Isoxazoline-substituted benzamide compound and pesticide

• US 7,951,828 B1
• Filed: 02/29/2008
• Issued: 05/31/2011
• Est. Priority Date: 09/02/2005
• Status: Active Grant

• Current Assignee: Nissan Chemical Industries Limited (Nissan Chemical Corporation)
• Original Assignee: Nissan Chemical Industries Limited (Nissan Chemical Corporation)
• Inventors: Yaosaka, Manabu, Toyama, Ken-ichi, Furukawa, Yuki, Mita, Takeshi, Komoda, Mitsuaki, Ikeda, Eitatsu, Masuzawa, Yoshihide
• Primary Examiner(s): Young; Shawquia
• Application Number:
  US12/073,159
• Time in Patent Office: 1,187 Days
• Field of Search: 548/240, 514/378
• US Class Current: 514/378
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A61P 33/00 Antiparasitic agents
• CPC Class Codes: A61P 33/02 Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
• CPC Class Codes: A61P 33/04 Amoebicides
• CPC Class Codes: A61P 33/10 Anthelmintics
• CPC Class Codes: A61P 33/14 Ectoparasiticides, e.g. scabicides
• CPC Class Codes: C07C 237/32 having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by oxygen atoms
• CPC Class Codes: C07C 237/36 having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 213/81 Amides; Imides
• CPC Class Codes: C07D 237/20 Nitrogen atoms nitro radicals C07D237/12
• CPC Class Codes: C07D 239/42 One nitrogen atom nitro radicals C07D239/30
• CPC Class Codes: C07D 241/20 Nitrogen atoms nitro radicals C07D241/16
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/04 directly linked by a ring-member-to-ring-member bond

Abstract

An isoxazoline-substituted benzamide 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., W is oxygen atom or sulfur atom, etc., X is halogen atom, C₁-C₆haloalkyl, etc., Y is halogen atm, C₁-C₆alkyl, etc., R¹ is —CH═NOR^1a, —C(O)OR^1c, —C(O)NHR^1d, phenyl substituted with (Z)_p1, D-14, D-52, D-53, D-55 to D-59, etc., R^1a is C₁-C₆alkyl, etc., R^1c is C₁-C₆alkyl, etc., R^1d is hydrogen atom, —C(O)R¹⁵, —C(O)OR¹⁵, etc., R² is C₁-C₆alkyl, —CH₂R^14a, C₁-C₆alkynyl, —C(O)R¹⁵, —C(O)OR¹⁵, etc., further when R¹ is —CH═NOR^1a, —C(O)OR^1c or —C(O)N(R^1e)R^1d, R² may be hydrogen atom, R³ is C₁-C₆haloalkyl, etc., R^14a is cyano, —OR²⁵, etc., R¹⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy C₁-C₄alkyl, C₁-C₄alkylthio C₁-C₄alkyl, C₃-C₆cycloalkyl, C₂-C₆alkenyl, etc., R²⁵ is C₁-C₄alkyl, C₁-C₄haloalkyl, —C(O)R³² or —C(O)OR³², etc., R³² is C₁-C₆alkyl or C₃-C₆cycloalkyl, etc., Z is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆alkoxy, etc., m is an integer of 0 to 5, n is an integer of 0 to 4, p1 is an integer of 1 to 5. The pesticide containing these compounds.

Claims

1. An isoxazoline-substituted benzamide compound of formula (1) or a salt thereof:

2. The isoxazoline-substituted benzamide compound or the salt thereof according to claim 1, wherein

X is halogen atom, cyano, nitro, —

SF₅, C₁-C₆alkyl, C₁-C₆alkyl arbitrarily substituted with R⁴, C₃-C₈cycloalkyl, C₃-C₈haloycloalkyl, C₂-C₆alkenyl, C₂-C₆halolkenyl, C₂-C₆alkynyl, C₂-C₆halolkynyl, —

OH, —

OR⁵, —

OSO₂R⁵, —

S(O)_rR⁵ or tri(C₁-C₆alkyl)silyl, when m is an integer of 2 or 3, each X may be identical with or different from each other,

Y is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆alkyl arbitrarily substituted with R⁴, C₂-C₆alkynyl, tri(C₁-C₆alkyl)silylethynyl, —

OR⁵, —

OSO₂R⁵, —

S(O)_rR⁵, —

NH₂, —

N(R⁷)R⁶, —

N═

C(R⁹)OR⁸, —

C(O)NH₂ or —

C(S)NH₂, when n is 2, each Y may be identical with or different from each other,

R¹ is —

C(R^1b)═

NOR^1a, M-5, M-20, or —

C(R^1b)═

NN(R^1e)R^1f,

R^1a is hydrogen atom, C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R¹⁴, C₃-C₆cycloalkyl, E-4, E-6, E-8, E-10, E-25, E-26, E-28, E-29, E-31, E-32, E-35, C₃-C₆alkenyl, C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl, phenylC₃-C₆alkynyl, phenyl or phenyl substituted with (Z)_p1,

R^1b is hydrogen atom, C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxyC₁-C₄alkyl, C₁-C₄alkylthioC₁-C₄alkyl or C₃-C₆cycloalkyl,

R^1c is C₁-C₆alkyl, C₁-C₄alkyl arbitrarily substituted with R¹⁴, C₃-C₆cycloalkyl, E-5, E-6, E-8, E-10, E-25, E-26, E-28, E-29, E-31, E-32, E-35, C₂-C₆alkenyl, C₃-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl, phenyl or phenyl substituted with (Z)_p1,

R^1e is hydrogen atom or C₁-C₆alkyl,

R^1f is C₁-C₆alkylcarbonyl or C₁-C₆alkoxycarbonyl,

R² is hydrogen atom, C₃-C₆alkenyl, C₁-C₆alkyl, —

CH₂R^14a, E-5, E-24, C₃-C₆alkynyl, —

C(O)R¹⁵, —

C(O)OR¹⁵, —

C(O)SR¹⁵, —

C(S)OR¹⁵, —

C(S)SR¹⁵, —

C(O)C(O)OR¹⁵, C₁-C₆alkylthio, C₁-C₆haloalkylthio, phenylthio, C₁-C₆alkylsulfonyl, —

SN(R²⁰)R¹⁹, phenyl or phenyl substituted with (Z)_p1,

R^2a is —

OR^1c, —

SR^1c or di(C₁-C₆alkyl)amino,

R^2b is R^1b, C₁-C₆alkylthio, C₁-C₆haloalkylthio, —

SCH₂R^14a, C₃-C₆alkenylthio, C₃-C₆haloalkenylthio, C₃-C₆alkynylthio, C₃-C₆haloalkynylthio or —

SC(O)R¹⁵,

R³ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy C₁-C₄haloalkyl, C₁-C₄haloalkoxy C₁-C₄haloalkyl, C₁-C₄alkylthio C₁-C₄haloalkyl, C₁-C₄haloalkylthio C₁-C₆haloalkyl, cyano C₁-C₆haloalkyl, C₃-C₆cycloalkyl or C₃-C₈halocycloalkyl,

Z is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylsulfonyloxy, C₁-C₆haloalkylsulfonyloxy, C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl, C₁-C₆alkylsulfonyl, C₁-C₆haloalkylsulfonyl, C₁-C₆alkoxycarbonyl, —

C(O)NH₂, —

C(S)NH₂ or phenyl, 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 —

OCH₂O—

or —

OCH₂CH₂O—

, in this case, hydrogen atoms bonded to each carbon atom forming the ring may be arbitrarily substituted with halogen atom,

R⁴ is halogen atom, —

OH, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylthio, C₁-C₆haloalkylthio, C₁-C₆alkylsulfinyl, C₁-C₆haloalkylsulfinyl, C₁-C₆alkylsulfonyl or C₁-C₆haloalkylsulfonyl,

R⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₃haloalkoxy C₁-C₃haloalkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₃-C₆alkynyl, C₃-C₆haloalkynyl or C₁-C₆alkoxycarbonyl,

R⁶ is C₁-C₆alkyl, C₁-C₆haloalkyl, —

CHO, —

C(O)R⁹, —

C(O)OR⁹, —

C(O)SR⁹, —

C(S)OR⁹, —

C(S)SR⁹ or —

S(O)₂R⁹,

R⁷ is hydrogen atom, C₁-C₆alkyl or C₁-C₆haloalkyl,

R⁸ is C₁-C₆alkyl,

R⁹ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₈cycloalkyl or C₃-C₈halocycloalkyl,

R¹³ is C₁-C₆alkyl, C₁-C₆haloalkyl or phenyl,

R¹⁴ is cyano, nitro, C₃-C₆cycloalkyl, C₃-C₆halocycloalkyl, E-5 to E-8, E-10 to E-12, E-19, E-24 to E-29, E-31 to E-33, E-44, —

OR²⁵, —

N(R²⁶)R²⁵, —

S(O)_rR²⁷, C₅-C₆cycloalkenyl, C₅-C₈halocycloalkenyl, M-1, —

CHO, C₁-C₆alkylcarbonyl, —

C(O)R²⁸, —

C(O)SR²⁸, —

C(O)NH₂, —

C(O)N(R²⁹)R²⁸, M-11, M-28, —

C(S)OR²⁸, —

C(S)SR²⁸, —

C(S)NH₂, —

C(S)N(R²⁹)R²⁸, M-14, M-32, —

CH═

NOR³⁰, —

C(R²⁸)═

NOR³⁰, M-5, —

SO₂N(R²⁹)R²⁸, tri(C₁-C₆alkyl)silyl, phenyl, phenyl substituted with (Z)_p1, D-1, D-2, D-52, D-53 or D-54,

R^14a is cyano, —

OR²⁵, —

N(R²⁶)R²⁵, —

S(O)_rR²⁷, —

CHO, C₁-C₆alkylcarbonyl, phenylcarbonyl, C₁-C₆alkoxycarbonyl, tri(C₁-C₆alkyl)silyl or phenyl,

R¹⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R³¹, C₃-C₆cycloalkyl, C₂-C₆alkenyl, C₂-C₆haloalkenyl, C₃-C₈halocycloalkenyl, C₂-C₆alkynyl, phenyl, phenyl substituted with (Z)_p1, naphthyl, D-1 to D-4, D-28, D-52, D-53 or D-54,

R^17a is C₁-C₆alkyl, di(C₁-C₆alkyl)amino, phenyl, phenyl substituted with (Z)_p1, D-52, D-53 or D-54,

R^17b is hydrogen atom or C₁-C₆alkyl,

R¹⁹ is C₁-C₆alkyl, C₁-C₄alkoxy C₁-C₄alkyl, C₁-C₆alkoxycarbonyl C₁-C₄alkyl, phenyl C₁-C₄alkyl, phenyl C₁-C₄alkyl substituted with (Z)_p1 or C₁-C₆alkoxycarbonyl,

R²⁰ is C₁-C₆alkyl, phenyl C₁-C₄alkyl or phenyl C₁-C₄alkyl substituted with (Z)_p1, or R²⁰ together with R¹⁹ may form 5- or 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 methyl or methoxy,

R²¹ is C₁-C₆alkyl,

R²² is C₁-C₆alkyl, C₁-C₆haloalkyl, phenyl or phenyl substituted with (Z)_p1, when q2 is 2, each

R²² may be identical with or different from each other,

R²³ is —

CHO, C₁-C₆alkylcarbonyl, C₁-C₆haloalkylcarbonyl or C₁-C₆alkoxycarbonyl,

R²⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R³¹, C₃-C₆cycloalkyl, E-6, E-8, E-25, E-26, E-28, E-29, C₃-C₆alkenyl, C₃-C₆alkynyl, —

C(O)R³², —

C(O)OR³², —

C(O)NH₂, —

C(O)N(R³³)R³², —

C(S)N(R³³)R³², —

SO₂R³², —

S(O)₂N(R³³)R³², —

P(O)(OR²¹)₂, —

P(S)(OR²¹)₂ or phenyl,

R²⁶ is hydrogen atom, C₁-C₆alkyl, C₁-C₆alkoxy or phenyl, or R²⁶ together with R²⁵ may form 5- to 7-membered ring with the nitrogen atom bonding them by forming C₄-C₆alkylene chain, in this case, the alkylene chain may contain one oxygen atom or sulfur atom,

R²⁷ is C₁-C₈alkyl, C₁-C₈haloalkyl, C₁-C₄alkyl arbitrarily substituted with R³¹, C₃-C₆alkenyl, C₃-C₆alkynyl, C₁-C₆alkylthio, —

C(O)R³², —

C(O)N(R³³)R³², —

C(S)R³², —

C(S)OR³², —

C(S)N(R³³)R³², phenyl, D-21, D-34, D-35, D-50, D-52 or D-55,

R²⁸ is C₁-C₆alkyl, C₁-C₆haloalkyl or phenyl,

R²⁹ is hydrogen atom or C₁-C₆alkyl, or R²⁹ together with R²⁸ 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,

R³⁰ is C₁-C₆alkyl,

R³¹ is cyano, C₃-C₆cycloalkyl, C₃-C₆halocycloalkyl, E-5 to E-8, E-11, E-19, —

OR³², —

OC(O)R³², —

OC(O)OR³², C₁-C₄alkylthio, phenylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl, C₁-C₄alkoxycarbonyl, phenyl or phenyl substituted with (Z)_p1,

R³² is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R³⁴, C₃-C₆cycloalkyl, C₂-C₆alkenyl, phenyl, D-1 to D-4, D-14, D-52, D-53 or D-54,

R³³ is hydrogen atom or C₁-C₆alkyl, or R³³ together with R³² 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,

R³⁴ is E-5, C₁-C₄alkoxy, phenoxy, C₁-C₄alkylthio, phenylthio, —

N(R³⁶)R³⁵, phenyl, D-1, D-3, D-52, D-53 or D-54,

R³⁵ is hydrogen atom, C₁-C₆alkyl, C₁-C₆alkoxycarbonyl or phenylcarbonyl,

R³⁶ is hydrogen atom or C₁-C₆alkyl,

m is an integer of 1 to 3,

n is an integer of 0 to 2,

q2 is an integer of 0 to 2,

q3, q4 and q5 are 0, and

q6 is an integer of 0 or 1.

3. The isoxazoline-substituted benzamide compound or the salt thereof according to claim 2, wherein

X is halogen atom, cyano, nitro, —

SF₅, C₁-C₆alkyl, C₁-C₆haloalkyl, hydroxyC₁-C₆haloalkyl, C₁-C₆alkoxyC₁-C₆haloalkyl, C₃-C₈halocycloalkyl, —

OR⁵, —

OSO₂R⁵ or —

S(O)_rR⁵, when m is 2 or 3, each X may be identical with or different from each other,

Y is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R⁴, —

OR⁵, —

SR⁵, —

NH₂, —

N(R⁷)R⁶ or —

C(S)NH₂, when n is 2, each Y may be identical with or different from each other,

R¹ is —

C(R^1b)═

NOR^1a,

R^1a is hydrogen atom, C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₆cycloalkyl C₁-C₄alkyl, C₃-C₆alkenyl or C₃-C₆alkynyl,

R^1b is hydrogen atom or C₁-C₆alkyl,

R^1c is C₁-C₆alkyl, C₁-C₄alkyl arbitrarily substituted with R¹⁴ or C₃-C₆cycloalkyl,

R² is hydrogen atom, C₁-C₆alkyl, —

CH₂R^14a, E-5, E-24, C₃-C₆alkynyl, —

C(O)R¹⁵, —

C(O)OR¹⁵, —

C(O)SR¹⁵, —

C(S)OR¹⁵, —

C(S)SR¹⁵, —

C(O)C(O)OR¹⁵, C₁-C₆haloalkylthio, —

SN(R²⁰)R¹⁹, phenyl or phenyl substituted with (Z)_p1,

C₁-C₆haloalkyl or C₃-C₆alkenyl, or R² together with R¹ may form ═

C(R^2b)R^2a,

R^2a is C₁-C₆alkoxy or di(C₁-C₆alkyl)amino,

R^2b is R^1b, C₁-C₆alkylthio, —

SCH₂R^14a, C₃-C₆alkenylthio, C₃-C₆alkynylthio or C₁-C₆alkylcarbonylthio,

R³ is C₁-C₆haloalkyl or C₃-C₈halocycloalkyl,

R⁴ is —

OH, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylthio or C₁-C₆haloalkylthio,

R⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl or C₁-C₃haloalkoxy C₁-C₃haloalkyl,

R⁶ is C₁-C₆alkyl, —

CHO, C₁-C₆alkylcarbonyl, C₁-C₆haloalkylcarbonyl, C₁-C₆alkoxycarbonyl, C₁-C₆alkylthiocarbonyl, C₁-C₆alkoxythiocarbonyl, C₁-C₆alkyldithiocarbonyl, C₁-C₆alkylsulfonyl or C₁-C₆haloalkylsulfonyl,

R⁷ is hydrogen atom or C₁-C₆alkyl

R¹⁴ is cyano, C₃-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₄alkoxy C₁-C₄alkoxy, C₁-C₆alkylthio, —

S(D-52), —

S(D-55), C₁-C₆alkylsulfonyl, —

NHC(O)R³², —

NHC(O)OR³², C₁-C₆alkylcarbonyl or C₁-C₆alkoxycarbonyl,

R^14a is cyano, —

OR²⁵, —

NHC(O)OR³², —

S(O)_rR²⁷, C₁-C₆alkylcarbonyl, C₁-C₆alkoxycarbonyl or phenyl,

R¹⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkyl arbitrarily substituted with R³¹, C₃-C₆cycloalkyl, C₂-C₆alkenyl, C₂-C₆alkynyl, phenyl, phenyl substituted with (Z)_p1, D-52, D-53 or D-54,

R¹⁹ is C₁-C₆alkyl, C₁-C₆alkoxycarbonyl C₁-C₄alkyl or C₁-C₆alkoxycarbonyl,

R²⁰ is C₁-C₆alkyl or benzyl,

R²⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy C₁-C₄alkyl, benzyl, C₃-C₆alkenyl, C₃-C₆alkynyl, —

C(O)R³² or —

C(O)OR³²,

R²⁷ is C₁-C₆alkyl, C₁-C₆haloalkyl, —

C(O)R³² or —

C(S)OR³²,

R³¹ is C₃-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄haloalkoxy, C₁-C₄alkylthio, C₁-C₄alkylsulfinyl, C₁-C₄alkylsulfonyl or phenyl,

R³² is C₁-C₆alkyl, C₁-C₆haloalkyl, C₃-C₆cycloalkyl or phenyl,

p1 is an integer of 1 to 3,

p2 and p3 are an integer of 0 to 2, and

p4 is an integer of 0 or 1.

4. The isoxazoline-substituted benzamide compound or the salt thereof according to claim 3, wherein

W is oxygen atom,

X is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆haloalkyl, —

OR⁵ or —

S(O)_rR⁵, when m is 2 or 3, each X may be identical with or different from each other,

Y is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆haloalkyl, —

OR⁵, —

SR⁵, —

NH₂ or —

N(R⁷)R⁶,

R^1a is C₁-C₆alkyl,

R^1c is C₁-C₆alkyl or C₃-C₆cycloalkyl,

R² is hydrogen atom, C₁-C₆alkyl, —

CH₂R^14a, E-5, C₃-C₆alkynyl, —

C(O)R¹⁵, —

C(O)OR¹⁵, —

C(O)C(O)OR¹⁵ or C₁-C₆haloalkylthio,

R³ is C₁-C₆haloalkyl,

Z is halogen atom, cyano, nitro, C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₆alkoxy, C₁-C₆haloalkoxy, C₁-C₆alkylthio, C₁-C₆alkylsulfinyl or C₁-C₆alkylsulfonyl, when p1, p2 or p3 is an integer of 2 or more, each Z may be identical with or different from each other,

R⁵ is C₁-C₆alkyl or C₁-C₆haloalkyl,

R⁶ is C₁-C₆alkyl, —

CHO, C₁-C₆alkylcarbonyl or C₁-C₆alkoxycarbonyl,

R^14a is cyano, —

OR²⁵ or —

NHC(O)OR³²,

R¹⁵ is C₁-C₆alkyl, C₁-C₆haloalkyl, C₁-C₄alkoxy C₁-C₄alkyl, C₁-C₄alkylthio C₁-C₄alkyl, C₁-C₄alkylsulfinyl C₁-C₄alkyl, C₁-C₄alkylsulfonyl C₁-C₄alkyl, C₃-C₆cycloalkyl, C₂-C₆alkenyl, C₂-C₆alkynyl, phenyl, phenyl substituted with (Z)_p1 or D-52,

R²⁵ is C₁-C₄alkyl, C₁-C₄haloalkyl, —

C(O)R³² or —

C(O)OR³²,

R³² is C₁-C₆alkyl or C₃-C₆cycloalkyl,

n is an integer of 0 or 1,

q3 is 0, and

t is 0.

5. The isoxazoline-substituted benzamide compound or the salt thereof according to claim 4, wherein

R² is hydrogen atom, —

CH₂R^14a, C₃-C₆alkynyl or C₁-C₆alkoxycarbonyl,

R^14a is cyano or —

OR²⁵,

R²⁵ is C₁-C₄alkyl, C₁-C₄haloalkyl or —

C(O)R³², and

R³² is C₁-C₆alkyl.

6. A pesticide containing as an active ingredient one or more selected from isoxazoline-substituted benzamide compound and the salt thereof according to claim 1.

7. An agrochemical containing as an active ingredient one or more selected from isoxazoline-substituted benzamide compound and the salt thereof according to claim 1.

8. An endo- or ecto-parasiticide for mammals or birds containing as an active ingredient one or more selected from isoxazoline-substituted benzamide compound and the salt thereof according to claim 1.

9. An insecticide or acaricide containing as an active ingredient one or more selected from isoxazoline-substituted benzamide compound and the salt thereof according to claim 1.