expected.
　本発明者らは、上記の課題解決を目標に鋭意研究を重ねた結果、優れた植物寄生性線虫防除活性を示し、且つ、植物やホ乳動物、魚類、有用昆虫及び天敵等の非標的生物に対してほとんど悪影響の無い、極めて有用な化合物である下記の式（Ｉ）で表されるオキシム置換アミド化合物、そのＮ－オキシド又はその塩と、特定の殺菌、殺バクテリア、殺虫又は殺ダニ活性を有する化合物とを併せて含有する組成物が、驚くべきことに、それぞれを単独で用いる場合からは予測し得ない優れた相乗的殺線虫効果を示すことを見いだし、本発明を完成した。 As a result of intensive research aimed at solving the above problems, the present inventors have shown excellent plant parasitic nematode control activity and non-targets such as plants, mammals, fish, useful insects and natural enemies An oxime-substituted amide compound represented by the following formula (I), an N-oxide or a salt thereof, and a specific bactericidal, bactericidal, insecticidal or acaricidal compound which is a very useful compound having almost no adverse effects on living organisms The present invention has been completed by finding that the composition containing the compound having an activity together has surprisingly excellent synergistic nematicidal effect that cannot be predicted from the case of using each of them alone. .
　すなわち、本発明は下記〔１〕～〔３４〕の組成物（以下、本発明組成物と称する。）、〔３５〕～〔３８〕の防除方法（以下、本発明方法と称する。）、〔３９〕～〔８３〕の化合物（以下、本発明化合物と称する。）及び〔８４〕～〔８７〕の本発明化合物を含有する組成物に関するものである。 That is, the present invention includes the following compositions [1] to [34] (hereinafter referred to as the present composition), [35] to [38] control methods (hereinafter referred to as the present method), [ [39] to [83] (hereinafter referred to as the compound of the present invention) and [84] to [87].
　〔１〕下記の活性成分Ａと、下記のＢ-Ｉ群及至Ｂ-Ｘ群及びＣ-Ｉ群及至Ｃ-ＸＩＶ群からなる群から選ばれる１種又は２種以上の化合物からなる活性成分Ｂと、を、それぞれ、相乗的に有効な量含有することを特徴とする殺線虫剤用の組成物。
（１）活性成分Ａ：下記の式（Ｉ）で表されるオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
Figure JPOXMLDOC01-appb-C000007
 [1] An active ingredient B comprising the following active ingredient A and one or more compounds selected from the group consisting of the following BI group, BX group, CI group, and C-XIV group And a composition for nematicides, each containing a synergistically effective amount.
(1) Active ingredient A: an oxime-substituted amide compound represented by the following formula (I) or an N-oxide or a salt thereof.
Figure JPOXMLDOC01-appb-C000007
［式中、Ｇ１は、下記のＧ１－１又はＧ１－２で表される構造を表し、
Figure JPOXMLDOC01-appb-C000008
 Wherein, G 1 represents a structure represented by G 1 -1 or G 1 -2 below,
Figure JPOXMLDOC01-appb-C000008
　Ｇ２は、下記のＧ２－１、Ｇ２－２又はＧ２－３で表される構造を表し、
Figure JPOXMLDOC01-appb-C000009
 G 2 represents a structure represented by the following G 2 -1, G 2 -2 or G 2 -3,
Figure JPOXMLDOC01-appb-C000009
　Ｗは、酸素原子又は硫黄原子を表し、
　Ｘ１は、ハロゲン原子、ニトロ、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル又はベンジルを表し、
　Ｙ１は、水素原子、ハロゲン原子、メチル、トリフルオロメチル又はメトキシを表し、
　Ｙ２は、水素原子、ハロゲン原子、シアノ、メトキシ又はメチルチオを表し、
　Ｙ３は、水素原子、ハロゲン原子、シアノ、Ｃ１～Ｃ４アルキル、トリフルオロメチル、Ｃ２～Ｃ４アルケニル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、－ＯＲ７、Ｃ１～Ｃ４アルキルチオ、－Ｃ（Ｒ８）＝ＮＯＲ９、フェニル、Ｄ－１又はＤ－２を表し、
　Ｙ４は、水素原子又はハロゲン原子を表し、
　Ｙ５は、水素原子を表し、
　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル、Ｃ３～Ｃ６シクロアルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ４）アルケニル、Ｃ３～Ｃ６アルキニル又はフェニルを表し、
　Ｒ２は、水素原子、メチル又はエチルを表し、
　Ｒ３は、水素原子又はメチルを表すか、或いは、Ｒ３はＲ２と一緒になってシクロプロピル環を形成してもよいことを表し、
　Ｒ４は、水素原子、ハロ（Ｃ１～Ｃ４）アルキルチオ、Ｃ１～Ｃ４アルキルカルボニル又はＣ１～Ｃ４アルコキシカルボニルを表し、
　Ｒ６は、ハロゲン原子、Ｃ３～Ｃ６シクロアルキル、ヒドロキシ（Ｃ１～Ｃ６）アルキル、ヒドロキシ（Ｃ３～Ｃ６）シクロアルキル、Ｃ５～Ｃ６シクロアルケニル、－ＯＨ、－ＯＲ７、Ｃ１～Ｃ４アルキルカルボニルオキシ、Ｃ１～Ｃ４アルキルスルホニルオキシ、Ｃ１～Ｃ４アルキルチオ、トリメチルシリル、－Ｃ（Ｒ８）＝ＮＯＲ９、フェニル、（Ｚ）ｍによって置換されたフェニル又はＤ－４を表し、
　Ｚは、ハロゲン原子、シアノ、ニトロ、Ｃ１～Ｃ４アルキル、トリフルオロメチル、メトキシ、トリフルオロメトキシ、トリフルオロメチルチオ又はフェニルを表し、ｍ又はｎが２以上を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、さらに、２つのＺが隣接する場合には、隣接する２つのＺは－ＣＨ＝ＣＨ－ＣＨ＝ＣＨ－を形成することにより、それぞれのＺが結合する炭素原子と共に６員環を形成してもよく、
　Ｒ７は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｃ１～Ｃ４アルコキシ（Ｃ１～Ｃ２）アルキル、Ｅ－３、Ｃ３～Ｃ４アルキニル又は（Ｚ）ｍによって置換されたフェニルを表し、
　Ｒ８は、水素原子又はメチルを表し、
　Ｒ９は、メチル又はエチルを表し、
　Ｒ１０は、シアノ、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル、Ｅ－１、Ｅ－２、Ｃ１～Ｃ４アルコキシ、Ｃ１～Ｃ４アルキルチオ、トリメチルシリル、－Ｃ（Ｒ１１）＝ＮＯＲ１２、フェニル、（Ｚ）ｍによって置換されたフェニル、Ｄ－３又はＤ－４を表し、
　Ｄ－１、Ｄ－２、Ｄ－３及びＤ－４は、それぞれ下記の構造式で表される芳香族複素環を表し、 W represents an oxygen atom or a sulfur atom,
X 1 represents a halogen atom, nitro, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
X 1a represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 3 -C 6 alkenyl or benzyl,
Y 1 represents a hydrogen atom, a halogen atom, methyl, trifluoromethyl or methoxy,
Y 2 represents a hydrogen atom, a halogen atom, cyano, methoxy or methylthio,
Y 3 is optionally substituted by a hydrogen atom, halogen atom, cyano, C 1 -C 4 alkyl, trifluoromethyl, C 2 -C 4 alkenyl, C 2 -C 6 alkynyl, R 6 (C 2 -C 4 6 ) represents alkynyl, —OR 7 , C 1 -C 4 alkylthio, —C (R 8 ) = NOR 9 , phenyl, D-1 or D-2,
Y 4 represents a hydrogen atom or a halogen atom,
Y 5 represents a hydrogen atom,
R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl, C 3 ~ C 6 cycloalkyl, C 3 ~ C 6 alkenyl , Halo (C 3 -C 4 ) alkenyl, C 3 -C 6 alkynyl or phenyl,
R 2 represents a hydrogen atom, methyl or ethyl,
R 3 represents a hydrogen atom or methyl, or R 3 together with R 2 may form a cyclopropyl ring,
R 4 represents a hydrogen atom, halo (C 1 -C 4 ) alkylthio, C 1 -C 4 alkylcarbonyl or C 1 -C 4 alkoxycarbonyl,
R 6 represents a halogen atom, C 3 -C 6 cycloalkyl, hydroxy (C 1 -C 6 ) alkyl, hydroxy (C 3 -C 6 ) cycloalkyl, C 5 -C 6 cycloalkenyl, —OH, —OR 7 C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 alkylsulfonyloxy, C 1 -C 4 alkylthio, trimethylsilyl, —C (R 8 ) = NOR 9 , phenyl, phenyl substituted by (Z) m or D-4,
Z represents a halogen atom, cyano, nitro, C 1 -C 4 alkyl, trifluoromethyl, methoxy, trifluoromethoxy, trifluoromethylthio or phenyl, and when m or n represents 2 or more, each Z May be the same as or different from each other. Further, when two Zs are adjacent, the two adjacent Zs form —CH═CH—CH═CH—, respectively. A 6-membered ring may be formed with the carbon atom to which Z of
R 7 is C 1 -C 4 alkyl, halo (C 1 -C 4 ) alkyl, C 1 -C 4 alkoxy (C 1 -C 2 ) alkyl, E-3, C 3 -C 4 alkynyl or (Z) represents phenyl substituted by m ;
R 8 represents a hydrogen atom or methyl;
R 9 represents methyl or ethyl,
R 10 is cyano, C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, E-1, E-2, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, trimethylsilyl,- C (R 11 ) = NOR 12 , phenyl, phenyl substituted by (Z) m , D-3 or D-4,
D-1, D-2, D-3 and D-4 each represent an aromatic heterocycle represented by the following structural formula;
Figure JPOXMLDOC01-appb-C000010
Figure JPOXMLDOC01-appb-C000010
　Ｅ－１、Ｅ－２及びＥ－３は、それぞれ下記の構造式で表される飽和複素環を表し、
Figure JPOXMLDOC01-appb-C000011
 　Ｒ１１は、メチルを表し、
　Ｒ１２は、メチル又はエチルを表し、
　ｍは、１、２又は３の整数を表し、
　ｎは、０、１又は２の整数を表し、
　ｒは、０、１又は２の整数を表す。］ E-1, E-2 and E-3 each represent a saturated heterocyclic ring represented by the following structural formula;
Figure JPOXMLDOC01-appb-C000011
 R 11 represents methyl,
R 12 represents methyl or ethyl,
m represents an integer of 1, 2 or 3,
n represents an integer of 0, 1 or 2;
r represents an integer of 0, 1 or 2. ]
（２）活性成分Ｂ：
B-I群：メタラキシル（metalaxyl）、オキソリニック酸（oxolinic acid）。
B-II群：ベノミル（benomyl）、エタボキサム（ethaboxam）、ペンシクロン（pencycuron）、フルオピコリド（fluopicolide）、ジフルメトリム（diflumetorim）、チオファネートメチル（thiophanate-methyl）。
B-III群：チフルザミド（thifluzamide）、アゾキシストロビン（azoxystrobin）、アミスルブロム（amisulbrom）、フルアジナム（fluazinam）、アメトクトラジン（ametoctradin）、シアゾファミド（cyazofamid）、フルトラニル（flutolanil）、メプロニル(mepronil)、トリフロキシストロビン（trifloxystrobin）、フルキサピロキサド（fluxapyroxad）。
B-IV群：シプロジニル（cyprodinil）、カスガマイシン（kasugamycin）、オキシテトラサイクリン（oxytetracycline）。
B-V群：フルジオキソニル（fludioxonil）、イプロジオン（iprodione）。
B-VI群：イソプロチオラン（isoprothiolane）、プロパモカルブ塩酸塩（propamocarb hydrochloride）、トルクロホス－メチル（tolclofos-methyl）。
B-VII群：テブコナゾール（tebuconazole）、フェンヘキサミド（fenhexamid）、プロクロラズ（prochloraz）、ペフラゾエート（pefurazoate）、ジフェノコナゾール（difenoconazole）、イプコナゾール（ipconazole）、シメコナゾール（simeconazole）。
B-VIII群：バリダマイシン（validamycin）、ジメトモルフ（dimethomorph）、ポリオキシン（polyoxins）。
B-IX群：トリシクラゾール（tricyclazole）、ジクロシメット（diclocymet）。
B-X群：ホセチル－アルミニウム（fosetyl-aluminium）、クロロタロニル（chlorothalonil）、キャプタン（captan）、マンコゼブ（mancozeb）。
C-I群：フィプロニル（fipronil）。
C-II群：ビフェントリン（bifenthrin）、インドキサカルブ（indoxacarb）、エトフェンプロックス（etofenprox）、シペルメトリン（cypermethrin）。
C-III群：イミダクロプリド（imidacloprid）、スピノシン（spinosyn）、カルタップ（cartap）、アセタミプリド（acetamiprid）、 クロチアニジン（clothianidin）、 ジノテフラン（dinotefuran）、 ニテンピラム（nitenpyram）、チアメトキサム（thiamethoxam）。
C-IV群：アミトラズ（amitraz）。
C-V群：アセキノシル（acequinocyl）、シエノピラフェン（cyenopyrafen）、ピリダベン（pyridaben）、クロルフェナピル（chlorfenapyr）、テトラジホン（tetradifon）。
C-VI群：テブフェノジド（tebufenozide）、シロマジン（cyromazine）、ルフェヌロン（lufenuron）、ブプロフェジン（buprofezin）。
C-VII群：スピロテトラマト（spirotetramat）。
C-VIII群：クロラントラニリプロール（chlorantraniliprole）、シアントラニリプロール（cyantraniliprole）。
C-IX群：フェノキシカルブ（fenoxycarb）。
C-X群：エトキサゾール（etoxazole）。
C-XI群：ピメトロジン（pymetrozine）。
C-XII群：ビフェナゼート（bifenazate）。
C-XIII群：バチルス・チューリンゲンシス（bacillus thuringiensis）。
C-XIV群：ＤＭＴＰ（DMTP）、アセフェート（acephate）、クロルピリホス（chlorpyrifos）、プロチオホス（prothiofos）。 (2) Active ingredient B:
BI group: metalaxyl, oxolinic acid.
Group B-II: benomyl, ethaboxam, pencicuron, fluopicolide, diflumetorim, thiophanate-methyl.
B-III group: thifluzamide, azoxystrobin, amisulbrom, fluazinam, ametoctradin, cyazofamid, flutolanil, mepronil, triproxil Strobibin (trifloxystrobin), fluxapyroxad (fluxapyroxad).
B-IV group: cyprodinil, kasugamycin, oxytetracycline.
BV group: fludioxonil, iprodione.
Group B-VI: isoprothiolane, propamocarb hydrochloride, tolclofos-methyl.
Group B-VII: tebuconazole, fenhexamid, prochloraz, pefurazoate, difenoconazole, ipconazole, simeconazole.
B-VIII group: validamycin, dimethomorph, polyoxins.
Group B-IX: tricyclazole, diclocymet.
BX group: fosetyl-aluminium, chlorothalonil, captan, mancozeb.
CI group: fipronil.
C-II group: bifenthrin, indoxacarb, etofenprox, cypermethrin.
Group C-III: imidacloprid, spinosyn, cartap, acetamiprid, clothianidin, dinotefuran, nitenpyram, thiamethoxam.
Group C-IV: amitraz.
CV group: acequinocyl, cyenopyrafen, pyridaben, chlorfenapyr, tetradifon.
C-VI group: tebufenozide, cyromazine, lufenuron, buprofezin.
Group C-VII: spirotetramat.
Group C-VIII: chlorantraniliprole, cyantraniliprole.
Group C-IX: phenoxycarb.
CX group: etoxazole.
C-XI group: Pymetrozine.
C-XII group: bifenazate.
C-XIII group: Bacillus thuringiensis.
C-XIV group: DMTP (DMTP), acephate, chlorpyrifos, prothiofos.
　〔２〕前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項１に記載の殺線虫剤用の組成物。
　Ｗは、酸素原子を表し、
　Ｘ１は、ハロゲン原子、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
　Ｘ１ａは、Ｃ１～Ｃ６アルキルを表し、
　Ｙ１は、ハロゲン原子を表し、
　Ｙ２は、水素原子、ハロゲン原子、メトキシ又はメチルチオを表し、
　Ｙ３は、ハロゲン原子、シアノ、トリフルオロメチル、Ｃ２～Ｃ４アルケニル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、ハロ（Ｃ１～Ｃ４）アルコキシ又は－Ｃ（Ｒ８）＝ＮＯＲ９を表し、
　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル、Ｃ３～Ｃ６シクロアルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ４）アルケニル又はＣ３～Ｃ６アルキニルを表し、
　Ｒ２は、水素原子又はメチルを表し、
　Ｒ３は、水素原子を表すか、或いは、Ｒ３はＲ２と一緒になってシクロプロピル環を形成してもよいことを表し、
　Ｒ４は、水素原子を表し、
　Ｒ６は、ハロゲン原子、Ｃ３～Ｃ６シクロアルキル、－ＯＲ７、トリメチルシリル、－Ｃ（Ｒ８）＝ＮＯＲ９又はフェニルを表し、
　Ｒ７は、Ｃ１～Ｃ４アルキル又はＣ１～Ｃ４アルコキシメチルを表し、
　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル、トリメチルシリル、フェニル、（Ｚ）ｍによって置換されたフェニル又はＤ－４を表し、
　Ｚは、ハロゲン原子又はシアノを表し、ｍが２以上を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、
　ｎは、１の整数を表し、
　ｒは、２の整数を表す。 [2] The nematicide according to claim 1, wherein the active ingredient A is a compound having the following meaning, or an N-oxide thereof or a salt thereof, in the formula (I): Composition.
W represents an oxygen atom,
X 1 represents a halogen atom, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
X 1a represents C 1 -C 6 alkyl,
Y 1 represents a halogen atom,
Y 2 represents a hydrogen atom, a halogen atom, methoxy or methylthio,
Y 3 is a halogen atom, cyano, trifluoromethyl, C 2 -C 4 alkenyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl, halo (C 1 -C) optionally substituted by R 6 4 ) represents alkoxy or —C (R 8 ) = NOR 9 ;
R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl, C 3 ~ C 6 cycloalkyl, C 3 ~ C 6 alkenyl , Halo (C 3 -C 4 ) alkenyl or C 3 -C 6 alkynyl,
R 2 represents a hydrogen atom or methyl,
R 3 represents a hydrogen atom, or R 3 together with R 2 may form a cyclopropyl ring,
R 4 represents a hydrogen atom,
R 6 represents a halogen atom, C 3 -C 6 cycloalkyl, —OR 7 , trimethylsilyl, —C (R 8 ) ═NOR 9 or phenyl,
R 7 represents C 1 -C 4 alkyl or C 1 -C 4 alkoxymethyl,
R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, trimethylsilyl, phenyl, phenyl substituted by (Z) m or D-4,
Z represents a halogen atom or cyano, and when m represents 2 or more, each Z may be the same as or different from each other;
n represents an integer of 1;
r represents an integer of 2.
　〔３〕前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項２に記載の殺線虫剤用の組成物。
　Ｇ１は、Ｇ１－２で表される構造を表し、
　Ｇ２は、Ｇ２－１又はＧ２－２で表される構造を表し、
　Ｘ１は、塩素原子、ヨウ素原子、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
　Ｙ１は、塩素原子を表し、
　Ｙ２は、水素原子を表し、
　Ｙ３は、塩素原子、臭素原子、シアノ、トリフルオロメチル、Ｃ２～Ｃ６アルキニル、シクロプロピルエチニル又はハロ（Ｃ１～Ｃ４）アルコキシを表し、
　Ｙ４は、水素原子を表し、
　Ｒ１は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル又はＣ３～Ｃ６アルケニルを表し、
　Ｒ３は、水素原子を表し、
　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル又は（Ｚ）ｍによって置換されたフェニルを表し、
　Ｚは、ハロゲン原子又はシアノを表し、ｍが２を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、
　ｍは、１又は２を表す。 [3] The nematicide according to claim 2, wherein the active ingredient A is a compound having the following meaning, or an N-oxide thereof or a salt thereof, in the formula (I): Composition.
G 1 represents a structure represented by G 1 -2,
G 2 represents a structure represented by G 2 -1 or G 2 -2,
X 1 represents a chlorine atom, an iodine atom, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
Y 1 represents a chlorine atom,
Y 2 represents a hydrogen atom,
Y 3 represents a chlorine atom, a bromine atom, cyano, trifluoromethyl, C 2 -C 6 alkynyl, cyclopropylethynyl or halo (C 1 -C 4 ) alkoxy,
Y 4 represents a hydrogen atom,
R 1 is, C 1 ~ C 4 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl or C 3 ~ C 6 alkenyl,
R 3 represents a hydrogen atom,
R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl or phenyl substituted by (Z) m ,
Z represents a halogen atom or cyano, and when m represents 2, each Z may be the same as or different from each other;
m represents 1 or 2.
　〔４〕前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項３に記載の殺線虫剤用の組成物。
　Ｇ１は、Ｇ１－２表される構造を表し、
　Ｇ２は、Ｇ２－２で表される構造を表し、
　Ｘ１は、塩素原子、ジフルオロメチル、トリフルオロメチル又はメチルスルホニルを表し、
　Ｙ３は、塩素原子、臭素原子、シアノ、Ｃ２～Ｃ６アルキニル又はシクロプロピルエチニルを表し、
　Ｒ１は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル又はＲ１０によって置換された（Ｃ１～Ｃ４）アルキルを表し、
　Ｒ１０は、ハロ(Ｃ３～Ｃ６)シクロアルキルを表す。 [4] The nematicide of claim 3, wherein the active ingredient A is a compound having the following meaning, or an N-oxide thereof or a salt thereof, in the formula (I): Composition.
G 1 represents a structure represented by G 1 -2,
G 2 represents a structure represented by G 2 -2,
X 1 represents a chlorine atom, difluoromethyl, trifluoromethyl or methylsulfonyl,
Y 3 represents a chlorine atom, a bromine atom, cyano, C 2 -C 6 alkynyl or cyclopropylethynyl;
R 1 is substituted by C 1 ~ C 4 alkyl, halo (C 1 ~ C 4) alkyl or R 10 (C 1 ~ C 4 ) alkyl,
R 10 represents halo (C 3 -C 6 ) cycloalkyl.
　〔５〕前記活性成分Ｂが、前記B-I群乃至B-X群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔６〕前記活性成分Ｂが、前記C-I群乃至C-XIV群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔７〕前記活性成分Ｂが、前記B-I群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔８〕前記活性成分Ｂが、前記B-II群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔９〕前記活性成分Ｂが、前記B-III群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１０〕前記活性成分Ｂが、前記B-IV群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。 [5] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the BI group to the BX group.
[6] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the CI group to C-XIV group.
[7] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the BI group.
[8] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-II.
[9] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-III.
[10] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-IV.
　〔１１〕前記活性成分Ｂが、前記B-V群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１２〕前記活性成分Ｂが、前記B-VI群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１３〕前記活性成分Ｂが、前記B-VII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１４〕前記活性成分Ｂが、前記B-VIII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１５〕前記活性成分Ｂが、前記B-IX群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１６〕前記活性成分Ｂが、前記B-X群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１７〕前記活性成分Ｂが、前記C-I群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１８〕前記活性成分Ｂが、前記C-II群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔１９〕前記活性成分Ｂが、前記C-III群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２０〕前記活性成分Ｂが、前記C-IV群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。 [11] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the BV group.
[12] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-VI.
[13] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-VII.
[14] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-VIII.
[15] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group B-IX.
[16] The composition for a nematicide as described in any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the BX group.
[17] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the CI group.
[18] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-II.
[19] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-III.
[20] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-IV.
　〔２１〕前記活性成分Ｂが、前記C-V群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２２〕前記活性成分Ｂが、前記C-VI群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２３〕前記活性成分Ｂが、前記C-VII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２４〕前記活性成分Ｂが、前記C-VIII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２５〕前記活性成分Ｂが、前記C-IX群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２６〕前記活性成分Ｂが、前記C-X群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２７〕前記活性成分Ｂが、前記C-XI群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２８〕前記活性成分Ｂが、前記C-XII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔２９〕前記活性成分Ｂが、前記C-XIII群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔３０〕前記活性成分Ｂが、前記C-XIV群から選択される化合物である、上記〔１〕～〔４〕のいずれか１項に記載の殺線虫剤用の組成物。 [21] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the CV group.
[22] The composition for a nematicide as described in any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-VI.
[23] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-VII.
[24] The composition for a nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-VIII.
[25] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-IX.
[26] The composition for a nematicide as described in any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group CX.
[27] The nematicide composition as described in any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-XI.
[28] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-XII.
[29] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-XIII.
[30] The composition for nematicide according to any one of [1] to [4] above, wherein the active ingredient B is a compound selected from the group C-XIV.
　〔３１〕前記活性成分Ａの１重量部に対して、活性成分Ｂを０．００１～１０００重量部含有する上記〔１〕～〔３０〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔３２〕前記活性成分Ａの１重量部に対して、活性成分Ｂを０．０１～１００重量部含有する上記〔１〕～〔３０〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔３３〕前記活性成分Ａの１重量部に対して、活性成分Ｂを０．１～５０重量部含有する上記〔１〕～〔３０〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔３４〕前記活性成分Ａの１重量部に対して、活性成分Ｂを０．１～１０重量部含有する上記〔１〕～〔３０〕のいずれか１項に記載の殺線虫剤用の組成物。
　〔３５〕上記〔１〕～〔４〕のいずれか１項に記載の活性成分Ａと、上記〔１〕及び〔５〕～〔３０〕のいずれか１項に記載の活性成分Ｂとを用い、同時に又は時間的に近接して処理することを特徴とする、線虫の防除方法。
　〔３６〕上記〔１〕～〔３４〕のいずれか１項に記載の殺線虫用の組成物を植物に茎葉散布する線虫の防除方法。
　〔３７〕上記〔１〕～〔３４〕のいずれか１項に記載の殺線虫用の組成物を植物が生育する土壌に処理する線虫の防除方法。
　〔３８〕上記〔１〕～〔３４〕のいずれか１項に記載の殺線虫用の組成物を植物の種子、塊根及び根茎に処理する線虫の防除方法。
　〔３９〕下記の式（Ｉａ）で表されるオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [31] The nematicide for use as described in any one of [1] to [30] above, wherein 0.001 to 1000 parts by weight of the active ingredient B is contained per 1 part by weight of the active ingredient A Composition.
[32] The nematicide for use according to any one of [1] to [30] above, which contains 0.01 to 100 parts by weight of active ingredient B with respect to 1 part by weight of active ingredient A Composition.
[33] The nematicide for use according to any one of [1] to [30] above, which contains 0.1 to 50 parts by weight of active ingredient B with respect to 1 part by weight of active ingredient A Composition.
[34] The nematicide for use according to any one of [1] to [30] above, which contains 0.1 to 10 parts by weight of active ingredient B with respect to 1 part by weight of active ingredient A Composition.
[35] Using the active ingredient A according to any one of [1] to [4] above and the active ingredient B according to any one of [1] and [5] to [30] above A method for controlling nematodes, characterized in that the treatment is performed simultaneously or close in time.
[36] A method for controlling nematodes, wherein the composition for nematicidal insects according to any one of [1] to [34] above is sprayed on a plant.
[37] A method for controlling nematodes, which comprises treating the nematocidal composition according to any one of [1] to [34] above on a soil in which plants are grown.
[38] A method for controlling nematodes, wherein the composition for nematicides according to any one of [1] to [34] above is treated on plant seeds, tuberous roots and rhizomes.
[39] An oxime-substituted amide compound represented by the following formula (Ia) or an N-oxide thereof or a salt thereof.
Figure JPOXMLDOC01-appb-C000012
Figure JPOXMLDOC01-appb-C000012
［式中、
　Ａ１、Ａ２及びＡ３は、各々独立してＣＨ又は窒素原子を表し、但し、Ａ１とＡ２のいずれか一方は窒素原子を表し、
　Ｗは、酸素原子又は硫黄原子を表し、
　Ｙ１は、水素原子、ハロゲン原子又はＣ１～Ｃ６アルキルを表し、
　Ｙ２は、水素原子、ハロゲン原子又はシアノを表し、
　Ｙ３は、ハロゲン原子、シアノ、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、Ｃ１～Ｃ６アルコキシ又はハロ（Ｃ１～Ｃ６）アルコキシを表し、
　Ｙ４は、水素原子又はハロゲン原子を表し、
　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって任意に置換された（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ６）アルケニル、Ｃ３～Ｃ６アルキニル又はハロ（Ｃ３～Ｃ６）アルキニルを表し、
　Ｒ２及びＲ３は、各々独立して水素原子又はＣ１～Ｃ６アルキルを表すか、或いは、Ｒ２とＲ３は一緒になってシクロプロピル環を形成してもよいことを表し、
　Ｒ６は、Ｃ３～Ｃ６シクロアルキル又はトリ（Ｃ１～Ｃ４アルキル）シリルを表し、
　Ｚは、ハロゲン原子、シアノ、ニトロ、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ１～Ｃ６アルコキシ、ハロ（Ｃ１～Ｃ６）アルコキシ又はハロ（Ｃ１～Ｃ６）アルキルチオを表し、
　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ（Ｃ３～Ｃ６）シクロアルキル、フェニル又は（Ｚ）ｍによって置換されたフェニルを表し、
　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル又はベンジルを表し、
　ｍは、１、２又は３を表し、
　ｒは、０、１又は２を表し、但し、Ｘ１ａがメチルの場合ｒは１又は２を表す。］で表されるオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [Where:
A 1 , A 2 and A 3 each independently represent CH or a nitrogen atom, provided that one of A 1 and A 2 represents a nitrogen atom,
W represents an oxygen atom or a sulfur atom,
Y 1 represents a hydrogen atom, a halogen atom or C 1 -C 6 alkyl,
Y 2 represents a hydrogen atom, a halogen atom or cyano,
Y 3 is a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6 , C 1 -C 6 alkoxy or Represents halo (C 1 -C 6 ) alkoxy,
Y 4 represents a hydrogen atom or a halogen atom,
R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 6) alkyl, optionally substituted by R 10 (C 1 ~ C 6 ) alkyl, C 3 ~ C 6 alkenyl, halo (C 3 ~ C 6 ) alkenyl, C 3 -C 6 alkynyl or halo (C 3 -C 6 ) alkynyl,
R 2 and R 3 each independently represent a hydrogen atom or C 1 -C 6 alkyl, or R 2 and R 3 together may form a cyclopropyl ring;
R 6 represents C 3 -C 6 cycloalkyl or tri (C 1 -C 4 alkyl) silyl;
Z is a halogen atom, cyano, nitro, C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy, halo (C 1 -C 6 ) alkoxy or halo (C 1 -C 6 ) represents alkylthio,
R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, phenyl or phenyl substituted by (Z) m ,
X 1a represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 3 -C 6 alkenyl or benzyl,
m represents 1, 2 or 3;
r represents 0, 1 or 2, provided that when X 1a is methyl, r represents 1 or 2. Or an N-oxide or a salt thereof.
　〔４０〕Ａ１及びＡ３は、窒素原子を表し、
　Ａ２は、ＣＨを表し
　Ｗは、酸素原子を表し、
　Ｙ１は、ハロゲン原子を表し、
　Ｙ２及びＹ４は、水素原子を表し、
　Ｙ３は、ハロゲン原子、シアノ、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニルを表し
　Ｒ３は、水素原子を表し
　Ｒ６は、Ｃ３～Ｃ６シクロアルキルを表し、
　Ｚは、ハロゲン原子又はシアノを表し、
　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキルを表す上記〔３６〕に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [40] A 1 and A 3 represent a nitrogen atom,
A 2 represents CH, W represents an oxygen atom,
Y 1 represents a halogen atom,
Y 2 and Y 4 represent a hydrogen atom,
Y 3 represents a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6 , R 3 represents a hydrogen atom, R 6 represents C It represents 3 ~ C 6 cycloalkyl,
Z represents a halogen atom or cyano,
X 1a represents an oxime-substituted amide compound according to the above [36], wherein C 1 -C 6 alkyl or halo (C 1 -C 6 ) alkyl, or an N-oxide or a salt thereof.
　〔４１〕Ｙ３は、ハロゲン原子を表し
　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ６）アルキル又はＣ３～Ｃ６アルケニルを表し、
　Ｘ１ａは、Ｃ１～Ｃ６アルキルを表し
　ｒは、２を表す上記〔４０〕に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４２〕Ａ１は、窒素原子を表し、
　Ａ２及びＡ３は、ＣＨを表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４３〕Ａ１は、ＣＨを表し、
　Ａ２及びＡ３は、窒素原子を表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４４〕Ａ１及びＡ２は、窒素原子を表し、
　Ａ３は、ＣＨを表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４５〕Ａ１及びＡ３は、窒素原子を表し、
　Ａ２は、ＣＨを表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４６〕Ａ１及びＡ３は、ＣＨを表し、
　Ａ２は、窒素原子を表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [41] Y 3 is, R 1 represents a halogen atom, C 1 ~ C 6 alkyl, halo (C 1 ~ C 6) alkyl, substituted with R 10 (C 1 ~ C 6 ) alkyl or C 3 ~ It represents a C 6 alkenyl,
X 1a represents C 1 -C 6 alkyl, and r represents 2 The oxime-substituted amide compound or its N-oxide or salt thereof according to [40] above.
[42] A 1 represents a nitrogen atom,
The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 and A 3 represent CH, or an N-oxide thereof or a salt thereof.
[43] A 1 represents CH,
The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 and A 3 represent a nitrogen atom, or an N-oxide or a salt thereof.
[44] A 1 and A 2 represent a nitrogen atom,
The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [41], wherein A 3 represents CH.
[45] A 1 and A 3 represent a nitrogen atom,
The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 represents CH, or an N-oxide thereof or a salt thereof.
[46] A 1 and A 3 represent CH,
The oxime-substituted amide compound according to any one of the above [39] to [41], wherein A 2 represents a nitrogen atom, or an N-oxide thereof or a salt thereof.
　〔４７〕Ａ１、Ａ２及びＡ３は、窒素原子を表す上記〔３９〕～〔４１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４８〕Ｗは、酸素原子を表す上記〔３９〕～〔４７〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔４９〕Ｗは、硫黄原子を表す上記〔３９〕～〔４７〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５０〕Ｙ１は、ハロゲン原子を表す上記〔３９〕～〔４９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５１〕Ｙ１は、Ｃ１～Ｃ６アルキルを表す上記〔３９〕～〔４９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５２〕Ｙ２は、水素原子を表す上記〔３９〕～〔５１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５３〕Ｙ２は、ハロゲン原子を表す上記〔３９〕～〔５１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５４〕Ｙ３は、ハロゲン原子又はシアノを表す上記〔３９〕～〔５３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５５〕Ｙ３は、ハロゲン原子を表す上記〔３９〕～〔５３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [47] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [41] above, wherein A 1 , A 2 and A 3 represent a nitrogen atom.
[48] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [47] above, wherein W represents an oxygen atom.
[49] The oxime substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [47] above, wherein W represents a sulfur atom.
[50] The oxime substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [49] above, wherein Y 1 represents a halogen atom.
[51] The oxime substituted amide compound according to any one of the above [39] to [49], wherein Y 1 represents C 1 -C 6 alkyl, or an N-oxide thereof or a salt thereof.
[52] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [51] above, wherein Y 2 represents a hydrogen atom.
[53] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [51] above, wherein Y 2 represents a halogen atom.
[54] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [53] above, wherein Y 3 represents a halogen atom or cyano.
[55] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [53] above, wherein Y 3 represents a halogen atom.
　〔５６〕Ｙ３は、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、Ｃ１～Ｃ６アルコキシ又はハロ（Ｃ１～Ｃ６）アルコキシを表す上記〔３９〕～〔５３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５７〕Ｙ４は、水素原子を表す上記〔３９〕～〔５６〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５８〕Ｙ４は、ハロゲン原子を表す上記〔３９〕～〔５６〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔５９〕Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって任意に置換された（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ６）アルケニル、Ｃ３～Ｃ６アルキニル又はハロ（Ｃ３～Ｃ６）アルキニルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６０〕Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって任意に置換された（Ｃ１～Ｃ６）アルキル又はＣ３～Ｃ６アルケニルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [56] Y 3 is halo (C 1 -C 6 ) alkyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl, C 1 -C 6 alkoxy or halo optionally substituted by R 6 The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [53], which represents C 1 -C 6 ) alkoxy.
[57] The oxime substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [56] above, wherein Y 4 represents a hydrogen atom.
[58] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [56] above, wherein Y 4 represents a halogen atom.
[59] R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 6) alkyl, optionally substituted by R 10 (C 1 ~ C 6 ) alkyl, C 3 ~ C 6 alkenyl, halo ( The oxime-substituted amide compound or the N-oxide thereof according to any one of the above [39] to [58], which represents C 3 -C 6 ) alkenyl, C 3 -C 6 alkynyl or halo (C 3 -C 6 ) alkynyl Or its salt.
[60] The above, wherein R 1 represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkyl or C 3 -C 6 alkenyl optionally substituted with R 10 [39] to [58] The oxime-substituted amide compound or N-oxide or salt thereof according to any one of items [39] to [58].
　〔６１〕Ｒ１は、Ｃ１～Ｃ６アルキルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６２〕Ｒ１は、ハロ（Ｃ１～Ｃ６）アルキルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６３〕Ｒ１は、Ｒ１０によって任意に置換された（Ｃ１～Ｃ６）アルキルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６４〕Ｒ１は、Ｃ３～Ｃ６アルケニルを表す上記〔３９〕～〔５８〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６５〕Ｒ２及びＲ３は、各々独立して水素原子又はＣ１～Ｃ６アルキルを表す上記〔３９〕～〔６４〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６６〕Ｒ２及びＲ３は、水素原子を表す上記〔３９〕～〔６４〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６７〕Ｒ２及びＲ３は、Ｃ１～Ｃ６アルキルを表す上記〔３９〕～〔６４〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６８〕Ｒ２は、Ｃ１～Ｃ６アルキルを表し、
　Ｒ３は、水素原子を表す上記〔３９〕～〔６４〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔６９〕Ｒ２及びＲ３は、Ｒ２とＲ３は一緒になってシクロプロピル環を形成してもよいことを表す上記〔３９〕～〔６４〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７０〕Ｒ６は、Ｃ３～Ｃ６シクロアルキルを表す上記〔３９〕～〔６９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [61] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [58], wherein R 1 represents C 1 -C 6 alkyl.
[62] The oxime-substituted amide compound according to any one of the above [39] to [58], wherein R 1 represents halo (C 1 -C 6 ) alkyl, or an N-oxide thereof or a salt thereof.
[63] R 1 is oxime-substituted amide compound according to any one above [39] - [58] representing the optionally substituted (C 1 - C 6) alkyl by R 10 or a N- oxide or Its salt.
[64] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [58] above, wherein R 1 represents C 3 -C 6 alkenyl.
[65] The oxime-substituted amide compound or the N-oxide thereof according to any one of the above [39] to [64], wherein R 2 and R 3 each independently represent a hydrogen atom or C 1 -C 6 alkyl Its salt.
[66] The oxime substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [64] above, wherein R 2 and R 3 represent a hydrogen atom.
[67] The oxime-substituted amide compound according to any one of the above [39] to [64], wherein R 2 and R 3 represent C 1 -C 6 alkyl, or an N-oxide thereof or a salt thereof.
[68] R 2 represents C 1 -C 6 alkyl,
The oxime-substituted amide compound according to any one of [39] to [64] above, wherein R 3 represents a hydrogen atom, or an N-oxide thereof or a salt thereof.
[69] The oxime-substituted amide according to any one of [39] to [64] above, wherein R 2 and R 3 represent that R 2 and R 3 may form a cyclopropyl ring together. Compound or N-oxide or salt thereof.
[70] The oxime-substituted amide compound according to any one of the above [39] to [69], wherein R 6 represents C 3 -C 6 cycloalkyl, or an N-oxide or a salt thereof.
　〔７１〕Ｒ６は、トリ（Ｃ１～Ｃ４アルキル）シリルを表す上記〔３９〕～〔６９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７２〕Ｚは、ハロゲン原子を表す上記〔３９〕～〔７１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７３〕Ｚは、シアノ、ニトロ、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ１～Ｃ６アルコキシ、ハロ（Ｃ１～Ｃ６）アルコキシ又はハロ（Ｃ１～Ｃ６）アルキルチオを表す上記〔３９〕～〔７１〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７４〕Ｒ１０は、Ｃ３～Ｃ６シクロアルキル又はハロ（Ｃ３～Ｃ６）シクロアルキルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７５〕Ｒ１０は、Ｃ３～Ｃ６シクロアルキルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７６〕Ｒ１０は、ハロ（Ｃ３～Ｃ６）シクロアルキルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７７〕Ｒ１０は、フェニル又は（Ｚ）ｍによって置換されたフェニルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７８〕Ｒ１０は、フェニルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔７９〕Ｒ１０は、（Ｚ）ｍによって置換されたフェニルを表す上記〔３９〕～〔７３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔８０〕Ｘ１ａは、メチルを表し、
　ｒは、１又は２の整数を表す上記〔３９〕～〔７９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。 [71] The oxime-substituted amide compound according to any one of the above [39] to [69], wherein R 6 represents tri (C 1 -C 4 alkyl) silyl, or an N-oxide thereof or a salt thereof.
[72] The oxime substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [71], wherein Z represents a halogen atom.
[73] Z is cyano, nitro, C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy, halo (C 1 -C 6 ) alkoxy or halo (C 1 -C 6 ) The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [71], which represents alkylthio.
[74] The oxime-substituted amide compound according to any one of the above [39] to [73], wherein R 10 represents C 3 -C 6 cycloalkyl or halo (C 3 -C 6 ) cycloalkyl, or N— Oxide or its salt.
[75] The oxime-substituted amide compound according to any one of the above [39] to [73], wherein R 10 represents C 3 -C 6 cycloalkyl, or an N-oxide or a salt thereof.
[76] The oxime-substituted amide compound according to any one of the above [39] to [73], wherein R 10 represents halo (C 3 -C 6 ) cycloalkyl, or an N-oxide thereof or a salt thereof.
[77] The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of [39] to [73] above, wherein R 10 represents phenyl or phenyl substituted by (Z) m .
[78] The oxime substituted amide compound according to any one of [39] to [73] above, wherein R 10 represents phenyl, or an N-oxide thereof or a salt thereof.
[79] The oxime-substituted amide compound according to any one of the above [39] to [73], wherein R 10 represents phenyl substituted by (Z) m , or an N-oxide or a salt thereof.
[80] X 1a represents methyl,
The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [79], wherein r represents an integer of 1 or 2.
　〔８１〕Ｘ１ａは、Ｃ２～Ｃ６アルキルを表し、
　ｒは、０、１又は２の整数を表す上記〔３９〕～〔７９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔８２〕Ｘ１ａは、ハロ（Ｃ１～Ｃ６）アルキルを表し、
　ｒは、０、１又は２の整数を表すを表す上記〔３９〕～〔７９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔８３〕Ｘ１ａは、Ｃ３～Ｃ６アルケニル又はベンジルを表し、
　ｒは、０、１又は２の整数を表すを表す上記〔３９〕～〔７９〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
　〔８４〕上記〔３９〕～〔８３〕いずれか１項に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩から選ばれる１種以上を有効成分として含有する殺線虫用の組成物。
　〔８５〕植物に茎葉散布するための〔８４〕記載の殺線虫用の組成物。
　〔８６〕植物が生育する土壌を処理するための〔８４〕記載の殺線虫用の組成物。
　〔８７〕植物の種子、塊根及び根茎を処理するための〔８４〕記載の殺線虫用の組成物。 [81] X 1a represents C 2 -C 6 alkyl,
The oxime-substituted amide compound or the N-oxide or salt thereof according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2.
[82] X 1a represents halo (C 1 -C 6 ) alkyl;
The oxime substituted amide compound according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2, or an N-oxide thereof or a salt thereof.
[83] X 1a represents C 3 -C 6 alkenyl or benzyl,
The oxime substituted amide compound according to any one of the above [39] to [79], wherein r represents an integer of 0, 1 or 2, or an N-oxide thereof or a salt thereof.
[84] A composition for nematicides containing as an active ingredient at least one selected from the oxime-substituted amide compound according to any one of [39] to [83] above, or an N-oxide thereof or a salt thereof.
[85] The composition for nematicides according to [84] for spraying foliage on plants.
[86] The composition for nematicides according to [84] for treating soil on which plants grow.
[87] The composition for nematicides according to [84] for treating plant seeds, tuberous roots and rhizomes.
　本発明の殺線虫剤組成物及び本発明組成物を用いた線虫の防除方法は、各種線虫により引き起こされる植物成長害に対して優れた相乗的防除効果を奏するとともに、既存の植物寄生性線虫防除剤に対して抵抗性を獲得した線虫に対しても十分な相乗的防除効果を発揮する。
　従って、本発明は有用な新規殺線虫組成物及びそれら本発明組成物を用いた有効な線虫の防除方法を提供することができる。 The nematicide composition of the present invention and the nematode control method using the composition of the present invention exhibit an excellent synergistic control effect against plant growth damage caused by various nematodes, as well as existing plant parasites. It also exhibits a sufficient synergistic control effect against nematodes that have acquired resistance to the sex nematode control agent.
Therefore, the present invention can provide a useful novel nematicidal composition and an effective nematode control method using the composition of the present invention.
　本明細書において、以下の用語の定義や意味は、それぞれ次のとおりである。
　本発明の活性成分Ａとして用いられる式（Ｉ）で表されるオキシム置換アミド化合物にはＥ－体及びＺ－体の幾何異性体が存在するが、本発明の活性成分Ａ（活性化合物Ａともいう。）として用いられる化合物はこれらＥ－体、Ｚ－体又はＥ－体及びＺ－体を任意の割合で含む混合物を包含するものである。また、本発明の活性成分Ａとして用いられる式（Ｉ）で表される化合物においては、置換基によっては１個又は２個以上の不斉炭素原子の存在に起因する光学活性体が存在する場合があるが、本発明の活性成分Ａとして用いられる化合物は全ての光学活性体又はラセミ体を包含する。
　ハロゲン原子としては、フッ素原子、塩素原子、臭素原子及びヨウ素原子が挙げられる。尚、本明細書中「ハロ」の表記もこれらのハロゲン原子を表す。 In this specification, the definitions and meanings of the following terms are as follows.
The oxime-substituted amide compound represented by the formula (I) used as the active ingredient A of the present invention has E-form and Z-form geometric isomers, and the active ingredient A of the present invention (also referred to as active compound A). The compound used as “)” includes the E-form, the Z-form, or a mixture containing the E-form and the Z-form in an arbitrary ratio. Moreover, in the compound represented by the formula (I) used as the active component A of the present invention, depending on the substituent, there is an optically active substance resulting from the presence of one or more asymmetric carbon atoms. However, the compound used as the active ingredient A of the present invention includes all optically active substances or racemates.
Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. In the present specification, the notation “halo” also represents these halogen atoms.
　「Ｃａ～Ｃｂアルキル」の表記は、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状の炭化水素基を表し、例えばメチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、ｓ－ブチル基、ｔｅｒｔ－ブチル基、ペンチル基、１－エチルプロピル基、２，２－ジメチルプロピル基、ヘキシル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。ここで、ｓｅｃ－はセカンダリーを、ｔｅｒｔ－はターシャリーを各々意味し、以下においても同様である。 The expression “C a -C b alkyl” represents a linear or branched hydrocarbon group having a carbon number of a to b, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl Specific examples include a group, isobutyl group, s-butyl group, tert-butyl group, pentyl group, 1-ethylpropyl group, 2,2-dimethylpropyl group, hexyl group, and the like. Selected by range. Here, sec- means secondary, tert- means tertiary, and the same applies to the following.
　「ハロ（Ｃａ～Ｃｂ）アルキル」の表記は、炭素原子に結合した水素原子がハロゲン原子によって任意に置換された、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状の炭化水素基を表し、このとき、２個以上のハロゲン原子によって置換されている場合、それらのハロゲン原子は互いに同一でも、又は互いに相異なっていてもよい。例えばフルオロメチル基、クロロメチル基、ブロモメチル基、ヨードメチル基、ジフルオロメチル基、ジクロロメチル基、トリフルオロメチル基、クロロジフルオロメチル基、トリクロロメチル基、ブロモジフルオロメチル基、１－フルオロエチル基、２－フルオロエチル基、２－クロロエチル基、２－ブロモエチル基、２，２－ジフルオロエチル基、２，２，２－トリフルオロエチル基、２－クロロ－２，２－ジフルオロエチル基、２，２，２－トリクロロエチル基、２－ブロモ－２，２－ジフルオロエチル基、１，１，２，２－テトラフルオロエチル基、２－クロロ－１，１，２－トリフルオロエチル基、ペンタフルオロエチル基、２，２－ジフルオロプロピル基、３，３，３－トリフルオロプロピル基、３－ブロモ－３，３－ジフルオロプロピル基、２，２，３，３－テトラフルオロプロピル基、２，２，３，３，３－ペンタフルオロプロピル基、１，１，２，３，３，３－ヘキサフルオロプロピル基、ヘプタフルオロプロピル基、２，２，２－トリフルオロ－１－（メチル）エチル基、２，２，２－トリフルオロ－１－（トリフルオロメチル）エチル基、１，２，２，２－テトラフルオロ－１－（トリフルオロメチル）エチル基、２，２，３，４，４，４－ヘキサフルオロブチル基、２，２，３，３，４，４，４－ヘプタフルオロブチル基、ノナフルオロブチル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “halo (C a -C b ) alkyl” is a linear or branched chain having a carbon number of a to b, wherein a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. Represents a hydrocarbon group, and when substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 1-fluoroethyl group, 2- Fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2 -Trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2-trifluoroethyl group, pentafluoroethyl group, 2,2-difluoropropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluor Propyl group, 2,2,3,3-tetrafluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, heptafluoro Propyl group, 2,2,2-trifluoro-1- (methyl) ethyl group, 2,2,2-trifluoro-1- (trifluoromethyl) ethyl group, 1,2,2,2-tetrafluoro- 1- (trifluoromethyl) ethyl group, 2,2,3,4,4,4-hexafluorobutyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, nonafluorobutyl group Etc. are given as specific examples, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂシクロアルキル」の表記は、炭素原子数がａ～ｂ個よりなる環状の炭化水素基を表し、３員環から１０員環までの単環又は複合環構造を形成することが出来る。また、各々の環は指定の炭素原子数の範囲でアルキル基によって任意に置換されていてもよい。例えばシクロプロピル基、シクロブチル基、１－メチルシクロプロピル基、２－メチルシクロプロピル基、シクロペンチル基、２，２－ジメチルシクロプロピル基、１－メチルシクロブチル基、シクロヘキシル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b cycloalkyl” represents a cyclic hydrocarbon group having a to b carbon atoms and forms a monocyclic or complex ring structure having 3 to 10 members. I can do it. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms. Specific examples include cyclopropyl group, cyclobutyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, cyclopentyl group, 2,2-dimethylcyclopropyl group, 1-methylcyclobutyl group, cyclohexyl group and the like. , Selected for each specified number of carbon atoms.
　「ハロ（Ｃａ～Ｃｂ）シクロアルキル」の表記は、炭素原子に結合した水素原子がハロゲン原子によって任意に置換された、炭素原子数がａ～ｂ個よりなる環状の炭化水素基を表し、３員環から１０員環までの単環又は複合環構造を形成することが出来る。また、各々の環は指定の炭素原子数の範囲でアルキル基によって任意に置換されていてもよい。例えば例えば１－フルオロシクロプロピル基、２，２－ジクロロシクロプロピル基、、２，２－ジクロロ－３－メチルシクロプロピル基、２－ブロモ－１－エチルシクロブチル基、２，２，３，３－テトラフルオロシクロブチル基、２－クロロシクロペンチル基、３－ブロモシクロペンチル基、２，２－ジフルオロ－３－メチルシクロペンチル基、２－ヨードシクロヘキシル基、３－クロロシクロヘキシル基、４，４－ジフルオロシクロヘキシル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The notation “halo (C a -C b ) cycloalkyl” represents a cyclic hydrocarbon group having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. Monocyclic or complex ring structures from 3 to 10 membered rings can be formed. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms. For example, 1-fluorocyclopropyl group, 2,2-dichlorocyclopropyl group, 2,2-dichloro-3-methylcyclopropyl group, 2-bromo-1-ethylcyclobutyl group, 2,2,3,3 -Tetrafluorocyclobutyl group, 2-chlorocyclopentyl group, 3-bromocyclopentyl group, 2,2-difluoro-3-methylcyclopentyl group, 2-iodocyclohexyl group, 3-chlorocyclohexyl group, 4,4-difluorocyclohexyl group Etc. are given as specific examples, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルケニル」の表記は、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状で、且つ分子内に１個又は２個以上の二重結合を有する不飽和炭化水素基を表し、例えばビニル基、１－プロペニル基、２－プロペニル基、１－メチルエテニル基、１－ブテニル基、２－ブテニル基、１－メチル－１－プロペニル基、２－メチル－１－プロペニル基、２－メチル－２－プロペニル基、３－メチル－３－ブテニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkenyl” refers to an unsaturated carbonization having a linear or branched chain consisting of a to b carbon atoms and having one or more double bonds in the molecule. Represents a hydrogen group, such as vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl Specific examples include a group, 2-methyl-2-propenyl group, 3-methyl-3-butenyl group and the like, and each is selected within the range of the designated number of carbon atoms.
　「ハロ（Ｃａ～Ｃｂ）アルケニル」の表記は、炭素原子に結合した水素原子がハロゲン原子によって任意に置換された、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状で、且つ分子内に１個又は２個以上の二重結合を有する不飽和炭化水素基を表す。このとき、２個以上のハロゲン原子によって置換されている場合、それらのハロゲン原子は互いに同一でも、又は互いに相異なっていてもよい。例えば２－フルオロビニル基、２－クロロビニル基、１，２－ジクロロビニル基、２，２－ジクロロビニル基、２，２－ジブロモビニル基、２－フルオロ－２－プロペニル基、２－クロロ－２－プロペニル基、３－クロロ－２－プロペニル基、３，３－ジフルオロ－２－プロペニル基、２，３－ジクロロ－２－プロペニル基、３，３－ジクロロ－２－プロペニル基、２，３，３－トリフルオロ－２－プロペニル基、２，３，３－トリクロロ－２－プロペニル基、１－（トリフルオロメチル）エテニル基、４，４－ジフルオロ－３－ブテニル基、３，４，４－トリフルオロ－３－ブテニル基、２，４，４，４－テトラフルオロ－２－ブテニル基、３－クロロ－４，４，４－トリフルオロ－２－ブテニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “halo (C a -C b ) alkenyl” is a linear or branched chain having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. And an unsaturated hydrocarbon group having one or more double bonds in the molecule. At this time, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example, 2-fluorovinyl group, 2-chlorovinyl group, 1,2-dichlorovinyl group, 2,2-dichlorovinyl group, 2,2-dibromovinyl group, 2-fluoro-2-propenyl group, 2-chloro- 2-propenyl group, 3-chloro-2-propenyl group, 3,3-difluoro-2-propenyl group, 2,3-dichloro-2-propenyl group, 3,3-dichloro-2-propenyl group, 2,3 , 3-trifluoro-2-propenyl group, 2,3,3-trichloro-2-propenyl group, 1- (trifluoromethyl) ethenyl group, 4,4-difluoro-3-butenyl group, 3,4,4 Specific examples include -trifluoro-3-butenyl group, 2,4,4,4-tetrafluoro-2-butenyl group, 3-chloro-4,4,4-trifluoro-2-butenyl group, etc. Each specification It is selected within the range of number of carbon atoms.
　「Ｃａ～Ｃｂシクロアルケニル」の表記は、炭素原子数がａ～ｂ個よりなる環状の炭化水素基を表し、３員環から１０員環までの単環又は複合環構造を形成することが出来る。また、各々の環は指定の炭素原子数の範囲でアルキル基によって任意に置換されていてもよい。例えば１－シクロブテニル基、１－メチル－２－シクロブテニル基、１－シクロペンテニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b cycloalkenyl” represents a cyclic hydrocarbon group having a carbon number of a to b and forms a monocyclic or complex ring structure having 3 to 10 members. I can do it. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms. For example, 1-cyclobutenyl group, 1-methyl-2-cyclobutenyl group, 1-cyclopentenyl group and the like can be mentioned as specific examples, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルキニル」の表記は、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状で、且つ分子内に１個又は２個以上の三重結合を有する不飽和炭化水素基を表し、例えばエチニル基、１－プロピニル基、２－プロピニル基、１－ブチニル基、２－ブチニル基、３－ブチニル基、１－メチル－２－プロピニル基、１－ペンチニル基、２－ペンチニル基、１－ヘキシニル基、３－ヘキシニル基、３－メチル－１－ペンチニル基、４－メチル－１－ペンチニル基、３，３－ジメチル－１－ブチニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkynyl” refers to an unsaturated hydrocarbon having a linear or branched chain composed of a to b carbon atoms and having one or more triple bonds in the molecule. For example, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl Specific examples include a group, 1-hexynyl group, 3-hexynyl group, 3-methyl-1-pentynyl group, 4-methyl-1-pentynyl group, 3,3-dimethyl-1-butynyl group, and the like. Selected within the specified number of carbon atoms.
　「ハロ（Ｃａ～Ｃｂ）アルキニル」の表記は、炭素原子に結合した水素原子がハロゲン原子によって任意に置換された、炭素原子数がａ～ｂ個よりなる直鎖状又は分岐鎖状で、且つ分子内に１個又は２個以上の三重結合を有する不飽和炭化水素基を表す。このとき、２個以上のハロゲン原子によって置換されている場合、それらのハロゲン原子は互いに同一でも、又は互いに相異なっていてもよい。例えば３－クロロ－２－プロピニル基、４－ブロモ－３－ブチン－２－イル基、４－フルオロ－２－ブチニル基、４，４－ジフルオロ－２－ブチニル基、４－ヨード－３－ブチニル基、４－フルオロ－４－メチル－２－ペンチニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “halo (C a -C b ) alkynyl” is linear or branched having a carbon number of a to b in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. And an unsaturated hydrocarbon group having one or more triple bonds in the molecule. At this time, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example, 3-chloro-2-propynyl group, 4-bromo-3-butyn-2-yl group, 4-fluoro-2-butynyl group, 4,4-difluoro-2-butynyl group, 4-iodo-3-butynyl Specific examples include a group, a 4-fluoro-4-methyl-2-pentynyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルコキシ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｏ－基を表し、例えばメトキシ基、エトキシ基、プロピルオキシ基、イソプロピルオキシ基、ブチルオキシ基、イソブチルオキシ基、ｓ－ブチルオキシ基、ｔｅｒｔ－ブチルオキシ基、ペンチルオキシ基、ヘキシルオキシ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkoxy” represents an alkyl-O— group having the above-mentioned meanings consisting of a to b carbon atoms, for example, methoxy group, ethoxy group, propyloxy group, isopropyloxy group, Specific examples include a butyloxy group, an isobutyloxy group, an s-butyloxy group, a tert-butyloxy group, a pentyloxy group, a hexyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.
　「ハロ（Ｃａ～Ｃｂ）アルコキシ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるハロアルキル－Ｏ－基を表し、例えばジフルオロメトキシ基、トリフルオロメトキシ基、クロロジフルオロメトキシ基、ブロモジフルオロメトキシ基、２－フルオロエトキシ基、２－クロロエトキシ基、２，２，２－トリフルオロエトキシ基、１，１，２，２，－テトラフルオロエトキシ基、２－クロロ－１，１，２－トリフルオロエトキシ基、１，１，２，３，３，３－ヘキサフルオロプロピルオキシ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “halo (C a -C b ) alkoxy” represents a haloalkyl-O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as a difluoromethoxy group, a trifluoromethoxy group, a chlorodifluoro group. Methoxy group, bromodifluoromethoxy group, 2-fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, 1,1,2,2, -tetrafluoroethoxy group, 2-chloro-1 Specific examples include 1,2,2-trifluoroethoxy group, 1,1,2,3,3,3-hexafluoropropyloxy group and the like, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルキルチオ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｓ－基を表し、例えばメチルチオ基、エチルチオ基、プロピルチオ基、イソプロピルチオ基、ブチルチオ基、イソブチルチオ基、ｓ－ブチルチオ基、ｔｅｒｔ－ブチルチオ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkylthio” represents an alkyl-S— group having the above-mentioned meanings consisting of a to b carbon atoms. For example, methylthio group, ethylthio group, propylthio group, isopropylthio group, butylthio group Specific examples include a group, an isobutylthio group, an s-butylthio group, a tert-butylthio group, and the like, and each is selected within the range of the designated number of carbon atoms.
　「ハロ（Ｃａ～Ｃｂ）アルキルチオ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるハロアルキル－Ｓ－基を表し、例えばジフルオロメチルチオ基、トリフルオロメチルチオ基、クロロジフルオロメチルチオ基、トリクロロメチルチオ基、ブロモジフルオロメチルチオ基、２，２，２－トリフルオロエチルチオ基、１，１，２，２－テトラフルオロエチルチオ基、２－クロロ－１，１，２－トリフルオロエチルチオ基、ペンタフルオロエチルチオ基、１，１，２，３，３，３－ヘキサフルオロプロピルチオ基、ヘプタフルオロプロピルチオ基、１，２，２，２－テトラフルオロ－１－（トリフルオロメチル）エチルチオ基、ノナフルオロブチルチオ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “halo (C a -C b ) alkylthio” represents a haloalkyl-S— group having the above-mentioned meanings consisting of a to b carbon atoms, such as difluoromethylthio group, trifluoromethylthio group, chlorodifluoro Methylthio group, trichloromethylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoro Ethylthio group, pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1- (trifluoro Specific examples include methyl) ethylthio group, nonafluorobutylthio group, etc., and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルキルスルホニル」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｓ（Ｏ）２－基を表し、例えばメチルスルホニル基、エチルスルホニル基、プロピルスルホニル基、イソプロピルスルホニル基、ブチルスルホニル基、イソブチルスルホニル基、ｓ－ブチルスルホニル基、ｔｅｒｔ－ブチルスルホニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkylsulfonyl” represents an alkyl-S (O) 2 — group having the above-mentioned meanings consisting of a to b carbon atoms, such as methylsulfonyl group, ethylsulfonyl group, propyl Specific examples include a sulfonyl group, an isopropylsulfonyl group, a butylsulfonyl group, an isobutylsulfonyl group, a s-butylsulfonyl group, a tert-butylsulfonyl group, and the like, which are selected in the range of each designated number of carbon atoms.
　「トリ（Ｃａ～Ｃｂアルキル）シリル」の表記は、それぞれ同一でも又は互いに相異なっていてもよい炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル基によって置換されたシリル基を表し、例えばトリメチルシリル基、トリエチルシリル基、トリ（プロピル）シリル基、エチルジメチルシリル基、プロピルジメチルシリル基、ブチルジメチルシリル基、イソブチルジメチルシリル基、ｔｅｒｔ－ブチルジメチルシリル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The notation of “tri (C a -C b alkyl) silyl” is the same as or different from each other, and the silyl group substituted by the alkyl group having the above-mentioned meanings consisting of a to b carbon atoms Specific examples include trimethylsilyl group, triethylsilyl group, tri (propyl) silyl group, ethyldimethylsilyl group, propyldimethylsilyl group, butyldimethylsilyl group, isobutyldimethylsilyl group, tert-butyldimethylsilyl group and the like. Selected within a range of each specified number of carbon atoms.
　「Ｃａ～Ｃｂアルキルカルボニル」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｃ（Ｏ）－基を表し、例えばアセチル基、プロピオニル基、ブチリル基、イソブチリル基、バレリル基、イソバレリル基、２－メチルブタノイル基、ピバロイル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkylcarbonyl” represents an alkyl-C (O) — group having the above-mentioned meanings consisting of a to b carbon atoms, for example, acetyl group, propionyl group, butyryl group, isobutyryl group. Specific examples include a group, a valeryl group, an isovaleryl group, a 2-methylbutanoyl group, a pivaloyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルコキシカルボニル」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｏ－Ｃ（Ｏ）－基を表し、例えばメトキシカルボニル基、エトキシカルボニル基、プロピルオキシカルボニル基、イソプロピルオキシカルボニル基、ブトキシカルボニル基、イソブトキシカルボニル基、ｔｅｒｔ－ブトキシカルボニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkoxycarbonyl” represents an alkyl-O—C (O) — group having the above-mentioned meanings consisting of a to b carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, Specific examples include a propyloxycarbonyl group, an isopropyloxycarbonyl group, a butoxycarbonyl group, an isobutoxycarbonyl group, a tert-butoxycarbonyl group, and the like, and each is selected within the range of the designated number of carbon atoms.
　「Ｃａ～Ｃｂアルキルカルボニルオキシ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｃ（Ｏ）－Ｏ－基を表し、例えばアセトキシ基、プロピオニルオキシ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkylcarbonyloxy” represents an alkyl-C (O) —O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as an acetoxy group, propionyloxy group, etc. Are given as specific examples and are selected within the range of each designated number of carbon atoms.
　「Ｃａ～Ｃｂアルキルスルホニルオキシ」の表記は、炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル－Ｓ（Ｏ）２－Ｏ－基を表し、例えばメチルスルホニルオキシ基、エチルスルホニルオキシ基、プロピルスルホニルオキシ基、イソプロピルスルホニルオキシ基、ブチルスルホニルオキシ基、イソブチルスルホニルオキシ基、ｓ－ブチルスルホニルオキシ基、ｔｅｒｔ－ブチルスルホニルオキシ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The expression “C a -C b alkylsulfonyloxy” represents an alkyl-S (O) 2 —O— group having the above-mentioned meanings consisting of a to b carbon atoms, such as methylsulfonyloxy group, ethyl Specific examples include sulfonyloxy group, propylsulfonyloxy group, isopropylsulfonyloxy group, butylsulfonyloxy group, isobutylsulfonyloxy group, s-butylsulfonyloxy group, tert-butylsulfonyloxy group, and the like. It is selected in the range of the number of atoms.
　「ヒドロキシ（Ｃａ～Ｃｂ）アルキル」、「Ｒ１０によって置換された（Ｃａ～Ｃｂ）アルキル」の表記は、任意の水酸基又はＲ１０によって、炭素原子に結合した水素原子が置換された炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル基を表し、各々の指定の炭素原子数の範囲で選択される。 Notation "hydroxy (C a ~ C b) alkyl", "substituted by R 10 (C a ~ C b ) alkyl", by any of the hydroxyl groups or R 10, is substituted hydrogen atoms bonded to carbon atoms Represents an alkyl group having the above-mentioned meaning consisting of a to b carbon atoms, and each is selected within the range of the designated number of carbon atoms.
　「ヒドロキシ（Ｃｄ～Ｃｅ）シクロアルキル」又は「Ｃａ～Ｃｂアルコキシ（Ｃｄ～Ｃｅ）シクロアルキル」の表記は、それぞれ前記の意味である任意のＣａ～Ｃｂアルコキシ基又は水酸基によって、炭素原子に結合した水素原子が任意に置換された炭素原子数がｄ～ｅ個よりなる前記の意味であるシクロアルキル基を表し、各々の指定の炭素原子数の範囲で選択される。 The expression “hydroxy (C d -C e ) cycloalkyl” or “C a -C b alkoxy (C d -C e ) cycloalkyl” is any C a -C b alkoxy group, as defined above, or A cycloalkyl group having the above-mentioned meaning consisting of d to e carbon atoms, in which hydrogen atoms bonded to carbon atoms are optionally substituted by hydroxyl groups, is selected within the range of the designated number of carbon atoms. .
　「Ｒ６によって任意に置換された（Ｃａ～Ｃｂ）アルキニル」の表記は、任意のＲ６によって、炭素原子に結合した水素原子が任意に置換された炭素原子数がａ～ｂ個よりなる前記の意味であるアルキニル基を表し、各々の指定の炭素原子数の範囲で選択される。 The notation “(C a -C b ) alkynyl optionally substituted with R 6 ” refers to the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with any R 6 from a to b The alkynyl group, as defined above, is selected within each specified number of carbon atoms.
　「Ｒ１０によって任意に置換された（Ｃａ～Ｃｂ）アルキル」の表記は、任意のＲ１０によって、炭素原子に結合した水素原子が任意に置換された炭素原子数がａ～ｂ個よりなる前記の意味であるアルキル基を表し、各々の指定の炭素原子数の範囲で選択される。 Designation "optionally substituted by R 10 (C a ~ C b ) alkyl", by any R 10, carbon atoms in which the hydrogen atoms bonded to carbon atom is optionally substituted from a ~ b Pieces The above-mentioned meaning is an alkyl group, and each is selected within the range of the designated number of carbon atoms.
　本発明の活性成分Ａとして用いられる式（Ｉ）で表されるオキシム置換アミド化合物は、国際公開公報（ＷＯ２０１４／０１０７３７）に記載の公知化合物であり、具体的に例えば第１表の化合物が挙げられる。但し、第１表の化合物は例示のためのものであって、本発明の活性成分Ａとして用いられるオキシム置換アミド化合物はこれらのみに限定されるものではない。 The oxime substituted amide compound represented by the formula (I) used as the active ingredient A of the present invention is a known compound described in International Publication (WO2014 / 010737), and specific examples thereof include the compounds in Table 1. It is done. However, the compounds in Table 1 are for illustrative purposes, and the oxime substituted amide compounds used as the active ingredient A of the present invention are not limited to these.
　尚、表中、Ｅｔとの記載される置換基はエチル基を表し、以下、ｎ－Ｐｒ及びＰｒ－ｎとの記載はノルマルプロピル基を、ｉ－Ｐｒ及びＰｒ－ｉとの記載はイソプロピル基を、ｃ－Ｐｒ及びＰｒ－ｃとの記載はシクロプロピル基を、ｎ－Ｂｕ及びＢｕ－ｎとの記載はノルマルブチル基を、ｓ－Ｂｕ及びＢｕ－ｓとの記載はセカンダリーブチル基を、ｔ－Ｂｕ及びＢｕ－ｔとの記載はターシャリーブチル基を、Ｐｅｎ－ｃとの記載はシクロペンチル基を、Ｐｈとの記載はフェニル基をそれぞれ表す。 In the table, the substituent described as Et represents an ethyl group, hereinafter, the description of n-Pr and Pr-n represents a normal propyl group, and the description of i-Pr and Pr-i represents an isopropyl group. C-Pr and Pr-c are cyclopropyl groups, n-Bu and Bu-n are normal butyl groups, s-Bu and Bu-s are secondary butyl groups, The description of t-Bu and Bu-t represents a tertiary butyl group, the description of Pen-c represents a cyclopentyl group, and the description of Ph represents a phenyl group.
　また、表中、置換基Ｙ５の欄における「－」の表記は、対応する置換基が存在しないことを表し、
　置換基Ｒ２の欄における（Ｒ）及び（Ｓ）の表記は、Ｒ２が結合する炭素原子の光学異性体の混合比において、それぞれ（Ｒ）－体及び（Ｓ）－体が９０％以上であることを表し、
　置換基Ｒ１の欄における（Ｅ）及び（Ｚ）の記載は、置換基Ｒ１が結合するオキシム幾何異性体の混合比において、それぞれ（Ｅ）－体及び（Ｚ）－体が９０％以上であることを表す。 In the table, the notation “-” in the column of substituent Y 5 indicates that there is no corresponding substituent.
The notation of (R) and (S) in the column of substituent R 2 indicates that the (R) -form and (S) -form are 90% or more in the mixing ratio of the optical isomer of the carbon atom to which R 2 is bonded. Represents
The description of the column of the substituent R 1 (E) and (Z), the mixing ratio of the oxime geometric isomers substituents R 1 are bonded, respectively (E) - form and (Z) - the body 90% It represents that.
　表中、Ｇ２－１、Ｇ２－２、Ｇ２－３、Ｔ－１、Ｔ－２、Ｔ－３及びＥ－４との記載は、それぞれ下記の構造を表す。
Figure JPOXMLDOC01-appb-C000013
 In the table, descriptions of G 2 -1, G 2 -2, G 2 -3, T-1, T-2, T-3 and E-4 represent the following structures, respectively.
Figure JPOXMLDOC01-appb-C000013
［第１表］
Figure JPOXMLDOC01-appb-C000014
 [Table 1]
Figure JPOXMLDOC01-appb-C000014
―――――――――――――――――――――――――――――――――
R2      R3   G2    Y1   Y2     Y3      Y4  Y5  R1
―――――――――――――――――――――――――――――――――
CH3     H    G2-1  F    H      Br      H   H   i-Pr
CH3     H    G2-1  F    H      Br      H   H   i-Pr(E)
CH3     H    G2-1  Cl   H      Cl      H   H   CH3
CH3     H    G2-1  Cl   H      Cl      H   H   CH3(E)
CH3(S)  H    G2-1  Cl   H      Cl      H   H   CH3
CH3(S)  H    G2-1  Cl   H      Cl      H   H   CH3(E)
CH3     H    G2-1  Cl   H      Cl      H   H   Et
CH3     H    G2-1  Cl   H      Cl      H   H   Et(E)
CH3(S)  H    G2-1  Cl   H      Cl      H   H   Et
CH3(S)  H    G2-1  Cl   H      Cl      H   H   Et(E)
CH3     H    G2-1  Cl   H      Cl      H   H   CH2CF3
CH3     H    G2-1  Cl   H      Cl      H   H   CH2CF3(E)
CH3(S)  H    G2-1  Cl   H      Cl      H   H   CH2CF3
CH3(S)  H    G2-1  Cl   H      Cl      H   H   CH2CF3(E)
H       H    G2-2  Cl   H      F       H   -   n-Pr
H       H    G2-2  Cl   H      F       H   -   n-Pr(Z)
H       H    G2-2  Cl   H      F       H   -   i-Pr
H       H    G2-2  Cl   H      F       H   -   i-Pr(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH3
H       H    G2-2  Cl   H      Cl      H   -   CH3(Z)
CH3     H    G2-2  Cl   H      Cl      H   -   CH3
CH3     H    G2-2  Cl   H      Cl      H   -   CH3(Z)
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH3
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH3(Z)
H       H    G2-2  Cl   H      Cl      H   -   Et
H       H    G2-2  Cl   H      Cl      H   -   Et(Z)
CH3     H    G2-2  Cl   H      Cl      H   -   Et
CH3     H    G2-2  Cl   H      Cl      H   -   Et(Z)
CH3(S)  H    G2-2  Cl   H      Cl      H   -   Et
CH3(S)  H    G2-2  Cl   H      Cl      H   -   Et(Z)
 -CH2CH2-    G2-2  Cl   H      Cl      H   -   Et
 -CH2CH2-    G2-2  Cl   H      Cl      H   -   Et(Z)
H       H    G2-2  Cl   H      Cl      H   -   n-Pr
H       H    G2-2  Cl   H      Cl      H   -   n-Pr(Z)
H       H    G2-2  Cl   H      Cl      H   -   i-Pr
H       H    G2-2  Cl   H      Cl      H   -   i-Pr(Z)
CH3     H    G2-2  Cl   H      Cl      H   -   i-Pr
CH3     H    G2-2  Cl   H      Cl      H   -   i-Pr(Z)
CH3(S)  H    G2-2  Cl   H      Cl      H   -   i-Pr
CH3(S)  H    G2-2  Cl   H      Cl      H   -   i-Pr(Z)
H       H    G2-2  Cl   H      Cl      H   -   n-Bu
H       H    G2-2  Cl   H      Cl      H   -   n-Bu(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2Pr-c
H       H    G2-2  Cl   H      Cl      H   -   CH2Pr-c(Z)
H       H    G2-2  Cl   H      Cl      H   -   s-Bu
H       H    G2-2  Cl   H      Cl      H   -   s-Bu(Z)
H       H    G2-2  Cl   H      Cl      H   -   c-Bu
H       H    G2-2  Cl   H      Cl      H   -   c-Bu(Z)
H       H    G2-2  Cl   H      Cl      H   -   Pen
H       H    G2-2  Cl   H      Cl      H   -   Pen(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH(Et)2
H       H    G2-2  Cl   H      Cl      H   -   CH(Et)2(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2Bu-c
H       H    G2-2  Cl   H      Cl      H   -   CH2Bu-c(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2CHF2
H       H    G2-2  Cl   H      Cl      H   -   CH2CHF2(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2CF3
H       H    G2-2  Cl   H      Cl      H   -   CH2CF3(Z)
CH3     H    G2-2  Cl   H      Cl      H   -   CH2CF3
CH3     H    G2-2  Cl   H      Cl      H   -   CH2CF3(Z)
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH2CF3
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH2CF3(Z)
 -CH2CH2-    G2-2  Cl   H      Cl      H   -   CH2CF3
 -CH2CH2-    G2-2  Cl   H      Cl      H   -   CH2CF3(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2
H       H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2(Z)
CH3     H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2
CH3     H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2(Z)
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2
CH3(S)  H    G2-2  Cl   H      Cl      H   -   CH2CH=CH2(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2CCl=CHCl
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-2-F)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-2-F)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-F)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-F)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-Cl)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-Cl)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CN)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CN)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CH3)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CH3)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CF3)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-CF3)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-OCF3)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-OCF3)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-SCF3)
H       H    G2-2  Cl   H      Cl      H   -   CH2(Ph-4-SCF3)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-1)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-1)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-2)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-2)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-3)
H       H    G2-2  Cl   H      Cl      H   -   CH2(T-3)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH2(E-4)
H       H    G2-2  Cl   H      Cl      H   -   CH2(E-4)(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH(CH3)Ph
H       H    G2-2  Cl   H      Cl      H   -   CH(CH3)Ph(Z)
H       H    G2-2  Cl   H      Cl      H   -   CH(CH3)(Ph-4-F)
H       H    G2-2  Cl   H      Cl      H   -   CH(CH3)(Ph-4-F)(Z)
H       H    G2-2  Cl   H      Cl      F   -   Et
H       H    G2-2  Cl   H      Cl      F   -   Et(Z)
H       H    G2-2  Cl   H      Cl      F   -   CH2CF3
H       H    G2-2  Cl   H      Cl      F   -   CH2CF3(Z)
H       H    G2-2  Cl   H      Br      H   -   CH3
H       H    G2-2  Cl   H      Br      H   -   CH3(Z)
H       H    G2-2  Cl   H      Br      H   -   Et
H       H    G2-2  Cl   H      Br      H   -   Et(Z)
H       H    G2-2  Cl   H      Br      H   -   i-Pr
H       H    G2-2  Cl   H      Br      H   -   i-Pr(Z)
H       H    G2-2  Cl   H      Br      H   -   CH2CF3
H       H    G2-2  Cl   H      Br      H   -   CH2CF3(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH3
H       H    G2-2  Cl   H      CF3     H   -   CH3(Z)
H       H    G2-2  Cl   H      CF3     H   -   Et
H       H    G2-2  Cl   H      CF3     H   -   Et(Z)
H       H    G2-2  Cl   H      CF3     H   -   n-Pr
H       H    G2-2  Cl   H      CF3     H   -   n-Pr(Z)
H       H    G2-2  Cl   H      CF3     H   -   i-Pr
H       H    G2-2  Cl   H      CF3     H   -   i-Pr(Z)
H       H    G2-2  Cl   H      CF3     H   -   n-Bu
H       H    G2-2  Cl   H      CF3     H   -   n-Bu(Z)
H       H    G2-2  Cl   H      CF3     H   -   Pen
H       H    G2-2  Cl   H      CF3     H   -   Pen(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2CF3
H       H    G2-2  Cl   H      CF3     H   -   CH2CF3(Z)
CH3     H    G2-2  Cl   H      CF3     H   -   CH2CF3
CH3     H    G2-2  Cl   H      CF3     H   -   CH2CF3(Z)
CH3(S)  H    G2-2  Cl   H      CF3     H   -   CH2CF3
CH3(S)  H    G2-2  Cl   H      CF3     H   -   CH2CF3(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2CH=CH2
H       H    G2-2  Cl   H      CF3     H   -   CH2CH=CH2(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3-Cl)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3-Cl)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CN)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CN)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CH3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CH3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CF3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-CF3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-OCF3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-OCF3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-SCF3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-4-SCF3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-1)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-1)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-2)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-2)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(T-3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(E-4)
H       H    G2-2  Cl   H      CF3     H   -   CH2(E-4)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-2,4-F2)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-2,4-F2)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3,4-F2)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3,4-F2)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3,4,5-F3)
H       H    G2-2  Cl   H      CF3     H   -   CH2(Ph-3,4,5-F3)(Z)
H       H    G2-2  Cl   H      CF3     H   -   CH(CH3)(Ph-4-F)
H       H    G2-2  Cl   H      CF3     H   -   CH(CH3)(Ph-4-F)(Z)
H       H    G2-2  Cl   H   C≡CBu-t   H   -   Et
H       H    G2-2  Cl   H   C≡CBu-t   H   -   Et(Z)
H       H    G2-2  Cl   H   C≡CBu-t   H   -   CH2CF3
H       H    G2-2  Cl   H   C≡CBu-t   H   -   CH2CF3(Z)
H       H    G2-2  Cl   H   C≡CPr-c   H   -   Et
H       H    G2-2  Cl   H   C≡CPr-c   H   -   Et(Z)
H       H    G2-2  Cl   H   C≡CPr-c   H   -   CH2CF3
H       H    G2-2  Cl   H   C≡CPr-c   H   -   CH2CF3(Z)
H       H    G2-2  Cl   H C≡CSi(CH3)3 H   -   i-Pr
H       H    G2-2  Cl   H C≡CSi(CH3)3 H   -   i-Pr(Z)
H       H    G2-2  Cl   H    OCH2CF3   H   -   CH3
H       H    G2-2  Cl   H    OCH2CF3   H   -   CH3(Z)
H       H    G2-2  Cl   H    OCH2CF3   H   -   CH2CF3
H       H    G2-2  Cl   H    OCH2CF3   H   -   CH2CF3(Z)
H       H    G2-2  Cl   Cl     Cl      H   -   CH3
H       H    G2-2  Cl   Cl     Cl      H   -   CH3(Z)
H       H    G2-2  Cl   Cl     Cl      H   -   Et
H       H    G2-2  Cl   Cl     Cl      H   -   Et(Z)
H       H    G2-2  Cl   CN     Cl      H   -   i-Pr
H       H    G2-2  Cl   CN     Cl      H   -   i-Pr(Z)
H       H    G2-2  Br   H      Br      H   -   CH3
H       H    G2-2  Br   H      Br      H   -   CH3(Z)
CH3     H    G2-2  Br   H      Br      H   -   CH3
CH3     H    G2-2  Br   H      Br      H   -   CH3(Z)
CH3(S)  H    G2-2  Br   H      Br      H   -   CH3
CH3(S)  H    G2-2  Br   H      Br      H   -   CH3(Z)
H       H    G2-2  Br   H      Br      H   -   Et
H       H    G2-2  Br   H      Br      H   -   Et(Z)
CH3     H    G2-2  Br   H      Br      H   -   Et
CH3     H    G2-2  Br   H      Br      H   -   Et(Z)
CH3(S)  H    G2-2  Br   H      Br      H   -   Et
CH3(S)  H    G2-2  Br   H      Br      H   -   Et(Z)
H       H    G2-2  Br   H      Br      H   -   CH2CF3
H       H    G2-2  Br   H      Br      H   -   CH2CF3(Z)
H       H    G2-3  Cl   Cl     Cl      -   -   CH3
H       H    G2-3  Cl   Cl     Cl      -   -   CH3(Z)
CH3     H    G2-3  Cl   Cl     Cl      -   -   CH3(Z)
CH3(S)  H    G2-3  Cl   Cl     Cl      -   -   CH3(Z)
H       H    G2-3  Cl   Cl     Cl      -   -   Et
H       H    G2-3  Cl   Cl     Cl      -   -   Et(Z)
CH3     H    G2-3  Cl   Cl     Cl      -   -   Et(Z)
CH3(S)  H    G2-3  Cl   Cl     Cl      -   -   Et(Z)
H       H    G2-3  Cl   Cl     Cl      -   -   CH2CF3
H       H    G2-3  Cl   Cl     Cl      -   -   CH2CF3(Z)
CH3     H    G2-3  Cl   Cl     Cl      -   -   CH2CF3(Z)
CH3(S)  H    G2-3  Cl   Cl     Cl      -   -   CH2CF3(Z)
――――――――――――――――――――――――――――――――― ―――――――――――――――――――――――――――――――――
R 2 R 3 G 2 Y 1 Y 2 Y 3 Y 4 Y 5 R 1
―――――――――――――――――――――――――――――――――
CH 3 H G 2 -1 F H Br H H i-Pr
CH 3 H G 2 -1 F H Br H H i-Pr (E)
CH 3 H G 2 -1 Cl H Cl H H CH 3
CH 3 H G 2 -1 Cl H Cl H H CH 3 (E)
CH 3 (S) H G 2 -1 Cl H Cl H H CH 3
CH 3 (S) H G 2 -1 Cl H Cl H H CH 3 (E)
CH 3 H G 2 -1 Cl H Cl H H Et
CH 3 H G 2 -1 Cl H Cl H H Et (E)
CH 3 (S) H G 2 -1 Cl H Cl H H Et
CH 3 (S) H G 2 -1 Cl H Cl H H Et (E)
CH 3 H G 2 -1 Cl H Cl H H CH 2 CF 3
CH 3 H G 2 -1 Cl H Cl H H CH 2 CF 3 (E)
CH 3 (S) H G 2 -1 Cl H Cl H H CH 2 CF 3
CH 3 (S) H G 2 -1 Cl H Cl H H CH 2 CF 3 (E)
H H G 2 -2 Cl H F H-n-Pr
H H G 2 -2 Cl H F H-n-Pr (Z)
H H G 2 -2 Cl H F H-i-Pr
H H G 2 -2 Cl H F H-i-Pr (Z)
H H G 2 -2 Cl H Cl H-CH 3
H H G 2 -2 Cl H Cl H-CH 3 (Z)
CH 3 H G 2 -2 Cl H Cl H-CH 3
CH 3 H G 2 -2 Cl H Cl H-CH 3 (Z)
CH 3 (S) H G 2 -2 Cl H Cl H-CH 3
CH 3 (S) H G 2 -2 Cl H Cl H-CH 3 (Z)
H H G 2 -2 Cl H Cl H-Et
H H G 2 -2 Cl H Cl H-Et (Z)
CH 3 H G 2 -2 Cl H Cl H-Et
CH 3 H G 2 -2 Cl H Cl H-Et (Z)
CH 3 (S) H G 2 -2 Cl H Cl H-Et
CH 3 (S) H G 2 -2 Cl H Cl H-Et (Z)
-CH 2 CH 2 -G 2 -2 Cl H Cl H-Et
-CH 2 CH 2 -G 2 -2 Cl H Cl H-Et (Z)
H H G 2 -2 Cl H Cl H-n-Pr
H H G 2 -2 Cl H Cl H-n-Pr (Z)
H H G 2 -2 Cl H Cl H-i-Pr
H H G 2 -2 Cl H Cl H-i-Pr (Z)
CH 3 H G 2 -2 Cl H Cl H-i-Pr
CH 3 H G 2 -2 Cl H Cl H-i-Pr (Z)
CH 3 (S) H G 2 -2 Cl H Cl H-i-Pr
CH 3 (S) H G 2 -2 Cl H Cl H-i-Pr (Z)
H H G 2 -2 Cl H Cl H-n-Bu
H H G 2 -2 Cl H Cl H-n-Bu (Z)
H H G 2 -2 Cl H Cl H-CH 2 Pr-c
H H G 2 -2 Cl H Cl H-CH 2 Pr-c (Z)
H H G 2 -2 Cl H Cl H-s-Bu
H H G 2 -2 Cl H Cl H-s-Bu (Z)
H H G 2 -2 Cl H Cl H-c-Bu
H H G 2 -2 Cl H Cl H-c-Bu (Z)
H H G 2 -2 Cl H Cl H-Pen
H H G 2 -2 Cl H Cl H-Pen (Z)
H H G 2 -2 Cl H Cl H-CH (Et) 2
H H G 2 -2 Cl H Cl H-CH (Et) 2 (Z)
H H G 2 -2 Cl H Cl H-CH 2 Bu-c
H H G 2 -2 Cl H Cl H-CH 2 Bu-c (Z)
H H G 2 -2 Cl H Cl H-CH 2 CHF 2
H H G 2 -2 Cl H Cl H-CH 2 CHF 2 (Z)
H H G 2 -2 Cl H Cl H-CH 2 CF 3
H H G 2 -2 Cl H Cl H-CH 2 CF 3 (Z)
CH 3 H G 2 -2 Cl H Cl H-CH 2 CF 3
CH 3 H G 2 -2 Cl H Cl H-CH 2 CF 3 (Z)
CH 3 (S) H G 2 -2 Cl H Cl H-CH 2 CF 3
CH 3 (S) H G 2 -2 Cl H Cl H-CH 2 CF 3 (Z)
-CH 2 CH 2 -G 2 -2 Cl H Cl H-CH 2 CF 3
-CH 2 CH 2 -G 2 -2 Cl H Cl H-CH 2 CF 3 (Z)
H H G 2 -2 Cl H Cl H-CH 2 CH = CH 2
H H G 2 -2 Cl H Cl H-CH 2 CH = CH 2 (Z)
CH 3 H G 2 -2 Cl H Cl H-CH 2 CH = CH 2
CH 3 H G 2 -2 Cl H Cl H-CH 2 CH = CH 2 (Z)
CH 3 (S) H G 2 -2 Cl H Cl H-CH 2 CH = CH 2
CH 3 (S) H G 2 -2 Cl H Cl H-CH 2 CH = CH 2 (Z)
H H G 2 -2 Cl H Cl H-CH 2 CCl = CHCl
H H G 2 -2 Cl H Cl H-CH 2 (Ph-2-F)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-2-F) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-F)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-F) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-Cl)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-Cl) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CN)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CN) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CH 3 )
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CH 3 ) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CF 3 )
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-CF 3 ) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-OCF 3 )
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-OCF 3 ) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-SCF 3 )
H H G 2 -2 Cl H Cl H-CH 2 (Ph-4-SCF 3 ) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (T-1)
H H G 2 -2 Cl H Cl H-CH 2 (T-1) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (T-2)
H H G 2 -2 Cl H Cl H-CH 2 (T-2) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (T-3)
H H G 2 -2 Cl H Cl H-CH 2 (T-3) (Z)
H H G 2 -2 Cl H Cl H-CH 2 (E-4)
H H G 2 -2 Cl H Cl H-CH 2 (E-4) (Z)
H H G 2 -2 Cl H Cl H-CH (CH 3 ) Ph
H H G 2 -2 Cl H Cl H-CH (CH 3 ) Ph (Z)
H H G 2 -2 Cl H Cl H-CH (CH 3 ) (Ph-4-F)
H H G 2 -2 Cl H Cl H-CH (CH 3 ) (Ph-4-F) (Z)
H H G 2 -2 Cl H Cl F-Et
H H G 2 -2 Cl H Cl F-Et (Z)
H H G 2 -2 Cl H Cl F-CH 2 CF 3
H H G 2 -2 Cl H Cl F-CH 2 CF 3 (Z)
H H G 2 -2 Cl H Br H-CH 3
H H G 2 -2 Cl H Br H-CH 3 (Z)
H H G 2 -2 Cl H Br H-Et
H H G 2 -2 Cl H Br H-Et (Z)
H H G 2 -2 Cl H Br H-i-Pr
H H G 2 -2 Cl H Br H-i-Pr (Z)
H H G 2 -2 Cl H Br H-CH 2 CF 3
H H G 2 -2 Cl H Br H-CH 2 CF 3 (Z)
H H G 2 -2 Cl H CF 3 H-CH 3
H H G 2 -2 Cl H CF 3 H-CH 3 (Z)
H H G 2 -2 Cl H CF 3 H-Et
H H G 2 -2 Cl H CF 3 H-Et (Z)
H H G 2 -2 Cl H CF 3 H-n-Pr
H H G 2 -2 Cl H CF 3 H-n-Pr (Z)
H H G 2 -2 Cl H CF 3 H-i-Pr
H H G 2 -2 Cl H CF 3 H-i-Pr (Z)
H H G 2 -2 Cl H CF 3 H-n-Bu
H H G 2 -2 Cl H CF 3 H-n-Bu (Z)
H H G 2 -2 Cl H CF 3 H-Pen
H H G 2 -2 Cl H CF 3 H-Pen (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 CF 3
H H G 2 -2 Cl H CF 3 H-CH 2 CF 3 (Z)
CH 3 H G 2 -2 Cl H CF 3 H-CH 2 CF 3
CH 3 H G 2 -2 Cl H CF 3 H-CH 2 CF 3 (Z)
CH 3 (S) H G 2 -2 Cl H CF 3 H-CH 2 CF 3
CH 3 (S) H G 2 -2 Cl H CF 3 H-CH 2 CF 3 (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 CH = CH 2
H H G 2 -2 Cl H CF 3 H-CH 2 CH = CH 2 (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3-Cl)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3-Cl) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CN)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CN) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CH 3 )
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CH 3 ) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CF 3 )
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-CF 3 ) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-OCF 3 )
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-OCF 3 ) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-SCF 3 )
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-4-SCF 3 ) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-1)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-1) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-2)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-2) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-3)
H H G 2 -2 Cl H CF 3 H-CH 2 (T-3) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (E-4)
H H G 2 -2 Cl H CF 3 H-CH 2 (E-4) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-2,4-F2)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-2,4-F2) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3,4-F2)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3,4-F2) (Z)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3,4,5-F3)
H H G 2 -2 Cl H CF 3 H-CH 2 (Ph-3,4,5-F3) (Z)
H H G 2 -2 Cl H CF 3 H-CH (CH 3 ) (Ph-4-F)
H H G 2 -2 Cl H CF 3 H-CH (CH 3 ) (Ph-4-F) (Z)
H H G 2 -2 Cl H C≡CBu-t H-Et
H H G 2 -2 Cl H C≡CBu-t H-Et (Z)
H H G 2 -2 Cl H C≡CBu-t H-CH 2 CF 3
H H G 2 -2 Cl H C≡CBu-t H-CH 2 CF 3 (Z)
H H G 2 -2 Cl H C≡CPr-c H-Et
H H G 2 -2 Cl H C≡CPr-c H-Et (Z)
H H G 2 -2 Cl H C≡CPr-c H-CH 2 CF 3
H H G 2 -2 Cl H C≡CPr-c H-CH 2 CF 3 (Z)
H H G 2 -2 Cl H C≡CSi (CH 3 ) 3 H-i-Pr
H H G 2 -2 Cl H C≡CSi (CH 3 ) 3 H-i-Pr (Z)
H H G 2 -2 Cl H OCH 2 CF 3 H-CH 3
H H G 2 -2 Cl H OCH 2 CF 3 H-CH 3 (Z)
H H G 2 -2 Cl H OCH 2 CF 3 H-CH 2 CF 3
H H G 2 -2 Cl H OCH 2 CF 3 H-CH 2 CF 3 (Z)
H H G 2 -2 Cl Cl Cl H-CH 3
H H G 2 -2 Cl Cl Cl H-CH 3 (Z)
H H G 2 -2 Cl Cl Cl H-Et
H H G 2 -2 Cl Cl Cl H-Et (Z)
H H G 2 -2 Cl CN Cl H-i-Pr
H H G 2 -2 Cl CN Cl H-i-Pr (Z)
H H G 2 -2 Br H Br H-CH 3
H H G 2 -2 Br H Br H-CH 3 (Z)
CH 3 H G 2 -2 Br H Br H-CH 3
CH 3 H G 2 -2 Br H Br H-CH 3 (Z)
CH 3 (S) H G 2 -2 Br H Br H-CH 3
CH 3 (S) H G 2 -2 Br H Br H-CH 3 (Z)
H H G 2 -2 Br H Br H-Et
H H G 2 -2 Br H Br H-Et (Z)
CH 3 H G 2 -2 Br H Br H-Et
CH 3 H G 2 -2 Br H Br H-Et (Z)
CH 3 (S) H G 2 -2 Br H Br H-Et
CH 3 (S) H G 2 -2 Br H Br H-Et (Z)
H H G 2 -2 Br H Br H-CH 2 CF 3
H H G 2 -2 Br H Br H-CH 2 CF 3 (Z)
H H G 2 -3 Cl Cl Cl--CH 3
H H G 2 -3 Cl Cl Cl--CH 3 (Z)
CH 3 H G 2 -3 Cl Cl Cl--CH 3 (Z)
CH 3 (S) H G 2 -3 Cl Cl Cl--CH 3 (Z)
H H G 2 -3 Cl Cl Cl--Et
H H G 2 -3 Cl Cl Cl--Et (Z)
CH 3 H G 2 -3 Cl Cl Cl--Et (Z)
CH 3 (S) H G 2 -3 Cl Cl Cl--Et (Z)
H H G 2 -3 Cl Cl Cl--CH 2 CF 3
H H G 2 -3 Cl Cl Cl--CH 2 CF 3 (Z)
CH 3 H G 2 -3 Cl Cl Cl--CH 2 CF 3 (Z)
CH 3 (S) H G 2 -3 Cl Cl Cl--CH 2 CF 3 (Z)
―――――――――――――――――――――――――――――――――
　本発明の活性成分Ａとして用いられる式（Ｉ）で表されるオキシム置換アミド化合物の或るものは、国際公開公報（ＷＯ２０１４／０１０７３７）に記載の公知化合物であり、それ以外の化合物も例えば、以下の製造法により製造できる。 Some of the oxime-substituted amide compounds represented by the formula (I) used as the active ingredient A of the present invention are known compounds described in International Publication (WO2014 / 010737), and other compounds include, for example, It can be produced by the following production method.
製造法Ａ
Figure JPOXMLDOC01-appb-C000015
 （式中、A1、A2、X1a、r、A3、Y1、Y2、Y3、Y4、R1、R2及びR3は前記と同じ意味を表す。） Manufacturing method A
Figure JPOXMLDOC01-appb-C000015
 (In the formula, A 1 , A 2 , X 1a , r, A 3 , Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 2 and R 3 represent the same meaning as described above.)
　式（Ia）で表される本発明化合物は、公知の方法に準じた方法によって、式（II）で表される化合物又はその塩（例えば塩酸塩、臭化水素酸塩等の塩）と式（III）で表される化合物とを、無溶媒又は溶媒中、縮合剤を用い、必要ならば添加剤を用い、必要ならば塩基の存在下に反応させることにより製造できる。上記公知の方法とは、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー（The Journal of Organic Chemistry），2004年，第69巻，p.54-61、テトラへドロン・レターズ（Tetrahedron Letters），1994年，第35巻，p.5603-5606、テトラへドロン・レターズ（Tetrahedron Letters），1997年，第38巻，p.4853-4856、テトラへドロン（Tetrahedron），2001年，第57巻，p.1551-1558等が挙げられる。 The compound of the present invention represented by the formula (Ia) can be obtained by a method according to a known method or a compound represented by the formula (II) or a salt thereof (for example, a salt such as hydrochloride, hydrobromide, etc.) The compound represented by (III) can be produced by using a condensing agent in the absence of a solvent or in a solvent, using an additive if necessary, and in the presence of a base if necessary. Examples of the known methods include The Journal of Organic Chemistry, 2004, Vol. 69, p.54-61, Tetrahedron Letters, 1994. 35, p.5603-5606, Tetrahedron Letters, 1997, 38, p.4853-4856, Tetrahedron, 2001, 57, p. 1551-1558 and the like.
　製造法Ａにおいて、反応終了後の反応混合物は、直接濃縮、又は有機溶媒に溶解し、水洗後濃縮、又は氷水に投入、有機溶媒抽出後濃縮などの通常の後処理を行い、目的のオキシム置換アミド化合物を得る事が出来る。また、精製の必要が生じたときには、再結晶、カラムクロマトグラフ、薄層クロマトグラフ、液体クロマトグラフ分取等の任意の精製方法によって分離、精製することが出来る。
　製造法Ａで用いられる式（II）で表される化合物の或るものは公知であり、それ以外の化合物も公知の方法に準じた方法、例えば反応式１のようにして合成できる。 In the production method A, the reaction mixture after completion of the reaction is directly concentrated, or dissolved in an organic solvent, washed with water, concentrated in ice water, or subjected to usual post-treatment such as concentration after extraction with an organic solvent, and the desired oxime substitution. An amide compound can be obtained. Further, when the necessity for purification arises, it can be separated and purified by any purification method such as recrystallization, column chromatograph, thin layer chromatograph, liquid chromatographic fractionation and the like.
Some of the compounds represented by the formula (II) used in the production method A are known, and other compounds can be synthesized by a method according to a known method, for example, Reaction Scheme 1.
反応式１
Figure JPOXMLDOC01-appb-C000016
 （式中、A3、Y1、Y2、Y3、Y4、R1、R2及びR3は前記と同じ意味を表し、J１は塩素原子、臭素原子又はヨウ素原子を表す。） Reaction formula 1
Figure JPOXMLDOC01-appb-C000016
 (In the formula, A 3 , Y 1 , Y 2 , Y 3 , Y 4 , R 1 , R 2 and R 3 represent the same meaning as described above, and J 1 represents a chlorine atom, a bromine atom or an iodine atom.)
　式（II）で表される化合物は、公知の方法、例えば日本特開２０１６－０１１２８６号公報の合成例１０及び反応式８等に記載の方法に準じて、式（II-1）で表される化合物とヘキサメチレンテトラミンとを反応させることにより製造することのできる式（II-2）で表される化合物を、酸触媒と反応させることにより製造できる。 The compound represented by the formula (II) is represented by the formula (II-1) according to a known method, for example, the method described in Synthesis Example 10 and Reaction Scheme 8 of Japanese Unexamined Patent Publication No. 2016-011286. The compound represented by the formula (II-2), which can be produced by reacting the compound with hexamethylenetetramine, can be produced by reacting with an acid catalyst.
　式（II）で表される化合物が用いた酸触媒との塩として得られた場合、反応終了後の反応混合物又は精製・単離した式（II）で表される化合物の塩を、炭酸水素ナトリウム、炭酸カリウム、水酸化ナトリウム等の塩基を用いて中和することにより、フリーアミンとして単離することもできる。 When the compound represented by the formula (II) is obtained as a salt with the acid catalyst used, the reaction mixture after completion of the reaction or the purified and isolated salt of the compound represented by the formula (II) It can also be isolated as a free amine by neutralization with a base such as sodium, potassium carbonate or sodium hydroxide.
　ここで用いられる式（II-1）で表される化合物の或るものは公知であり、それ以外のものも公知の方法、例えば日本特開２０１６－０１１２８６号公報等に準じた方法によって製造できる。
　製造法Ａで用いられる式（III）で表される化合物の或るものは公知であり、一部は市販品として入手できる。また、それ以外のものは、例えば反応式２のようにして合成できる。 Some of the compounds represented by the formula (II-1) used here are known, and others can be produced by a known method, for example, a method according to Japanese Patent Application Laid-Open No. 2016-011286. .
Some of the compounds represented by formula (III) used in Production Method A are known, and some of them are commercially available. Others can be synthesized as shown in Reaction Scheme 2, for example.
反応式２
Figure JPOXMLDOC01-appb-C000017
 （式中、A1、A2、X1a及びrは前記と同じ意味を表し、J2及びJ3は、各々独立して塩素原子、臭素原子、メタンスルホニルオキシ基等の脱離基を表し、RaはＣ１～Ｃ４アルキル、アリル又はベンジルを表す） Reaction formula 2
Figure JPOXMLDOC01-appb-C000017
 (Wherein A 1 , A 2 , X 1a and r represent the same meaning as described above, and J 2 and J 3 each independently represent a leaving group such as a chlorine atom, a bromine atom or a methanesulfonyloxy group. , R a represents C 1 -C 4 alkyl, allyl or benzyl)
　式(III-2)で表される化合物は、例えばジャーナル・オブ・アグリカルチャル・アンド・フード・ケミストリー（Journal of Agricultural and Food Chemistry），2014年，第62巻，p.4063-4071等の記載に準じて、式（III-1）で表される化合物と式（IV）で表される化合物とを反応させることにより製造できる。 The compound represented by the formula (III-2) is, for example, Journal of Agricultural and Food Chemistry, 2014, Vol. 62, p.4063-4071 According to the description, it can be produced by reacting the compound represented by formula (III-1) with the compound represented by formula (IV).
　ここで用いられる式（III－1）で表される化合物の或るものは公知であり、一部は市販品として入手できる。それ以外のものも公知の方法、例えば日本特開２０１６－０１１２８６号公報等に準じた方法により製造できる。 Some of the compounds represented by the formula (III-1) used here are known, and some of them are commercially available. Others can be produced by a known method, for example, a method according to Japanese Patent Application Laid-Open No. 2016-011286.
　式（IV）で表される化合物は公知であり、一般に市販品としても入手できる。それ以外のものも公知文献記載の一般的な合成方法に準じて製造できる。 The compound represented by the formula (IV) is known and generally available as a commercial product. Others can also be produced according to general synthesis methods described in known literature.
　式（III-3）で表される化合物は、一般的な合成方法、例えば国際公開公報（ＷＯ２０１０／２０１００３０８１１）等に記載の方法に準じて、式（III-2）で表される化合物と式（V）で表される化合物とを反応させることにより製造できる。 The compound represented by the formula (III-3) is prepared by combining a compound represented by the formula (III-2) with a compound represented by the formula (III-2) according to a general synthesis method, for example, a method described in International Publication (WO2010 / 201003081). It can manufacture by making the compound represented by (V) react.
　ここで用いられる式（V）で表される化合物の或るものは、公知であり、一般に市販品としても入手できる。また、それ以外のものも公知文献記載の一般的な合成方法に準じて合成できる。 Some of the compounds represented by the formula (V) used here are known and generally available as commercial products. Others can also be synthesized according to a general synthesis method described in known literature.
　式（III-4）で表される化合物は、公知の方法、例えば国際公開公報（ＷＯ２０１５／１９９００６）の実施例３等に記載の方法に準じて、式（III-3）で表される化合物と酸化剤とを反応させることにより製造できる。 The compound represented by the formula (III-4) is a compound represented by the formula (III-3) according to a known method, for example, the method described in Example 3 of the international publication (WO2015 / 199006). And an oxidizing agent.
　式（III）で表される化合物は、一般的な合成方法、例えば米国特許出願公開第２０１０／０２３４６０４号のステップＢ２（Step B2）に記載の方法に準じて、式（III-4）で表される化合物を加水分解することにより製造できる。
　これらの各反応においては、反応終了後、通常の後処理を行うことにより製造法Ａの原料化合物となる各々の製造中間体を得ることが出来る。また、これらの方法により製造された各々の製造中間体は、単離・精製することなく、それぞれそのまま次の工程の反応に用いることもできる。 The compound represented by the formula (III) is represented by the formula (III-4) according to a general synthesis method, for example, the method described in Step B2 of US Patent Application Publication No. 2010/0234604. It can manufacture by hydrolyzing the compound made.
In each of these reactions, after the completion of the reaction, each of the production intermediates that are the raw material compounds of production method A can be obtained by performing a general post-treatment. In addition, each production intermediate produced by these methods can be used as it is in the next step without isolation and purification.
　以下に、本発明の活性成分Ａである、式（I）で表されるオキシム置換アミド化合物の具体的な合成例を示すが、これらの例に限定されない。
　なお、化合物の同定に用いた、プロトン核磁気共鳴（１Ｈ－ＮＭＲ）のケミカルシフト値は、基準物質としてＭｅ４Ｓｉ（テトラメチルシラン）を用い、３００ＭＨｚ(機種；ＥＣＸ３００又はＥＣＰ３００、ＪＥＯＬ社製)にて測定した。
　プロトン核磁気共鳴ケミカルシフト値における記号は、下記の意味を表す。
ｓ：シングレット、ｄ：ダブレット、ｔ：トリプレット、ｑ：カルテット、ｄｄ：ダブルダブレット、ｓｅｐ：セプテット、ｍ：マルチプレット、ｂｒ：ブロード Specific examples of the synthesis of the oxime-substituted amide compound represented by the formula (I), which is the active ingredient A of the present invention, are shown below, but are not limited to these examples.
The chemical shift value of proton nuclear magnetic resonance ( 1 H-NMR) used for the identification of the compound is 300 MHz (model: ECX300 or ECP300, manufactured by JEOL) using Me 4 Si (tetramethylsilane) as a reference material. ).
Symbols in proton nuclear magnetic resonance chemical shift values have the following meanings.
s: singlet, d: doublet, t: triplet, q: quartet, dd: double doublet, sep: septette, m: multiplet, br: broad
合成例１
　（Ｚ）－Ｎ－［２－（３，５－ジクロロピリジン－２－イル）－２－（２，２，２－トリフルオロエトキシイミノ）エチル］－２－（メチルスルホニル）ニコチンアミド（本発明化合物Ｎｏ．１１）
工程１；２－（メチルチオ）ニコチン酸メチルの製造
　２－（メチルチオ）ニコチン酸５．００ｇのＮ，Ｎ－ジメチルホルムアミド２０ｍｌ溶液に、炭酸カリウム６．１３ｇとヨウ化メチル５．１４ｇを添加し、室温にて１２時間撹拌した。反応完結後、該反応混合物に水１００ｍｌを加え、酢酸エチルにて抽出（１００ｍｌ×１）した。得られた有機層を水洗（５０ｍｌ×２）後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去することで、目的物５．３８ｇを白色固体として得た。
融点５６～５８℃
1H-NMR (CDCl3)δ8.58 (dd, J=4.8, 1.8Hz, 1H), 8.20 (dd, J=7.8, 1.8Hz, 1H), 7.05 (dd, J=7.8, 4.8Hz, 1H), 3.93 (s, 3H), 2.54 (s, 3H)。
工程２；２－（メチルスルホニル）ニコチン酸メチルの製造
　２－（メチルチオ）ニコチン酸メチル５．７０ｇの酢酸３０ｍｌ溶液に、タングステン酸ナトリウム２水和物０．５０ｇを添加し、氷冷撹拌下、３０重量％過酸化水素水溶液７．０７ｇを１時間かけて滴下した。滴下終了後、該反応混合物を室温にて１２時間撹拌した。反応完結後、該反応混合物に水１００ｍｌを加え、酢酸エチルにて抽出（１００ｍｌ×１）した。得られた有機層を水洗（５０ｍｌ×３）後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去した。得られた残留物を、酢酸エチル：ｎ－ヘキサン［１０：９０～５０：５０（体積比、以下も同様である。）のグラジエント］にて溶出するシリカゲルカラムクロマトグラフィ―にて精製し、目的物３．４５ｇを無色油状物として得た。
1H-NMR (CDCl3)δ8.77 (dd, J=4.8, 1.5Hz, 1H), 8.08 (dd, J=7.8, 1.5Hz, 1H), 7.61 (dd, J=7.8, 4.8Hz, 1H), 4.00 (s, 3H), 3.33 (s, 3H)。 Synthesis example 1
(Z) -N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) nicotinamide (invention) Compound No. 11)
Step 1: Preparation of methyl 2- (methylthio) nicotinate To a solution of 5.00 g of 2- (methylthio) nicotinic acid in 20 ml of N, N-dimethylformamide, 6.13 g of potassium carbonate and 5.14 g of methyl iodide were added, Stir at room temperature for 12 hours. After completion of the reaction, 100 ml of water was added to the reaction mixture and extracted with ethyl acetate (100 ml × 1). The obtained organic layer was washed with water (50 ml × 2), dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 5.38 g of the desired product as a white solid. It was.
Melting point 56-58 ° C
1 H-NMR (CDCl 3 ) δ8.58 (dd, J = 4.8, 1.8Hz, 1H), 8.20 (dd, J = 7.8, 1.8Hz, 1H), 7.05 (dd, J = 7.8, 4.8Hz, 1H ), 3.93 (s, 3H), 2.54 (s, 3H).
Step 2: Production of methyl 2- (methylsulfonyl) nicotinate To a solution of 5.70 g of methyl 2- (methylthio) nicotinate in 30 ml of acetic acid, 0.50 g of sodium tungstate dihydrate was added and stirred with ice cooling. 7.07 g of a 30% by weight aqueous hydrogen peroxide solution was added dropwise over 1 hour. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, 100 ml of water was added to the reaction mixture and extracted with ethyl acetate (100 ml × 1). The obtained organic layer was washed with water (50 ml × 3), dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography eluting with a gradient of ethyl acetate: n-hexane [10:90 to 50:50 (volume ratio, the same applies hereinafter)] to obtain the desired product. 3.45 g was obtained as a colorless oil.
1 H-NMR (CDCl 3 ) δ8.77 (dd, J = 4.8, 1.5Hz, 1H), 8.08 (dd, J = 7.8, 1.5Hz, 1H), 7.61 (dd, J = 7.8, 4.8Hz, 1H ), 4.00 (s, 3H), 3.33 (s, 3H).
工程３；２－（メチルスルホニル）ニコチン酸の製造
　２－（メチルスルホニル）ニコチン酸メチル３．４５ｇのテトラヒドロフラン２０ｍｌ溶液に、室温にて水酸化ナトリウム０．６５ｇの１０ｍｌ水溶液を添加し、同温度にて１４時間撹拌した。反応完結後、該反応混合物に氷冷下、５重量％塩酸５０ｍｌを加え、酢酸エチルにて抽出（１００ｍｌ×１）した。得られた有機層を水洗（５０ｍｌ×１）後、飽和食塩水次いで硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去することで目的物２．５８ｇを白色固体として得た。
融点１８２～１８４℃
1H-NMR (CDCl3)δ8.76 (dd, J=4.8, 1.8Hz, 1H), 8.12 (dd. J=7.8, 1.8Hz, 1H), 7.62 (dd, J=7.8, 4.8Hz, 1H), 3.35 (s, 3H)。
工程４；２－ブロモ－１－（３，５－ジクロロピリジン－２－イル）エタノン－Ｏ－（２，２，２－トリフルオロエチル）オキシムの製造
　２－ブロモ－１－（３，５－ジクロロピリジン－２－イル）エタノン２４．４７ｇのトルエン１１０ｍｌ溶液にトリフルオロ酢酸４２．５４ｇを、室温にて添加し、６０℃に加熱した。該反応液にＮ－（２，２，２－トリフルオロエトキシ）カルバミド酸－ｔｅｒｔ－ブチル２０．７２ｇのトルエン３０ｍｌ溶液を、一時間かけて滴下した。滴下完了後、該反応混合物を６０℃にて１時間撹拌した。反応完結後、該反応液を１０℃まで冷却し、水１２０ｍｌを加え、有機層を分離した。得られた有機層を３．８重量％水酸化ナトリウム水溶液（１２０ｍｌ×２）、水（１２０ｍｌ×１）の順で洗浄後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去した。得られた残留物をトルエンにて溶出するシリカゲルカラムクロマトグラフィ―にて精製し、目的物３２．０９ｇを淡黄色油状物として得た。
1H-NMR (CDCl3)δ8.51 (d, J=2.1Hz, 1H), 7.83 (d, J=2.1Hz, 1H), 4.65 (q, J=8.4Hz, 2H), 4.52 (s, 2H) 。 Step 3: Production of 2- (methylsulfonyl) nicotinic acid To a solution of 3.45 g of methyl 2- (methylsulfonyl) nicotinate in 20 ml of tetrahydrofuran was added 0.65 g of 10 ml aqueous solution of sodium hydroxide at room temperature. And stirred for 14 hours. After completion of the reaction, 50 ml of 5 wt% hydrochloric acid was added to the reaction mixture under ice cooling, and the mixture was extracted with ethyl acetate (100 ml × 1). The obtained organic layer was washed with water (50 ml × 1), dehydrated and dried in the order of saturated brine and then sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 2.58 g of the desired product as a white solid.
Melting point 182-184 ° C
1 H-NMR (CDCl 3 ) δ8.76 (dd, J = 4.8, 1.8Hz, 1H), 8.12 (dd.J = 7.8, 1.8Hz, 1H), 7.62 (dd, J = 7.8, 4.8Hz, 1H ), 3.35 (s, 3H).
Step 4: Preparation of 2-bromo-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 2-bromo-1- (3,5- To a 110 ml toluene solution of 24.47 g dichloropyridin-2-yl) ethanone was added 42.54 g trifluoroacetic acid at room temperature and heated to 60 ° C. To the reaction solution was added dropwise a solution of 20.72 g of N- (2,2,2-trifluoroethoxy) carbamic acid-tert-butyl in 30 ml of toluene over 1 hour. After completion of the dropwise addition, the reaction mixture was stirred at 60 ° C. for 1 hour. After completion of the reaction, the reaction solution was cooled to 10 ° C., 120 ml of water was added, and the organic layer was separated. The obtained organic layer was washed with a 3.8 wt% aqueous sodium hydroxide solution (120 ml × 2) and water (120 ml × 1) in that order, then dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solution was subjected to reduced pressure. The solvent was distilled off. The obtained residue was purified by silica gel column chromatography eluting with toluene to obtain 32.09 g of the desired product as a pale yellow oil.
1 H-NMR (CDCl 3 ) δ8.51 (d, J = 2.1Hz, 1H), 7.83 (d, J = 2.1Hz, 1H), 4.65 (q, J = 8.4Hz, 2H), 4.52 (s, 2H).
工程５；２－アミノ－１－（３，５－ジクロロピリジン－２－イル）エタノン－Ｏ－（２，２，２－トリフルオロエチル）オキシムの製造
　ヘキサメチレンテトラミン１２．９０ｇの酢酸エチル３５０ｍｌ懸濁液を、５０℃で加熱撹拌下、２－ブロモ－１－（３，５－ジクロロピリジン－２－イル）エタノン－Ｏ－（２，２，２－トリフルオロエチル）オキシム３２．０９ｇの酢酸エチル１８０ｍｌ溶液を滴下した。滴下終了後、該反応混合物を５０℃にて４時間撹拌した。反応完結後、反応混合液を室温まで冷却し、析出した固体を濾過し、酢酸エチル１１０ｍｌを用いて洗浄した。得られた固体をメタノール１６０ｍｌに懸濁させ、１３重量％塩酸１００ｇを添加した。添加終了後、該反応混合物を５０℃で１時間撹拌した。反応完結後、該反応液を室温に冷却し、減圧下にて溶媒を留去した。得られた残留物に、１０重量％炭酸カリウム水溶液を加え、酢酸エチル３０ｍｌとトルエン１５０ｍｌの混合溶液で抽出した。得られた有機層を水洗（３０ｍｌ×２）後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去することで、目的物を橙色油状物として得た。このものは、さらなる精製を行うことなく、そのまま次の工程に用いた。
1H-NMR (CDCl3)δ8.50 (d, J=2.1Hz, 1H), 7.81 (d, J=2.1Hz, 1H), 4.57 (q, J=8.4Hz, 2H), 3.96 (s, 2H) 。
工程６；（Ｅ）－Ｎ－［２－（３，５－ジクロロピリジン－２－イル）－２－（２，２，２－トリフルオロエトキシイミノ）エチル］－２－（メチルスルホニル）ニコチンアミドの製造（本発明化合物Ｎｏ．１８）
　２－アミノ－１－（３，５－ジクロロピリジン－２－イル）エタノン－Ｏ－（２，２，２－トリフルオロエチル）オキシム２．０１ｇ及び、工程３で製造した２－（メチルスルホニル）ニコチン酸２．０１ｇのＮ，Ｎ－ジメチルホルムアミド１０ｍｌ溶液に、Ｎ，Ｎ－ジイソプロピルエチルアミン１．２９ｇ、１Ｈ－ベンゾトリアゾール－１－イルオキシトリス（ジメチルアミノ）ホスホニウム　ヘキサフルオロホスフェート４．６４ｇを順次添加し、室温にて１６時間撹拌した。反応完結後、該反応混合物に水５０ｍｌを加え、酢酸エチルにて抽出（５０ｍｌ×２）した。得られた有機層を水洗（５０ｍｌ×３）後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去した。残留物を、酢酸エチル：ｎ－ヘキサン（１０：９０～７０：３０のグラジエント）にて溶出するシリカゲルカラムクロマトグラフィ―にて精製し、目的物２．６０ｇを無色樹脂状物質として得た。
1H-NMR (CDCl3)δ8.66 (dd, J=4.8, 1.5Hz, 1H), 8.47 (d, J=2.1Hz, 1H), 7.96 (dd, J=7.5, 1.5Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.57 (dd, J=7.5, 4.8Hz, 1H),7.20 (brs, 1H), 4.83 (d, J=6.3Hz, 2H), 4.63 (q, J=8.4Hz, 2H), 3.32 (s, 3H)。 Step 5: Preparation of 2-amino-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 12.90 g of hexamethylenetetramine 350 ml of ethyl acetate The suspension was heated and stirred at 50 ° C., and 2-bromo-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime 32.09 g of acetic acid Ethyl 180 ml solution was added dropwise. After completion of the dropwise addition, the reaction mixture was stirred at 50 ° C. for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the precipitated solid was filtered and washed with 110 ml of ethyl acetate. The obtained solid was suspended in 160 ml of methanol, and 100 g of 13 wt% hydrochloric acid was added. After the addition was complete, the reaction mixture was stirred at 50 ° C. for 1 hour. After completion of the reaction, the reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. A 10% by weight aqueous potassium carbonate solution was added to the resulting residue, and the mixture was extracted with a mixed solution of 30 ml of ethyl acetate and 150 ml of toluene. The obtained organic layer was washed with water (30 ml × 2), dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the desired product as an orange oil. This was directly used in the next step without further purification.
1 H-NMR (CDCl 3 ) δ8.50 (d, J = 2.1Hz, 1H), 7.81 (d, J = 2.1Hz, 1H), 4.57 (q, J = 8.4Hz, 2H), 3.96 (s, 2H).
Step 6; (E) -N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) nicotinamide (Compound No. 18 of the present invention)
2.01 g of 2-amino-1- (3,5-dichloropyridin-2-yl) ethanone-O- (2,2,2-trifluoroethyl) oxime and 2- (methylsulfonyl) produced in Step 3 To a solution of 2.01 g of nicotinic acid in 10 ml of N, N-dimethylformamide, 1.29 g of N, N-diisopropylethylamine and 4.64 g of 1H-benzotriazol-1-yloxytris (dimethylamino) phosphonium hexafluorophosphate are added sequentially. And stirred at room temperature for 16 hours. After completion of the reaction, 50 ml of water was added to the reaction mixture and extracted with ethyl acetate (50 ml × 2). The obtained organic layer was washed with water (50 ml × 3), dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate: n-hexane (gradient from 10:90 to 70:30) to obtain 2.60 g of the desired product as a colorless resinous substance.
1 H-NMR (CDCl 3 ) δ8.66 (dd, J = 4.8, 1.5Hz, 1H), 8.47 (d, J = 2.1Hz, 1H), 7.96 (dd, J = 7.5, 1.5Hz, 1H), 7.80 (d, J = 2.1Hz, 1H), 7.57 (dd, J = 7.5, 4.8Hz, 1H), 7.20 (brs, 1H), 4.83 (d, J = 6.3Hz, 2H), 4.63 (q, J = 8.4Hz, 2H), 3.32 (s, 3H).
工程７；（Ｚ）－Ｎ－［２－（３，５－ジクロロピリジン－２－イル）－２－（２，２，２－トリフルオロエトキシイミノ）エチル］－２－（メチルスルホニル）ニコチン酸アミドの製造
　工程６で得られたＮ－［２－（３，５－ジクロロピリジン－２－イル）－２－（２，２，２－トリフルオロエトキシイミノ）エチル］－２－（メチルスルホニル）ニコチン酸アミド３２５ｍｇのエタノール４ｍｌ溶液を、石英セル（東京硝子器械株式会社製、分光分析用全面透明）中、１００Ｗの高圧水銀ランプ（ＵＳＨＩＯ社製、ランプＵＭ－１０２、点灯装置ＵＭ－１０３Ｂ－Ｂ）を用いて光を、２０時間照射した。反応完結後、該反応混合物より減圧下にて溶媒を留去した。得られた残留物を、酢酸エチル：ｎ－ヘキサン（１０：９０～７０：３０のグラジエント）にて溶出するシリカゲルカラムクロマトグラフィ―にて精製し、目的物２８０ｍｇを白色固体として得た。
融点１２３～１２４℃
1H-NMR (CDCl3)δ8.71 (dd, J=4.8, 1.5Hz, 1H), 8.51 (d, J=2.1Hz, 1H), 8.03 (dd, J=7.8, 1.5Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.61 (dd, J=7.8, 4.8Hz, 1H), 7.08 (brs, 1H), 4.59 (d, J=5.4Hz, 2H), 4.43 (q, J=8.4Hz, 2H), 3.34 (s, 3H)。 Step 7; (Z) -N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) nicotinic acid Preparation of amide N- [2- (3,5-dichloropyridin-2-yl) -2- (2,2,2-trifluoroethoxyimino) ethyl] -2- (methylsulfonyl) obtained in Step 6 Nicotinamide 325mg ethanol 4ml solution in a quartz cell (Tokyo Glass Instrument Co., Ltd., fully transparent for spectroscopic analysis), 100W high pressure mercury lamp (USHIO, lamp UM-102, lighting device UM-103B-B) ) For 20 hours. After completion of the reaction, the solvent was distilled off from the reaction mixture under reduced pressure. The obtained residue was purified by silica gel column chromatography eluting with ethyl acetate: n-hexane (gradient of 10:90 to 70:30) to obtain 280 mg of the desired product as a white solid.
Melting point 123-124 ° C
1 H-NMR (CDCl 3 ) δ8.71 (dd, J = 4.8, 1.5Hz, 1H), 8.51 (d, J = 2.1Hz, 1H), 8.03 (dd, J = 7.8, 1.5Hz, 1H), 7.79 (d, J = 2.1Hz, 1H), 7.61 (dd, J = 7.8, 4.8Hz, 1H), 7.08 (brs, 1H), 4.59 (d, J = 5.4Hz, 2H), 4.43 (q, J = 8.4Hz, 2H), 3.34 (s, 3H).
　国際公開公報（ＷＯ２０１４／０１０７３７号）及び国際公開公報（ＷＯ２０１５／１４７１９９号）に記載の合成例並びに上記の製造法と同様にして製造できる本発明の活性成分Ａとして用いられる式（Ｉ）で表されるオキシム置換アミド化合物のより具体的な例を第２表に示すが、本発明の活性成分Ａとして用いられるオキシム置換アミド化合物はこれらのみに限定されるものではない。
　尚、表中、Ｅｔはエチル基を、ｉ－Ｐｒはイソプロピル基を、Ｐｒ－ｃはシクロプロピル基を、ｎ－Ｂｕはノルマルブチル基を、ｓ－Ｂｕはｓｅｃ－ブチル基を、Ｂｕ－ｃはシクロブチル基を、Ｐｈはフェニル基をそれぞれ表す。 It is represented by the formula (I) used as the active ingredient A of the present invention which can be produced in the same manner as the synthesis examples described in International Publication (WO2014 / 0107737) and International Publication (WO2015 / 147199) and the above production method. More specific examples of the oxime-substituted amide compound to be used are shown in Table 2, but the oxime-substituted amide compound used as the active ingredient A of the present invention is not limited to these.
In the table, Et represents an ethyl group, i-Pr represents an isopropyl group, Pr-c represents a cyclopropyl group, n-Bu represents a normal butyl group, s-Bu represents a sec-butyl group, and Bu-c Represents a cyclobutyl group, and Ph represents a phenyl group.
　また、表中、置換基Ｒ２の欄における（Ｓ）の表記は、Ｒ２が結合する炭素原子の光学異性体の混合比において、（Ｓ）－体が９０％以上であることを表し、置換基Ｒ２の欄における（ＲＳ）の表記は、化合物がラセミ体であることを表し、置換基Ｒ１の欄における（Ｚ）の記載は、置換基Ｒ１が結合するオキシム幾何異性体の混合比において、（Ｚ）－体が９０％以上であることを表す。 In the table, the notation of (S) in the column of substituent R 2 represents that the (S) -isomer is 90% or more in the mixing ratio of the optical isomer of the carbon atom to which R 2 is bonded, notation (RS) in the column of the substituents R 2, the compound represents that it is a racemate, the description of the (Z) in the column of the substituents R 1, the oxime geometric isomers substituent R 1 is attached In the mixing ratio, (Z) -form is 90% or more.
　表中、Ｔ－１、Ｔ－２、Ｔ－３及びＥ－４は、それぞれ下記の構造を表す。
Figure JPOXMLDOC01-appb-C000018
 In the table, T-1, T-2, T-3, and E-4 each represent the following structure.
Figure JPOXMLDOC01-appb-C000018
　表中、Ｄ－３－１ｂ、Ｄ－３－２ｂ、Ｄ－４－１ｂ、Ｄ－４－２ｂ、Ｄ－４－３ｂ、Ｄ－５－３ｂ、Ｄ－６－１ａ、Ｄ－７－１ｂ、Ｄ－８－２ｂ、Ｄ－９－１ｂ及びＤ－１０－１ｂはそれぞれ下記の構造を表す。 In the table, D-3-1b, D-3-2b, D-4-1b, D-4-2b, D-4-3b, D-5-3b, D-6-1a, D-7-1b , D-8-2b, D-9-1b, and D-10-1b each represent the following structure.
Figure JPOXMLDOC01-appb-C000019
Figure JPOXMLDOC01-appb-C000019
　例えば、[CH2(D-7-1b)-5-CF3]の表記は、5-［（トリフルオロメチル)チオフェン－２－イル］メチル基を表す。
　表中、融点の欄における「＊１」との記載は化合物の性状が油状又は樹脂状であったことを意味する。
　表中、Ｇ１－１ａ、Ｇ１－１ｂ、Ｇ１－２ａ、Ｇ１－２ｂ、Ｇ１－２ｃ、Ｇ１－２ｄ、Ｇ１－２ｅ、Ｇ１－２ｆ、Ｇ１－２ｇ、Ｇ１－２ｈ、Ｇ１－２ｉ、Ｇ１－２ｊ、Ｇ１－２ｋ、Ｇ１－２ｍ、Ｇ１－２ｎ及びＧ１－２ｐはそれぞれ下記の構造を表す。 For example, the notation [CH 2 (D-7-1b) -5-CF 3 ] represents a 5-[(trifluoromethyl) thiophen-2-yl] methyl group.
In the table, the description “* 1” in the melting point column means that the property of the compound was oily or resinous.
In Table, G 1 -1a, G 1 -1b , G 1 -2a, G 1 -2b, G 1 -2c, G 1 -2d, G 1 -2e, G 1 -2f, G 1 -2g, G 1 -2h, represents G 1 -2i, G 1 -2j, G 1 -2k, the G 1 -2m, G 1 -2n and G 1 -2p respectively the following structures.
Figure JPOXMLDOC01-appb-C000020
Figure JPOXMLDOC01-appb-C000020
［第２表］
Figure JPOXMLDOC01-appb-C000021
 [Table 2]
Figure JPOXMLDOC01-appb-C000021
――――――――――――――――――――――――――――――――――
No. G1      R2    R3 Y1    Y3     A  R1                     融点(℃)
――――――――――――――――――――――――――――――――――
1   G1-2c   H     H  Cl    Cl     N  CH2CF3(Z)              118-120
2   G1-2a   H     H  Cl    Cl     N  CH2CF3(Z)              97-98
3   G1-2a CH3(S)  H  Cl    Cl     N  CH2CF3(Z)              *1
4   G1-2b   H     H  Cl    Cl     N  CH2CF3(Z)              115-118
5   G1-2b CH3(S)  H  Cl    Cl     N  CH2CF3(Z)              *1
6   G1-2c CH3(S)  H  Cl    Cl     N  CH2CF3(Z)              *1
7   G1-2a   H     H  Cl C≡CPr-c  N  i-Pr(Z)                *1
8   G1-2a   H     H  Cl    Cl     N  CH2CHF2(Z)             86-91
9   G1-2a CH3(RS) H  Cl    Cl     N  CH2CF3(Z)              102-106
10  G1-2a   H     H  Cl    CN     N  CH2CF3(Z)              135-138
11  G1-2d   H     H  Cl    Cl     N  CH2CF3(Z)              123-124
12  G1-2f   H     H  Cl    Cl     N  CH2CF3(E)              115-116
13  G1-2f   H     H  Cl    Cl     N  CH2CF3(Z)              112-113
14  G1-2e   H     H  Cl    Cl     N  CH2CF3(E)              *1
15  G1-2e   H     H  Cl    Cl     N  CH2CF3(Z)              183-184
16  G1-2d   H     H  Cl    Cl     N  Et(Z)                  *1
17  G1-2d   H     H  Cl    Cl     N  CH2CHF2(Z)             *1
18  G1-2d   H     H  Cl    Cl     N  CH2CF3(E)              *1
19  G1-2d   H     H  Cl    Cl     N  CH2CF2CHF2(Z)          *1
20  G1-2d   H     H  Cl    Cl     N  CH2CH(Cl)CH3(Z)        *1
21  G1-2d   H     H  Cl    Cl     N  CH2Pr-c(Z)             *1
22  G1-2d   H     H  Cl    Cl     N  CH2[T-1]               *1
23  G1-2d   H     H  Cl    Cl     N  CH2CH=CH2(Z)           *1
24  G1-2d   H     H  Cl    Cl     N  CH2[Ph-4-Cl](Z)        *1
25  G1-2g   H     H  Cl    Cl     N  CH2CF3(Z)              109-110
26  G1-2h   H     H  Cl    Cl     N  CH2CF3(Z)              *1
27  G1-2i   H     H  Cl    Cl     N  CH2CF3(Z)              178-180
28  G1-2j   H     H  Cl    Cl     N  CH2CF3(Z)              *1
29  G1-2k   H     H  Cl    Cl     N  CH2CF3                 *1
30  G1-2m   H     H  Cl    Cl     N  CH2CF3(Z)              110-111
31  G1-2n   H     H  Cl    Cl     N  CH2CF3(Z)              108-109
32  G1-2a   H     H  Cl    Cl    CH  CH2CF3(E)              *1
33  G1-2a   Me    H  Cl    Cl    CH  CH2CF3(E)              *1
34  G1-2a   H     H  Cl    Cl     N  Et(Z)                  *1
35  G1-2a   H     H  Cl    Cl     N  n-Bu(Z)                *1
36  G1-2a   H     H  Cl    Cl     N  i-Bu(Z)                *1
37  G1-2a   H     H  Cl    Cl     N  s-Bu(Z)                *1
38  G1-2a   H     H  Cl    Cl     N  CH2Pr-c(Z)             *1
39  G1-2a   H     H  Cl    Cl     N  CHF2                   *1
40  G1-2a   H     H  Cl    Cl     N  CH2CH2F(Z)             *1
41  G1-2a   H     H  Cl    Cl     N  CH2CH2Cl(Z)            *1 
42  G1-2a   H     H  Cl    Cl     N  CH2CH2CH2Cl(Z)         *1
43  G1-2a   H     H  Cl    Cl     N  CH2CH2CF3(Z)           *1
44  G1-2a   H     H  Cl    Cl     N  CH2CF2CHF2(Z)          146-149
45  G1-2a   H     H  Cl    Cl     N  CH(CH2F)2(Z)           *1
46  G1-2a   H     H  Cl    Cl     N  CH2[T-2](Z)            *1
47  G1-2a   H     H  Cl    Cl     N  CH2[T-1](Z)            *1
48  G1-2a   H     H  Cl    Cl     N  CH2[E-4](Z)            *1
49  G1-2a   H     H  Cl    Cl     N  CH2SCH3(Z)             *1
50  G1-2a   H     H  Cl    Cl     N  CH2SO2CH3(Z)           *1
51  G1-2a   H     H  Cl    Cl     N  CH2CN(Z)               148-150
52  G1-2a   H     H  Cl    Cl     N  CH2[T-3](Z)            *1
53  G1-2a   H     H  Cl    Cl     N  CH2CH=CH2(Z)           *1
54  G1-2a   H     H  Cl    Cl     N  CH2C(CH3)=CH2(Z)       *1
55  G1-2a   H     H  Cl    Cl     N  CH(CH3)CH=CH2(Z)       *1
56  G1-2a   H     H  Cl    Cl     N  CH2CH=CCl2(Z)          *1
57  G1-2a   H     H  Cl    Cl     N  CH2C≡CH(Z)            *1
58  G1-2a   H     H  Cl    Cl     N  CH2C≡CBr(Z)           *1
59  G1-2a   H     H  Cl    Cl     N  CH2Ph(Z)               *1
60  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-F](Z)         *1
61  G1-2a   H     H  Cl    Cl     N  CH2[Ph-2-Cl](Z)        *1
62  G1-2a   H     H  Cl    Cl     N  CH2 [Ph-3-Cl](Z)       *1
63  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-Cl](Z)        125-126
64  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-Br](Z)        *1
65  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-CH3](Z)       *1
66  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-CF3](Z)       *1
67  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-OCF3](Z)      *1
68  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-SCF3](Z)      *1
69  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-NO2](Z)       *1
70  G1-2a   H     H  Cl    Cl     N  CH2[Ph-4-CN](Z)        148-151
71  G1-2a   H     H  Cl    Cl     N  CH2[Ph-2,4-F2](Z)      *1
72  G1-2a   H     H  Cl    Cl     N  CH2[Ph-2,6-F2](Z)      134-136
73  G1-2a   H     H  Cl    Cl     N  CH2[Ph-3,4-F2](Z)      103-104
74  G1-2a   H     H  Cl    Cl     N  CH2[Ph-3,5-F2](Z)      *1
75  G1-2a   H     H  Cl    Cl     N  CH2[Ph-3-NO2-4-F](Z)   *1
76  G1-2a   H     H  Cl    Cl     N  CH2[Ph-3,4,5-F3](Z)    121-123
77  G1-2a   H     H  Cl    Cl     N  CH2[D-6-1a](Z)         *1
78  G1-2a   H     H  Cl    Cl     N  CH2[D-7-1b]-5-CF3(Z)   *1
79  G1-2a   H     H  Cl    Cl     N  CH2[D-8-2b]-3,5-Cl2(Z) *1
80  G1-2a   H     H  Cl    Cl     N  CH2[D-3-1b]-2-CH3(Z)   *1
81  G1-2a   H     H  Cl    Cl     N  CH2[D-3-2b]-2-Cl(Z)    130-133
82  G1-2a   H     H  Cl    Cl     N  CH2[D-10-1b]-6-Cl(Z)   178-180
83  G1-2a   H     H  Cl    Cl     N  CH2[D-9-1b]CF3(Z)      *1
84  G1-2a   H     H  Cl    Cl     N  CH2[D-4-2b]-6-F(Z)     *1
85  G1-2a   H     H  Cl    Cl     N  CH2[D-4-2b]-6-Cl(Z)    97-100
86  G1-2a   H     H  Cl    Cl     N  CH2[D-4-3b]-2-F(Z)     *1
87  G1-2a   H     H  Cl    Cl     N  CH2[D-5-3b]-6-Cl(Z)    *1
88  G1-2a   H     H  Cl    Cl     N  CH(CH3)Ph(Z)           *1
89  G1-2a   H     H  Cl    Cl     N  [D-4-1b]-6-CF3(Z)      166-168
90  G1-2a   Me    H  Cl    Cl     N  Et(Z)                  *1
91  G1-2a   Me    H  Cl    Cl     N  CH2Pr-c(Z)             *1
92  G1-2a   Me    H  Cl    Cl     N  CH2CF2CHF2(Z)          *1
93  G1-2a   Me    H  Cl    Cl     N  CH2[T-1](Z)            *1
94  G1-2a   Me    H  Cl    Cl     N  CH2CH=CH2(Z)           *1
95  G1-2a   Me    H  Cl    Cl     N  CH2(Ph-4-F)(Z)         *1
96  G1-2a   Me    H  Cl    Cl     N  CH2(Ph-4-Cl)(Z)        *1
97  G1-2a   H     H  Cl    Br     N  i-Pr(Z)                *1
98  G1-2a   H     H  Cl  SCH2CF3  N  CH2CF3(E)              87-88
99  G1-2a   H     H  Cl  SCH2CF3  N  CH2CF3(Z)              69-71
100 G1-2a   H     H  Cl SO2CH2CF3 N  CH2CF3(Z)              151-152
101 G1-2p   H     H  Cl    Cl     N  CH2CF3(Z)              *1
102 G1-2c   H     H  Cl    Cl    CH  CH2CF3(E)              *1
103 G1-2c   H     H  Cl    Cl     N  CH2CF2CHF2(Z)          *1
104 G1-1a   H     H  Cl    Cl     N  CH2CF3                 *1
105 G1-1a   H     H  Cl    Cl     N  CH2CF2CHF2(Z)          *1
106 G1-1a   H     H  Cl    Br     N  i-Pr                   *1
107 G1-1b   H     H  Cl    Cl     N  CH2CF2CHF2(Z)          *1
108 G1-2d   Me    H  Cl    Cl     N  CH2CF3                 *1
―――――――――――――――――――――――――――――――――― ――――――――――――――――――――――――――――――――――
No. G 1 R 2 R 3 Y 1 Y 3 A R 1 Melting point (° C)
――――――――――――――――――――――――――――――――――
1 G 1 -2c H H Cl Cl N CH 2 CF 3 (Z) 118-120
2 G 1 -2a H H Cl Cl N CH 2 CF 3 (Z) 97-98
3 G 1 -2a CH 3 (S) H Cl Cl N CH 2 CF 3 (Z) * 1
4 G 1 -2b H H Cl Cl N CH 2 CF 3 (Z) 115-118
5 G 1 -2b CH 3 (S) H Cl Cl N CH 2 CF 3 (Z) * 1
6 G 1 -2c CH 3 (S) H Cl Cl N CH 2 CF 3 (Z) * 1
7 G 1 -2a H H Cl C≡CPr-c N i-Pr (Z) * 1
8 G 1 -2a H H Cl Cl N CH 2 CHF 2 (Z) 86-91
9 G 1 -2a CH 3 (RS) H Cl Cl N CH 2 CF 3 (Z) 102-106
10 G 1 -2a H H Cl CN N CH 2 CF 3 (Z) 135-138
11 G 1 -2d H H Cl Cl N CH 2 CF 3 (Z) 123-124
12 G 1 -2f H H Cl Cl N CH 2 CF 3 (E) 115-116
13 G 1 -2f H H Cl Cl N CH 2 CF 3 (Z) 112-113
14 G 1 -2e H H Cl Cl N CH 2 CF 3 (E) * 1
15 G 1 -2e H H Cl Cl N CH 2 CF 3 (Z) 183-184
16 G 1 -2d H H Cl Cl N Et (Z) * 1
17 G 1 -2d H H Cl Cl N CH 2 CHF 2 (Z) * 1
18 G 1 -2d H H Cl Cl N CH 2 CF 3 (E) * 1
19 G 1 -2d H H Cl Cl N CH 2 CF 2 CHF 2 (Z) * 1
20 G 1 -2d H H Cl Cl N CH 2 CH (Cl) CH 3 (Z) * 1
21 G 1 -2d H H Cl Cl N CH 2 Pr-c (Z) * 1
22 G 1 -2d H H Cl Cl N CH 2 [T-1] * 1
23 G 1 -2d H H Cl Cl N CH 2 CH = CH 2 (Z) * 1
24 G 1 -2d H H Cl Cl N CH 2 [Ph-4-Cl] (Z) * 1
25 G 1 -2g H H Cl Cl N CH 2 CF 3 (Z) 109-110
26 G 1 -2h H H Cl Cl N CH 2 CF 3 (Z) * 1
27 G 1 -2i H H Cl Cl N CH 2 CF 3 (Z) 178-180
28 G 1 -2j H H Cl Cl N CH 2 CF 3 (Z) * 1
29 G 1 -2k H H Cl Cl N CH 2 CF 3 * 1
30 G 1 -2m H H Cl Cl N CH 2 CF 3 (Z) 110-111
31 G 1 -2n H H Cl Cl N CH 2 CF 3 (Z) 108-109
32 G 1 -2a H H Cl Cl CH CH 2 CF 3 (E) * 1
33 G 1 -2a Me H Cl Cl CH CH 2 CF 3 (E) * 1
34 G 1 -2a H H Cl Cl N Et (Z) * 1
35 G 1 -2a H H Cl Cl N n-Bu (Z) * 1
36 G 1 -2a H H Cl Cl N i-Bu (Z) * 1
37 G 1 -2a H H Cl Cl N s-Bu (Z) * 1
38 G 1 -2a H H Cl Cl N CH 2 Pr-c (Z) * 1
39 G 1 -2a H H Cl Cl N CHF 2 * 1
40 G 1 -2a H H Cl Cl N CH 2 CH 2 F (Z) * 1
41 G 1 -2a H H Cl Cl N CH 2 CH 2 Cl (Z) * 1
42 G 1 -2a H H Cl Cl N CH 2 CH 2 CH 2 Cl (Z) * 1
43 G 1 -2a H H Cl Cl N CH 2 CH 2 CF 3 (Z) * 1
44 G 1 -2a H H Cl Cl N CH 2 CF 2 CHF 2 (Z) 146-149
45 G 1 -2a H H Cl Cl N CH (CH 2 F) 2 (Z) * 1
46 G 1 -2a H H Cl Cl N CH 2 [T-2] (Z) * 1
47 G 1 -2a H H Cl Cl N CH 2 [T-1] (Z) * 1
48 G 1 -2a H H Cl Cl N CH 2 [E-4] (Z) * 1
49 G 1 -2a H H Cl Cl N CH 2 SCH 3 (Z) * 1
50 G 1 -2a H H Cl Cl N CH 2 SO 2 CH 3 (Z) * 1
51 G 1 -2a H H Cl Cl N CH 2 CN (Z) 148-150
52 G 1 -2a H H Cl Cl N CH 2 [T-3] (Z) * 1
53 G 1 -2a H H Cl Cl N CH 2 CH = CH 2 (Z) * 1
54 G 1 -2a H H Cl Cl N CH 2 C (CH 3 ) = CH 2 (Z) * 1
55 G 1 -2a H H Cl Cl N CH (CH 3 ) CH = CH 2 (Z) * 1
56 G 1 -2a H H Cl Cl N CH 2 CH = CCl 2 (Z) * 1
57 G 1 -2a H H Cl Cl N CH 2 C≡CH (Z) * 1
58 G 1 -2a H H Cl Cl N CH 2 C≡CBr (Z) * 1
59 G 1 -2a H H Cl Cl N CH 2 Ph (Z) * 1
60 G 1 -2a H H Cl Cl N CH 2 [Ph-4-F] (Z) * 1
61 G 1 -2a H H Cl Cl N CH 2 [Ph-2-Cl] (Z) * 1
62 G 1 -2a H H Cl Cl N CH 2 [Ph-3-Cl] (Z) * 1
63 G 1 -2a H H Cl Cl N CH 2 [Ph-4-Cl] (Z) 125-126
64 G 1 -2a H H Cl Cl N CH 2 [Ph-4-Br] (Z) * 1
65 G 1 -2a H H Cl Cl N CH 2 [Ph-4-CH 3 ] (Z) * 1
66 G 1 -2a H H Cl Cl N CH 2 [Ph-4-CF 3 ] (Z) * 1
67 G 1 -2a H H Cl Cl N CH 2 [Ph-4-OCF 3 ] (Z) * 1
68 G 1 -2a H H Cl Cl N CH 2 [Ph-4-SCF 3 ] (Z) * 1
69 G 1 -2a H H Cl Cl N CH 2 [Ph-4-NO 2 ] (Z) * 1
70 G 1 -2a H H Cl Cl N CH 2 [Ph-4-CN] (Z) 148-151
71 G 1 -2a H H Cl Cl N CH 2 [Ph-2,4-F 2 ] (Z) * 1
72 G 1 -2a H H Cl Cl N CH 2 [Ph-2,6-F 2 ] (Z) 134-136
73 G 1 -2a H H Cl Cl N CH 2 [Ph-3,4-F 2 ] (Z) 103-104
74 G 1 -2a H H Cl Cl N CH 2 [Ph-3,5-F 2 ] (Z) * 1
75 G 1 -2a H H Cl Cl N CH 2 [Ph-3-NO 2 -4-F] (Z) * 1
76 G 1 -2a H H Cl Cl N CH 2 [Ph-3,4,5-F 3 ] (Z) 121-123
77 G 1 -2a H H Cl Cl N CH 2 [D-6-1a] (Z) * 1
78 G 1 -2a H H Cl Cl N CH 2 [D-7-1b] -5-CF 3 (Z) * 1
79 G 1 -2a H H Cl Cl N CH 2 [D-8-2b] -3,5-Cl 2 (Z) * 1
80 G 1 -2a H H Cl Cl N CH 2 [D-3-1b] -2-CH 3 (Z) * 1
81 G 1 -2a H H Cl Cl N CH 2 [D-3-2b] -2-Cl (Z) 130-133
82 G 1 -2a H H Cl Cl N CH 2 [D-10-1b] -6-Cl (Z) 178-180
83 G 1 -2a H H Cl Cl N CH 2 [D-9-1b] CF 3 (Z) * 1
84 G 1 -2a H H Cl Cl N CH 2 [D-4-2b] -6-F (Z) * 1
85 G 1 -2a H H Cl Cl N CH 2 [D-4-2b] -6-Cl (Z) 97-100
86 G 1 -2a H H Cl Cl N CH 2 [D-4-3b] -2-F (Z) * 1
87 G 1 -2a H H Cl Cl N CH 2 [D-5-3b] -6-Cl (Z) * 1
88 G 1 -2a H H Cl Cl N CH (CH 3 ) Ph (Z) * 1
89 G 1 -2a H H Cl Cl N [D-4-1b] -6-CF 3 (Z) 166-168
90 G 1 -2a Me H Cl Cl N Et (Z) * 1
91 G 1 -2a Me H Cl Cl N CH 2 Pr-c (Z) * 1
92 G 1 -2a Me H Cl Cl N CH 2 CF 2 CHF 2 (Z) * 1
93 G 1 -2a Me H Cl Cl N CH 2 [T-1] (Z) * 1
94 G 1 -2a Me H Cl Cl N CH 2 CH = CH 2 (Z) * 1
95 G 1 -2a Me H Cl Cl N CH 2 (Ph-4-F) (Z) * 1
96 G 1 -2a Me H Cl Cl N CH 2 (Ph-4-Cl) (Z) * 1
97 G 1 -2a H H Cl Br N i-Pr (Z) * 1
98 G 1 -2a H H Cl SCH 2 CF 3 N CH 2 CF 3 (E) 87-88
99 G 1 -2a H H Cl SCH 2 CF 3 N CH 2 CF 3 (Z) 69-71
100 G 1 -2a H H Cl SO 2 CH 2 CF 3 N CH 2 CF 3 (Z) 151-152
101 G 1 -2p H H Cl Cl N CH 2 CF 3 (Z) * 1
102 G 1 -2c H H Cl Cl CH CH 2 CF 3 (E) * 1
103 G 1 -2c H H Cl Cl N CH 2 CF 2 CHF 2 (Z) * 1
104 G 1 -1a H H Cl Cl N CH 2 CF 3 * 1
105 G 1 -1a H H Cl Cl N CH 2 CF 2 CHF 2 (Z) * 1
106 G 1 -1a H H Cl Br N i-Pr * 1
107 G 1 -1b H H Cl Cl N CH 2 CF 2 CHF 2 (Z) * 1
108 G 1 -2d Me H Cl Cl N CH 2 CF 3 * 1
――――――――――――――――――――――――――――――――――
　第２表に記載した式（Ｉ）で表されるオキシム置換アミド化合物のうち、表中に融点の記載のない化合物のプロトン核磁気共鳴（１Ｈ－ＮＭＲ）スペクトルデータを第３表に示す。
　また、第２表に記載した式（Ｉ）で表されるオキシム置換アミド化合物のうち、Ｎｏ．３、Ｎｏ．５及びＮｏ．６について、比旋光度及び鏡像体過剰率を第３表に示す。 Among the oxime-substituted amide compounds represented by the formula (I) described in Table 2, proton nuclear magnetic resonance ( 1 H-NMR) spectrum data of compounds having no melting point in the table are shown in Table 3.
Among the oxime substituted amide compounds represented by the formula (I) described in Table 2, No. 3, no. 5 and no. Table 6 shows specific rotation and enantiomeric excess for No. 6.
［第３表］
――――――――――――――――――――――――――――――――――
No.              1H-NMR (CDCl3, Me4Si, 300MHz)/([α]Ｄ、％e.e.)
――――――――――――――――――――――――――――――――――
No.3
δ8.53 (d, J=1.8Hz, 1H), 8.45-8.50 (m, 1H), 8.05-8.15 (m, 1H),7.82 (d, J=1.8Hz, 1H), 7.30-7.40 (m, 2H), 5.25-5.40 (m, 1H),4.44 (q, J=8.4Hz, 2H), 1.50 (d, J=6.9Hz, 3H).
[α]Ｄ 23.1 -17.70°(EtOH, c=0.12)、87％e.e.
No.5
δ8.75-8.80 (m, 1H), 8.51 (d, J=2.1Hz, 1H), 7.93 (d, J=7.2Hz, 1H), 7.80-7.85 (m, 1H), 7.45-7.55 (m, 1H), 6.97 (t, J=54.9Hz, 1H), 6.87 (brs, 1H), 5.25-5.40 (m, 1H), 4.43 (q, J=8.7Hz, 1H), 1.48 (d, J=8.9Hz, 3H).
[α]Ｄ 23.3 -9.60°(EtOH, c=0.12)、87％e.e.
No.6
δ8.80 (d, J=4.8Hz, 1H), 8.51 (d, J=1.8Hz, 1H), 7.85-7.95 (m, 1H), 7.83 (d, J=1.8Hz, 1H), 7.50-7.60 (m, 1H), 6.75 (brs, 1H), 5.25-5.40 (m, 1H), 4.42 (q, J=8.7Hz, 2H), 1.47 (d, J=6.9Hz, 3H).
[α]Ｄ 23.2 -11.80°(EtOH, c=0.12)、87％e.e.
No.7
δ8.49 (d, J=1.7Hz, 1H), 8.47 (dd, J=4.8, 2.0Hz, 1H),8.15 (dd, J=7.5, 2.0Hz, 1H), 7.70 (d, J=1.7Hz, 1H), 7.47 (brs, 1H), 7.35 (dd, J=7.5, 4.8Hz, 1H), 4.56 (d, J=4.8Hz, 2H), 4.39 (sep, J=6.1Hz, 1H), 1.40-1.60 (m, 1H), 1.21 (d, J=6.1Hz, 6H), 0.80-1.00 (m, 4H).
No.14
δ8.84 (dd, J=4.8, 1.5Hz, 1H), 8.48 (d, J=2.1Hz, 1H), 7.86 (dd, J=7.8, 1.5Hz, 1H), 7.83 d, J=2.1Hz, 1H), 7.40-7.50 (m, 2H), 4.70-4.90 (m, 2H), 4.64 (q, J=5.4Hz, 2H), 2.90 (s, 3H).
No.16
δ8.71 (dd, J=4.8, 1.8Hz,  1H), 8.49 (d, J=2.1Hz, 1H), 8.03 (dd, J=7.8, 1.8Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.60 (dd, J=7.8, 4.8Hz, 1H), 7.07 (brs, 1H), 4.56 (d, J=5.1Hz, 2H), 4.14 (q, J=6.9Hz, 2H), 3.34 (s, 3H), 1.22 (t, J=6.9Hz, 3H).
No.17
δ8.70 (dd, J=4.8, 1.8Hz, 1H), 8.50 (d, J=2.1Hz, 1H), 8.07 (dd, J=7.5, 1.8Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.61 (dd, J=7.5, 4.8Hz, 1H), 7.20 (brs, 1H), 6.00 (tt, J=55.8, 4.2Hz, 1H), 4.58 (d, J=5.1Hz, 2H), 4.24 (td, J=13.5, 3.9Hz, 2H), 3.36 (s, 3H).
No.18
δ8.66 (dd, J=4.8, 1.5Hz, 1H), 8.47 (d, J=2.1Hz, 1H), 7.96 (dd, J=7.8, 1.5Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.57 (dd, J=7.8, 4.8Hz, 1H), 7.20 (brs), 4.83 (d, J=6.3Hz, 2H), 4.63 (q, J=5.4Hz, 2H), 3.32 (s, 3H).
No.19
δ8.70 (dd, J=4.5, 1.5Hz, 1H), 8.51 (d, J=2.1Hz, 1H), 8.05 (dd, J=7.8, 1.5Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.61 (dd, J=7.8, 4.5Hz, 1H), 7.10 (brs, 1H), 5.86 (tt, J=53.1, 5.1Hz, 1H), 4.58 (d, J =5.4Hz, 2H), 4.45 (t, J=12.1Hz, 2H), 3.35 (s, 3H).
No.20
δ8.72 (dd, J=4.8, 1.8Hz, 1H), 8.51 (d, J=2.1Hz, 1H), 8.06 (dd. J=7.5, 1.8Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.61 (dd, J=7.5, 4.8Hz, 1H), 7.14 (brs, 1H), 4.57 (d, J=5.1Hz, 2H), 4.20-4.30 (m, 2H), 4.00-4.10 (m, 1H), 3.35 (s, 3h), 1.45 (d, J=6.3Hz, 3H). [Table 3]
――――――――――――――――――――――――――――――――――
No. 1 H-NMR (CDCl 3 , Me 4 Si, 300 MHz) / ([α] D ,% ee)
――――――――――――――――――――――――――――――――――
No.3
δ8.53 (d, J = 1.8Hz, 1H), 8.45-8.50 (m, 1H), 8.05-8.15 (m, 1H), 7.82 (d, J = 1.8Hz, 1H), 7.30-7.40 (m, 2H), 5.25-5.40 (m, 1H), 4.44 (q, J = 8.4Hz, 2H), 1.50 (d, J = 6.9Hz, 3H).
[α] D 23.1 -17.70 ° (EtOH, c = 0.12), 87% ee
No.5
δ8.75-8.80 (m, 1H), 8.51 (d, J = 2.1Hz, 1H), 7.93 (d, J = 7.2Hz, 1H), 7.80-7.85 (m, 1H), 7.45-7.55 (m, 1H), 6.97 (t, J = 54.9Hz, 1H), 6.87 (brs, 1H), 5.25-5.40 (m, 1H), 4.43 (q, J = 8.7Hz, 1H), 1.48 (d, J = 8.9 Hz, 3H).
[α] D 23.3 -9.60 ° (EtOH, c = 0.12), 87% ee
No.6
δ8.80 (d, J = 4.8Hz, 1H), 8.51 (d, J = 1.8Hz, 1H), 7.85-7.95 (m, 1H), 7.83 (d, J = 1.8Hz, 1H), 7.50-7.60 (m, 1H), 6.75 (brs, 1H), 5.25-5.40 (m, 1H), 4.42 (q, J = 8.7Hz, 2H), 1.47 (d, J = 6.9Hz, 3H).
[α] D 23.2 -11.80 ° (EtOH, c = 0.12), 87% ee
No.7
δ8.49 (d, J = 1.7Hz, 1H), 8.47 (dd, J = 4.8, 2.0Hz, 1H), 8.15 (dd, J = 7.5, 2.0Hz, 1H), 7.70 (d, J = 1.7Hz , 1H), 7.47 (brs, 1H), 7.35 (dd, J = 7.5, 4.8Hz, 1H), 4.56 (d, J = 4.8Hz, 2H), 4.39 (sep, J = 6.1Hz, 1H), 1.40 -1.60 (m, 1H), 1.21 (d, J = 6.1Hz, 6H), 0.80-1.00 (m, 4H).
No.14
δ8.84 (dd, J = 4.8, 1.5Hz, 1H), 8.48 (d, J = 2.1Hz, 1H), 7.86 (dd, J = 7.8, 1.5Hz, 1H), 7.83 d, J = 2.1Hz, 1H), 7.40-7.50 (m, 2H), 4.70-4.90 (m, 2H), 4.64 (q, J = 5.4Hz, 2H), 2.90 (s, 3H).
No.16
δ8.71 (dd, J = 4.8, 1.8Hz, 1H), 8.49 (d, J = 2.1Hz, 1H), 8.03 (dd, J = 7.8, 1.8Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.60 (dd, J = 7.8, 4.8Hz, 1H), 7.07 (brs, 1H), 4.56 (d, J = 5.1Hz, 2H), 4.14 (q, J = 6.9Hz, 2H), 3.34 (s, 3H), 1.22 (t, J = 6.9Hz, 3H).
No.17
δ8.70 (dd, J = 4.8, 1.8Hz, 1H), 8.50 (d, J = 2.1Hz, 1H), 8.07 (dd, J = 7.5, 1.8Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.61 (dd, J = 7.5, 4.8Hz, 1H), 7.20 (brs, 1H), 6.00 (tt, J = 55.8, 4.2Hz, 1H), 4.58 (d, J = 5.1Hz, 2H) , 4.24 (td, J = 13.5, 3.9Hz, 2H), 3.36 (s, 3H).
No.18
δ8.66 (dd, J = 4.8, 1.5Hz, 1H), 8.47 (d, J = 2.1Hz, 1H), 7.96 (dd, J = 7.8, 1.5Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.57 (dd, J = 7.8, 4.8Hz, 1H), 7.20 (brs), 4.83 (d, J = 6.3Hz, 2H), 4.63 (q, J = 5.4Hz, 2H), 3.32 (s , 3H).
No.19
δ8.70 (dd, J = 4.5, 1.5Hz, 1H), 8.51 (d, J = 2.1Hz, 1H), 8.05 (dd, J = 7.8, 1.5Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.61 (dd, J = 7.8, 4.5Hz, 1H), 7.10 (brs, 1H), 5.86 (tt, J = 53.1, 5.1Hz, 1H), 4.58 (d, J = 5.4Hz, 2H) , 4.45 (t, J = 12.1Hz, 2H), 3.35 (s, 3H).
No.20
δ8.72 (dd, J = 4.8, 1.8Hz, 1H), 8.51 (d, J = 2.1Hz, 1H), 8.06 (dd.J = 7.5, 1.8Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.61 (dd, J = 7.5, 4.8Hz, 1H), 7.14 (brs, 1H), 4.57 (d, J = 5.1Hz, 2H), 4.20-4.30 (m, 2H), 4.00-4.10 ( m, 1H), 3.35 (s, 3h), 1.45 (d, J = 6.3Hz, 3H).
No.21
δ8.72 (dd, J=4.8, 1.8Hz, 1H), 8.51 (d, J=2.1Hz, 1H), 8.03 (dd, J=7.5, 1.8Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.60 (dd J=7.5, 4.8Hz, 1H), 7.09 (brs, 1H), 4.57 (d, J=5.4Hz, 2H), 3.91 (d, J=7.2Hz, 2H), 3.34 (s, 3H), 1.00-1.05 (m, 1H), 0.45-0.55 (m, 2H), 0.15-0.25 (m, 2H).
No.22
δ8.72 (dd, J=4.8, 1.8Hz, 1H), 8.52 (d, J=2.1Hz, 1H), 8.06 (dd, J=7.5, 1.8Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.62 (dd, J=7.5, 4.8Hz, 1H), 7.19 (brs, 1H), 4.59 (d, J=5.1Hz, 2H), 4.21 (d, J=6.9Hz, 2H), 3.35 (s, 3H), 1.65-1.70 (m, 1H), 1.20-1.30 (m, 2H).
No.23
δ8.72 (dd, J=4.8, 1.8Hz, 1H), 8.50 (d, J=2.4Hz, 1H), 8.03 (dd, J=7.8, 1.8Hz, 1H), 7.78 (d, J=2.4Hz, 1H), 7.60 (dd, J=7.8, 4.8Hz, 1H), 7.06 (brs, 1H), 5.80-6.00 (m, 1H), 5.10-5.30 (m, 2H), 4.55-4.65 (m, 4H), 3.39 (s, 3H).
No.24
δ8.71 (dd, J=4.8, 1.8Hz, 1H), 8.50 (d, J=2.1Hz, 1H), 7.95 (dd, J=7.8, 1.8Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.59 (dd, J=7.8, 4.8Hz, 1H), 7.20-7.35 (m, 4H), 7.16 (brs, 1H), 5.07 (s, 2H), 4.56 (d, J=5.4Hz, 2H), 3.33 (s, 3H).
No.26
δ8.50-8.55 (m, 1H), 7.70-7.85 (m, 2H), 7.50-7.65 (m, 1H), 7.15-7.25 (m, 1H), 6.71 (t, J=53.9Hz, 1H), 6.60-6.70 (m,1H), 4.56 (d, J=5.5Hz, 2H), 4.43 (q, J=7.8Hz, 2H).
No.28
δ8.45-8.55 (m, 2H), 7.75-7.85 (m, 2H), 7.14 (dd, J=7.8, 4.8Hz, 1H), 6.65-6.85 (m, 1H), 4.58 (d, J=5.5Hz, 2H), 4.43 (q, J=8.5Hz, 2H), 4.08 (q, J=10.2Hz, 2H).
No.29
δ8.40-8.55 (m, 2H), 7.70-7.85 (m, 2H), 7.00-7.10 (m, 1H), 6.80-7.00 (m, 1H), 5.80-6.05 (m, 1H), 5.20-5.35 and 5.05-5.15 (m, 2H), 4.82 and 4.58(d, J=6.1Hz, 2H), 4.62 and 4.43 (q, J=8.5Hz, 2H), 3.88 and 3.82 (d, J=6.8Hz, 2H). No.21
δ8.72 (dd, J = 4.8, 1.8Hz, 1H), 8.51 (d, J = 2.1Hz, 1H), 8.03 (dd, J = 7.5, 1.8Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.60 (dd J = 7.5, 4.8Hz, 1H), 7.09 (brs, 1H), 4.57 (d, J = 5.4Hz, 2H), 3.91 (d, J = 7.2Hz, 2H), 3.34 ( s, 3H), 1.00-1.05 (m, 1H), 0.45-0.55 (m, 2H), 0.15-0.25 (m, 2H).
No.22
δ8.72 (dd, J = 4.8, 1.8Hz, 1H), 8.52 (d, J = 2.1Hz, 1H), 8.06 (dd, J = 7.5, 1.8Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.62 (dd, J = 7.5, 4.8Hz, 1H), 7.19 (brs, 1H), 4.59 (d, J = 5.1Hz, 2H), 4.21 (d, J = 6.9Hz, 2H), 3.35 (s, 3H), 1.65-1.70 (m, 1H), 1.20-1.30 (m, 2H).
No.23
δ8.72 (dd, J = 4.8, 1.8Hz, 1H), 8.50 (d, J = 2.4Hz, 1H), 8.03 (dd, J = 7.8, 1.8Hz, 1H), 7.78 (d, J = 2.4Hz , 1H), 7.60 (dd, J = 7.8, 4.8Hz, 1H), 7.06 (brs, 1H), 5.80-6.00 (m, 1H), 5.10-5.30 (m, 2H), 4.55-4.65 (m, 4H ), 3.39 (s, 3H).
No.24
δ8.71 (dd, J = 4.8, 1.8Hz, 1H), 8.50 (d, J = 2.1Hz, 1H), 7.95 (dd, J = 7.8, 1.8Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.59 (dd, J = 7.8, 4.8Hz, 1H), 7.20-7.35 (m, 4H), 7.16 (brs, 1H), 5.07 (s, 2H), 4.56 (d, J = 5.4Hz, 2H), 3.33 (s, 3H).
No.26
δ8.50-8.55 (m, 1H), 7.70-7.85 (m, 2H), 7.50-7.65 (m, 1H), 7.15-7.25 (m, 1H), 6.71 (t, J = 53.9Hz, 1H), 6.60-6.70 (m, 1H), 4.56 (d, J = 5.5Hz, 2H), 4.43 (q, J = 7.8Hz, 2H).
No.28
δ8.45-8.55 (m, 2H), 7.75-7.85 (m, 2H), 7.14 (dd, J = 7.8, 4.8Hz, 1H), 6.65-6.85 (m, 1H), 4.58 (d, J = 5.5 Hz, 2H), 4.43 (q, J = 8.5Hz, 2H), 4.08 (q, J = 10.2Hz, 2H).
No.29
δ8.40-8.55 (m, 2H), 7.70-7.85 (m, 2H), 7.00-7.10 (m, 1H), 6.80-7.00 (m, 1H), 5.80-6.05 (m, 1H), 5.20-5.35 and 5.05-5.15 (m, 2H), 4.82 and 4.58 (d, J = 6.1Hz, 2H), 4.62 and 4.43 (q, J = 8.5Hz, 2H), 3.88 and 3.82 (d, J = 6.8Hz, 2H ).
No.32
δ8.48 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.8, 1.8Hz, 1H), 7.48 (d, J=1.8Hz, 1H), 7.30-7.40 (m, 3H), 7.10-7.20 (m, 1H), 4.51 (d, J=5.1Hz, 2H), 4.41 (q, J=8.4Hz, 2H). 
No.33
δ8.49 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.8, 2.1Hz, 1H), 7.48 (d, J=1.5Hz, 1H), 7.30-7.40 (m, 2H), 7.15-7.25 (m, 2H), 5.10-5.20 (m, 1H), 4.41 (q, J=8.4Hz, 2H), 1.49 (d, J=6.9Hz, 3H).
No.34
δ8.51 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.8, 2.1Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 7.30-7.40 (m, 2H), 4.56 (d, J=5.4Hz, 2H), 4.16 (q, J=7.2Hz, 2H), 1.24 (t, J=7.2Hz, 3H).
No.35
δ8.52 (d, J=2.4Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.5, 2.1Hz, 1H), 7.79 (d, J=2.4Hz, 1H), 7.30-7.40 (m, 2H), 4.56 (d, J=4.8Hz, 2H), 4.11 (t, J=6.9Hz, 2H), 1.55-1.65 (m, 2H), 1.20-1.40 (m, 2H), 0.88 (t, J=7.2Hz, 3H).
No.36
δ8.51 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.2, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 4.55 (d, J=4.8Hz, 2H), 3.87 (d, J=6.9Hz, 2H), 1.85-2.00 (m, 1H), 0.85 (d, J=6.6Hz, 6H).
No.37
δ8.51 (d, J=2.1Hz, 1H), 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.15 (dd, J=7.8, 2.1Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.43 (brs, 1H), 8.35 (dd, J=7.8, 4.8Hz, 1H),4.54 (d, J=4.8Hz, 2H), 4.05-4.25 (m, 1H), 1.40-1.60 (m, 2H), 1.19 (d, J=6.6Hz, 3H),0.84 (t, J=7.5Hz, 3H).
No.38
δ8.52 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.2, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 4.56 (d, J=4.8Hz, 2H), 3.92 (d, J=6.9Hz, 2H), 1.00-1.20 (m, 1H), 0.45-0.55 (m, 2H), 0.20-0.30 (m, 2H).
No.39
δ8.54 and 8.51 (d, J=2.1Hz, 1H), 8.45-8.50 and 8.30-8.45 (m, 1H), 8.10-8.15 and 8.00-8.05 (m, 1H), 7.84 and 7.82 (d, J=2.1Hz, 1H), 7.35-7.40 and 7.30-7.35 (m, 1H), 7.18 and 7.12 (brs, 1H), 6.76 and 6.61 (t, J=72.0Hz, 1H), 4.87 and 4.68 (d, J=5.1Hz, 2H).
No.40
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.30 (br-s, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 4.65-4.70 (m, 1H), 4.59 (d, J=5.1Hz, 2H), 4.25-4.55 (m, 3H). No.32
δ8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.8, 1.8Hz, 1H), 7.48 (d, J = 1.8Hz, 1H), 7.30-7.40 (m, 3H) , 7.10-7.20 (m, 1H), 4.51 (d, J = 5.1Hz, 2H), 4.41 (q, J = 8.4Hz, 2H).
No.33
δ8.49 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.8, 2.1Hz, 1H), 7.48 (d, J = 1.5Hz, 1H), 7.30-7.40 (m, 2H) , 7.15-7.25 (m, 2H), 5.10-5.20 (m, 1H), 4.41 (q, J = 8.4Hz, 2H), 1.49 (d, J = 6.9Hz, 3H).
No.34
δ8.51 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.8, 2.1Hz, 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 7.30-7.40 (m, 2H), 4.56 (d, J = 5.4Hz, 2H), 4.16 (q, J = 7.2Hz, 2H), 1.24 (t, J = 7.2Hz, 3H) .
No.35
δ8.52 (d, J = 2.4Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.5, 2.1Hz, 1H), 7.79 (d, J = 2.4Hz , 1H), 7.30-7.40 (m, 2H), 4.56 (d, J = 4.8Hz, 2H), 4.11 (t, J = 6.9Hz, 2H), 1.55-1.65 (m, 2H), 1.20-1.40 ( m, 2H), 0.88 (t, J = 7.2Hz, 3H).
No.36
δ8.51 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.2, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 4.55 (d, J = 4.8Hz, 2H), 3.87 (d, J = 6.9Hz, 2H), 1.85-2.00 (m, 1H), 0.85 (d, J = 6.6Hz, 6H).
No.37
δ8.51 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.15 (dd, J = 7.8, 2.1Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.43 (brs, 1H), 8.35 (dd, J = 7.8, 4.8Hz, 1H), 4.54 (d, J = 4.8Hz, 2H), 4.05-4.25 (m, 1H), 1.40-1.60 ( m, 2H), 1.19 (d, J = 6.6Hz, 3H), 0.84 (t, J = 7.5Hz, 3H).
No.38
δ8.52 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.2, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 4.56 (d, J = 4.8Hz, 2H), 3.92 (d, J = 6.9Hz, 2H), 1.00-1.20 (m, 1H), 0.45-0.55 ( m, 2H), 0.20-0.30 (m, 2H).
No.39
δ8.54 and 8.51 (d, J = 2.1Hz, 1H), 8.45-8.50 and 8.30-8.45 (m, 1H), 8.10-8.15 and 8.00-8.05 (m, 1H), 7.84 and 7.82 (d, J = 2.1Hz, 1H), 7.35-7.40 and 7.30-7.35 (m, 1H), 7.18 and 7.12 (brs, 1H), 6.76 and 6.61 (t, J = 72.0Hz, 1H), 4.87 and 4.68 (d, J = 5.1Hz, 2H).
No.40
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.30 (br-s, 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 4.65-4.70 (m, 1H), 4.59 (d, J = 5.1Hz, 2H), 4.25- 4.55 (m, 3H).
No.41
δ8.51 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.8, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.35 (dd, J=7.8, 4.8Hz, 1H), 7.27 (brs, 1H), 4.58 (d, J=5.1Hz, 2H), 4.31 (t, J=6.3Hz, 2H), 3.69 (t, J=6.3Hz, 2H).
No.42
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 7.31 (brs, 1H), 4.56 (d, J=5.1Hz, 2H), 4.26 (t, J=6.3Hz, 2H), 3.56 (t, J=6.3Hz, 2H), 2.05-2.15 (m, 2H).
No.43
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 7.28 (brs, 1H), 4.58 (d, J=5.1Hz, 2H), 4.32 (t, J=6.9Hz, 2H) 2.40-2.60 (m, 2H).
No.45
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.8, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 7.27 (brs, 1H), 4.50-4.70 (m, 7H).
No.46
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.8, 2.1Hz, 1H), 7.82 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 7.30 (brs, 1H), 4.58 (d, J=4.8Hz, 2H), 4.15 (d, J=7.8Hz, 2H), 1.85-2.05 (m, 1H).
No.47
δ8.53 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.8, 2.1Hz, 1H), 7.81 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 7.35 (brs, 1H), 4.59 (d, J=4.8Hz, 2H), 4.20-4.25 (m, 2H) 2.00-2.10 (m, 1H), 1.60-1.70 (m, 1H), 1.20-1.30 (m, 1H).
No.48
δ8.50 (d, J=2.1Hz, 1H), 8.40-8.45 (m, 1H), 8.05-8.15 (m, 1H), 7.79 (d, J=2.1Hz, 1 H), 7.30-7.40 (m, 2H), 4.57 (d, J=5.4Hz, 2H), 4.29 (dd, J=12.6, 3.3Hz, 1H), 4.03 (dd, J=12.6, 5.4Hz, 1H), 3.15-3.25 (m, 1H), 2.75-2.85 (m, 1H), 2.50-2.60 (m, 1H).
No.49
δ8.47 (d, J=2.1Hz, 1H), 8.40-8.45 (m, 1H), 8.02 (dd, J=7.5, 2.1Hz, 1 H), 7.75-7.80 (m, 1H), 7.25-7.35 (m, 1H), 7.15-7.25 (m, 1H), 5.33 (s, 2H), 4.80 (d, J=6.3Hz, 2H), 2.28 (s, 3H).
No.50
δ8.53 (d, J=2.1Hz, 1H), 8.45-8.50 (m, 1H), 8.05-8.15 (m, 1H), 7.82 (d, J=2.1 Hz, 1H), 7.30-7.45 (m, 1H), 4.97 (s, 2H), 4.62 (d, J=5.4Hz, 2H), 2.91 (s, 3H). No.41
δ8.51 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.8, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.35 (dd, J = 7.8, 4.8Hz, 1H), 7.27 (brs, 1H), 4.58 (d, J = 5.1Hz, 2H), 4.31 (t, J = 6.3Hz, 2H), 3.69 (t, J = 6.3Hz, 2H).
No.42
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 7.31 (brs, 1H), 4.56 (d, J = 5.1Hz, 2H), 4.26 (t, J = 6.3Hz, 2H), 3.56 (t, J = 6.3Hz, 2H), 2.05-2.15 (m, 2H).
No.43
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 7.28 (brs, 1H), 4.58 (d, J = 5.1Hz, 2H), 4.32 (t, J = 6.9Hz, 2H) 2.40- 2.60 (m, 2H).
No.45
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.8, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 7.27 (brs, 1H), 4.50-4.70 (m, 7H).
No.46
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.8, 2.1Hz, 1H), 7.82 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 7.30 (brs, 1H), 4.58 (d, J = 4.8Hz, 2H), 4.15 (d, J = 7.8Hz, 2H), 1.85 -2.05 (m, 1H).
No.47
δ8.53 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.8, 2.1Hz, 1H), 7.81 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 7.35 (brs, 1H), 4.59 (d, J = 4.8Hz, 2H), 4.20-4.25 (m, 2H) 2.00-2.10 (m , 1H), 1.60-1.70 (m, 1H), 1.20-1.30 (m, 1H).
No.48
δ8.50 (d, J = 2.1Hz, 1H), 8.40-8.45 (m, 1H), 8.05-8.15 (m, 1H), 7.79 (d, J = 2.1Hz, 1 H), 7.30-7.40 (m , 2H), 4.57 (d, J = 5.4Hz, 2H), 4.29 (dd, J = 12.6, 3.3Hz, 1H), 4.03 (dd, J = 12.6, 5.4Hz, 1H), 3.15-3.25 (m, 1H), 2.75-2.85 (m, 1H), 2.50-2.60 (m, 1H).
No.49
δ8.47 (d, J = 2.1Hz, 1H), 8.40-8.45 (m, 1H), 8.02 (dd, J = 7.5, 2.1Hz, 1H), 7.75-7.80 (m, 1H), 7.25-7.35 (m, 1H), 7.15-7.25 (m, 1H), 5.33 (s, 2H), 4.80 (d, J = 6.3Hz, 2H), 2.28 (s, 3H).
No.50
δ8.53 (d, J = 2.1Hz, 1H), 8.45-8.50 (m, 1H), 8.05-8.15 (m, 1H), 7.82 (d, J = 2.1 Hz, 1H), 7.30-7.45 (m, 1H), 4.97 (s, 2H), 4.62 (d, J = 5.4Hz, 2H), 2.91 (s, 3H).
No.52
δ8.54 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.10 (dd, J=7.5, 2.1Hz, 1H), 7.83 (d, J=2.1Hz, 1H), 7.33 (dd, J=7.5, 4.8Hz, 1H), 7.21 (brs, 1H), 4.61 (d, J=5.4Hz, 2H), 4.40-4.50 (m, 1H), 4.00-4.15 (m, 1H), 2.35-2.45 (m, 1H), 1.95-2.05 (m, 1H), 1.65-1.70 (m, 1H).
No.53
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.2, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 5.85-6.00 (m, 1H), 5.15-5.30 (m, 2H), 4.60 (d, J=5.7Hz, 2H), 4.57 (d, J=4.8Hz, 2H).
No.54
δ8.51 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.15 (dd, J=8.1, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.45 (m, 2H), 4.85-4.95 (m, 2H), 4.56 (d, J=4.5Hz, 2H), 4.51 (s, 2H), 1.81 (s, 3H).
No.55
δ8.51 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.15 (dd, J=7.8, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.40 (brs, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 5.50-5.80 (m, 2H), 4.50-4.60 (m, 4H), 1.70 (d, J=7.2Hz, 3H).
No.56
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.15 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 7.32 (brs, 1H), 6.09 (t, J=6.3Hz, 1H), 4.69 (d, J=6.6Hz, 2H), 4.58 (d, J=5.4Hz, 2H).
No.57
δ8.51 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.8, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 4.68 (d, J=2.4Hz, 2H), 4.60 (d, J=5.1Hz, 2H), 2.46 (t, J=2.4Hz, 1H).
No.58
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.14 (dd, J=7.8, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 4.69 (s, 2H), 4.60 (d, J=5.1Hz, 2H).
No.59
δ8.50 (d, J=2.1Hz, 1H), 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.5, 2.1Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.25-7.35 (m, 7H), 5.12 (s, 2H), 4.55 (d, J=5.4Hz, 2H).
No.60
δ8.51 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.10 (dd, J=7.8, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.30 (brs, 1H), 7.35 (dd, J=7.8, 4.8Hz, 1H), 7.20-7.30 (m, 2H), 6.95-7.05 (m, 2H), 5.12 (s, 2H), 4.56 (d, J=5.1Hz, 2H). No.52
δ8.54 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.5, 2.1Hz, 1H), 7.83 (d, J = 2.1Hz , 1H), 7.33 (dd, J = 7.5, 4.8Hz, 1H), 7.21 (brs, 1H), 4.61 (d, J = 5.4Hz, 2H), 4.40-4.50 (m, 1H), 4.00-4.15 ( m, 1H), 2.35-2.45 (m, 1H), 1.95-2.05 (m, 1H), 1.65-1.70 (m, 1H).
No.53
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.2, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 5.85-6.00 (m, 1H), 5.15-5.30 (m, 2H), 4.60 (d, J = 5.7Hz, 2H), 4.57 (d, J = 4.8 Hz, 2H).
No.54
δ8.51 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.15 (dd, J = 8.1, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.45 (m, 2H), 4.85-4.95 (m, 2H), 4.56 (d, J = 4.5Hz, 2H), 4.51 (s, 2H), 1.81 (s, 3H).
No.55
δ8.51 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.15 (dd, J = 7.8, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.40 (brs, 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 5.50-5.80 (m, 2H), 4.50-4.60 (m, 4H), 1.70 (d, J = 7.2 Hz, 3H).
No.56
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.15 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 7.32 (brs, 1H), 6.09 (t, J = 6.3Hz, 1H), 4.69 (d, J = 6.6Hz, 2H), 4.58 (d, J = 5.4Hz, 2H).
No.57
δ8.51 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.8, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 4.68 (d, J = 2.4Hz, 2H), 4.60 (d, J = 5.1Hz, 2H), 2.46 (t, J = 2.4Hz, 1H).
No.58
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.14 (dd, J = 7.8, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 4.69 (s, 2H), 4.60 (d, J = 5.1Hz, 2H).
No.59
δ8.50 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.5, 2.1Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.25-7.35 (m, 7H), 5.12 (s, 2H), 4.55 (d, J = 5.4Hz, 2H).
No.60
δ8.51 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.8, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.30 (brs, 1H), 7.35 (dd, J = 7.8, 4.8Hz, 1H), 7.20-7.30 (m, 2H), 6.95-7.05 (m, 2H), 5.12 (s, 2H), 4.56 (d, J = 5.1Hz, 2H).
No.61
δ8.53 (d, J=2.1Hz, 1H), 8.47 (dd, J= 4.8, 2.1Hz, 1H), 8.10 (dd, J=7.8, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.20-7.40 (m, 6H), 5.25 (s, 2H), 4.56 (d, J=5.4Hz, 2H).
No.62
δ8.53 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.2, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.15-7.40 (m, 6H), 5.09 (s, 2H), 4.56 (d, J=4.8Hz, 2H).
No.64
δ8.52 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J= 7.5, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.45 (d, J=8.4Hz, 2H), 7.35 (dd, J=7.5, 4.8Hz, 1H), 7.30 (brs, 1H), 7.17 (d, J=8.4Hz, 2H), 5.06 (s, 2H), 4.55 (d, J=5.1Hz, 2H).
No.65
δ8.50 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.5, 2.1Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 7.19 (d, J=8.4Hz, 2H), 7.12 (d, J=8.4Hz, 2H), 5.08 (s, 2H), 4.55 (d, J=4.8Hz, 2H), 2.31 (s, 3H).
No.66
δ8.52 (d, J=2.1Hz, 1H), 8.46 (dd, J= 4.8, 2.1Hz, 1H), 8.10 (dd, J=7.5, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.58 (d, J=8.4Hz, 2H), 7.40 (d, J=8.4Hz, 2H), 7.34 (dd, J=7.5, 4.8Hz, 1H), 7.31 (brs, 1H), 5.17 (s, 2H), 4.56 (d, J=5.1Hz, 2H).
No.67
δ8.52 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.8, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 4H), 7.17 (d, J=9.0Hz, 2H), 5.11 (s, 2H), 4.56 (d, J=4.8Hz, 2H).
No.68
δ8.53 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.61 (d, J=8.4Hz, 2H), 7.30-7.40 (m, 4H), 5.16(s, 2H), 4.56 (d, J=5.4Hz, 2H).
No.69
δ8.55 and 8.48 (d, J=2.1Hz, 1H), 8.44 and 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.19 and 8.22 (d, J=9.0Hz, 2H), 8.05 and 8.12 (dd, J=8.1, 2.1Hz, 1H), 7.79 and 7.81 (d, J=2.1Hz, 1H), 7.59 and 7.45 (d, J=9.0Hz, 2H), 7.33 and 7.35 (dd, J= 8.1, 4.8Hz, 1H), 7.20 (brs, 1H), 5.40 and 5.21 (s, 2H), 4.86 (d, J=6.3Hz, 2H) and 4.57 (d, J=5.4Hz, 2H). No.61
δ8.53 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.8, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.20-7.40 (m, 6H), 5.25 (s, 2H), 4.56 (d, J = 5.4Hz, 2H).
No.62
δ8.53 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.2, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.15-7.40 (m, 6H), 5.09 (s, 2H), 4.56 (d, J = 4.8Hz, 2H).
No.64
δ8.52 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.5, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.45 (d, J = 8.4Hz, 2H), 7.35 (dd, J = 7.5, 4.8Hz, 1H), 7.30 (brs, 1H), 7.17 (d, J = 8.4Hz, 2H), 5.06 (s, 2H), 4.55 (d, J = 5.1Hz, 2H).
No.65
δ8.50 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.5, 2.1Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 7.19 (d, J = 8.4Hz, 2H), 7.12 (d, J = 8.4Hz, 2H), 5.08 (s, 2H), 4.55 (d, J = 4.8Hz, 2H), 2.31 (s, 3H).
No.66
δ8.52 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.5, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.58 (d, J = 8.4Hz, 2H), 7.40 (d, J = 8.4Hz, 2H), 7.34 (dd, J = 7.5, 4.8Hz, 1H), 7.31 (brs, 1H), 5.17 (s, 2H), 4.56 (d, J = 5.1Hz, 2H).
No.67
δ8.52 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.8, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 4H), 7.17 (d, J = 9.0Hz, 2H), 5.11 (s, 2H), 4.56 (d, J = 4.8Hz, 2H).
No.68
δ8.53 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.61 (d, J = 8.4Hz, 2H), 7.30-7.40 (m, 4H), 5.16 (s, 2H), 4.56 (d, J = 5.4Hz, 2H).
No.69
δ8.55 and 8.48 (d, J = 2.1Hz, 1H), 8.44 and 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.19 and 8.22 (d, J = 9.0Hz, 2H), 8.05 and 8.12 ( dd, J = 8.1, 2.1Hz, 1H), 7.79 and 7.81 (d, J = 2.1Hz, 1H), 7.59 and 7.45 (d, J = 9.0Hz, 2H), 7.33 and 7.35 (dd, J = 8.1, 4.8Hz, 1H), 7.20 (brs, 1H), 5.40 and 5.21 (s, 2H), 4.86 (d, J = 6.3Hz, 2H) and 4.57 (d, J = 5.4Hz, 2H).
No.71
δ8.50 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.8, 2.1Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.25-7.40 (m, 3H), 6.75-6.90 (m, 2H), 5.13 (s, 2H), 4.54 (d, J=4.8Hz, 2H).
No.75
δ8.54 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.00-8.20 (m, 2H), 7.81 (d, J=2.1Hz, 1H), 7.50-7.75 (m, 2H), 7.25-7.35 (m, 2H), 5.14 (s, 2H), 4.56 (d, J=5.1Hz, 2H).
No.77
δ8.49 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.5, 1.8Hz, 1H), 8.15 (dd, J=7.5, 1.8Hz, 1H), 7.76 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 3H), 6.30-6.40 (m, 2H), 5.04 (s, 2H), 4.55 (d, J=5.1Hz, 2H).
No.78
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.13 (dd, J=7.5, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.25-7.40 (m, 3H), 6.97 (d, J=3.9Hz, 1H), 5.24 (s, 2H), 4.59 (d, J=5.4Hz, 2H).
No.79
δ8.45-8.55 (m, 2H), 8.10 (dd, J=7.5, 2.1Hz, 1H), 7.77 (d, J=2.1Hz, 1H), 7.28(brs, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 4.90(s, 2H), 4.54 (d, J=5.1Hz, 2H), 3.78 (s, 3H).
No.80
δ8.51 (d, J=2.1Hz, 1H), 8.47 (dd, J= 4.8, 2.1Hz, 1H), 8.11 (dd, J=7.8, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 7.01 (s, 1H), 5.21 (s, 2H), 4.57 (d, J=5.1Hz, 2H), 2.68 (s, 3H). No.71
δ8.50 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.8, 2.1Hz, 1H), 7.77 (d, J = 2.1Hz , 1H), 7.25-7.40 (m, 3H), 6.75-6.90 (m, 2H), 5.13 (s, 2H), 4.54 (d, J = 4.8Hz, 2H).
No.75
δ8.54 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.00-8.20 (m, 2H), 7.81 (d, J = 2.1Hz, 1H), 7.50 -7.75 (m, 2H), 7.25-7.35 (m, 2H), 5.14 (s, 2H), 4.56 (d, J = 5.1Hz, 2H).
No.77
δ8.49 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.5, 1.8Hz, 1H), 8.15 (dd, J = 7.5, 1.8Hz, 1H), 7.76 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 3H), 6.30-6.40 (m, 2H), 5.04 (s, 2H), 4.55 (d, J = 5.1Hz, 2H).
No.78
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.13 (dd, J = 7.5, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.25-7.40 (m, 3H), 6.97 (d, J = 3.9Hz, 1H), 5.24 (s, 2H), 4.59 (d, J = 5.4Hz, 2H).
No.79
δ8.45-8.55 (m, 2H), 8.10 (dd, J = 7.5, 2.1Hz, 1H), 7.77 (d, J = 2.1Hz, 1H), 7.28 (brs, 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 4.90 (s, 2H), 4.54 (d, J = 5.1Hz, 2H), 3.78 (s, 3H).
No.80
δ8.51 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.8, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 7.01 (s, 1H), 5.21 (s, 2H), 4.57 (d, J = 5.1Hz, 2H), 2.68 (s, 3H).
No.83
δ8.53 (d, J=1.8Hz, 1H), 8.49 (dd, J=4.8, 1.8Hz, 1H), 8.12 (dd, J=7.8, 1.8Hz, 1H), 7.81 (d, J=1.8Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 7.12 (brs, 1H), 5.35 (s, 2H)4.59 (d, J=5.4Hz, 2H).
No.84
δ8.66 (d, J=2.1Hz, 1H), 8.45-8.55 (m, 1H), 8.10-8.25 (m, 2H), 7.95 (d, J=2.1Hz, 1H), 7.70-7.80 (m, 1H), 7.61 (brs, 1H), 7.30-7.40 (m, 1H), 6.85-6.95 (m, 1H), 5.21 (d, J=5.4Hz, 2H), 5.11 (s, 2H).
No.86
δ8.56 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.17 (d, J=2.1Hz, 1H), 8.11 (dd, J=7.8, 2.1Hz, 1H), 7.83 (d, J=2.1Hz, 1H), 7.35 (dd, J=7.8, 4.8Hz, 1H), 7.23 (brs, 1H), 7.07 (brd, J=5.1Hz, 1H), 6.85 (brs, 1H), 5.15 (s, 2H), 4.58 (d, J=5.4Hz, 2H).
No.87
δ8.59 (s, 2H), 8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.5, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.5, 4.8Hz, 1H), 7.18 (brs, 1H), 5.12 (s, 2H), 4.57 (d, J=5.4Hz, 2H).
No.88
δ8.53 (d, J=2.1Hz, 1H), 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.09 (dd, J=7.5, 2.1Hz, 1H), 7.81 (d, J=2.1Hz, 1H), 7.20-7.35 (m, 7H), 5.26 (q, J=6.6Hz, 1H), 4.51 (d, J=4.5Hz, 2H), 1.48 (d, J=6.6Hz, 3H).
No.90
δ8.51 (d, J=2.1Hz, 1H), 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.8, 2.1Hz, 1H), 7.79 (d, J=2.1Hz, 1H), 7.58 (brs, 1H), 7.34 (dd, J=4.8, 2.1Hz, 1H), 5.20-5.35 (m, 1H), 4.14 (q, J=7.2Hz, 2H), 1.46 (d, J=6.9Hz, 3H), 1.23 (t, J=7.2Hz, 3H). No.83
δ8.53 (d, J = 1.8Hz, 1H), 8.49 (dd, J = 4.8, 1.8Hz, 1H), 8.12 (dd, J = 7.8, 1.8Hz, 1H), 7.81 (d, J = 1.8Hz , 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 7.12 (brs, 1H), 5.35 (s, 2H) 4.59 (d, J = 5.4Hz, 2H).
No.84
δ8.66 (d, J = 2.1Hz, 1H), 8.45-8.55 (m, 1H), 8.10-8.25 (m, 2H), 7.95 (d, J = 2.1Hz, 1H), 7.70-7.80 (m, 1H), 7.61 (brs, 1H), 7.30-7.40 (m, 1H), 6.85-6.95 (m, 1H), 5.21 (d, J = 5.4Hz, 2H), 5.11 (s, 2H).
No.86
δ8.56 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.17 (d, J = 2.1Hz, 1H), 8.11 (dd, J = 7.8, 2.1Hz , 1H), 7.83 (d, J = 2.1Hz, 1H), 7.35 (dd, J = 7.8, 4.8Hz, 1H), 7.23 (brs, 1H), 7.07 (brd, J = 5.1Hz, 1H), 6.85 (brs, 1H), 5.15 (s, 2H), 4.58 (d, J = 5.4Hz, 2H).
No.87
δ8.59 (s, 2H), 8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.5, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz, 1H), 7.36 (dd, J = 7.5, 4.8Hz, 1H), 7.18 (brs, 1H), 5.12 (s, 2H), 4.57 (d, J = 5.4Hz, 2H) .
No.88
δ8.53 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.09 (dd, J = 7.5, 2.1Hz, 1H), 7.81 (d, J = 2.1Hz , 1H), 7.20-7.35 (m, 7H), 5.26 (q, J = 6.6Hz, 1H), 4.51 (d, J = 4.5Hz, 2H), 1.48 (d, J = 6.6Hz, 3H).
No.90
δ8.51 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.8, 2.1Hz, 1H), 7.79 (d, J = 2.1Hz , 1H), 7.58 (brs, 1H), 7.34 (dd, J = 4.8, 2.1Hz, 1H), 5.20-5.35 (m, 1H), 4.14 (q, J = 7.2Hz, 2H), 1.46 (d, J = 6.9Hz, 3H), 1.23 (t, J = 7.2Hz, 3H).
No.91
δ8.52 (d, J=2.1Hz, 1H), 8.47 (dd, J= 4.8, 2.1Hz, 1H), 8.12 (dd, J=7.5, 2.1Hz, 1H), 7.80 (d, J=2.1Hz, 1H), 7.58 (brs, 1H), 7.35 (dd, J=7.5, 4.8Hz, 1H), 5.20-5.35 (m, 1H), 3.85-3.95 (m, 2H), 1.47 (d, J=6.9Hz, 3H), 1.05-1.15 (m, 1H), 0.45-0.55 (m, 2H), 0.20-0.30 (m, 2H).
No.92
δ8.53 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.11 (dd, J=7.8, 2.1Hz, 1H), 7.82 (d, J=2.1Hz, 1H), 7.30-7.40 (m, 2H), 5.81 (tt, J=53.1, 4.8Hz, 1H), 5.25-5.40 (m, 1H), 4.46 (brt, J=12.6Hz, 2H), 1.50 (d, J=6.9Hz, 3H).
No.93
δ8.53 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.10 (dd, J=7.5, 2.1Hz, 1H), 7.82 (d, J=2.1Hz, 1H), 7.50 (brs, 1H), 7.35 (dd, J=7.5, 4.8Hz, 1H), 5.25-5.35 (m, 1H), 4.15-4.25 (m, 2H), 1.60-1.70 (m, 1H), 1.49 (d, J=6.6Hz, 3H). 1.20-1.30 (m, 2H). 
No.94
δ8.51 (d, J=2.1Hz, 1H), 8.46 (dd, J=4.8, 2.1Hz, 1H), 8.12 (dd, J=7.5, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.57 (brs, 1H), 7.34 (dd, J=7.5, 4.8Hz, 1H), 5.70-6.00 (m, 1H), 5.10-5.50 (m, 3H), 4.58 (d, J=6.6Hz, 2H), 1.46 (d, J=6.9Hz, 3H).
No.95
δ8.52 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 2.1Hz, 1H), 8.10 (dd, J=7.8, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.52 (brs, 1H), 7.35 (dd, J=7.8, 4.8Hz, 1H), 7.20-7.30 (m, 2H), 6.95-7.05 (m, 2H), 5.20-5.35 (m, 1H), 5.08 (s, 2H), 1.46 (d, J=6.9Hz, 3H).
No.96
δ8.52 (d, J=2.1Hz, 1H), 8.47 (dd, J=4.8, 2.1Hz, 1H), 8.08 (dd, J=7.5, 2.1Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.49 (brs, 1H), 7.34 (dd, J=7.5, 4.8Hz, 1H), 7.20-7.30 (m, 4H), 5.20-5.30 (m, 1H), 5.07 (s, 2H), 1.45 (d, J=6.9Hz, 3H).
No.97
δ8.55-8.60 (m, 1H), 8.40-8.50 (m, 1H), 8.05-8.20 (m, 1H), 7.92 (d, J=1.8Hz, 1H), 7.45 (brs, 1H), 7.30-7.40 (m, 1H), 4.54 (d, J=4.8Hz, 2H), 4.30-4.45 (m, 1H), 1.21 (d, J=6.3Hz, 6H). No.91
δ8.52 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.5, 2.1Hz, 1H), 7.80 (d, J = 2.1Hz , 1H), 7.58 (brs, 1H), 7.35 (dd, J = 7.5, 4.8Hz, 1H), 5.20-5.35 (m, 1H), 3.85-3.95 (m, 2H), 1.47 (d, J = 6.9 Hz, 3H), 1.05-1.15 (m, 1H), 0.45-0.55 (m, 2H), 0.20-0.30 (m, 2H).
No.92
δ8.53 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.11 (dd, J = 7.8, 2.1Hz, 1H), 7.82 (d, J = 2.1Hz , 1H), 7.30-7.40 (m, 2H), 5.81 (tt, J = 53.1, 4.8Hz, 1H), 5.25-5.40 (m, 1H), 4.46 (brt, J = 12.6Hz, 2H), 1.50 ( d, J = 6.9Hz, 3H).
No.93
δ8.53 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.5, 2.1Hz, 1H), 7.82 (d, J = 2.1Hz , 1H), 7.50 (brs, 1H), 7.35 (dd, J = 7.5, 4.8Hz, 1H), 5.25-5.35 (m, 1H), 4.15-4.25 (m, 2H), 1.60-1.70 (m, 1H ), 1.49 (d, J = 6.6Hz, 3H). 1.20-1.30 (m, 2H).
No.94
δ8.51 (d, J = 2.1Hz, 1H), 8.46 (dd, J = 4.8, 2.1Hz, 1H), 8.12 (dd, J = 7.5, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.57 (brs, 1H), 7.34 (dd, J = 7.5, 4.8Hz, 1H), 5.70-6.00 (m, 1H), 5.10-5.50 (m, 3H), 4.58 (d, J = 6.6 Hz, 2H), 1.46 (d, J = 6.9Hz, 3H).
No.95
δ8.52 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 2.1Hz, 1H), 8.10 (dd, J = 7.8, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.52 (brs, 1H), 7.35 (dd, J = 7.8, 4.8Hz, 1H), 7.20-7.30 (m, 2H), 6.95-7.05 (m, 2H), 5.20-5.35 (m, 1H ), 5.08 (s, 2H), 1.46 (d, J = 6.9Hz, 3H).
No.96
δ8.52 (d, J = 2.1Hz, 1H), 8.47 (dd, J = 4.8, 2.1Hz, 1H), 8.08 (dd, J = 7.5, 2.1Hz, 1H), 7.78 (d, J = 2.1Hz , 1H), 7.49 (brs, 1H), 7.34 (dd, J = 7.5, 4.8Hz, 1H), 7.20-7.30 (m, 4H), 5.20-5.30 (m, 1H), 5.07 (s, 2H), 1.45 (d, J = 6.9Hz, 3H).
No.97
δ8.55-8.60 (m, 1H), 8.40-8.50 (m, 1H), 8.05-8.20 (m, 1H), 7.92 (d, J = 1.8Hz, 1H), 7.45 (brs, 1H), 7.30- 7.40 (m, 1H), 4.54 (d, J = 4.8Hz, 2H), 4.30-4.45 (m, 1H), 1.21 (d, J = 6.3Hz, 6H).
No.101
δ8.53 (d, J=2.1Hz, 1H), 8.45 (dd, J=4.8, 2.1Hz, 1H), 7.93 (dd, J=7.8, 2.1Hz, 1H), 7.81 (d, J=2.1Hz, 1H), 7.36 (dd, J=7.8, 4.8Hz, 1H), 6.93 (brs, 1H), 4.59 (d, J=5.4Hz, 2H), 4.44 (q, J=8.1Hz, 2H).
No.102
δ8.75-8.85 (m, 1H), 7.80-7.90 (m, 1H), 7.55-7.65 (m, 1H), 7.45-7.55 (m, 1H), 7.30-7.40 (m, 2H), 6.48 (brs, 1H), 4.47 (d, J=5.4Hz, 2H), 4.35-4.45 (m, 2H).
No.103
δ8.78 (dd, J=5.1, 1.2Hz, 1H), 8.52 (d, J=2.1Hz, 1H), 7.91 (dd, J=7.8, 1.2Hz, 1H), 7.83 (d, J=2.1Hz, 1H), 7.58 (dd, J=7.8, 5.1Hz, 1H), 6.48 (brs, 1H), 5.81(tt, J=53.4, 4.8Hz, 1H), 4.57 (d, J=5.1Hz, 2H), 4.46 (t, J=12.3Hz, 2H).
No.104
δ8.49 (dd, J=4.8, 1.8Hz, 1H), 8.47 (d, J=1.8Hz, 1H), 8.31 (brs, 1H), 7.81 (dd, J=8.1, 1.8Hz, 1H), 7.77 (d, J=1.8Hz, 1H), 7.38 (dd, J=8.1, 1.8Hz, 1H), 4.57 (d, J=5.7Hz, 2H), 4.45 (q, J=8.4Hz, 2H).
No.105
δ8.50 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 1.5Hz, 1H), 8.30 (brs, 1H), 7.81 (dd, J=8.1, 1.5Hz, 1H), 7.70 (d, J=2.1Hz, 1H), 7.37 (dd, J=8.1, 4.8Hz, 1H), 5.87 (tt, J=53.4, 5.1Hz, 1H), 4.55 (d, J=6.0Hz, 2H), 4.44 (brt, J=12.3Hz, 2H).
No.106
δ8.58 (d, J=2.1Hz, 1H), 8.48 (dd, J=4.8, 1.8Hz, 1H), 8.33 (brs, 1H), 7.88 (d, J=2.1Hz, 1H), 7.80 (dd, J=8.1, 1.8Hz, 1H), 7.36 (dd, J=8.1, 4.8Hz, 1H), 4.53 (d, J=5.7Hz, 2H), 4.35-4.45 (m, 1H), 1.20 (d, J=6.6Hz, 6H).
No.107
δ8.75 (d, J=4.8Hz, 1H), 8.50 (d, J=2.1Hz, 1H), 8.23 (brs, 1H), 8.17 (d, J=7.8Hz, 1H), 7.78 (d, J=2.1Hz, 1H), 7.58 (dd, J=7.8, 4.8Hz, 1H), 5.87 (tt, J=53.1, 5.1Hz, 1H), 4.58 (d, J=5.7Hz, 2H), 4.45 (t, J=12.6Hz, 2H).
No.108
δ8.71 and 8.67 (dd, J=4.8, 1.8Hz, 1H), 8.51 and 8.45 (d, J=2.1Hz, 1H), 8.02 (dd, J=7.8, 1.8Hz, 1H) and 7.97 (dd, J=8.1, 1.5Hz, 1H), 7.81 and 7.80 (d, J=2.1Hz, 1H), 7.61 (dd, J=7.8, 4.8Hz, 1H) and 7.57 (dd, J=8.1, 4.8Hz, 1H), 7.41 and 7.18 (brs, 1H), 5.25-5.40 and 5.80-6.00 (m, 1H), 4.42 and 4.61 (q, J=8.4Hz, 2H), 3.36 and 3.33 (s, 3H), 1.51 and 1.65 (d, J=6.9Hz, 3H).
―――――――――――――――――――――――――――――――――― No.101
δ8.53 (d, J = 2.1Hz, 1H), 8.45 (dd, J = 4.8, 2.1Hz, 1H), 7.93 (dd, J = 7.8, 2.1Hz, 1H), 7.81 (d, J = 2.1Hz , 1H), 7.36 (dd, J = 7.8, 4.8Hz, 1H), 6.93 (brs, 1H), 4.59 (d, J = 5.4Hz, 2H), 4.44 (q, J = 8.1Hz, 2H).
No.102
δ8.75-8.85 (m, 1H), 7.80-7.90 (m, 1H), 7.55-7.65 (m, 1H), 7.45-7.55 (m, 1H), 7.30-7.40 (m, 2H), 6.48 (brs , 1H), 4.47 (d, J = 5.4Hz, 2H), 4.35-4.45 (m, 2H).
No.103
δ8.78 (dd, J = 5.1, 1.2Hz, 1H), 8.52 (d, J = 2.1Hz, 1H), 7.91 (dd, J = 7.8, 1.2Hz, 1H), 7.83 (d, J = 2.1Hz , 1H), 7.58 (dd, J = 7.8, 5.1Hz, 1H), 6.48 (brs, 1H), 5.81 (tt, J = 53.4, 4.8Hz, 1H), 4.57 (d, J = 5.1Hz, 2H) , 4.46 (t, J = 12.3Hz, 2H).
No.104
δ8.49 (dd, J = 4.8, 1.8Hz, 1H), 8.47 (d, J = 1.8Hz, 1H), 8.31 (brs, 1H), 7.81 (dd, J = 8.1, 1.8Hz, 1H), 7.77 (d, J = 1.8Hz, 1H), 7.38 (dd, J = 8.1, 1.8Hz, 1H), 4.57 (d, J = 5.7Hz, 2H), 4.45 (q, J = 8.4Hz, 2H).
No.105
δ8.50 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 1.5Hz, 1H), 8.30 (brs, 1H), 7.81 (dd, J = 8.1, 1.5Hz, 1H), 7.70 (d, J = 2.1Hz, 1H), 7.37 (dd, J = 8.1, 4.8Hz, 1H), 5.87 (tt, J = 53.4, 5.1Hz, 1H), 4.55 (d, J = 6.0Hz, 2H) , 4.44 (brt, J = 12.3Hz, 2H).
No.106
δ8.58 (d, J = 2.1Hz, 1H), 8.48 (dd, J = 4.8, 1.8Hz, 1H), 8.33 (brs, 1H), 7.88 (d, J = 2.1Hz, 1H), 7.80 (dd , J = 8.1, 1.8Hz, 1H), 7.36 (dd, J = 8.1, 4.8Hz, 1H), 4.53 (d, J = 5.7Hz, 2H), 4.35-4.45 (m, 1H), 1.20 (d, J = 6.6Hz, 6H).
No.107
δ8.75 (d, J = 4.8Hz, 1H), 8.50 (d, J = 2.1Hz, 1H), 8.23 (brs, 1H), 8.17 (d, J = 7.8Hz, 1H), 7.78 (d, J = 2.1Hz, 1H), 7.58 (dd, J = 7.8, 4.8Hz, 1H), 5.87 (tt, J = 53.1, 5.1Hz, 1H), 4.58 (d, J = 5.7Hz, 2H), 4.45 (t , J = 12.6Hz, 2H).
No.108
δ8.71 and 8.67 (dd, J = 4.8, 1.8Hz, 1H), 8.51 and 8.45 (d, J = 2.1Hz, 1H), 8.02 (dd, J = 7.8, 1.8Hz, 1H) and 7.97 (dd, J = 8.1, 1.5Hz, 1H), 7.81 and 7.80 (d, J = 2.1Hz, 1H), 7.61 (dd, J = 7.8, 4.8Hz, 1H) and 7.57 (dd, J = 8.1, 4.8Hz, 1H ), 7.41 and 7.18 (brs, 1H), 5.25-5.40 and 5.80-6.00 (m, 1H), 4.42 and 4.61 (q, J = 8.4Hz, 2H), 3.36 and 3.33 (s, 3H), 1.51 and 1.65 (d, J = 6.9Hz, 3H).
――――――――――――――――――――――――――――――――――
　本発明の活性成分Ｂ（活性化合物Ｂともいう。）として用いられる殺菌、殺バクテリア、殺虫又は殺ダニ活性化合物として、例えば、第４表～第２７表に記載のB-I～B-Xの群、並びにC-I～C-XIVの群から選ばれる化合物が挙げられる。
　すなわち、殺菌、殺バクテリア活性成分B-I群；核酸合成阻害剤 Examples of the bactericidal, bactericidal, insecticidal or acaricidal active compound used as the active ingredient B (also referred to as active compound B) of the present invention include, for example, the groups BI to BX described in Tables 4 to 27, and CI A compound selected from the group of -C-XIV can be mentioned.
That is, bactericidal and bactericidal active ingredient BI group; nucleic acid synthesis inhibitor
［第４表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
A01     メタラキシル（metalaxyl）
A02     オキソリニック酸（oxolinic acid）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-II群；有糸核分裂と細胞分裂阻害剤
［第５表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
B01     ベノミル（benomyl）
B02     エタボキサム（ethaboxam）
B03     ペンシクロン（pencycuron）
B04     フルオピコリド（fluopicolide）
B05     ジフルメトリム（diflumetorim）
B06     チオファネートメチル（thiophanate-methyl）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-III群；呼吸阻害剤
［第６表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
C01     チフルザミド（thifluzamide）
C02     アゾキシストロビン（azoxystrobin）
C03     アミスルブロム（amisulbrom）
C04     フルアジナム（fluazinam）
C05     アメトクトラジン（ametoctradin）
C06     シアゾファミド（cyazofamid）
C07     フルトラニル（flutolanil）
C08     メプロニル(mepronil)
C09     トリフロキシストロビン（trifloxystrobin）
C10     フルキサピロキサド（fluxapyroxad）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-IV群；アミノ酸及び蛋白質合成阻害剤
［第７表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
D01     シプロジニル（cyprodinil）
D02     カスガマイシン（kasugamycin）
D03     オキシテトラサイクリン（oxytetracycline）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-V群；シグナル伝達阻害剤 [Table 4]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
A01 Metalaxyl
A02 Oxolinic acid
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient B-II group; Mitotic fission and cell division inhibitor [Table 5]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
B01 benomyl
B02 ethaboxam
B03 Pencicuron (pencycuron)
B04 fluopicolide
B05 Diflumetorim
B06 Thiophanate-methyl
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient B-III group; respiratory inhibitor [Table 6]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
C01 thifluzamide
C02 Azoxystrobin
C03 Amisulbrom
C04 fluazinam
C05 Ametoctrazine
C06 cyazofamid
C07 Flutolanil
C08 Mepronil
C09 Trifloxystrobin
C10 Fluxapyroxad (fluxapyroxad)
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient group B-IV; amino acid and protein synthesis inhibitors [Table 7]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
D01 Cyprodinil
D02 kasugamycin
D03 Oxytetracycline
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient BV group; signal transduction inhibitor
［第８表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
E01     フルジオキソニル（fludioxonil）
E02     イプロジオン（iprodione）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-VI群；脂質及び細胞膜合成阻害剤
［第９表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
F01     イソプロチオラン（isoprothiolane）
F02     プロパモカルブ塩酸塩（propamocarb hydrochloride）
F03     トルクロホス－メチル（tolclofos-methyl）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-VII群；細胞膜のステロール生合成阻害剤
［第１０表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
G01     テブコナゾール（tebuconazole）
G02     フェンヘキサミド（fenhexamid）
G03     プロクロラズ（prochloraz）
G04     ペフラゾエート（pefurazoate）
G05     ジフェノコナゾール（difenoconazole）
G06     イプコナゾール（ipconazole）
G07     シメコナゾール（simeconazole）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-VIII群；細胞壁生合成阻害剤
［第１１表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
H01     バリダマイシン（validamycin）
H02     ジメトモルフ（dimethomorph）
H03     ポリオキシン（polyoxins）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-IX群；細胞壁のメラニン合成阻害剤
［第１２表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
I01     トリシクラゾール（tricyclazole）
I02     ジクロシメット（diclocymet）
―――――――――――――――――――――――――――――――
殺菌、殺バクテリア活性成分B-X群；作用性不明 [Table 8]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
E01 Fludioxonil
E02 iprodione
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient group B-VI; lipid and cell membrane synthesis inhibitors [Table 9]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
F01 Isoprothiolane
F02 propamocarb hydrochloride
F03 tolclofos-methyl
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient B-VII group; Sterol biosynthesis inhibitor of cell membrane [Table 10]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
G01 Tebuconazole
G02 Fenhexamid
G03 prochloraz
G04 Pefurazoate
G05 Difenoconazole
G06 ipconazole
G07 simeconazole
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient B-VIII group; cell wall biosynthesis inhibitors [Table 11]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
H01 Validamycin
H02 Dimethomorph
H03 Polyoxins
―――――――――――――――――――――――――――――――
Bactericidal and bactericidal active ingredient B-IX group; cell wall melanin synthesis inhibitor [Table 12]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
I01 Tricyclazole
I02 Diclocymet
―――――――――――――――――――――――――――――――
Bactericidal, bactericidal active ingredient BX group;
［第１３表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
J01     ホセチル－アルミニウム（fosetyl-aluminium）
J02     クロロタロニル（chlorothalonil）
J03     キャプタン（captan）
J04     マンコゼブ（mancozeb）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-I群；ＧＡＢＡ作動性塩素イオンチャネルアンタゴニスト
［第１４表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
K01     フィプロニル（fipronil）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-II群；ナトリウムチャネル作動性薬剤
［第１５表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
L01     ビフェントリン（bifenthrin）
L02     インドキサカルブ（indoxacarb）
L03     エトフェンプロックス（etofenprox）
L04     シペルメトリン（cypermethrin）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-III群；ニコチン性アセチルコリン受容体（ｎＡＣｈＲ）作動性薬剤
［第１６表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
M01     イミダクロプリド（imidacloprid）
M02     スピノシン（spinosyn）
M03     カルタップ（cartap）
M04     アセタミプリド（acetamiprid）
M05     クロチアニジン（clothianidin）
M06     ジノテフラン（dinotefuran）
M07     ニテンピラム（nitenpyram）
M08     チアメトキサム（thiamethoxam）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-IV群；オクトパミン受容体アゴニスト [Table 13]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
J01 Fosetyl-aluminium
J02 chlorothalonil
J03 captan
J04 mancozeb
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient CI group; GABAergic chloride channel antagonist [Table 14]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
K01 fipronil
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-II group; sodium channel agonist [Table 15]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
L01 bifenthrin
L02 Indoxacarb
L03 etofenprox
L04 Cypermethrin
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient group C-III; nicotinic acetylcholine receptor (nAChR) agonist [Table 16]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
M01 imidacloprid
M02 Spinosyn
M03 cartap
M04 Acetamiprid
M05 clothianidin
M06 dinotefuran
M07 Nitenpyram
M08 thiamethoxam
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-IV group; octopamine receptor agonist
［第１７表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
N01     アミトラズ（amitraz）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-V群；呼吸阻害剤
［第１８表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
O01     アセキノシル（acequinocyl）
O02     シエノピラフェン（cyenopyrafen）
O03     ピリダベン（pyridaben）
O04     クロルフェナピル（chlorfenapyr）
O05     テトラジホン（tetradifon）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-VI群；脱皮阻害剤
［第１９表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
P01     テブフェノジド（tebufenozide）
P02     シロマジン（cyromazine）
P03     ルフェヌロン（lufenuron）
P04     ブプロフェジン（buprofezin）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-VII群；アセチルＣｏＡ　カルボキシラーゼ阻害剤
［第２０表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
Q01     スピロテトラマト（spirotetramat）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-VIII群；リアノジン受容体モジュレーター
［第２１表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
R01     クロラントラニリプロール（chlorantraniliprole）
R02     シアントラニリプロール（cyantraniliprole）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-IX群；幼若ホルモン類似剤 [Table 17]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
N01 Amitraz
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient CV group; respiratory inhibitor [Table 18]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
O01 Acequinocyl
O02 cyenopyrafen
O03 pyridaben
O04 Chlorfenapyr
O05 tetradifon
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-VI group; molting inhibitor [Table 19]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
P01 Tebufenozide
P02 Cyromazine
P03 lufenuron
P04 Buprofezin
―――――――――――――――――――――――――――――――
Insecticide and acaricide active ingredient group C-VII; acetyl CoA carboxylase inhibitor [Table 20]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
Q01 Spirotetramat
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient group C-VIII; ryanodine receptor modulator [Table 21]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
R01 Chlorantraniliprole
R02 Cyantraniliprole
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-IX group; juvenile hormone analog
［第２２表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
S01     フェノキシカルブ（fenoxycarb）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-X群；ダニ類成長阻害剤
［第２３表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
T01     エトキサゾール（etoxazole）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-XI群；同翅目選択的摂食阻害剤
［第２４表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
U01     ピメトロジン（pymetrozine）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-XII群；作用性不明
［第２５表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
V01     ビフェナゼート（bifenazate）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-XIII群；微生物由来昆虫中腸内膜破壊
［第２６表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
W01     バチルス・チューリンゲンシス（bacillus thuringiensis）
―――――――――――――――――――――――――――――――
殺虫、殺ダニ活性成分C-XIV群；アセチルコリンエステラーゼ阻害剤  [Table 22]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
S01 Phenoxycarb
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient CX group; mite growth inhibitor [Table 23]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
T01 etoxazole
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient group C-XI; Homogeneous selective feeding inhibitor [Table 24]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
U01 Pymetrozine
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-XII group; unknown activity [Table 25]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
V01 bifenazate
―――――――――――――――――――――――――――――――
Insecticidal and acaricidal active ingredient C-XIII group; microorganism-derived insect midgut membrane destruction [Table 26]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
W01 bacillus thuringiensis
―――――――――――――――――――――――――――――――
Insecticide, acaricide active ingredient C-XIV group; acetylcholinesterase inhibitor
［第２７表］
―――――――――――――――――――――――――――――――
No.      化合物名（一般名）
―――――――――――――――――――――――――――――――
X01     ＤＭＴＰ（DMTP）
X02     アセフェート（acephate）
X03     クロルピリホス（chlorpyrifos）
X04     プロチオホス（prothiofos）
―――――――――――――――――――――――――――――――
　次に相乗的防除効果を奏する式（Ｉ）で表されるオキシム置換アミド化合物から選ばれる［活性成分Ａ］と殺菌、殺バクテリア、殺虫又は殺ダニ活性化合物から選ばれる［活性成分Ｂ］との組み合わせの例を以下に挙げる。以下の表記において、例えば「1+(A01)」との表記は活性成分Ａが第２表のＮｏ．１の化合物であり、活性成分Ｂが第４表のＮｏ．Ａ０１のメタラキシル（metalaxyl）である組み合わせを表す。 [Table 27]
―――――――――――――――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――――――――――――――
X01 DMTP (DMTP)
X02 acephate
X03 Chlorpyrifos
X04 prothiofos
―――――――――――――――――――――――――――――――
Next, an [active ingredient A] selected from oxime-substituted amide compounds represented by formula (I) that exhibits a synergistic control effect and an [active ingredient B] selected from bactericidal, bactericidal, insecticidal or acaricidal active compounds Examples of combinations are given below. In the following notation, for example, the notation “1+ (A01)” indicates that the active ingredient A is No. 2 in Table 2. No. 1 in Table 4, and the active ingredient B is No. 1 in Table 4. Represents a combination of A01 metalaxyl.
　化合物の組み合わせの例：
1+(A01),1+(A02),1+(B01),1+(B02),1+(B03),1+(B04),1+(B05),1+(B06),1+(C01),1+(C02),1+(C03),1+(C04),1+(C05),1+(C06),1+(C07),1+(C08),1+(C09),1+(C10),1+(D01),1+(D02),1+(D03),1+(E01),1+(E02),1+(F01),1+(F02),1+(F03),1+(G01),1+(G02),1+(G03),1+(G04),1+(G05),1+(G06),1+(G07),1+(H01),1+(H02),1+(H03),1+(I01),1+(I02),1+(J01),1+(J02),1+(J03),1+(J04),1+(K01),1+(L01),1+(L02),1+(L03),1+(L04),1+(M01),1+(M02),1+(M03),1+(M04),1+(M05),1+(M06),1+(M07),1+(M08),1+(N01),1+(O01),1+(O02),1+(O03),1+(O04),1+(O05),1+(P01),1+(P02),1+(P03),1+(P04),1+(Q01),1+(R01),1+(R02),1+(S01),1+(T01),1+(U01),1+(V01),1+(W01),1+(X01),1+(X02),1+(X03),1+(X04),2+(A01),2+(A02),2+(B01),2+(B02),2+(B03),2+(B04),2+(B05),2+(B06),2+(C01),2+(C02),2+(C03),2+(C04),2+(C05),2+(C06),2+(C07),2+(C08),2+(C09),2+(C10),2+(D01),2+(D02),2+(D03),2+(E01),2+(E02),2+(F01),2+(F02),2+(F03),2+(G01),2+(G02),2+(G03),2+(G04),2+(G05),2+(G06),2+(G07),2+(H01),2+(H02),2+(H03),2+(I01),2+(I02),2+(J01),2+(J02),2+(J03),2+(J04),2+(K01),2+(L01),2+(L02),2+(L03),2+(L04),2+(M01),2+(M02),2+(M03),2+(M04),2+(M05),2+(M06),2+(M07),2+(M08),2+(N01),2+(O01),2+(O02),2+(O03),2+(O04),2+(O05),2+(P01),2+(P02),2+(P03),2+(P04),2+(Q01),2+(R01),2+(R02),2+(S01),2+(T01),2+(U01),2+(V01),2+(W01),2+(X01),2+(X02),2+(X03),2+(X04),3+(A01),3+(A02),3+(B01),3+(B02),3+(B03),3+(B04),3+(B05),3+(B06),3+(C01),3+(C02),3+(C03),3+(C04),3+(C05),3+(C06),3+(C07),3+(C08),3+(C09),3+(C10),3+(D01),3+(D02),3+(D03),3+(E01),3+(E02),3+(F01),3+(F02),3+(F03),3+(G01),3+(G02),3+(G03),3+(G04),3+(G05),3+(G06),3+(G07),3+(H01),3+(H02),3+(H03),3+(I01),3+(I02),3+(J01),3+(J02),3+(J03),3+(J04),3+(K01),3+(L01),3+(L02),3+(L03),3+(L04),3+(M01),3+(M02),3+(M03),3+(M04),3+(M05),3+(M06),3+(M07),3+(M08),3+(N01),3+(O01),3+(O02),3+(O03),3+(O04),3+(O05),3+(P01),3+(P02),3+(P03),3+(P04),3+(Q01),3+(R01),3+(R02),3+(S01),3+(T01),3+(U01),3+(V01),3+(W01),3+(X01),3+(X02),3+(X03),3+(X04),4+(A01),4+(A02),4+(B01),4+(B02),4+(B03),4+(B04),4+(B05),4+(B06),4+(C01),4+(C02),4+(C03),4+(C04),4+(C05),4+(C06),4+(C07),4+(C08),4+(C09),4+(C10),4+(D01),4+(D02),4+(D03),4+(E01),4+(E02),4+(F01),4+(F02),4+(F03),4+(G01),4+(G02),4+(G03),4+(G04),4+(G05),4+(G06),4+(G07),4+(H01),4+(H02),4+(H03),4+(I01),4+(I02),4+(J01),4+(J02),4+(J03),4+(J04),4+(K01),4+(L01),4+(L02),4+(L03),4+(L04),4+(M01),4+(M02),4+(M03),4+(M04),4+(M05),4+(M06),4+(M07),4+(M08),4+(N01),4+(O01),4+(O02),4+(O03),4+(O04),4+(O05),4+(P01),4+(P02),4+(P03),4+(P04),4+(Q01),4+(R01),4+(R02),4+(S01),4+(T01),4+(U01),4+(V01),4+(W01),4+(X01),4+(X02),4+(X03),4+(X04),5+(A01),5+(A02),5+(B01),5+(B02),5+(B03),5+(B04),5+(B05),5+(B06),5+(C01),5+(C02),5+(C03),5+(C04),5+(C05),5+(C06),5+(C07),5+(C08),5+(C09),5+(C10),5+(D01),5+(D02),5+(D03),5+(E01),5+(E02),5+(F01),5+(F02),5+(F03),5+(G01),5+(G02),5+(G03),5+(G04),5+(G05),5+(G06),5+(G07),5+(H01),5+(H02),5+(H03),5+(I01),5+(I02),5+(J01),5+(J02),5+(J03),5+(J04),5+(K01),5+(L01),5+(L02),5+(L03),5+(L04),5+(M01),5+(M02),5+(M03),5+(M04),5+(M05),5+(M06),5+(M07),5+(M08),5+(N01),5+(O01),5+(O02),5+(O03),5+(O04),5+(O05),5+(P01),5+(P02),5+(P03),5+(P04),5+(Q01),5+(R01),5+(R02),5+(S01),5+(T01),5+(U01),5+(V01),5+(W01),5+(X01),5+(X02),5+(X03),5+(X04),6+(A01),6+(A02),6+(B01),6+(B02),6+(B03),6+(B04),6+(B05),6+(B06),6+(C01),6+(C02),6+(C03),6+(C04),6+(C05),6+(C06),6+(C07),6+(C08),6+(C09),6+(C10),6+(D01),6+(D02),6+(D03),6+(E01),6+(E02),6+(F01),6+(F02),6+(F03),6+(G01),6+(G02),6+(G03),6+(G04),6+(G05),6+(G06),6+(G07),6+(H01),6+(H02),6+(H03),6+(I01),6+(I02),6+(J01),6+(J02),6+(J03),6+(J04),6+(K01),6+(L01),6+(L02),6+(L03),6+(L04),6+(M01),6+(M02),6+(M03),6+(M04),6+(M05),6+(M06),6+(M07),6+(M08),6+(N01),6+(O01),6+(O02),6+(O03),6+(O04),6+(O05),6+(P01),6+(P02),6+(P03),6+(P04),6+(Q01),6+(R01),6+(R02),6+(S01),6+(T01),6+(U01),6+(V01),6+(W01),6+(X01),6+(X02),6+(X03),6+(X04),7+(A01),7+(A02),7+(B01),7+(B02),7+(B03),7+(B04),7+(B05),7+(B06),7+(C01),7+(C02),7+(C03),7+(C04),7+(C05),7+(C06),7+(C07),7+(C08),7+(C09),7+(C10),7+(D01),7+(D02),7+(D03),7+(E01),7+(E02),7+(F01),7+(F02),7+(F03),7+(G01),7+(G02),7+(G03),7+(G04),7+(G05),7+(G06),7+(G07),7+(H01),7+(H02),7+(H03),7+(I01),7+(I02),7+(J01),7+(J02),7+(J03),7+(J04),7+(K01),7+(L01),7+(L02),7+(L03),7+(L04),7+(M01),7+(M02),7+(M03),7+(M04),7+(M05),7+(M06),7+(M07),7+(M08),7+(N01),7+(O01),7+(O02),7+(O03),7+(O04),7+(O05),7+(P01),7+(P02),7+(P03),7+(P04),7+(Q01),7+(R01),7+(R02),7+(S01),7+(T01),7+(U01),7+(V01),7+(W01),7+(X01),7+(X02),7+(X03),7+(X04),8+(A01),8+(A02),8+(B01),8+(B02),8+(B03),8+(B04),8+(B05),8+(B06),8+(C01),8+(C02),8+(C03),8+(C04),8+(C05),8+(C06),8+(C07),8+(C08),8+(C09),8+(C10),8+(D01),8+(D02),8+(D03),8+(E01),8+(E02),8+(F01),8+(F02),8+(F03),8+(G01),8+(G02),8+(G03),8+(G04),8+(G05),8+(G06),8+(G07),8+(H01),8+(H02),8+(H03),8+(I01),8+(I02),8+(J01),8+(J02),8+(J03),8+(J04),8+(K01),8+(L01),8+(L02),8+(L03),8+(L04),8+(M01),8+(M02),8+(M03),8+(M04),8+(M05),8+(M06),8+(M07),8+(M08),8+(N01),8+(O01),8+(O02),8+(O03),8+(O04),8+(O05),8+(P01),8+(P02),8+(P03),8+(P04),8+(Q01),8+(R01),8+(R02),8+(S01),8+(T01),8+(U01),8+(V01),8+(W01),8+(X01),8+(X02),8+(X03),8+(X04),9+(A01),9+(A02),9+(B01),9+(B02),9+(B03),9+(B04),9+(B05),9+(B06),9+(C01),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,97+(S01),97+(T01),97+(U01),97+(V01),97+(W01),97+(X01),97+(X02),97+(X03),97+(X04),98+(A01),98+(A02),98+(B01),98+(B02),98+(B03),98+(B04),98+(B05),98+(B06),98+(C01),98+(C02),98+(C03),98+(C04),98+(C05),98+(C06),98+(C07),98+(C08),98+(C09),98+(C10),98+(D01),98+(D02),98+(D03),98+(E01),98+(E02),98+(F01),98+(F02),98+(F03),98+(G01),98+(G02),98+(G03),98+(G04),98+(G05),98+(G06),98+(G07),98+(H01),98+(H02),98+(H03),98+(I01),98+(I02),98+(J01),98+(J02),98+(J03),98+(J04),98+(K01),98+(L01),98+(L02),98+(L03),98+(L04),98+(M01),98+(M02),98+(M03),98+(M04),98+(M05),98+(M06),98+(M07),98+(M08),98+(N01),98+(O01),98+(O02),98+(O03),98+(O04),98+(O05),98+(P01),98+(P02),98+(P03),98+(P04),98+(Q01),98+(R01),98+(R02),98+(S01),98+(T01),98+(U01),98+(V01),98+(W01),98+(X01),98+(X02),98+(X03),98+(X04),99+(A01),99+(A02),99+(B01),99+(B02),99+(B03),99+(B04),99+(B05),99+(B06),99+(C01),99+(C02),99+(C03),99+(C04),99+(C05),99+(C06),99+(C07),99+(C08),99+(C09),99+(C10),99+(D01),99+(D02),99+(D03),99+(E01),99+(E02),99+(F01),99+(F02),99+(F03),99+(G01),99+(G02),99+(G03),99+(G04),99+(G05),99+(G06),99+(G07),99+(H01),99+(H02),99+(H03),99+(I01),99+(I02),99+(J01),99+(J02),99+(J03),99+(J04),99+(K01),99+(L01),99+(L02),99+(L03),99+(L04),99+(M01),99+(M02),99+(M03),99+(M04),99+(M05),99+(M06),99+(M07),99+(M08),99+(N01),99+(O01),99+(O02),99+(O03),99+(O04),99+(O05),99+(P01),99+(P02),99+(P03),99+(P04),99+(Q01),99+(R01),99+(R02),99+(S01),99+(T01),99+(U01),99+(V01),99+(W01),99+(X01),99+(X02),99+(X03),99+(X04),100+(A01),100+(A02),100+(B01),100+(B02),100+(B03),100+(B04),100+(B05),100+(B06),100+(C01),100+(C02),100+(C03),100+(C04),100+(C05),100+(C06),100+(C07),100+(C08),100+(C09),100+(C10),100+(D01),100+(D02),100+(D03),100+(E01),100+(E02),100+(F01),100+(F02),100+(F03),100+(G01),100+(G02),100+(G03),100+(G04),100+(G05),100+(G06),100+(G07),100+(H01),100+(H02),100+(H03),100+(I01),100+(I02),100+(J01),100+(J02),100+(J03),100+(J04),100+(K01),100+(L01),100+(L02),100+(L03),100+(L04),100+(M01),100+(M02),100+(M03),100+(M04),100+(M05),100+(M06),100+(M07),100+(M08),100+(N01),100+(O01),100+(O02),100+(O03),100+(O04),100+(O05),100+(P01),100+(P02),100+(P03),100+(P04),100+(Q01),100+(R01),100+(R02),100+(S01),100+(T01),100+(U01),100+(V01),100+(W01),100+(X01),100+(X02),100+(X03),100+(X04),101+(A01),101+(A02),101+(B01),101+(B02),101+(B03),101+(B04),101+(B05),101+(B06),101+(C01),101+(C02),101+(C03),101+(C04),101+(C05),101+(C06),101+(C07),101+(C08),101+(C09),101+(C10),101+(D01),101+(D02),101+(D03),101+(E01),101+(E02),101+(F01),101+(F02),101+(F03),101+(G01),101+(G02),101+(G03),101+(G04),101+(G05),101+(G06),101+(G07),101+(H01),101+(H02),101+(H03),101+(I01),101+(I02),101+(J01),101+(J02),101+(J03),101+(J04),101+(K01),101+(L01),101+(L02),101+(L03),101+(L04),101+(M01),101+(M02),101+(M03),101+(M04),101+(M05),101+(M06),101+(M07),101+(M08),101+(N01),101+(O01),101+(O02),101+(O03),101+(O04),101+(O05),101+(P01),101+(P02),101+(P03),101+(P04),101+(Q01),101+(R01),101+(R02),101+(S01),101+(T01),101+(U01),101+(V01),101+(W01),101+(X01),101+(X02),101+(X03),101+(X04),102+(A01),102+(A02),102+(B01),102+(B02),102+(B03),102+(B04),102+(B05),102+(B06),102+(C01),102+(C02),102+(C03),102+(C04),102+(C05),102+(C06),102+(C07),102+(C08),102+(C09),102+(C10),102+(D01),102+(D02),102+(D03),102+(E01),102+(E02),102+(F01),102+(F02),102+(F03),102+(G01),102+(G02),102+(G03),102+(G04),102+(G05),102+(G06),102+(G07),102+(H01),102+(H02),102+(H03),102+(I01),102+(I02),102+(J01),102+(J02),102+(J03),102+(J04),102+(K01),102+(L01),102+(L02),102+(L03),102+(L04),102+(M01),102+(M02),102+(M03),102+(M04),102+(M05),102+(M06),102+(M07),102+(M08),102+(N01),102+(O01),102+(O02),102+(O03),102+(O04),102+(O05),102+(P01),102+(P02),102+(P03),102+(P04),102+(Q01),102+(R01),102+(R02),102+(S01),102+(T01),102+(U01),102+(V01),102+(W01),102+(X01),102+(X02),102+(X03),102+(X04),103+(A01),103+(A02),103+(B01),103+(B02),103+(B03),103+(B04),103+(B05),103+(B06),103+(C01),103+(C02),103+(C03),103+(C04),103+(C05),103+(C06),103+(C07),103+(C08),103+(C09),103+(C10),103+(D01),103+(D02),103+(D03),103+(E01),103+(E02),103+(F01),103+(F02),103+(F03),103+(G01),103+(G02),103+(G03),103+(G04),103+(G05),103+(G06),103+(G07),103+(H01),103+(H02),103+(H03),103+(I01),103+(I02),103+(J01),103+(J02),103+(J03),103+(J04),103+(K01),103+(L01),103+(L02),103+(L03),103+(L04),103+(M01),103+(M02),103+(M03),103+(M04),103+(M05),103+(M06),103+(M07),103+(M08),103+(N01),103+(O01),103+(O02),103+(O03),103+(O04),103+(O05),103+(P01),103+(P02),103+(P03),103+(P04),103+(Q01),103+(R01),103+(R02),103+(S01),103+(T01),103+(U01),103+(V01),103+(W01),103+(X01),103+(X02),103+(X03),103+(X04),104+(A01),104+(A02),104+(B01),104+(B02),104+(B03),104+(B04),104+(B05),104+(B06),104+(C01),104+(C02),104+(C03),104+(C04),104+(C05),104+(C06),104+(C07),104+(C08),104+(C09),104+(C10),104+(D01),104+(D02),104+(D03),104+(E01),104+(E02),104+(F01),104+(F02),104+(F03),104+(G01),104+(G02),104+(G03),104+(G04),104+(G05),104+(G06),104+(G07),104+(H01),104+(H02),104+(H03),104+(I01),104+(I02),104+(J01),104+(J02),104+(J03),104+(J04),104+(K01),104+(L01),104+(L02),104+(L03),104+(L04),104+(M01),104+(M02),104+(M03),104+(M04),104+(M05),104+(M06),104+(M07),104+(M08),104+(N01),104+(O01),104+(O02),104+(O03),104+(O04),104+(O05),104+(P01),104+(P02),104+(P03),104+(P04),104+(Q01),104+(R01),104+(R02),104+(S01),104
+(T01),104+(U01),104+(V01),104+(W01),104+(X01),104+(X02),104+(X03),104+(X04),105+(A01),105+(A02),105+(B01),105+(B02),105+(B03),105+(B04),105+(B05),105+(B06),105+(C01),105+(C02),105+(C03),105+(C04),105+(C05),105+(C06),105+(C07),105+(C08),105+(C09),105+(C10),105+(D01),105+(D02),105+(D03),105+(E01),105+(E02),105+(F01),105+(F02),105+(F03),105+(G01),105+(G02),105+(G03),105+(G04),105+(G05),105+(G06),105+(G07),105+(H01),105+(H02),105+(H03),105+(I01),105+(I02),105+(J01),105+(J02),105+(J03),105+(J04),105+(K01),105+(L01),105+(L02),105+(L03),105+(L04),105+(M01),105+(M02),105+(M03),105+(M04),105+(M05),105+(M06),105+(M07),105+(M08),105+(N01),105+(O01),105+(O02),105+(O03),105+(O04),105+(O05),105+(P01),105+(P02),105+(P03),105+(P04),105+(Q01),105+(R01),105+(R02),105+(S01),105+(T01),105+(U01),105+(V01),105+(W01),105+(X01),105+(X02),105+(X03),105+(X04),106+(A01),106+(A02),106+(B01),106+(B02),106+(B03),106+(B04),106+(B05),106+(B06),106+(C01),106+(C02),106+(C03),106+(C04),106+(C05),106+(C06),106+(C07),106+(C08),106+(C09),106+(C10),106+(D01),106+(D02),106+(D03),106+(E01),106+(E02),106+(F01),106+(F02),106+(F03),106+(G01),106+(G02),106+(G03),106+(G04),106+(G05),106+(G06),106+(G07),106+(H01),106+(H02),106+(H03),106+(I01),106+(I02),106+(J01),106+(J02),106+(J03),106+(J04),106+(K01),106+(L01),106+(L02),106+(L03),106+(L04),106+(M01),106+(M02),106+(M03),106+(M04),106+(M05),106+(M06),106+(M07),106+(M08),106+(N01),106+(O01),106+(O02),106+(O03),106+(O04),106+(O05),106+(P01),106+(P02),106+(P03),106+(P04),106+(Q01),106+(R01),106+(R02),106+(S01),106+(T01),106+(U01),106+(V01),106+(W01),106+(X01),106+(X02),106+(X03),106+(X04),107+(A01),107+(A02),107+(B01),107+(B02),107+(B03),107+(B04),107+(B05),107+(B06),107+(C01),107+(C02),107+(C03),107+(C04),107+(C05),107+(C06),107+(C07),107+(C08),107+(C09),107+(C10),107+(D01),107+(D02),107+(D03),107+(E01),107+(E02),107+(F01),107+(F02),107+(F03),107+(G01),107+(G02),107+(G03),107+(G04),107+(G05),107+(G06),107+(G07),107+(H01),107+(H02),107+(H03),107+(I01),107+(I02),107+(J01),107+(J02),107+(J03),107+(J04),107+(K01),107+(L01),107+(L02),107+(L03),107+(L04),107+(M01),107+(M02),107+(M03),107+(M04),107+(M05),107+(M06),107+(M07),107+(M08),107+(N01),107+(O01),107+(O02),107+(O03),107+(O04),107+(O05),107+(P01),107+(P02),107+(P03),107+(P04),107+(Q01),107+(R01),107+(R02),107+(S01),107+(T01),107+(U01),107+(V01),107+(W01),107+(X01),107+(X02),107+(X03),107+(X04)。 Examples of compound combinations:
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100+ (J04), 100+ (K01), 100+ (L01), 100+ (L02), 100+ (L03), 100+ (L04), 100+ (M01), 100+ (M02), 100 + (M03), 100 + (M04), 100 + (M05), 100 + (M06), 10 0+ (M07), 100 + (M08), 100 + (N01), 100 + (O01), 100 + (O02), 100 + (O03), 100 + (O04), 100 + (O05), 100 + (P01), 100 + (P02), 100 + (P03), 100 + (P04), 100 + (Q01), 100 + (R01), 100 + (R02), 100 + (S01), 100 + (T01 ), 100+ (U01), 100+ (V01), 100+ (W01), 100+ (X01), 100+ (X02), 100+ (X03), 100+ (X04), 101+ (A01), 101+ (A02), 101 + (B01), 101 + (B02), 101 + (B03), 101 + (B04), 101 + (B05), 101 + (B06), 101 + (C01), 101 + (C02), 101 + (C03), 101 + (C04), 101 + (C05), 101 + (C06), 101 + (C07), 101 + (C08), 101 + (C09), 101 + (C10 ), 101+ (D01), 101+ (D02), 101+ (D03), 101+ (E01), 101+ (E02), 101+ (F01), 101+ (F02), 101+ (F03), 101+ (G01), 101 + (G02), 101 + (G03), 101 + (G04), 101 + (G05), 101 + (G06), 101 + (G07), 101 + (H01), 101 + (H02), 101 + (H03), 101 + (I01), 101 + (I02), 101 + (J01), 101 + (J02), 101 + (J03), 101 + (J04), 101 + (K01 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(L02), Ten 4+ (L03), 104 + (L04), 104 + (M01), 104 + (M02), 104 + (M03), 104 + (M04), 104 + (M05), 104 + (M06), 104 + (M07), 104 + (M08), 104 + (N01), 104 + (O01), 104 + (O02), 104 + (O03), 104 + (O04), 104 + (O05), 104 + (P01 ), 104 + (P02), 104 + (P03), 104 + (P04), 104 + (Q01), 104 + (R01), 104 + (R02), 104 + (S01), 104
+ (T01), 104 + (U01), 104 + (V01), 104 + (W01), 104 + (X01), 104 + (X02), 104 + (X03), 104 + (X04), 105 + ( A01), 105+ (A02), 105+ (B01), 105+ (B02), 105+ (B03), 105+ (B04), 105+ (B05), 105+ (B06), 105+ (C01) , 105 + (C02), 105 + (C03), 105 + (C04), 105 + (C05), 105 + (C06), 105 + (C07), 105 + (C08), 105 + (C09), 105 + (C10), 105 + (D01), 105 + (D02), 105 + (D03), 105 + (E01), 105 + (E02), 105 + (F01), 105 + (F02), 105 + ( F03), 105 + (G01), 105 + (G02), 105 + (G03), 105 + (G04), 105 + (G05), 105 + (G06), 105 + (G07), 105 + (H01) , 105 + (H02), 105 + (H03), 105 + (I01), 105 + (I02), 105 + (J01), 105 + (J02), 105 + (J03), 105 + (J04), 105 + (K01), 105 + (L01), 105 + (L02), 105 + (L03), 105 + (L04), 105 + (M01), 105 + (M02), 105 + (M03), 105 + ( M04), 105 + (M05), 105 + (M06), 105 + (M07), 105 + (M08), 105 + (N01), 105 + (O01), 105 + (O02), 105 + (O03) , 105 + (O04), 105 + (O05), 105 + (P01), 105 + (P02), 105 + (P03), 105 + (P04), 105 + (Q01), 105 + (R01), 105 + (R02), 105 + (S01), 105 + (T01), 105 + (U01), 105 + (V01), 105 + (W01), 105 + (X01), 105 + (X02), 105 + ( X03), 105 + (X04), 106 + (A01), 106 + (A02), 106 + (B01), 106 + (B02), 106 + (B03), 106 + (B04), 106 + (B05) , 106 + (B06), 106 + (C01), 106 + (C02), 106 + (C03), 106 + (C04), 106 + (C05), 106 + (C06), 106 + (C07), 106 + (C08), 106 + (C09), 106 + (C10), 106 + (D01), 106 + (D02), 106 + (D03), 106 + (E01), 106 + (E02), 106 + ( F01), 106 + (F02), 106 + (F03), 106 + (G01), 106 + (G02), 106 + (G03), 106 + (G04), 106 + (G05), 106 + (G06) , 106 + (G07), 106 + (H01), 106 + (H02), 106 + (H03), 106 + (I01), 106 + (I02), 106 + (J01), 106 + (J02), 106 + (J03), 106 + (J04), 106 + (K01), 106 + (L01), 106 + (L02), 106 + (L03), 106 + (L04), 106 + (M01), 106 + ( M02), 106 + (M03), 106 + (M04), 106 + (M05), 106 + (M06), 106 + (M07), 106 + (M08), 106 + (N01), 106 + (O01) , 106 + (O02), 106 + (O03), 106 + (O04), 106 + (O05), 106 + (P01), 106 + (P02), 106 + (P03), 106 + (P04), 106 + (Q01), 106 + (R01), 106 + (R02), 106 + (S01), 106 + (T01), 106 + (U01), 106 + (V01), 106 + (W01), 106 + ( X01), 106 + (X02), 106 + (X03), 106 + (X04), 107 + (A01), 107 + (A02), 107 + (B01), 107 + (B02), 107 + (B03) , 107 + (B04), 107 + (B05), 107 + (B06), 107 + (C01), 107 + (C02), 107 + (C03), 107 + (C04), 107 + (C05), 107 + (C06), 107 + (C07), 107 + (C08), 107 + (C09), 107 + (C10), 107 + (D01), 107 + (D02), 107 + (D03), 107 + ( E01), 107 + (E02), 107 + (F01), 107 + (F02), 107 + (F03), 107 + (G01), 107 + (G02), 107 + (G03), 107 + (G04) , 107 + (G05), 107 + (G06), 107 + (G07), 107 + (H01), 107 + (H02), 107 + (H03), 107 + (I01), 107 + (I02), 107 + (J01), 107 + (J02), 107 + (J03), 107 + (J04), 107 + (K01), 107 + (L01), 107 + (L02), 107 + (L03), 107 + ( L04), 107 + (M01), 107 + (M02), 107 + (M03), 107 + (M04), 107 + (M05), 107 + (M06), 107 + (M07), 107 + (M08) , 107 + (N01), 107 + (O01), 107 + (O02), 107 + (O03), 107 + (O04), 107 + (O05), 107 + (P01), 107 + (P02), 107 + (P03), 107 + (P04), 107 + (Q01), 107 + (R01), 107 + (R02), 107 + (S01), 107 + (T01), 107 + (U01), 107 + ( V01), 107+ (W01), 107+ (X01), 107+ (X02), 107+ (X03), 107+ (X04).
　本発明組成物の活性成分Ｂとして用いられる殺菌、殺バクテリア、殺虫又は殺ダニ活性を有する化合物としては、例えば、下記の各群から選ばれる化合物が挙げられる。 Examples of the compound having bactericidal, bactericidal, insecticidal or acaricidal activity used as the active ingredient B of the composition of the present invention include compounds selected from the following groups.
　１，２－ジクロロプロパン(1,2-dichloropropane)、１，３－ジクロロプロペン(1,3-dichloropropene)、ＢＰＭＣ(2-s-butylphenyl-N-methylcarbamate)、アバメクチン(abamectin)、アセフェート(acephate)、アセキノシル(acequinocyl)、アセタミプリド(acetamiprid)、アセトプロル(acetoprole)、アシベンゾラルＳメチル(acibenzolar S-methyl)、アクリナトリン(acrinathrin)、アラニカルブ(alanycarb)、アルディカルブ(aldicarb)、アルドキシカルブ(aldoxycarb)、アレスリン(allethrin)、アミスルブロム(amisulbrom)、アミトラズ(amitraz)、アザディラクチン(azadirachtin)、アゾキシストロビン(azoxystrobin)、バチルス・チューリンゲンシス(bacillus thuringiensis)、ベンクロチアズ(benclothiaz)、ベンフラカルブ(benfuracarb)、ベンスルタップ(bensultap)、ベンゾメート(benzoximate)、ビフェナゼート(bifenazate)、ビフェントリン(bifenthrin)、ビナパクリル(binapacryl)、ビテルタノール(bitertanol)、ブラストサイジン(blasticidin)、ブプロフェジン(buprofezin)、カズサフォス(cadusafos)、キャプタン(captan)、カルボフラン(carbofuran)、ジスルフィド(carbon disulfide)、カルボスルファン(carbosulfan)、カルプロパミド(carpropamid)、カルタップ(cartap)、カルバコル(carvacrol)、カルバリル(caryderm)、キノメチオネート(chinomethionate)、クロラントラニリプロール(chlorantraniliprole)、クロルフェナピル(chlorfenapyr)、クロルフェビンホス(chlorfenvinphos)、クロルフルアズロン(chlorfluazuron)、クロルベンジレート(chlorobenzilate)、クロロピクリン(chloropicrin)、クロロタロニル(chlorothalonil)、クロルピリフォス(chlorpyrifoｓ)、クロロピリホス(chlorpyrifos)、クロマフェノジド(chromafenozide)、クロエトカルブ(cloethocarb)、クロフェンテジン(clofentezine)、クロチアニジン(clothianidin)、塩基性硫酸銅(copper sulfate)、シアノゲン(cyanogen)、シアノホス(cyanophos)、シアントラニリプロール(cyantraniliprole)、シクラニリプロール(cyclaniliprole)、シクロプロトリン(cycloprothrin)、シエノピラフェン(cyenopyrafen)、シハロトリン(cyhalothrin)、シペルメトリン(cypermethrin)、アルファシペルメトリン(cypermethrin)、シプロコナゾール(cyproconazole)、シロマジン(cyromazine)、ダアゾメット(dazomet)、ディビシピ(dbcp)、ディシアイピ(dcip)、デルタメトリン(decamethrin)、ジアフェンチウロン(diafenthiuron)、ジアミダホス(diamidafos)、ダイアジノン(diazinon)、ジクロフェンチオン(dichlofenthion)、ジクロフルアニド(dichlofluanid)、ジクロルボス(dichlorvos)、ジクロメジン(diclomezine)、ジコホル(dicofol)、ケルセン(dicofol)、ジフェノコナゾール(difenoconazole)、ジフルベンズロン(diflubenzuron)、ジメトエト(dimethoatｅ)、ジメチルビンホス(dimethylvinphos)、ジノテフラン(dinotefuran)、ジオフェノラン(diofenolan)、ジオキサベンゾホス(dioxabenzofos)、ジチアノン(dithianon)、ジスルホトン(dithiodemeton)、ジチオエテル(dithioether)、エクロメゾール(echlomezole)、エディフェンホス(edifenphos)、エマメクチン・ベンゾエート(emamectin benzoate)、エンドスルファン(endosulfan)、エスフェンバレレート(esfenvalerate)、エチオフェンカルブ(ethiofencarb)、エチオン(ethion)、エトフェンプロックス(ethofenprox)、エトプロフォス(ethoprophos)、エナプロホス(ethoprophos)、エトキサゾール(etoxazole)、フェナミフォス(fenamiphos)、フェナリモル(fenarimol)、フェナザキン(fenazaquin)、酸化フェンブタスズ(fenbutatin oxide)、フェニトロチオン(fenitrothion)、フェノブカルブ(fenobcarb)、フェノチオカルブ(fenothiocarb)、フェノキサニル(fenoxanil)、フェノキシカルブ(fenoxycarb)、フェンプロパトリン(fenpropathrin)、フェンピロキシメート(fenpyroximate)、フェンスルホチオン(fensulfothion)、フェンチオン(fenthion)、フェンチオン(fenthion)、フェンバレレート(fenvalerate)、フィプロニル(fipronil)、フルアジナム(fluazinam)、フルベンジアミド(flubendiamide)、フルシトリネート(flucythrinate)、フルエンスルホン(fluensulfone)、フルフェノクスロン(flufenoxuron)、フルオルイミド(fluoromide)、フルスルファミド(flusulfamide)、フルトラニル(flutolanil)、フルバリネート(fluvalinate)、ホルモチオン(formothion)、ホスチアゼト(fosthiazate)、ホスチエタン(fosthietan)、フサライド(fthalide)、フラメトピル(furametpyr)、フラチオカルブ(furathiocarb)、フルコナゾール(furconazole)、ファフラル(furfural)、ハルフェンプロックス(halfenprox)、ヘテロホス(heterophos)、ヘキサコナゾール(hexaconazole)、ヘキサフルムロン(hexaflumuron)、ヘキシチアゾクス(hexythiazox)、ヒドラメチルノン(hydramethylnon)、ハイドロプレン(hydroprene)、ヒドロキシプロピルデンプン(hydroxypropyl starch)、ヒメキサゾール(hymexazol)、イミベンコナゾール(imibenconazole)、イミシアホス(imicyafos)、イミダクロプリド(imidacloprid)、イミノクタジン酢酸塩(iminoctadine triacetate)、イミノクタジンアルベシル酸塩(iminoctadinealbesilate)、インドキサカルブ(indoxacarb)、イプコナゾール(ipconazole)、イプロベンホス(iprobenfos)、イサミドホス(isamidofos)、イソアミドホス(isamidofos)、イサゾホス(isazofos)、イソフェンホス(isofenphos)、イソプロチオラン(isoprothiolane)、イソキサチオン(isoxathion)、カスガマイシン(kasugamycin)、クレソキシム・メチル(kresoximmethyl)、ラムダシハロトリン(lambdacyhalothrin)、塩酸レバミゾール(levamisole)、石灰硫黄合剤(lime sulfur)、ルフェヌロン(lufenuron)、マラチオン(malathion)、マンゼブ(manzeb)、メカルバム(mecarbam)、メカルホン(mecarphon)、メパニピリム(mepanipyrim)、メプロニル(mepronil)、メスルフェンホス(mesulfenfos)、メタフルミゾン(metaflumizone)、メタラキシル(metalaxyl)、メタム(metam)、メタミドホス(methamidophos)、メチダチオン(methidathion)、メソミル(methomyl)、メトプレン(methoprene)、メトキシフェノジド(methoxyfenozide)、メチルブロマイド(methyl bromide)、メチルヨージド(methyl isodide)、メチルイソチオシアネート(methyl isothiocyanate)、メチルパラチオン(methyl parathion)、メトルカルブ(metolcarb)、トリクロルホン(metrifonate)、メビンホス(mevinphos)、ミルベメクチン(milbemectin)、モナクロスポリウム・フィマトパガム(monacrosporium phymatophagum)、モノクロトホス(monocrotophos)、酒石酸モランテル(moranteltartrate)、ミクロブタニル(myclobutanil)、ナレッド(naled)、硫酸ニコチン(nicotin hydrosulfonate)、ニテンピラム(nitenpyram)、ＤＰＳ(NK-0795)、ノバルロン(novaluron)、オキサジキシル(oxadixyl)、オキサミル(oxamyl)、オキソリニック酸(oxolinic acid)、オキシデプロホス(oxydeprofos)、パスツリア・ニシザワエ(pasteuria nishizawae)、パスツリア・ペネトランス(pasteuria penetrans)、パスツリア・ラモサ(pasteuria ramose)、パスツリア・ソルネイ(pasteuria thornei)、パスツリア菌(pasteuria)、ペフラゾエート(pefurazoate)、ペンシクロン(pencycuron)、ペルメトリン(permethrin)、フェニソブロモレート(phenisobromolate)、フェントエート(phenthoate)、ホレイト(phorate)、ホサロン(phosalone)、ホスメット(phosmet)、フォスファミドン(phosphamidon)、ホスホカルブ(phosphocarb)、ホキシム(phoxim)、ピリミカーブ(pirimicarb)、ピリミホスメチル(pirimiphosmethyl)、ポリカーバメート(polycarbamate)、ポリナクチン複合体(polynactins)、ポリオキシン(polyoxin)、オレイン酸カリウム(potassium oleate)、プラレトリン(prallethrin)、プロベナゾール(probenazole)、プロクロラズ(prochloraz)、プロピコナゾール(proconazole)、プロシミドン(procymidone)、プロフェノホス(profenofos)、プロパホス(propaphos)、プロパルギット(propargite)、プロピネブ(propineb)、プロポキスル(propoxur)、プロチオホス(prothiophos)、ピメトロジン(pymetrozine)、ピラクロホス(pyraclofos)、ピレトリン(pyrethroid)、ピリダベン(pyridaben)、ピリダリル(pyridalyl)、ピリダフェンチオン(pyridaphenthion)、ピリフェノックス(pyrifenox)、ピリメタニル(pyrimethanil)、ピリミジフェン(pyrimidifen)、ピリプロキシフェン(pyriproxyfen)、ピロキロン(pyroquilone)、キナルホス(quinalphos)、キノメチオネート(quinomethionate)、レスメトリン(resmethrin)、ロテノン(rotenone)、スクラレオール(sclareol)、シラフルオフェン(silafluofen)、オレイン酸ナトリウム(sodium oleate)、テトラチオカボナイトナトリウム塩(sodium tetrathiocarbonate)、スピノサッド(spinosad)、ストレプトマイシン(streptomycin)、硫黄(sulphur)、スルプロホス(sulprofos)、テブコナゾール(tebuconazole)、テブフェノジド(tebufenozide)、テブフェンピラド(tebufenpyrad)、テフルベンズロン(teflubenzuron)、テフルトリン(tefluthrin)、テメホス(temephos)、テルブフォス(terbufos)、テトラクロルビンホス(tetrachlorvinphos)、テトラコナゾール(tetraconazole)、テトラジホン(tetradifon)、チアクロプリド(thiacloprid)、チアジアジン(thiadiazine)、チアメトキサム(thiamethoxam)、チフルザミド(thifluzamide)、チオシクラム(thiocyclam)、チオジカルブ(thiodicarb)、チオメトン(thiometon)、チオナジン(thionazin)、チオファネート(thiophanate)、チオファネートメチル(thiophanate-methyl)、チラム(thiram)、チアジニル(tiadinil)、チオキサザフェン(tioxazafen)、タイルペイト(tirpate)、トルクロホス・メチル(tolclofosmethyl)、トルフェンピラド(tolfenpyrad)、トリプロピルイソシアヌレート(tpic、tripropylisocyanurate)、トリアジメホン(triadimefon)、トリアザメート(triazamate)、トリアゾフォス(triazophos)、トリアゾフォス(triazophos)、トリクラミド(trichlamide)、トリシクラゾール(tricyclazole)、水酸化トリシクロヘキシルスズ(tricyclohexyltin hydroxide)、トリフルミゾール(triflumizol)、トリホリン(triforine)、バリダマイシン(validamycin)、バミドチオン(vamidothion)、ビンクロゾリン(vinclozolin)、キシレノルス(xylenols)、キシリカルブ(xylylcarb)、ジネブ(zineb)。 1,2-dichloropropane, 1,3-dichloropropene, BPMC (2-s-butylphenyl-N-methylcarbamate), abamectin, acephate Acequinocyl, acetamiprid, acetoprole, acibenzolar S-methyl, acrinathrin, alanicarb, aldicarb, aldoxycarb, aldoxycarb (allethrin), amisulbrom, amitraz, azadirachtin, azoxystrobin, bacillus thuringiensis, benclothiaz, benfuracarb, benfuracarb bensultap), benzoximate, bifenazate, bifenthrin , Binapacryl, bitertanol, blasticidin, buprofezin, cadusafos, captan, carbofuran, carbofuran, carbon カ ル disulfide, carbosulfan , Carpropamid, cartap, carvacrol, carbaryl, carinermionate, chinomethionate, chlorantraniliprole, chlorfenapyr, chlorfenvinphos, chlorfluvinphos Chlorfluazuron, chlorobenzilate, chloropicrin, chlorothalonil, chlorpyrifos, chlorpyrifos, chromafenozide, cloethocarb, cloethocarb clofentezine ), Clothianidin, basic copper sulfate, cyanogen, cyanophos, cyantraniliprole, cyclaniliprole, cycloprothrin, sienopyrafen (cyenopyrafen), cyhalothrin, cypermethrin, alpha cypermethrin, cyproconazole, cyromazine, dazomet, dbcp, dicipiprin (dcip), deltamethrin (decamethrin), diafenthiuron, diamidafos, diazinon, dichlofenthion, dichlofluanid, dichlorvos, diclomezine, dicofol, dicofol (dicofol), difenoconazole, diflu Diflubenzuron, dimethoate, dimethylvinphos, dinotefuran, diofenolan, dioxabenzofos, dithianon, dithiodemeton, dithioether, dithioether Echlomezole, edifenphos, emamectin benzoate, endosulfan, esfenvalerate, ethiofencarb, ethion, etofenprox, etofenprox (ethoprophos), ethaprophos, etoxazole, fenamiphos, fenarimol, fenazaquin, fenbutatin oxide, fenitrothion, fenobcarb, fenocarb Fenothiocarb, fenoxanil, fenoxycarb, fenpropathrin, fenpyroximate, fensulfothion, fenthion, fenthion, fenvalerate, fenvalerate (fipronil), fluazinam, flubendiamide, flucythrinate, fluensulfone, flufenoxuron, fluorimide, flusulfamide, flutolanil, Fluvalinate, formothion, fosthiazate, fosthietan, fthathide, furametpyr, furametpyr, furathiocarb, furconazole, furfural, furfural Halfenprox, heterophos, hexaconazole, hexaflumuron, hexythiazox, hydramethylnon, hydroprene, hydroxypropyl starch, Hymexazol, imibenconazole, imimiclofos, imidacloprid, iminoctadine triacetate, iminoctadinealbesilate, indoxacarb cond , Iprobenfos, isamifos, isamifos, isazofos, isofenphos, isoprothiolane, isoxathion, kasugamycin, cresoximyme Kresoximmethyl, lambdacyhalothrin, levamisole hydrochloride, lime-sulfur, lufenuron, malathion, manzeb, mecarbam, mecalphone ( mecarphon), mepanipyrim, mepronil, mesulfenfos, metaflumizone, metalaxyl, metam, metamidophos, methidathion, methidathion, methomyl methoprene, methoxyfenozide, methyl bromide, methyl iodide, methyl isothiocyanate, methyl parathion, metolcarb, trichlorfonate, mevinphos, mevinphos Milbemectin, monacrospo Monacrosporium phymatophagum, monocrotophos, moranteltartrate, microbutanil, nared, nicotine sulfate, nitenpyram, DPS (NK-0795) (novaluron), oxadixyl, oxamyl, oxolinic acid, oxydeprofos, pasturia nishizawae, pasturia penetrans, pasturia ramosa ), Pasturia thornei, Pasturia, pastefuraate, penfurazoate, pencicuron, permethrin, phenisobromolate, phenthoate, phorate, hosalon (phosalone), phosmet , Phosphamidon, phosphocarb, phoxim, pirimicarb, pirimiphosmethyl, polycarbamate, polynactins, polyoxin, potassium oleate (polyoxin) potassium oleate, prallethrin, probenazole, prochloraz, proconazole, procymidone, profenofos, propaphos, propargite, propineb , Propoxur, prothiophos, pymetrozine, pyraclofos, pyrethrin, pyridaben, pyridalyl, pyridaphenthion, pyrifenox, pyrifenox pyrimethanil) Dirim (pyrimidifen), pyriproxyfen, pyroquilone, quinalphos, quinomethionate, resmethrin, rotenone, sclareol, silafluofen, sodium oleate (sodium oleate), sodium thiotetrathiocarbonate, spinosad, streptomycin, sulphur, sulprofos, tebuconazole, tebufenozide, tebufenrad Teflubenzuron, tefluthrin, temephos, terbufos, tetrachlorvinphos, tetraconazole, tetradifon, thiacloprid, thiadiadin (thiadia) zine), thiamethoxam, thifluzamide, thiocyclam, thiodicarb, thiometon, thionazin, thiophanate, thiophanate-methyl, thiram, Tiadinil, tioxazafen, tirpate, tolclofosmethyl, tolfenpyrad, tripropylisocyanurate (tpic, tripropylisocyanurate), triadimefon, triazamate (triazamate), triazamate (triazamate) ), Triazophos, triclamide, tricyclazole, tricyclohexyltin hydroxide, triflumizol, triforine, validamycin, vamidthione dothion), vinclozolin, xylenols, xylylcarb, zineb.
　本発明組成物及び本発明方法における活性成分Ａと活性成分Ｂとの好適な混合割合は、活性成分Ａの１重量部に対して、活性成分Ｂは通常０．００１～１０００重量部、好ましくは０．０１～１００重量部、より好ましくは０．１～５０重量部、さらに好ましくは０．１～１０重量部である。 The suitable mixing ratio of the active ingredient A and the active ingredient B in the composition of the present invention and the method of the present invention is usually 0.001 to 1000 parts by weight, preferably 1 to 1000 parts by weight of the active ingredient B relative to 1 part by weight of the active ingredient A. The amount is 0.01 to 100 parts by weight, more preferably 0.1 to 50 parts by weight, still more preferably 0.1 to 10 parts by weight.
　本発明組成物及び本発明方法における有効成分化合物の好ましい処理量は、防除すべき対象病害の種類などにより左右されるが、通常は活性成分Ａが０．１～１００００ｇａ．ｉ．／ｈａ、好ましくは０．１～２０００ｇａ．ｉ．／ｈａ、より好ましくは０．１～１０００ｇａ．ｉ．／ｈａ、さらに好ましくは１～３００ｇａ．ｉ．／ｈａであり、活性成分Ｂが０．１～１０００００ｇａ．ｉ．／ｈａ、好ましくは０．１～２００００ｇａ．ｉ．／ｈａ、より好ましくは０．１～１０００ｇａ．ｉ．／ｈａ、さらに好ましくは１～３００ｇａ．ｉ．／ｈａである。 The preferred treatment amount of the active ingredient compound in the composition of the present invention and the method of the present invention depends on the type of target disease to be controlled, but the active ingredient A is usually 0.1 to 10,000 ga. i. / Ha, preferably 0.1 to 2000 ga. i. / Ha, more preferably 0.1 to 1000 ga. i. / Ha, more preferably 1 to 300 ga. i. / Ha and the active ingredient B is 0.1 to 100,000 ga. i. / Ha, preferably 0.1 to 20000 ga. i. / Ha, more preferably 0.1 to 1000 ga. i. / Ha, more preferably 1 to 300 ga. i. / Ha.
　本発明組成物は、各種線虫を防除するためにそのまま、又は水等で適宜希釈し、若しくは懸濁させた形で、各種線虫防除に有効な量を、該当線虫の発生が予測される対象植物、その種子又は播種するための栽培担体等に、通常の方法を適用して使用すればよい。例えば、稲育苗箱施用、種子粉衣等の施用方法、種子消毒法、植穴処理、株元処理、作条処理、土壌混和処理等の施用方法で使用することができる。 The composition of the present invention is predicted to generate nematodes in an amount effective for controlling various nematodes in the form as it is to control various nematodes, or diluted or suspended as appropriate with water or the like. What is necessary is just to apply and apply a normal method to the object plant to be used, the seed, or the cultivation carrier for sowing. For example, it can be used in application methods such as rice seedling box application, seed dressing application method, seed disinfection method, planting hole treatment, plant base treatment, crop treatment, soil mixing treatment and the like.
　また、果樹、穀類、野菜等の畑作において発生する線虫に対しては、粉衣や浸漬等の種子処理、苗根の浸漬処理、播種時等の作条、育苗用の栽培容器や植穴、株元等の育苗担体等への灌注、葉面散布、混和処理等の後、灌水等をして植物に吸収させ、使用することにより実施できる。水耕栽培においては、水耕液に処理しても良い。 In addition, for nematodes that occur in field crops such as fruit trees, cereals and vegetables, seed treatment such as dressing and soaking, soaking treatment of seedling roots, cropping during sowing, cultivation containers and planting holes for raising seedlings After irrigation, foliar application, mixing treatment, etc., to a seedling carrier such as a plant source, watering is performed and the plant is absorbed and used. In hydroponics, you may process to a hydroponic solution.
　種子処理の方法としては、当該技術分野で公知の方法に従って、例えば、液状又固体状の製剤を希釈又は希釈せずに、液体状態にて種子を浸漬して薬剤を浸透させる方法、固形製剤又は液状製剤を種子と混和、紛衣処理等をして、種子の表面に付着させる方法、樹脂、ポリマー等の付着性の高い担体と混和して、種子に単層又は多層にコーティングする方法、植え付けと同時に種子の近辺に散布する方法等を挙げることができる。種子処理を行う「種子」とは、広義には、本発明における「繁殖用植物体」と同義であり、種子の他、球根、塊茎、種いも、鱗茎あるいは挿し木栽培用の茎等の栄養繁殖用の植物体を含むものである。 As a seed treatment method, for example, according to a method known in the technical field, for example, a method of immersing seeds in a liquid state without diluting or diluting a liquid or solid preparation, or a solid preparation or A method in which a liquid preparation is mixed with seeds, dressed, etc., and adhered to the surface of the seeds, a method in which the seeds are mixed with a highly adhesive carrier such as resin or polymer, and a seed is coated in a single layer or multiple layers, planting At the same time, there can be mentioned a method of spraying around the seeds. The term “seed” for performing seed treatment is broadly synonymous with the “reproduction plant body” in the present invention, and in addition to seeds, vegetative propagation such as bulbs, tubers, seeds, bulbs or stems for cuttings cultivation. It contains plant bodies for use.
　本発明方法を実施する場合の土壌又は植物担体とは、植物を栽培するための支持体を示すものであり、材質は特に制限されないが、植物が生育しうる材質であれば良い。例えば、各種土壌、育苗マット、水等を含むものであり、砂、バーミキューライト、綿、紙、珪藻土、寒天、ゲル状物質、高分子物質、ロックウール、グラスウール、木材チップ、バーク、軽石等を含むこともできる。 The soil or plant carrier in the case of carrying out the method of the present invention indicates a support for cultivating a plant, and the material is not particularly limited, but may be any material that can grow a plant. For example, it contains various soils, seedling mats, water, etc., sand, vermiculite, cotton, paper, diatomaceous earth, agar, gel material, polymer material, rock wool, glass wool, wood chip, bark, pumice, etc. Can also be included.
　土壌への施用方法としては、例えば、液状又は固形製剤を水に希釈又は希釈せずに、植物体の設置場所近辺、育苗のための苗床等に施用する方法、播種前又は植物体を植える前に、植穴、作条等に粉剤、水和剤、顆粒水和剤、粒剤等を散布する方法などが挙げられる。 Examples of application methods to the soil include, for example, a method in which a liquid or solid preparation is not diluted or diluted with water, but is applied to the vicinity of a place where a plant is installed, a nursery for raising seedlings, before sowing or before planting a plant. In addition, a method of spraying powder, wettable powder, granule wettable powder, granule, etc. to the planting holes, crops and the like can be mentioned.
　水稲用の育苗箱への施用方法としては、剤型は、例えば、播種事施用、緑化期施用、移植時施用など、施用時期により異なる場合もあるが、粉剤、顆粒水和剤、粒剤等の剤型で施用すれば良い。これらは、培土との混和によって施用することができ、培土と粉剤、顆粒水和剤又は粒剤との混和である、例えば、床土混和、覆土混和、培土全体への混和等を行なうことができる。また、培土と各種製剤を交互に層状にして施用しても良い。
　播種時の施用の時期は、播種の前、同時、播種後のいずれでも良く、覆土後に施用しても良い。 As an application method to a seedling box for paddy rice, the dosage form may vary depending on the application time, such as sowing application, greening period application, transplantation period application, etc., but powder, granule wettable powder, granule, etc. It may be applied in the dosage form. These can be applied by mixing with the soil, and the soil can be mixed with the powder, granulated wettable powder or granule, for example, mixed with soil, covered soil, mixed into the entire soil, etc. it can. In addition, the soil and various preparations may be applied alternately in layers.
The time of application at the time of sowing may be before sowing, at the same time, after sowing, or after covering.
　畑作物、例えば、馬鈴薯、サツマイモ、大豆等においては、播種から育苗期において、種子を直接、植物体に近接する栽培担体等の処理が好ましい。畑へ直接播種する植物においては、種子への直接の処理の他、栽培中の植物に近接する栽培担体等への処理が好適である。上記処理としては、粒剤を用いて散布処理、又は水に希釈若しくは希釈しない薬剤を液状にて灌注処理等を挙げることができる。
　移植を行う栽培植物の播種、育苗期の処理としては、種子への直接の処理の他、育苗用の苗床への液状とした薬剤の灌注処理又は粒剤の散布処理ができる。又、定植時に粒剤を植穴に処理したり、移植場所近辺の栽培担体に混和することもできる。 In field crops such as potatoes, sweet potatoes, soybeans, etc., it is preferable to treat the seeds directly in the vicinity of the plant body from seeding to seedling raising. In plants that are sown directly in a field, in addition to direct treatment on seeds, treatment on a cultivation carrier in the vicinity of the plant being cultivated is suitable. Examples of the treatment include a spray treatment using a granule, or an irrigation treatment in a liquid of a drug diluted or not diluted with water.
As the seeding of the cultivated plant to be transplanted and the treatment of the seedling raising period, in addition to the direct treatment on the seeds, the irrigation treatment of the liquid medicine or the granule spraying treatment to the nursery seedling bed can be performed. Moreover, a granule can also be processed to a planting hole at the time of planting, and can be mixed with the cultivation support | carrier of the transplanting site vicinity.
　本明細書における「植物寄生性線虫防除剤」とは、植物に感染する有害な線虫を防除対象とした殺線虫剤を意味する。 As used herein, the term “plant parasitic nematode control agent” means a nematicide intended for controlling harmful nematodes that infect plants.
　本明細書における「植物」とは、ヒトの食料として栽培される穀類や果樹・野菜、家畜・家禽等の飼料作物、その姿や形を愛でる鑑賞植物、或いは公園・街路等の植栽等の維管束植物（Tracheophyta）を意味し、具体的に例えば、以下の植物が挙げられるが、植物の具体例はこれらのみに限定されるものではない。 “Plant” in this specification refers to cereals and fruit trees / vegetables cultivated as human food, feed crops such as livestock and poultry, appreciation plants that love their form and shape, or planting in parks, streets, etc. It means a vascular plant (Tracheophyta), and specific examples include the following plants, but specific examples of plants are not limited to these.
　アカマツJapanese Red Pine(Pinus densiflora)、ヨーロッパアカマツScots Pine(Pinus sylvestris)、クロマツJapanese Black Pine(Pinus thunbergii)等のマツ科(Pinaceae)等に属するマツ目(Pinales)植物。
　コショウPepper(Piper nigrum)等のコショウ科(Piperaceae)、アボカドAvocado(Persea americana)等のクスノキ科(Lauraceae)等に属するモクレン類(magnoliids)、
　コンニャクKonjac(Amorphophallus konjac)、サトイモEddoe(Colocasia esculenta)等のサトイモ科(Araceae)、ナガイモChinese yam(Dioscorea batatas)、ヤマノイモJapanese yam(Dioscorea japonica)等のヤマノイモ科(Dioscoreaceae)、リーキLeek(Allium ampeloprasum var. porrum)、タマネギOnion(Allium cepa)、ラッキョウRakkyo(Allium chinense)、ネギWelsh onion(Allium fistulosum)、ニンニクGarlic(Allium sativum)、チャイブChives(Allium schoenoprasum)、アサツキChive(Allium schoenoprasum var. foliosum)、ニラOriental garlic(Allium tuberosum)、ワケギScallion(Allium x wakegi)等のネギ科(Alliaceae)、アスパラガスAsparagus(Asparagus officinalis)等のクサスギカズラ科(Asparagaceae)、ココヤシCoconut palm(Cocos nucifera)、ギニアアブラヤシOil palm(Elaeis guineensis)等のヤシ科(Arecaceae)アレカヤシ亜科(Arecoideae)、ナツメヤシDate palm(Phoenix dactylifera)等のヤシ科(Arecaceae)タリポットヤシ亜科(Coryphoideae)、パイナップルPineapple(Ananas comosus)等のパイナップル科(Bromeliaceae)、イネRice(Oryza sativa)等のイネ科(Poaceae)エールハルタ亜科(Ehrhartoideae)、ベントグラスBent grass(Agrostis spp.)、ブルーグラスBlue grass(Poa spp.)、オオムギBarley(Hordeum vulgare)、コムギWheat(Triticum aestivum, T. durum)、ライムギRye(Secale cereale)等のイネ科(Poaceae)イチゴツナギ亜科(Pooideae)、ギョウギシバBermuda grass(Cynodon dactylon)、シバGrass(Zoysia  spp.)等のイネ科(Poaceae)ヒゲシバ亜科(Chloridoideae)、サトウキビSugarcane(Saccharum officinarum)、ソルガムSorgum(Sorghum bicolor)、トウモロコシCorn(Zea mays)等のイネ科(Poaceae)キビ亜科(Panicoideae)、バナナBanana(Musa spp.)等のバショウ科(Musaceae)、ミョウガMyoga(Zingiber mioga)、ショウガGinger(Zingiber officinale)等のショウガ科(Zingiberaceae)等に属する単子葉類(monocots)。 Pinaceae plants belonging to Pinaceae, such as Japanese red pine (Pinus densiflora), European red pine Scots Pine (Pinus sylvestris), Japanese black pine (Pinus thunbergii).
Pepper (Piper nigrum) such as Pepperaceae (Piperaceae), avocado Avocado (Persea americana) and other magnoliaceae (Lauraceae) and the like magnolias (magnoliids),
Konjac (Amorphophallus konjac), taro Edhod (Colocasia esculenta) and other taros (Araceae), Chinese yam (Dioscorea japonica) porrum), Onion Onion (Allium cepa), Rakkyo Rakkyo (Allium chinense), Green Onion Welsh onion (Allium fistulosum), Garlic Garlic (Allium sativum), Chives Chives (Allium schoenoprasum) Japanese leek Oriental garlic (Allium tuberosum), scallion (Allium x wakegi), etc. (Elaeis guineensis) and other palms (Arecaceae) Arecaideae, date palm (Phoenix dactylifera) and other palms (Arecaceae) Subfamily (Coryphoideae), Pineapple (Ananas comosus) and other pineapples (Bromeliaceae), Rice (Oryza sativa) and other rice (Poaceae) Ehrhartoideae, bentgrass Bent grass (Agrostis spp.), Blue Grasses such as Blue grass (Poa spp.), Barley (Hordeum vulgare), Wheat (Triticum aestivum, T. durum), Rye (Rye (Secale cereale)), Poaceae, Strawberry subfamily (Pooideae), Drosophila bermuda Rice (Poaceae) such as grass (Cynodon dactylon), Shiba Grass (Zoysia spp.) A family belonging to the family Ginger (Zingiber officinale) such as Ginger (Zingiber officinale), such as the family Ginger (Zingiber officinale) such as the familyaceae (Poaceae) millet subfamily (Panicoideae), Banana (Musa spp.) Cotyledons (monocots).
　レンコンLotus root(Nelumbo nucifera)等のハス科(Nelumbonaceae)、ラッカセイPeanut(Arachis hypogaea)、ヒヨコマメChickpea(Cicer arietinum)、ヒラマメLentil(Lens culinaris)、エンドウPea(Pisum sativum)、ソラマメBroad bean(Vicia faba)、ダイズSoybean(Glycine max)、インゲンマメCommon bean(Phaseolus vulgaris)、アズキAdzuki bean(Vigna angularis)、ササゲCowpea(Vigna unguiculata)等のマメ科(Fabaceae)、ホップHop(Humulus lupulus)等のアサ科(Cannabaceae)、イチジクFig Tree(Ficus carica)、クワMulberry(Morus spp.)等のクワ科(Moraceae)、ナツメCommon jujube(Ziziphus jujuba)等のクロウメモドキ科(Rhamnaceae)、イチゴStrawberry(Fragaria)、バラRose(Rosa spp.)等のバラ科(Rosaceae)バラ亜科(Rosoideae)、ビワJapanese loquat(Eriobotrya japonica)、リンゴApple(Malus pumila)、セイヨウナシEuropean Pear(Pyrus communis)、ナシNashi Pear(Pyrus pyrifolia var. culta)等のバラ科(Rosaceae)ナシ亜科(Maloideae)、モモPeach(Amygdalus persica)、アンズApricot(Prunus armeniaca)、オウトウCherry(Prunus avium)、プルーンPrune(Prunus domestica)、アーモンドAlmond(Prunus dulcis)、ウメJapanese Apricot(Prunus mume)、スモモJapanese Plum(Prunus salicina)、オオシマザクラ(Cerasus speciosa)、ソメイヨシノ(Cerasus x yedoensis‘Somei-yoshino’)等のバラ科(Rosaceae)サクラ亜科(Prunoideae)、トウガンWinter melon(Benincasa hispida)、スイカWatermelon(Citrullus lanatus)、ユウガオBottle gourd(Lagenaria siceraria var. hispida)、ヘチマLuffa(Luffa cylindrica)、カボチャPumpkin(Cucurbita spp.)、ズッキーニZucchini(Cucurbita pepo)、ニガウリBitter melon(Momordica charantia var. pavel)、メロンMuskmelon(Cucumis melo)、シロウリOriental pickling melon(Cucumis melo var. conomon)、マクワウリOriental melon(Cucumis melo var. makuwa)、キュウリCucumber(Cucumis sativus)等のウリ科(Cucurbitaceae)、クリJapanese Chestnut(Castanea crenata)等のブナ科(Fagaceae)、クルミWalnut(Juglans spp.)等のクルミ科(Juglandaceae)、カシューナッツCashew(Anacardium occidentale)、マンゴーMango(Mangifera indica)、ピスタチオPistachio(Pistacia vera)等のウルシ科(Anacardiaceae)、サンショウJapanese pepper(Zanthoxylum piperitum)等のミカン科(Rutaceae)ヘンルーダ亜科(Rutoideae)、ダイダイBitter orange(Citrus aurantium)、ライムLime(Citrus aurantifolia)、ハッサクHassaku orange(Citrus hassaku)、ユズYuzu(Citrus junos)、レモンLemon(Citrus limon)、ナツミカンNatsumikan(Citrus natsudaidai)、グレープフルーツGrapefruit(Citrus x paradisi)、オレンジOrange(Citrus sinensis)、カボスKabosu(Citrus sphaerocarpa)、スダチSudachi(Citrus sudachi)、ポンカンMandarin Orange(Citrus tangerina)、ウンシュウミカンSatsuma(Citrus unshiu)、キンカンKumquat(Fortunella spp.)等のミカン科(Rutaceae)ミカン亜科(Aurantioideae)、セイヨウワサビHorseradish(Armoracia rusticana)、カラシナMustard(Brassica juncea)、タカナTakana(Brassica juncea var. integrifolia)、セイヨウアブラナRapeseed(Brassica napus)、カリフラワーCauliflower(Brassica oleracea var. botrytis)、キャベツCabbage(Brassica oleracea var. capitata)、メキャベツBrussels sprout(Brassica oleracea var. gemmifera)、ブロッコリーBroccoli(Brassica oleracea var. italica)、チンゲンサイGreen pak choi(Brassica rapa var. chinensis)、ノザワナNozawana(Brassica rapa var. hakabura)、アブラナNapa cabbage(Brassica rapa var. nippo-oleifera)、ミズナPotherb Mustard(Brassica rapa var. nipposinica)、ハクサイNapa cabbage(Brassica rapa var. pekinensis)、コマツナTurnip leaf(Brassica rapa var. perviridis)、カブTurnip(Brassica rapa var. rapa)、ルッコラGarden rocket(Eruca vesicaria)、ダイコンDaikon(Raphanus sativus var. longipinnatus)、ワサビWasabi(Wasabia japonica)等のアブラナ科(Brassicaceae)、パパイアPapaya(Carica papaya)等のパパイア科(Caricaceae)、オクラOkra(Abelmoschus esculentus)、ワタCotton plant(Gossypium spp.)、カカオCacao(Theobroma cacao)等のアオイ科(Malvaceae)、ブドウGrape(Vitis spp.)等のブドウ科(Vitaceae)、テンサイSugar beet(Beta vulgaris ssp. vulgaris var. altissima)、テーブルビートTable beet(Beta vulgaris ssp. vulgaris var. vulgaris)、ホウレンソウSpinach(Spinacia oleracea)等のヒユ科(Amaranthaceae)、ソバBuckweat(Fagopyrum esculentum)等のタデ科(Polygonaceae)、カキKaki Persimmon(Diospyros kaki)等のカキノキ科(Ebenaceae)、チャTea plant(Camellia sinensis)等のツバキ科(Theaceae)、キウイフルーツKiwifruit(Actinidia deliciosa, A. chinensis)等のマタタビ科(Actinidiaceae)、ブルーベリーBlueberry(Vaccinium spp.)、クランベリーCranberry(Vaccinium spp.)等のツツジ科(Ericaceae)、コーヒーノキCoffee plants(Coffea spp.)等のアカネ科(Rubiaceae)、レモンバームLemon balm(Melissa officinalis)、ミントMint(Mentha spp.)、バジルBasil(Ocimum basilicum)、シソShiso(Perilla frutescens var. crispa)、エゴマ(Perilla frutescens var. frutescens)、セージCommon Sage(Salvia officinalis)、タイムThyme(Thymus spp.)等のシソ科(Lamiaceae)、ゴマSesame(Sesamum indicum)等のゴマ科(Pedaliaceae)、オリーブOlive(Olea europaea)等のモクセイ科(Oleaceae)、サツマイモSweet potato(Ipomoea batatas)等のヒルガオ科(Convolvulaceae)、トマトTomato(Solanum lycopersicum)、ナスEggplant(Solanum melongena)、ジャガイモPotato(Solanum tuberosum)、トウガラシChili pepper(Capsicum annuum)、ピーマンBell pepper(Capsicum annuum var. 'grossum')、タバコTobacco(Nicotiana tabacum)等のナス科(Solanaceae)、セロリCelery(Apium graveolens var. dulce)、コリアンダーCoriander(Coriandrum sativum)、ミツバJapanese honeywort(Cryptotaenia Canadensis subsp. japonica)、ニンジンCarrot(Daucus carota subsp. sativus)、パセリParsley(Petroselium crispum)、イタリアンパセリItalian parsley(Petroselinum neapolitanum)等のセリ科(Apiaceae)、ウドUdo(Aralia cordata)、タラノキ(Aralia elata)等のウコギ科(Araliaceae)、アーティチョークArtichoke(Cynara scolymus)等のキク科(Asteraceae)アザミ亜科(Carduoideae)、キクニガナChicory(Cichorium intybus)、レタスLettuce(Lactuca sativa)等のキク科(Asteraceae)タンポポ亜科(Asteraceae)、キクFlorists’ daisy(Dendranthema grandiflorum)、シュンギクCrown daisy(Glebionis coronaria)、ヒマワリSunflower(Helianthus annuus)、フキFuki(Petasites japonicus)、ゴボウBurdock(Arctium lappa)等のキク科(Asteraceae)キク亜科（Asteraceae）等に属する真正双子葉類（eudicots）。 Lotus root (Nelumbo nucifera), etc. , Soybean Soybean (Glycine max), common bean Common bean (Phaseolus vulgaris), adzuki bean (Vigna angularis) adzuki bean, cowpea (Vigna unguiculata) etc. ), Fig Fig Tree (Ficus carica), Mulberry (Morus spp.) And other moraceae (Moraceae), Jujube (Ziziphus jujuba) and other red berries (Rhamnaceae), Strawberry Strawberry (Fragaria), Rose Rose (Rosa) spp.) and other Rosaceae (Rosaceae) subfamily (Rosoideae), loquat Japanese (loquat (Eriobotrya japonica), apple Apple (Malus pumila), pear EuropeanopePear (Pyrus communis), pear Nashi Pear (Pyrus pyrifolia var. culta ) Etc. Rosaceae, Pear (Amygdalus persica), Apricot (Prunus armeniaca), Cherry (Prunus avium), Prune Prune (Prunus domestica), Almond Almond (Prunus dulcis), Ume (Prunus mume), Japanese plum Plum (Prunus salicina), Western cherry (Cerasus speciosa), Yoshino cherry (Cerasus x yedoensis'Somei-yoshino '), Rose family (Rosaceae) ), Watermelon Watermelon (Citrullus lanatus), yuugao Bottle gourd (Lagenaria siceraria var. pavel), melon Muskmelon (Cucumis melo), shiroi Oriental pickling melon (Cucumis melo var. conomon), cucumber Oriental melon (Cucumis melo var. makuwa), cucumber Cucumber (Cu cumis sativus) Cucurbitaceae, chestnut Japanese Chestnut (Castanea crenata) beechaceae (Fagaceae), walnut Walnut (Juglans spp.) walnut family (Juglandaceae), cashew nut Cashew (Anacardium occidentale), mango Mango (Mangifera indica), Pistachio Pistachio (Pistacia vera), etc., Urushiaceae (Anacardiaceae), Salamander Japanese pepper (Zanthoxylum piperitum), etc. Lime (Citrus aurantifolia), Hassaku Hassaku orange (Citrus hassaku), Yuzu Yuzu (Citrus junos), Lemon Lemon (Citrus limon), Natsumikan Natsumikan (Citrus natsudaidai), Grapefruit Grapefruit (Citrus x paradisi), Orange Orange Kabosu Kabosu (Citrus sphaerocarpa), Sudachi Sudachi (Citrus sudachi), Ponkan Mandarin (Orange (Citrus tangerina), Satsuma (Citrus unshiu), Kumquat K umquat (Fortunella spp.), etc.Rutaceae napus), cauliflower Cauliflower (Brassica oleracea var. botrytis), cabbage Cabbage (Brassica oleracea var. rapa var. chinensis), Nozawana (Brassica rapa var. hakabura), rape Napa cabbage (Brassica rapa var. nippo-oleifera), Mizuna Potherb Mustard (Brassica rapa var. nipposinica) , Komatsuna Turnip leaf (Brassica rapa var. Perviridis), Turnip Turnip (Brassica rapa var. Rapa), Arugula Garden rocket (Er uca vesicaria), Japanese radish Daikon (Raphanus sativus var. longipinnatus), Wasabi (Wasabia japonica) Cotton plant (Gossypium spp.), Cacao (Theobroma cacao) and other mallow (Malvaceae), grape Grape (Vitis spp.) And other vines (Vitaceae), sugar beet Sugar beet (Beta vulgaris ssp. Vulgaris var. , Table beats Table beet (Beta vulgaris ssp. Vulgaris var. Vulgaris), spinach Spinach (Spinacia oleracea) ) Such as Ebenaceae, Cha Tea 、 plant (Camellia sinensis), Theaceae, Kiwifruit (Actinidia deliciosa, A. chinensis), etc. ry (Vaccinium spp.), cranberry Cranberry (Vaccinium spp.) and other azaleas (Ericaceae), coffee tree Coffee plants (Coffea spp.) and other red departments (Rubiaceae), lemon balm Lemon balm (Melissa spp.), Basil Basil (Ocimum basilicum), Shiso Shiso (PerillaPerfrutescens var. crispa), Sesame (Perilla frutescens var. frutescens), Sage Common Sage (Salvia officinalis), Thyme (Thymus spp.), etc. Lamiaceae), Sesame Sesame (Sesamumumindicum) and other Sesameaceae (Pedaliaceae), Olive Olive (Olea europaea) etc. lycopersicum), eggplant Eggplant (Solanum melongena), potato Potato (Solanum tuberosum), chili pepper Chili pepper (Capsicum annuum), bell pepper Bell pepper (Capsicum annuum var.gro'grossum '), tobacco Tobacco (cumcotol taba anaceae), Celery Celery (Apium graveolens var. dulce), Coriander Coriander (Coriandrum sativum), Honey Bees Japanese honeywort (Cryptotaenia Canadensis subsp. Aceraceae such as Italianaceparsley (Petroselinum neapolitanum), Apiaceae, Udo (Aralia cordata), Araliaceae such as Aralia elata, Artichoke (Cynara scolymus), Asteraceae (Carduoideae), chrysanthemum (Chicory (Cichorium intybus), lettuce (Lactuca sativa), etc. (Helianthus annuus), Fuuki Fuki (Petasites japonicus), Burdock (Arctium lappa), etc. belonging to Asteraceae, Asteraceae, etc. Eudicots (eudicots).
　本明細書における「線虫」及び「植物寄生性線虫」とは、植物に障害を引き起こす病原となる線虫を意味し、具体的に例えば、以下の線虫が挙げられるが、線虫の具体例はこれらのみに限定されるものではない。
例えば、サツマイモネコブセンチュウ(Meloidogyne incognitａ)、ジャワネコブセンチュウ(Meloidogyne javamica)、アレナリアネコブセンチュウ(Meloidogyne arenaria)、キタネコブセンチュウ(Meloidogyne hapla)、シバネコブセンチュウ (Meloidogyne graminis)等のメロイドギネ科(Meloidogyne)、ハセンチュウ(Aphelenchoides involutus)等のアフェレンコイデス科(Aphelenchoididae)、ピンセンチュウ (Paratylenchus sp)等のパラティレンクス科 (Paratylenchidae)、ミナミネグサレセンチュウ (Pratylenchus coffeae)、ノコギリネグサレセンチュウ (Pratylenchus crenatus)、マキバネグサレセンチュウ (Pratylenchus gotohi)、ムギネグサレセンチュウ (Pratylenchus neglectus)、キタネグサレセンチュウ (Pratylenchus penetrans)、クルミネグサレセンチュウ (Pratylenchus vulnus)、モロコシネグサレセンチュウ (Pratylenchus zeae)等のプラティレンクス科 (Pratylenchidae)、クローバシストセンチュウ (Heterodera trifolii)、ムギシストセンチュウ(Heterodera avenae)、オカボシストセンチュウ(Heterodera elachista)、ダイズシストセンチュウ(Heterodera glycines)、ジャガイモシストセンチュウ(Globodera rostochiensis)、ジャガイモシロシストセンチュウ(Globodera pallida)、テンサイシストセンチュウ(Heterodera schachtii)等のヘテロデラ科 (Heteroderidae)、ナミラセンセンチュウ (Helicotylenchus dihystera)等のホプロライムス科 (Hoplolaimidae)、バナナネモグリセンチュウ(Radopholus similis)、カンキツネモグリセンチュウ(Radopholus citrophilus)等のネモグリセンチュウ類。 In the present specification, “nematode” and “plant parasitic nematode” mean a nematode that becomes a pathogen causing damage to a plant, and specific examples thereof include the following nematodes, Specific examples are not limited to these.
For example, sweet potato root nematode (Meloidogyne incognita), Java root-knot nematode (Meloidogyne javamica), arenaria root-knot nematode (Meloidogyne vola) (Meloidogyne usneoid) ), Etc. Pratylenchus gotohi, Platylenchus neglectus, Platylenchus penetrans, Pratylenchus vulnus, Platylenchus zeae, etc. Cryptaceae (Pratylenchidae), Clover cyst nematode (Heterodera trifolii), wheat cyst nematode (Heterodera avenae), okabo cyst nematode (Heterodera elachista), soybean cyst nematode (Heterodera glycines), potato cyst nematode (Globodera rostoen (Globodera pallida), Heterodera schachtii, and other heterodera families (Heteroderidae); citrophilus) and the like.
　クワナガハリセンチュウ(Longidorus martini)、ナガハリセンチュウ(Longidorus sp.)、アメリカオオハリセンチュウ(Xiphinema americanum)、オオハリセンチュウ(Xiphinema sp．)、ボンサイオオハリセンチュウ(Xiphinema incognitum)等のロンギドルス科(Longidoridae)、ヒメユミハリセンチュウ(Paratrichodorus minor)、ナガイモユミハリセンチュウ(Paratrichodorus porosus)等のトリコドルス科、ミカンネセンチュウ(Tylenchulus semipenetrans)等のティレンクルス科、ツバキマルセンチュウ(Sphaeronema camelliae)等のスフェロマネ科、ワセンチュウ(Criconemella sp)、カヤサヤワセンチュウ(Hemicriconemoides brachyurus)、カナヤサヤワセンチュウ(Hemicriconemoides kanayaensis)、ミカントゲワセンチュウ(Ogma civellae)、クワトゲワセンチュウ(Ogma coffeae)、クヌギトゲワセンチュウ(Ogma dryum)、ノコギリトゲワセンチュウ(Ogma serratum)等のクリコマネ科、チャピンセンチュウ(Paratylenchus curvitatus)、ヒメピンセンチュウ(Paratylenchus elachistus)等のパラティレンクス科、ニセネグサレセンチュウ(Aphelenchus avenae)等のアフェレンクス科、イネシンガレセンチュウ(Aphelenchoides besseyi)、イチゴセンチュウ(Aphelenchoides fragariae)、ユリセンチュウ(Aphelenchoides lilium)、ハガレセンチュウ(Aphelenchoides ritzemabosi)、マツノザイセンチュウ(Bursaphelenchus xylophilus)等のアフェレンコイデス科。 Longidoridae (Longidorus martini), Nagahiri nematode (Longidorus sp.), American giant nematode (Xiphinema americanum), Greater nematode (Xiphinema sp.), Bonsai great nematode (Xiphinema incognitum) ), Trichodulaceae such as Paratyrichodorus minor, Paratyrichodorus porosus, Tylenchulus semipenetrans, etc. sp), Kayasayawa nematode (Hemicriconemoides brachyurus), Kanayasaya nematode (Hemicriconemoides kanayaensis), citrus nematode (Ogma civellae), stag beetle nematode (Ogma coffeae), Wasen Crimaceae, such as Ogma serratum, Paratyrenx, such as Parapinylenchus curvitatus, Paratylenchus elachistus, Aferenaceae, such as Aphelenchus avenae, besseyi), strawberry nematode (Aphelenchoides fragariae), lily nematode (Aphelenchoides lilium), dung beetle (Aphelenchoides ritzemabosi), pine wood nematode (Bursaphelenchus xylophilus) and other aferenchoides family.
　本明細書における「有用昆虫」とは、その生産物を利用することで人間の生活に役立てたり、果樹・野菜の受粉に用いる等の農作業の効率化等に役立つ昆虫を意味し、具体的に例えば、ニホンミツバチJapanese honeybee（Apis cerana japonica）、セイヨウミツバチWestern honey bee（Apis mellifera）、マルハナバチBumblebee（Bombus consobrinus wittenburgi、B. diversus diversus、B. hypocrita hypocrita、B. ignitus、B. terrestris）、マメコバチHornfaced bee（Osmia cornifrons）、カイコSilkworm（Bombyx mori）等が挙げられるが、有用昆虫の具体例はこれらに限定されるものではない。 The term “useful insects” in the present specification means insects that are useful for human life by using their products, or for improving the efficiency of agricultural work such as use for pollination of fruit trees and vegetables. For example, Japanese bee Japanese honeybee (Apis cerana japonica), Western bee Western honey bee (Apis mellifera), Bumblebee Bumblebee (Bombus consobrinus wittenburgi, B. diversus diversus, B. hypocrita terporis, B. hypocrita (Osmia cornifrons), silkworm Silkworm (Bombyx 等 mori), and the like, but specific examples of useful insects are not limited thereto.
　本明細書における「天敵」とは、捕食や寄生によって特定の種の生物、特に農作物を加害する特定の種の生物を死に至らしめる又はその繁殖を抑制する生物を意味し、具体的に例えば、以下の生物が挙げられるが、天敵の具体例はこれらのみに限定されるものではない。 The term “natural enemy” in the present specification means an organism that kills or suppresses the growth of a specific species of organism, particularly a specific species that harms agricultural crops, by predation or parasitism. The following organisms are listed, but specific examples of natural enemies are not limited to these.
　ササカワハモグリコマユバチ(Dacnusa sasakawai)、ハモグリコマユバチ(Dacnusa sibirica)、コレマンアブラバチ(Aphidius colemani)、アオムシコマユバチ(Apanteles glomeratus)等のコマユバチ科(Braconidae)、キアシアブラコバチ(Aphelinus albipodus)、チャバラアブラコバチ(Aphelinus asychis)、ワタアブラコバチ(Aphelinus gossypii)、クロスジアブラコバチ(Aphelinus maculatus)、アブラコバチ(Aphelinus varipes)、オンシツツヤコバチ(Encarsia formosa)、サバクツヤコバチ(Eretmocerus eremicus)、チチュウカイツヤコバチ(Eretmocerus mundus)等のツヤコバチ科(Aphelinidae)及びハモグリヤドリヒメコバチ(Chrysocharis pentheus)、ハモグリミドリヒメコバチ(Neochrysocharis formosa)、イサエアヒメコバチ(Diglyphus isaea)、カンムリヒメコバチ(Hemiptarsenus varicornis)等のヒメコバチ科(Eulophidae)等に属する寄生蜂Parasitic wasp；ショクガタマバエAphidophagous gall midge(Aphidoletes aphidimyza)；ナナホシテントウSeven-spot ladybird(Coccinella septempunctata)；ナミテントウAsian lady beetle(Harmonia axyridis)；ヒメカメノコテントウPredatory beetle(Propylea japonica)；コヒメハナカメムシ(Orius minutus)、ツヤヒメハナカメムシ(Orius nagaii)、ナミヒメハナカメムシ(Orius sauteri)、タイリクヒメハナカメムシMinute pirate bug(Orius strigicollis)等のハナカメムシ科(Anthocoridae)に属する捕食性カメムシAnthocorid predatory bug；クロヒョウタンカスミカメ(Pilophorus typicus)、タバコカスミカメ(Nesidiocoris tenuis)等のカスミカメムシ科(Miridae)に属する捕食性カメムシPredatory mirid；アリガタシマアザミウマ(Franklinothrips vespiformis)等のシマアザミウマ科(Aeolothripidae)に属する捕食性アザミウマPredatory thrips；フタモンクサカゲロウ(Dichochrysa formosanus)、ヤマトクサカゲロウ(Chrysoperla nipponensis)等のクサカゲロウ科(Chrysopidae)に属するクサカゲロウGreen lacewing；ミヤコカブリダニ(Neoseiulus californicus)、ククメリスカブリダニ(Amblyseius cucumeris)、デジェネランスカブリダニ(Amblyseius degenerans)、スワルスキーカブリダニ(Amblyseius swirskii)、チリカブリダニ(Phytoseiulus persimilis)等のカブリダニ科(Phytoseiidae)に属するカブリダニPredatory mite；キクヅキコモリグモWolf spider(Pardosa pseudoannulata)；ハナグモCrab spider(Misumenops tricuspidatus)。 Braconidae (Braconidae), pods (Ara) (Aphelinus asychis), cotton wasp (Aphelinus gossypii), cross-horned wasp (Aphelinus maculatus), wasp (Aphelinus varipes), bee (Encarsia formosa), Ecusmoceruscer mundus, etc. Parasitic bees Asp Predatory bug, Anthocorridae, Anthocoridae, such as Orius nagaii, Orius sauteri, and Minute pirate bug (Orius strigicollis) (Pilophorus typicus), Predatory mirid belonging to the family Miridae such as Nesidiocoris tenuis, etc .; Predatory ； mirid, etc. Futamon lizard Green lacewing belonging to the family Chrysopidae such as Dichochrysa osa formosanus, Chrysoperla nipponensis; Green lacewing; Predatory mite belonging to the family Phytoseiidae such as Amblyseius swirskii and Phytoseiulus persimilis;
　本発明組成物は、マツ目(Pinales)、モクレン類(magnoliids)、単子葉類(monocots)、真正双子葉類(eudicots)等の維管束植物(Tracheophyta)に発生する多くの植物線虫害を効果的に防除できる。 The composition of the present invention is effective against many plant nematode damage that occurs in vascular plants (Tracheophyta) such as Pinaces, magnoliids, monocots, monocots (eudicots), etc. Can be controlled.
　線虫としては、線形動物門(Nematoda)ハリセンチュウ目(Tylenchida)、桿線虫目(Rhabditida)、ニセハリセンチュウ目(Dorylaimida)、モンヒステラ目(Monhysterida)、Araeolaimida目、クロマドラ目(Chromadorida)、エノプルス目(Enoplida)、Mononchida目、Dorylaimida目等が挙げられるが、本発明組成物は、これらのうち特にハリセンチュウ目、桿線虫目、ニセハリセンチュウ目及びDorylaimida目に属する植物病原性線虫類に対して低濃度で優れた防除効果を発揮する。 The nematodes are Nematoda, Tylenchida, Rhabditida, Dorylaimida, Monhysterida, Araeolaimida, Chromadorida, and Enoprus. (Enoplida), Monochida, Dorylaimida, etc., but the composition of the present invention is a phytopathogenic nematode belonging to the order of the genus Coleoptera, Nematoda, Nisehari nematode, and Dorylaimida. Excellent control effect at low concentration.
　本発明組成物は、式（Ｉ）で表されるオキシム置換アミド化合物から選ばれる活性成分Ａと公知の殺菌、殺バクテリア、殺虫又は殺ダニ活性化合物から選ばれる活性成分Ｂとを混合物してそのまま使用することもできるが、通常適当な固体担体又は液体担体と混合し、更に所望により界面活性剤、浸透剤、展着剤、増粘剤、凍結防止剤、結合剤、固結防止剤、崩壊剤、消泡剤、防腐剤及び分解防止剤等を添加して、液剤(soluble concentrate)、乳剤(emulsifiable concentrate)、水和剤(wettable powder)、水溶剤(water soluble powder)、顆粒水和剤(water dispersible granule)、顆粒水溶剤(water soluble granule)、懸濁剤(suspension concentrate)、乳濁剤(concentrated emulsion)、サスポエマルジョン(suspoemulsion)、マイクロエマルジョン(microemulsion)、粉剤(dustable powder)、粒剤(granule)、錠剤(tablet)及び乳化性ゲル剤(emulsifiable gel)等任意の剤型の製剤にて実用に供することができる。また、省力化及び安全性向上の観点から、上記任意の剤型の製剤を、水溶性カプセル及び水溶性フィルムの袋等の水溶性包装体に封入して供することもできる。 The composition of the present invention comprises an active ingredient A selected from oxime-substituted amide compounds represented by the formula (I) and an active ingredient B selected from known bactericidal, bactericidal, insecticidal or acaricidal active compounds, and remains as it is. Although it can be used, it is usually mixed with an appropriate solid carrier or liquid carrier, and if desired, a surfactant, penetrant, spreading agent, thickener, antifreeze agent, binder, anti-caking agent, disintegration Agent, antifoaming agent, preservative, anti-degradation agent, etc., and add liquid (soluble concentrate), emulsion (emulsifiable concentrate), wettable powder (wettable powder), water solvent (water soluble powder), granular wettable powder (water dispersible granule), granular water solvent (water soluble 顆粒 granule), suspension (suspension concentrate), emulsion (concentrated emulsion), suspoemulsion, microemulsion, microemulsion, dustable powder, Granule, tablets (Tablet) and emulsifiable gels can be put into practical use at (emulsifiable gel) like any dosage form of the formulation. In addition, from the viewpoint of labor saving and safety improvement, the preparations of the above arbitrary dosage forms can be provided by being enclosed in a water-soluble package such as a water-soluble capsule and a bag of a water-soluble film.
　固体担体としては、例えば石英、方解石、海泡石、ドロマイト、チョーク、カオリナイト、パイロフィライト、セリサイト、ハロサイト、メタハロサイト、木節粘土、蛙目粘土、陶石、ジークライト、アロフェン、シラス、きら、タルク、ベントナイト、活性白土、酸性白土、軽石、アタパルジャイト、ゼオライト及び珪藻土等の天然鉱物質、例えば焼成クレー、パーライト、シラスバルーン、バーミキュライト、アタパルガスクレー及び焼成珪藻土等の天然鉱物質の焼成品、例えば炭酸マグネシウム、炭酸カルシウム、炭酸ナトリウム、炭酸水素ナトリウム、硫酸アンモニウム、硫酸ナトリウム、硫酸マグネシウム、リン酸水素二アンモニウム、リン酸二水素アンモニウム及び塩化カリウム等の無機塩類、例えばブドウ糖、果糖、しょ糖及び乳糖などの糖類、例えば澱粉、粉末セルロース及びデキストリン等の多糖類、例えば尿素、尿素誘導体、安息香酸及び安息香酸の塩等の有機物、例えば木粉、コルク粉、トウモロコシ穂軸、クルミ殻及びタバコ茎等の植物類、フライアッシュ、ホワイトカーボン（例えば、含水合成シリカ、無水合成シリカ及び含水合成シリケート等）ならびに肥料等が挙げられる。 Examples of the solid carrier include quartz, calcite, gypsum, dolomite, chalk, kaolinite, pyrophyllite, sericite, halosite, metahalosite, kibushi clay, glazed clay, porcelain stone, siegrite, and allophane. Natural minerals such as shirasu, kira, talc, bentonite, activated clay, acid clay, pumice, attapulgite, zeolite and diatomaceous earth, for example natural minerals such as calcined clay, perlite, shirasu balloon, vermiculite, attapulgous clay and calcined diatomaceous earth Baked products, such as magnesium carbonate, calcium carbonate, sodium carbonate, sodium bicarbonate, ammonium sulfate, sodium sulfate, magnesium sulfate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate and potassium chloride, such as glucose, fructose Sucrose Sugars such as lactose, polysaccharides such as starch, powdered cellulose and dextrin, organic substances such as urea, urea derivatives, benzoic acid and benzoic acid salts, such as wood flour, cork powder, corn cobs, walnut shells and tobacco Plants such as stems, fly ash, white carbon (for example, hydrous synthetic silica, anhydrous synthetic silica, hydrous synthetic silicate, etc.), fertilizers and the like can be mentioned.
　液体担体としては、例えばキシレン、アルキル（Ｃ９又はＣ１０等）ベンゼン、フェニルキシリルエタン及びアルキル（Ｃ１又はＣ３等）ナフタレン等の芳香族炭化水素類、マシン油、ノルマルパラフィン、イソパラフィン及びナフテン等の脂肪族炭化水素類、ケロシン等の芳香族炭化水素と脂肪族炭化水素の混合物、エタノール、イソプロパノール、シクロヘキサノール、フェノキシエタノール及びベンジルアルコール等のアルコール、エチレングリコール、プロピレングリコール、ジエチレングリコール、ヘキシレングリコール、ポリエチレングリコール及びポリプロピレングリコール等の多価アルコール、プロピルセロソルブ、ブチルセロソルブ、フェニルセロソルブ、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールモノブチルエーテル及びプロピレングリコールモノフェニルエーテル等のエーテル、アセトフェノン、シクロヘキサノン及びγ－ブチロラクトン等のケトン、脂肪酸メチルエステル、コハク酸ジアルキルエステル、グルタミン酸ジアルキルエステル、アジピン酸ジアルキルエステル及びフタル酸ジアルキルエステル等のエステル、Ｎ－アルキル（Ｃ１、Ｃ８又はＣ１２等）ピロリドン等の酸アミド、大豆油、アマニ油、ナタネ油、ヤシ油、綿実油及びヒマシ油等の油脂、ジメチルスルホキシドならびに水が挙げられる。
　これら固体及び液体担体は、単独で用いても２種以上を併用してもよい。 Examples of liquid carriers include aromatic hydrocarbons such as xylene, alkyl (such as C 9 or C 10 ) benzene, phenyl xylyl ethane, and alkyl (such as C 1 or C 3 ) naphthalene, machine oil, normal paraffin, isoparaffin, and the like. Aliphatic hydrocarbons such as naphthene, mixtures of aromatic and aliphatic hydrocarbons such as kerosene, alcohols such as ethanol, isopropanol, cyclohexanol, phenoxyethanol and benzyl alcohol, ethylene glycol, propylene glycol, diethylene glycol, hexylene glycol , Polyhydric alcohols such as polyethylene glycol and polypropylene glycol, propyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol monomethyl ether, propylene glycol Ethers such as ethyl monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether and propylene glycol monophenyl ether, ketones such as acetophenone, cyclohexanone and γ-butyrolactone, fatty acid methyl esters, dialkyl esters of succinic acid, dialkyl esters of glutamic acid, adipine Esters such as acid dialkyl esters and dialkyl phthalates, acid amides such as N-alkyl (C 1 , C 8 or C 12 ) pyrrolidone, soybean oil, linseed oil, rapeseed oil, coconut oil, cottonseed oil and castor oil Examples include fats and oils, dimethyl sulfoxide and water.
These solid and liquid carriers may be used alone or in combination of two or more.
　界面活性剤としては、例えばポリオキシエチレンアルキルエーテル、ポリオキシエチレンアルキル（モノ又はジ）フェニルエーテル、ポリオキシエチレン（モノ、ジ又はトリ）スチリルフェニルエーテル、ポリオキシエチレンポリオキシプロピレンブロックコポリマー、ポリオキシエチレン脂肪酸（モノ又はジ）エステル、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、ヒマシ油エチレンオキサイド付加物、アセチレングリコール、アセチレンアルコール、アセチレングリコールのエチレンオキサイド付加物、アセチレンアルコールのエチレンオキサイド付加物及びアルキルグリコシド等のノニオン性界面活性剤、アルキル硫酸エステル塩、アルキルベンゼンスルホン酸塩、リグニンスルホン酸塩、アルキルスルホコハク酸塩、ナフタレンスルホン酸塩、アルキルナフタレンスルホン酸塩、ナフタレンスルホン酸のホルマリン縮合物の塩、アルキルナフタレンスルホン酸のホルマリン縮合物の塩、ポリオキシエチレンアルキルエーテル硫酸又は燐酸エステル塩、ポリオキシエチレン（モノ又はジ）アルキルフェニルエーテル硫酸又は燐酸エステル塩、ポリオキシエチレン（モノ、ジ又はトリ）スチリルフェニルエーテル硫酸又は燐酸エステル塩、ポリカルボン酸塩（例えば、ポリアクリル酸塩、ポリマレイン酸塩及びマレイン酸とオレフィンとの共重合物等）、ポリスチレンスルホン酸塩等のアニオン性界面活性剤、アルキルアミン塩、アルキル４級アンモニウム塩等のカチオン性界面活性剤、アミノ酸型、ベタイン型等の両性界面活性剤、シリコーン系界面活性剤、フッ素系界面活性剤が挙げられる。
　これら界面活性剤の含有量は、特に限定されるものではないが、本発明組成物の製剤１００重量部に対し、通常０．０５～２０重量部の範囲が望ましい。また、これら界面活性剤は、単独で用いても２種以上を併用してもよい。 Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl (mono or di) phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene Ethylene fatty acid (mono or di) ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, castor oil ethylene oxide adduct, acetylene glycol, acetylene alcohol, ethylene oxide adduct of acetylene glycol, ethylene oxide adduct of acetylene alcohol and alkyl Nonionic surfactants such as glycosides, alkyl sulfate esters, alkylbenzene sulfonates, lignin sulfonates, alkyls Succinate, naphthalenesulfonate, alkylnaphthalenesulfonate, salt of formalin condensate of naphthalenesulfonic acid, salt of formalin condensate of alkylnaphthalenesulfonic acid, polyoxyethylene alkyl ether sulfate or phosphate ester salt, polyoxyethylene (Mono or di) alkyl phenyl ether sulfate or phosphate ester salt, polyoxyethylene (mono, di or tri) styryl phenyl ether sulfate or phosphate ester salt, polycarboxylate (eg, polyacrylate, polymaleate and maleate) Copolymers of acid and olefins), anionic surfactants such as polystyrene sulfonates, cationic surfactants such as alkylamine salts and alkyl quaternary ammonium salts, and amphoteric surfactants such as amino acid types and betaine types Agent, silico System surfactant, fluorine-based surfactants.
The content of these surfactants is not particularly limited, but is preferably in the range of 0.05 to 20 parts by weight with respect to 100 parts by weight of the preparation of the composition of the present invention. These surfactants may be used alone or in combination of two or more.
　本発明組成物の施用薬量は適用場面、施用時期、施用方法、栽培作物等により差異は有るが、一般には有効成分量としてヘクタール（ｈａ）当たり０.００５～５０ｋｇ程度、好ましくは０．０１～２０ｋｇ、より好ましくは０．０１～５ｋｇが適当である。 The dosage of the composition of the present invention varies depending on the application scene, application timing, application method, cultivated crop, etc., but generally the active ingredient amount is about 0.005 to 50 kg per hectare (ha), preferably 0.01. -20 kg, more preferably 0.01-5 kg is suitable.
　次に本発明組成物を用いる場合の製剤の配合例を示す。但し本発明の配合例は、これらのみに限定されるものではない。なお、以下の配合例において「部」は重量部を意味し、「有効成分化合物」は活性成分Ａと活性成分Ｂとの総称である。 Next, formulation examples of the preparation when using the composition of the present invention are shown. However, the formulation examples of the present invention are not limited to these. In the following formulation examples, “part” means part by weight, and “active ingredient compound” is a general term for active ingredient A and active ingredient B.
　〔水和剤〕
有効成分化合物　　　　　　　　　　０．１～８０部
固体担体　　　　　　　　　　　　　５～９８．９部
界面活性剤　　　　　　　　　　　　　　１～１０部
その他　　　　　　　　　　　　　　　　　０～５部
　その他としては、例えば固結防止剤、分解防止剤等が挙げられる。 [Wettable powder]
Active ingredient compound 0.1 to 80 parts Solid carrier 5 to 98.9 parts Surfactant 1 to 10 parts Others 0 to 5 parts Others include, for example, anti-caking agent, decomposition inhibitor and the like.
　〔乳剤〕
有効成分化合物　　　　　　　　　　０．１～３０部
有機溶剤　　　　　　　　　　　　　　４５～９５部
界面活性剤　　　　　　　　　　　　４．９～３０部
水　　　　　　　　　　　　　　　　　　０～５０部
その他　　　　　　　　　　　　　　　　０～１０部
　その他としては、例えば展着剤、分解防止剤等が挙げられる。 〔emulsion〕
Active ingredient compound 0.1-30 parts Organic solvent 45-95 parts Surfactant 4.9-30 parts Water 0-50 parts Others 0-10 parts Others include, for example, spreading agents, decomposition inhibitors, etc. .
　〔懸濁剤〕
有効成分化合物　　　　　　　　　　０．１～７０部
液体担体　　　　　　　　　　　１５～９８．８９部
界面活性剤　　　　　　　　　　　　　　１～１２部
その他　　　　　　　　　　　　　０．０１～３０部
　その他としては、例えば凍結防止剤、増粘剤等が挙げられる。 [Suspension]
Active ingredient compound 0.1 to 70 parts Liquid carrier 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Others include, for example, antifreezing agents and thickeners.
　〔顆粒水和剤〕
有効成分化合物　　　　　　　　　　０．１～９０部
固体担体　　　　　　　　　　　　　０～９８．９部
界面活性剤　　　　　　　　　　　　　　１～２０部
その他　　　　　　　　　　　　　　　　０～１０部
　その他としては、例えば結合剤、分解防止剤等が挙げられる。 (Granule wettable powder)
Active ingredient compound 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Others include, for example, binders and decomposition inhibitors.
　〔液剤〕
有効成分化合物　　　　　　　　　０．０１～７０部
液体担体　　　　　　　　　　　２０～９９．９９部
その他　　　　　　　　　　　　　　　　０～１０部
　その他としては、例えば凍結防止剤、展着剤等が挙げられる。 [Liquid]
Active ingredient compound 0.01 to 70 parts Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Others include, for example, antifreezing agents and spreading agents.
　〔粒剤〕
有効成分化合物　　　　　　　　　０．０１～８０部
固体担体　　　　　　　　　　　１０～９９．９９部
その他　　　　　　　　　　　　　　　　０～１０部
　その他としては、例えば結合剤、分解防止剤等が挙げられる。 [Granule]
Active ingredient compound 0.01 to 80 parts Solid carrier 10 to 99.99 parts Others 0 to 10 parts Others include, for example, binders, decomposition inhibitors and the like.
　〔粉剤〕
有効成分化合物　　　　　　　　　０．０１～３０部
固体担体　　　　　　　　　　　６５～９９．９９部
その他　　　　　　　　　　　　　　　　　０～５部
　その他としては、例えばドリフト防止剤、分解防止剤等が挙げられる。 [Dust]
Active ingredient compound 0.01 to 30 parts Solid carrier 65 to 99.99 parts Others 0 to 5 parts Others include, for example, drift inhibitors and decomposition inhibitors.
　次に、本発明組成物を有効成分とする製剤例をより具体的に示すが、本発明はこれらに限定されるものではない。
　尚、以下の配合例において、「部」は重量部を意味する。 Next, although the formulation example which uses this invention composition as an active ingredient is shown more concretely, this invention is not limited to these.
In the following formulation examples, “parts” means parts by weight.
　〔配合例１〕水和剤（wettable powder）
化合物Ｎｏ．１　　　　　　　　　　　　　　１０部
化合物Ｎｏ．Ａ０２　　　　　　　　　　　　１０部
パイロフィライト　　　　　　　　　　　　　７４部
ソルポール５０３９　　　　　　　　　　　　　４部
（非イオン性界面活性剤とアニオン性界面活性剤との混合物：東邦化学工業社商品名、以下も同様。）
カープレックス＃８０Ｄ　　　　　　　　　　　２部
（合成含水珪酸：塩野義製薬社商品名、以下も同様。）
　以上を均一に混合粉砕して水和剤とする。 [Formulation 1] wettable powder
Compound No. 1 10 parts Compound No. 1 A02 10 parts Pyrophyllite 74 parts Solpol 5039 4 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Co., Ltd., and so on)
Carplex # 80D 2 parts (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd., the same applies below)
The above is uniformly mixed and ground to obtain a wettable powder.
　〔配合例２〕水和剤
化合物Ｎｏ．１１　　　　　　　　　　　　２０部
パイロフィライト　　　　　　　　　　　　７４部
ソルポール５０３９　　　　　　　　　　　　４部
カープレックス＃８０Ｄ　　　　　　　　　　２部
　以上を均一に混合粉砕して水和剤とする。 [Formulation Example 2] Wetting agent Compound No. 11 20 parts pyrophyllite 74 parts Solpol 5039 4 parts Carplex # 80D 2 parts The above is uniformly mixed and ground to obtain a wettable powder.
　〔配合例３〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．３　　　　　　　　　　　　　　　３部
化合物Ｎｏ．Ｃ０３　　　　　　　　　　　　　２部
キシレン　　　　　　　　　　　　　　　　　７５部
Ｎ－メチリピロリドン　　　　　　　　　　　１５部
ソルポール２６８０　　　　　　　　　　　　　５部
（非イオン性界面活性剤とアニオン性界面活性剤との混合物：東邦化学工業社商品名、以下も同様。）
　以上を均一に混合して乳剤とする。 [Formulation Example 3] Emulsifiable concentrate
Compound No. 3 3 parts Compound No. C03 2 parts xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Industries, the same applies below)
The above is uniformly mixed to obtain an emulsion.
　〔配合例４〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．１３　　　　　　　　　　　　　　５部
キシレン　　　　　　　　　　　　　　　　　７５部
Ｎ－メチリピロリドン　　　　　　　　　　　１５部
ソルポール２６８０　　　　　　　　　　　　　５部
　以上を均一に混合して乳剤とする。 [Formulation Example 4] Emulsifiable concentrate
Compound No. 13 5 parts Xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts The above is uniformly mixed to obtain an emulsion.
　〔配合例５〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．５　　　　　　　　　　　　　　　２部
化合物Ｎｏ．Ｃ０１　　　　　　　　　　　　　２部
ＤＢＥ　　　　　　　　　　　　　　　　　　３６部
（アジピン酸ジメチル、グルタル酸ジメチル、コハク酸ジメチルの混合物：ＩＮＶＩＳＴＡ社商品名、以下も同様。）
アジピン酸イソブチル　　　　　　　　　　　３０部
Ｎ－メチルピロリドン　　　　　　　　　　　１０部
ソプロフォールＢＳＵ　　　　　　　　　　　１４部
（非イオン性界面活性剤：Ｒｈｏｄｉａ社商品名、以下も同様。）
ローダカル７０ＢＣ　　　　　　　　　　　　　６部
（アニオン性界面活性剤：Ｒｈｏｄｉａ社商品名、以下も同様。）
　以上を均一に混合して乳剤とする。 [Formulation 5] emulsion (emulsifiable concentrate)
Compound No. 5 2 parts Compound No. 5 C01 2 parts DBE 36 parts (mixture of dimethyl adipate, dimethyl glutarate, dimethyl succinate: trade name of INVISTA, the same applies hereinafter)
Isobutyl adipate 30 parts N-methylpyrrolidone 10 parts Soprophor BSU 14 parts (Nonionic surfactant: trade name of Rhodia, the same applies below)
6 parts of rhodacal 70BC (anionic surfactant: trade name of Rhodia, the same applies hereinafter)
The above is uniformly mixed to obtain an emulsion.
　〔配合例６〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．１５　　　　　　　　　　　　　　４部
ＤＢＥ　　　　　　　　　　　　　　　　　　３６部
アジピン酸イソブチル　　　　　　　　　　　３０部
Ｎ－メチルピロリドン　　　　　　　　　　　１０部
ソプロフォールＢＳＵ　　　　　　　　　　　１４部
ローダカル７０ＢＣ　　　　　　　　　　　　　６部
　以上を均一に混合して乳剤とする。 [Formulation 6] emulsion (emulsifiable concentrate)
Compound No. 15 4 parts DBE 36 parts isobutyl adipate 30 parts N-methylpyrrolidone 10 parts soprophor BSU 14 parts rhodacal 70BC 6 parts
　〔配合例７〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．４　　　　　　　　　　　　　　　２部
化合物Ｎｏ．Ｂ０５　　　　　　　　　　　　　２部
ＤＢＥ　　　　　　　　　　　　　　　　　　１１部
アジピン酸イソブチル　　　　　　　　　　　３０部
Ｎ－メチルピロリドン　　　　　　　　　　　　５部
ソプロフォールＢＳＵ　　　　　　　　　　　１４部
ローダカル７０ＢＣ　　　　　　　　　　　　　６部
プロピレングリコール　　　　　　　　　　　１０部
水　　　　　　　　　　　　　　　　　　　　２０部
　以上を均一に混合して乳剤とする。 [Formulation 7] emulsion (emulsifiable concentrate)
Compound No. 4 2 parts Compound No. 4 B05 2 parts DBE 11 parts isobutyl adipate 30 parts N-methylpyrrolidone 5 parts soprophor BSU 14 parts rhodacal 70BC 6 parts propylene glycol 10 parts water 20 parts
　〔配合例８〕乳剤（emulsifiable concentrate）
化合物Ｎｏ．２０　　　　　　　　　　　　　　４部
ＤＢＥ　　　　　　　　　　　　　　　　　　１１部
アジピン酸イソブチル　　　　　　　　　　　３０部
Ｎ－メチルピロリドン　　　　　　　　　　　　５部
ソプロフォールＢＳＵ　　　　　　　　　　　１４部
ローダカル７０ＢＣ　　　　　　　　　　　　　６部
プロピレングリコール　　　　　　　　　　　１０部
水　　　　　　　　　　　　　　　　　　　　２０部
　以上を均一に混合して乳剤とする。 [Formulation 8] emulsion (emulsifiable concentrate)
Compound No. 20 4 parts DBE 11 parts isobutyl adipate 30 parts N-methylpyrrolidone 5 parts soprophor BSU 14 parts rhodacal 70BC 6 parts propylene glycol 10 parts water 20 parts
　〔配合例９〕懸濁剤（suspension concentrate）
化合物Ｎｏ．６　　　　　　　　　　　　　　１５部
化合物Ｎｏ．Ａ０１　　　　　　　　　　　　１０部
アグリゾールＳ－７１０　　　　　　　　　　１０部
（非イオン性界面活性剤：花王社商品名、以下同様。）
ルノックス１０００Ｃ　　　　　　　　　　０．５部
（アニオン性界面活性剤：東邦化学工業社商品名、以下も同様。）
キサンタンガム　　　　　　　　　　　　　０．２部
水　　　　　　　　　　　　　　　　　　６４．３部
　以上を均一に混合した後、湿式粉砕して懸濁剤とする。 [Formulation Example 9] Suspension concentrate
Compound No. 6 15 parts Compound No. 6 A01 10 parts Agrisol S-710 10 parts (nonionic surfactant: trade name of Kao Corporation, the same shall apply hereinafter)
Lnox 1000C 0.5 part (anionic surfactant: Toho Chemical Co., Ltd. trade name, the same applies below)
Xanthan gum 0.2 parts Water 64.3 parts After uniformly mixing the above, wet pulverize to make a suspension.
　〔配合例１０〕懸濁剤（suspension concentrate）
化合物Ｎｏ．２６　　　　　　　　　　　　　　２５部
アグリゾールＳ－７１０　　　　　　　　　　１０部
ルノックス１０００Ｃ　　　　　　　　　　０．５部
キサンタンガム　　　　　　　　　　　　　０．２部
水　　　　　　　　　　　　　　　　　　６４．３部
　以上を均一に混合した後、湿式粉砕して懸濁剤とする。 [Formulation Example 10] Suspension concentrate
Compound No. 26 25 parts Agrisol S-710 10 parts Lunox 1000C 0.5 part xanthan gum 0.2 part water 64.3 parts
　〔配合例１１〕顆粒水和剤（water dispersible granule）
化合物Ｎｏ．２　　　　　　　　　　　　　　４０部
化合物Ｎｏ．Ｃ０１　　　　　　　　　　　　３５部
ハイテノールＮＥ－１５　　　　　　　　　　　５部
（アニオン性界面活性剤：第一工業製薬社商品名、以下も同様。）
バニレックスＮ　　　　　　　　　　　　　　１０部
（アニオン性界面活性剤：日本製紙社商品名、以下も同様。）
カープレックス＃８０Ｄ　　　　　　　　　　１０部
　以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して顆粒水和剤とする。 [Formulation 11] Granule wettable powder (water dispersible granule)
Compound No. 2 40 parts Compound No. C01 35 parts Hytenol NE-15 5 parts (anionic surfactant: trade name of Daiichi Kogyo Seiyaku Co., Ltd.)
Vanillex N 10 parts (anionic surfactant: Nippon Paper Industries Co., Ltd., the same applies below)
Carplex # 80D 10 parts or more are uniformly mixed and pulverized, then a small amount of water is added, stirred and mixed, granulated with an extrusion granulator, and dried to obtain a granulated wettable powder.
　〔配合例１２〕顆粒水和剤（water dispersible granule）
化合物Ｎｏ．２８　　　　　　　　　　　　　７５部
ハイテノールＮＥ－１５　　　　　　　　　　　５部
バニレックスＮ　　　　　　　　　　　　　　１０部
カープレックス＃８０Ｄ　　　　　　　　　　１０部
　以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して顆粒水和剤とする。 [Formulation example 12] Granule wettable powder (water dispersible granule)
Compound No. 28 75 parts Haitenol NE-15 5 parts Vanillex N 10 parts Carplex # 80D 10 parts After uniformly mixing and pulverizing the above, add a small amount of water, stir and mix, granulate with an extrusion granulator, and dry Granule wettable powder.
　〔配合例１３〕粒剤（granule）
化合物Ｎｏ．１　　　　　　　　　　　　　　　３部
化合物Ｎｏ．Ｅ０２　　　　　　　　　　　　　２部
ベントナイト　　　　　　　　　　　　　　　５０部
タルク　　　　　　　　　　　　　　　　　　４５部
　以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して粒剤とする。 [Formulation 13] granule
Compound No. 1 3 parts Compound No. 1 E02 2 parts Bentonite 50 parts Talc 45 parts After uniformly mixing and pulverizing the above, a small amount of water is added, stirred and mixed, granulated with an extrusion granulator, and dried to form granules.
　〔配合例１４〕粒剤（granule）
化合物Ｎｏ．３０　　　　　　　　　　　　　　５部
ベントナイト　　　　　　　　　　　　　　　５０部
タルク　　　　　　　　　　　　　　　　　　４５部
　以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して粒剤とする。 [Formulation 14] granule
Compound No. 30 5 parts Bentonite 50 parts Talc 45 parts After uniformly mixing and pulverizing the above, a small amount of water is added, stirred and mixed, granulated with an extrusion granulator, and dried to form granules.
　〔配合例１５〕粉剤（dustable powder）
化合物Ｎｏ．５　　　　　　　　　　　　　　　２部
化合物Ｎｏ．Ｃ０５　　　　　　　　　　　　　１部
カープレックス＃８０Ｄ　　　　　　　　　０．５部
カオリナイト　　　　　　　　　　　　　　　９５部
リン酸ジイソプロピル　　　　　　　　　　１．５部
　以上を均一に混合粉砕して粉剤とする。 [Formulation 15] dustable powder
Compound No. 5 2 parts Compound No. 5 C05 1 part Carplex # 80D 0.5 part Kaolinite 95 parts Diisopropyl phosphate 1.5 parts The above is uniformly mixed and ground to obtain a powder.
　〔配合例１６〕粉剤（dustable powder）
化合物Ｎｏ．３６　　　　　　　　　　　　　　３部
カープレックス＃８０Ｄ　　　　　　　　　０．５部
カオリナイト　　　　　　　　　　　　　　　９５部
リン酸ジイソプロピル　　　　　　　　　　１．５部
　以上を均一に混合粉砕して粉剤とする。 [Formulation 16] dustable powder
Compound No. 36 3 parts Carplex # 80D 0.5 parts Kaolinite 95 parts Diisopropyl phosphate 1.5 parts The above is uniformly mixed and ground to obtain a powder.
　使用に際しては、粒剤及び粉剤を除く上記の各製剤を水で１～２００００倍に希釈して、粒剤及び粉剤は水で希釈することなく、有効成分が１ヘクタール（ｈａ）当たり０．００５～５０ｋｇに、好ましくは０．０１～２０ｋｇ、より好ましくは０．０１～５ｋｇになるように散布する。 In use, each of the above preparations excluding the granules and powder is diluted 1 to 20000 times with water, and the active ingredient is 0.005 per hectare (ha) without diluting the granules and powder with water. It is sprayed to ˜50 kg, preferably 0.01 to 20 kg, more preferably 0.01 to 5 kg.
　次に、本発明の有用性を明らかにするため、以下の試験例において具体的に説明するが、本発明はこれらのみに限定されるものではない。
　〔試験例１〕サツマイモネコブセンチュウに対する土壌混和処理試験
　サツマイモネコブセンチュウ（Meloidogyne incognita）の卵を土壌１ｇ当り６個混ぜ込み、試験土壌を作製した。 Next, in order to clarify the usefulness of the present invention, it will be specifically described in the following test examples, but the present invention is not limited thereto.
[Test Example 1] Soil mixing treatment test for sweet potato nematode Six eggs of sweet potato nematode (Meloidogyne incognita) were mixed per 1 g of soil to prepare a test soil.
　第２表に記載された化合物（活性成分Ａ）と第４表乃至第２７表に記載された化合物（活性成分Ｂ）を製剤例（乳剤）に準じて調製した。これら薬剤をそれぞれ１００ｐｐｍの濃度になるように水で希釈し、試験用薬液を調製した。調製した薬液を試験土壌３０ｇ当り３００μｌずつ散布し、混和した。薬液処理後の試験土壌をセルトレイに充填した後、速やかにキュウリを播種した。播種から２１日後に、根部の発病程度を観察した。尚、発病程度については発病指数（０：発病せず～１０：甚大な発病）として表した。
　処理区の発病指数及び無処理区の発病指数を用い、下記の計算式より防除価（観察値）を算出した。
　　防除価（％）＝（１－処理区の発病指数／無処理区の発病指数）
×１００
　また、各薬液濃度に対する防除価から相乗作用を解析するために、コルビー法（Ｃｏｌｂｙ　Ｓ．Ｒ．１９６７，Ｗｅｅｄｓ１５，２０－２２）を用いて混合処理時に期待される理論値（理論値）を算出した。計算方法は以下の通りである。
　　Ｅ（％）＝Ｘ＋Ｙ－ＸＹ／１００
　　　Ｘ：活性成分Ａの防除価（％）
　　　Ｙ：活性成分Ｂの防除価（％）
　　　Ｅ：活性成分Ａと活性成分Ｂの混合処理時に期待される理論値（％）
　上記で算出した観察値と理論値において、理論値よりも観察値が大きければ相乗作用、観察値よりも理論値が大きければ拮抗作用、観察値と理論値が同じであれば相加作用と解析することができる。 The compounds listed in Table 2 (active ingredient A) and the compounds listed in Tables 4 to 27 (active ingredient B) were prepared according to formulation examples (emulsions). Each of these drugs was diluted with water to a concentration of 100 ppm to prepare a test drug solution. 300 μl of the prepared chemical solution was sprayed per 30 g of test soil and mixed. After filling the test soil after chemical solution treatment into the cell tray, cucumber was sown quickly. 21 days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 10: enormous disease onset).
The control value (observed value) was calculated from the following formula using the disease index of the treated group and the disease index of the non-treated group.
Control value (%) = (1-Disease index of treated area / Disease index of untreated area)
× 100
In addition, in order to analyze the synergistic effect from the control value for each chemical concentration, the theoretical value (theoretical value) expected at the time of the mixing treatment is calculated using the Colby method (Colby SR 1967, Weeds 15, 20-22). did. The calculation method is as follows.
E (%) = X + Y−XY / 100
X: Control value of active ingredient A (%)
Y: Control value of active ingredient B (%)
E: Theoretical value (%) expected when mixing active ingredient A and active ingredient B
In the observed value and the theoretical value calculated above, if the observed value is larger than the theoretical value, a synergistic effect is obtained. If the theoretical value is larger than the observed value, an antagonistic effect is obtained. can do.
［第２８表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
1            80
L02           0              1＋L02              95           80
P01           0              1＋P01              90           80
N01           0              1＋N01              90           80
Q01           0              1＋Q01              90           80
O01           0              1＋O01              90           80
O02           0              1＋O02              90           80
O03           0              1＋O03              90           80
V01           0              1＋V01              95           80
L01           0              1＋L01              90           80
R01           0              1＋R01              90           80
K01           0              1＋K01              95           80
M01           0              1＋M01              95           80
M02           0              1＋M02              90           80
P02           0              1＋P02              90           80
O04           0              1＋O04              90           80
P03           0              1＋P03              90           80
O05           0              1＋O05              90           80
S01           0              1＋S01              90           80
T01           0              1＋T01              90           80
M03           0              1＋M03              90           80
P04           0              1＋P04              90           80
U01           0              1＋U01              95           80
W01           0              1＋W01              90           80
C02           0              1＋C02              90           80
H02           0              1＋H02              90           80
J01           0              1＋J01              90           80
A01           0              1＋A01              90           80
G01           0              1＋G01              95           80
C01          10              1＋C01              90           82
B01           0              1＋B01              90           80
A02           0              1＋A02              90           80
B03           0              1＋B03              90           80
B02          10              1＋B02              90           82
H01           0              1＋H01              90           80
B04           0              1＋B04              90           80
C05           0              1＋C05              90           80
B05           0              1＋B05              90           80
C03           0              1＋C03              90           80
F01           0              1＋F01              90           80
C04           0              1＋C04              90           80
I02           0              1＋I02              90           80
I01           0              1＋I01              90           80
F02           0              1＋F02              95           80
E02           0              1＋E02              90           80
E01           0              1＋E01              90           80
D02           0              1＋D02              90           80
D03           0              1＋D03              90           80
D01           0              1＋D01              90           80
G02           0              1＋G02              90           80
J02           0              1＋J02              87           80
J03           0              1＋J03              87           80
C06           0              1＋C06              93           80
F03           0              1＋F03              93           80
C07           0              1＋C07              93           80
G03           0              1＋G03              93           80
G04           0              1＋G04              87           80
H03           0              1＋H03              87           80
C08           0              1＋C08              93           80
G05           0              1＋G05              87           80
J04           0              1＋J04              87           80
C09           0              1＋C09              87           80
C10           0              1＋C10              87           80
G06           0              1＋G06              87           80
B06           0              1＋B06              87           80
G07           0              1＋G07              87           80
X01           0              1＋X01              87           80
M04           0              1＋M04              93           80
X02           0              1＋X02              87           80
L03           0              1＋L03              93           80
M05           0              1＋M05              93           80
X03           0              1＋X03              93           80
R02           0              1＋R02              87           80
M06           0              1＋M06              93           80
M07           0              1＋M07              87           80
X04           0              1＋X04              87           80
L04           0              1＋L04              87           80
M08           0              1＋M08              87           80
―――――――――――――――――――――――――――――――――― [Table 28]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
1 80
L02 0 1 + L02 95 80
P01 0 1 + P01 90 80
N01 0 1 + N01 90 80
Q01 0 1 + Q01 90 80
O01 0 1 + O01 90 80
O02 0 1 + O02 90 80
O03 0 1 + O03 90 80
V01 0 1 + V01 95 80
L01 0 1 + L01 90 80
R01 0 1 + R01 90 80
K01 0 1 + K01 95 80
M01 0 1 + M01 95 80
M02 0 1 + M02 90 80
P02 0 1 + P02 90 80
O04 0 1 + O04 90 80
P03 0 1 + P03 90 80
O05 0 1 + O05 90 80
S01 0 1 + S01 90 80
T01 0 1 + T01 90 80
M03 0 1 + M03 90 80
P04 0 1 + P04 90 80
U01 0 1 + U01 95 80
W01 0 1 + W01 90 80
C02 0 1 + C02 90 80
H02 0 1 + H02 90 80
J01 0 1 + J01 90 80
A01 0 1 + A01 90 80
G01 0 1 + G01 95 80
C01 10 1 + C01 90 82
B01 0 1 + B01 90 80
A02 0 1 + A02 90 80
B03 0 1 + B03 90 80
B02 10 1 + B02 90 82
H01 0 1 + H01 90 80
B04 0 1 + B04 90 80
C05 0 1 + C05 90 80
B05 0 1 + B05 90 80
C03 0 1 + C03 90 80
F01 0 1 + F01 90 80
C04 0 1 + C04 90 80
I02 0 1 + I02 90 80
I01 0 1 + I01 90 80
F02 0 1 + F02 95 80
E02 0 1 + E02 90 80
E01 0 1 + E01 90 80
D02 0 1 + D02 90 80
D03 0 1 + D03 90 80
D01 0 1 + D01 90 80
G02 0 1 + G02 90 80
J02 0 1 + J02 87 80
J03 0 1 + J03 87 80
C06 0 1 + C06 93 80
F03 0 1 + F03 93 80
C07 0 1 + C07 93 80
G03 0 1 + G03 93 80
G04 0 1 + G04 87 80
H03 0 1 + H03 87 80
C08 0 1 + C08 93 80
G05 0 1 + G05 87 80
J04 0 1 + J04 87 80
C09 0 1 + C09 87 80
C10 0 1 + C10 87 80
G06 0 1 + G06 87 80
B06 0 1 + B06 87 80
G07 0 1 + G07 87 80
X01 0 1 + X01 87 80
M04 0 1 + M04 93 80
X02 0 1 + X02 87 80
L03 0 1 + L03 93 80
M05 0 1 + M05 93 80
X03 0 1 + X03 93 80
R02 0 1 + R02 87 80
M06 0 1 + M06 93 80
M07 0 1 + M07 87 80
X04 0 1 + X04 87 80
L04 0 1 + L04 87 80
M08 0 1 + M08 87 80
――――――――――――――――――――――――――――――――――
［第２９表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
2            80
L02           0              2＋L02              90           80
P01           0              2＋P01              90           80
N01           0              2＋N01              85           80
Q01           0              2＋Q01              90           80
O01           0              2＋O01              90           80
O02           0              2＋O02              90           80
O03           0              2＋O03              95           80
V01           0              2＋V01              90           80
L01           0              2＋L01              90           80
R01           0              2＋R01              90           80
K01           0              2＋K01              90           80
M01           0              2＋M01              95           80
M02           0              2＋M02              90           80
P02           0              2＋P02              95           80
O04           0              2＋O04              90           80
P03           0              2＋P03              95           80
O05           0              2＋O05              90           80
S01           0              2＋S01              90           80
T01           0              2＋T01              95           80
M03           0              2＋M03              90           80
P04           0              2＋P04              90           80
U01           0              2＋U01              90           80
W01           0              2＋W01              90           80
C02           0              2＋C02              90           80
H02           0              2＋H02              90           80
J01           0              2＋J01              95           80
A01           0              2＋A01              90           80
G01           0              2＋G01              90           80
C01          10              2＋C01              90           82
B01           0              2＋B01              90           80
A02           0              2＋A02              90           80
B03           0              2＋B03              95           80
B02          10              2＋B02              95           82
H01           0              2＋H01              90           80
B04           0              2＋B04              95           80
C05           0              2＋C05              90           80
B05           0              2＋B05              90           80
C03           0              2＋C03              90           80
F01           0              2＋F01              90           80
C04           0              2＋C04              90           80
I02           0              2＋I02              90           80
I01           0              2＋I01              90           80
F02           0              2＋F02              90           80
E02           0              2＋E02              90           80
E01           0              2＋E01              90           80
D02           0              2＋D02              90           80
D03           0              2＋D03              90           80
D01           0              2＋D01              90           80
G02           0              2＋G02              95           80
J02           0              2＋J02              90           80
J03           0              2＋J03              95           80
C06           0              2＋C06              90           80
F03           0              2＋F03              90           80
C07           0              2＋C07              90           80
G03           0              2＋G03              90           80
G04           0              2＋G04              85           80
H03           0              2＋H03              90           80
C08           0              2＋C08              85           80
G05           0              2＋G05              85           80
J04           0              2＋J04              85           80
C09           0              2＋C09              85           80
C10           0              2＋C10              90           80
G06           0              2＋G06              85           80
B06           0              2＋B06              85           80
G07           0              2＋G07              85           80
X01           0              2＋X01              85           80
M04           0              2＋M04              90           80
X02           0              2＋X02              85           80
L03           0              2＋L03              85           80
M05           0              2＋M05              85           80
X03           0              2＋X03              85           80
R02           0              2＋R02              85           80
M06           0              2＋M06              85           80
M07           0              2＋M07              85           80
X04           0              2＋X04              90           80
L04           0              2＋L04              85           80
M08           0              2＋M08              90           80
―――――――――――――――――――――――――――――――――― [Table 29]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
2 80
L02 0 2 + L02 90 80
P01 0 2 + P01 90 80
N01 0 2 + N01 85 80
Q01 0 2 + Q01 90 80
O01 0 2 + O01 90 80
O02 0 2 + O02 90 80
O03 0 2 + O03 95 80
V01 0 2 + V01 90 80
L01 0 2 + L01 90 80
R01 0 2 + R01 90 80
K01 0 2 + K01 90 80
M01 0 2 + M01 95 80
M02 0 2 + M02 90 80
P02 0 2 + P02 95 80
O04 0 2 + O04 90 80
P03 0 2 + P03 95 80
O05 0 2 + O05 90 80
S01 0 2 + S01 90 80
T01 0 2 + T01 95 80
M03 0 2 + M03 90 80
P04 0 2 + P04 90 80
U01 0 2 + U01 90 80
W01 0 2 + W01 90 80
C02 0 2 + C02 90 80
H02 0 2 + H02 90 80
J01 0 2 + J01 95 80
A01 0 2 + A01 90 80
G01 0 2 + G01 90 80
C01 10 2 + C01 90 82
B01 0 2 + B01 90 80
A02 0 2 + A02 90 80
B03 0 2 + B03 95 80
B02 10 2 + B02 95 82
H01 0 2 + H01 90 80
B04 0 2 + B04 95 80
C05 0 2 + C05 90 80
B05 0 2 + B05 90 80
C03 0 2 + C03 90 80
F01 0 2 + F01 90 80
C04 0 2 + C04 90 80
I02 0 2 + I02 90 80
I01 0 2 + I01 90 80
F02 0 2 + F02 90 80
E02 0 2 + E02 90 80
E01 0 2 + E01 90 80
D02 0 2 + D02 90 80
D03 0 2 + D03 90 80
D01 0 2 + D01 90 80
G02 0 2 + G02 95 80
J02 0 2 + J02 90 80
J03 0 2 + J03 95 80
C06 0 2 + C06 90 80
F03 0 2 + F03 90 80
C07 0 2 + C07 90 80
G03 0 2 + G03 90 80
G04 0 2 + G04 85 80
H03 0 2 + H03 90 80
C08 0 2 + C08 85 80
G05 0 2 + G05 85 80
J04 0 2 + J04 85 80
C09 0 2 + C09 85 80
C10 0 2 + C10 90 80
G06 0 2 + G06 85 80
B06 0 2 + B06 85 80
G07 0 2 + G07 85 80
X01 0 2 + X01 85 80
M04 0 2 + M04 90 80
X02 0 2 + X02 85 80
L03 0 2 + L03 85 80
M05 0 2 + M05 85 80
X03 0 2 + X03 85 80
R02 0 2 + R02 85 80
M06 0 2 + M06 85 80
M07 0 2 + M07 85 80
X04 0 2 + X04 90 80
L04 0 2 + L04 85 80
M08 0 2 + M08 90 80
――――――――――――――――――――――――――――――――――
［第３０表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
3            80
L02           0              3＋L02              90           80
P01           0              3＋P01              90           80
N01           0              3＋N01              90           80
Q01           0              3＋Q01              90           80
O01           0              3＋O01              90           80
O02           0              3＋O02              90           80
O03           0              3＋O03              90           80
V01           0              3＋V01              90           80
L01           0              3＋L01              90           80
R01           0              3＋R01              90           80
K01           0              3＋K01              90           80
M01           0              3＋M01              90           80
M02           0              3＋M02              90           80
P02           0              3＋P02              90           80
O04           0              3＋O04              90           80
P03           0              3＋P03              90           80
O05           0              3＋O05              90           80
S01           0              3＋S01              85           80
T01           0              3＋T01              90           80
M03           0              3＋M03              90           80
P04           0              3＋P04              90           80
U01           0              3＋U01              90           80
W01           0              3＋W01              90           80
C02           0              3＋C02              90           80
H02           0              3＋H02              90           80
J01           0              3＋J01              90           80
A01           0              3＋A01              90           80
G01           0              3＋G01              90           80
C01          10              3＋C01              85           82
B01           0              3＋B01              90           80
A02           0              3＋A02              90           80
B03           0              3＋B03              90           80
B02          10              3＋B02              90           82
H01           0              3＋H01              85           80
B04           0              3＋B04              90           80
C05           0              3＋C05              90           80
B05           0              3＋B05              90           80
C03           0              3＋C03              90           80
F01           0              3＋F01              90           80
C04           0              3＋C04              90           80
I02           0              3＋I02              90           80
I01           0              3＋I01              90           80
F02           0              3＋F02              90           80
E02           0              3＋E02              90           80
E01           0              3＋E01              90           80
D02           0              3＋D02              90           80
D03           0              3＋D03              90           80
D01           0              3＋D01              90           80
G02           0              3＋G02              90           80
J02           0              3＋J02              85           80
J03           0              3＋J03              85           80
C06           0              3＋C06              85           80
F03           0              3＋F03              85           80
C07           0              3＋C07              85           80
G03           0              3＋G03              85           80
G04           0              3＋G04              85           80
H03           0              3＋H03              90           80
C08           0              3＋C08              85           80
G05           0              3＋G05              85           80
J04           0              3＋J04              90           80
C09           0              3＋C09              85           80
C10           0              3＋C10              85           80
G06           0              3＋G06              85           80
B06           0              3＋B06              85           80
G07           0              3＋G07              90           80
X01           0              3＋X01              85           80
M04           0              3＋M04              90           80
X02           0              3＋X02              85           80
L03           0              3＋L03              85           80
M05           0              3＋M05              85           80
X03           0              3＋X03              85           80
R02           0              3＋R02              85           80
M06           0              3＋M06              85           80
M07           0              3＋M07              85           80
X04           0              3＋X04              85           80
L04           0              3＋L04              85           80
M08           0              3＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 30]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
3 80
L02 0 3 + L02 90 80
P01 0 3 + P01 90 80
N01 0 3 + N01 90 80
Q01 0 3 + Q01 90 80
O01 0 3 + O01 90 80
O02 0 3 + O02 90 80
O03 0 3 + O03 90 80
V01 0 3 + V01 90 80
L01 0 3 + L01 90 80
R01 0 3 + R01 90 80
K01 0 3 + K01 90 80
M01 0 3 + M01 90 80
M02 0 3 + M02 90 80
P02 0 3 + P02 90 80
O04 0 3 + O04 90 80
P03 0 3 + P03 90 80
O05 0 3 + O05 90 80
S01 0 3 + S01 85 80
T01 0 3 + T01 90 80
M03 0 3 + M03 90 80
P04 0 3 + P04 90 80
U01 0 3 + U01 90 80
W01 0 3 + W01 90 80
C02 0 3 + C02 90 80
H02 0 3 + H02 90 80
J01 0 3 + J01 90 80
A01 0 3 + A01 90 80
G01 0 3 + G01 90 80
C01 10 3 + C01 85 82
B01 0 3 + B01 90 80
A02 0 3 + A02 90 80
B03 0 3 + B03 90 80
B02 10 3 + B02 90 82
H01 0 3 + H01 85 80
B04 0 3 + B04 90 80
C05 0 3 + C05 90 80
B05 0 3 + B05 90 80
C03 0 3 + C03 90 80
F01 0 3 + F01 90 80
C04 0 3 + C04 90 80
I02 0 3 + I02 90 80
I01 0 3 + I01 90 80
F02 0 3 + F02 90 80
E02 0 3 + E02 90 80
E01 0 3 + E01 90 80
D02 0 3 + D02 90 80
D03 0 3 + D03 90 80
D01 0 3 + D01 90 80
G02 0 3 + G02 90 80
J02 0 3 + J02 85 80
J03 0 3 + J03 85 80
C06 0 3 + C06 85 80
F03 0 3 + F03 85 80
C07 0 3 + C07 85 80
G03 0 3 + G03 85 80
G04 0 3 + G04 85 80
H03 0 3 + H03 90 80
C08 0 3 + C08 85 80
G05 0 3 + G05 85 80
J04 0 3 + J04 90 80
C09 0 3 + C09 85 80
C10 0 3 + C10 85 80
G06 0 3 + G06 85 80
B06 0 3 + B06 85 80
G07 0 3 + G07 90 80
X01 0 3 + X01 85 80
M04 0 3 + M04 90 80
X02 0 3 + X02 85 80
L03 0 3 + L03 85 80
M05 0 3 + M05 85 80
X03 0 3 + X03 85 80
R02 0 3 + R02 85 80
M06 0 3 + M06 85 80
M07 0 3 + M07 85 80
X04 0 3 + X04 85 80
L04 0 3 + L04 85 80
M08 0 3 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３１表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
4            80
L02           0              4＋L02              90           80
P01           0              4＋P01              90           80
N01           0              4＋N01              90           80
Q01           0              4＋Q01              90           80
O01           0              4＋O01              90           80
O02           0              4＋O02              90           80
O03           0              4＋O03              90           80
V01           0              4＋V01              90           80
L01           0              4＋L01              90           80
R01           0              4＋R01              90           80
K01           0              4＋K01              95           80
M01           0              4＋M01              90           80
M02           0              4＋M02              90           80
P02           0              4＋P02              90           80
O04           0              4＋O04              90           80
P03           0              4＋P03              90           80
O05           0              4＋O05              90           80
S01           0              4＋S01              90           80
T01           0              4＋T01              90           80
M03           0              4＋M03              90           80
P04           0              4＋P04              90           80
U01           0              4＋U01              90           80
W01           0              4＋W01              90           80
C02           0              4＋C02              90           80
H02           0              4＋H02              90           80
J01           0              4＋J01              90           80
A01           0              4＋A01              95           80
G01           0              4＋G01              90           80
C01          10              4＋C01              90           82
B01           0              4＋B01              90           80
A02           0              4＋A02              90           80
B03           0              4＋B03              90           80
B02          10              4＋B02              95           82
H01           0              4＋H01              90           80
B04           0              4＋B04              90           80
C05           0              4＋C05              95           80
B05           0              4＋B05              90           80
C03           0              4＋C03              90           80
F01           0              4＋F01              90           80
C04           0              4＋C04              95           80
I02           0              4＋I02              95           80
I01           0              4＋I01              90           80
F02           0              4＋F02              90           80
E02           0              4＋E02              90           80
E01           0              4＋E01              90           80
D02           0              4＋D02              90           80
D03           0              4＋D03              95           80
D01           0              4＋D01              95           80
G02           0              4＋G02              95           80
J02           0              4＋J02              87           80
J03           0              4＋J03              90           80
C06           0              4＋C06              83           80
F03           0              4＋F03              90           80
C07           0              4＋C07              83           80
G03           0              4＋G03              83           80
G04           0              4＋G04              87           80
H03           0              4＋H03              87           80
C08           0              4＋C08              83           80
G05           0              4＋G05              87           80
J04           0              4＋J04              90           80
C09           0              4＋C09              83           80
C10           0              4＋C10              87           80
G06           0              4＋G06              83           80
B06           0              4＋B06              93           80
G07           0              4＋G07              87           80
X01           0              4＋X01              87           80
M04           0              4＋M04              90           80
X02           0              4＋X02              90           80
L03           0              4＋L03              93           80
M05           0              4＋M05              90           80
X03           0              4＋X03              83           80
R02           0              4＋R02              83           80
M06           0              4＋M06              87           80
M07           0              4＋M07              83           80
X04           0              4＋X04              90           80
L04           0              4＋L04              87           80
M08           0              4＋M08              83           80
―――――――――――――――――――――――――――――――――― [Table 31]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
4 80
L02 0 4 + L02 90 80
P01 0 4 + P01 90 80
N01 0 4 + N01 90 80
Q01 0 4 + Q01 90 80
O01 0 4 + O01 90 80
O02 0 4 + O02 90 80
O03 0 4 + O03 90 80
V01 0 4 + V01 90 80
L01 0 4 + L01 90 80
R01 0 4 + R01 90 80
K01 0 4 + K01 95 80
M01 0 4 + M01 90 80
M02 0 4 + M02 90 80
P02 0 4 + P02 90 80
O04 0 4 + O04 90 80
P03 0 4 + P03 90 80
O05 0 4 + O05 90 80
S01 0 4 + S01 90 80
T01 0 4 + T01 90 80
M03 0 4 + M03 90 80
P04 0 4 + P04 90 80
U01 0 4 + U01 90 80
W01 0 4 + W01 90 80
C02 0 4 + C02 90 80
H02 0 4 + H02 90 80
J01 0 4 + J01 90 80
A01 0 4 + A01 95 80
G01 0 4 + G01 90 80
C01 10 4 + C01 90 82
B01 0 4 + B01 90 80
A02 0 4 + A02 90 80
B03 0 4 + B03 90 80
B02 10 4 + B02 95 82
H01 0 4 + H01 90 80
B04 0 4 + B04 90 80
C05 0 4 + C05 95 80
B05 0 4 + B05 90 80
C03 0 4 + C03 90 80
F01 0 4 + F01 90 80
C04 0 4 + C04 95 80
I02 0 4 + I02 95 80
I01 0 4 + I01 90 80
F02 0 4 + F02 90 80
E02 0 4 + E02 90 80
E01 0 4 + E01 90 80
D02 0 4 + D02 90 80
D03 0 4 + D03 95 80
D01 0 4 + D01 95 80
G02 0 4 + G02 95 80
J02 0 4 + J02 87 80
J03 0 4 + J03 90 80
C06 0 4 + C06 83 80
F03 0 4 + F03 90 80
C07 0 4 + C07 83 80
G03 0 4 + G03 83 80
G04 0 4 + G04 87 80
H03 0 4 + H03 87 80
C08 0 4 + C08 83 80
G05 0 4 + G05 87 80
J04 0 4 + J04 90 80
C09 0 4 + C09 83 80
C10 0 4 + C10 87 80
G06 0 4 + G06 83 80
B06 0 4 + B06 93 80
G07 0 4 + G07 87 80
X01 0 4 + X01 87 80
M04 0 4 + M04 90 80
X02 0 4 + X02 90 80
L03 0 4 + L03 93 80
M05 0 4 + M05 90 80
X03 0 4 + X03 83 80
R02 0 4 + R02 83 80
M06 0 4 + M06 87 80
M07 0 4 + M07 83 80
X04 0 4 + X04 90 80
L04 0 4 + L04 87 80
M08 0 4 + M08 83 80
――――――――――――――――――――――――――――――――――
［第３２表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
5            80
L02           0              5＋L02              85           80
P01           0              5＋P01              90           80
N01           0              5＋N01              90           80
Q01           0              5＋Q01              90           80
O01           0              5＋O01              90           80
O02           0              5＋O02              90           80
O03           0              5＋O03              90           80
V01           0              5＋V01              90           80
L01           0              5＋L01              90           80
R01           0              5＋R01              90           80
K01           0              5＋K01              90           80
M01           0              5＋M01              85           80
M02           0              5＋M02              90           80
P02           0              5＋P02              90           80
O04           0              5＋O04              90           80
P03           0              5＋P03              90           80
O05           0              5＋O05              90           80
S01           0              5＋S01              90           80
T01           0              5＋T01              90           80
M03           0              5＋M03              90           80
P04           0              5＋P04              90           80
U01           0              5＋U01              90           80
W01           0              5＋W01              90           80
C02           0              5＋C02              90           80
H02           0              5＋H02              90           80
J01           0              5＋J01              90           80
A01           0              5＋A01              90           80
G01           0              5＋G01              90           80
C01          10              5＋C01              90           82
B01           0              5＋B01              90           80
A02           0              5＋A02              90           80
B03           0              5＋B03              90           80
B02          10              5＋B02              90           82
H01           0              5＋H01              90           80
B04           0              5＋B04              90           80
C05           0              5＋C05              90           80
B05           0              5＋B05              90           80
C03           0              5＋C03              90           80
F01           0              5＋F01              90           80
C04           0              5＋C04              90           80
I02           0              5＋I02              90           80
I01           0              5＋I01              90           80
F02           0              5＋F02              90           80
E02           0              5＋E02              90           80
E01           0              5＋E01              90           80
D02           0              5＋D02              90           80
D03           0              5＋D03              90           80
D01           0              5＋D01              90           80
G02           0              5＋G02              90           80
J02           0              5＋J02              85           80
J03           0              5＋J03              85           80
C06           0              5＋C06              85           80
F03           0              5＋F03              85           80
C07           0              5＋C07              85           80
G03           0              5＋G03              90           80
G04           0              5＋G04              85           80
H03           0              5＋H03              85           80
C08           0              5＋C08              85           80
G05           0              5＋G05              90           80
J04           0              5＋J04              85           80
C09           0              5＋C09              85           80
C10           0              5＋C10              85           80
G06           0              5＋G06              85           80
B06           0              5＋B06              85           80
G07           0              5＋G07              90           80
X01           0              5＋X01              90           80
M04           0              5＋M04              85           80
X02           0              5＋X02              85           80
L03           0              5＋L03              85           80
M05           0              5＋M05              85           80
X03           0              5＋X03              85           80
R02           0              5＋R02              90           80
M06           0              5＋M06              85           80
M07           0              5＋M07              85           80
X04           0              5＋X04              85           80
L04           0              5＋L04              85           80
M08           0              5＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 32]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
5 80
L02 0 5 + L02 85 80
P01 0 5 + P01 90 80
N01 0 5 + N01 90 80
Q01 0 5 + Q01 90 80
O01 0 5 + O01 90 80
O02 0 5 + O02 90 80
O03 0 5 + O03 90 80
V01 0 5 + V01 90 80
L01 0 5 + L01 90 80
R01 0 5 + R01 90 80
K01 0 5 + K01 90 80
M01 0 5 + M01 85 80
M02 0 5 + M02 90 80
P02 0 5 + P02 90 80
O04 0 5 + O04 90 80
P03 0 5 + P03 90 80
O05 0 5 + O05 90 80
S01 0 5 + S01 90 80
T01 0 5 + T01 90 80
M03 0 5 + M03 90 80
P04 0 5 + P04 90 80
U01 0 5 + U01 90 80
W01 0 5 + W01 90 80
C02 0 5 + C02 90 80
H02 0 5 + H02 90 80
J01 0 5 + J01 90 80
A01 0 5 + A01 90 80
G01 0 5 + G01 90 80
C01 10 5 + C01 90 82
B01 0 5 + B01 90 80
A02 0 5 + A02 90 80
B03 0 5 + B03 90 80
B02 10 5 + B02 90 82
H01 0 5 + H01 90 80
B04 0 5 + B04 90 80
C05 0 5 + C05 90 80
B05 0 5 + B05 90 80
C03 0 5 + C03 90 80
F01 0 5 + F01 90 80
C04 0 5 + C04 90 80
I02 0 5 + I02 90 80
I01 0 5 + I01 90 80
F02 0 5 + F02 90 80
E02 0 5 + E02 90 80
E01 0 5 + E01 90 80
D02 0 5 + D02 90 80
D03 0 5 + D03 90 80
D01 0 5 + D01 90 80
G02 0 5 + G02 90 80
J02 0 5 + J02 85 80
J03 0 5 + J03 85 80
C06 0 5 + C06 85 80
F03 0 5 + F03 85 80
C07 0 5 + C07 85 80
G03 0 5 + G03 90 80
G04 0 5 + G04 85 80
H03 0 5 + H03 85 80
C08 0 5 + C08 85 80
G05 0 5 + G05 90 80
J04 0 5 + J04 85 80
C09 0 5 + C09 85 80
C10 0 5 + C10 85 80
G06 0 5 + G06 85 80
B06 0 5 + B06 85 80
G07 0 5 + G07 90 80
X01 0 5 + X01 90 80
M04 0 5 + M04 85 80
X02 0 5 + X02 85 80
L03 0 5 + L03 85 80
M05 0 5 + M05 85 80
X03 0 5 + X03 85 80
R02 0 5 + R02 90 80
M06 0 5 + M06 85 80
M07 0 5 + M07 85 80
X04 0 5 + X04 85 80
L04 0 5 + L04 85 80
M08 0 5 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３３表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
6            80
L02           0              6＋L02              90           80
P01           0              6＋P01              90           80
N01           0              6＋N01              90           80
Q01           0              6＋Q01              90           80
O01           0              6＋O01              90           80
O02           0              6＋O02              90           80
O03           0              6＋O03              90           80
V01           0              6＋V01              90           80
L01           0              6＋L01              90           80
R01           0              6＋R01              90           80
K01           0              6＋K01              90           80
M01           0              6＋M01              90           80
M02           0              6＋M02              90           80
P02           0              6＋P02              90           80
O04           0              6＋O04              90           80
P03           0              6＋P03              90           80
O05           0              6＋O05              90           80
S01           0              6＋S01              85           80
T01           0              6＋T01              90           80
M03           0              6＋M03              90           80
P04           0              6＋P04              90           80
U01           0              6＋U01              90           80
W01           0              6＋W01              90           80
C02           0              6＋C02              90           80
H02           0              6＋H02              90           80
J01           0              6＋J01              90           80
A01           0              6＋A01              90           80
G01           0              6＋G01              90           80
C01          10              6＋C01              90           82
B01           0              6＋B01              90           80
A02           0              6＋A02              90           80
B03           0              6＋B03              90           80
B02          10              6＋B02              90           82
H01           0              6＋H01              90           80
B04           0              6＋B04              90           80
C05           0              6＋C05              85           80
B05           0              6＋B05              90           80
C03           0              6＋C03              85           80
F01           0              6＋F01              85           80
C04           0              6＋C04              90           80
I02           0              6＋I02              90           80
I01           0              6＋I01              85           80
F02           0              6＋F02              85           80
E02           0              6＋E02              90           80
E01           0              6＋E01              90           80
D02           0              6＋D02              90           80
D03           0              6＋D03              90           80
D01           0              6＋D01              90           80
G02           0              6＋G02              90           80
J02           0              6＋J02              85           80
J03           0              6＋J03              85           80
C06           0              6＋C06              90           80
F03           0              6＋F03              85           80
C07           0              6＋C07              85           80
G03           0              6＋G03              85           80
G04           0              6＋G04              85           80
H03           0              6＋H03              85           80
C08           0              6＋C08              85           80
G05           0              6＋G05              90           80
J04           0              6＋J04              85           80
C09           0              6＋C09              85           80
C10           0              6＋C10              90           80
G06           0              6＋G06              85           80
B06           0              6＋B06              85           80
G07           0              6＋G07              85           80
X01           0              6＋X01              85           80
M04           0              6＋M04              85           80
X02           0              6＋X02              85           80
L03           0              6＋L03              85           80
M05           0              6＋M05              85           80
X03           0              6＋X03              85           80
R02           0              6＋R02              85           80
M06           0              6＋M06              90           80
M07           0              6＋M07              85           80
X04           0              6＋X04              90           80
L04           0              6＋L04              85           80
M08           0              6＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 33]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
6 80
L02 0 6 + L02 90 80
P01 0 6 + P01 90 80
N01 0 6 + N01 90 80
Q01 0 6 + Q01 90 80
O01 0 6 + O01 90 80
O02 0 6 + O02 90 80
O03 0 6 + O03 90 80
V01 0 6 + V01 90 80
L01 0 6 + L01 90 80
R01 0 6 + R01 90 80
K01 0 6 + K01 90 80
M01 0 6 + M01 90 80
M02 0 6 + M02 90 80
P02 0 6 + P02 90 80
O04 0 6 + O04 90 80
P03 0 6 + P03 90 80
O05 0 6 + O05 90 80
S01 0 6 + S01 85 80
T01 0 6 + T01 90 80
M03 0 6 + M03 90 80
P04 0 6 + P04 90 80
U01 0 6 + U01 90 80
W01 0 6 + W01 90 80
C02 0 6 + C02 90 80
H02 0 6 + H02 90 80
J01 0 6 + J01 90 80
A01 0 6 + A01 90 80
G01 0 6 + G01 90 80
C01 10 6 + C01 90 82
B01 0 6 + B01 90 80
A02 0 6 + A02 90 80
B03 0 6 + B03 90 80
B02 10 6 + B02 90 82
H01 0 6 + H01 90 80
B04 0 6 + B04 90 80
C05 0 6 + C05 85 80
B05 0 6 + B05 90 80
C03 0 6 + C03 85 80
F01 0 6 + F01 85 80
C04 0 6 + C04 90 80
I02 0 6 + I02 90 80
I01 0 6 + I01 85 80
F02 0 6 + F02 85 80
E02 0 6 + E02 90 80
E01 0 6 + E01 90 80
D02 0 6 + D02 90 80
D03 0 6 + D03 90 80
D01 0 6 + D01 90 80
G02 0 6 + G02 90 80
J02 0 6 + J02 85 80
J03 0 6 + J03 85 80
C06 0 6 + C06 90 80
F03 0 6 + F03 85 80
C07 0 6 + C07 85 80
G03 0 6 + G03 85 80
G04 0 6 + G04 85 80
H03 0 6 + H03 85 80
C08 0 6 + C08 85 80
G05 0 6 + G05 90 80
J04 0 6 + J04 85 80
C09 0 6 + C09 85 80
C10 0 6 + C10 90 80
G06 0 6 + G06 85 80
B06 0 6 + B06 85 80
G07 0 6 + G07 85 80
X01 0 6 + X01 85 80
M04 0 6 + M04 85 80
X02 0 6 + X02 85 80
L03 0 6 + L03 85 80
M05 0 6 + M05 85 80
X03 0 6 + X03 85 80
R02 0 6 + R02 85 80
M06 0 6 + M06 90 80
M07 0 6 + M07 85 80
X04 0 6 + X04 90 80
L04 0 6 + L04 85 80
M08 0 6 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３４表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
7            80
L02           0              7＋L02              90           80
P01           0              7＋P01              85           80
N01           0              7＋N01              85           80
Q01           0              7＋Q01              85           80
O01           0              7＋O01              85           80
O02           0              7＋O02              85           80
O03           0              7＋O03              85           80
V01           0              7＋V01              85           80
L01           0              7＋L01              85           80
R01           0              7＋R01              85           80
K01           0              7＋K01              85           80
M01           0              7＋M01              85           80
M02           0              7＋M02              85           80
P02           0              7＋P02              85           80
O04           0              7＋O04              85           80
P03           0              7＋P03              85           80
O05           0              7＋O05              85           80
S01           0              7＋S01              85           80
T01           0              7＋T01              85           80
M03           0              7＋M03              85           80
P04           0              7＋P04              85           80
U01           0              7＋U01              85           80
W01           0              7＋W01              85           80
C02           0              7＋C02              85           80
H02           0              7＋H02              85           80
J01           0              7＋J01              85           80
A01           0              7＋A01              90           80
G01           0              7＋G01              85           80
C01          10              7＋C01              85           82
B01           0              7＋B01              85           80
A02           0              7＋A02              85           80
B03           0              7＋B03              85           80
B02          10              7＋B02              85           82
H01           0              7＋H01              85           80
B04           0              7＋B04              85           80
C05           0              7＋C05              85           80
B05           0              7＋B05              85           80
C03           0              7＋C03              85           80
F01           0              7＋F01              85           80
C04           0              7＋C04              85           80
I02           0              7＋I02              85           80
I01           0              7＋I01              85           80
F02           0              7＋F02              85           80
E02           0              7＋E02              85           80
E01           0              7＋E01              90           80
D02           0              7＋D02              85           80
D03           0              7＋D03              90           80
D01           0              7＋D01              85           80
G02           0              7＋G02              85           80
J02           0              7＋J02              85           80
J03           0              7＋J03              85           80
C06           0              7＋C06              85           80
F03           0              7＋F03              85           80
C07           0              7＋C07              90           80
G03           0              7＋G03              85           80
G04           0              7＋G04              85           80
H03           0              7＋H03              90           80
C08           0              7＋C08              85           80
G05           0              7＋G05              90           80
J04           0              7＋J04              85           80
C09           0              7＋C09              85           80
C10           0              7＋C10              90           80
G06           0              7＋G06              85           80
B06           0              7＋B06              85           80
G07           0              7＋G07              90           80
X01           0              7＋X01              85           80
M04           0              7＋M04              85           80
X02           0              7＋X02              85           80
L03           0              7＋L03              85           80
M05           0              7＋M05              85           80
X03           0              7＋X03              85           80
R02           0              7＋R02              85           80
M06           0              7＋M06              85           80
M07           0              7＋M07              85           80
X04           0              7＋X04              85           80
L04           0              7＋L04              85           80
M08           0              7＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 34]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
7 80
L02 0 7 + L02 90 80
P01 0 7 + P01 85 80
N01 0 7 + N01 85 80
Q01 0 7 + Q01 85 80
O01 0 7 + O01 85 80
O02 0 7 + O02 85 80
O03 0 7 + O03 85 80
V01 0 7 + V01 85 80
L01 0 7 + L01 85 80
R01 0 7 + R01 85 80
K01 0 7 + K01 85 80
M01 0 7 + M01 85 80
M02 0 7 + M02 85 80
P02 0 7 + P02 85 80
O04 0 7 + O04 85 80
P03 0 7 + P03 85 80
O05 0 7 + O05 85 80
S01 0 7 + S01 85 80
T01 0 7 + T01 85 80
M03 0 7 + M03 85 80
P04 0 7 + P04 85 80
U01 0 7 + U01 85 80
W01 0 7 + W01 85 80
C02 0 7 + C02 85 80
H02 0 7 + H02 85 80
J01 0 7 + J01 85 80
A01 0 7 + A01 90 80
G01 0 7 + G01 85 80
C01 10 7 + C01 85 82
B01 0 7 + B01 85 80
A02 0 7 + A02 85 80
B03 0 7 + B03 85 80
B02 10 7 + B02 85 82
H01 0 7 + H01 85 80
B04 0 7 + B04 85 80
C05 0 7 + C05 85 80
B05 0 7 + B05 85 80
C03 0 7 + C03 85 80
F01 0 7 + F01 85 80
C04 0 7 + C04 85 80
I02 0 7 + I02 85 80
I01 0 7 + I01 85 80
F02 0 7 + F02 85 80
E02 0 7 + E02 85 80
E01 0 7 + E01 90 80
D02 0 7 + D02 85 80
D03 0 7 + D03 90 80
D01 0 7 + D01 85 80
G02 0 7 + G02 85 80
J02 0 7 + J02 85 80
J03 0 7 + J03 85 80
C06 0 7 + C06 85 80
F03 0 7 + F03 85 80
C07 0 7 + C07 90 80
G03 0 7 + G03 85 80
G04 0 7 + G04 85 80
H03 0 7 + H03 90 80
C08 0 7 + C08 85 80
G05 0 7 + G05 90 80
J04 0 7 + J04 85 80
C09 0 7 + C09 85 80
C10 0 7 + C10 90 80
G06 0 7 + G06 85 80
B06 0 7 + B06 85 80
G07 0 7 + G07 90 80
X01 0 7 + X01 85 80
M04 0 7 + M04 85 80
X02 0 7 + X02 85 80
L03 0 7 + L03 85 80
M05 0 7 + M05 85 80
X03 0 7 + X03 85 80
R02 0 7 + R02 85 80
M06 0 7 + M06 85 80
M07 0 7 + M07 85 80
X04 0 7 + X04 85 80
L04 0 7 + L04 85 80
M08 0 7 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３５表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
8            80
L02           0              8＋L02              85           80
P01           0              8＋P01              85           80
N01           0              8＋N01              85           80
Q01           0              8＋Q01              85           80
O01           0              8＋O01              90           80
O02           0              8＋O02              85           80
O03           0              8＋O03              85           80
V01           0              8＋V01              85           80
L01           0              8＋L01              85           80
R01           0              8＋R01              85           80
K01           0              8＋K01              85           80
M01           0              8＋M01              85           80
M02           0              8＋M02              90           80
P02           0              8＋P02              85           80
O04           0              8＋O04              85           80
P03           0              8＋P03              85           80
O05           0              8＋O05              90           80
S01           0              8＋S01              85           80
T01           0              8＋T01              85           80
M03           0              8＋M03              90           80
P04           0              8＋P04              85           80
U01           0              8＋U01              85           80
W01           0              8＋W01              85           80
C02           0              8＋C02              85           80
H02           0              8＋H02              85           80
J01           0              8＋J01              85           80
A01           0              8＋A01              85           80
G01           0              8＋G01              85           80
C01           0              8＋C01              90           80
B01           0              8＋B01              85           80
A02           0              8＋A02              85           80
B03           0              8＋B03              85           80
B02           0              8＋B02              85           80
H01           0              8＋H01              85           80
B04           0              8＋B04              85           80
C05           0              8＋C05              85           80
B05           0              8＋B05              85           80
C03           0              8＋C03              85           80
F01           0              8＋F01              85           80
C04           0              8＋C04              85           80
I02           0              8＋I02              85           80
I01           0              8＋I01              85           80
F02           0              8＋F02              85           80
E02           0              8＋E02              85           80
E01           0              8＋E01              85           80
D02           0              8＋D02              85           80
D03           0              8＋D03              85           80
D01           0              8＋D01              90           80
G02           0              8＋G02              85           80
J02           0              8＋J02              85           80
J03           0              8＋J03              85           80
C06           0              8＋C06              85           80
F03           0              8＋F03              85           80
C07           0              8＋C07              90           80
G03           0              8＋G03              85           80
G04           0              8＋G04              85           80
H03           0              8＋H03              85           80
C08           0              8＋C08              90           80
G05           0              8＋G05              85           80
J04           0              8＋J04              90           80
C09           0              8＋C09              85           80
C10           0              8＋C10              85           80
G06           0              8＋G06              85           80
B06           0              8＋B06              85           80
G07           0              8＋G07              85           80
X01           0              8＋X01              85           80
M04           0              8＋M04              85           80
X02           0              8＋X02              85           80
L03           0              8＋L03              90           80
M05           0              8＋M05              85           80
X03           0              8＋X03              85           80
R02           0              8＋R02              90           80
M06           0              8＋M06              85           80
M07           0              8＋M07              85           80
X04           0              8＋X04              85           80
L04           0              8＋L04              85           80
M08           0              8＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 35]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
8 80
L02 0 8 + L02 85 80
P01 0 8 + P01 85 80
N01 0 8 + N01 85 80
Q01 0 8 + Q01 85 80
O01 0 8 + O01 90 80
O02 0 8 + O02 85 80
O03 0 8 + O03 85 80
V01 0 8 + V01 85 80
L01 0 8 + L01 85 80
R01 0 8 + R01 85 80
K01 0 8 + K01 85 80
M01 0 8 + M01 85 80
M02 0 8 + M02 90 80
P02 0 8 + P02 85 80
O04 0 8 + O04 85 80
P03 0 8 + P03 85 80
O05 0 8 + O05 90 80
S01 0 8 + S01 85 80
T01 0 8 + T01 85 80
M03 0 8 + M03 90 80
P04 0 8 + P04 85 80
U01 0 8 + U01 85 80
W01 0 8 + W01 85 80
C02 0 8 + C02 85 80
H02 0 8 + H02 85 80
J01 0 8 + J01 85 80
A01 0 8 + A01 85 80
G01 0 8 + G01 85 80
C01 0 8 + C01 90 80
B01 0 8 + B01 85 80
A02 0 8 + A02 85 80
B03 0 8 + B03 85 80
B02 0 8 + B02 85 80
H01 0 8 + H01 85 80
B04 0 8 + B04 85 80
C05 0 8 + C05 85 80
B05 0 8 + B05 85 80
C03 0 8 + C03 85 80
F01 0 8 + F01 85 80
C04 0 8 + C04 85 80
I02 0 8 + I02 85 80
I01 0 8 + I01 85 80
F02 0 8 + F02 85 80
E02 0 8 + E02 85 80
E01 0 8 + E01 85 80
D02 0 8 + D02 85 80
D03 0 8 + D03 85 80
D01 0 8 + D01 90 80
G02 0 8 + G02 85 80
J02 0 8 + J02 85 80
J03 0 8 + J03 85 80
C06 0 8 + C06 85 80
F03 0 8 + F03 85 80
C07 0 8 + C07 90 80
G03 0 8 + G03 85 80
G04 0 8 + G04 85 80
H03 0 8 + H03 85 80
C08 0 8 + C08 90 80
G05 0 8 + G05 85 80
J04 0 8 + J04 90 80
C09 0 8 + C09 85 80
C10 0 8 + C10 85 80
G06 0 8 + G06 85 80
B06 0 8 + B06 85 80
G07 0 8 + G07 85 80
X01 0 8 + X01 85 80
M04 0 8 + M04 85 80
X02 0 8 + X02 85 80
L03 0 8 + L03 90 80
M05 0 8 + M05 85 80
X03 0 8 + X03 85 80
R02 0 8 + R02 90 80
M06 0 8 + M06 85 80
M07 0 8 + M07 85 80
X04 0 8 + X04 85 80
L04 0 8 + L04 85 80
M08 0 8 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３６表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
9            80
L02           0              9＋L02              85           80
P01           0              9＋P01              85           80
N01           0              9＋N01              85           80
Q01           0              9＋Q01              90           80
O01           0              9＋O01              85           80
O02           0              9＋O02              85           80
O03           0              9＋O03              85           80
V01           0              9＋V01              85           80
L01           0              9＋L01              85           80
R01           0              9＋R01              85           80
K01           0              9＋K01              85           80
M01           0              9＋M01              85           80
M02           0              9＋M02              85           80
P02           0              9＋P02              85           80
O04           0              9＋O04              85           80
P03           0              9＋P03              90           80
O05           0              9＋O05              85           80
S01           0              9＋S01              85           80
T01           0              9＋T01              90           80
M03           0              9＋M03              85           80
P04           0              9＋P04              85           80
U01           0              9＋U01              85           80
W01           0              9＋W01              85           80
C02           0              9＋C02              85           80
H02           0              9＋H02              85           80
J01           0              9＋J01              85           80
A01           0              9＋A01              90           80
G01           0              9＋G01              85           80
C01           0              9＋C01              85           80
B01           0              9＋B01              85           80
A02           0              9＋A02              90           80
B03           0              9＋B03              85           80
B02           0              9＋B02              85           80
H01           0              9＋H01              85           80
B04           0              9＋B04              85           80
C05           0              9＋C05              85           80
B05           0              9＋B05              85           80
C03           0              9＋C03              85           80
F01           0              9＋F01              85           80
C04           0              9＋C04              85           80
I02           0              9＋I02              85           80
I01           0              9＋I01              85           80
F02           0              9＋F02              85           80
E02           0              9＋E02              90           80
E01           0              9＋E01              85           80
D02           0              9＋D02              85           80
D03           0              9＋D03              90           80
D01           0              9＋D01              85           80
G02           0              9＋G02              85           80
J02           0              9＋J02              85           80
J03           0              9＋J03              85           80
C06           0              9＋C06              85           80
F03           0              9＋F03              90           80
C07           0              9＋C07              85           80
G03           0              9＋G03              85           80
G04           0              9＋G04              90           80
H03           0              9＋H03              85           80
C08           0              9＋C08              85           80
G05           0              9＋G05              90           80
J04           0              9＋J04              85           80
C09           0              9＋C09              85           80
C10           0              9＋C10              85           80
G06           0              9＋G06              85           80
B06           0              9＋B06              85           80
G07           0              9＋G07              85           80
X01           0              9＋X01              85           80
M04           0              9＋M04              85           80
X02           0              9＋X02              85           80
L03           0              9＋L03              90           80
M05           0              9＋M05              85           80
X03           0              9＋X03              85           80
R02           0              9＋R02              85           80
M06           0              9＋M06              85           80
M07           0              9＋M07              85           80
X04           0              9＋X04              85           80
L04           0              9＋L04              85           80
M08           0              9＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 36]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
9 80
L02 0 9 + L02 85 80
P01 0 9 + P01 85 80
N01 0 9 + N01 85 80
Q01 0 9 + Q01 90 80
O01 0 9 + O01 85 80
O02 0 9 + O02 85 80
O03 0 9 + O03 85 80
V01 0 9 + V01 85 80
L01 0 9 + L01 85 80
R01 0 9 + R01 85 80
K01 0 9 + K01 85 80
M01 0 9 + M01 85 80
M02 0 9 + M02 85 80
P02 0 9 + P02 85 80
O04 0 9 + O04 85 80
P03 0 9 + P03 90 80
O05 0 9 + O05 85 80
S01 0 9 + S01 85 80
T01 0 9 + T01 90 80
M03 0 9 + M03 85 80
P04 0 9 + P04 85 80
U01 0 9 + U01 85 80
W01 0 9 + W01 85 80
C02 0 9 + C02 85 80
H02 0 9 + H02 85 80
J01 0 9 + J01 85 80
A01 0 9 + A01 90 80
G01 0 9 + G01 85 80
C01 0 9 + C01 85 80
B01 0 9 + B01 85 80
A02 0 9 + A02 90 80
B03 0 9 + B03 85 80
B02 0 9 + B02 85 80
H01 0 9 + H01 85 80
B04 0 9 + B04 85 80
C05 0 9 + C05 85 80
B05 0 9 + B05 85 80
C03 0 9 + C03 85 80
F01 0 9 + F01 85 80
C04 0 9 + C04 85 80
I02 0 9 + I02 85 80
I01 0 9 + I01 85 80
F02 0 9 + F02 85 80
E02 0 9 + E02 90 80
E01 0 9 + E01 85 80
D02 0 9 + D02 85 80
D03 0 9 + D03 90 80
D01 0 9 + D01 85 80
G02 0 9 + G02 85 80
J02 0 9 + J02 85 80
J03 0 9 + J03 85 80
C06 0 9 + C06 85 80
F03 0 9 + F03 90 80
C07 0 9 + C07 85 80
G03 0 9 + G03 85 80
G04 0 9 + G04 90 80
H03 0 9 + H03 85 80
C08 0 9 + C08 85 80
G05 0 9 + G05 90 80
J04 0 9 + J04 85 80
C09 0 9 + C09 85 80
C10 0 9 + C10 85 80
G06 0 9 + G06 85 80
B06 0 9 + B06 85 80
G07 0 9 + G07 85 80
X01 0 9 + X01 85 80
M04 0 9 + M04 85 80
X02 0 9 + X02 85 80
L03 0 9 + L03 90 80
M05 0 9 + M05 85 80
X03 0 9 + X03 85 80
R02 0 9 + R02 85 80
M06 0 9 + M06 85 80
M07 0 9 + M07 85 80
X04 0 9 + X04 85 80
L04 0 9 + L04 85 80
M08 0 9 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３７表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
10           80
L02           0             10＋L02              85           80
P01           0             10＋P01              85           80
N01           0             10＋N01              90           80
Q01           0             10＋Q01              85           80
O01           0             10＋O01              85           80
O02           0             10＋O02              85           80
O03           0             10＋O03              85           80
V01           0             10＋V01              85           80
L01           0             10＋L01              85           80
R01           0             10＋R01              85           80
K01           0             10＋K01              85           80
M02           0             10＋M02              85           80
P02           0             10＋P02              85           80
O04           0             10＋O04              85           80
P03           0             10＋P03              85           80
O05           0             10＋O05              85           80
S01           0             10＋S01              85           80
T01           0             10＋T01              85           80
M03           0             10＋M03              85           80
P04           0             10＋P04              85           80
U01           0             10＋U01              85           80
W01           0             10＋W01              85           80
C02           0             10＋C02              85           80
H02           0             10＋H02              85           80
J01           0             10＋J01              85           80
A01           0             10＋A01              85           80
G01           0             10＋G01              85           80
C01           0             10＋C01              85           80
B01           0             10＋B01              85           80
A02           0             10＋A02              85           80
B03           0             10＋B03              85           80
B02           0             10＋B02              85           80
H01           0             10＋H01              85           80
B04           0             10＋B04              85           80
C05           0             10＋C05              85           80
B05           0             10＋B05              85           80
C03           0             10＋C03              85           80
F01           0             10＋F01              85           80
C04           0             10＋C04              85           80
I02           0             10＋I02              90           80
I01           0             10＋I01              85           80
F02           0             10＋F02              85           80
E02           0             10＋E02              85           80
E01           0             10＋E01              85           80
D02           0             10＋D02              85           80
D03           0             10＋D03              85           80
D01           0             10＋D01              85           80
G02           0             10＋G02              85           80
J02           0             10＋J02              85           80
J03           0             10＋J03              85           80
C06           0             10＋C06              85           80
F03           0             10＋F03              90           80
C07           0             10＋C07              85           80
G03           0             10＋G03              85           80
G04           0             10＋G04              85           80
H03           0             10＋H03              85           80
C08           0             10＋C08              85           80
G05           0             10＋G05              85           80
J04           0             10＋J04              90           80
C09           0             10＋C09              85           80
C10           0             10＋C10              90           80
G06           0             10＋G06              85           80
B06           0             10＋B06              85           80
G07           0             10＋G07              85           80
X01           0             10＋X01              85           80
M04           0             10＋M04              85           80
X02           0             10＋X02              85           80
L03           0             10＋L03              85           80
M05           0             10＋M05              85           80
X03           0             10＋X03              85           80
R02           0             10＋R02              85           80
M06           0             10＋M06              85           80
M07           0             10＋M07              85           80
X04           0             10＋X04              85           80
L04           0             10＋L04              85           80
M08           0             10＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 37]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
10 80
L02 0 10 + L02 85 80
P01 0 10 + P01 85 80
N01 0 10 + N01 90 80
Q01 0 10 + Q01 85 80
O01 0 10 + O01 85 80
O02 0 10 + O02 85 80
O03 0 10 + O03 85 80
V01 0 10 + V01 85 80
L01 0 10 + L01 85 80
R01 0 10 + R01 85 80
K01 0 10 + K01 85 80
M02 0 10 + M02 85 80
P02 0 10 + P02 85 80
O04 0 10 + O04 85 80
P03 0 10 + P03 85 80
O05 0 10 + O05 85 80
S01 0 10 + S01 85 80
T01 0 10 + T01 85 80
M03 0 10 + M03 85 80
P04 0 10 + P04 85 80
U01 0 10 + U01 85 80
W01 0 10 + W01 85 80
C02 0 10 + C02 85 80
H02 0 10 + H02 85 80
J01 0 10 + J01 85 80
A01 0 10 + A01 85 80
G01 0 10 + G01 85 80
C01 0 10 + C01 85 80
B01 0 10 + B01 85 80
A02 0 10 + A02 85 80
B03 0 10 + B03 85 80
B02 0 10 + B02 85 80
H01 0 10 + H01 85 80
B04 0 10 + B04 85 80
C05 0 10 + C05 85 80
B05 0 10 + B05 85 80
C03 0 10 + C03 85 80
F01 0 10 + F01 85 80
C04 0 10 + C04 85 80
I02 0 10 + I02 90 80
I01 0 10 + I01 85 80
F02 0 10 + F02 85 80
E02 0 10 + E02 85 80
E01 0 10 + E01 85 80
D02 0 10 + D02 85 80
D03 0 10 + D03 85 80
D01 0 10 + D01 85 80
G02 0 10 + G02 85 80
J02 0 10 + J02 85 80
J03 0 10 + J03 85 80
C06 0 10 + C06 85 80
F03 0 10 + F03 90 80
C07 0 10 + C07 85 80
G03 0 10 + G03 85 80
G04 0 10 + G04 85 80
H03 0 10 + H03 85 80
C08 0 10 + C08 85 80
G05 0 10 + G05 85 80
J04 0 10 + J04 90 80
C09 0 10 + C09 85 80
C10 0 10 + C10 90 80
G06 0 10 + G06 85 80
B06 0 10 + B06 85 80
G07 0 10 + G07 85 80
X01 0 10 + X01 85 80
M04 0 10 + M04 85 80
X02 0 10 + X02 85 80
L03 0 10 + L03 85 80
M05 0 10 + M05 85 80
X03 0 10 + X03 85 80
R02 0 10 + R02 85 80
M06 0 10 + M06 85 80
M07 0 10 + M07 85 80
X04 0 10 + X04 85 80
L04 0 10 + L04 85 80
M08 0 10 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３８表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.             観察値       理論値
(100ppm)    (%)        (100ppm＋100ppm)         (%)          (%)
――――――――――――――――――――――――――――――――――
11           80
L02           0             11＋L02              85           80
P01           0             11＋P01              85           80
N01           0             11＋N01              85           80
Q01           0             11＋Q01              85           80
O01           0             11＋O01              85           80
O02           0             11＋O02              85           80
O03           0             11＋O03              85           80
V01           0             11＋V01              85           80
L01           0             11＋L01              85           80
R01           0             11＋R01              85           80
K01           0             11＋K01              85           80
M02           0             11＋M02              85           80
P02           0             11＋P02              85           80
O04           0             11＋O04              85           80
P03           0             11＋P03              85           80
O05           0             11＋O05              85           80
S01           0             11＋S01              90           80
T01           0             11＋T01              90           80
M03           0             11＋M03              85           80
P04           0             11＋P04              85           80
U01           0             11＋U01              85           80
W01           0             11＋W01              90           80
C02           0             11＋C02              85           80
H02           0             11＋H02              85           80
J01           0             11＋J01              85           80
A01           0             11＋A01              90           80
G01           0             11＋G01              85           80
C01           0             11＋C01              85           80
B01           0             11＋B01              85           80
A02           0             11＋A02              85           80
B03           0             11＋B03              85           80
B02           0             11＋B02              85           80
H01           0             11＋H01              85           80
B04           0             11＋B04              85           80
C05           0             11＋C05              85           80
B05           0             11＋B05              85           80
C03           0             11＋C03              90           80
F01           0             11＋F01              85           80
C04           0             11＋C04              85           80
I02           0             11＋I02              90           80
I01           0             11＋I01              85           80
F02           0             11＋F02              85           80
E02           0             11＋E02              85           80
E01           0             11＋E01              90           80
D02           0             11＋D02              90           80
D03           0             11＋D03              85           80
D01           0             11＋D01              85           80
G02           0             11＋G02              85           80
J02           0             11＋J02              85           80
J03           0             11＋J03              85           80
C06           0             11＋C06              85           80
F03           0             11＋F03              85           80
C07           0             11＋C07              85           80
G03           0             11＋G03              85           80
G04           0             11＋G04              85           80
H03           0             11＋H03              85           80
C08           0             11＋C08              85           80
G05           0             11＋G05              85           80
J04           0             11＋J04              85           80
C09           0             11＋C09              85           80
C10           0             11＋C10              85           80
G06           0             11＋G06              85           80
B06           0             11＋B06              85           80
G07           0             11＋G07              85           80
X01           0             11＋X01              85           80
M04           0             11＋M04              85           80
X02           0             11＋X02              85           80
L03           0             11＋L03              85           80
M05           0             11＋M05              85           80
X03           0             11＋X03              85           80
R02           0             11＋R02              85           80
M06           0             11＋M06              85           80
M07           0             11＋M07              85           80
X04           0             11＋X04              85           80
L04           0             11＋L04              85           80
M08           0             11＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 38]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
11 80
L02 0 11 + L02 85 80
P01 0 11 + P01 85 80
N01 0 11 + N01 85 80
Q01 0 11 + Q01 85 80
O01 0 11 + O01 85 80
O02 0 11 + O02 85 80
O03 0 11 + O03 85 80
V01 0 11 + V01 85 80
L01 0 11 + L01 85 80
R01 0 11 + R01 85 80
K01 0 11 + K01 85 80
M02 0 11 + M02 85 80
P02 0 11 + P02 85 80
O04 0 11 + O04 85 80
P03 0 11 + P03 85 80
O05 0 11 + O05 85 80
S01 0 11 + S01 90 80
T01 0 11 + T01 90 80
M03 0 11 + M03 85 80
P04 0 11 + P04 85 80
U01 0 11 + U01 85 80
W01 0 11 + W01 90 80
C02 0 11 + C02 85 80
H02 0 11 + H02 85 80
J01 0 11 + J01 85 80
A01 0 11 + A01 90 80
G01 0 11 + G01 85 80
C01 0 11 + C01 85 80
B01 0 11 + B01 85 80
A02 0 11 + A02 85 80
B03 0 11 + B03 85 80
B02 0 11 + B02 85 80
H01 0 11 + H01 85 80
B04 0 11 + B04 85 80
C05 0 11 + C05 85 80
B05 0 11 + B05 85 80
C03 0 11 + C03 90 80
F01 0 11 + F01 85 80
C04 0 11 + C04 85 80
I02 0 11 + I02 90 80
I01 0 11 + I01 85 80
F02 0 11 + F02 85 80
E02 0 11 + E02 85 80
E01 0 11 + E01 90 80
D02 0 11 + D02 90 80
D03 0 11 + D03 85 80
D01 0 11 + D01 85 80
G02 0 11 + G02 85 80
J02 0 11 + J02 85 80
J03 0 11 + J03 85 80
C06 0 11 + C06 85 80
F03 0 11 + F03 85 80
C07 0 11 + C07 85 80
G03 0 11 + G03 85 80
G04 0 11 + G04 85 80
H03 0 11 + H03 85 80
C08 0 11 + C08 85 80
G05 0 11 + G05 85 80
J04 0 11 + J04 85 80
C09 0 11 + C09 85 80
C10 0 11 + C10 85 80
G06 0 11 + G06 85 80
B06 0 11 + B06 85 80
G07 0 11 + G07 85 80
X01 0 11 + X01 85 80
M04 0 11 + M04 85 80
X02 0 11 + X02 85 80
L03 0 11 + L03 85 80
M05 0 11 + M05 85 80
X03 0 11 + X03 85 80
R02 0 11 + R02 85 80
M06 0 11 + M06 85 80
M07 0 11 + M07 85 80
X04 0 11 + X04 85 80
L04 0 11 + L04 85 80
M08 0 11 + M08 85 80
――――――――――――――――――――――――――――――――――
［第３９表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.            観察値      理論値
(100ppm)    (%)        (100ppm＋100ppm)        (%)         (%)
――――――――――――――――――――――――――――――――――
22           80
L02           0             22＋L02              85           80
P01           0             22＋P01              85           80
N01           0             22＋N01              85           80
Q01           0             22＋Q01              85           80
O01           0             22＋O01              90           80
O02           0             22＋O02              85           80
O03           0             22＋O03              85           80
V01           0             22＋V01              85           80
L01           0             22＋L01              85           80
R01           0             22＋R01              85           80
K01           0             22＋K01              85           80
M01           0             22＋M01              85           80
M02           0             22＋M02              85           80
P02           0             22＋P02              85           80
O04           0             22＋O04              85           80
P03           0             22＋P03              85           80
O05           0             22＋O05              85           80
S01          10             22＋S01              85           82
T01           0             22＋T01              85           80
M03           0             22＋M03              85           80
P04           0             22＋P04              85           80
U01           0             22＋U01              85           80
W01           0             22＋W01              85           80
C02          10             22＋C02              85           82
H02           0             22＋H02              85           80
J01           0             22＋J01              85           80
A01           0             22＋A01              85           80
G01           0             22＋G01              85           80
C01           0             22＋C01              85           80
B01           0             22＋B01              85           80
A02           0             22＋A02              85           80
B03           0             22＋B03              85           80
B02           0             22＋B02              85           80
H01           0             22＋H01              85           80
B04           0             22＋B04              85           80
C05           0             22＋C05              85           80
B05           0             22＋B05              85           80
C03           0             22＋C03              85           80
F01           0             22＋F01              85           80
C04           0             22＋C04              85           80
I02           0             22＋I02              85           80
I01           0             22＋I01              85           80
F02           0             22＋F02              85           80
E02           0             22＋E02              85           80
E01           0             22＋E01              85           80
D02           0             22＋D02              85           80
D03           0             22＋D03              85           80
D01           0             22＋D01              85           80
G02           0             22＋G02              85           80
J02           0             22＋J02              85           80
J03           0             22＋J03              85           80
C06           0             22＋C06              85           80
F03           0             22＋F03              85           80
C07           0             22＋C07              85           80
G03           0             22＋G03              85           80
G04           0             22＋G04              85           80
H03           0             22＋H03              85           80
C08           0             22＋C08              85           80
G05           0             22＋G05              85           80
J04           0             22＋J04              85           80
C09           0             22＋C09              85           80
C10           0             22＋C10              85           80
G06           0             22＋G06              85           80
B06           0             22＋B06              85           80
G07           0             22＋G07              85           80
X01           0             22＋X01              85           80
M04           0             22＋M04              85           80
X02           0             22＋X02              85           80
L03           0             22＋L03              85           80
M05           0             22＋M05              85           80
X03           0             22＋X03              85           80
R02           0             22＋R02              85           80
M06           0             22＋M06              90           80
M07           0             22＋M07              85           80
X04           0             22＋X04              85           80
L04           0             22＋L04              85           80
M08           0             22＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 39]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
22 80
L02 0 22 + L02 85 80
P01 0 22 + P01 85 80
N01 0 22 + N01 85 80
Q01 0 22 + Q01 85 80
O01 0 22 + O01 90 80
O02 0 22 + O02 85 80
O03 0 22 + O03 85 80
V01 0 22 + V01 85 80
L01 0 22 + L01 85 80
R01 0 22 + R01 85 80
K01 0 22 + K01 85 80
M01 0 22 + M01 85 80
M02 0 22 + M02 85 80
P02 0 22 + P02 85 80
O04 0 22 + O04 85 80
P03 0 22 + P03 85 80
O05 0 22 + O05 85 80
S01 10 22 + S01 85 82
T01 0 22 + T01 85 80
M03 0 22 + M03 85 80
P04 0 22 + P04 85 80
U01 0 22 + U01 85 80
W01 0 22 + W01 85 80
C02 10 22 + C02 85 82
H02 0 22 + H02 85 80
J01 0 22 + J01 85 80
A01 0 22 + A01 85 80
G01 0 22 + G01 85 80
C01 0 22 + C01 85 80
B01 0 22 + B01 85 80
A02 0 22 + A02 85 80
B03 0 22 + B03 85 80
B02 0 22 + B02 85 80
H01 0 22 + H01 85 80
B04 0 22 + B04 85 80
C05 0 22 + C05 85 80
B05 0 22 + B05 85 80
C03 0 22 + C03 85 80
F01 0 22 + F01 85 80
C04 0 22 + C04 85 80
I02 0 22 + I02 85 80
I01 0 22 + I01 85 80
F02 0 22 + F02 85 80
E02 0 22 + E02 85 80
E01 0 22 + E01 85 80
D02 0 22 + D02 85 80
D03 0 22 + D03 85 80
D01 0 22 + D01 85 80
G02 0 22 + G02 85 80
J02 0 22 + J02 85 80
J03 0 22 + J03 85 80
C06 0 22 + C06 85 80
F03 0 22 + F03 85 80
C07 0 22 + C07 85 80
G03 0 22 + G03 85 80
G04 0 22 + G04 85 80
H03 0 22 + H03 85 80
C08 0 22 + C08 85 80
G05 0 22 + G05 85 80
J04 0 22 + J04 85 80
C09 0 22 + C09 85 80
C10 0 22 + C10 85 80
G06 0 22 + G06 85 80
B06 0 22 + B06 85 80
G07 0 22 + G07 85 80
X01 0 22 + X01 85 80
M04 0 22 + M04 85 80
X02 0 22 + X02 85 80
L03 0 22 + L03 85 80
M05 0 22 + M05 85 80
X03 0 22 + X03 85 80
R02 0 22 + R02 85 80
M06 0 22 + M06 90 80
M07 0 22 + M07 85 80
X04 0 22 + X04 85 80
L04 0 22 + L04 85 80
M08 0 22 + M08 85 80
――――――――――――――――――――――――――――――――――
［第４０表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.            観察値      理論値
(100ppm)    (%)        (100ppm＋100ppm)        (%)         (%)
――――――――――――――――――――――――――――――――――
44           80
L02           0             44＋L02              90           80
P01           0             44＋P01              85           80
N01           0             44＋N01              85           80
Q01           0             44＋Q01              85           80
O01           0             44＋O01              90           80
O02           0             44＋O02              85           80
O03           0             44＋O03              85           80
V01           0             44＋V01              85           80
L01           0             44＋L01              90           80
R01           0             44＋R01              85           80
K01           0             44＋K01              90           80
M01           0             44＋M01              85           80
M02           0             44＋M02              95           80
P02           0             44＋P02              90           80
O04          10             44＋O04              90           82
P03           0             44＋P03              90           80
O05           0             44＋O05              85           80
S01           0             44＋S01              90           80
T01           0             44＋T01              90           80
M03           0             44＋M03              90           80
P04           0             44＋P04              90           80
U01           0             44＋U01              90           80
W01           0             44＋W01              90           80
C02           0             44＋C02              85           80
H02           0             44＋H02              90           80
J01           0             44＋J01              90           80
A01           0             44＋A01              85           80
G01           0             44＋G01              85           80
C01           0             44＋C01              90           80
B01           0             44＋B01              90           80
A02           0             44＋A02              90           80
B03           0             44＋B03              85           80
B02           0             44＋B02              90           80
H01           0             44＋H01              90           80
B04           0             44＋B04              90           80
C05           0             44＋C05              85           80
B05           0             44＋B05              90           80
C03           0             44＋C03              90           80
F01           0             44＋F01              85           80
C04           0             44＋C04              95           80
I02           0             44＋I02              90           80
I01           0             44＋I01              90           80
F02           0             44＋F02              90           80
E02           0             44＋E02              90           80
E01           0             44＋E01              85           80
D02           0             44＋D02              90           80
D03           0             44＋D03              85           80
D01           0             44＋D01              85           80
G02           0             44＋G02              85           80
J02           0             44＋J02              90           80
J03           0             44＋J03              90           80
C06           0             44＋C06              90           80
F03           0             44＋F03              85           80
C07           0             44＋C07              90           80
G03           0             44＋G03              90           80
G04          10             44＋G04              90           82
H03           0             44＋H03              95           80
C08           0             44＋C08              90           80
G05           0             44＋G05              90           80
J04           0             44＋J04              90           80
C09           0             44＋C09              85           80
C10           0             44＋C10              85           80
G06           0             44＋G06              85           80
B06           0             44＋B06              90           80
G07           0             44＋G07              85           80
X01          10             44＋X01              90           82
M04           0             44＋M04              90           80
X02           0             44＋X02              90           80
L03           0             44＋L03              90           80
M05           0             44＋M05              90           80
X03           0             44＋X03              90           80
R02           0             44＋R02              90           80
M06           0             44＋M06              85           80
M07           0             44＋M07              85           80
X04           0             44＋X04              95           80
L04           0             44＋L04              90           80
M08           0             44＋M08              90           80
―――――――――――――――――――――――――――――――――― [Table 40]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
44 80
L02 0 44 + L02 90 80
P01 0 44 + P01 85 80
N01 0 44 + N01 85 80
Q01 0 44 + Q01 85 80
O01 0 44 + O01 90 80
O02 0 44 + O02 85 80
O03 0 44 + O03 85 80
V01 0 44 + V01 85 80
L01 0 44 + L01 90 80
R01 0 44 + R01 85 80
K01 0 44 + K01 90 80
M01 0 44 + M01 85 80
M02 0 44 + M02 95 80
P02 0 44 + P02 90 80
O04 10 44 + O04 90 82
P03 0 44 + P03 90 80
O05 0 44 + O05 85 80
S01 0 44 + S01 90 80
T01 0 44 + T01 90 80
M03 0 44 + M03 90 80
P04 0 44 + P04 90 80
U01 0 44 + U01 90 80
W01 0 44 + W01 90 80
C02 0 44 + C02 85 80
H02 0 44 + H02 90 80
J01 0 44 + J01 90 80
A01 0 44 + A01 85 80
G01 0 44 + G01 85 80
C01 0 44 + C01 90 80
B01 0 44 + B01 90 80
A02 0 44 + A02 90 80
B03 0 44 + B03 85 80
B02 0 44 + B02 90 80
H01 0 44 + H01 90 80
B04 0 44 + B04 90 80
C05 0 44 + C05 85 80
B05 0 44 + B05 90 80
C03 0 44 + C03 90 80
F01 0 44 + F01 85 80
C04 0 44 + C04 95 80
I02 0 44 + I02 90 80
I01 0 44 + I01 90 80
F02 0 44 + F02 90 80
E02 0 44 + E02 90 80
E01 0 44 + E01 85 80
D02 0 44 + D02 90 80
D03 0 44 + D03 85 80
D01 0 44 + D01 85 80
G02 0 44 + G02 85 80
J02 0 44 + J02 90 80
J03 0 44 + J03 90 80
C06 0 44 + C06 90 80
F03 0 44 + F03 85 80
C07 0 44 + C07 90 80
G03 0 44 + G03 90 80
G04 10 44 + G04 90 82
H03 0 44 + H03 95 80
C08 0 44 + C08 90 80
G05 0 44 + G05 90 80
J04 0 44 + J04 90 80
C09 0 44 + C09 85 80
C10 0 44 + C10 85 80
G06 0 44 + G06 85 80
B06 0 44 + B06 90 80
G07 0 44 + G07 85 80
X01 10 44 + X01 90 82
M04 0 44 + M04 90 80
X02 0 44 + X02 90 80
L03 0 44 + L03 90 80
M05 0 44 + M05 90 80
X03 0 44 + X03 90 80
R02 0 44 + R02 90 80
M06 0 44 + M06 85 80
M07 0 44 + M07 85 80
X04 0 44 + X04 95 80
L04 0 44 + L04 90 80
M08 0 44 + M08 90 80
――――――――――――――――――――――――――――――――――
［第４１表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.            観察値      理論値
(100ppm)    (%)        (100ppm＋100ppm)        (%)         (%)
――――――――――――――――――――――――――――――――――
46           80
L02           0             46＋L02              90           80
P01           0             46＋P01              90           80
N01           0             46＋N01              95           80
Q01           0             46＋Q01              90           80
O01           0             46＋O01              95           80
O02           0             46＋O02              90           80
O03           0             46＋O03              85           80
V01           0             46＋V01              90           80
L01           0             46＋L01              85           80
R01           0             46＋R01              90           80
K01           0             46＋K01              85           80
M01           0             46＋M01              90           80
M02           0             46＋M02              85           80
P02           0             46＋P02              90           80
O04          10             46＋O04              85           82
P03           0             46＋P03              90           80
O05           0             46＋O05              90           80
S01           0             46＋S01              85           80
T01           0             46＋T01              85           80
M03           0             46＋M03              85           80
P04           0             46＋P04              90           80
U01           0             46＋U01              90           80
W01           0             46＋W01              85           80
C02           0             46＋C02              85           80
H02           0             46＋H02              90           80
J01           0             46＋J01              85           80
A01           0             46＋A01              90           80
G01           0             46＋G01              90           80
C01           0             46＋C01              85           80
B01           0             46＋B01              85           80
A02           0             46＋A02              85           80
B03           0             46＋B03              85           80
B02           0             46＋B02              90           80
H01           0             46＋H01              90           80
B04           0             46＋B04              85           80
C05           0             46＋C05              90           80
B05           0             46＋B05              90           80
C03           0             46＋C03              90           80
F01           0             46＋F01              85           80
C04           0             46＋C04              85           80
I02           0             46＋I02              90           80
I01           0             46＋I01              85           80
F02           0             46＋F02              90           80
E02           0             46＋E02              90           80
E01           0             46＋E01              85           80
D02           0             46＋D02              85           80
D03           0             46＋D03              90           80
D01           0             46＋D01              85           80
G02           0             46＋G02              85           80
J02           0             46＋J02              90           80
J03           0             46＋J03              90           80
C06           0             46＋C06              85           80
F03           0             46＋F03              85           80
C07           0             46＋C07              90           80
G03           0             46＋G03              85           80
G04          10             46＋G04              90           82
H03           0             46＋H03              90           80
C08           0             46＋C08              85           80
G05           0             46＋G05              90           80
J04           0             46＋J04              90           80
C09           0             46＋C09              90           80
C10           0             46＋C10              85           80
G06           0             46＋G06              85           80
B06           0             46＋B06              85           80
G07           0             46＋G07              85           80
X01          10             46＋X01              90           82
M04           0             46＋M04              85           80
X02           0             46＋X02              85           80
L03           0             46＋L03              90           80
M05           0             46＋M05              85           80
X03           0             46＋X03              85           80
R02           0             46＋R02              90           80
M06           0             46＋M06              95           80
M07           0             46＋M07              90           80
X04           0             46＋X04              95           80
L04           0             46＋L04              90           80
M08           0             46＋M08              90           80
―――――――――――――――――――――――――――――――――― [Table 41]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
46 80
L02 0 46 + L02 90 80
P01 0 46 + P01 90 80
N01 0 46 + N01 95 80
Q01 0 46 + Q01 90 80
O01 0 46 + O01 95 80
O02 0 46 + O02 90 80
O03 0 46 + O03 85 80
V01 0 46 + V01 90 80
L01 0 46 + L01 85 80
R01 0 46 + R01 90 80
K01 0 46 + K01 85 80
M01 0 46 + M01 90 80
M02 0 46 + M02 85 80
P02 0 46 + P02 90 80
O04 10 46 + O04 85 82
P03 0 46 + P03 90 80
O05 0 46 + O05 90 80
S01 0 46 + S01 85 80
T01 0 46 + T01 85 80
M03 0 46 + M03 85 80
P04 0 46 + P04 90 80
U01 0 46 + U01 90 80
W01 0 46 + W01 85 80
C02 0 46 + C02 85 80
H02 0 46 + H02 90 80
J01 0 46 + J01 85 80
A01 0 46 + A01 90 80
G01 0 46 + G01 90 80
C01 0 46 + C01 85 80
B01 0 46 + B01 85 80
A02 0 46 + A02 85 80
B03 0 46 + B03 85 80
B02 0 46 + B02 90 80
H01 0 46 + H01 90 80
B04 0 46 + B04 85 80
C05 0 46 + C05 90 80
B05 0 46 + B05 90 80
C03 0 46 + C03 90 80
F01 0 46 + F01 85 80
C04 0 46 + C04 85 80
I02 0 46 + I02 90 80
I01 0 46 + I01 85 80
F02 0 46 + F02 90 80
E02 0 46 + E02 90 80
E01 0 46 + E01 85 80
D02 0 46 + D02 85 80
D03 0 46 + D03 90 80
D01 0 46 + D01 85 80
G02 0 46 + G02 85 80
J02 0 46 + J02 90 80
J03 0 46 + J03 90 80
C06 0 46 + C06 85 80
F03 0 46 + F03 85 80
C07 0 46 + C07 90 80
G03 0 46 + G03 85 80
G04 10 46 + G04 90 82
H03 0 46 + H03 90 80
C08 0 46 + C08 85 80
G05 0 46 + G05 90 80
J04 0 46 + J04 90 80
C09 0 46 + C09 90 80
C10 0 46 + C10 85 80
G06 0 46 + G06 85 80
B06 0 46 + B06 85 80
G07 0 46 + G07 85 80
X01 10 46 + X01 90 82
M04 0 46 + M04 85 80
X02 0 46 + X02 85 80
L03 0 46 + L03 90 80
M05 0 46 + M05 85 80
X03 0 46 + X03 85 80
R02 0 46 + R02 90 80
M06 0 46 + M06 95 80
M07 0 46 + M07 90 80
X04 0 46 + X04 95 80
L04 0 46 + L04 90 80
M08 0 46 + M08 90 80
――――――――――――――――――――――――――――――――――
［第４２表］
――――――――――――――――――――――――――――――――――
No.       観察値              No.            観察値      理論値
(100ppm)    (%)        (100ppm＋100ppm)        (%)         (%)
――――――――――――――――――――――――――――――――――
47           80
L02           0             47＋L02              85           80
P01           0             47＋P01              85           80
N01           0             47＋N01              85           80
Q01           0             47＋Q01              85           80
O01           0             47＋O01              85           80
O02           0             47＋O02              90           80
O03           0             47＋O03              85           80
V01           0             47＋V01              85           80
L01           0             47＋L01              85           80
R01           0             47＋R01              85           80
K01           0             47＋K01              85           80
M01           0             47＋M01              85           80
M02           0             47＋M02              85           80
P02           0             47＋P02              85           80
O04           0             47＋O04              85           80
P03           0             47＋P03              85           80
O05           0             47＋O05              85           80
S01          10             47＋S01              85           82
T01           0             47＋T01              85           80
M03           0             47＋M03              85           80
P04           0             47＋P04              90           80
U01           0             47＋U01              85           80
W01           0             47＋W01              85           80
C02          10             47＋C02              85           82
H02           0             47＋H02              85           80
J01           0             47＋J01              85           80
A01           0             47＋A01              85           80
G01           0             47＋G01              85           80
C01           0             47＋C01              85           80
B01           0             47＋B01              85           80
A02           0             47＋A02              85           80
B03           0             47＋B03              85           80
B02           0             47＋B02              85           80
H01           0             47＋H01              85           80
B04           0             47＋B04              90           80
C05           0             47＋C05              85           80
B05           0             47＋B05              85           80
C03           0             47＋C03              85           80
F01           0             47＋F01              85           80
C04           0             47＋C04              85           80
I02           0             47＋I02              85           80
I01           0             47＋I01              85           80
F02           0             47＋F02              85           80
E02           0             47＋E02              85           80
E01           0             47＋E01              85           80
D02           0             47＋D02              85           80
D03           0             47＋D03              85           80
D01           0             47＋D01              85           80
G02           0             47＋G02              85           80
J02           0             47＋J02              90           80
J03           0             47＋J03              85           80
C06           0             47＋C06              85           80
F03           0             47＋F03              85           80
C07           0             47＋C07              85           80
G03           0             47＋G03              85           80
G04           0             47＋G04              85           80
H03           0             47＋H03              85           80
C08           0             47＋C08              85           80
G05           0             47＋G05              85           80
J04           0             47＋J04              85           80
C09           0             47＋C09              85           80
C10           0             47＋C10              85           80
G06           0             47＋G06              85           80
B06           0             47＋B06              85           80
G07           0             47＋G07              85           80
X01           0             47＋X01              85           80
M04           0             47＋M04              85           80
X02           0             47＋X02              85           80
L03           0             47＋L03              85           80
M05           0             47＋M05              85           80
X03           0             47＋X03              85           80
R02           0             47＋R02              85           80
M06           0             47＋M06              85           80
M07           0             47＋M07              85           80
X04           0             47＋X04              85           80
L04           0             47＋L04              85           80
M08           0             47＋M08              85           80
―――――――――――――――――――――――――――――――――― [Table 42]
――――――――――――――――――――――――――――――――――
No. Observation value No. Observation value Theoretical value
(100ppm) (%) (100ppm + 100ppm) (%) (%)
――――――――――――――――――――――――――――――――――
47 80
L02 0 47 + L02 85 80
P01 0 47 + P01 85 80
N01 0 47 + N01 85 80
Q01 0 47 + Q01 85 80
O01 0 47 + O01 85 80
O02 0 47 + O02 90 80
O03 0 47 + O03 85 80
V01 0 47 + V01 85 80
L01 0 47 + L01 85 80
R01 0 47 + R01 85 80
K01 0 47 + K01 85 80
M01 0 47 + M01 85 80
M02 0 47 + M02 85 80
P02 0 47 + P02 85 80
O04 0 47 + O04 85 80
P03 0 47 + P03 85 80
O05 0 47 + O05 85 80
S01 10 47 + S01 85 82
T01 0 47 + T01 85 80
M03 0 47 + M03 85 80
P04 0 47 + P04 90 80
U01 0 47 + U01 85 80
W01 0 47 + W01 85 80
C02 10 47 + C02 85 82
H02 0 47 + H02 85 80
J01 0 47 + J01 85 80
A01 0 47 + A01 85 80
G01 0 47 + G01 85 80
C01 0 47 + C01 85 80
B01 0 47 + B01 85 80
A02 0 47 + A02 85 80
B03 0 47 + B03 85 80
B02 0 47 + B02 85 80
H01 0 47 + H01 85 80
B04 0 47 + B04 90 80
C05 0 47 + C05 85 80
B05 0 47 + B05 85 80
C03 0 47 + C03 85 80
F01 0 47 + F01 85 80
C04 0 47 + C04 85 80
I02 0 47 + I02 85 80
I01 0 47 + I01 85 80
F02 0 47 + F02 85 80
E02 0 47 + E02 85 80
E01 0 47 + E01 85 80
D02 0 47 + D02 85 80
D03 0 47 + D03 85 80
D01 0 47 + D01 85 80
G02 0 47 + G02 85 80
J02 0 47 + J02 90 80
J03 0 47 + J03 85 80
C06 0 47 + C06 85 80
F03 0 47 + F03 85 80
C07 0 47 + C07 85 80
G03 0 47 + G03 85 80
G04 0 47 + G04 85 80
H03 0 47 + H03 85 80
C08 0 47 + C08 85 80
G05 0 47 + G05 85 80
J04 0 47 + J04 85 80
C09 0 47 + C09 85 80
C10 0 47 + C10 85 80
G06 0 47 + G06 85 80
B06 0 47 + B06 85 80
G07 0 47 + G07 85 80
X01 0 47 + X01 85 80
M04 0 47 + M04 85 80
X02 0 47 + X02 85 80
L03 0 47 + L03 85 80
M05 0 47 + M05 85 80
X03 0 47 + X03 85 80
R02 0 47 + R02 85 80
M06 0 47 + M06 85 80
M07 0 47 + M07 85 80
X04 0 47 + X04 85 80
L04 0 47 + L04 85 80
M08 0 47 + M08 85 80
――――――――――――――――――――――――――――――――――
　〔試験例２〕サツマイモネコブセンチュウに対する殺線虫試験
　第２表に記載された化合物１ｍｇにジメチルスルホキシド１００μｌを加えた溶液に、蒸留水を加えて１００ｐｐｍ濃度に希釈し試験用薬液を調製した。９６ウェルプレートに　１％寒天培地を６０μｌずつ分注した後、サツマイモネコブセンチュウ（Meloidogyne incognita）の卵を含む滅菌水（卵１０個／３μｌ）を、各ウェル当たり３０μｌずつ加えた。前記薬液を、各ウェル当たり１０μｌずつ添加し、暗黒条件下、２５℃にて静置した。薬液添加４日後の未孵化卵数及び不活動幼虫数を計測し、無処理区に対する殺線虫率（efficacy：％）を下式により算出した。
　　殺線虫率（％）＝〔（処理区未孵化卵数＋不活動幼虫数）／無処理区活動幼虫数〕×１００
　その結果、下記の化合物が５０％以上の殺線虫率（％）を示した。
化合物No.：1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 26, 27, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 101, 102, 103, 104, 105, 106, 107, 108。 [Test Example 2] Nematocidal test against sweet potato nematode The test drug solution was prepared by adding distilled water to a solution obtained by adding 100 μl of dimethyl sulfoxide to 1 mg of the compound described in Table 2 to a concentration of 100 ppm. After dispensing 60 μl of 1% agar medium to a 96-well plate, 30 μl of sterile water (10 eggs / 3 μl) containing eggs of Meloidogyne incognita was added to each well. The drug solution was added at 10 μl per well and allowed to stand at 25 ° C. under dark conditions. The number of unhatched eggs and the number of inactive larvae 4 days after the addition of the chemical solution were measured, and the nematicidal rate (efficacy:%) relative to the untreated group was calculated by the following equation.
Nematicidal rate (%) = [(number of untreated eggs in treated area + number of inactive larvae) / number of active larvae in untreated area] × 100
As a result, the following compounds showed a nematicidal rate (%) of 50% or more.
Compound No .: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 26, 27, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 101, 102, 103, 104, 105, 106, 107, 108.
　〔試験例３〕ダイズシストセンチュウに対する殺線虫試験
　試験例２と同様の方法により、第２表に記載された化合物１００ｐｐｍ濃度の試験用薬液を調製した。９６ウェルプレートに１％寒天培地を６０μｌずつ分注した後、ダイズシストセンチュウ（Heterodera glycines）の卵を含む滅菌水（卵１０個／３μｌ）を、各ウェル当たり３０μｌずつ加えた。前記薬液を各ウェル当たり１０μｌずつ添加し、暗黒条件下、２５℃にて静置した。薬液添加４日後の未孵化卵数及び不活動幼虫数を計測し、無処理区に対する殺線虫率（％）を試験例２に記載の計算式により算出した。
　その結果、下記の化合物が５０％以上の殺線虫率（％）を示した。
化合物No.：1, 2, 3, 5, 6, 7, 8, 9, 10, 11, 15, 16, 18, 19, 20, 21, 23, 24, 26, 27, 31, 32, 33, 34, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 101, 102, 103, 104, 105, 106, 107, 108。 [Test Example 3] Nematicidal test for soybean cyst nematode By the same method as Test Example 2, a test chemical solution having a concentration of 100 ppm of the compounds described in Table 2 was prepared. After dispensing 60 μl of 1% agar medium to a 96-well plate, sterile water (10 eggs / 3 μl) containing soybean cyst nematode (Heterodera glycines) eggs was added in an amount of 30 μl per well. The drug solution was added at 10 μl per well and allowed to stand at 25 ° C. under dark conditions. The number of unhatched eggs and the number of inactive larvae 4 days after the addition of the chemical solution were measured, and the nematicidal rate (%) with respect to the untreated group was calculated by the calculation formula described in Test Example 2.
As a result, the following compounds showed a nematicidal rate (%) of 50% or more.
Compound No .: 1, 2, 3, 5, 6, 7, 8, 9, 10, 11, 15, 16, 18, 19, 20, 21, 23, 24, 26, 27, 31, 32, 33, 34, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 101, 102, 103, 104, 105, 106, 107, 108.
　〔試験例４〕サツマイモネコブセンチュウに対する土壌灌注処理試験
　試験例２と同様の方法により、第２表に記載された化合物１００ｐｐｍ濃度の試験用薬液を調製した。該薬液を、１セルあたり１０ｇの土壌を充填したセルトレイ植えのホウセンカ苗（発芽後約２週間）の株元に、１株当たり１ｍｌずつ処理した。処理１時間後にサツマイモネコブセンチュウ（Meloidogyne incognita）の２Ｌ幼虫を含む水（２Ｌ幼虫１００頭／１ｍｌ）を、各セル当たり１ｍｌ、株元に接種した。処理から２１日後に、根部の発病程度を観察した。尚、発病程度については発病指数（０：発病せず～３：甚大な発病）として表した。処理区の発病指数及び無処理区の発病指数を用い、試験例１に記載の計算式より防除価（％）を算出した。 [Test Example 4] Soil irrigation treatment test for sweet potato nematode A test chemical solution having a concentration of 100 ppm of the compounds listed in Table 2 was prepared in the same manner as in Test Example 2. The chemical solution was treated at 1 ml per strain on a cell tray planted spinach seedling (about 2 weeks after germination) filled with 10 g of soil per cell. One hour after the treatment, water containing 2 L larvae of Meloidogyne incognita (2 L larvae: 100 heads / 1 ml) was inoculated to the strain, 1 ml per cell. 21 days after treatment, the degree of root disease was observed. The severity of the disease was expressed as a disease index (0: not diseased to 3: severe disease). The control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group.
　その結果、下記の化合物が５０％以上の防除価（％）を示した。
化合物No.：1, 2, 3, 4, 5, 6, 7, 8, 11, 13, 14, 15, 18, 23, 24, 26, 27, 31, 32, 33, 34, 35, 38, 39, 40, 41, 43, 44, 45, 46, 47, 51, 53, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 73, 74, 75, 76, 78, 81, 84, 85, 86, 87, 89, 97, 101, 102, 104, 106。 As a result, the following compounds showed a control value (%) of 50% or more.
Compound No .: 1, 2, 3, 4, 5, 6, 7, 8, 11, 13, 14, 15, 18, 23, 24, 26, 27, 31, 32, 33, 34, 35, 38, 39, 40, 41, 43, 44, 45, 46, 47, 51, 53, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 73, 74, 75, 76, 78, 81, 84, 85, 86, 87, 89, 97, 101, 102, 104, 106.
　〔試験例５〕サツマイモネコブセンチュウに対する土壌混和処理試験
　第２表に記載された化合物を製剤例（乳剤）に準じて３００ｐｐｍの濃度の試験用薬液を調製した。サツマイモネコブセンチュウ（Meloidogyne incognita）の卵を土壌１ｇ当り６個混ぜ込み、試験土壌を作製した。前記薬液を試験土壌３０ｇ当り３００μｌずつ処理した後、試験土壌を混和した。混和後の試験土壌をセルトレイに充填した後、速やかにキュウリを播種した。播種から２１日後に、根部の発病程度を観察した。尚、発病程度については発病指数（０：発病せず～１０：甚大な発病）として表した。処理区の発病指数及び無処理区の発病指数を用い、試験例１に記載の計算式より防除価（％）を算出した。
　その結果、下記の化合物が５０％以上の防除価（％）を示した。
化合物No.：1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 13, 15, 17, 19, 22, 23, 24, 26, 27, 31, 32, 33, 34, 35, 38, 39, 40, 41, 43, 44, 45, 46, 47, 53, 55, 57, 58, 60, 63, 64, 66, 67, 68, 69, 70, 71, 73, 76, 77, 81, 83, 84, 85, 87, 90, 91, 92, 93, 96, 101, 103, 104, 105, 107, 108。 [Test Example 5] Soil admixture treatment test for sweet potato nematode A test chemical solution having a concentration of 300 ppm was prepared from the compounds listed in Table 2 in accordance with Formulation Example (emulsion). Test eggs were prepared by mixing 6 eggs of Meloidogyne incognita per gram of soil. The chemical solution was treated at 300 μl per 30 g of test soil, and then the test soil was mixed. After the test soil after mixing was filled in a cell tray, cucumber was quickly sown. 21 days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 10: enormous disease onset). The control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group.
As a result, the following compounds showed a control value (%) of 50% or more.
Compound No .: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 13, 15, 17, 19, 22, 23, 24, 26, 27, 31, 32, 33, 34, 35, 38, 39, 40, 41, 43, 44, 45, 46, 47, 53, 55, 57, 58, 60, 63, 64, 66, 67, 68, 69, 70, 71, 73, 76, 77, 81, 83, 84, 85, 87, 90, 91, 92, 93, 96, 101, 103, 104, 105, 107, 108.
　〔試験例６〕ダイズシストセンチュウに対する土壌灌注処理試験
　第２表に記載された化合物を製剤例（乳剤）に準じて３００ｐｐｍの濃度の試験用薬液を調製した。該薬液を、４０ｇの土壌を充填したセルトレイ植えのダイズ苗（発芽後約１週間）の株元に、１株当たり４００μｌずつ処理した。ダイズシストセンチュウ（Heterodera glycines）の卵を含む水（土壌１ｇ当り３０個）を株元に接種処理した。処理から４２日後に、根部のシストの形成程度を観察した。尚、発病程度については発病指数（０：発病せず～５：甚大な発病）として表した。処理区の発病指数及び無処理区の発病指数を用い、試験例１に記載の計算式より防除価（％）を算出した。
　その結果、下記の化合物が５０％以上の防除価（％）を示した。
化合物No.：1, 2, 3, 4, 5, 6, 8, 11, 14, 27, 31, 32, 33, 34, 38, 41, 43, 44, 45, 49, 53, 54, 56, 63, 84, 87, 97, 98, 101, 102, 104, 106。 [Test Example 6] Soil irrigation treatment test on soybean cyst nematodes A test chemical solution having a concentration of 300 ppm was prepared from the compounds listed in Table 2 in accordance with Formulation Example (emulsion). 400 μl of the chemical solution was treated per strain on a cell tray planted soybean seedling (about 1 week after germination) filled with 40 g of soil. The stock was inoculated with water containing 30 eggs of soybean cyst nematode (Heterodera glycines) per 30 g of soil. 42 days after the treatment, the degree of root cyst formation was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 5: severe disease). The control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group.
As a result, the following compounds showed a control value (%) of 50% or more.
Compound No .: 1, 2, 3, 4, 5, 6, 8, 11, 14, 27, 31, 32, 33, 34, 38, 41, 43, 44, 45, 49, 53, 54, 56, 63, 84, 87, 97, 98, 101, 102, 104, 106.
　〔試験例７〕キタネグサレセンチュウに対する土壌混和処理試験
　第２表に記載された化合物を製剤例（乳剤）に準じて３００ｐｐｍの濃度の試験用薬液を調製した。キタネグサレセンチュウ（Pratylenchus penetrans）で汚染された土壌４０ｇに対して、前記薬液を４００μｌずつ処理した後、試験土壌を混和した。混和後の試験土壌をセルトレイに充填した後、速やかにゴボウを播種した。播種から３０日後に、根部の発病程度を観察した。尚、発病程度については発病指数（０：発病せず～５：甚大な発病）として表した。処理区の発病指数及び無処理区の発病指数を用い、試験例１に記載の計算式より防除価（％）を算出した。
　その結果、下記の化合物が５０％以上の防除価（％）を示した。
化合物No.：1, 2, 11, 13, 15, 33, 97, 99, 104。 [Test Example 7] Soil admixture treatment test for Kitagususa nematode A test chemical solution having a concentration of 300 ppm was prepared from the compounds listed in Table 2 according to the formulation example (emulsion). 400 μl each of the chemical solution was treated to 40 g of soil contaminated with Pratylenchus penetrans, and then the test soil was mixed. After the test soil after mixing was filled in a cell tray, burdock was quickly sown. Thirty days after sowing, the degree of root disease was observed. The degree of disease onset was expressed as a disease index (0: not diseased to 5: severe disease). The control value (%) was calculated from the calculation formula described in Test Example 1 using the disease index of the treated group and the disease index of the non-treated group.
As a result, the following compounds showed a control value (%) of 50% or more.
Compound No .: 1, 2, 11, 13, 15, 33, 97, 99, 104.
　〔試験例８〕サツマイモネコブセンチュウに対する殺線虫試験（比較試験１）
　本発明化合物１ｍｇ及び比較化合物１ｍｇ各々にジメチルスルホキシド１００μｌを加えた後、蒸留水を加えて以下の所定濃度の試験用薬液を調製した。これら薬液を用いて試験例２と同様の試験を行った。
　各化合物の所定濃度における殺線虫率（％）を第４３表に示す。 [Test Example 8] Nematode test against sweet potato nematode (Comparative test 1)
After adding 100 μl of dimethyl sulfoxide to 1 mg of the compound of the present invention and 1 mg of the comparative compound, distilled water was added to prepare a test chemical solution having the following predetermined concentration. A test similar to Test Example 2 was performed using these chemical solutions.
Table 43 shows the nematicidal ratio (%) of each compound at a predetermined concentration.
［第４３表］
―――――――――――――――――――――――――――
化合物No.                     濃度（ppm）
                        50     25    12.5    6.25
―――――――――――――――――――――――――――
本発明化合物 No.11     100     80      80      20
比較化合物 A             0      0       0       0
―――――――――――――――――――――――――――
比較化合物Ａ：国際公開公報（ＷＯ２０１４／０１０７３７号）、化合物No.3-029
Figure JPOXMLDOC01-appb-C000022
 [Table 43]
―――――――――――――――――――――――――――
Compound No. concentration (ppm)
50 25 12.5 6.25
―――――――――――――――――――――――――――
Compound No. 11 100 80 80 20
Comparative compound A 0 0 0 0
―――――――――――――――――――――――――――
Comparative compound A: International Publication (WO2014 / 010737), Compound No. 3-029
Figure JPOXMLDOC01-appb-C000022
　〔試験例９〕ダイズシストセンチュウに対する殺線虫試験（比較試験２）
　本発明化合物１ｍｇ及び比較化合物１ｍｇ各々にジメチルスルホキシド１００μｌを加えた後、蒸留水を加えて以下の所定濃度の試験用薬液を調製した。これら薬液を用いて試験例３と同様の試験を行った。
　各化合物の所定濃度における殺線虫率（％）を第４４表に示す。 [Test Example 9] Nematode test against soybean cyst nematode (Comparative test 2)
After adding 100 μl of dimethyl sulfoxide to 1 mg of the compound of the present invention and 1 mg of the comparative compound, distilled water was added to prepare a test chemical solution having the following predetermined concentration. A test similar to Test Example 3 was performed using these chemical solutions.
Table 44 shows the nematicidal ratio (%) of each compound at a predetermined concentration.
［第４４表］
―――――――――――――――――――――――――――
化合物No.                     濃度（ppm）
                        50     25    12.5    6.25
―――――――――――――――――――――――――――
本発明化合物 No.11     100    100      80      20
比較化合物 A            40      0       0       0
―――――――――――――――――――――――――――
比較化合物Ａ：国際公開公報（ＷＯ２０１４／０１０７３７号）、化合物No.3-029 [Table 44]
―――――――――――――――――――――――――――
Compound No. concentration (ppm)
50 25 12.5 6.25
―――――――――――――――――――――――――――
Compound No. 11 100 100 80 20
Comparative compound A 40 0 0 0
―――――――――――――――――――――――――――
Comparative compound A: International Publication (WO2014 / 010737), Compound No. 3-029
　本発明組成物及び本発明方法は、各種線虫に対して優れた防除効果を発揮する。
なお、２０１６年３月２９日に出願された日本特許出願２０１６－０６６４２０号及び２０１７年１月２６日に出願された日本特許出願２０１７－０１２００４号の明細書、特許請求の範囲、図面、及び要約書の全内容をここに引用し、本発明の明細書の開示として、取り入れるものである。 The composition of the present invention and the method of the present invention exhibit excellent control effects against various nematodes.
The specification, claims, drawings, and abstract of Japanese Patent Application No. 2016-066420 filed on Mar. 29, 2016 and Japanese Patent Application No. 2017-012004 filed on Jan. 26, 2017. The entire contents of this document are hereby incorporated by reference as the disclosure of the specification of the present invention.

Claims (18)

  1. 　下記の活性成分Ａと、下記のＢ-Ｉ群及至Ｂ-Ｘ群及びＣ-Ｉ群及至Ｃ-ＸＩＶ群からなる群から選ばれる１種又は２種以上の化合物からなる活性成分Ｂと、を、それぞれ、相乗的に有効な量含有することを特徴とする殺線虫剤用の組成物。
    （１）活性成分Ａ：下記の式（Ｉ）で表されるオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
    Figure JPOXMLDOC01-appb-C000001
     ［式中、Ｇ１は、下記のＧ１－１又はＧ１－２で表される構造を表し、
    Figure JPOXMLDOC01-appb-C000002
     　Ｇ２は、下記のＧ２－１、Ｇ２－２又はＧ２－３で表される構造を表し、
    Figure JPOXMLDOC01-appb-C000003
     　Ｗは、酸素原子又は硫黄原子を表し、
    　Ｘ１は、ハロゲン原子、ニトロ、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
    　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル又はベンジルを表し、
    　Ｙ１は、水素原子、ハロゲン原子、メチル、トリフルオロメチル又はメトキシを表し、
    　Ｙ２は、水素原子、ハロゲン原子、シアノ、メトキシ又はメチルチオを表し、
    　Ｙ３は、水素原子、ハロゲン原子、シアノ、Ｃ１～Ｃ４アルキル、トリフルオロメチル、Ｃ２～Ｃ４アルケニル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、－ＯＲ７、Ｃ１～Ｃ４アルキルチオ、－Ｃ（Ｒ８）＝ＮＯＲ９、フェニル、Ｄ－１又はＤ－２を表し、
    　Ｙ４は、水素原子又はハロゲン原子を表し、
    　Ｙ５は、水素原子を表し、
    　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル、Ｃ３～Ｃ６シクロアルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ４）アルケニル、Ｃ３～Ｃ６アルキニル又はフェニルを表し、
    　Ｒ２は、水素原子、メチル又はエチルを表し、
    　Ｒ３は、水素原子又はメチルを表すか、或いは、Ｒ３はＲ２と一緒になってシクロプロピル環を形成してもよいことを表し、
    　Ｒ４は、水素原子、ハロ（Ｃ１～Ｃ４）アルキルチオ、Ｃ１～Ｃ４アルキルカルボニル又はＣ１～Ｃ４アルコキシカルボニルを表し、
    　Ｒ６は、ハロゲン原子、Ｃ３～Ｃ６シクロアルキル、ヒドロキシ（Ｃ１～Ｃ６）アルキル、ヒドロキシ（Ｃ３～Ｃ６）シクロアルキル、Ｃ５～Ｃ６シクロアルケニル、－ＯＨ、－ＯＲ７、Ｃ１～Ｃ４アルキルカルボニルオキシ、Ｃ１～Ｃ４アルキルスルホニルオキシ、Ｃ１～Ｃ４アルキルチオ、トリメチルシリル、－Ｃ（Ｒ８）＝ＮＯＲ９、フェニル、（Ｚ）ｍによって置換されたフェニル又はＤ－４を表し、
    　Ｚは、ハロゲン原子、シアノ、ニトロ、Ｃ１～Ｃ４アルキル、トリフルオロメチル、メトキシ、トリフルオロメトキシ、トリフルオロメチルチオ又はフェニルを表し、ｍ又はｎが２以上を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、さらに、２つのＺが隣接する場合には、隣接する２つのＺは－ＣＨ＝ＣＨ－ＣＨ＝ＣＨ－を形成することにより、それぞれのＺが結合する炭素原子と共に６員環を形成してもよく、
    　Ｒ７は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｃ１～Ｃ４アルコキシ（Ｃ１～Ｃ２）アルキル、Ｅ－３、Ｃ３～Ｃ４アルキニル又は（Ｚ）ｍによって置換されたフェニルを表し、
    　Ｒ８は、水素原子又はメチルを表し、
    　Ｒ９は、メチル又はエチルを表し、
    　Ｒ１０は、シアノ、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル、Ｅ－１、Ｅ－２、Ｃ１～Ｃ４アルコキシ、Ｃ１～Ｃ４アルキルチオ、トリメチルシリル、－Ｃ（Ｒ１１）＝ＮＯＲ１２、フェニル、（Ｚ）ｍによって置換されたフェニル、Ｄ－３又はＤ－４を表し、
    　Ｄ－１、Ｄ－２、Ｄ－３及びＤ－４は、それぞれ下記の構造式で表される芳香族複素環を表し、
    Figure JPOXMLDOC01-appb-C000004
     　Ｅ－１、Ｅ－２及びＥ－３は、それぞれ下記の構造式で表される飽和複素環を表し、
    Figure JPOXMLDOC01-appb-C000005
     　Ｒ１１は、メチルを表し、
    　Ｒ１２は、メチル又はエチルを表し、
    　ｍは、１、２又は３の整数を表し、
    　ｎは、０、１又は２の整数を表し、
    　ｒは、０、１又は２の整数を表す。］
    （２）活性成分Ｂ：
    B-I群：メタラキシル（metalaxyl）、オキソリニック酸（oxolinic acid）。
    B-II群：ベノミル（benomyl）、エタボキサム（ethaboxam）、ペンシクロン（pencycuron）、フルオピコリド（fluopicolide）、ジフルメトリム（diflumetorim）、チオファネートメチル（thiophanate-methyl）。
    B-III群：チフルザミド（thifluzamide）、アゾキシストロビン（azoxystrobin）、アミスルブロム（amisulbrom）、フルアジナム（fluazinam）、アメトクトラジン（ametoctradin）、シアゾファミド（cyazofamid）、フルトラニル（flutolanil）、メプロニル(mepronil)、トリフロキシストロビン（trifloxystrobin）、フルキサピロキサド（fluxapyroxad）。
    B-IV群：シプロジニル（cyprodinil）、カスガマイシン（kasugamycin）、オキシテトラサイクリン（oxytetracycline）。
    B-V群：フルジオキソニル（fludioxonil）、イプロジオン（iprodione）。
    B-VI群：イソプロチオラン（isoprothiolane）、プロパモカルブ塩酸塩（propamocarb hydrochloride）、トルクロホス－メチル（tolclofos-methyl）。
    B-VII群：テブコナゾール（tebuconazole）、フェンヘキサミド（fenhexamid）、プロクロラズ（prochloraz）、ペフラゾエート（pefurazoate）、ジフェノコナゾール（difenoconazole）、イプコナゾール（ipconazole）、シメコナゾール（simeconazole）。
    B-VIII群：バリダマイシン（validamycin）、ジメトモルフ（dimethomorph）、ポリオキシン（polyoxins）。
    B-IX群：トリシクラゾール（tricyclazole）、ジクロシメット（diclocymet）。
    B-X群：ホセチル－アルミニウム（fosetyl-aluminium）、クロロタロニル（chlorothalonil）、キャプタン（captan）、マンコゼブ（mancozeb）。
    C-I群：フィプロニル（fipronil）。
    C-II群：ビフェントリン（bifenthrin）、インドキサカルブ（indoxacarb）、エトフェンプロックス（etofenprox）、シペルメトリン（cypermethrin）。
    C-III群：イミダクロプリド（imidacloprid）、スピノシン（spinosyn）、カルタップ（cartap）、アセタミプリド（acetamiprid）、 クロチアニジン（clothianidin）、 ジノテフラン（dinotefuran）、 ニテンピラム（nitenpyram）、チアメトキサム（thiamethoxam）。
    C-IV群：アミトラズ（amitraz）。
    C-V群：アセキノシル（acequinocyl）、シエノピラフェン（cyenopyrafen）、ピリダベン（pyridaben）、クロルフェナピル（chlorfenapyr）、テトラジホン（tetradifon）。
    C-VI群：テブフェノジド（tebufenozide）、シロマジン（cyromazine）、ルフェヌロン（lufenuron）、ブプロフェジン（buprofezin）。
    C-VII群：スピロテトラマト（spirotetramat）。
    C-VIII群：クロラントラニリプロール（chlorantraniliprole）、シアントラニリプロール（cyantraniliprole）。
    C-IX群：フェノキシカルブ（fenoxycarb）。
    C-X群：エトキサゾール（etoxazole）。
    C-XI群：ピメトロジン（pymetrozine）。
    C-XII群：ビフェナゼート（bifenazate）。
    C-XIII群：バチルス・チューリンゲンシス（bacillus thuringiensis）。
    C-XIV群：ＤＭＴＰ（DMTP）、アセフェート（acephate）、クロルピリホス（chlorpyrifos）、プロチオホス（prothiofos）。     The following active ingredient A, and active ingredient B consisting of one or more compounds selected from the group consisting of the following groups BI to BX and CI and C-XIV: And a composition for nematicides, each containing a synergistically effective amount.
    (1) Active ingredient A: an oxime-substituted amide compound represented by the following formula (I) or an N-oxide or a salt thereof.
    Figure JPOXMLDOC01-appb-C000001
     Wherein, G 1 represents a structure represented by G 1 -1 or G 1 -2 below,
    Figure JPOXMLDOC01-appb-C000002
     G 2 represents a structure represented by the following G 2 -1, G 2 -2 or G 2 -3,
    Figure JPOXMLDOC01-appb-C000003
     W represents an oxygen atom or a sulfur atom,
    X 1 represents a halogen atom, nitro, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
    X 1a represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 3 -C 6 alkenyl or benzyl,
    Y 1 represents a hydrogen atom, a halogen atom, methyl, trifluoromethyl or methoxy,
    Y 2 represents a hydrogen atom, a halogen atom, cyano, methoxy or methylthio,
    Y 3 is optionally substituted by a hydrogen atom, halogen atom, cyano, C 1 -C 4 alkyl, trifluoromethyl, C 2 -C 4 alkenyl, C 2 -C 6 alkynyl, R 6 (C 2 -C 4 6 ) represents alkynyl, —OR 7 , C 1 -C 4 alkylthio, —C (R 8 ) = NOR 9 , phenyl, D-1 or D-2,
    Y 4 represents a hydrogen atom or a halogen atom,
    Y 5 represents a hydrogen atom,
    R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl, C 3 ~ C 6 cycloalkyl, C 3 ~ C 6 alkenyl , Halo (C 3 -C 4 ) alkenyl, C 3 -C 6 alkynyl or phenyl,
    R 2 represents a hydrogen atom, methyl or ethyl,
    R 3 represents a hydrogen atom or methyl, or R 3 together with R 2 may form a cyclopropyl ring,
    R 4 represents a hydrogen atom, halo (C 1 -C 4 ) alkylthio, C 1 -C 4 alkylcarbonyl or C 1 -C 4 alkoxycarbonyl,
    R 6 represents a halogen atom, C 3 -C 6 cycloalkyl, hydroxy (C 1 -C 6 ) alkyl, hydroxy (C 3 -C 6 ) cycloalkyl, C 5 -C 6 cycloalkenyl, —OH, —OR 7 C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 alkylsulfonyloxy, C 1 -C 4 alkylthio, trimethylsilyl, —C (R 8 ) = NOR 9 , phenyl, phenyl substituted by (Z) m or D-4,
    Z represents a halogen atom, cyano, nitro, C 1 -C 4 alkyl, trifluoromethyl, methoxy, trifluoromethoxy, trifluoromethylthio or phenyl, and when m or n represents 2 or more, each Z May be the same as or different from each other. Further, when two Zs are adjacent, the two adjacent Zs form —CH═CH—CH═CH—, respectively. A 6-membered ring may be formed with the carbon atom to which Z of
    R 7 is C 1 -C 4 alkyl, halo (C 1 -C 4 ) alkyl, C 1 -C 4 alkoxy (C 1 -C 2 ) alkyl, E-3, C 3 -C 4 alkynyl or (Z) represents phenyl substituted by m ;
    R 8 represents a hydrogen atom or methyl;
    R 9 represents methyl or ethyl,
    R 10 is cyano, C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, E-1, E-2, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, trimethylsilyl,- C (R 11 ) = NOR 12 , phenyl, phenyl substituted by (Z) m , D-3 or D-4,
    D-1, D-2, D-3 and D-4 each represent an aromatic heterocycle represented by the following structural formula;
    Figure JPOXMLDOC01-appb-C000004
     E-1, E-2 and E-3 each represent a saturated heterocyclic ring represented by the following structural formula;
    Figure JPOXMLDOC01-appb-C000005
     R 11 represents methyl,
    R 12 represents methyl or ethyl,
    m represents an integer of 1, 2 or 3,
    n represents an integer of 0, 1 or 2;
    r represents an integer of 0, 1 or 2. ]
    (2) Active ingredient B:
    BI group: metalaxyl, oxolinic acid.
    Group B-II: benomyl, ethaboxam, pencicuron, fluopicolide, diflumetorim, thiophanate-methyl.
    B-III group: thifluzamide, azoxystrobin, amisulbrom, fluazinam, ametoctradin, cyazofamid, flutolanil, mepronil, triproxil Strobibin (trifloxystrobin), fluxapyroxad (fluxapyroxad).
    B-IV group: cyprodinil, kasugamycin, oxytetracycline.
    BV group: fludioxonil, iprodione.
    Group B-VI: isoprothiolane, propamocarb hydrochloride, tolclofos-methyl.
    Group B-VII: tebuconazole, fenhexamid, prochloraz, pefurazoate, difenoconazole, ipconazole, simeconazole.
    B-VIII group: validamycin, dimethomorph, polyoxins.
    Group B-IX: tricyclazole, diclocymet.
    BX group: fosetyl-aluminium, chlorothalonil, captan, mancozeb.
    CI group: fipronil.
    C-II group: bifenthrin, indoxacarb, etofenprox, cypermethrin.
    Group C-III: imidacloprid, spinosyn, cartap, acetamiprid, clothianidin, dinotefuran, nitenpyram, thiamethoxam.
    Group C-IV: amitraz.
    CV group: acequinocyl, cyenopyrafen, pyridaben, chlorfenapyr, tetradifon.
    C-VI group: tebufenozide, cyromazine, lufenuron, buprofezin.
    Group C-VII: spirotetramat.
    Group C-VIII: chlorantraniliprole, cyantraniliprole.
    Group C-IX: phenoxycarb.
    CX group: etoxazole.
    C-XI group: Pymetrozine.
    C-XII group: bifenazate.
    C-XIII group: Bacillus thuringiensis.
    C-XIV group: DMTP (DMTP), acephate, chlorpyrifos, prothiofos.
  2. 　前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項１に記載の殺線虫剤用の組成物。
    　Ｗは、酸素原子を表し、
    　Ｘ１は、ハロゲン原子、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
    　Ｘ１ａは、Ｃ１～Ｃ６アルキルを表し、
    　Ｙ１は、ハロゲン原子を表し、
    　Ｙ２は、水素原子、ハロゲン原子、メトキシ又はメチルチオを表し、
    　Ｙ３は、ハロゲン原子、シアノ、トリフルオロメチル、Ｃ２～Ｃ４アルケニル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、ハロ（Ｃ１～Ｃ４）アルコキシ又は－Ｃ（Ｒ８）＝ＮＯＲ９を表し、
    　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル、Ｃ３～Ｃ６シクロアルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ４）アルケニル又はＣ３～Ｃ６アルキニルを表し、
    　Ｒ２は、水素原子又はメチルを表し、
    　Ｒ３は、水素原子を表すか、或いは、Ｒ３はＲ２と一緒になってシクロプロピル環を形成してもよいことを表し、
    　Ｒ４は、水素原子を表し、
    　Ｒ６は、ハロゲン原子、Ｃ３～Ｃ６シクロアルキル、－ＯＲ７、トリメチルシリル、－Ｃ（Ｒ８）＝ＮＯＲ９又はフェニルを表し、
    　Ｒ７は、Ｃ１～Ｃ４アルキル又はＣ１～Ｃ４アルコキシメチルを表し、
    　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル、トリメチルシリル、フェニル、（Ｚ）ｍによって置換されたフェニル又はＤ－４を表し、
    　Ｚは、ハロゲン原子又はシアノを表し、ｍが２以上を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、
    　ｎは、１の整数を表し、
    　ｒは、２の整数を表す。     The composition for nematicides according to claim 1, wherein the active ingredient A is a compound having the following meaning or an N-oxide or a salt thereof, wherein the following substituents in the formula (I) are as follows: object.
    W represents an oxygen atom,
    X 1 represents a halogen atom, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
    X 1a represents C 1 -C 6 alkyl,
    Y 1 represents a halogen atom,
    Y 2 represents a hydrogen atom, a halogen atom, methoxy or methylthio,
    Y 3 is a halogen atom, cyano, trifluoromethyl, C 2 -C 4 alkenyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl, halo (C 1 -C) optionally substituted by R 6 4 ) represents alkoxy or —C (R 8 ) = NOR 9 ;
    R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl, C 3 ~ C 6 cycloalkyl, C 3 ~ C 6 alkenyl , Halo (C 3 -C 4 ) alkenyl or C 3 -C 6 alkynyl,
    R 2 represents a hydrogen atom or methyl,
    R 3 represents a hydrogen atom, or R 3 together with R 2 may form a cyclopropyl ring,
    R 4 represents a hydrogen atom,
    R 6 represents a halogen atom, C 3 -C 6 cycloalkyl, —OR 7 , trimethylsilyl, —C (R 8 ) ═NOR 9 or phenyl,
    R 7 represents C 1 -C 4 alkyl or C 1 -C 4 alkoxymethyl,
    R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, trimethylsilyl, phenyl, phenyl substituted by (Z) m or D-4,
    Z represents a halogen atom or cyano, and when m represents 2 or more, each Z may be the same as or different from each other;
    n represents an integer of 1;
    r represents an integer of 2.
  3. 　前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項２に記載の殺線虫剤用の組成物。
    　Ｇ１は、Ｇ１－２で表される構造を表し、
    　Ｇ２は、Ｇ２－１又はＧ２－２で表される構造を表し、
    　Ｘ１は、塩素原子、ヨウ素原子、メチル、ジフルオロメチル、トリフルオロメチル又は－Ｓ（Ｏ）ｒＸ１ａを表し、
    　Ｙ１は、塩素原子を表し、
    　Ｙ２は、水素原子を表し、
    　Ｙ３は、塩素原子、臭素原子、シアノ、トリフルオロメチル、Ｃ２～Ｃ６アルキニル、シクロプロピルエチニル又はハロ（Ｃ１～Ｃ４）アルコキシを表し、
    　Ｙ４は、水素原子を表し、
    　Ｒ１は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ４）アルキル又はＣ３～Ｃ６アルケニルを表し、
    　Ｒ３は、水素原子を表し、
    　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ(Ｃ３～Ｃ６)シクロアルキル又は（Ｚ）ｍによって置換されたフェニルを表し、
    　Ｚは、ハロゲン原子又はシアノを表し、ｍが２を表す場合には、各々のＺは互いに同一であっても又は互いに相異なっていてもよく、
    　ｍは、１又は２を表す。     The composition for a nematicide according to claim 2, wherein the active ingredient A is a compound having the following meaning, or an N-oxide or a salt thereof, wherein the following substituents in the formula (I) are each: object.
    G 1 represents a structure represented by G 1 -2,
    G 2 represents a structure represented by G 2 -1 or G 2 -2,
    X 1 represents a chlorine atom, an iodine atom, methyl, difluoromethyl, trifluoromethyl or —S (O) r X 1a ;
    Y 1 represents a chlorine atom,
    Y 2 represents a hydrogen atom,
    Y 3 represents a chlorine atom, a bromine atom, cyano, trifluoromethyl, C 2 -C 6 alkynyl, cyclopropylethynyl or halo (C 1 -C 4 ) alkoxy,
    Y 4 represents a hydrogen atom,
    R 1 is, C 1 ~ C 4 alkyl, halo (C 1 ~ C 4) alkyl, substituted with R 10 (C 1 ~ C 4 ) alkyl or C 3 ~ C 6 alkenyl,
    R 3 represents a hydrogen atom,
    R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl or phenyl substituted by (Z) m ,
    Z represents a halogen atom or cyano, and when m represents 2, each Z may be the same as or different from each other;
    m represents 1 or 2.
  4. 　前記活性成分Ａが、前記式（Ｉ）における下記の置換基が、それぞれ、以下の意味を有する化合物又はそのＮ－オキシド若しくはその塩である、請求項３に記載の殺線虫剤用の組成物。
    　Ｇ１は、Ｇ１－２表される構造を表し、
    　Ｇ２は、Ｇ２－２で表される構造を表し、
    　Ｘ１は、塩素原子、ジフルオロメチル、トリフルオロメチル又はメチルスルホニルを表し、
    　Ｙ３は、塩素原子、臭素原子、シアノ、Ｃ２～Ｃ６アルキニル又はシクロプロピルエチニルを表し、
    　Ｒ１は、Ｃ１～Ｃ４アルキル、ハロ（Ｃ１～Ｃ４）アルキル又はＲ１０によって置換された（Ｃ１～Ｃ４）アルキルを表し、
    　Ｒ１０は、ハロ(Ｃ３～Ｃ６)シクロアルキルを表す。     The composition for a nematicide according to claim 3, wherein the active ingredient A is a compound having the following meaning or an N-oxide or a salt thereof, wherein the following substituents in the formula (I) are each: object.
    G 1 represents a structure represented by G 1 -2,
    G 2 represents a structure represented by G 2 -2,
    X 1 represents a chlorine atom, difluoromethyl, trifluoromethyl or methylsulfonyl,
    Y 3 represents a chlorine atom, a bromine atom, cyano, C 2 -C 6 alkynyl or cyclopropylethynyl;
    R 1 is substituted by C 1 ~ C 4 alkyl, halo (C 1 ~ C 4) alkyl or R 10 (C 1 ~ C 4 ) alkyl,
    R 10 represents halo (C 3 -C 6 ) cycloalkyl.
  5. 　前記活性成分Ｂが、前記Ｂ-Ｉ群乃至Ｂ-Ｘ群から選択される化合物である、請求項１乃至４のいずれか１項に記載の殺線虫剤用の組成物。 The composition for a nematicide according to any one of claims 1 to 4, wherein the active ingredient B is a compound selected from the BI group to the BX group.
  6. 　前記活性成分Ｂが、前記Ｃ-Ｉ群乃至Ｃ-ＸＩV群から選択される化合物である、請求項１乃至４のいずれか１項に記載の殺線虫剤用の組成物。 The composition for a nematicide according to any one of claims 1 to 4, wherein the active ingredient B is a compound selected from the CI group to the C-XIV group.
  7. 　前記活性成分Ａの１重量部に対して、活性成分Ｂを０．００１～１０００重量部含有する請求項１乃至６のいずれか１項に記載の殺線虫剤用の組成物。 The composition for nematicides according to any one of claims 1 to 6, comprising 0.001 to 1000 parts by weight of active ingredient B per 1 part by weight of active ingredient A.
  8. 　請求項１乃至４のいずれか１項に記載の活性成分Ａと、請求項１、５、６のいずれか１項に記載の活性成分Ｂとを用い、同時に又は時間的に近接して処理することを特徴とする、線虫の防除方法。 The active ingredient A according to any one of claims 1 to 4 and the active ingredient B according to any one of claims 1, 5, and 6 are used to treat simultaneously or closely in time. A method for controlling nematodes.
  9. 　請求項１乃至７のいずれか１項に記載の殺線虫用の組成物を植物に茎葉散布する線虫の防除方法。 A method for controlling nematodes, wherein the composition for nematicides according to any one of claims 1 to 7 is sprayed on a plant.
  10. 　請求項１乃至７のいずれか１項に記載の殺線虫用の組成物を植物が生育する土壌に処理する線虫の防除方法。 A method for controlling nematodes, wherein the composition for nematicidal insects according to any one of claims 1 to 7 is treated on soil in which plants grow.
  11. 　請求項１乃至７のいずれか１項に記載の殺線虫用の組成物を植物の種子、塊根及び根茎に処理する線虫の防除方法。 A method for controlling nematodes, wherein the composition for nematicides according to any one of claims 1 to 7 is treated on plant seeds, tuberous roots and rhizomes.
  12. 　下記の式（Ｉａ）で表されるオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。
    Figure JPOXMLDOC01-appb-C000006
     ［式中、
    　Ａ１、Ａ２及びＡ３は、各々独立して、ＣＨ又は窒素原子を表し、但し、Ａ１とＡ２のいずれか一方は窒素原子を表し、
    　Ｗは、酸素原子又は硫黄原子を表し、
    　Ｙ１は、水素原子、ハロゲン原子又はＣ１～Ｃ６アルキルを表し、
    　Ｙ２は、水素原子、ハロゲン原子又はシアノを表し、
    　Ｙ３は、ハロゲン原子、シアノ、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ２～Ｃ６アルキニル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニル、Ｃ１～Ｃ６アルコキシ又はハロ（Ｃ１～Ｃ６）アルコキシを表し、
    　Ｙ４は、水素原子又はハロゲン原子を表し、
    　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって任意に置換された（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル、ハロ（Ｃ３～Ｃ６）アルケニル、Ｃ３～Ｃ６アルキニル又はハロ（Ｃ３～Ｃ６）アルキニルを表し、
    　Ｒ２及びＲ３は、各々独立して水素原子又はＣ１～Ｃ６アルキルを表すか、或いは、Ｒ２とＲ３は一緒になってシクロプロピル環を形成してもよいことを表し、
    　Ｒ６は、Ｃ３～Ｃ６シクロアルキル又はトリ（Ｃ１～Ｃ４アルキル）シリルを表し、
    　Ｚは、ハロゲン原子、シアノ、ニトロ、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ１～Ｃ６アルコキシ、ハロ（Ｃ１～Ｃ６）アルコキシ又はハロ（Ｃ１～Ｃ６）アルキルチオを表し、
    　Ｒ１０は、Ｃ３～Ｃ６シクロアルキル、ハロ（Ｃ３～Ｃ６）シクロアルキル、フェニル又は（Ｚ）ｍによって置換されたフェニルを表し、
    　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｃ３～Ｃ６アルケニル又はベンジルを表し、
    　ｍは、１、２又は３を表し、
    　ｒは、０、１又は２を表し、但し、Ｘ１ａがメチルの場合ｒは１又は２を表す。］     An oxime-substituted amide compound represented by the following formula (Ia) or an N-oxide thereof or a salt thereof:
    Figure JPOXMLDOC01-appb-C000006
     [Where:
    A 1 , A 2 and A 3 each independently represent CH or a nitrogen atom, provided that one of A 1 and A 2 represents a nitrogen atom,
    W represents an oxygen atom or a sulfur atom,
    Y 1 represents a hydrogen atom, a halogen atom or C 1 -C 6 alkyl,
    Y 2 represents a hydrogen atom, a halogen atom or cyano,
    Y 3 is a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6 , C 1 -C 6 alkoxy or Represents halo (C 1 -C 6 ) alkoxy,
    Y 4 represents a hydrogen atom or a halogen atom,
    R 1 is, C 1 ~ C 6 alkyl, halo (C 1 ~ C 6) alkyl, optionally substituted by R 10 (C 1 ~ C 6 ) alkyl, C 3 ~ C 6 alkenyl, halo (C 3 ~ C 6 ) alkenyl, C 3 -C 6 alkynyl or halo (C 3 -C 6 ) alkynyl,
    R 2 and R 3 each independently represent a hydrogen atom or C 1 -C 6 alkyl, or R 2 and R 3 together may form a cyclopropyl ring;
    R 6 represents C 3 -C 6 cycloalkyl or tri (C 1 -C 4 alkyl) silyl;
    Z is a halogen atom, cyano, nitro, C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 1 -C 6 alkoxy, halo (C 1 -C 6 ) alkoxy or halo (C 1 -C 6 ) represents alkylthio,
    R 10 represents C 3 -C 6 cycloalkyl, halo (C 3 -C 6 ) cycloalkyl, phenyl or phenyl substituted by (Z) m ,
    X 1a represents C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, C 3 -C 6 alkenyl or benzyl,
    m represents 1, 2 or 3;
    r represents 0, 1 or 2, provided that when X 1a is methyl, r represents 1 or 2. ]
  13. 　Ａ１及びＡ３は、Ｎを表し、
    　Ａ２は、ＣＨを表し
    　Ｗは、酸素原子を表し、
    　Ｙ１は、ハロゲン原子を表し、
    　Ｙ２及びＹ４は、水素原子を表し、
    　Ｙ３は、ハロゲン原子、シアノ、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ６によって任意に置換された（Ｃ２～Ｃ６）アルキニルを表し
    　Ｒ３は、水素原子を表し
    　Ｒ６は、Ｃ３～Ｃ６シクロアルキルを表し、
    　Ｚは、ハロゲン原子又はシアノを表し、
    　Ｘ１ａは、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキルを表す請求項１２に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。     A 1 and A 3 represent N,
    A 2 represents CH, W represents an oxygen atom,
    Y 1 represents a halogen atom,
    Y 2 and Y 4 represent a hydrogen atom,
    Y 3 represents a halogen atom, cyano, halo (C 1 -C 6 ) alkyl, (C 2 -C 6 ) alkynyl optionally substituted by R 6 , R 3 represents a hydrogen atom, R 6 represents C It represents 3 ~ C 6 cycloalkyl,
    Z represents a halogen atom or cyano,
    The oxime-substituted amide compound according to claim 12, or an N-oxide thereof or a salt thereof, wherein X 1a represents C 1 -C 6 alkyl or halo (C 1 -C 6 ) alkyl.
  14. 　Ｙ３は、ハロゲン原子を表し
    　Ｒ１は、Ｃ１～Ｃ６アルキル、ハロ（Ｃ１～Ｃ６）アルキル、Ｒ１０によって置換された（Ｃ１～Ｃ６）アルキル又はＣ３～Ｃ６アルケニルを表し、
    　Ｘ１ａは、Ｃ１～Ｃ６アルキルを表し
    　ｒは、２を表す請求項１３に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩。     Y 3 represents a halogen atom and R 1 is C 1 -C 6 alkyl, halo (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkyl or C 3 -C 6 alkenyl substituted by R 10 Represents
    The oxime-substituted amide compound according to claim 13, or an N-oxide thereof or a salt thereof, wherein X 1a represents C 1 -C 6 alkyl and r represents 2.
  15. 　請求項１２乃至１４に記載のオキシム置換アミド化合物又はそのＮ－オキシド若しくはその塩から選ばれる１種以上を有効成分として含有する殺線虫用の組成物。 15. A composition for nematicides containing as an active ingredient at least one selected from the oxime-substituted amide compounds according to claim 12 or their N-oxides or salts thereof.
  16. 　植物に茎葉散布するための請求項１５に記載の殺線虫用の組成物。 The composition for nematicides according to claim 15, for spraying foliage on plants.
  17. 　植物が生育する土壌を処理するための請求項１５に記載の殺線虫用の組成物。 The composition for nematicides according to claim 15 for treating soil on which plants grow.
  18. 　植物の種子、塊根及び根茎を処理するための請求項１５に記載の殺線虫用の組成物。 The composition for nematicides according to claim 15, for treating plant seeds, tuberous roots and rhizomes.
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