US 2009/0156643 A1 · Substituted isoxazoline compound and pesticide

Abstract

There is provided a novel pesticide, particularly an insecticide or an acaricide. A substituted isoxazoline compound of formula (1) or a salt thereof: wherein A1, A2 and A3 independently of one another are carbon atom or nitrogen atom, G is benzene ring, etc., L is —CH2—, —C(CH3)—, —CH(CN)—, etc., X is halogen atom, C1-C6haloalkyl, etc., Y is halogen atom, C1-C6alkyl, etc., R1 is —C(O)R1a, —C(O)OR1a, —C(O)NHR1a, etc., R2 is hydrogen atom, C1-C6haloalkyl, —C1-C4alkoxy C1-C4alkyl, cyano C1-C6alkyl, C3-C6alkenyl, C3-C6alkynyl, —C(O)R15, —C(O)OR15, etc., R3 is C1-C6haloalkyl, etc., m is an integer of 0 to 5, n is an integer of 0 to 4. The pesticide containing these compounds.

A substituted isoxazoline compound of formula (1) or a salt thereof:

wherein A1, A2 and A3 independently of one another are carbon atom or nitrogen atom,
G is benzene ring, nitrogen-containing 6-membered aromatic heterocyclic ring, furan ring, thiophene ring, or 5-membered aromatic heterocyclic ring containing two or more hetero atoms selected from oxygen atom, sulfur atom and nitrogen atom,
L is C(R2a)(R2b)—, N(R2c)—, —C(R2a)(R2b)CH2—, —C(R2a)(R2b)N(R2c)— or —CH2C(R2a)(R2b)—,
X is halogen atom, cyano, nitro, azido, —SCN, —SF5, C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R4, C3-C8cycloalkyl, C3-C8cycloalkyl arbitrarily substituted with R4, E-1 to E-49, C2-C6alkenyl, C2-C6alkenyl arbitrarily substituted with R4, C3-C8cycloalkenyl, C3-C8halocycloalkenyl, C2-C6alkynyl, C2-C6alkynyl arbitrarily substituted with R4, —OH, —OR5, —OSO2R5, —SH, —S(O)rR5, —NH2, —N(R7)R6, —N═CHOR8, —N═C(R9)OR8, —CHO, —C(O)R9, —C(O)OR9, —C(O)SR9, —C(O)NH2, —C(O)N(R10)R9, —C(S)OR9, —C(S)SR9, —C(S)NH2, —C(S)N(R10)R9, —CH═NOR11, —C(R9)═NOR11, M-5, M-20, M-40 to M-43, M-46 to M-48, —S(O)2OR9, —S(O)2NH2, —S(O)2N(R10)R9, —Si(R12a)(R12b)R12, phenyl, phenyl substituted with (Z)p1, or D-1 to D-65, when m is an integer of 2 or more, each X may be identical with or different from each other,
further, when two Xs are adjacent, the adjacent two Xs may form 5-membered or 6-membered ring together with carbon atoms to which the two Xs are bonded by forming —CH2CH2CH2—, —CH2CH2O—, —CH2OCH2—, —OCH2O—, —CH2CH2S—, —CH2SCH2—, —CH2CH2N(R13)—, —CH2N(R13)CH2—, —CH2CH2CH2CH2—, —CH2CH2CH2O—, —CH2CH2OCH2—, —CH2OCH2O—, —OCH2CH2O—, —OCH2CH2S—, —CH2CH═CH—, —OCH═CH—, —SCH═CH—, —N(R13)CH═CH—, —OCH═N—, —SCH═N—, —N(R13)CH═N—, —N(R13)N═CH—, —CH═CHCH═CH—, —OCH2CH═CH—, —N═CHCH═CH—, —N═CHCH═N— or —N═CHN═CH—, in this case, hydrogen atoms bonded to each carbon atom forming the ring may be arbitrarily substituted with Z, further when the hydrogen atoms are substituted with two or more Zs at the same time, each Z may be identical with or different from each other,
Y is halogen atom, cyano, nitro, azido, —SCN, —SF5, C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R4, C3-C8cycloalkyl, C3-C8cycloalkyl arbitrarily substituted with R4, E-1 to E-49, C2-C6alkynyl, C2-C6alkynyl arbitrarily substituted with R4, —OH, —OR5, —OSO2R5, —SH, —S(O)rR5, —NH2, —N(R7)R6, —N(R7)C(O)R9a, N(R7)C(O)OR9a, N(R7)C(O)SR9a, —N(R7)C(S)OR9a, —N(R7)C(S)SR9a, —N(R7)S(O)2R9a, —N═CHOR8, —N═C(R9)OR8, —C(O)NH2, —C(O)N(R10)R9, —C(S)NH2, —C(S)N(R10)R9, —Si(R12a)(R12b)R12, phenyl, phenyl substituted with (Z)p1, or D-1 to D-65, when n is an integer of 2 or more, each Y may be identical with or different from each other,
further, when two Ys are adjacent, the adjacent two Ys may form 5-membered or 6-membered ring together with carbon atoms to which the two Ys are bonded by forming —CH2CH2CH2—, —CH2CH2O—, —CH2OCH2—, —OCH2O—, —CH2CH2S—, —CH2SCH2—, —SCH2S—, —CH2CH2CH2CH2—, —CH2CH2CH2O—, —CH2CH2OCH2—, —CH2OCH2O—, —OCH2CH2O—, —OCH2CH2S—, —SCH2CH2S—, —OCH═N— or —SCH═N—, in this case, hydrogen atoms bonded to each carbon atom forming the ring may be arbitrarily substituted with Z, further when the hydrogen atoms are substituted with two or more Zs at the same time, each Z may be identical with or different from each other,
R1 is hydrogen atom, —CHO, —C(═W1)R1a, —C(═W1)—W2—R1a, —C(═W1)NH2, —C(═W1)N(R1b)R1a, —C(═W1)N(R1b)OR1a, —C(═W1)NHC(O)R1a, —C(═W1)NHSO2R1a, —C(═W1)CH═NOR1a, —S(O)2R1a, —S(O)2NH2 or —S(O)2N(R1b)R1a,
W1 and W2 independently of each other are oxygen atom or sulfur atom,
R1a is C1-C12alkyl, C1-C12alkyl arbitrarily substituted with R14, C3-C12cycloalkyl, C3-C12cyloalkyl arbitrarily substituted with R14, E-1 to E-49, C2-C12alkenyl, C2-C12alkenyl arbitrarily substituted with R14, C3-C12cycloalkenyl, C3-C12halocycloalkenyl, C2-C12alkynyl, C2-C12alkynyl arbitrarily substituted with R14, phenyl, phenyl substituted with (Z)p1 or D-1 to D-65,
R1b is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C3-C6cycloalkyl C1-C4alkyl, C1-C6alkoxy C1-C4alkyl, C1-C6alkylthio C1-C4alkyl, cyano C1-C6alkyl, phenyl C1-C4alkyl, phenyl C1-C4alkyl substituted with (Z)p1, C3-C6alkenyl or C3-C6alkynyl,
or R1b together with R1a may form 3- to 7-membered ring together with the nitrogen atom bonding them by forming C2-C6alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and may be arbitrarily substituted with halogen atom, C1-C6alkyl, C1-C6alkoxy, —CHO, C1-C6alkylcarbonyl or C1-C6alkoxycarbonyl,
R2 is hydrogen atom, C1-C12alkyl, C1-C12haloalkyl, C1-C6alkyl arbitrarily substituted with R14a, C3-C12cycloalkyl, C3-C12alkenyl, C3-C12haloalkenyl, C3-C12alkynyl, C3-C12haloalkynyl, —C(O)R15, —C(O)OR15, —C(O)SR15, —CONH2, —C(O)N(R6)R15, —C(O)C(O)OR15, —C(S)OR15, —C(S)SR15, —C(S)NH2, —C(S)N(R16)R15, C1-C12alkoxy, —SR15, —S(O)2R15, —SN(R18)R17, phenyl or phenyl substituted with (Z)p1,
or R2 together with R1 may form 5- to 7-membered ring together with the nitrogen atom bonding them by forming C4-C6alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and may be arbitrarily substituted with C1-C6alkyl, C1-C6haloalkyl, —CHO, C1-C6alkylcarbonyl, C1-C6haloalkylcarbonyl, C1-C6alkoxycarbonyl, C1-C6haloalkoxycarbonyl, C1-C6alkylaminocarbonyl, C1-C6haloalkylaminocarbonyl, phenyl, phenyl substituted with (Z)p1, D-52, D-55, oxo or thioxo,
or further when substituent Y is present on an adjacent position, R2 together with Y may form 5- or 6-membered ring together with the atoms to which the R2 and Y are bonded by forming —CH2—, —CH2CH2—, —CH2O—, —CH2S— or —CH2N(R6)—,
R2a is hydrogen atom, cyano, C1-C6alkyl, C1-C6haloalkyl, C3-C6cycloalkyl, C1-C6alkoxycarbonyl, —C(O)NH2, —C(S)NH2 or phenyl,
R2b is hydrogen atom or C1-C6alkyl, or R2b together with R2a may form 3- to 6-membered ring with the carbon atom bonding them by forming C2-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom,
R2c is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl, C1-C6haloalkylcarbonyl, C3-C6cycloalkylcarbonyl, C3-C6halocycloalkylcarbonyl, C1-C6alkoxycarbonyl or C1-C6haloalkoxycarbony,
R3 is halogen atom, cyano, C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R4, C3-C8cycloalkyl, C3-C8cycloalkyl arbitrarily substituted with R4, E-1 to E-49, C3-C6alkenyl, C2-C6alkenyl arbitrarily substituted with R4, C3-C6alkynyl, C2-C6alkynyl arbitrarily substituted with R4, —OR5, —S(O)rR5, —N(R10)R9, —N(R10)R9a, —CHO, —C(O)R9, —C(O)OR9, —C(O)SR9, —C(O)NH2, —C(O)N(R10)R9, —C(S)OR9, —C(S)SR9, —C(S)NH2, —C(S)N(R10)R9, —CH═NOR11, —C(R9)═NOR11, M-5, M-20, M-48, —Si(R12a)(R12b)R12, —P(O)(OR19)2, phenyl, phenyl substituted with (Z)p1 or D-1 to D-65,
D-1 to D-65 are aromatic heterocyclic rings of the following formulae, respectively
Z is halogen atom, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C4alkoxy C1-C4alkyl, C1-C4haloalkoxy C1-C4alkyl, C1-C4alkylthio C1-C4alkyl, C1-C4haloalkylthio C1-C4alkyl, C1-C4alkylsulfinyl C1-C4alkyl, C1-C4haloalkylsulfinyl C1-C4alkyl, C1-C4alkylsulfonyl C1-C4alkyl, C1-C4haloalkylsulfonyl C1-C4alkyl, C3-C6cycloalkyl, C3-C6halocycloalkyl, —OH, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylsulfonyloxy, C1-C6haloalkylsulfonyloxy, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, —NH2, C1-C6alkylamino, di(C1-C6alkyl)amino, C1-C6alkoxycarbonyl, C1-C6haloalkoxycarbonyl, —C(O)NH2, C1-C6alkylaminocarbonyl, C1-C6haloalkylaminocarbonyl, di(C1-C6alkyl)aminocarbonyl, —C(S)NH2, —S(O)2NH2, C1-C6alkylaminosulfonyl, di(C1-C6alkyl)aminosulfonyl, phenyl or phenyl arbitrarily substituted with halogen atom, when p1, p2, p3 or p4 is an integer of 2 or more, each Z may be identical with or different from each other,
further, when two Zs are adjacent, the adjacent two Zs may form 5-membered or 6-membered ring together with carbon atoms to which the two Zs are bonded by forming —CH2CH2CH2—, —CH2CH2O—, —CH2OCH2—, —OCH2O—, —CH2CH2S—, —CH2SCH2—, —CH2CH2CH2CH2—, —CH2CH2CH2O—, —CH2CH2OCH2—, —CH2OCH2O—, —OCH2CH2O—, —CH2CH2CH2S—, —OCH2CH2S— or —CH═CH—CH═CH—, in this case, hydrogen atoms bonded to each carbon atom forming the ring may be arbitrarily substituted with halogen atom, cyano, nitro, C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy or C1-C4alkylthio,
E-1 to E-49 are saturated heterocyclic rings of the following formulae, respectively
R4 is halogen atom, cyano, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-1 to E-49, —OH, —OR5, —SH, —S(O)rR5, —N(R7)R6, —N(R7)C(O)R9a, —N(R7)C(O)OR9a, —N(R7)C(O)SR9a, —N(R7)C(S)OR9a, —N(R7)C(S)SR9a, —N(R7)S(O)2R9a, —C(O)OR9, —C(O)N(R10)R9, —Si(R12a)(R2b)R2, phenyl, phenyl substituted with (Z)p1 or D-1 to D-65,
R5 is C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R22, C3-C8cycloalkyl, C3-C8cycloalkyl arbitrarily substituted with R22, E-3 to E-9, E-23 to E-31, E-34, E-45, C2-C6alkenyl, C2-C6alkenyl arbitrarily substituted with R22, C3-C8cycloalkenyl, C3-C8halocycloalkenyl, C3-C6alkynyl, C3-C6alkynyl arbitrarily substituted with R22, C1-C6alkylcarbonyl, C1-C6alkoxycarbonyl, phenyl, phenyl substituted with (Z)p1, D-1 to D-4, D-6 to D-13, D-15 to D-23, D-25 to D-37, D-39, D-40, D-42, D-43, D-45, D-47, D-50 to D-64 or D-65,
R6 is C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R22, C3-C8cycloalkyl, C3-C8halocycloalkyl, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, —CHO, —C(O)R9, —C(O)OR9, —C(O)SR9, —C(O)NH2, —C(O)N(R10)R9, —C(S)OR9, —C(S)SR9, —C(S)NH2, —C(S)N(R10)R9, —C(O)C(O)R9, —C(O)C(O)OR9, —OH, —S(O)2R9, —S(O)2N(R10)R9, —P(O)(OR19)2 or —P(S)(OR19)2,
R7 is hydrogen atom, C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R22, C3-C8cycloalkyl, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, —CHO, C1-C6alkylcarbonyl, C1-C6haloalkylcarbonyl or C1-C6alkoxycarbonyl, or R7 together with R6 may form 3- to 7-membered ring together with the nitrogen atom bonding them by forming C2-C6alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and may be arbitrarily substituted with halogen atom, C1-C6alkyl, C1-C6haloalkyl, oxo or thioxo,
R8 is C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl, phenyl or phenyl substituted with (Z)p1,
R9 is C1-C6alkyl, C1-C6substituted with R22, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-1 to E-49, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl or C3-C6haloalkynyl,
R9ais phenyl, phenyl substituted with (Z)p1 or D-1 to D-65, R10 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C3-C6cycloalkyl C1-C4alkyl, C1-C6alkoxy C1-C4alkyl, C1-C6alkylthio C1-C4alkyl, cyano C1-C6alkyl, C3-C6alkenyl or C3-C6alkynyl, or R10 together with R9 may form 3- to 7-membered ring with the nitrogen atom bonding them by forming C2-C6alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and may be arbitrarily substituted with halogen atom, C1-C6alkyl, C1-C6alkoxy, —CHO, C1-C6alkylcarbonyl or C1-C6alkoxycarbonyl,
R11 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, phenyl C1-C4alkyl, phenyl C1-C4alkyl substituted with (Z)p1, C3-C6alkenyl, C3-C6haloalkenyl, C3-C6alkynyl or C3-C6haloalkynyl,
R12 is C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, phenyl or phenyl substituted with (Z)p1,
R12a and R12b independently of each other are C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy,
R13 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxycarbonyl C1-C4alkyl, C1-C6haloalkoxycarbonyl C1-C4alkyl, phenyl C1-C4alkyl, phenyl C1-C4alkyl substituted with (Z)p1, C2-C6alkenyl, C2-C6haloalkenyl, C3-C6alkynyl, C3-C6haloalkynyl, C1-C6alkoxy, C1-C6alkoxycarbonyl, C1-C6haloalkoxycarbonyl, phenyl or phenyl substituted with (Z)p1,
further, in case where Z is present in an adjacent position of R13, R13 together with Z may form 6-membered ring together with the atom bonding them by forming —CH2CH2CH2CH2—, —CH═CH—CH═CH—, —N═CH—CH═CH—, —CH═N—CH═CH—, —CH═CH—N═CH— or —CH═CH—CH═N—, in this case, hydrogen atoms bonded to each carbon atom forming the ring may be arbitrarily substituted with halogen atom, C1-C4alkyl or C1-C4haloalkyl,
R14 is halogen atom, cyano, nitro, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-4 to E-7, E-9 to E-11, E-11, E-18, E-23 to E-28, E-30 to E-32, E-43, C5-C8cycloalkenyl, C5-C8halocycloalkenyl, —OR23, —N(R24)R23, —S(O)rR25, —C(O)R26, —CH═NOR28, —C(R26)═NOR28, —C(O)OR26, —C(O)SR26, —C(O)NH2, —C(O)N(R27)R26, —C(O)C(O)OR26, —C(S)OR26, —C(S)SR26, —C(S)NH2, —C(S)N(R27)R26, —SO2NH2, —SO2N(R27)R26,
—C(═NR27)OR26, —C(═NR27)SR26, —C(═NR27)N(R27a)R26a, —C(═NOR28)N(R27a)R26a, M1 to M-48, —Si(R12a)(R12b)R12, phenyl, phenyl substituted with (Z)p, naphthyl or D-1 to D-65,
M-1 to M-48 are partially saturated heterocyclic rings of the following formulae, respectively
R14a is cyano, nitro, C3-C6cycloalkyl, —OR23, —N(R24)R23, —S(O)rR25, —CHO, —C(O)R26, —C(O)OR26, —C(O)SR26, —C(O)NH2, —C(O)C(O)OR26, —C(S)OR26, —C(S)SR26, —C(S)NH2, —Si(R12a)(R12b)R12, —P(O)(OR19)2, —P(S)(OR19)2, phenyl or phenyl substituted with (Z)p1,
R15 is C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R29, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-1 to E-49, C2-C6alkenyl, C2-C6haloalkenyl, C3-C8cycloalkenyl, C3-C8halocycloalkenyl, C2-C6alkynyl, C2-C6haloalkynyl, phenyl, phenyl substituted with (Z)p1, naphthyl or D-1 to D-65,
R16 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl or C3-C6alkynyl, or R16 together with R15 may form 5- to 6-membered ring with the nitrogen atom bonding them by forming C4-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom or sulfur atom,
R17 is C1-C12alkyl, C1-C6alkoxy C1-C6alkyl, C1-C6alkoxycarbonyl C1-C6alkyl, phenyl C1-C6alkyl, phenyl C1-C6alkyl substituted with (Z)p1, C1-C12alkoxycarbonyl, —C(O)ON═C(CH3)SCH3 or —C(O)ON═C(SCH3)C(O)N(CH3)2,
R18 is C1-C12alkyl, phenyl C1-C6alkyl or phenyl C1-C6alkyl substituted with (Z)p1, or R18 together with R17 may form 5- to 6-membered ring with the nitrogen atom bonding them by forming C4-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom or sulfur atom, and may be arbitrarily substituted with C1-C4alkyl or C1-C4alkoxy,
R19 is C1-C6alkyl or C1-C6haloalkyl,
R20 is halogen atom, C1-C6alkyl or C1-C6haloalkyl, when q1 to q8 are an integer of 2 or more, each R20 may be identical with or different from each other, further, when two R20s are present on the same carbon atom, the two R20s together may form oxo or thioxo,
R21 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, —CHO, —C(O)R30, —C(O)OR30, —C(O)SR30, —C(O)NH2, —C(O)N(R31)R30 or —S(O)2R30,
R22 is halogen atom, cyano, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-1 to E-49, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6haloalkylthio, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, C1-C6alkylamino, di(C1-C6alkyl)amino, —CHO, C1-C6alkylcarbonyl, C1-C6haloalkylcarbonyl, C1-C6alkoxycarbonyl, C1-C6haloalkoxycarbonyl, C1-C6alkylaminocarbonyl, di(C1-C6alkyl)aminocarbonyl, phenyl, phenyl substituted with (Z)p1, or D-1 to D-65,
R23 is hydrogen atom, C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R29, C3-C6alkenyl, C3-C6alkynyl, —C(O)R30, —C(O)OR30, —C(O)SR30, —C(O)NH2, —C(O)N(R31)R30, —C(S)R30, —C(S)OR30, —C(S)SR30, —C(S)NH2, —C(S)N(R30)R30, —S(O)2R30, —S(O)2N(R30)R30, tri(C1-C4alkyl) silyl, di(C1-C6alkyl) thiophosphoryl, phenyl or phenyl substituted with (Z)p1,
R24 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl or C3-C6alkynyl, or R24 together with R23 may form 4- to 6-membered ring with the nitrogen atom bonding them by forming C3-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom,
R25 is C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R29, —C(O)R30, —C(O)NH2, —C(O)N(R31)R30, —C(S)OR31, —C(S)NH2, —C(S)N(R31)R30, C1-C6alkylthio, phenyl, phenyl substituted with (Z)p1, D-21, D-35, D-52 or D-55,
R26 and R26a independently of each other are C1-C6alkyl, C1-C6alkyl arbitrarily substituted with R29, C3-C6cycloalkyl, C3-C6halocycloalkyl, E-4, E-5, E-7, E-23, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C2-C6haloalkynyl, phenyl, phenyl substituted with (Z)p1, D-1 to D-4, D-21 to D-23, D-52 to D-56, D-58 or D-59,
R27 and R27a independently of each other are hydrogen atom, C1-C6alkyl, C1-C4alkoxy C1-C4alkyl, C1-C4alkylthio C1-C4alkyl, cyano C1-C6alkyl, C3-C6alkenyl or C3-C6alkynyl, or R27 together with R26 may form 3- to 6-membered ring with the nitrogen atom bonding them by forming C2-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom,
R28 is C1-C8alkyl, C1-C8alkyl arbitrarily substituted with R29, C3-C8cycloalkyl, C3-C8alkenyl, C3-C8alkenyl arbitrarily substituted with R29, C3-C8alkynyl or C3-C8alkynyl arbitrarily substituted with R29
R29 is halogen atom, cyano, C3-C8cycloalkyl, C3-C8halocycloalkyl, E-4 to E-7, —OH, —OR30, —S(O)rR30, —C(O)OR30, —C(O)NH2, —C(O)N(R31)R30, tri(C1-C4alkyl) silyl, phenyl, phenyl substituted with (Z)p1, D-1 to D-4, D-21 to D-23, D-52, D-53 or D-54,
R30 is C1-C6alkyl, C1-C6haloalkyl, C1-C4alkyl arbitrarily substituted with R32, C3-C6cycloalkyl, C3-C6halocycloalkyl, C2-C6alkenyl, C2-C6alkynyl, phenyl, or phenyl substituted with (Z)p1,
R31 is hydrogen atom, C1-C6alkyl, C1-C6haloalkyl, C3-C6alkenyl or C3-C6alkynyl, or R31 together with R30 may form 3- to 6-membered ring with the nitrogen atom bonding them by forming C2-C5alkylene chain, in this case, the alkylene chain may contain one oxygen atom or sulfur atom,
R32 is C3-C6cycloalkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4alkylsulfonyl, phenyl or phenyl substituted with (Z)p1,
m is an integer of 0 to 5,
n is an integer of 0 to 4,
p1 is an integer of 1 to 5,
p2 is an integer of 0 to 4,
p3 is an integer of 0 to 3,
p4 is an integer of 0 to 2,
p5 is an integer of 0 or 1,
q1 is an integer of 0 to 3,
q2 is an integer of 0 to 5,
q3 is an integer of 0 to 7,
q4 is an integer of 0 to 9,
q5 is an integer of 0 to 6,
q6 is an integer of 0 to 4,
q7 is an integer of 0 to 2,
q8 is an integer of 0 to 8,
r is an integer of 0 to 2, and
t is an integer of 0 or 1.

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Substituted isoxazoline compound and pesticide

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Substituted isoxazoline compound and pesticide

Life of this patent

Abstract

Claims10