JP2012153620A - Insecticidal, miticidal, nematicidal, molluscicidal, fungicidal, or bactericidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a new insecticidal, miticidal, nematicidal, molluscicidal, fungicidal, or bactericidal composition, and a pest controlling method.SOLUTION: The insecticidal, miticidal, nematicidal, molluscicidal, fungicidal, or bactericidal composition contains one or two or more kinds selected from isoxazoline-substituted benzamido compound represented by formula (1) or its salt, and one or two kinds selected from spinetoram and sulfoxaflor. [In the formula, Arepresents C-Xor the like; A, Aand Aeach independently represent C-H or the like; W represents an oxygen atom or a sulfur atom; Xand Xwhich are the same or different each represent a halogen atom, trifluoromethyl group or the like; Xrepresents a hydrogen atom, a fluorine atom or the like; Yrepresents a methyl group or the like; Rrepresents trifluoromethyl or the like; Rrepresents C-Chaloalkyl group or the like; and Rrepresents a hydrogen atom, methoxycarbonyl or the like].

Description

  The present invention comprises mixing an isoxazoline-substituted benzamide compound or a salt thereof and a known insecticide, acaricide, nematicide, molluscicide, fungicide or bactericide active ingredient compound. It relates to a pest control agent as a feature.

  The isoxazoline-substituted benzamide compound represented by the general formula (1) or a salt thereof, which is the first active ingredient compound in the pesticidal composition of the present invention, is a known compound, and its activity as a pesticidal agent is known. (For example, refer to Patent Documents 1 to 7).

  In addition, insecticidal activity, acaricidal activity, nematicidal activity, which is the second active ingredient compound used together with the isoxazoline-substituted benzamide compound represented by the general formula (1) or a salt thereof in the pest control composition of the present invention. Compound group A having molluscicidal activity, bactericidal activity or bactericidal activity is also a known compound (see, for example, Non-Patent Document 1).

International Publication No. 2005/085216 Pamphlet International Publication No. 2007/026965 Pamphlet International Publication No. 2008/108448 Pamphlet International Publication No. 2010/027051 Pamphlet Japanese Patent Application Publication No. 2007/308471 Japanese Patent Application Publication No. 2008/239611 Japanese Patent Application Publication No. 2010/083883

The Pesticide Manual, 14th edition, The British Crop Protection Council, 2006

  Today, the development of insecticides, acaricides and fungicides for the control of various pests such as agricultural and horticultural pests, forest pests, and hygiene pests is widely promoted, and a wide variety of drugs are put into practical use. However, in recent years, as a result of the long-term use of such drugs, pests have acquired insecticide resistance, and pathogens have acquired fungicide resistance. As a result, there are increasing situations in which it is difficult to control with conventional drugs. Some of these drugs are highly toxic and some are perturbing the ecosystem by remaining in the environment for a long time. Therefore, development of a novel drug having not only a high pest control effect but also low toxicity and low persistence is always expected.

  On the other hand, considering the diversity of insects and pathogens as a group of organisms, the mode of damage, and the variety of scenes of harm, all these control scenes can be achieved simply by using these new drugs or existing known drugs alone. It is very difficult to control all pests effectively. Therefore, a new method for controlling pests that are difficult to control is also strongly induced by appropriately combining multiple insecticides, acaricides, nematicides, molluscs, bactericides or bactericides to induce higher control efficacy. It has been requested.

  In view of such circumstances, the present inventors have conducted intensive research to develop a pest control agent that exhibits excellent pest control activity and has less adverse effects on non-target organisms such as mammals, fish, natural enemies, and beneficial insects. As a result, an isoxazoline-substituted benzamide compound represented by the following general formula (1) or a salt thereof and a known insecticidal, acaricidal, nematicidal, molluscicidal, compound having bactericidal or bactericidal activity: The present invention was completed by finding that the contained composition has an excellent synergistic insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effect that could not be predicted from use alone. .

  That is, the present invention relates to the following compositions [1] to [3] (hereinafter referred to as the present composition) and the control methods [4] to [6] (hereinafter referred to as the present method). Is.

  [1] General formula (1):

[Wherein A ¹ represents CX ³ or a nitrogen atom,
A ² , A ³ and A ⁴ each independently represent CY ² or a nitrogen atom,
W represents an oxygen atom or a sulfur atom,
X ¹ represents a halogen atom, C ₁ -C ₃ haloalkyl, halocyclopropyl, C ₁ -C ₃ haloalkoxy, —SF ₅ or C ₁ -C ₃ haloalkylthio,
X ² represents a hydrogen atom, a halogen atom, cyano, nitro, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, —OR ⁴ or —S (O) _p R ⁴ ,
X ³ represents a hydrogen atom, a halogen atom, cyano, methyl, difluoromethoxy, methylthio, —NH ₂ or dimethylamino, or X ³ together with X ¹ —CF ₂ OCF ₂ —, —OCF _{2 O} -, - CF by ₂ OCF ₂ O-or -OCF ₂ to form a CF ₂ O-, also form a 5- or 6-membered ring together with the carbon atom to which each of X ¹ and X ³ are bonded Represents good,
Y ¹ is a hydrogen atom, a halogen atom, cyano, nitro, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ⁵ , C ₂ -C ₃ alkynyl, trimethylsilyl _{ethynyl, -C (S) NH 2,} C 1 ~C 3 alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio, C ₁ -C ₃ ^{haloalkylthio, -N (R 7) R 6} , Represents phenyl, D-1 to D-3, D-7, D-11 or D-19 to D-22;
Y ² represents a hydrogen atom, a halogen atom or methyl,
R ¹ represents C ₁ -C ₃ haloalkyl or halocyclopropyl,
R ² is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, (C ₁ -C ₄ ) alkyl optionally substituted by R ⁸ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, (C ₃ -C ₄ ) cycloalkyl substituted by R ⁸ , E-1 to E-3, E-5, E-6, E-10, C _{2 to} C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ haloalkynyl, C ₃ -C ₆ ^{allenyl, -C (O) R 9,} -C (R 9) = NOR 10, M-1, ^{-C (R 9) = NN (} R 12) R 11, -C (O) OR 13, E-4, -C (O) SR 13, E-7, -C (O) N (R 12) R ¹¹ , E-8, -C (S) OR ¹³ , -C (S) SR ¹³ , -C (S) N (R ¹² ) R ¹¹ , -C (SR ¹³ ) = NH, M-4, -C _{(NH 2) = NCN, -C} (NH 2) = NOR 10, -C (NH 2) = NNO 2, phenyl, phenyl substituted by _{(Z) m1, D-1~D} -3, D-5 ~D-10, D-16, D-17, D-23~D-26, C 1 ~C 4 alkoxy or -N (R ¹⁵ ) represents R ¹⁴ ,
R ³ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ^8a , C ₃ -C ₄ cycloalkyl, C ₃ -C ₄ alkenyl. , C ₃ -C ₄ ^{alkynyl, -C (O) R 9,} -C (O) OR 13, -C (O) SR 13, -C (O) N (R 12) R 11, -C (O) C (O) OR ¹³ , C ₁ -C ₃ alkoxy, C ₁ -C ₃ alkylcarbonyloxy, C ₁ -C ₃ alkoxycarbonyloxy, C ₁ -C ₃ alkylsulfonyloxy, C ₁ -C ₃ alkylsulfonyl, C Represents _{1 to} C ₃ haloalkylthio, —NH ₂ or dimethylamino, or R ³ together with R ² forms ═C (R ^3b ) R ^3a , or R ³ represents R ² by forming a C ₃ -C ₅ alkylene chain together, indicates that may form a 4-6 membered ring together with the nitrogen atom to which R ² and R ³ are bonded, this When the alkylene chain is an oxygen atom, may contain one sulfur atom or a nitrogen atom, and C ₁ -C ₃ alkyl group, C ₁ -C ₃ haloalkyl group, a phenyl group, optionally by D-23 group or an oxo group May be replaced,
Z is a halogen atom, cyano, nitro, methyl, ethyl, C ₁ -C ₂ haloalkyl, methoxy, ethoxy, C ₁ -C ₂ haloalkoxy, C ₁ -C ₂ alkylsulfonyloxy, methylthio, ethylthio, methylsulfinyl, ethyl Represents sulfinyl, methylsulfonyl, ethylsulfonyl, —C (O) NH ₂ , —C (S) NH ₂ or —SO ₂ NH _2, and when m and m1 represent an integer of 2 or more, each Z is the same as each other Or they may be different from each other,
R ^3a is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₃ -C ₄ alkenyloxy, C ₃ -C ₄ alkynyloxy, C ₁ -C ₄ alkylthio represents a C ₁ -C ₄ haloalkylthio or -N ^{(R 3d) R 3c,}
R ^3b represents C ₁ -C ₄ alkylthio, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkylthio, C ₁ -C ₃ alkylcarbonylthio or —N (R ^3f ) R ^3e , or R ^{3b 3b} together with R ^3a is -N (R ^3f ) CH ₂ CH ₂ CH _2- , -N (R ^3f ) CH = CHS-, -N (R ^3f ) N = CHS-, -N (R ^3f ) N = CHCH ₂ S-, -N (R ^3f ) CH = CHCH = N- or -N (R ^3f ) N = C (R ^3g ) CH = CH- to form R ^3a and R ^3b Represents that a 5-membered ring or a 6-membered ring may be formed together with the carbon atoms to be bonded;
R ^3c represents cyano, nitro, C ₁ -C ₃ alkyl or C ₁ -C ₃ alkoxy;
R ^3d represents a hydrogen atom or C ₁ -C ₃ alkyl;
R ^3e is a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₃ alkoxy, di (C ₁ -C ₂ alkyl) amino, formylamino, C ₁ -C ₃ alkylcarbonylamino or _C 1 -C ₃ alkoxycarbonyl amino,
R ^3f represents a hydrogen atom or C ₁ -C ₃ alkyl,
R ^3g represents a hydrogen atom, a halogen atom or methyl,
R ⁴ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl or C ₁ -C ₂ haloalkoxy (C ₁ -C ₂ ) haloalkyl,
R ⁵ represents —OH, C ₁ -C ₃ alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio or C ₁ -C ₃ haloalkylthio,
R ⁶ represents a hydrogen atom, C ₁ -C ₄ alkyl, —CHO, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ alkyl thiocarbonyl, C ₁ -C ₃ alkoxy thiocarbonyl, C ₁ -C ₃ alkyl dithio carbonyl, represents C ₁ -C ₃ alkylsulfonyl or _C 1 -C ₃ haloalkylsulfonyl,
R ⁷ represents a hydrogen atom or C ₁ -C ₃ alkyl,
R ⁸ is a fluorine atom, cyano, C ₃ -C ₅ cycloalkyl, E-3, E-9, E-11, —OR ¹⁶ , —N (R ¹⁸ ) R ¹⁷ , —S (O) _p R ^{19 _{, -S (O) q (R}} 19) = NR 20, -C (O) R 21, -C (R 21) = NOR 22, M-1, M-2, -C (O) OR 23, - C (O) SR ²³ , —C (O) N (R ²⁵ ) R ²⁴ , M-3, —C (S) OR ²³ , —C (S) N (R ²⁵ ) R ²⁴ , M-4, phenyl , (Z) represents phenyl, D-1, D-2, D-4 to D-26 or trimethylsilyl substituted by _m1 ,
D-1 to D-26 each represent an aromatic heterocyclic ring represented by the following structural formula,

  E-1 to E-11 each represents a saturated heterocyclic ring represented by the following structural formula,

  M-1 to M-4 each represents a partially saturated heterocyclic ring represented by the following structural formula,

R ^8a is cyano, C _{3 to} C ₄ cycloalkyl, —OR ¹⁶ , —S (O) _p R ¹⁹ , C _{1 to} C ₃ alkylcarbonyl, C _{1 to} C ₃ alkoxycarbonyl, —C (O) NH _2. , C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ haloalkyl _{aminocarbonyl,} -C (S) NH _2, phenyl, D-1, D-2 , D-8, D-10, D-23 or trimethylsilyl Represents
R ⁹ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₁ -C ₂ alkylthio (C ₁ -C ₂ ) alkyl. , C ₁ -C ₂ alkylsulfinyl (C ₁ -C ₂ ) alkyl, C ₁ -C ₂ alkylsulfonyl (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ cycloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ represents alkynyl, phenyl, phenyl, D-1, D-2 or D-23 substituted by (Z) _m1,
R ¹⁰ represents a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, allyl or propargyl,
R ¹¹ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ²⁸ , C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl, phenylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, phenyl, phenyl substituted by (Z) _m1 or C ₁ ~C ₃ alkoxy,
R ¹² represents a hydrogen atom or C ₁ -C ₄ alkyl, or R ¹² together with R ¹¹ forms a C ₄ -C ₅ alkylene chain, thereby bonding R ¹¹ and R ¹² . It represents that a 5- to 6-membered ring may be formed together with a nitrogen atom, and at this time, this alkylene chain may contain one oxygen atom or sulfur atom,
R ¹³ is C ₁ -C ₅ alkyl, C ₁ -C ₅ haloalkyl, (C ₁ -C ₃ ) alkyl substituted by R ²⁸ , C ₃ -C ₅ cycloalkyl, E-3, C ₃ -C ₅ represents alkenyl, C ₃ -C ₅ haloalkenyl, a C ₃ -C ₅ alkynyl or phenyl,
R ¹⁴ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₃ alkoxycarbonylmethyl, —C (O) R ²⁹ , —CH═NOR ³⁰ , —C (O) OR ^{31, -C (O) N (} R 33) R 32, -C (S) N (R 33) R 32, phenyl, _(Z) phenyl substituted by _m1, D-10 or D-23~D- 26,
R ¹⁵ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, benzyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl or C ₁ -C Represents ₃ alkoxycarbonyl, or R ¹⁵ together with R ¹⁴ forms ═C (R ^15b ) R ^15a , or R ¹⁵ together with R ¹⁴ represents a C ₄ -C ₅ alkylene By forming a chain, it represents that a 5- to 6-membered ring may be formed together with the nitrogen atom to which R ¹⁴ and R ¹⁵ are bonded. At this time, the alkylene chain may contain one oxygen atom or sulfur atom. ,
R ^15a represents a hydrogen atom or methyl;
R ^15b represents methyl, phenyl, D-23 or di (C ₁ -C ₂ alkyl) amino;
R ¹⁶ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ³⁴ , C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, benzyl, C ₁ -C ₄ alkylcarbonyl, C ₁ -C ₄ haloalkylcarbonyl, C ₃ -C ₄ cycloalkyl carbonyl, C ₁ -C ₄ alkoxycarbonyl, C ₁ -C ₄ alkylaminocarbonyl, C ₁ -C ₄ haloalkyl represents aminocarbonyl, phenyl, a C ₁ -C ₄ alkylsulfonyl or tri _(C 1 -C ₄ alkyl) silyl,
R ¹⁷ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ represents halo alkoxycarbonyl, C ₁ -C ₃ alkylaminocarbonyl, the C ₁ -C ₃ alkoxy or _C 1 -C ₃ alkylsulfonyl,
R ¹⁸ represents a hydrogen atom, C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ¹⁹ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ alkoxythiocarbonyl or D-25,
R ²⁰ represents a hydrogen atom, cyano or C ₁ -C ₂ haloalkylcarbonyl,
R ²¹ represents a hydrogen atom, C ₁ -C ₄ alkyl or phenyl,
R ²² represents a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl or (C ₁ -C ₂ ) alkyl substituted by R ³⁴ ;
R ²³ represents C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ²⁴ is a hydrogen atom, C ₁ -C ₅ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₃ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₄ cycloalkyl, E-3, C ₃ -C ₄ alkenyl, C ₃ -C ₄ haloalkenyl, C ₃ -C ₄ alkynyl, phenyl, phenyl substituted by (Z) _ml , -OR ³⁵ or -N (R ³⁶ ) R ³⁵ ,
R ²⁵ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₃ -C ₄ alkenyl or C ₃ -C ₄ alkynyl, or R ²⁵ together with R ²⁴ represents a C ₄ -C ₅ alkylene chain. Represents that a 5- to 6-membered ring may be formed together with the nitrogen atom to which R ²⁴ and R ²⁵ are bonded, and this alkylene chain may contain one oxygen atom or sulfur atom,
R ²⁶ represents a hydrogen atom, methyl, ethyl or C ₁ -C ₂ haloalkyl,
R ²⁷ represents methyl, ethyl, methoxy or ethoxy,
R ²⁸ is cyano, nitro, C ₃ -C ₅ cycloalkyl, E-3, E-9, C ₅ -C ₆ cycloalkenyl, —OR ³⁵ , —N (R ³⁶ ) R ³⁵ , —S (O) _p R ³⁷ , C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ haloalkylaminocarbonyl, phenyl, phenyl substituted by (Z) _ml , Represents D-1, D-2, D-23 or trimethylsilyl;
R ²⁹ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, phenyl, D-1, D-2 or D-23,
R ³⁰ represents methyl, ethyl or C ₁ -C ₂ haloalkyl,
R ³¹ represents C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ³² represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl or phenyl;
R ³³ represents a hydrogen atom or C ₁ -C ₄ alkyl;
R ³⁴ represents a fluorine atom, cyano, cyclopropyl, halocyclopropyl, —OH, methoxy, ethoxy, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkoxy, C ₁ -C ₂ alkylthio, C ₁ -C _2. alkylsulfinyl, C ₁ -C ₂ alkylsulfonyl, C ₁ -C ₂ alkylaminocarbonyl, C ₁ -C ₂ halo alkylaminocarbonyl, phenyl, (Z) phenyl substituted by _{m1, D-10, D-} 23 or trimethylsilyl Represents
R ³⁵ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, allyl, propargyl, C ₁ -C ₂ alkylcarbonyl or phenyl;
R ³⁶ represents a hydrogen atom or C ₁ -C ₂ alkyl, or R ³⁶ together with R ³⁵ forms a C ₄ -C ₅ alkylene chain, thereby binding R ³⁵ and R ³⁶ . Represents that a 5- to 6-membered ring may be formed together with the nitrogen atom,
R ³⁷ represents C ₁ -C ₃ alkyl or D-23,
m represents an integer of 0 to 2,
m1 represents an integer of 1 to 3,
n represents an integer of 0 to 4,
p represents an integer of 0 to 2,
q represents an integer of 0 or 1. ]
An insecticide, acaricide, or killer containing one or more compounds selected from the isoxazoline-substituted benzamide compounds represented by the formula (I) and salts thereof, and one or more compounds selected from the following compound group A: Nematodes, molluscs, bactericidal or bactericidal compositions.

  Compound group A: spinetoram and sulfoxaflor.

[2] A ¹ represents CX ³ ,
A ² and A ³ represent CH,
A ⁴ represents CH or a nitrogen atom,
X ¹ represents a chlorine atom, a bromine atom, an iodine atom or trifluoromethyl,
X ² represents a hydrogen atom, a halogen atom, cyano or trifluoromethyl,
X ³ represents a hydrogen atom, a fluorine atom, a chlorine atom or a bromine atom,
Y ¹ represents a hydrogen atom, a halogen atom, cyano, nitro, methyl, ethyl, trifluoromethyl, ethynyl, —C (S) NH ₂ or —N (R ⁷ ) R ⁶ ;
R ¹ represents trifluoromethyl or chlorodifluoromethyl,
R ² is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl optionally substituted by R ⁸ , C ₃ -C ₄ cycloalkyl, C ₃ -C ₄ halocycloalkyl, cyclopropyl substituted by ^{R 8, E-3, E} -5, E-6, C 3 ~C 4 alkenyl, C ₃ -C _{4 ^{alkynyl, -CH = NOR 10, C 1}} ~C ₃ alkoxycarbonyl, -C (O) N (R 12) R 11, C 1 ~C 3 alkoxythiocarbonyl, phenyl, phenyl substituted by _{(Z) m1, D-6~D} -8, D-10, D-23, D-25, D-26 or -N (R ¹⁵ ) R ¹⁴
R ³ is a hydrogen atom, C ₁ -C ₃ alkyl, methyl substituted by R ^8a , propargyl, —C (O) R ⁹ , —C (O) OR ¹³ , —C (O) C (O) OR ¹³ or C ₁ -C ₂ haloalkylthio, or R ³ together with R ² may form ═C (R ^3b ) R ^3a ,
Z represents a halogen atom, cyano, nitro, methyl or methoxy, and when m1 represents 2, each Z may be the same as or different from each other;
R ^3a represents C ₁ -C ₃ alkoxy or C ₁ -C ₃ alkylthio;
R ^3b represents —NH ₂ or C ₁ -C ₃ alkylamino;
R ⁶ represents C ₁ -C ₃ alkylcarbonyl or cyclopropylcarbonyl,
R ⁷ represents a hydrogen atom,
R ⁸ is fluorine atom, cyano, C ₃ -C ₄ cycloalkyl, E-3, E-9, —OR ¹⁶ , —N (R ¹⁸ ) R ¹⁷ , —C (R ²¹ ) = NOR ²² , C ₁ -C ₃ alkoxycarbonyl, -C (O) N (R 25) R 24, phenyl, (Z) phenyl substituted by _{m1, D-1, D-} 2, D-8, D-10, D-13 , D-16, D-19, D-23 or D-25,
R ^8a represents cyano, —OR ¹⁶ , —S (O) _p R ¹⁹ or —C (S) NH ₂ ;
R ⁹ represents C ₁ -C ₄ alkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ cycloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl or phenyl. Represent,
R ¹⁰ represents methyl or ethyl,
R ¹¹ is a hydrogen atom, C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, (Z) _{m 1} -substituted phenyl (C ₁ -C ₂ ) alkyl, C ₁ -C ₃ haloalkylcarbonyl or C _1- It represents C ₃ alkoxycarbonyl,
R ¹² represents a hydrogen atom or methyl;
R ¹³ represents C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl or phenyl. ,
R ¹⁴ represents phenyl, D-23 or D-25,
R ¹⁵ represents a hydrogen atom, methyl, ethyl, allyl or propargyl,
R ¹⁶ is C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl or C ₁ -C ₃ alkoxycarbonyl. Represents
R ¹⁷ represents C ₁ -C ₃ alkoxycarbonyl,
R ¹⁸ represents a hydrogen atom,
R ¹⁹ represents methyl or ethyl,
R ²¹ represents a hydrogen atom or methyl;
R ²² represents methyl or ethyl,
R ²⁴ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, allyl or propargyl,
R ²⁵ represents a hydrogen atom or methyl,
R ²⁶ represents methyl,
R ²⁷ represents methyl,
m1 is an isoxazoline-substituted benzamide compound according to [1], which represents an integer of 1 or 2, and a compound selected from one or more compounds selected from the salts thereof and a compound selected from compound group A according to [1]. An insecticidal, acaricidal, nematicidal, bactericidal or bactericidal composition comprising one or more compounds.

[3] A ⁴ represents CH,
X ¹ represents a chlorine atom, a bromine atom or trifluoromethyl;
X ² represents a fluorine atom, a chlorine atom, a bromine atom or trifluoromethyl,
X ³ represents a hydrogen atom, a fluorine atom or a chlorine atom,
Y ¹ represents a chlorine atom, a bromine atom, an iodine atom or methyl;
R ¹ represents trifluoromethyl,
R ² is methyl, ethyl, C ₂ -C ₃ haloalkyl, optionally substituted by R ⁸ _(C 1 _{~C 2)} alkyl, cyclobutyl, cyclopropyl substituted by R ^8, E-3, allyl, propargyl , —CH═NOR ¹⁰ , methoxycarbonyl, —C (O) NH ₂ , D-25, D-26 or —N (R ¹⁵ ) R ¹⁴ ;
R ³ represents a hydrogen atom, ethyl, cyanomethyl, methoxymethyl, —C (O) R ⁹ or methoxycarbonyl, or R ³ together with R ² forms ═C (R ^3b ) R ^3a That you can do,
Z represents a chlorine atom, a bromine atom or cyano,
R ^3a represents methoxy or ethoxy,
R ^3b represents -NH ₂
R ⁸ is a fluorine atom, cyano, cyclopropyl, E-3, E-9, —OR ¹⁶ , —C (R ²¹ ) = NOR ²² , methoxycarbonyl, —C (O) N (R ²⁵ ) R ²⁴ , D-1, D-2, D-8, D-10, D-19, D-23 or D-25,
R ⁹ represents C ₁ -C ₃ alkyl, methoxymethyl or cyclopropyl,
R ¹⁴ represents phenyl or D-25,
R ¹⁵ represents methyl,
R ¹⁶ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl or acetyl;
R ²² represents methyl,
R ²⁴ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl or propargyl,
m1 represents 1,
n represents 0,
q represents 0, one or two or more compounds selected from the isoxazoline-substituted benzamide compounds described in [2] above and salts thereof, and one or two compounds selected from the compound group A described in [1] above. An insecticidal, acaricidal, nematicidal, bactericidal or bactericidal composition comprising a compound of more than one species.

  [4] One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) described in [1] and a salt thereof, and the compound group A described in [1]. A method for controlling pests and diseases, which comprises treating one compound or two or more compounds simultaneously or in proximity.

  [5] One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) described in [2] above and a salt thereof, and the compound group A described in [1] above. A method for controlling pests and diseases, which comprises treating one compound or two or more compounds simultaneously or in proximity.

  [6] One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) described in [3] and a salt thereof, and the compound group A described in [1]. A method for controlling pests and diseases, which comprises treating one compound or two or more compounds simultaneously or in proximity.

  The pest control composition of the present invention and the control method using the pest control composition of the present invention have an excellent synergistic control effect against various pests, and against existing pest control agents. It exhibits a sufficient synergistic control effect against pests that have acquired resistance.

  Therefore, the present invention can provide a useful novel pest control composition and an effective control method using them.

The compound represented by the general formula (1), which is the first active ingredient of the pesticidal composition of the present invention, has geometric isomers of E-form and Z-form depending on the type of substituent. In some cases, the active ingredient compound of the present invention includes these E-form, Z-form, or a mixture containing E-form and Z-form in an arbitrary ratio. In addition, the compound represented by the general formula (1) has an optically active substance resulting from the presence of one or more asymmetric carbon atoms, but the active ingredient of the pest control composition of the present invention. The compounds represented by the general formula (1) used as include all optically active substances or racemates. Furthermore, in the compound represented by the general formula (1), when R ³ is a hydrogen atom, the presence of a tautomer represented by the following formula may be considered in some cases. It also includes the structure.

  Among the compounds represented by the general formula (1) used as an active ingredient of the pesticidal composition of the present invention, those that can be converted into acid addition salts according to a conventional method are, for example, hydrogen fluoride. Hydrohalic acid salts such as acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, inorganic acid salts such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, perchloric acid, methanesulfonic acid, ethanesulfonic acid, trifluoro Salts of sulfonic acids such as romethanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid, formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid , Salts of carboxylic acids such as mandelic acid, ascorbic acid, lactic acid, gluconic acid and citric acid, or salts of amino acids such as glutamic acid and aspartic acid.

  Alternatively, among the compounds represented by the general formula (1), those which can be converted into a metal salt according to a conventional method include, for example, alkali metal salts such as lithium, sodium and potassium, and alkaline earth such as calcium, barium and magnesium. It can be a salt of a similar metal or a metal salt of aluminum, zinc, copper or the like.

  Examples of the “halogen atom” in the present specification include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. In addition, the notation “halo” in the present specification also represents these halogen atoms.

In the present specification, the expression “C _a -C _b alkyl” represents a linear or branched hydrocarbon group having a carbon number of _a to _b , such as a methyl group, an ethyl group, a propyl group, Specific examples include isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group, 1,1-dimethylpropyl group, hexyl group, etc. Selected. Here, sec- means secondary and tert- means tertiary.

In the present specification, the expression “C _a -C _b haloalkyl” 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. And when substituted by two or more halogen atoms, these 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, 2-fluoroethyl group, 2- Chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2-dichloroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 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, 3-chloropropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1 , 1,2,3,3,3-hexafluoropropyl group, heptafluoropropyl group, 2-fluoro-1- (fluoromethyl) ethyl group, 2-chloro-1- (fluoromethyl) ethyl group, 2-chloro -L- (chloromethyl) ethyl group, 2,2,2-trifluoro-1- (trifluoromethyl) ethyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethyl group, 4-chlorobutyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, nonafluorobutyl group, 2-chloro-1- (methyl) propyl group, 3,3,3-trifluoro- Specific examples include 2-methyl-2- (trifluoromethyl) propyl group and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b cycloalkyl” represents a cyclic hydrocarbon group having _a to _b carbon atoms and represents a monocyclic or complex ring structure having 3 to 6 members. Can be formed. 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. , Each selected range of carbon atoms.

In the present specification, the expression “C _a -C _b halocycloalkyl” is a cyclic hydrocarbon 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 Represents a group, and can form a monocyclic or complex ring structure from 3 to 6-membered ring. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms, and the substitution with a halogen atom may be a ring structure part, a side chain part, They may be both, and when they are substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, 2-fluorocyclopropyl group, 2,2-difluorocyclopropyl group, 2-chloro-2-fluorocyclopropyl group, 2,2-dichlorocyclopropyl group, 2,2-dibromocyclopropyl group, 2,2- Difluoro-1-methylcyclopropyl group, 2,2-dichloro-1-methylcyclopropyl group, 2,2-dibromo-1-methylcyclopropyl group, 1- (trifluoromethyl) cyclopropyl group, 2,2, A 3,3-tetrafluorocyclobutyl group or the like is given as a specific example, and is selected within the range of the respective designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkenyl” is a linear or branched chain consisting of _a to _b carbon atoms, and one or more double bonds in the molecule. An unsaturated hydrocarbon group having, for example, a vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 2-methyl-2-propenyl group, 3-methyl-2-butenyl group Specific examples include a 1-ethyl-2-propenyl group, a 1,1-dimethyl-2-propenyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b haloalkenyl” refers to a linear or branched carbon atom having _a to _b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom An unsaturated hydrocarbon group which is chain-like and has 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, 1-fluorovinyl group, 2-fluorovinyl group, 1-chlorovinyl group, 2-chlorovinyl group, 1,2-dichlorovinyl group, 2,2-dichlorovinyl group, 2-fluoro-2-propenyl group, 2-chloro-2-propenyl group, 3-chloro-2-propenyl group, 2-bromo-2-propenyl group, 3,3-difluoro-2-propenyl group, 2,3-dichloro-2-propenyl group, 3 1,3-dichloro-2-propenyl group, 2,3,3-trifluoro-2-propenyl group, 2,3,3-trichloro-2-propenyl group, 1- (trifluoromethyl) ethenyl group, 4,4 Specific examples include -difluoro-3-butenyl group, 3,4,4-trifluoro-3-butenyl group, and 3-chloro-4,4,4-trifluoro-2-butenyl group. In the range of the number of carbon atoms.

In the present specification, the expression “C _a -C _b cycloalkenyl” represents a cyclic unsaturated hydrocarbon group having _a to _b carbon atoms, such as a 1-cyclopentenyl group, a 2-cyclopentenyl group, Specific examples include a 1-cyclohexenyl group, a 2-cyclohexenyl group, a 3-cyclohexenyl group, a 2-methyl-1-cyclopentenyl group, and the like, and each is selected in the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkynyl” is linear or branched consisting of _a to _b carbon atoms and has one or more triple bonds in the molecule. Represents an unsaturated hydrocarbon group, for example, ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, etc. Selected in a range of numbers.

In the present specification, the expression “C _a -C _b haloalkynyl” refers to a straight 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 An unsaturated hydrocarbon group which is chain-like and has 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, 2-chloroethynyl group, 2-bromoethynyl group, 2-iodoethynyl group, 3-chloro-2-propynyl group, 3-bromo-2-propynyl group, 3-iodo-2-propynyl group, 4-chloro- Specific examples include a 3-butynyl group, a 4-bromo-3-butynyl group, a 4-iodo-3-butynyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkoxy” represents an alkyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxy group, ethoxy group, propyloxy group, Specific examples include an isopropoxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group, and the like, and each is selected within the range of the designated number of carbon atoms. Here, sec- means secondary and tert- means tertiary.

In the present specification, the expression “C _a -C _b haloalkoxy” represents a haloalkyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a difluoromethoxy group, a trifluoromethoxy group, Chlorodifluoromethoxy group, bromodifluoromethoxy group, 2-fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, 1,1,2,2, -tetrafluoroethoxy group, 2-chloro Specific examples include -1,1,2-trifluoroethoxy group, 1,1,2,3,3,3-hexafluoropropyloxy group, and the like, which are selected within the range of each designated number of carbon atoms. .

In the present specification, the expression “C _a -C _b alkenyloxy” represents an alkenyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, 2-propenyloxy group, 2-butenyloxy. Specific examples include a group, 3-butenyloxy group, 1-methyl-2-propenyloxy group, 2-methyl-2-propenyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkynyloxy” represents an alkynyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, 2-propynyloxy group, 2-butynyloxy Specific examples include a group, 3-butynyloxy group, 1-methyl-2-propynyloxy group and the like, and each is selected within the range of the designated number of carbon atoms.

The expression “C _a -C _b alkylthio” in the present specification represents an alkyl-S— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio group, ethylthio group, propylthio group, isopropyl Specific examples include a thio group, a butylthio group, an isobutylthio group, a sec-butylthio group, a tert-butylthio group, and the like, and each is selected within the range of the designated number of carbon atoms. Here, sec- means secondary and tert- means tertiary.

In the present specification, the expression “C _a -C _b haloalkylthio” represents a haloalkyl-S— group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a difluoromethylthio group, a trifluoromethylthio group, Chlorodifluoromethylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoroethylthio group Group, pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) Specific examples include an ethylthio group, a nonafluorobutylthio group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylsulfinyl” represents an alkyl-S (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as methylsulfinyl group, ethylsulfinyl group. Specific examples include a group, propylsulfinyl group, isopropylsulfinyl group, butylsulfinyl group, isobutylsulfinyl group, sec-butylsulfinyl group, tert-butylsulfinyl group, and the like, and each is selected within the range of the designated number of carbon atoms. . Here, sec- means secondary and tert- means tertiary.

The expression “C _a -C _b haloalkylsulfinyl” in the present specification represents a haloalkyl-S (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a difluoromethylsulfinyl group, Fluoromethylsulfinyl group, chlorodifluoromethylsulfinyl group, bromodifluoromethylsulfinyl group, 2,2,2-trifluoroethylsulfinyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethylsulfinyl group , Nonafluorobutylsulfinyl group and the like can be mentioned as specific examples, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylsulfonyl” represents an alkyl-S (O) ₂ -group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a methylsulfonyl group, ethyl Specific examples include a sulfonyl group, a propylsulfonyl group, an isopropylsulfonyl group, a butylsulfonyl group, an isobutylsulfonyl group, a sec-butylsulfonyl group, a tert-butylsulfonyl group, and the like. The Here, sec- means secondary and tert- means tertiary.

The expression “C _a -C _b haloalkylsulfonyl” in the present specification represents a haloalkyl-S (O) ₂ -group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a difluoromethylsulfonyl group, Trifluoromethylsulfonyl group, chlorodifluoromethylsulfonyl group, bromodifluoromethylsulfonyl group, 2,2,2-trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group, 2-chloro-1, Specific examples include 1,2-trifluoroethylsulfonyl group and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylamino” represents an alkyl-NH— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylamino group, ethylamino group, propyl Specific examples include an amino group, a 1-methylethylamino group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the notation of “di (C _a -C _b alkyl) amino” means that the number of carbon atoms that may be the same or different from each other is _a to _b. And an amino group substituted by an alkyl group such as dimethylamino group, ethyl (methyl) amino group, diethylamino group and the like, and specific examples thereof are selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylcarbonyl” represents an alkyl-C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, an acetyl group, a propionyl group, Specific examples include butyryl group, isobutyryl group, valeryl group, isovaleryl group, 2-methylbutanoyl group, pivaloyl group, etc., and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b haloalkylcarbonyl” represents a haloalkyl-C (O) — group having the above-mentioned meanings consisting of _a to _b carbon atoms. Group, bromoacetyl group, difluoroacetyl group, dichloroacetyl group, trifluoroacetyl group, chlorodifluoroacetyl group, trichloroacetyl group, bromodifluoroacetyl group, 3-chloropropionyl group, 3,3,3-trifluoropropionyl group, Pentafluoropropionyl group, 3-chlorobutyryl group, 4-chlorobutyryl group, 4,4,4-trifluorobutyryl group, 2,3-dichloro-2-methylpropionyl group, 3,3,3-trifluoro-2- (Trifluoromethyl) propionyl group, 5-chlorovaleryl group, 5,5,5-trifluorovaleryl group, 4,4,4-trifluoro Rho-3-methylbutanoyl group, 4,4,4-trifluoro-3- (trifluoromethyl) propionyl group, 4,4,4-trifluoro-2-methylbutanoyl group, 3-chloro-2, Specific examples include 2-dimethylpropanoyl group, 3,3,3-trifluoro-2,2-dimethylpropanoyl group, 3,3,3-trifluoro-2-methyl-2- (trifluoromethyl) propanoyl group As an example, each selected range of carbon atoms is selected.

In the present specification, the expression “C _a -C _b cycloalkylcarbonyl” represents a cycloalkyl-C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a cyclopropylcarbonyl group, Specific examples include a cyclobutylcarbonyl group, a 1-methylcyclopropylcarbonyl group, a 2-methylcyclopropylcarbonyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkoxycarbonyl” represents an alkyl-OC (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxycarbonyl group, ethoxycarbonyl Specific examples include a group, propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, sec-butoxycarbonyl group, tert-butoxycarbonyl group, etc. Is done. Here, sec- means secondary and tert- means tertiary.

In the present specification, the expression “C _a -C _b haloalkoxycarbonyl” represents a haloalkyl-OC (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a chloromethoxycarbonyl group, Specific examples include 2-fluoroethoxycarbonyl group, 2-chloroethoxycarbonyl group, 2,2-difluoroethoxycarbonyl group, 2,2,2-trifluoroethoxycarbonyl group, 3,3,3-trifluoropropyloxycarbonyl group, etc. As an example, each selected range of carbon atoms is selected.

In the present specification, the expression “C _a -C _b alkylthiocarbonyl” represents an alkyl-SC (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio-C (O) -Group, ethylthio-C (O)-group, propylthio-C (O)-group, isopropylthio-C (O)-group, butylthio-C (O)-group, isobutylthio-C (O)-group, Specific examples include a tert-butylthio-C (O)-group and the like, each selected within the specified number of carbon atoms.

In the present specification, the expression “C _a -C _b alkoxythiocarbonyl” represents an alkyl-OC (S) -group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxy-C (S ) -Group, ethoxy-C (S) -group, propoxy-C (S) -group, isopropoxy-C (S) -group, etc. are listed as specific examples, each selected within the specified number of carbon atoms Is done.

In the present specification, the expression “C _a -C _b alkyldithiocarbonyl” represents an alkyl-SC (S) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio-C (S ) -Group, ethylthio-C (S) -group, propylthio-C (S) -group, isopropylthio-C (S) -group, etc. are listed as specific examples, each selected within the specified number of carbon atoms Is done.

In the present specification, the expression “C _a -C _b alkylaminocarbonyl” represents an alkyl-NH—C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, a methylcarbamoyl group Specific examples include, for example, ethylcarbamoyl group, propylcarbamoyl group, isopropylcarbamoyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b haloalkylaminocarbonyl” represents a haloalkyl-NH—C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, 2-fluoro Specific examples include an ethylcarbamoyl group, 2-chloroethylcarbamoyl group, 2,2-difluoroethylcarbamoyl group, 2,2,2-trifluoroethylcarbamoyl group, 3,3,3-trifluoropropylcarbamoyl group, and the like. , Each selected range of carbon atoms.

In the present specification, the expression “C _a -C _b alkylcarbonyloxy” represents an alkyl-C (O) —O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, an acetyloxy group Specific examples thereof include propionyloxy group, butyryloxy group, isobutyryloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkoxycarbonyloxy” represents an alkyl-OC (O) —O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxycarbonyloxy Specific examples include a group, an ethoxycarbonyloxy group, a propoxycarbonyloxy group, an isopropoxycarbonyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylsulfonyloxy” represents an alkyl-S (O) ₂ —O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylsulfonyl Specific examples include an oxy group, an ethylsulfonyloxy group, a propylsulfonyloxy group, an isopropylsulfonyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkylcarbonylthio” represents an alkyl-C (O) —S— group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as an acetylthio group, Specific examples include a propionylthio group, a butyrylthio group, an isobutyrylthio group, and the like, and each is selected within the range of the designated number of carbon atoms.

The expression “C _a -C _b alkylcarbonylamino” in the present specification represents an alkyl-C (O) —NH— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, an acetylamino group Specific examples include a propionylamino group and the like, and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression “C _a -C _b alkoxycarbonylamino” represents an alkyl-OC (O) —NH— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxycarbonylamino Specific examples include a group, an ethoxycarbonylamino group, etc., and each is selected within the range of the designated number of carbon atoms.

In the present specification, the notation of “tri (C _a -C _b alkyl) silyl” is substituted by an alkyl group having the above-mentioned meanings each having the same or different number of carbon atoms from _a to _b. Specific examples include a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, and the like, and each silyl group is selected within the specified number of carbon atoms.

As used herein, “C _a -C _b alkoxy (C _d -C _e ) alkyl”, “C _a -C _b alkylthio (C _d -C _e ) alkyl”, “C _a -C _b alkylsulfinyl (C _d- “C _e ) alkyl”, “C _a -C _b alkylsulfonyl (C _d -C _e ) alkyl” or “phenyl (C _d -C _e ) alkyl substituted by (Z) _m1 ”, A C _a -C _b alkoxy group, a C _a -C _b alkylthio group, a C _a -C _b alkylsulfinyl group, a C _a -C _b alkylsulfonyl group or a phenyl group substituted by (Z) _m1 Represents an alkyl group having the above-mentioned meaning, in which the number of carbon atoms in which hydrogen atoms bonded to carbon atoms are substituted is d to e, and is selected within the range of each designated number of carbon atoms.

The use of "substituted by R ⁵ (C _a ~C _b) alkyl", "substituted by R ⁸ (C _a ~C _b) alkyl", "substituted with R ^8a (C _^a ~C _b) alkyl ", notation such as" substituted by R ²⁸ (C _a ~C _b) alkyl "or" substituted with R ³⁴ (C _a ~C _b) alkyl ", any R ^5, R ⁸ , R ^8a , R ^28, or R ³⁴ represent an alkyl group having the above-mentioned meaning of the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is substituted, and each of the designated number of carbon atoms Selected by range.

In the present specification, a notation such as “(C _a -C _b ) alkyl optionally substituted with R ⁸ ” or “(C _a -C _b ) alkyl optionally substituted with R ³⁴ ” represents any R ⁸ Or, R ³⁴ represents an alkyl group having the above-mentioned meaning, wherein the number of carbon atoms is optionally substituted by hydrogen atoms bonded to carbon atoms, and is selected within the range of each designated number of carbon atoms. The At this time, when two or more substituents R ⁸ or R ³⁴ on each (C _a -C _b ) alkyl group are present, each R ⁸ or R ³⁴ may be the same as or different from each other. Good.

In the present specification, the notation “(C _a -C _b ) cycloalkyl substituted by R ⁸ ” indicates that the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted by any R ⁸ is a to It represents a cycloalkyl group as defined above consisting of b and is selected within the range of each designated number of carbon atoms. At this time, the substitution by R ⁸ may be a ring structure part or a side chain part.

In the present specification, the expression “hydroxy (C _d -C _e ) fluoroalkyl” or “C _a -C _b haloalkoxy (C _d -C _e ) haloalkyl” is a hydroxyl group or any C _a- C _b haloalkoxy group hydrogen atoms bonded to carbon atoms by a fluorine atom or a carbon atom number of halogen atoms is replaced represents a fluoroalkyl group or a haloalkyl group which is the meaning of consisting d~e pieces, each designated In the range of the number of carbon atoms.

In the present specification, the notation of “C _a -C _b alkoxy (C _d -C _e ) alkoxy” indicates that a hydrogen atom bonded to a carbon atom is substituted by any C _a -C _b alkoxy group having the above-mentioned meaning. Represents an arbitrary alkoxy group having the above-mentioned meaning consisting of d to e carbon atoms, and each carbon atom is selected in the range of the designated number of carbon atoms.

In this specification
[R ³ represents that R ² and R ² may form a C _{3 to} C ₅ alkylene chain to form a 4 to 6 membered ring with the nitrogen atom to which R ² and R ³ are bonded. any this time the alkylene chain is an oxygen atom, may contain one sulfur atom or a nitrogen atom, and a methyl group, an ethyl group, C ₁ -C ₂₎ haloalkyl group, a phenyl group, by D-23 group or an oxo group May be replaced with]
Specific examples of the notation include pyrrolidin-2-one, pyrrolidin-2,5-dione, oxazolidine, oxazolidine-2-one, 5- (fluoromethyl) oxazolidine-2-one, oxazolidine-2-thione, 5, 5-dimethyloxazolidine-2,4-dione, thiazolidine, thiazolidine-1-one, thiazolidine-1,1-dione, thiazolidine-2-one, thiazolidine-2-thione, 5- (2,2,2-trifluoro Ethyl) imidazolidin-2-one, piperidin-2-one, piperidin-2-thione, 2H-3,4,5,6-tetrahydro-1,3-oxazin-2-one, 2H-3,4,5 , 6-tetrahydro-1,3-oxazine-2-thione, morpholine, 2,6-dimethylmorpholine, 2H-3,4,5,6-tetrahydro-1,4-oxazin-3-one, 2H-3, 4,5,6-tetrahydro-1,4-oxazine-3-thio 2H-3,4,5,6-tetrahydro-1,3-thiazin-2-one, 2H-3,4,5,6-tetrahydro-1,3-thiazine-2-thione, thiomorpholine, 2H -3,4,5,6-tetrahydro-1,4-thiazin-1-one, 2H-3,4,5,6-tetrahydro-1,4-thiazine-1,1-dione, 2H-3,4 , 5,6-Tetrahydro-1,4-thiazin-3-one, 2H-3,4,5,6-tetrahydro-1,4-thiazine-1,3-dione, 2H-3,4,5,6 -Tetrahydro-1,4-thiazine-1,1,3-trione, 2H-3,4,5,6-tetrahydro-1,4-thiazine-3-thione, 1-oxo-2H-3,4,5 , 6-Tetrahydro-1,4-thiazine-3-thione, 1,1-dioxo-2H-3,4,5,6-tetrahydro-1,4-thiazine-3-thione, 4-methylpiperazine, 4- Phenylpiperazine, 4- (2-pyridyl) piperazine, etc. It is selected within a certain number of atoms.

In this specification
[R ¹² represents that by forming a C ₄ -C ₅ alkylene chain together with R ^11, may form a 5- or 6-membered ring together with the nitrogen atom to which R ¹¹ and R ¹² are bonded, In this case, the alkylene chain may contain one oxygen atom or sulfur atom.]
[R ¹⁵ represents that, together with R ¹⁴ , a C _{4 to} C ₅ alkylene chain may be formed to form a 5 to 6 membered ring with the nitrogen atom to which R ¹⁴ and R ¹⁵ are bonded; In this case, the alkylene chain may contain one oxygen atom or sulfur atom.]
[R ²⁵ represents that, together with R ²⁴ , a C _{4 to} C ₅ alkylene chain may be formed to form a 5- or 6-membered ring with the nitrogen atom to which R ²⁴ and R ²⁵ are bonded; In this case, the alkylene chain may contain one oxygen atom or sulfur atom.]
as well as
[R ³⁶ represents that by forming a C ₄ -C ₅ alkylene chain together with R ^35, may form a 5- or 6-membered ring together with the nitrogen atom to which R ³⁵ and R ³⁶ are bonded, ]
Specific examples of the notation include, for example, pyrrolidine, oxazolidine, thiazolidine, piperidine, morpholine, thiomorpholine, 2H-3,4,5,6-tetrahydro-1,4-thiazin-1-one, 2H-3,4,5. , 6-tetrahydro-1,4-thiazine-1,1-dione and the like, each selected in the range of the specified number of atoms.

  Next, specific examples of each substituent shown in the present specification are shown below. Here, n- represents normal, i- represents iso, s- represents secondary, t- or tert- represents tertiary, and Ph represents phenyl.

  As a halogen atom in this invention compound, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom are mentioned. In the present specification, the notation “halo” also represents these halogen atoms.

The notation of C _a -C _b alkyl in the present specification represents a linear or branched hydrocarbon group having a carbon number of _a to _b , for example, methyl group, ethyl group, n-propyl group, Specific examples include i-propyl group, n-butyl group, i-butyl group, s-butyl group, tert-butyl group, n-pentyl group, 1,1-dimethylpropyl group, n-hexyl group, Each selected range of carbon atoms is selected.

In the present specification, C _a -C _b haloalkyl is a linear or branched carbon atom having carbon atoms of _a to _b in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. Represents a hydrogen group, and when substituted by two or more halogen atoms, the halogen atoms may be the same 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, 2-fluoroethyl group, 2- Chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 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, 3,3,3- Trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, hepta Fluoropropyl group, 2,2,2-trifluoro-1- (trifluoromethyl E) Ethyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, nonafluorobutyl group, etc. Are given as specific examples and are selected within the range of each designated number of carbon atoms.

In the present specification, 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 6 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, for example, cyclopropyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, 2,2-dimethylcyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group and the like. Selected in a range of numbers.

In the present specification, C _a -C _b halocycloalkyl represents a cyclic hydrocarbon group 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 can form monocyclic or complex ring structures from 3 to 6-membered rings. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms, and the substitution with a halogen atom may be a ring structure part, a side chain part, They may be both, and when they are substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, 2,2-difluorocyclopropyl group, 2,2-dichlorocyclopropyl group, 2,2-dibromocyclopropyl group, 2,2-difluoro-1-methylcyclopropyl group, 2,2-dichloro-1-methyl Specific examples include cyclopropyl group, 2,2-dibromo-1-methylcyclopropyl group, 2,2,3,3-tetrafluorocyclobutyl group, etc., and each is selected within the range of the specified number of carbon atoms. The

In the present specification, C _a -C _b alkenyl is a linear or branched chain composed of _a to _b carbon atoms and has one or more double bonds in the molecule. Represents a saturated hydrocarbon group, for example, vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 2-methyl-2-propenyl group, 3-methyl-2-butenyl group, 1 , 1-dimethyl-2-propenyl group and the like are listed as specific examples, and each is selected within the range of the designated number of carbon atoms.

In the present specification, C _a -C _b haloalkenyl 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 with two or more halogen atoms, the 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-fluoro-2-propenyl group, 2-chloro-2-propenyl group, 3-chloro -2-propenyl group, 2-bromo-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, Specific examples include 4-trifluoro-3-butenyl group, 3-chloro-4,4,4-trifluoro-2-butenyl group, etc., and each is selected within the range of the designated number of carbon atoms.

In the present specification, C _a -C _b alkynyl is a linear or branched chain having a carbon number of _a to _b , and is unsaturated having one or more triple bonds in the molecule. Represents a hydrocarbon group, for example, ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group and the like. Selected by range.

The notation of C _a -C _b alkoxy in the present specification represents an alkyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxy group, ethoxy group, n-propyloxy group, Specific examples include i-propyloxy group, n-butyloxy group, i-butyloxy group, s-butyloxy group, tert-butyloxy group, etc., and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b haloalkoxy in the present specification represents a haloalkyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, difluoromethoxy group, trifluoromethoxy group, chlorodifluoro 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.

The notation of C _a -C _b alkylthio in the present specification represents an alkyl-S-group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio group, ethylthio group, n-propylthio group, i Specific examples include -propylthio group, n-butylthio group, i-butylthio group, s-butylthio group, tert-butylthio group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b haloalkylthio in the present specification represents a haloalkyl-S— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, difluoromethylthio group, trifluoromethylthio group, chlorodifluoro Methylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoroethylthio group, Pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethylthio group , Nonafluorobutylthio group and the like are listed as specific examples, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylsulfinyl in the present specification represents an alkyl-S (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylsulfinyl group, ethylsulfinyl group, Specific examples include n-propylsulfinyl group, i-propylsulfinyl group, n-butylsulfinyl group, i-butylsulfinyl group, s-butylsulfinyl group, tert-butylsulfinyl group and the like. The range is selected.

In the present specification, the expression C _a -C _b haloalkylsulfinyl represents a haloalkyl-S (O) — group having the above-mentioned meanings consisting of _a to _b carbon atoms, for example, difluoromethylsulfinyl group, trifluoromethyl Sulfinyl group, chlorodifluoromethylsulfinyl group, bromodifluoromethylsulfinyl group, 2,2,2-trifluoroethylsulfinyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethylsulfinyl group, nona Specific examples include a fluorobutylsulfinyl group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylsulfonyl in the present specification represents an alkyl-S (O) ₂ -group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylsulfonyl group, ethylsulfonyl group , N-propylsulfonyl group, i-propylsulfonyl group, n-butylsulfonyl group, i-butylsulfonyl group, s-butylsulfonyl group, tert-butylsulfonyl group, etc. Selected in a range of numbers.

The notation of C _a -C _b haloalkylsulfonyl in the present specification represents a haloalkyl-S (O) ₂ -group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, difluoromethylsulfonyl group, trifluoro Methylsulfonyl group, chlorodifluoromethylsulfonyl group, bromodifluoromethylsulfonyl group, 2,2,2-trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group, 2-chloro-1,1, Specific examples include 2-trifluoroethylsulfonyl group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylamino in the present specification represents an amino group in which one of the hydrogen atoms is substituted with an alkyl group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, a methylamino group , Ethylamino group, n-propylamino group, i-propylamino group, n-butylamino group, i-butylamino group, tert-butylamino group and the like. Selected by range.

The notation of di (C _a -C _b alkyl) amino in the present specification has the above-mentioned meaning that the number of carbon atoms, which may be the same or different from each other, may be ab. Represents an amino group substituted by an alkyl group, for example, a dimethylamino group, a diethylamino group, a di (n-propyl) amino group, a di (n-butyl) amino group, etc. Selected in a range of numbers.

The notation of C _a -C _b alkylcarbonyl in the present specification represents an alkyl-C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as acetyl group, propionyl group, butyryl group. Specific examples thereof include isobutyryl group, valeryl group, isovaleryl group, 2-methylbutanoyl group, pivaloyl group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b haloalkylcarbonyl in the present specification represents a haloalkyl-C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a fluoroacetyl group, a chloroacetyl group, Difluoroacetyl group, dichloroacetyl group, trifluoroacetyl group, chlorodifluoroacetyl group, bromodifluoroacetyl group, trichloroacetyl group, pentafluoropropionyl group, heptafluorobutanoyl group, 3-chloro-2,2-dimethylpropanoyl group Etc. are given as specific examples, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkoxycarbonyl in the present specification represents an alkyl-OC (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, Specific examples include n-propyloxycarbonyl group, i-propyloxycarbonyl group, n-butoxycarbonyl group, i-butoxycarbonyl group, tert-butoxycarbonyl group, etc., selected within the range of each designated number of carbon atoms Is done.

The notation of C _a -C _b alkylthiocarbonyl in the present specification represents an alkyl-SC (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio-C (O) — group , Ethylthio-C (O)-group, n-propylthio-C (O)-group, i-propylthio-C (O)-group, n-butylthio-C (O)-group, i-butylthio-C (O ) -Group, tert-butylthio-C (O) -group and the like are listed as specific examples, each selected within the range of the number of carbon atoms specified.

In the present specification, the expression C _a -C _b alkoxythiocarbonyl represents an alkyl-OC (S) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxy-C (S) — Groups, ethoxy-C (S) -groups, n-propyloxy-C (S) -groups, i-propyloxy-C (S) -groups, etc. Selected by range.

In the present specification, the expression C _a -C _b alkyldithiocarbonyl represents an alkyl-SC (S) -group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio-C (S)- Group, ethylthio-C (S)-group, n-propylthio-C (S)-group, i-propylthio-C (S)-group, etc. Selected.

The notation of C _a -C _b alkylaminocarbonyl in the present specification represents a carbamoyl group in which one of the hydrogen atoms is substituted with an alkyl group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylcarbamoyl Group, ethylcarbamoyl group, n-propylcarbamoyl group, i-propylcarbamoyl group, n-butylcarbamoyl group, i-butylcarbamoyl group, s-butylcarbamoyl group, tert-butylcarbamoyl group, etc. Is selected within the range of the specified number of carbon atoms.

In the present specification, the expression C _a -C _b haloalkylaminocarbonyl represents a carbamoyl group in which one of the hydrogen atoms is substituted by a haloalkyl group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example 2-fluoro Specific examples include ethylcarbamoyl group, 2-chloroethylcarbamoyl group, 2,2-difluoroethylcarbamoyl group, 2,2,2-trifluoroethylcarbamoyl group, etc., selected within the range of each designated number of carbon atoms Is done.

In the present specification, the notation of di (C _a -C _b alkyl) aminocarbonyl means in the above-mentioned meaning that the number of carbon atoms which may be the same or different from each other is _a to _b. Represents a carbamoyl group substituted by an alkyl group, such as N, N-dimethylcarbamoyl group, N-ethyl-N-methylcarbamoyl group, N, N-diethylcarbamoyl group, N, N-di (n-propyl) carbamoyl Specific examples include a group, an N, N-di (n-butyl) carbamoyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylsulfonyloxy in the present specification represents an alkylsulfonyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylsulfonyloxy group, ethylsulfonyloxy group Specific examples include an n-propylsulfonyloxy group, an i-propylsulfonyloxy group, and the like, and each is selected within the specified number of carbon atoms.

C _a -C _b cycloalkyl (C _d -C _e ) alkyl, C _a -C _b alkoxy (C _d -C _e ) alkyl, C _a -C _b alkylthio (C _d -C _e ) alkyl, C _a -C _b alkylsulfinyl _(C d -C _e) alkyl, C _a -C _b alkylsulfonyl _(C d -C _e) alkyl, cyano _(C d -C _e) alkyl or _C a -C _b alkoxycarbonyl ( C _d -C _e ) alkyl and the like are represented by any C _a -C _b cycloalkyl group, C _a -C _b alkoxy group, C _a -C _b alkylthio group, C _a -C _b , respectively, as defined above. The above meaning, wherein the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is substituted by _{d to e by} an alkylsulfinyl group, a C _{a to} C _b alkylsulfonyl group, a C _{a to} C _b alkoxycarbonyl group or a cyano group Represents an alkyl group that is Selected in the range of the number of carbon atoms.

Herein substituted by R ⁶ (C _a ~C _b) alkyl, substituted by R ⁹ (C _a ~C _b) alkyl, substituted with R ^9a (C _^a ~C _b) alkyl or R The notation such as (C _a -C _b ) alkyl substituted by ²⁹ indicates that the number of carbon atoms in which a hydrogen atom bonded to a carbon atom is substituted by any R ⁶ , R ⁹ , R ^9a or R ²⁹ is a to It represents an alkyl group as defined above consisting of b, and is selected within the range of the number of carbon atoms specified.

Notation (C _a ~C _b) alkyl such as optionally substituted by optionally substituted (C _a ~C _b) alkyl or R ³² by R ⁹ herein, by any R ⁹ or R ³² Represents an alkyl group having the above-mentioned meaning, wherein the number of carbon atoms in which hydrogen atoms bonded to carbon atoms are optionally substituted is a to b, and is selected within the range of the respective designated number of carbon atoms. At this time, when two or more substituents R ⁹ or R ³² on each (C _a -C _b ) alkyl group are present, each R ⁹ or R ³² may be the same as or different from each other. Good.

In the present specification, the notation of hydroxy (C _d -C _e ) haloalkyl, C _a -C _b alkoxy (C _d -C _e ) haloalkyl or C _a -C _b haloalkoxy (C _d -C _e ) haloalkyl is as defined above. The number of carbon atoms in which a hydrogen atom bonded to a carbon atom or a halogen atom bonded to a carbon atom by a C _a -C _b alkoxy group, a C _a -C _b haloalkoxy group, or a hydroxyl group substituted with d to e means Are selected within the range of each specified number of carbon atoms.

Substituted by R ⁹ herein (C _a ~C _b) notation haloalkyl, by any R ^9, to b number of carbon atoms bonded to hydrogen atom or a halogen atom is substituted on a carbon atom Each of which is selected within the range of the specified number of carbon atoms.

Optionally substituted by R ⁹ herein (C _a ~C _b) representation of cycloalkyl, by any R ^9, carbon atoms in which the hydrogen atoms bonded to carbon atom is optionally substituted a~ It represents a cycloalkyl group as defined above consisting of b and is selected within the range of each designated number of carbon atoms. At this time, the substitution by R ⁹ may be a ring structure part, a side chain part or both of them, and further on each (C _a -C _b ) cycloalkyl group. When two or more substituents R ⁹ are present, each R ⁹ may be the same as or different from each other.

In this specification
[R ¹⁸ represents that by forming a C _a -C _b alkylene chain together with R ^17, may form a d~e membered ring together with the nitrogen atom to which R ¹⁷ and R ¹⁸ are bonded, At this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and may be optionally substituted with an oxo group or a thioxo group.]
Specific examples of the notation include, for example, 2,4-dione, thiazolidine, thiazolidine-2-one, thiazolidine-2-thione, thiazolidine-2,4-dione, imidazolidine, imidazolidin-2-one, imidazolidine-2-thione, imidazolidine-2, 4-dione, piperidine, piperidin-2-one, piperidine-2-thione, piperidine-2,6-dione, 2H-3,4,5,6-tetrahydro-1,3-oxazin-2-one, 2H- 3,4,5,6-tetrahydro-1,3-oxazin-2-thione, morpholine, 2H-3,4,5,6-tetrahydro-1,3-thiazin-2-one, 2H-3,4, 5,6-tetrahydro-1,3-thiazin-2-thione, thiomorpholine, perhydropyrimidin-2-one, Perazine, homopiperidine, homopiperidine-2-one, heptamethyleneimine, and the like, may be selected from the range of the number of each of the specified atoms.

  The isoxazoline-substituted benzamide compound represented by the general formula (1) contained as the first active ingredient in the pesticidal composition of the present invention is an international patent application publication (WO 2005/085216), an international patent application. Publication (WO 2007/026965 publication), international patent application publication (WO 2008/108448 publication), international patent application publication (WO 2010/027051 publication), Japanese patent application publication (JP 2007/308471 publication), Known compounds described in Japanese Patent Application Publication (JP 2008/239611), Japanese Patent Application Publication (JP 2010/083883) and the like.

  Examples of the isoxazoline-substituted benzamide compound represented by the general formula (1), which is the first active ingredient of the pesticidal composition of the present invention, are shown in Table 1, but the pesticidal composition of the present invention The isoxazoline-substituted benzamide compound used as an active ingredient is not limited to these.

In Table 1, “Et” represents an ethyl group, and similarly, i-Pr or Pr—i represents an isopropyl group,
In the table, the aromatic heterocycles represented by D-10-2a, D-23-1a, and D-25-1c each represent the following structure,

For example, the notation [CH ₂ (D-10-2a)] represents a thiazol-4-ylmethyl group, and the notation [(D-25-1c) CN] represents a 5-cyanopyrimidin-2-yl group. To express.

  Further, in the table, the saturated heterocyclic ring represented by E-3-1a represents the following structure:

In the table, the description of (D) represents that the configuration of the asymmetric carbon atom is D-form,
In the table, the description of (Z) indicates that the structure of the oxime part is a Z-form geometric isomer,
In the table, the notation “* 1” means that the physical properties of the compound were “resinous”.
Table 1

――――――――――――――――――――――――――――――――――――――――
No. X ¹ X ³ X ² Y ¹ R ³ R ² mp (℃)
――――――――――――――――――――――――――――――――――――――――
1 Cl F Cl CH ₃ H CH ₂ CF ₃ * 1
2 CF ₃ H Cl CH ₃ H CH ₂ CF ₃ * 1
3 CF ₃ H CF ₃ CH ₃ H CH ₂ CF ₃ * 1
4 Cl H Cl CH ₃ H CH ₂ OEt * 1
5 Cl H Cl CH ₃ C (O) OCH ₃ CH ₂ OEt 112.0-114.0
6 Cl H Cl CH ₃ H CH ₂ OCH ₂ CF ₃ 111.0-114.0
7 Cl H Cl CH ₃ C (O) OCH ₃ CH ₂ OCH ₂ CF ₃ * 1
8 Cl H Cl CH ₃ H E-3-1a 154.0-156.0
9 Cl F Cl CH ₃ H CH ₂ C (O) NHCH ₂ CF ₃ 90.0-93.0
10 CF ₃ H Cl CH ₃ H CH ₂ C (O) NHCH ₂ CF ₃ 155.0-157.0
11 CF ₃ H Br CH ₃ H CH ₂ C (O) NHCH ₂ CF ₃ 175.0-177.0
12 CF ₃ F Cl CH ₃ H CH ₂ C (O) NHCH ₂ CF ₃ 149.0-150.5
13 Cl H Cl CH ₃ H CH (CH ₃ ) C (O) NHCH ₂ CF ₃ 166.0-168.0
14 Cl H Cl CH ₃ H CH (CH ₃ ) C (O) NHCH ₂ CF ₃ (D) 188.0-190.0
15 Cl H Cl CH ₃ H CH ₂ (D-10-2a) 137.0-130.0
16 Br F Br CH ₃ H CH ₂ (D-10-2a) * 1
17 Cl H Br CH ₃ H CH ₂ (D-23-1a) * 1
18 Br H Br CH ₃ H CH ₂ (D-23-1a) * 1
19 Br F Br CH ₃ H CH ₂ (D-23-1a) * 1
20 Cl H Cl CH ₃ H CH = NOCH ₃ (Z) 173.0-173.5
21 Cl F Cl CH ₃ H CH = NOCH ₃ (Z) * 1
22 Br F Br CH ₃ H CH = NOCH ₃ (Z) 127.0-132.0
23 CF ₃ H Cl CH ₃ H CH = NOCH ₃ (Z) * 1
24 CF ₃ H CF ₃ CH ₃ H CH = NOCH ₃ (Z) 164.0-166.0
25 Cl H Cl CH ₃ H CH = NOEt (Z) 149.0-150.0
26 Cl H Cl CH ₃ C (O) Et C (O) OCH ₃ 135.0-136.0
27 CF ₃ H CF ₃ CH ₃ C (O) Et C (O) OCH ₃ 127.0-131.0
28 Cl H Cl CH ₃ = C (NH ₂ ) OCH ₃ * 1
29 Br F Br CH ₃ = C (NH ₂ ) OCH ₃ * 1
30 CF ₃ H Cl CH ₃ = C (NH ₂ ) OCH ₃ * 1
31 CF ₃ H Br CH ₃ = C (NH ₂ ) OCH ₃ * 1
32 Cl H Cl CH ₃ = C (NH ₂ ) OEt * 1
33 Cl H Cl CH ₃ C (O) CH ₃ (D-25-1c) Cl 178.0-179.5
34 Cl H Cl CH ₃ C (O) OCH ₃ (D-25-1c) Cl 104.0-107.0
35 Cl H Cl CH ₃ H (D-25-1c) CN 124.0-127.0
36 Cl H Cl CH ₃ C (O) Pr-i (D-25-1c) CN 150.0-153.0
――――――――――――――――――――――――――――――――――――――――
Table 1 shows ¹ H NMR data of the isoxazoline-substituted benzamide compound represented by the general formula (1) described in Table 1 and having a resinous physical property.
Table 2 ――――――――――――――――――――――――――――――――――――――――
No. ¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz)
――――――――――――――――――――――――――――――――――――――――
1 δ6.58 (d, J = 6.3Hz, 2H), 7.5-7.55 (m, 2H), 7.43 (d, J = 8.1Hz, 1H),
6.05 (t, J = 6.6Hz, 1H), 4.05-4.2 (m, 3H), 3.68 (d, J = 17.4Hz, 1H),
2.45 (s, 3H).
2 δ7.81 (s, 1H), 7.75 (s, 1H), 7.69 (s, 1H), 7.5-7.55 (m, 2H),
7.43 (d, J = 8.1Hz, 1H), 6.06 (t, J = 6.6Hz, 1H), 4.05-4.2 (m, 3H),
3.72 (d, J = 17.4Hz, 1H), 2.46 (s, 3H).
3 δ8.09 (s, 2H), 7.98 (s, 1H), 7.45-7.55 (m, 2H), 7.38 (d, J = 8.4Hz, 1H),
6.35 (bs, 1H), 4.21 (d, J = 17.4Hz, 1H), 4.0-4.15 (m, 2H),
3.77 (d, J = 17.4Hz, 1H), 2.42 (s, 3H).
4 (CDCl ₃ , Me ₄ Si, 400 MHz) δ7.4-7.55 (m, 6H), 6.46 (bs, 1H),
4.92 (d, J = 6.8Hz, 2H), 4.08 (d, J = 17.4Hz, 1H), 3.6-3.75 (m, 3H),
2.49 (s, 3H), 1.25 (t, J = 6.8Hz, 3H).
7 (CDCl ₃ , Me ₄ Si, 400 MHz) δ7.5-7.6 (m, 4H), 7.43 (t, J = 2.0Hz, 1H),
7.25 (d, J = 8.0Hz, 1H), 5.43 (s, 2H), 4.15 (q, J = 8.6Hz, 2H),
4.09 (d, J = 17.2Hz, 1H), 3.70 (d, J = 17.2Hz, 1H), 3.67 (s, 3H),
2.39 (s, 3H).
16 δ8.79 (d, J = 2.1Hz, 1H), 7.76 (d, J = 5.7Hz, 2H), 7.4-7.55 (m, 3H),
7.33 (bs, 1H), 6.55 (t, J = 4.8Hz, 1H), 4.77 (d, J = 4.8Hz, 2H),
4.06 (d, J = 17.4Hz, 1H), 3.68 (d, J = 17.4Hz, 1H), 2.46 (s, 3H).
17 δ8.55 (d, J = 4.8Hz, 1H), 7.45-7.75 (m, 7H), 7.3-7.45 (m, 2H),
7.15-7.3 (m, 1H), 4.74 (d, J = 5.1Hz, 2H), 4.09 (d, J = 17.4Hz, 1H),
3.70 (d, J = 17.4Hz, 1H), 2.49 (s, 3H).
18 δ8.53 (d, J = 5.1Hz, 1H), 7.65-7.8 (m, 4H), 7.53 (s, 3H),
7.33 (d, J = 8.1Hz, 1H), 7.15-7.3 (m, 2H), 4.75 (d, J = 4.8Hz, 2H),
4.08 (d, J = 17.1Hz, 1H), 3.70 (d, J = 17.1Hz, 1H), 2.51 (s, 3H).
19 δ8.53 (d, J = 4.8Hz, 1H), 7.65-7.8 (m, 3H), 7.53 (bs, 3H),
7.34 (d, J = 8.1Hz, 1H), 7.15-7.3 (m, 2H), 4.75 (d, J = 4.8Hz, 2H),
4.09 (d, J = 17.4Hz, 1H), 3.69 (d, J = 17.4Hz, 1H), 2.51 (s, 3H).
21 δ8.48 (d, J = 9.9Hz, 1H), 7.7-7.85 (m, 1H), 7.5-7.65 (m, 5H),
4.08 (d, J = 17.4Hz, 1H), 3.89 (s, 3H), 3.68 (d, J = 17.4Hz, 1H),
2.53 (s, 3H).
23 δ8.49 (d, J = 12.9Hz, 1H), 7.82 (s, 1H), 7.76 (s, 1H), 7.70 (s, 1H),
7.55-7.65 (m, 3H), 4.10 (d, J = 17.4Hz, 1H), 3.90 and 3.80 (s, 3H),
3.73 (d, J = 17.4Hz, 1H), 2.54 (s, 3H).
28 δ9.20 (bs, 1H), 8.09 (d, J = 8.4Hz, 1H), 7.4-7.6 (m, 5H), 5.58 (bs, 1H),
4.10 (d, J = 17.4Hz, 1H), 3.93 (s, 3H), 3.71 (d, J = 17.4Hz, 1H),
2.65 (s, 3H).
29 δ8.11 (d, J = 8.1Hz, 1H), 7.77 (d, J = 5.4Hz, 2H), 7.52 (d, J = 8.1Hz, 1H),
7.49 (s, 1H), 4.10 (d, J = 17.1Hz, 1H), 3.93 (s, 3H),
3.70 (d, J = 17.1Hz, 1H), 2.65 (s, 3H).
30 δ8.11 (d, J = 7.8Hz, 1H), 7.83 (s, 1H), 7.77 (s, 1H), 7.69 (s, 1H),
7.52 (d, J = 8.1Hz, 1H), 7.50 (s, 1H), 4.16 (d, J = 17.4Hz, 1H), 3.93 (s, 3H),
3.73 (d, J = 17.4Hz, 1H), 2.65 (s, 3H).
31 δ8.11 (d, J = 7.8Hz, 1H), 7.80 (s, 1H), 7.84 (s, 1H), 7.82 (s, 1H),
7.53 (d, J = 7.8Hz, 1H), 7.50 (s, 1H), 4.15 (d, J = 17.1Hz, 1H), 3.93 (s, 3H),
3.73 (d, J = 17.1Hz, 1H), 2.66 (s, 3H).
32 (CDCl ₃ , Me ₄ Si, 700MHz) δ9.30 (bs, 1H), 8.08 (d, J = 8.4Hz, 1H),
7.5-7.6 (m, 3H), 7.49 (s, 1H), 7.42 (s, 1H), 5.60 (bs, 1H),
4.42 (q, J = 7.2Hz, 2H), 4.13 (d, J = 17.4Hz, 1H), 3.74 (d, J = 17.4Hz, 1H),
2.64 (s, 3H), 1.35 (t, J = 7.2Hz, 3H).
――――――――――――――――――――――――――――――――――――――――
The isoxazoline-substituted benzamide compound represented by the general formula (1), which is the first active ingredient in the pesticidal composition of the present invention, has an action mechanism of conventional organochlorine insecticides and organophosphorus insecticides. It is different from drugs such as carbamate insecticides and pyrethroid insecticides, and is effective against pests that have developed resistance to existing insecticides. In addition, the isoxazoline-substituted benzamide compound represented by the general formula (1) causes a certain amount of pests to die at an extremely low dose and has a residual effect, resulting in a remarkable control effect. Is. However, it goes without saying that it is difficult to completely control all pests in all fields by using only the isoxazoline-substituted benzamide compound represented by the general formula (1) alone.

On the other hand, the other active ingredient compound used together with the isoxazoline-substituted benzamide compound represented by the general formula (1) in the pesticidal composition of the present invention is an insecticide, acaricide, nematicide, mollusc, These are known as bactericidal or bactericidal compounds, and specific compound names are exemplified in Table 3 below. Some of these compounds have problems such as a narrow insecticidal and bactericidal spectrum and short residual effect, and at the same time, problems such as a significant decrease in the control effect due to the emergence of resistant pests or resistant bacteria have been pointed out in recent years. In order to obtain a satisfactory control effect, the amount of sprayed medicine and the number of sprays tend to increase, so from the viewpoint of environmental safety, such as an increased risk to humans and aquatic life. Some are in need of improvement.
Table 3 ―――――――――――――――――――
No. Compound name (generic name)
―――――――――――――――――――
a Sulfoxaflor
b SPINETRAM ---------
Under these circumstances, the present inventors have conducted intensive research with the goal of developing a method for controlling pests that exhibits excellent pest control activity and has less adverse effects on non-target organisms such as mammals, fish, natural enemies, and beneficial insects. As a result, the isoxazoline-substituted benzamide compound represented by the general formula (1) or a salt thereof and a known insecticidal, acaricidal, nematicidal, molluscicidal, compound having bactericidal or bactericidal activity are contained. By using the composition, it was found that various pests can be controlled extremely effectively, and the present invention has been completed.

  The characteristics of the composition of the present invention and the method of the present invention are as follows. Firstly, the efficacy of insecticide, acaricide, nematicide, mollusc, bactericidal or bactericidal is clear as compared with the case where each drug is applied alone. In addition to being enhanced, it provides a fast-acting insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effect. Second, the existing insecticidal, acaricidal, nematicidal, molluscicidal, broad insecticidal, acaricidal, nematicidal, molluscicidal, germicidal or bactericidal spectrum not seen in bactericides or bactericides It is that aftereffect is induced. Thirdly, compared to the case where each drug is used alone, the amount of dropped drug can be reduced.

  That is, the composition of the present invention and the method of the present invention exhibit synergistic insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effects. This synergistic insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effect is predicted from the insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effect of each single agent. The usefulness of the composition of the present invention and the method of the present invention can be said to be that it can exhibit a more reliable control effect than using each compound alone against various pests.

  A combination of the isoxazoline-substituted benzamide compound represented by the general formula (1) having such a synergistic pest control effect and a compound having a known insecticidal, acaricidal, nematicidal, molluscicidal or bactericidal or bactericidal activity An example is given below. In the following notation, for example, “1 + a” represents a combination of the compound No. 1 in Table 1 and amethoctrazine No. a in Table 3.

  Examples of active ingredient combinations: 1 + a, 1 + b, 2 + a, 2 + b, 3 + a, 3 + b, 4 + a, 4 + b, 5 + a, 5 + b, 6 + a , 6 + b, 7 + a, 7 + b, 8 + a, 8 + b, 9 + a, 9 + b, 10 + a, 10 + b, 11 + a, 11 + b, 12 + a, 12 + b, 13 + a, 13 + b, 14 + a, 14 + b, 15 + a, 15 + b, 16 + a, 16 + b, 17 + a, 17 + b, 18 + a, 18 + b , 19 + a, 19 + b, 20 + a, 20 + b, 21 + a, 21 + b, 22 + a, 22 + b, 23 + a, 23 + b, 24 + a, 24 + b, 25 + a, 25 + b, 26 + a, 26 + b, 27 + a, 27 + b, 28 + a, 28 + b, 29 + a, 29 + b, 30 + a, 30 + b, 31 + a 31 + b, 32 + a, 32 + b, 33 + a, 33 + b, 34 + a, 34 + b, 35 + a, 35 + b, 36 + a, 36 + b.

  A suitable mixing ratio of the isoxazoline-substituted benzamide compound represented by the general formula (1) and the known compound selected from the compound group A in the composition and method of the present invention is a compound represented by the general formula (1). The compound selected from Compound Group A is usually 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight, and more preferably 0.1 to 10 parts by weight with respect to 1 part 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 the target pest to be controlled, etc., but usually the isoxazoline-substituted benzamide compound represented by the general formula (1) is 0. A known compound selected from 1 to 1000 ga.i./ha, compound group A is 0.1 to 1000 ga.i./ha, and preferably a compound represented by the general formula (1) is 1 to 300 ga.i. / Ha, and the compound selected from the compound group A is 1 to 300 ga.i./ha.

  The composition of the present invention is a so-called agricultural pest / agricultural disease that harms agricultural and horticultural crops and trees, a so-called livestock pest that parasitizes livestock and poultry, a so-called sanitary pest that gives various adverse effects in the human living environment such as a house, The present invention can be effectively applied to pest control of so-called stored grain pests that harm grains stored in warehouses, and mites, crustaceans, mollusks, nematodes that occur and harm in similar situations. Specific examples of insects, ticks, crustaceans, mollusks, nematodes and diseases that can be controlled using the composition of the present invention include those shown below. The target pests are not limited to these.

Specific pests include, for example, tobacco beetle (Lasioderma serricorne), bean weevil (Acanthoscelides obtectus), weevil (Callosobruchus chinensis), Xylotrechus pyrrhoderus (Ano), Ala plenti (Apen) , Matsunomus alternatus, Psacothea hilaris, Colorado potato beetle (Leptinotarsa decemlineata), Mustard leaf beetle (Phaedon cochleariae), Rice-roe moth (Oulema oryzae), Cilac Dura tina , Chaetocnema concinna, Northern corn root worm (Diabrotica barberi), Diabrotica undecimpunctata, Western corn route Worms (Diabrotica virgifera), horned beetle (Phyllotreta striolata), nasal pest beetle (Psylliodes angusticollis), common beetle (Epilachna varivestis), tiger beetle (Epilachna vigintioctomaculata), tent (Epuraea domina), Paulet beetle (Meligethes aeneus), peach weevil (Rhynchites heros), aphid weevil (Cylas formicarius), weevil (Euscepes postfasciatus), cotton weevil (Anthonomus grandis), tus colombia Chrysanthemum weevil (Otiorhynchus sulcatus), alfalfa weevil (Hypera postica), granary weevil (Sitophilus granarius), weevil (Sitophilus zeamais), sweet weevil (Sphenophor) us venatus vestitus), rice weevil (Echinocnemus squameus), rice weevil (Lissohoptrus oryzophilus), white-footed beetle (Tenebrio molitor), red-footed beetle (Tribolium castaneum), Marumibushi-komushitoku (Melanotus) Coretis (cables), Gametis jucunda, Heptophylla picea, Anomala cuprea, Anomala rufocuprea, Popillia japonica, Paederus fuscipes, Paederus fuscipes, etc.
Crispy bee (Dryocosmus kuriphilus), Argentine ant (Linepithema humile), Guntai ant (Eciton burchelli, Eciton schmitti), Black-tailed ant (Camponotus japonicus), Giant ant (Monomorium pharaonis), Brudock ant (Myrmecia spp.) , Vespa mandarina, Vespa simillima, Arge pagana, Neodiprion sertifer, Apethymus kuri, Athalia infumata, Athalia infumata, Athalia infumata, Athalia infumata (Hymenoptera) insects,
Coleoptera (Cossus insularis), Codlinga (Cydia pomonella), Prunus shimei (Grapholita dimorpha), Nashihimeshinsukui (Grapholita molesta), Sesame squirrel (Leguminivora glycinivorella), Sesame squirrel (Matsumuraeses phaseite) (End) , Adoxophyes honmai, Adoxophyes orana fasciata, Archips breviplicanus, Archips fuscocupreanus, Homona magnanima, Pemi and Tomiha (Dendrolimus spectabilis), Tsugakareha (Dendrolimus superans), Takekareha (Euthrix albomaculata), Yoshikareha (Euthrix potatoria), Karehaga (Gastropacha orientalis), Kunugikareha (Kunugia undans), Yamada kaleha Manduca quinquemaculata, Manduca sexta, Ascotis selenaria, Hyphantria cunea, Lemyra imparilis, Eilema fuscodorsalis, Eilema fuscodorsalis, Eilema fuscodorsalis Artaxa subflava, Euproctis piperita, Euproctis pseudoconspersa, Sphrageidus similis, Lymantria dispar, Orgyia thyellina, cenobia Aedia leucomelas, Mamestra brassicae, Pseudaletia separata, Spodoptera depravata, Southern army worm (Spodoptera eridania), Spodoptera exigua, Spodoworm worm ptera frugiperda), cotton leaf worms (Spodoptera littoralis), Spodoptera litura, giant cigarette moth (Helicoverpa armigera), tobacco moth (Helicoverpa assulta), tobacco bad worm (Heliothis virescens), American tobacco moth (Helicoverpa zeaon) , Abratis segetum, Autographa nigrisigna, Ctenoplusia agnata, Pseudoplusia includens, Trichoplusia ni, Parnara gutta, Parnara gutta, Parnara gutta Pieris rapae crucivora, Coanthus (Synanthedon hector), Toberia romanovi, Monaga flavescens, Parasa consocia, Paratha lepida, Kuroshitaao Raga (Parasa siniea), Bamboo wings (Artona martini), Ringworm (Illiberis pruni), Ulluska cyclova (Illiberis rotundata), Momoshinigaiga (Carposina sasakii), Imabagaga (Helcystogramma triannulella), Cotton worm (Pectinoella), Pectinoella Pear (Bucculatrix pyrivorella), caloptilia theivora, king beetle (Phyllonorycter ringoniella), citrus leaf moth (Pylylnisnis citrella), citrus green moth (Chilo suppressalis), dal (Parapediasia teterrula), , Conogethes punctiferalis, Diaphania indica, Glyphodes pyloalis, Ostrinia furnacalis, Yeo Ostrinia nubilalis, Ostrinia scapulalis, Elasmopalpus lignosellus, Etiella zinckenella, sugiella moth, Acrolepiopsis sapporenop Lepidoptera insects, such as the guinea leaf moth (Lyonetia prunifoliella malinella) and the diamondback moth (Plutella xylostella)
Drosophila suzukii, Hydrellia griseola, Agromyza oryzae, Chromatomyia horticola, Liriomyza brassicae, rio myza, rio myza Leaf-fly (Liriomyza huidobrensis), tomato leaf-fly (Liriomyza sativae), bean leaf-fly (Liriomyza trifolii), fruit fly (Ceratitis capitata), leaf-fly (Bactrocera cucurbitae), citrus fruit-fly (cer) tsuneonis), Mexican fruit fly (Anastrepha ludens), Ringfly (Rhagoletis pomonella), Tsetse fly (Glossina morsitans, Glossina palpalis), Horsefly fly (Hippobosca equina), White flies (Melophagus ovinus), onion flies (Delia antiqua), red flies (Delia platura), sugar beet flies (Pegomya cunicularia), head flies (Hydrotaea irritans), sweet flies (Morellia simplex), face flies (Musca autumnalis) Musca domestica, Haematobia irritans, Stomoxys calcitrans, Calliphora lata, Calliphora vicina, Chrysomya megacephala, Chrysomya megacephala, Rex, Rex Protophormia terraenovae, sheep flies (Lucilia cuprina), green flies (Lucilia illustris), giant flies (Lucilia sericata), bot flies (Cuterebra spp.), Red fly (Gasterophilus haemorrhoidalis), horse flies (Gastero philus intestinalis), Gasterophilus nasalis, Hypoderma bovis, Hypoderma lineatum, Oestrus ovis, Sarcophaga peregrina, Chrysgon tribe, Chrysops suavius, soybean (Asphondylia yushimai), Hessian flies (Mayetiola destructor), Mugi caterpillars (Sitodiplosis mosellana), Chunkyides arakawae, Leptoconops nipponensis, Khiashioyu (Prosimulium ochzorumum) (Anopheles gambiae), Anopheles hyrcanus sinesis, Anopheles lesteri, Aedes aegypti, Aedes albopictus, Culex pipiens molestus (Culex pipiens pallens), giant flies (Telmatoscopus albipunctatus) Diptera (Diptera) insects such as,
Siphonaptera insects such as Ctenocephalides canis, Ctenocephalides felis, Echindnophaga gallinacea, Pulex irritans, Xenopsylla cheopis,
Thrips thrips (Frankliniella intonsa), Thrips thrips (Frankliniella occidentalis), Black thrips (Trips thrips) The Thysanoptera insect,
Leafhopper leafhopper (Epiacanthus stramineus), Greenleaf leafhopper (Balclutha saltuella), Leafhopper leafhopper (Macrosteles fascifrons), Leafhopper leafhopper (Macrosteles striifrons), Leafhopper leafhopper (Nephotettix cincticeps), Butterfly leaflet Leaf hopper (Empoasca fabae), oyster leaf beetle (Empoasca nipponica), Chanomidorihimebokobai (Empoasca onukii), bean hornbill beetle (Empoasca sakaii), beetle beetle (Laodelphax sparatella) ), Bed bugs (Cimex lectularius), bluefin turtle (Apolygus spinolae), sand turtle turtle (Lygus lineolaris), brown turtle (Stenodema sibiricum), red turtle turtle (Stenotus rubrovittatus), rice fever Sea turtle (Trigonotylus caelestialium), Black turtle turtle (Halticus insularis), Cotton potato beetle (Pseudatomoscelis seriatus), Venezuelan turtle (Rhodnius prolixus), Mexican shore turtle (Triatoma dimidiata), Triatoma dimidiata, Triatoma dimidiata, Triatoma dimidiata Stink bug (Riptortus clavatus), spider helicopter (Leptocorisa chinensis), horned stink bug (Cletus punctiger), southern stink bug (Paradasynus spinosus), red beetle stink bug (Rhopalus maculatus), American copter terus sus Cavelerius saccharivorus, Togo hemipterus, Dolycoris baccarum, Eurydema rugosa, Eysarcoris aeneus, Oysarcoris aeneus Stink bug (Eysarcoris lewisi), Shirahoshi stink bug (Eysarcoris ventralis), Glaucias subpunctatus, Halyomorpha halys, Nezara antennata, Nezara antennata, Nezara antenna Blue stink bug (Plautia crossota), blue stink bug (Scotinophora lurida), red stink bug (Dysdercus cingulatus), citrus whitefly (Aleurocanthus spiniferus), silver leaf whitefly (Bemisia argentifolii), cigarette whitefly ), White fly (Trialeurodes vaporariorum), pea aphid (Acyrthosiphon pisum), bean aphid (Aphis craccivora), bean aphid (Aphis fabae), cotton aphid (Aphis gossypii) Aphis spiraecola, potato beetle aphid (Aulacorthum solani), wheat aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), peach beetle sap (Hyalopterus prawn) Macrosiphum euphorbiae, Myzus persicae, Nasonovia ribisnigri, Neotoxoptera formosana, Rhopalosiphum padi, Rubionbum, Rhopalosip ), Axanthera aurantii, Toxoptera citricida, Eriosoma lanigerum, Ceroplastes ceriferu s), ruby rotifer (Ceroplastes rubens), red beetle (Aonidiella aurantii), pear beetle (Comstockaspis perniciosa), chaco beetle (Fiorinia theae), chano mung beetle (Pseudaonidia paeoniae), stag beetle qua pi Scale insects (Pseudaulacaspis prunicola), Japanese scale insect scales (Unaspis euonymi), Wild scale scale insects (Unaspis yanonensis), Large scale scale insects (Drosicha corpulenta), Icerya scale insects (Icerya purchasi), sol Phenococcus citri), Fujino scale insects (Planococcus kuraunhiae), stag beetle scales (Pseudococcus comstocki), grape aphids (Viteus vitifolii), citrus lice (Diaphorina citri), pear whales Hemiptera insects such as Psylla pyrisuga
Chicken maggots, Menacanthus cornutus, Menacanthus pallidulus, Menacanthus stramineus, Minopon gallinae, Habiro gangodi, Cuclotogaster (Goniodes gallinae), Bumblefish (Goniodes gigas), Chicknut lice (Lipeurus caponis), Cattle lice (Damalinia bovis), Cat lice (Felicola subrostrata), Cattle lice (Trichodectes canis), Cattle lice pinus (Haematopintus tuss) ), Buffalo lice (Haematopinus tuberculatus), dog lice (Linognathus setosus), cattle white lice (Linognathus vituri), horned lice (Solenopotes capillatus), mice lice (Polyplax) serratus), Pthirus pubis, etc., Psocodea insect,
The optera of opt era such as Sistocerca gregaria, Locusta migratoria, Oxya japonica, Oxya yezoensis, Teleogryllus emma, Gryllotalpa orientalis Or
Blattaria insects such as German cockroach (Blattella germanica), American cockroach (Periplaneta americana), Black cockroach (Periplaneta fuliginosa), Japanese cockroach (Periplaneta japonica),
Ioptoptera insects, such as the white termite (Cryptotermes domesticus), the American white termite (Incisitermes minor), the termite termite (Coptotermes formosanus), the white termite (Reticulitermes speratus), and the white termite (Odontotermes formosanus),
Collembola insects such as Onychiurus folsomi, Onychiurus sibiricus, Bourletiella hortensis,
Isopoda crustaceans such as Armadillidium vulgare, Porcellio scaber,
Wicked mite (Aleuroglyphus ovatus), Mushroom mite (Tyrophagus putrescentiae), Spinach mushroom mite (Tyrophagus similis), Robin mite (Rhizoglyphus robini), Chicken mite (Megninia cubitalis), Cow mite opti Psoroptes communis, rabbit scorpion mite (Psoroptes cuniculi), sheep scorpion mite (Psoroptes ovis), scorpion mite (Sarcoptes scabiei), scallop mite (Notoedres cati), mite tuss Astigmata mites,
Cattle ticks (Cheyletiella blakei), rabbit ticks (Cheyletiella parasitovorax), dog ticks (Cheyletiella yasguri), black ticks (Demodex canis), black wing mites (Demodex cati), black ticks (Demodex folliculae), tulip lip ticks (Acari) Eriophyes chibaensis), Acaphylla theavagrans, tomato rustic mites (Aculops lycopersici), citrus rustic mites (Aculops pelekassi), apple rustic mites (Aculus schlechtendali), citrus rustmite (Phyllocoptruta mus) Phytonemus pallidus), Tarsonemus bilobatus, rice spider mite (Oligonychus shinkajii), citrus red spider mite (Panonychus citri), blue spider mite (Panonychus mori), apple spider mite (Panonychus ulmi) Neptune spider mite (Tetranychus kanzawai), Nite spider mite (Tetranychus urticae), Scarlet mite (Penthaleus erythrocephalus), Barley mite (Penthaleus major), Etsurombicula wichmanni, Tsutsumi tsumushi (Helenicula tsutsutsumutsu) Leptotrombidium pallida), Leptotrombidium scutellare, and other ticks (Prostigmata) mites,
English faltic (Argas persicus), Japanese tick (Ornithodoros moubata), Lone star tick (Amblyomma americanum), Gulf of Mexico tick (Amblyomma maculatum), Green tick (Haemaphysalis campanulata), Yellow tick (Haemaphysemasphysphysgesgesge tick) , Tick tick (Haemaphysalis megaspinosa), Tick tick (Boophilus microplus), Tick tick (Ixodes nipponensis), Tick tick (Ixodes ovatus), Western tick (Ixodes pacifcus), Ixodes persulcatus tick (Ixodes persulcatus) , Rocky Mountain Forest Tick (Dermacentor andersoni), West Coast Tick (Dermacentor occidentalis), Amphicticus tick (Dermacentor reticulatus), American Dog Tick (Dermacentor variabilis), It ticks suborder such as Iroquois Tama tick (Rhipicephalus sanguineus) (Metastigmata) mites,
Dermanyssus gallinae, house dust mite (Ornithonyssus bacoti), bird mite (Ornithonyssus sylviarum), honey beemite (Varroa destructor), honeybee mite (Varroa jacobsoni) and other tick mites (Mesostigmata)
Gastropods such as Pomacea canaliculata, Achatina fulica, Limax marginatus, slug (Meghimatium bilineatum), Acusta despecta sieboldiana, Euhadra peliomphala
Capillaria annulata, Capillaria contorta, Capillaria hepatica, Capillaria perforans, Capillaria philippiensis, Pig hairyworm (Capillaria suis), Trichinella spiralis, Trichuris discolor, Trichuris ovis, Trichuris suis, Trichuris trichiura, Trichuris vulpis Trichocephalida nematode, etc.
Rhabditida nematodes such as Strongyloides papillosus, Cats nematodes (Strongyloides planiceps), Pigs nematodes (Strongyloides ransomi), Feminine nematodes (Strongyloides stercoralis), Micronema etc. ,
Brazilian helminth (Ancylostoma braziliense), dog worm (Ancylostoma caninum), zombini worm (Ancylostoma duodenale), cat worm (Ancylostoma longespiculatum), cow worm (Bunostomum phlebotomum), sheep worm (Bunostomum trigonocephalum), American worm Unclearia atenocephala, Angiostrongylus cantonensis, Angiostrongylus vasorum, Crenosoma aerophila, Crenosoma vulpis, Filanoles hirthi , Swine lungworm (Metastrongylus apri), Protostrongylus genus (Protostrongylus), scrijabine worm (Syngamus skrjabinomorpha), chicken worm (Syngamus trachea), small round hairy worm (Nematodirus filicollis), large intestinal nematode (Chabertia) ovina), intestinal nodules (Oesophagostomum brevicaudatum, O. georgianum, O. maplestonei, O. quadrispinulatum), Colombian intestinal nodules (Oesophagostomum columbia) num), Oesophagostomum dentatum, Oesophagostomum radiatum, Oesophagostomum venulosum, Stephanurus dentatus, Cyatostomum, Silicos classus C Cylicodontophorus, Cylicostephanus, Strongylus asini, edentulous (Strongylus edentatus), equine, strongylus vulgaris, couperia ( Cooperia oncophora, Dictyocaulus filaria, Bovine pneumoniae (Dictyocaulus viviparus), Tortoise gastroworm (Haemonchus contortus), Bovine torsoworm (Mecistocirrus digitatus), Ostertagia gastroworm (Ostertagia ostertagi), Crimson-like nematode (Hyostrongylus rubidus), Trichostrongylus axei, Trichostrongylus colubriformis, Oriental ciliate nematode (Tric hostrongylus orientalis), etc. Strongylida nematodes,
Aphelenchida nematode, such as rice pheasant nematode (Aphelenchoides besseyi), pine wood nematode (Bursaphelenchus xylophilus),
Potato cyst nematode (Globodera rostochiensis), wheat cyst nematode (Heterodera avenae), soybean cyst nematode (Heterodera glycines), arenial root-knot nematode (Meloidogyne arenaria), red-knot nematode (Meloidogyne hapla), sweet potato moth javanica), southern white nematode (Pratylenchus coffeae), white leaf nematode (Pratylenchus loosi), red beetle nematode (Pratylenchus penetrans), and the nematode (Tylenchida)
Anisakis, Pseudoterranova, Ascaridia galli, Ascaris suum, Parascaris equorum, Ascaris (Toxascaris leonina), Toxocara canis, Ascaridida nematodes such as Toxocara cati, Toxocara vitulorum, Heterakis gallinarum, Dioctophyma renale,
Camallanidae (Camallanida) nematodes, such as Dracunculus medinensis,
Oxyurida nematodes such as worms (Enterobius vermicularis), horse worms (Oxyuris equi), rabbit worms (Passalurus ambiguus),
Bovine Parafilaria (Parafilaria bovicola), Parafilaria multipapillosa, Okinawa filamentous worm (Stephanofilaria okinawaensis), Malay filamentous worm (Brugia malayi), Dog filamentous worm (Dirofilaria immitis), Loa loa (Loa loa), neck Onchocerca cervicalis, Gibson filamentous insect (Onchocerca gibsoni), Pharyngeal filamentous insect (Onchocerca gutturosa), Convolvulus (Onchocerca volvulus), Bancroft filamentous insect (Wuchereria bancrofti), Finger filamentous insect (Setaria digitata), Horse-worms (Setaria equina), Lipid papillae (Setaria labiatopapillosa), Marshall fungi (Setaria marshalli), Draschia megastoma, Habronema majus, Habronema muscae , Gnathostoma doloresi, Gnathostoma hispidum, Gnathostoma nipponicum, Gnathostoma spinigerum, Canine gastroworm (Physal) optera canis), cat stomachworm (Physaloptera felidis, P. praeputialis), Lara stomachworm (Physaloptera rara), hog beetle (Ascarops strongylina), beautiful esophagus (Gongylonema pulchrum), Oriental eyeworm (Thelazia callipaeda), Spirurida nematodes, such as Rhodesia rhodesi, and the like,
On the other hand, specific diseases include, for example, rice blast (Pyricularia oryzae), sesame leaf blight (Cochliobolus miyabeanus), blight (Rhizoctonia solani), wheat powdery mildew (Erysiphe graminis f.sp. hordei, f.sp.tritici), leafy leaf disease (Pyrenophoragraminea), net leaf disease (Pyrenophora teres), leaf blight (Gibberella zeae), rust disease (Puccinia striiformis, P.graminis, P.recondita, P.hordei) , Snow rot (Tipula sp., Micronectriella nivais), naked smut (Ustilago tritici, U.nuda), eye spot (Pseudocercosporella herpotrichoides), cloud disease (Rhynchosporium secalis), leaf blight (Septoria tritici), blight (Leptosphaeria nodorum), citrus black spot (Diaporthe citri), scab (Elsinoe fawcetti), fruit rot (Penicillium digitalum, P.italicum), apple moniliosis (Selerotinia mali), rot (Valsa mali), Powdery mildew (Podosphaera lcucotricha), spotted drops Disease (Alternaria mali), black star disease (Venturia inaequalis), pear black star disease (Venturia nashicola), black spot disease (Alternaria kikuchiana), red star disease (Gymnosporangium haracanum), peach blight (Sclerolinia cinerea), black star disease ( Cleadosporium carpophilum), Phomopsis sp., Plasmopara viticola, Black mildew (Elsinoe ampelina), Late rot (Glomerella cingulata), Powdery mildew (Uncinula necator), Rust ( Phakopsora ampelopsidis), oyster anthracnose (Gloeosporium kakj), defoliation (Cercospora kakj, Mycosphaerella nawae), cucumber downy mildew (Pseudoperenospora cubensis), anthracnose (Colletotrichum lagenarium), mildew (Sphaerotheca) , Vine blight (Mycosphaerella melonis), tomato plague (Phytophthora infestans), ring rot (Alternaria solani), leaf mold (Cladosporium fulvum), eggplant brown rot (Phomopsis vexans), udon Diseases (Erysiphe cichoracoarum), cruciferous vegetable black spot (Alternaria japonica), white spot (Cercosporella brassicae), leek rust (Puccinia allii), soybean purpura (Cercospora kikuchii), black scab (Elsinoe glycines) , Black spot disease (Diaporthe phaseololum), bean anthracnose (Colletotrichum lindemuthianum), groundnut black rot (Mycosphaerella personatum), brown spot (Cercospora arachidicola), pea powdery mildew (Erysiphe pisi), potato summer plague (Alternaria solani), Strawberry powdery mildew (Sphaerotheca humuli), Cha net wilt (Exobasidium reticulatum), White star disease (Elsinoe leucospila), Tobacco red star disease (Alternaria lingipes), Powdery mildew (Erysiphe cichoracearum), Charcoal Colletotrichum tabacum, sugar beet brown spot (Cercospora beticola), rose black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa), chrysanthemum Brown spot disease (Septoria chrysanthemiindici), white rust (Puccinia horiana), gray mold of various crops (Botrytis cinerea) and various crops Rot (Sclerotinia sclerotiorum), and the like.

  That is, the composition of the present invention and the method of the present invention are also extremely effective against pests that have developed resistance to existing insecticides such as organophosphorus compounds, carbamate compounds, or pyrethroid compounds. Eyes (Coleoptera), Hymenoptera (Hymenoptera), Lepidoptera (Lepidoptera), Diptera (Flyes), Lepidoptera (Fleas), Common moths (Thrips), Hemiptera (stink bugs) Eyes and horizontal eyes), chewing jaws (betish eyes and lice eyes), straight eyes (butterfly eyes), reticulate eyes (cockroaches), isopic eyes (termite eyes), mucous eyes (flying eyes), etc. Insects, crustaceans (Coleoptera: Crustacea), Coralids (Acaridaceae, Acaridaceae, Acaridaceae, Acaridaceae), Acarids (Acaridaceae, Acaridaceae, Acaridaceae, Acaridaceae, Acaridaceae, Spider Mite Family, green spider mite family, tsutsugamushi department), tick sub (Acaridaceae, Tickidae), Acarididae (Asteridae, Pterodactylidae, Hemiidae), etc., mites, gastropods and whipworms, helminths, roundworms, leaf nematodes, barrens, It is possible to effectively control pests belonging to nematodes such as Coleoptera, Camaranus, Coleoptera, and Circumferential elegans at low concentrations. On the other hand, the composition of the present invention and the method of the present invention are extremely effective against mammals, fish, crustaceans and beneficial insects (natural insects such as honeybees, bumblebees, etc., natural enemies such as honeybees, wasps, mistletoe flies, bugs, mites, etc.) It has useful features with few adverse effects.

  When the isoxazoline-substituted benzamide compound represented by the general formula (1) and the compound shown in Table 3 above are combined, the composition of the present invention and the method of the present invention are particularly effective against mites and hemiptera insects. It exhibits an excellent synergistic effect, but it also exhibits a superior synergistic effect on mites, mites, mites, kanzawa mites, and other acarids, and aphids and whiteflies among the Hemiptera.

  The composition of the present invention uses one or more selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) or a salt thereof and one or more selected from the compound group A as a mixture. However, it is usually mixed with a suitable solid carrier or liquid carrier, and if desired, a surfactant, penetrant, spreading agent, thickener, antifreeze agent, binder, anti-caking agent, disintegrant. , Antifoaming agents, antiseptics and anti-decomposition agents, etc. added to the solution (soluble concentrate), emulsion (emulsifiable concentrate), wettable powder, water soluble powder, granular wettable powder ( water dispersible granule, water soluble granule, suspension concentrate, concentrated emulsion, suspoemulsion, microemulsion, dustable pow der), granules, tablets, and emulsifiable gels can be used practically. Further, from the viewpoint of labor saving and safety improvement, the preparations of any of the above 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.

  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, calcined clay, perlite, shirasu balloon, vermiculite, attapulgus 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 , And Sugars such as sugar and lactose, polysaccharides such as starch, powdered cellulose and dextrin, organic materials such as urea, urea derivatives, benzoic acid and benzoic acid salts, such as wood flour, cork flour, corn cobs, walnut shells and Examples include plants such as tobacco stalks, fly ash, white carbon (for example, hydrous synthetic silica, anhydrous synthetic silica, hydrous synthetic silicate, etc.) and fertilizers.

Examples of the liquid carrier, such as xylene, alkyl (C ₉ or C _10, etc.) benzene, phenylxylylethane and alkyl (C ₁ or C _3, etc.) aromatic hydrocarbons such as naphthalene, machine oil, normal paraffin, isoparaffin and 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, Ethers such as pyrene glycol 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, Esters such as adipic acid dialkyl ester and phthalic acid dialkyl ester, 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 Oils and fats, dimethyl sulfoxide and water.

  These solid and liquid carriers may be used alone or in combination of two or more.

  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, Killsulfosuccinate, naphthalenesulfonate, alkylnaphthalenesulfonate, salt of formalin condensate of naphthalenesulfonic acid, salt of formalin condensate of alkylnaphthalenesulfonic acid, polyoxyethylene alkyl ether sulfate or phosphate ester salt, polyoxy Ethylene (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 Copolymers of maleic acid and olefins, etc.) and anionic surfactants such as polystyrene sulfonates, cationic surfactants such as alkylamine salts and alkyl quaternary ammonium salts, amino acid types and beties Amphoteric surfactants such as mold, and silicone-based surfactants and fluorinated surfactants.

  The content of these surfactants is not particularly limited, but a range of 0.05 to 20 parts by weight is usually desirable 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.

  The dosage of the composition of the present invention varies depending on the application scene, application time, application method, cultivated crops, etc., but generally 0.005 to 50 kg per hectare (ha) is appropriate as the amount of active ingredient.

  Next, formulation examples of preparations 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 generic name of known compounds selected from the isoxazoline-substituted benzamide compound represented by formula (1) and salts thereof, and compound group A. It is.

[Wettable powder]
Active ingredient compound 0.1-80 parts Solid carrier 5-98.9 parts Surfactant 1-10 parts Others 0-5 parts Others include, for example, anti-caking agents and decomposition inhibitors.

[Milk]
Active ingredient compound 0.1 to 30 parts Organic solvent 45 to 95 parts Surfactant 4.9 to 30 parts Water 0 to 50 parts Others 0 to 10 parts Others include, for example, spreading agents and decomposition inhibitors.

[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.

(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.

(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.

[Granule]
Active ingredient compound 0.01-80 parts Solid carrier 10-99.99 parts Others 0-10 parts Others include, for example, binders, decomposition inhibitors and the like.

[Dust]
Active ingredient compound 0.01-30 parts Solid carrier 65-99.99 parts Others 0-5 parts Others include, for example, drift inhibitors and decomposition inhibitors.

  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.

[Formulation 1] wettable powder
Compound No. 06 10 parts Compound No. a 10 parts Pyrophyllite 74 parts Solpol 5039 4 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical Co., Ltd. trade name)
Carplex # 80D 2 parts (Synthetic hydrous silicic acid: Shionogi & Co., Ltd. trade name)
The above is uniformly mixed and ground to obtain a wettable powder.

[Composition Example 2] Emulsifiable concentrate
Compound No. 20 3 parts Compound No. a 2 parts xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 15 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical Co., Ltd. trade name)
The above is uniformly mixed to obtain an emulsion.

[Composition Example 3] Emulsifiable concentrate
Compound No. 23 2 parts Compound No. a 2 parts DBE 36 parts (mixture of dimethyl adipate, dimethyl glutarate, dimethyl succinate: trade name of INVISTA)
Isobutyl adipate 30 parts N-methylpyrrolidone 10 parts Soprophor BSU 14 parts (Nonionic surfactant: Rhodia trade name)
Rhodacal 70BC 6 parts (anionic surfactant: Rhodia company name)
The above is uniformly mixed to obtain an emulsion.

[Composition Example 4] Emulsifiable concentrate
Compound No. 28 2 parts Compound No. 28 a 2 parts DBE 11 parts (mixture of dimethyl adipate, dimethyl glutarate, dimethyl succinate: trade name of INVISTA)
Isobutyl adipate 30 parts N-methylpyrrolidone 5 parts Soprophor BSU 14 parts (Nonionic surfactant: Rhodia trade name)
Rhodacal 70BC 6 parts (anionic surfactant: Rhodia company name)
Propylene glycol 10 parts Water 20 parts or more are mixed uniformly to make an emulsion.

[Formulation 5] Suspension concentrate
Compound No. 09 15 parts Compound No. 9 a 10 parts Agrisol S-710 10 parts (Nonionic surfactant: trade name of Kao Corporation)
Lnox 1000C 0.5 part (anionic surfactant: Toho Chemical Co., Ltd. trade name)
Xanthan gum 0.2 parts Water 64.3 parts After uniformly mixing the above, wet pulverize to make a suspension.

[Composition Example 6] Granule wettable powder (water dispersible granule)
Compound No. 14 40 parts Compound No. 14 a 35 parts Haitenol NE-15 5 parts (anionic surfactant: Daiichi Kogyo Seiyaku Co., Ltd. trade name)
Vanillex N 10 parts (anionic surfactant: Nippon Paper Industries Co., Ltd. trade name)
Carplex # 80D 10 parts (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
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 obtain a granulated wettable powder.

[Composition Example 7] Granule
Compound No. 16 3 parts Compound No. a 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.

[Formulation Example 8] dustable powder
Compound No. 32 2 parts Compound No. a 1 part Carplex # 80D 0.5 part (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
Kaolinite 95 parts Diisopropyl phosphate 1.5 parts or more uniformly mixed and pulverized to obtain a powder.

  In use, each of the above preparations is diluted 1 to 20000 times with water and sprayed so that the active ingredient is 0.005 to 50 kg per hectare (ha).

[Test example]
Next, in order to clarify the usefulness of the present invention, it will be specifically described in the following efficacy test examples, but the present invention is not limited to these.

[Test Example 1] Efficacy test against peach aphid Each of the compounds listed in Table 1 and the compounds listed in Table 3 were each 10% emulsion (25% wettable powder depending on the compound). The formulation was diluted with water containing a spreading agent to prepare a chemical solution having a predetermined concentration. Next, after placing the cut kanban leaves (about 5 mm × 5 mm) in a petri dish, 20 peach aphid adults per leaf piece were inoculated. The prepared test leaf pieces were each sprayed with 5 ml of a chemical solution of a predetermined concentration, air-dried, capped, and stored in a thermostatic chamber at 25 ° C. The number of dead insects after 4 days was investigated, and the dead insect rate was calculated from the following formula. The test was conducted in a two-ward system.

Mortality (%) = dead insects / test insects x 100
The synergy was calculated from the mortality rate for each chemical concentration using the Colby method (Colby SR 1976, Weeds 15, 20-22). The calculation method is as follows.

E = X + Y-XY / 100
X: observed value of agent A at x concentration (death rate)
Y: Observed value of B agent at y concentration (death rate)
E: Expected death rate during mixing of agent A and agent B
The obtained result is analyzed as a synergistic action if the observed value is larger than the expected value, an antagonistic action if the expected value is larger than the observed value, and an additive action if the observed value is the same as the expected value. Table 4 shows the combinations that showed synergistic action.
Table 4 ――――――――――――――――――――――――――――――――――
Active ingredient Concentration (ppm) Death rate (%)
――――――――――――――――――――――――――――――――――
Compound No. 4 100 43
Compound No. 5 100 51
Compound No. 6 100 33
Compound No. 7 100 24
Compound No. 8 100 33
Compound No. 9 100 47
Compound No. 13 100 51
Compound No. 14 100 53
Compound No. 15 100 52
Compound No. 20 100 46
Compound No. 21 100 38
Compound No. 25 100 49
Compound No. 26 100 34
Compound No. 32 100 49
Compound No. 33 100 32
Compound No. 34 100 33
Compound No. 35 100 54
Compound No. 36 100 62
Compound a 0.5 57
Compound No. 4 + Compound a 100 + 0.5 82
Compound No. 5 + Compound a 100 + 0.5 80
Compound No. 6 + Compound a 100 + 0.5 76
Compound No. 7 + Compound a 100 + 0.5 88
Compound No. 8 + Compound a 100 + 0.5 82
Compound No. 9 + Compound a 100 + 0.5 100
Compound No. 13 + Compound a 100 + 0.5 100
Compound No. 14 + Compound a 100 + 0.5 100
Compound No. 15 + Compound a 100 + 0.5 100
Compound No. 20 + Compound a 100 + 0.5 96
Compound No. 21 + Compound a 100 + 0.5 97
Compound No. 25 + Compound a 100 + 0.5 89
Compound No. 26 + Compound a 100 + 0.5 99
Compound No. 32 + Compound a 100 + 0.5 100
Compound No. 33 + Compound a 100 + 0.5 87
Compound No. 34 + Compound a 100 + 0.5 98
Compound No. 35 + Compound a 100 + 0.5 100
Compound No. 36 + Compound a 100 + 0.5 100
――――――――――――――――――――――――――――――――――
Test Example 2 Efficacy Test for Tobacco Whitefly (B Biotype) Each of the compounds listed in Table 1 and the compounds listed in Table 3 was 10% emulsion (25% depending on the compound). The preparation was diluted with water containing a spreading agent to prepare a drug solution having a predetermined concentration. Next, after putting the cut kidney beans (about 5 mm × 5 mm) in a petri dish, 20 tobacco whitefly adults per leaf piece were inoculated. The prepared test leaf pieces were each sprayed with 5 ml of a chemical solution of a predetermined concentration, air-dried, capped, and stored in a thermostatic chamber at 25 ° C. The number of dead insects after 4 days was investigated, and the dead insect rate was calculated from the following formula. The test was conducted in a two-ward system.

Mortality (%) = dead insects / test insects x 100
The synergy was calculated from the mortality rate for each chemical concentration using the Colby method (Colby SR 1976, Weeds 15, 20-22). The calculation method is as follows.

E = X + Y-XY / 100
X: observed value of agent A at x concentration (death rate)
Y: Observed value of B agent at y concentration (death rate)
E: Expected death rate during mixing of agent A and agent B
The obtained result is analyzed as a synergistic action if the observed value is larger than the expected value, an antagonistic action if the expected value is larger than the observed value, and an additive action if the observed value is the same as the expected value. Table 5 shows combinations that showed synergistic action.
Table 5 ――――――――――――――――――――――――――――――――――
Active ingredient Concentration (ppm) Death rate (%)
――――――――――――――――――――――――――――――――――
Compound No. 4 100 35
Compound No. 5 100 45
Compound No. 6 100 35
Compound No. 7 100 30
Compound No. 8 100 35
Compound No. 9 100 45
Compound No. 13 100 25
Compound No. 14 100 20
Compound No. 15 100 20
Compound No. 20 100 35
Compound No. 21 100 45
Compound No. 25 100 45
Compound No. 26 100 40
Compound No. 32 100 30
Compound No. 33 100 45
Compound No. 34 100 20
Compound No. 35 100 30
Compound No. 36 100 30
Compound a 10 55
Compound No. 4 + Compound a 100 + 10 75
Compound No. 5 + Compound a 100 + 10 85
Compound No. 6 + Compound a 100 + 10 75
Compound No. 7 + Compound a 100 + 10 90
Compound No. 8 + Compound a 100 + 10 75
Compound No. 9 + Compound a 100 + 10 80
Compound No. 13 + Compound a 100 + 10 70
Compound No. 14 + Compound a 100 + 10 65
Compound No. 15 + Compound a 100 + 10 75
Compound No. 20 + Compound a 100 + 10 80
Compound No. 21 + Compound a 100 + 10 85
Compound No. 25 + Compound a 100 + 10 90
Compound No. 26 + Compound a 100 + 10 75
Compound No. 32 + Compound a 100 + 10 85
Compound No. 33 + Compound a 100 + 10 95
Compound No. 34 + Compound a 100 + 10 75
Compound No. 35 + Compound a 100 + 10 80
Compound No. 36 + Compound a 100 + 10 90
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  The composition of the present invention and the method of the present invention exhibit excellent control effects against various pests.

Claims (6)

General formula (1):
[Wherein A ¹ represents CX ³ or a nitrogen atom,
A ² , A ³ and A ⁴ each independently represent CY ² or a nitrogen atom,
W represents an oxygen atom or a sulfur atom,
X ¹ represents a halogen atom, C ₁ -C ₃ haloalkyl, halocyclopropyl, C ₁ -C ₃ haloalkoxy, —SF ₅ or C ₁ -C ₃ haloalkylthio,
X ² represents a hydrogen atom, a halogen atom, cyano, nitro, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, —OR ⁴ or —S (O) _p R ⁴ ,
X ³ represents a hydrogen atom, a halogen atom, cyano, methyl, difluoromethoxy, methylthio, —NH ₂ or dimethylamino, or X ³ together with X ¹ —CF ₂ OCF ₂ —, —OCF _{2 O} -, - CF by ₂ OCF ₂ O-or -OCF ₂ to form a CF ₂ O-, also form a 5- or 6-membered ring together with the carbon atom to which each of X ¹ and X ³ are bonded Represents good,
Y ¹ is a hydrogen atom, a halogen atom, cyano, nitro, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ⁵ , C ₂ -C ₃ alkynyl, trimethylsilyl _{ethynyl, -C (S) NH 2,} C 1 ~C 3 alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio, C ₁ -C ₃ ^{haloalkylthio, -N (R 7) R 6} , Represents phenyl, D-1 to D-3, D-7, D-11 or D-19 to D-22;
Y ² represents a hydrogen atom, a halogen atom or methyl,
R ¹ represents C ₁ -C ₃ haloalkyl or halocyclopropyl,
R ² is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, (C ₁ -C ₄ ) alkyl optionally substituted by R ⁸ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, (C ₃ -C ₄ ) cycloalkyl substituted by R ⁸ , E-1 to E-3, E-5, E-6, E-10, C _{2 to} C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ haloalkynyl, C ₃ -C ₆ ^{allenyl, -C (O) R 9,} -C (R 9) = NOR 10, M-1, ^{-C (R 9) = NN (} R 12) R 11, -C (O) OR 13, E-4, -C (O) SR 13, E-7, -C (O) N (R 12) R ¹¹ , E-8, -C (S) OR ¹³ , -C (S) SR ¹³ , -C (S) N (R ¹² ) R ¹¹ , -C (SR ¹³ ) = NH, M-4, -C _{(NH 2) = NCN, -C} (NH 2) = NOR 10, -C (NH 2) = NNO 2, phenyl, phenyl substituted by _{(Z) m1, D-1~D} -3, D-5 ~D-10, D-16, D-17, D-23~D-26, C 1 ~C 4 alkoxy or -N (R ¹⁵ ) represents R ¹⁴ ,
R ³ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ^8a , C ₃ -C ₄ cycloalkyl, C ₃ -C ₄ alkenyl. , C ₃ -C ₄ ^{alkynyl, -C (O) R 9,} -C (O) OR 13, -C (O) SR 13, -C (O) N (R 12) R 11, -C (O) C (O) OR ¹³ , C ₁ -C ₃ alkoxy, C ₁ -C ₃ alkylcarbonyloxy, C ₁ -C ₃ alkoxycarbonyloxy, C ₁ -C ₃ alkylsulfonyloxy, C ₁ -C ₃ alkylsulfonyl, C Represents _{1 to} C ₃ haloalkylthio, —NH ₂ or dimethylamino, or R ³ together with R ² forms ═C (R ^3b ) R ^3a , or R ³ represents R ² by forming a C ₃ -C ₅ alkylene chain together, indicates that may form a 4-6 membered ring together with the nitrogen atom to which R ² and R ³ are bonded, this When the alkylene chain is an oxygen atom, may contain one sulfur atom or a nitrogen atom, and C ₁ -C ₃ alkyl group, C ₁ -C ₃ haloalkyl group, a phenyl group, optionally by D-23 group or an oxo group May be replaced,
Z is a halogen atom, cyano, nitro, methyl, ethyl, C ₁ -C ₂ haloalkyl, methoxy, ethoxy, C ₁ -C ₂ haloalkoxy, C ₁ -C ₂ alkylsulfonyloxy, methylthio, ethylthio, methylsulfinyl, ethyl Represents sulfinyl, methylsulfonyl, ethylsulfonyl, —C (O) NH ₂ , —C (S) NH ₂ or —SO ₂ NH _2, and when m and m1 represent an integer of 2 or more, each Z is the same as each other Or they may be different from each other,
R ^3a is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₃ -C ₄ alkenyloxy, C ₃ -C ₄ alkynyloxy, C ₁ -C ₄ alkylthio represents a C ₁ -C ₄ haloalkylthio or -N ^{(R 3d) R 3c,}
R ^3b represents C ₁ -C ₄ alkylthio, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkylthio, C ₁ -C ₃ alkylcarbonylthio or —N (R ^3f ) R ^3e , or R ^{3b 3b} together with R ^3a is -N (R ^3f ) CH ₂ CH ₂ CH _2- , -N (R ^3f ) CH = CHS-, -N (R ^3f ) N = CHS-, -N (R ^3f ) N = CHCH ₂ S-, -N (R ^3f ) CH = CHCH = N- or -N (R ^3f ) N = C (R ^3g ) CH = CH- to form R ^3a and R ^3b Represents that a 5-membered ring or a 6-membered ring may be formed together with the carbon atoms to be bonded;
R ^3c represents cyano, nitro, C ₁ -C ₃ alkyl or C ₁ -C ₃ alkoxy;
R ^3d represents a hydrogen atom or C ₁ -C ₃ alkyl;
R ^3e is a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₃ alkoxy, di (C ₁ -C ₂ alkyl) amino, formylamino, C ₁ -C ₃ alkylcarbonylamino or _C 1 -C ₃ alkoxycarbonyl amino,
R ^3f represents a hydrogen atom or C ₁ -C ₃ alkyl,
R ^3g represents a hydrogen atom, a halogen atom or methyl,
R ⁴ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl or C ₁ -C ₂ haloalkoxy (C ₁ -C ₂ ) haloalkyl,
R ⁵ represents —OH, C ₁ -C ₃ alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio or C ₁ -C ₃ haloalkylthio,
R ⁶ represents a hydrogen atom, C ₁ -C ₄ alkyl, —CHO, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ alkyl thiocarbonyl, C ₁ -C ₃ alkoxy thiocarbonyl, C ₁ -C ₃ alkyl dithio carbonyl, represents C ₁ -C ₃ alkylsulfonyl or _C 1 -C ₃ haloalkylsulfonyl,
R ⁷ represents a hydrogen atom or C ₁ -C ₃ alkyl,
R ⁸ is a fluorine atom, cyano, C ₃ -C ₅ cycloalkyl, E-3, E-9, E-11, —OR ¹⁶ , —N (R ¹⁸ ) R ¹⁷ , —S (O) _p R ^{19 _{, -S (O) q (R}} 19) = NR 20, -C (O) R 21, -C (R 21) = NOR 22, M-1, M-2, -C (O) OR 23, - C (O) SR ²³ , —C (O) N (R ²⁵ ) R ²⁴ , M-3, —C (S) OR ²³ , —C (S) N (R ²⁵ ) R ²⁴ , M-4, phenyl , (Z) represents phenyl, D-1, D-2, D-4 to D-26 or trimethylsilyl substituted by _m1 ,
D-1 to D-26 each represent an aromatic heterocyclic ring represented by the following structural formula,
E-1 to E-11 each represents a saturated heterocyclic ring represented by the following structural formula,
M-1 to M-4 each represents a partially saturated heterocyclic ring represented by the following structural formula,
R ^8a is cyano, C _{3 to} C ₄ cycloalkyl, —OR ¹⁶ , —S (O) _p R ¹⁹ , C _{1 to} C ₃ alkylcarbonyl, C _{1 to} C ₃ alkoxycarbonyl, —C (O) NH _2. , C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ haloalkyl _{aminocarbonyl,} -C (S) NH _2, phenyl, D-1, D-2 , D-8, D-10, D-23 or trimethylsilyl Represents
R ⁹ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₁ -C ₂ alkylthio (C ₁ -C ₂ ) alkyl. , C ₁ -C ₂ alkylsulfinyl (C ₁ -C ₂ ) alkyl, C ₁ -C ₂ alkylsulfonyl (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ cycloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ represents alkynyl, phenyl, phenyl, D-1, D-2 or D-23 substituted by (Z) _m1,
R ¹⁰ represents a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, allyl or propargyl,
R ¹¹ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ²⁸ , C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl, phenylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, phenyl, phenyl substituted by (Z) _m1 or C ₁ ~C ₃ alkoxy,
R ¹² represents a hydrogen atom or C ₁ -C ₄ alkyl, or R ¹² together with R ¹¹ forms a C ₄ -C ₅ alkylene chain, thereby bonding R ¹¹ and R ¹² . It represents that a 5- to 6-membered ring may be formed together with a nitrogen atom, and at this time, this alkylene chain may contain one oxygen atom or sulfur atom,
R ¹³ is C ₁ -C ₅ alkyl, C ₁ -C ₅ haloalkyl, (C ₁ -C ₃ ) alkyl substituted by R ²⁸ , C ₃ -C ₅ cycloalkyl, E-3, C ₃ -C ₅ represents alkenyl, C ₃ -C ₅ haloalkenyl, a C ₃ -C ₅ alkynyl or phenyl,
R ¹⁴ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₃ alkoxycarbonylmethyl, —C (O) R ²⁹ , —CH═NOR ³⁰ , —C (O) OR ^{31, -C (O) N (} R 33) R 32, -C (S) N (R 33) R 32, phenyl, _(Z) phenyl substituted by _m1, D-10 or D-23~D- 26,
R ¹⁵ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, benzyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl or C ₁ -C Represents ₃ alkoxycarbonyl, or R ¹⁵ together with R ¹⁴ forms ═C (R ^15b ) R ^15a , or R ¹⁵ together with R ¹⁴ represents a C ₄ -C ₅ alkylene By forming a chain, it represents that a 5- to 6-membered ring may be formed together with the nitrogen atom to which R ¹⁴ and R ¹⁵ are bonded. At this time, the alkylene chain may contain one oxygen atom or sulfur atom. ,
R ^15a represents a hydrogen atom or methyl;
R ^15b represents methyl, phenyl, D-23 or di (C ₁ -C ₂ alkyl) amino;
R ¹⁶ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl substituted by R ³⁴ , C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl, benzyl, C ₁ -C ₄ alkylcarbonyl, C ₁ -C ₄ haloalkylcarbonyl, C ₃ -C ₄ cycloalkyl carbonyl, C ₁ -C ₄ alkoxycarbonyl, C ₁ -C ₄ alkylaminocarbonyl, C ₁ -C ₄ haloalkyl represents aminocarbonyl, phenyl, a C ₁ -C ₄ alkylsulfonyl or tri _(C 1 -C ₄ alkyl) silyl,
R ¹⁷ is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ represents halo alkoxycarbonyl, C ₁ -C ₃ alkylaminocarbonyl, the C ₁ -C ₃ alkoxy or _C 1 -C ₃ alkylsulfonyl,
R ¹⁸ represents a hydrogen atom, C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ¹⁹ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ alkoxythiocarbonyl or D-25,
R ²⁰ represents a hydrogen atom, cyano or C ₁ -C ₂ haloalkylcarbonyl,
R ²¹ represents a hydrogen atom, C ₁ -C ₄ alkyl or phenyl,
R ²² represents a hydrogen atom, C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl or (C ₁ -C ₂ ) alkyl substituted by R ³⁴ ;
R ²³ represents C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ²⁴ is a hydrogen atom, C ₁ -C ₅ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₃ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₄ cycloalkyl, E-3, C ₃ -C ₄ alkenyl, C ₃ -C ₄ haloalkenyl, C ₃ -C ₄ alkynyl, phenyl, phenyl substituted by (Z) _ml , -OR ³⁵ or -N (R ³⁶ ) R ³⁵ ,
R ²⁵ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₃ -C ₄ alkenyl or C ₃ -C ₄ alkynyl, or R ²⁵ together with R ²⁴ represents a C ₄ -C ₅ alkylene chain. Represents that a 5- to 6-membered ring may be formed together with the nitrogen atom to which R ²⁴ and R ²⁵ are bonded, and this alkylene chain may contain one oxygen atom or sulfur atom,
R ²⁶ represents a hydrogen atom, methyl, ethyl or C ₁ -C ₂ haloalkyl,
R ²⁷ represents methyl, ethyl, methoxy or ethoxy,
R ²⁸ is cyano, nitro, C ₃ -C ₅ cycloalkyl, E-3, E-9, C ₅ -C ₆ cycloalkenyl, —OR ³⁵ , —N (R ³⁶ ) R ³⁵ , —S (O) _p R ³⁷ , C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ alkoxycarbonyl, C ₁ -C ₃ alkylaminocarbonyl, C ₁ -C ₃ haloalkylaminocarbonyl, phenyl, phenyl substituted by (Z) _ml , Represents D-1, D-2, D-23 or trimethylsilyl;
R ²⁹ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, phenyl, D-1, D-2 or D-23,
R ³⁰ represents methyl, ethyl or C ₁ -C ₂ haloalkyl,
R ³¹ represents C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl,
R ³² represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl or phenyl;
R ³³ represents a hydrogen atom or C ₁ -C ₄ alkyl;
R ³⁴ represents a fluorine atom, cyano, cyclopropyl, halocyclopropyl, —OH, methoxy, ethoxy, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkoxy, C ₁ -C ₂ alkylthio, C ₁ -C _2. alkylsulfinyl, C ₁ -C ₂ alkylsulfonyl, C ₁ -C ₂ alkylaminocarbonyl, C ₁ -C ₂ halo alkylaminocarbonyl, phenyl, (Z) phenyl substituted by _{m1, D-10, D-} 23 or trimethylsilyl Represents
R ³⁵ represents C ₁ -C ₃ alkyl, C ₁ -C ₃ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, allyl, propargyl, C ₁ -C ₂ alkylcarbonyl or phenyl;
R ³⁶ represents a hydrogen atom or C ₁ -C ₂ alkyl, or R ³⁶ together with R ³⁵ forms a C ₄ -C ₅ alkylene chain, thereby binding R ³⁵ and R ³⁶ . Represents that a 5- to 6-membered ring may be formed together with the nitrogen atom,
R ³⁷ represents C ₁ -C ₃ alkyl or D-23,
m represents an integer of 0 to 2,
m1 represents an integer of 1 to 3,
n represents an integer of 0 to 4,
p represents an integer of 0 to 2,
q represents an integer of 0 or 1. ]
An insecticide, acaricide, or killer containing one or more compounds selected from the isoxazoline-substituted benzamide compounds represented by the formula (I) and salts thereof, and one or more compounds selected from the following compound group A: Nematodes, molluscs, bactericidal or bactericidal compositions.
Compound group A: spinetoram and sulfoxaflor. A ¹ represents CX ³ ,
A ² and A ³ represent CH,
A ⁴ represents CH or a nitrogen atom,
X ¹ represents a chlorine atom, a bromine atom, an iodine atom or trifluoromethyl,
X ² represents a hydrogen atom, a halogen atom, cyano or trifluoromethyl,
X ³ represents a hydrogen atom, a fluorine atom, a chlorine atom or a bromine atom,
Y ¹ represents a hydrogen atom, a halogen atom, cyano, nitro, methyl, ethyl, trifluoromethyl, ethynyl, —C (S) NH ₂ or —N (R ⁷ ) R ⁶ ;
R ¹ represents trifluoromethyl or chlorodifluoromethyl,
R ² is a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, (C ₁ -C ₂ ) alkyl optionally substituted by R ⁸ , C ₃ -C ₄ cycloalkyl, C ₃ -C ₄ halocycloalkyl, cyclopropyl substituted by ^{R 8, E-3, E} -5, E-6, C 3 ~C 4 alkenyl, C ₃ -C _{4 ^{alkynyl, -CH = NOR 10, C 1}} ~C ₃ alkoxycarbonyl, -C (O) N (R 12) R 11, C 1 ~C 3 alkoxythiocarbonyl, phenyl, phenyl substituted by _{(Z) m1, D-6~D} -8, D-10, D-23, D-25, D-26 or -N (R ¹⁵ ) R ¹⁴
R ³ is a hydrogen atom, C ₁ -C ₃ alkyl, methyl substituted by R ^8a , propargyl, —C (O) R ⁹ , —C (O) OR ¹³ , —C (O) C (O) OR ¹³ or C ₁ -C ₂ haloalkylthio, or R ³ together with R ² may form ═C (R ^3b ) R ^3a ,
Z represents a halogen atom, cyano, nitro, methyl or methoxy, and when m1 represents 2, each Z may be the same as or different from each other;
R ^3a represents C ₁ -C ₃ alkoxy or C ₁ -C ₃ alkylthio;
R ^3b represents —NH ₂ or C ₁ -C ₃ alkylamino;
R ⁶ represents C ₁ -C ₃ alkylcarbonyl or cyclopropylcarbonyl,
R ⁷ represents a hydrogen atom,
R ⁸ is fluorine atom, cyano, C ₃ -C ₄ cycloalkyl, E-3, E-9, —OR ¹⁶ , —N (R ¹⁸ ) R ¹⁷ , —C (R ²¹ ) = NOR ²² , C ₁ -C ₃ alkoxycarbonyl, -C (O) N (R 25) R 24, phenyl, (Z) phenyl substituted by _{m1, D-1, D-} 2, D-8, D-10, D-13 , D-16, D-19, D-23 or D-25,
R ^8a represents cyano, —OR ¹⁶ , —S (O) _p R ¹⁹ or —C (S) NH ₂ ;
R ⁹ represents C ₁ -C ₄ alkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ cycloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ alkynyl or phenyl. Represent,
R ¹⁰ represents methyl or ethyl,
R ¹¹ is a hydrogen atom, C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, (Z) _{m 1} -substituted phenyl (C ₁ -C ₂ ) alkyl, C ₁ -C ₃ haloalkylcarbonyl or C _1- It represents C ₃ alkoxycarbonyl,
R ¹² represents a hydrogen atom or methyl;
R ¹³ represents C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₂ alkoxy (C ₁ -C ₂ ) alkyl, C ₃ -C ₄ alkenyl, C ₃ -C ₄ alkynyl or phenyl. ,
R ¹⁴ represents phenyl, D-23 or D-25,
R ¹⁵ represents a hydrogen atom, methyl, ethyl, allyl or propargyl,
R ¹⁶ is C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, C ₁ -C ₃ alkylcarbonyl, C ₁ -C ₃ haloalkylcarbonyl, C ₃ -C ₄ cycloalkylcarbonyl or C ₁ -C ₃ alkoxycarbonyl. Represents
R ¹⁷ represents C ₁ -C ₃ alkoxycarbonyl,
R ¹⁸ represents a hydrogen atom,
R ¹⁹ represents methyl or ethyl,
R ²¹ represents a hydrogen atom or methyl;
R ²² represents methyl or ethyl,
R ²⁴ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl, allyl or propargyl,
R ²⁵ represents a hydrogen atom or methyl,
R ²⁶ represents methyl,
R ²⁷ represents methyl,
m1 represents an integer of 1 or 2, one or more compounds selected from the isoxazoline-substituted benzamide compound according to claim 1 and a salt thereof, and one compound selected from the compound group A according to claim 1 Or an insecticidal, acaricidal, nematicidal, bactericidal or bactericidal composition comprising two or more compounds. A ⁴ represents CH,
X ¹ represents a chlorine atom, a bromine atom or trifluoromethyl;
X ² represents a fluorine atom, a chlorine atom, a bromine atom or trifluoromethyl,
X ³ represents a hydrogen atom, a fluorine atom or a chlorine atom,
Y ¹ represents a chlorine atom, a bromine atom, an iodine atom or methyl;
R ¹ represents trifluoromethyl,
R ² is methyl, ethyl, C ₂ -C ₃ haloalkyl, optionally substituted by R ⁸ _(C 1 _{~C 2)} alkyl, cyclobutyl, cyclopropyl substituted by R ^8, E-3, allyl, propargyl , —CH═NOR ¹⁰ , methoxycarbonyl, —C (O) NH ₂ , D-25, D-26 or —N (R ¹⁵ ) R ¹⁴ ;
R ³ represents a hydrogen atom, ethyl, cyanomethyl, methoxymethyl, —C (O) R ⁹ or methoxycarbonyl, or R ³ together with R ² forms ═C (R ^3b ) R ^3a That you can do,
Z represents a chlorine atom, a bromine atom or cyano,
R ^3a represents methoxy or ethoxy,
R ^3b represents -NH ₂
R ⁸ is a fluorine atom, cyano, cyclopropyl, E-3, E-9, —OR ¹⁶ , —C (R ²¹ ) = NOR ²² , methoxycarbonyl, —C (O) N (R ²⁵ ) R ²⁴ , D-1, D-2, D-8, D-10, D-19, D-23 or D-25,
R ⁹ represents C ₁ -C ₃ alkyl, methoxymethyl or cyclopropyl,
R ¹⁴ represents phenyl or D-25,
R ¹⁵ represents methyl,
R ¹⁶ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl or acetyl;
R ²² represents methyl,
R ²⁴ represents C ₁ -C ₃ alkyl, C ₂ -C ₃ haloalkyl or propargyl,
m1 represents 1,
n represents 0,
The q represents 0, one or more compounds selected from the isoxazoline-substituted benzamide compounds according to claim 2 and salts thereof, and one or more compounds selected from the compound group A according to claim 1. An insecticidal, acaricidal, nematicidal, bactericidal or bactericidal composition comprising a compound of:   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) according to claim 1 and a salt thereof, and one or more compounds selected from the compound group A according to claim 1 A method for controlling pests and diseases, which comprises treating two or more compounds simultaneously or in proximity.   One or more compounds selected from the isoxazoline-substituted benzamide compounds represented by the general formula (1) according to claim 2 and salts thereof, and one or more compounds selected from the compound group A according to claim 1 A method for controlling pests and diseases, which comprises treating two or more compounds simultaneously or in proximity.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the general formula (1) according to claim 3 and a salt thereof, and one or more compounds selected from the compound group A according to claim 1 A method for controlling pests and diseases, which comprises treating two or more compounds simultaneously or in proximity.