JP2009108046A - Insecticides, acaricides, nematicides, molluscs, bactericidal or bactericidal compositions and pest control methods - Google Patents

Abstract

［式中、A¹、A²及びA³は各々独立して炭素原子又は窒素原子を表し、Gはベンゼン環等を表し、Wは酸素原子又は硫黄原子を表し、Xはハロゲン原子、C₁〜C₆ハロアルキル等を表し、Yはハロゲン原子、C₁〜C₆アルキル等を表す。］で表されるイソキサゾリン置換ベンズアミド化合物及びその塩より選ばれる１種又は２種以上と、公知の殺虫、殺ダニ、殺線虫、殺軟体動物、殺菌又は殺バクテリア化合物より選ばれる１種又は２種以上を含有する殺虫、殺ダニ、殺線虫、殺軟体動物、殺菌又は殺バクテリア組成物。
【選択図】 なしPROBLEM TO BE SOLVED: To provide a novel insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal composition and a method for controlling pests.
SOLUTION: Formula (1):
[Chemical 1]

[Wherein, A ¹ , A ² and A ³ each independently represents a carbon atom or a nitrogen atom, G represents a benzene ring, W represents an oxygen atom or a sulfur atom, X represents a halogen atom, C ₁ represents -C ₆ haloalkyl, etc., Y represents a halogen atom, C ₁ -C ₆ alkyl or the like. And one or more selected from known isocidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal compounds, or 1 or 2 selected from isoxazoline-substituted benzamide compounds and salts thereof An insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal composition containing more than a species.
[Selection figure] None

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 compounds and salts thereof represented by the formula (1) of the present invention are known compounds, and their activity as pest control agents are known (for example, see Patent Documents 1 and 2).

The compounds described as the compound group A having the insecticidal activity, acaricidal activity, nematicidal activity, molluscicidal activity, bactericidal activity or bactericidal activity, which are the second active ingredient compounds in the present invention, are all It is publicly known (for example, refer nonpatent literature 1).
International Publication No. 2005/085216 Pamphlet International Publication No. 2007/026965 Pamphlet 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, the isoxazoline-substituted benzamide compound represented by the following formula (1) or a salt thereof, and a known insecticidal, acaricidal, nematicidal, molluscicidal, compound having bactericidal or bactericidal activity The present invention has been found to have excellent synergistic insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effects that cannot be predicted from the use of each composition alone.

  That is, the present invention relates to the following compositions [1] to [4] (hereinafter referred to as the present composition) and the control method according to [5] to [7] (hereinafter referred to as the present method). Is.

  [1] One or more compounds selected from the isoxazoline-substituted benzamide compounds represented by the following formula (1) and salts thereof, and one or more compounds selected from the following compound group A: An insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal composition comprising

  Formula (1):

[Wherein, A ¹ , A ² and A ³ each independently represents a carbon atom or a nitrogen atom,
G represents a benzene ring, a nitrogen-containing 6-membered aromatic heterocycle, a furan ring, a thiophene ring or a 5-membered aromatic heterocycle containing two or more heteroatoms selected from an oxygen atom, a sulfur atom and a nitrogen atom;
W represents an oxygen atom or a sulfur atom,
X is a halogen atom, nitro, azido, -SCN, -SF _5, cyano, C ₁ -C ₆ alkyl, optionally substituted by R ⁴ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₈ cycloalkyl , optionally substituted by R ⁴ (C ₃ ~C ₈₎ cycloalkyl, E1～E19, optionally substituted by C ₂ -C _{6 ^{alkenyl, R 4 (C 2 ~C 6}} ) alkenyl, C ₅ ~ C ₁₀ cycloalkenyl, C ₅ -C ₁₀ halo cycloalkenyl, optionally substituted by C ₂ -C _{6 ^{alkynyl, R 4 (C 2 ~C 6}} ) ^{alkynyl, -OH, -OR 5, -OS (} O) ₂ R ⁵ , -SH, -S (O) _r R ⁵ , -N (R ⁷ ) R ⁶ , -N = C (R ^7a ) R ^6a , -C (O) R ⁸ , -C (R ⁸ ) = NOH, -C (R ⁸ ) = NOR ⁹ , M3, M13, M30, -C (O) OR ⁹ , -C (O) SR ⁹ , -C (O) NH ₂ , -C (O) N ( R ¹⁰ ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ¹⁰ ) R ⁹ , M23 to M26, M28, M29 , -S (O) ₂ OR ⁹ , -S (O) ₂ NH ₂ , -S (O) ₂ N (R ¹⁰ ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ¹¹ , phenyl, (Z ) Feni substituted by _p1 Or D1 to D38, and when m represents an integer of 2 or more, each X may be the same as or different from each other,
Further, when two Xs are adjacent to each other, the two adjacent Xs are -CH ₂ CH ₂ CH _2- , -CH ₂ CH ₂ O-, -CH ₂ OCH _2- , -OCH ₂ O-, -CH ₂ CH ₂ S-, -CH ₂ SCH _2- , -CH ₂ CH ₂ N (R ¹² )-, -CH ₂ N (R ¹² ) CH _2- , -CH ₂ CH ₂ CH ₂ CH _2- , -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH _2- , -CH ₂ OCH ₂ O-, -OCH ₂ CH ₂ O-, -OCH ₂ CH ₂ S-, -CH ₂ CH = CH-,- OCH = CH-, -SCH = CH-, -N (R ¹² ) CH = CH-, -OCH = N-, -SCH = N-, -N (R ¹² ) CH = N-, -N (R ¹² By forming N = CH-, -CH = CHCH = CH-, -OCH ₂ CH = CH-, -N = CHCH = CH-, -N = CHCH = N- or -N = CHN = CH- A 5-membered ring or a 6-membered ring may be formed together with the carbon atom to which each of two Xs is bonded. At this time, the hydrogen atom bonded to each carbon atom forming the ring is optionally substituted by Z. In addition, when simultaneously substituted with two or more Z, each Z may be the same as or different from each other,
Y is a halogen atom, nitro, azido, -SCN, -SF _5, cyano, C ₁ -C ₆ alkyl, optionally substituted by R ⁴ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₈ cycloalkyl , optionally substituted by R ⁴ (C ₃ ~C ₈₎ cycloalkyl, E1~E18, C ₂ ~C ₆ alkinyl, optionally substituted by R ⁴ (C ₂ ~C ₆₎ alkynyl, -OH, -OR ⁵ , -OS (O) ₂ R ⁵ , -SH, -S (O) _r R ⁵ , -NH ₂ , -N (R ⁷ ) R ⁶ , -N (R ⁷ ) C (O) R ^8a , -N = C (R ^7a ) R ^6a , -C (O) NH ₂ , -C (O) N (R ¹⁰ ) R ⁹ , -C (S) NH ₂ , -C (S) N (R ¹⁰ ) R ⁹ , —Si (R ^11a ) (R ^11b ) R ¹¹ , phenyl, phenyl substituted by (Z) _p1 or D1 to D38, and when n represents an integer of 2 or more, each Y is They may be the same or different from each other,
Further, when two Ys are adjacent to each other, the two adjacent Ys are —CH ₂ CH ₂ CH ₂ —, —CH ₂ CH ₂ O—, —CH ₂ OCH ₂ —, —OCH ₂ O—, —CH ₂ CH ₂ S-, -CH ₂ SCH _2- , -SCH ₂ S-, -CH ₂ CH ₂ CH ₂ CH _2- , -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH ₂ -,- By forming CH ₂ OCH ₂ O-, -OCH ₂ CH ₂ O-, -OCH ₂ CH ₂ S-, -SCH ₂ CH ₂ S-, -OCH = N- or -SCH = N- A 5-membered ring or a 6-membered ring may be formed together with the carbon atom to which each Y is bonded, and at this time, the hydrogen atom bonded to each carbon atom forming the ring may be optionally substituted by Z Furthermore, when two or more Z are substituted at the same time, each Z may be the same as or different from each other,
R ¹ is hydrogen atom, cyano, optionally substituted by C ₁ -C ₁₂ alkyl, optionally substituted by R ¹³ (C ₁ ~C ₁₂₎ alkyl, C ₃ -C ₁₂ cycloalkyl, R ¹³ ( C ₃ -C ₁₂₎ cycloalkyl, E2~E6, E9, E12~E15, E18 , C 2 ~C 12 alkenyl, optionally substituted by R ¹³ (C ₂ ~C ₁₂₎ alkenyl, C ₅ -C ₁₄ cycloalkenyl, C ₅ -C ₁₄ halo cycloalkenyl optionally substituted by C ₃ -C _{12 ^{alkynyl, R 13 (C 3 ~C 12}} ) ^{alkynyl, -C (O) R 14,} -C (R 14) = NOH, -C (R ¹⁴ ) = NOR ¹⁵ , M3, M13, M30, -C (R ¹⁴ ) = NN (R ¹⁷ ) R ¹⁶ , -C (O) OR ¹⁵ , -C (O) SR ¹⁵ , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ¹⁵ , -C (S) SR ¹⁵ , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (= NR ¹⁶ ) OR ¹⁵ , -C (= NOR ¹⁵ ) OR ¹⁵ , M7, M17, M23, M26, -C (= NR ¹⁶ ) SR ¹⁵ , M9, M19, M24, M28, -C (= NR ¹⁶ ) N (R ¹⁷ ) R ¹⁶ , -C (= NCN) N (R ¹⁷ ) R ¹⁶ , -C (= NOR ¹⁵ ) N (R ¹⁷ ) R ¹⁶ , -C (= NNO ₂ ) N (R ¹⁷ ) R ¹⁶ , M11, M21 ^{, M25, M29, -OR 15,} - SR ¹⁵ , -S (O) ₂ R ¹⁵ , -S (O) ₂ N (R ¹⁷ ) R ¹⁶ , -N (R ¹⁷ ) R ¹⁶ , -N = C (R ^17a ) R ^16a , -C (O ) ON = C (R ^17a ) R ^16a , -SN (R ¹⁹ ) R ¹⁸ , phenyl, phenyl substituted by (Z) _p1 , D1-D25 or D27-D38,
R ² is hydrogen atom, cyano, C ₁ -C ₁₂ alkyl, (C ₁ -C ₁₂ ) alkyl, C ₃ -C ₁₂ cycloalkyl, C ₃ -C ₁₂ alkenyl, C ₃ optionally substituted by R ^13a -C ₁₂ haloalkenyl, C ₅ -C ₁₄ cycloalkenyl, C ₅ -C ₁₄ halo cycloalkenyl, C ₃ -C ₁₂ alkynyl, C ₃ -C ₁₂ ^{haloalkynyl, -C (O) R 14a,} -C (O ) OR ^15a , -C (O) SR ^15a , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ^15a , -C (S) SR ^15a , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (O) C (O) OR ^15a , -OR ¹⁵ , -SR ¹⁵ , -N (R ¹⁷ ) R ¹⁶ , -N = C (R ^17a ) R ^16a , -S (O) ₂ R ^{15a represents} -S (O) ₂ N (R ¹⁷ ) R ¹⁶ , -SN (R ¹⁹ ) R ¹⁸ , phenyl or phenyl substituted by (Z) _p1 , or R ² together with R ¹ = C (R ^2a ) R ^1a , or R ² and R ¹ together form a C _{2 to} C ₇ alkylene chain, whereby the nitrogen to which R ¹ and R ² are bonded Indicates that a 3- to 8-membered ring may be formed with the atom, The alkylene chain oxygen atom may contain one sulfur atom or a nitrogen atom, and a halogen atom, C ₁ -C ₆ alkyl group, C ₁ -C ₆ haloalkyl group, C ₁ -C ₆ alkoxy (C ₁ -C ₆₎ alkyl group, C ₁ -C ₆ alkoxy group, -CHO group, C ₁ -C ₆ alkylcarbonyl group, C ₁ -C ₆ haloalkylcarbonyl group, C ₁ -C ₆ alkoxycarbonyl group, C ₁ -C ₆ halo alkoxycarbonyl group, C ₁ -C ₆ alkylaminocarbonyl group, C ₁ -C ₆ halo alkylaminocarbonyl group, a phenyl group, a phenyl group substituted by (Z) _p1, D32 group, D33 group, D34 group, D35 group, Optionally substituted by an oxo or thioxo group,
Further alternatively, when the substituent Y is present at the adjacent position, R ² together with Y is —CH ₂ —, —CH ₂ CH ₂ —, —CH ₂ O—, —CH ₂ S—, — By forming CH ₂ N (R ⁶ )-, -CH = CH- or -CH = N-, a 5-membered ring or a 6-membered ring may be formed together with the atoms to which R ² and Y are bonded. At this time, a hydrogen atom is a halogen atom attached to each carbon atom forming the ring, C ₁ -C ₆ alkyl group, C ₁ -C ₆ haloalkyl group, C ₁ -C ₆ alkylidene group, C ₁ -C ₆ Optionally substituted by a haloalkylidene group, an oxo group or a thioxo group,
R ^1a represents a hydrogen atom, C ₁ -C ₆ alkyl, -OR ¹⁵ , -SR ¹⁵ , -S (O) ₂ R ¹⁵ or -N (R ^17b ) R ^16b ,
R ^2a represents R ¹⁴ , -OR ^15a , -SR ^15a , -SC (O) R ^14a , -SC (O) OR ^15a or -N (R ^17c ) R ^16c , or R ^2a is R ^1a Together with C _{4 to} C ₅ alkylene chain or C _{4 to} C ₅ alkenylene chain to form a 5- to 6-membered ring with the carbon atom to which R ^1a and R ^2a are bonded. In this case, this alkylene chain or alkenylene chain may contain 1 to 3 oxygen atoms, sulfur atoms or nitrogen atoms, and is a halogen atom, nitro group, cyano group, C ₁ -C ₆ alkyl group, C ₁ -C ₆ haloalkyl group, C ₁ -C ₆ alkoxy group, C ₁ -C ₆ haloalkoxy group, C ₁ -C ₆ alkylthio group may be optionally substituted by C ₁ -C ₆ haloalkylthio group, or R ^17c group ,
R ³ represents a halogen atom, cyano, optionally substituted by C ₁ -C ₆ alkyl, optionally substituted by R ⁴ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₈ cycloalkyl, R ⁴ ( C ₃ -C ₈₎ cycloalkyl, substituted E1~E19, C ₃ ~C ₆ alkenyl, optionally substituted by R ⁴ (C ₂ ~C ₆₎ alkenyl, C ₃ -C ₆ alkynyl, optionally by R ⁴ been (C ₂ ~C ₆₎ ^{alkynyl, -OR 5, -S (O)} r R 5, -N (R 10) R 9, -C (O) R 8, -C (R 8) = NOH, -C (R ⁸ ) = NOR ⁹ , M3, M13, M30, -C (O) OR ⁹ , -C (O) SR ⁹ , -C (O) NH ₂ , -C (O) N (R ¹⁰ ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ¹⁰ ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ^{11 represents} -P (O) (OR ²⁰ ) ₂ , phenyl, phenyl substituted by (Z) _p1 or D1-D38,
D1 to D38 each represent an aromatic heterocycle represented by the following structural formula;

Z is a halogen atom, nitro, cyano, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ haloalkoxy (C ₁ ~ C ₄₎ alkyl, C ₁ -C ₄ alkylthio (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ haloalkylthio (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ alkylsulfinyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ haloalkylsulfinyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ alkylsulfonyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ haloalkylsulfonyl (C ₁ ~C ₄₎ alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, -OH, C ₁ ~C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylsulfonyloxy, C ₁ -C ₆ haloalkyl sulfonyloxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haroaruki Sulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, -NH _2, C ₁ ~C ₆ alkyl amino, di (C ₁ -C ₆ alkyl) amino, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C _{6 haloalkoxycarbonyl, -C (O) NH 2,} C 1 ~C 6 alkyl amino carbonyl, C ₁ -C ₆ haloalkylcarbonyl aminocarbonyl, di (C ₁ -C ₆ alkyl) aminocarbonyl, -C (S _{) NH 2, -S (O)} 2 NH 2, C 1 ~C 6 alkylaminosulfonyl, di (C ₁ -C ₆ alkyl) aminosulfonyl, phenyl optionally substituted by phenyl or halogen atom, p1, when p2, p3 or p4 represents an integer of 2 or more, each Z may be the same as or different from each other;
Further, when two Zs are adjacent to each other, the two adjacent Zs are -CH ₂ CH ₂ CH _2- , -CH ₂ CH ₂ O-, -CH ₂ OCH _2- , -OCH ₂ O-, -CH ₂ CH ₂ S-, -CH ₂ SCH _2- , -CH ₂ CH ₂ CH ₂ CH ₂ CH _2- , -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH _2- , -CH ₂ OCH ₂ O- , -OCH ₂ CH ₂ O-, -CH ₂ CH ₂ CH ₂ S-, -OCH ₂ CH ₂ S- or -CH = CH-CH = CH- may form a 5- or 6-membered ring together with the carbon atom, this time, the hydrogen atoms bonded to each carbon atom forming the ring is a halogen atom, a cyano group, a nitro group, C ₁ -C ₄ alkyl group may be optionally substituted by C ₁ -C ₄ haloalkyl groups, C ₁ -C ₄ alkoxy or C ₁ -C ₄ alkylthio group,
E1 to E19 each represent a saturated heterocyclic ring represented by the following structural formula;

R ⁴ is a halogen atom, cyano, C _{3 to} C ₈ cycloalkyl, C _{3 to} C ₈ halocycloalkyl, E1 to E19, —OH, —OR ⁵ , —SH, —S (O) _r R ⁵ , — N (R ⁷ ) R ⁶ , -N (R ⁷ ) C (O) R ^8a , -C (O) OR ⁹ , -C (O) N (R ¹⁰ ) R ⁹ , -Si (R ^11a ) (R ^11b ) represents R ¹¹ , phenyl, (Z) phenyl substituted by _p1 or D1-D38,
R ⁵ is optionally substituted by C ₁ -C ₆ alkyl, optionally substituted by R ²³ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₈ cycloalkyl, R ²³ (C ₃ ~C ₈ ) cycloalkyl, E2~E6, E12~E15, E18, C 2 ~C 6 alkenyl, optionally substituted by R ²³ (C ₂ ~C ₆₎ alkenyl, C ₅ -C ₁₀ cycloalkenyl, C ₅ -C ₁₀ halo cycloalkenyl, C ₃ -C ₆ alkynyl, optionally substituted by R ²³ (C ₃ ~C ₆₎ alkynyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, phenyl, (Z) _represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38 substituted by _p1 ,
R ⁶ is C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ halocycloalkyl, C ₃ -C ₆ optionally substituted by R ²³ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ ^{haloalkynyl, -C (O) R 8,} -C (O) OR 9, -C (O) SR 9, - C (O) NH ₂ , -C (O) N (R ¹⁰ ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ¹⁰ ) R ⁹ , -C (O) C (O) R ⁹ , -C (O) C (O) OR ⁹ , -OH, -S (O) ₂ R ⁹ , -S (O) ₂ N (R ¹⁰ ) R ⁹ , -P (O) (OR ²⁰ ) ₂ or -P (S) (OR ²⁰ ) ₂
R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²³ , C ₃ -C ₈ cycloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ haloalkynyl, -CHO, C ₁ -C ₆ alkylcarbonyl, or represents C ₁ -C ₆ haloalkylcarbonyl or C ₁ -C ₆ alkoxycarbonyl, or , R ⁷ together with R ⁶ forms a C ₂ -C ₆ alkylene chain, thereby representing that a 3- to 7-membered ring may be formed with the nitrogen atom to which R ⁶ and R ⁷ are bonded; in this case the alkylene chain is an oxygen atom, may contain one sulfur atom or a nitrogen atom, and optionally substituted halogen atom, C ₁ -C ₆ alkyl group, C ₁ -C ₆ haloalkyl group, the oxo group or thioxo group May have been
R ^6a represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₃ -C ₆ alkenyloxy, phenoxy or phenoxy substituted by (Z) _p1 ;
R ^7a represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, phenyl or phenyl substituted by (Z) _{p 1} , or R ^7a is R ^6a Together with C ₄ -C ₆ alkylene chain to form a 5- to 7-membered ring together with the carbon atom to which R ^6a and R ^7a are bonded, and this alkylene chain is May contain one oxygen or sulfur atom,
R ⁸ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²³ , C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ halocycloalkyl, E 4- E6, E12~E14, C ₃ ~C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₅ -C ₁₀ cycloalkenyl, C ₅ -C ₁₀ halo cycloalkenyl, C ₃ -C ₆ alkynyl or C ₃ -C ₆ Represents haloalkynyl,
R ^8a represents phenyl, phenyl substituted by (Z) _p1 or D1-D38,
R ⁹ is C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²³ , C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ halocycloalkyl, E2 -E6, E12 ~E19, C ₃ ~C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ haloalkynyl, phenyl, phenyl substituted by (Z) _p1, D1~D25 or D27 ~ Represents D38,
R ¹⁰ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₆ alkoxy (C ₁ ~C ₄₎ alkyl, C ₁ -C ₆ alkylthio (C ₁ ~C ₄₎ alkyl, cyano (C ₁ ~C ₆₎ alkyl, or represents C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl, or, R ¹⁰ is R ^{9 represents} a C ₂ -C ₆ alkylene chain to form a 3- to 7-membered ring together with the nitrogen atom to which R ⁹ and R ¹⁰ are bonded. oxygen atom may contain one sulfur atom or a nitrogen atom, and a halogen atom, C ₁ -C ₆ alkyl group, C ₁ -C ₆ alkoxy group, -CHO group, C ₁ -C ₆ alkylcarbonyl group or a C It may be optionally substituted by ₁ -C ₆ alkoxycarbonyl group,
R ¹¹ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, phenyl or phenyl substituted by (Z) _p1 ;
R ^11a and R ^11b each independently represent C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ alkoxy;
R ¹² is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxycarbonyl (C ₁ -C ₄ ) alkyl, C ₁ -C ₆ haloalkoxycarbonyl (C ₁ -C ₄₎ alkyl, phenyl (C ₁ -C ₄₎ alkyl, (Z) phenyl substituted by _p1 (C ₁ -C ₄₎ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₃ ~ C ₆ represents alkynyl, C ₃ -C ₆ haloalkynyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ -C ₆ haloalkoxycarbonyl, phenyl substituted by phenyl or (Z) _p1,
Further, when Z is present at the adjacent position to R ¹² is, -CH ₂ and adjacent R ¹² and _{Z CH 2 CH 2 CH 2 -} , -CH = CH-CH = CH-, -N = CH- An atom to which each of R ¹² and Z is bonded by forming CH = CH-, -CH = N-CH = CH-, -CH = CH-N = CH- or -CH = CH-CH = N- may form a 6-membered ring with a substituted this time, a hydrogen atom is a halogen atom attached to each carbon atom forming the ring, optionally by C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl group May have been
R ¹³ and R ^13a are each independently a halogen atom, nitro, cyano, C ₃ -C ₈ cycloalkyl, C ₃ -C ₈ halocycloalkyl, hydroxy (C ₃ -C ₈ ) cycloalkyl, C ₁ -C ₄ alkoxy (C ₃ ~C ₈₎ cycloalkyl, E1~E19, C ₅ ~C ₁₀ cycloalkyl, C ₅ -C ₁₀ halo ^{cycloalkenyl, -OR 24, -N (R 25} ) R 24, -SH, - S (O) _r R ²⁶ , -C (O) R ²⁷ , -C (R ²⁷ ) = NOH, -C (R ²⁷ ) = NOR ²⁸ , -C (O) OH, -C (O) OR ²⁸ , -C (O) SR ²⁸ , -C (O) NH ₂ , -C (O) N (R ²⁹ ) R ²⁸ , -C (O) N (R ²⁹ ) OR ²⁸ , -C (O) N (R ²⁹ ) N (R ^28a ) R ²⁸ , -C (O) C (O) OR ²⁸ , -C (S) OR ²⁸ , -C (S) SR ²⁸ , -C (S) NH ₂ , -C (S ) N (R ²⁹ ) R ²⁸ , -C (= NR ²⁹ ) OR ²⁸ , -C (= NR ²⁹ ) SR ²⁸ , -C (= NR ²⁹ ) N (R ^28a ) R ²⁸ , -C (= NOR ²⁸ ) N (R ^28a ) R ²⁸ , -S (O) ₂ OH, -S (O) ₂ NH ₂ , -S (O) ₂ N (R ²⁹ ) R ²⁸ , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , -P (phenyl) ₂ , -P (O) (phenyl) ₂ , M1 to M30, phenyl, (Z ) phenyl substituted by _p1 , Naphthyl or D1-D38,
M1 to M30 each represents a partially saturated heterocyclic ring represented by the following structural formula,

R ¹⁴ And R ^14a Each independently represents a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E3-E6, E12-E14, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C ₂ ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl, naphthyl or D1-D38 substituted by
R ¹⁵ And R ^15a Are each independently C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E2-E6, E12-E19, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38, substituted by
R ¹⁶ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E2-E6, E12-E19, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, -C (O) R ²⁷ , -C (O) OR ²⁸ , -C (O) SR ²⁸ , -C (O) NH ₂ , -C (O) N (R ²⁹ ) R ²⁸ , -C (S) R ²⁷ , -C (S) OR ²⁸ , -C (S) SR ²⁸ , -C (S) NH ₂ , -C (S) N (R ²⁹ ) R ²⁸ , -S (O) ₂ R ²⁸ , -S (O) ₂ NH ₂ , -S (O) ₂ N (R ²⁹ ) R ²⁸ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ¹⁷ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Cycloalkyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylsulfonyl (C ₁ ~ C _Four ) Alkyl, cyano (C ₁ ~ C ₆ ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl or C _Three ~ C ₆ Represents haloalkynyl or R ¹⁷ Is R ¹⁶ Together with C ₂ ~ C ₆ By forming an alkylene chain, R ¹⁶ And R ¹⁷ Represents that it may form a 3- to 7-membered ring together with the nitrogen atom to which is bonded, and in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E1-E19, phenyl (C ₂ ~ C _Four ) Alkenyl, di (C ₁ ~ C ₆ Alkyl) amino, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ^17a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Alkylthio or di (C ₁ ~ C ₆ Alkyl) amino or R ^17a Is R ^16a Together with C _Three ~ C _Five By forming an alkylene chain, R ^16a And R ^17a Represents a 4- to 6-membered ring together with the carbon atom to which is bonded, wherein the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16b Is a hydrogen atom, C ₁ ~ C ₆ Alkyl or C ₁ ~ C ₆ Represents haloalkyl,
R ^17b Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl or R ^17b Is R ^16b Together with C _Three ~ C _Five By forming an alkylene chain, R ^16b And R ^17b Represents a 4- to 6-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain an oxygen atom, a sulfur atom or a nitrogen atom, and C ₁ ~ C ₆ Alkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16c Is a hydrogen atom, nitro, cyano, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Alkynyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, -NH ₂ , C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C ₆ Alkyl) amino, -NHC (O) R ²⁷ , -NHC (O) OR ²⁸ , -NHC (O) SR ²⁸ , -NHC (O) NH ₂ , -NHC (O) N (R ²⁹ ) R ²⁸ , -NHC (S) OR ²⁸ , -NHC (S) SR ²⁸ , -NHC (S) NH ₂ , -NHC (S) N (R ²⁹ ) R ²⁸ , -NHS (O) ₂ R ²⁸ , -NHS (O) ₂ NH ₂ Or -NHS (O) ₂ N (R ²⁹ ) R ²⁸ Represents
R ^17c Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl or R ^17c Is R ^16c Together with C _Three ~ C _Five By forming an alkylene chain, R ^16c And R ^17c Represents a 4- to 6-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain an oxygen atom, a sulfur atom or a nitrogen atom, and C ₁ ~ C ₆ Alkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ¹⁸ C ₁ ~ C ₁₂ Alkyl, C ₁ ~ C ₁₂ Haloalkyl, C ₁ ~ C ₁₂ Alkoxy (C ₁ ~ C ₁₂ ) Alkyl, cyano (C ₁ ~ C ₁₂ ) Alkyl, C ₁ ~ C ₁₂ Alkoxycarbonyl (C ₁ ~ C ₁₂ ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₁₂ Alkenyl, C _Three ~ C ₁₂ Haloalkenyl, C _Three ~ C ₁₂ Alkynyl, C _Three ~ C ₁₂ Haloalkynyl, C ₁ ~ C ₁₂ Alkylcarbonyl, C ₁ ~ C ₁₂ Alkoxycarbonyl, -C (O) ON = C (CH _Three ) SCH _Three , -C (O) ON = C (SCH _Three ) C (O) N (CH _Three ) ₂ , Phenyl or (Z) _p1 Represents phenyl substituted by
R ¹⁹ C ₁ ~ C ₁₂ Alkyl, C ₁ ~ C ₁₂ Haloalkyl, C ₁ ~ C ₁₂ Alkoxy (C ₁ ~ C ₁₂ ) Alkyl, cyano (C ₁ ~ C ₁₂ ) Alkyl, C ₁ ~ C ₁₂ Alkoxycarbonyl (C ₁ ~ C ₁₂ ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₁₂ Alkenyl, C _Three ~ C ₁₂ Haloalkenyl, C _Three ~ C ₁₂ Alkynyl, C _Three ~ C ₁₂ Haloalkynyl, phenyl or (Z) _p1 Represents phenyl substituted by or R ¹⁹ Is R ¹⁸ Together with C _Four ~ C ₇ By forming an alkylene chain, R ¹⁸ And R ¹⁹ Represents that it may form a 5- to 8-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain one oxygen atom or sulfur atom, and C ₁ ~ C _Four Alkyl group or C ₁ ~ C _Four Optionally substituted by an alkoxy group,
R ²⁰ C ₁ ~ C ₆ Alkyl or C ₁ ~ C ₆ Represents haloalkyl,
R ^{twenty one} Is a halogen atom, cyano, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, hydroxy (C ₁ ~ C ₆ ) Alkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C _Four Alkyl) amino, C ₁ ~ C ₆ Alkoxycarbonyl, phenyl or (Z) _p1 Each of R's is represented by q1 to q8 each representing an integer of 2 or more. ^{twenty one} May be the same as or different from each other, and two R ^{twenty one} Are substituted on the same carbon atom, two R ^{twenty one} Together oxo, thioxo, imino, C ₁ ~ C ₆ Alkylimino, C ₁ ~ C ₆ Alkoxyimino or C ₁ ~ C ₆ Represents that an alkylidene may be formed,
R ^{twenty two} Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, -OH, benzyloxy, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (S) N (R ³⁴ ) R ³³ , -S (O) ₂ R ³² , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl or D3 substituted by
R ^{twenty three} Is a halogen atom, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E1-E19, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Haloalkylthio, C ₁ ~ C ₆ Alkylsulfonyl, C ₁ ~ C ₆ Haloalkylsulfonyl, C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C ₆ Alkyl) amino, -CHO, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, C ₁ ~ C ₆ Haloalkoxycarbonyl, C ₁ ~ C ₆ Alkylaminocarbonyl, di (C ₁ ~ C ₆ Alkyl) aminocarbonyl, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ^{twenty four} Is a hydrogen atom, C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E2-E6, E12-E19, C _Three ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) R ³² , -C (O) C (O) OR ³² , -C (S) R ³¹ , -C (S) OR ³² , -C (S) SR ³² , -C (S) N (R ³⁴ ) R ³³ , -S (O) ₂ R ³² , -S (O) ₂ N (R ³⁴ ) R ³³ , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38, substituted by
R ^{twenty five} Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Alkynyl, C ₁ ~ C ₆ Alkoxy, phenyl or (Z) _p1 Represents phenyl substituted by or R ^{twenty five} Is R ^{twenty four} Together with C ₂ ~ C _Five By forming an alkylene chain, R ^{twenty four} And R ^{twenty five} Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group, C ₁ ~ C ₆ Alkoxycarbonyl group, phenyl group, (Z) _p1 May be substituted by a phenyl group, an oxo group or a thioxo group substituted by
R ²⁶ C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E2-E6, E12-E19, C _Three ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) R ³² , -C (O) C (O) OR ³² , -C (S) R ³¹ , -C (S) OR ³² , -C (S) SR ³² , -C (S) N (R ³⁴ ) R ³³ , -SH, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Haloalkylthio, phenylthio, (Z) _p1 Phenylthio substituted by -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D9, D10, D12, D14-D17, D30, D32 or D34 substituted by
R ²⁷ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Cycloalkyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkylsulfonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, phenyl or (Z) _p1 Represents phenyl substituted by
R ²⁸ C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E1-E7, E12-E19, C ₂ ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C ₂ ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ^28a Is a hydrogen atom or C ₁ ~ C _Four Represents alkyl,
R ²⁹ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, phenyl or (Z) _p1 Represents phenyl substituted by or R ²⁹ Is R ²⁸ Together with C ₂ ~ C _Five By forming an alkylene chain, R ²⁸ And R ²⁹ Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group, C ₁ ~ C ₆ Alkoxycarbonyl group, phenyl group or (Z) _p1 Optionally substituted by a phenyl group substituted by
R ³⁰ Is a halogen atom, nitro, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E4, E5, E7, E8, E10, E12, E13, E15, E16, E18, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, -OH, -OR ³² , -OC (O) R ³¹ , -OC (O) OR ³² , -OC (O) N (R ³⁴ ) R ³³ , -OC (S) N (R ³⁴ ) R ³³ , -SH, -S (O) _r R ³² , -SC (O) R ³¹ , -SC (O) OR ³² , -SC (O) N (R ³⁴ ) R ³³ , -SC (S) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) R ³³ , -N (R ³⁴ ) CHO, -N (R ³⁴ ) C (O) R ³¹ , -N (R ³⁴ ) C (O) OR ³² , -N (R ³⁴ ) C (O) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) C (S) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) S (O) ₂ R ³² , -C (O) R ³¹ , -C (O) OH, -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) OR ³² , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , -P (phenyl) ₂ , -P (O) (phenyl) ₂ , Phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ³¹ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Halocycloalkyl, E4, E5, E12, E13, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C ₂ ~ C ₈ Alkynyl, C ₂ ~ C ₈ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ³² C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E4, E5, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Three ~ C ₈ Represents alkynyl or phenyl,
R ³³ C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E4, E5, E12, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Three ~ C ₈ Alkynyl, phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ³⁴ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₆ Alkenyl or C _Three ~ C ₆ Represents alkynyl or R ³⁴ Is R ³³ Together with C ₂ ~ C _Five By forming an alkylene chain, R ³³ And R ³⁴ Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C _Four Alkyl group, C ₁ ~ C _Four Alkoxy group, -CHO group, C ₁ ~ C _Four Alkylcarbonyl group, C ₁ ~ C _Four Alkoxycarbonyl group, phenyl group or (Z) _p1 Optionally substituted by a phenyl group substituted by
R ³⁵ Is cyano, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Halocycloalkyl, E4, E5, E12, E13, C ₁ ~ C _Four Alkoxy, C ₁ ~ C _Four Haloalkoxy, phenoxy, (Z) _p1 Phenoxy substituted by C ₁ ~ C _Four Alkylthio, C ₁ ~ C _Four Haloalkylthio, phenylthio, (Z) _p1 Phenylthio, substituted by C ₁ ~ C _Four Alkylsulfonyl, C ₁ ~ C _Four Haloalkylsulfonyl, phenylsulfonyl, (Z) _p1 Phenylsulfonyl substituted by -N (R ³⁷ ) R ³⁶ , C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, di (C ₁ ~ C ₆ Alkyl) aminocarbonyl, tri (C ₁ ~ C _Four Alkyl) silyl, phenyl, (Z) _p1 Represents phenyl, naphthyl or D1-D38 substituted by
R ³⁶ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, phenylcarbonyl or (Z) _p1 Represents phenylcarbonyl substituted by
R ³⁷ Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl,
m represents an integer of 0 to 5;
n represents an integer of 0 to 4,
p1 represents an integer of 1 to 5,
p2 represents an integer of 0 to 4,
p3 represents an integer of 0 to 3,
p4 represents an integer of 0 to 2,
p5 represents an integer of 0 or 1,
q1 represents an integer of 0 to 3,
q2 represents an integer of 0 to 5,
q3 represents an integer of 0 to 7,
q4 represents an integer of 0 to 9,
q5 represents an integer of 0 to 6,
q6 represents an integer of 0 to 4,
q7 represents an integer of 0 to 2,
q8 represents an integer of 0 to 8,
r represents an integer of 0 to 2;
t represents an integer of 0 or 1. ]
Compound group A: acibenzolar-S-methyl, acylaminobenzamide, acypetacs, aldimorph, amisulbrom, amobam, ampropyfos ), Anilazine, allyl alcohol, aureofungin, azaconazole, azithiram, azoxystrobin, barium polysulfide, benalaxyl ), Benodanil, benomyl, benquinox, bentaluron, benthiavalicarb, benthiazole, benzalkonium chloride, benzacryl chloride benzamacril), benzamorf, benzohydroxamic acid, binapacryl, biphenyl, bitertanol, bithionol, bethoxazine, bordeaux mixture, Blasticidin-S, boscalid, bromoconazole, bupirimate, buthiobate, butylamine, calcium polysulfide, captafol ), Captan, copper oxychloride, carpropamid, carbamorph, carbendazim, carboxin, carvone, chessntixty (Cheshunt mixture), chinomethionat, clobenthiazone, chloraniformethane, chloranil, chlorfenazol, chloroneb, chloropicrin, chlorothalonil chlorothalonil, chloroquinox, chlozolinate, climbazole, clothianidin, clotrimazole, copper acetate, copper carbonate, basic , Copper hydroxide, copper naphthenate, copper oleate, copper sulfate, copper sulfate, basic, copper zinc chromate (copper zinc chromate), cresol (cre sol), cufraneb, cuprobam, cyazofamid, cyclafuramid, cycloheximide, cyflufenamid, cymoxanil, cypendazole, cyproconazole (Cyproconazol), cyprodinil, cyprofuram, dazomet, davymet (DBCP), debacarb, decafentin, dehydroacetic acid, dichlone, Dichlorophen, dichlozoline, diclobutrazol, diclhlofluanid, diclomedine, dicloran, diethofencarb, diethylpyrocarbonate Diethyl pyrocarbonate, diclocymet, difenoconazole, diflumetorim, dimethirimol, dimethomorph, dimoxystrobin, diiconazole-, diniconazole-M, diniconazole-M M), dinobuton, dinocap, dinocap-4, dinocap-6, dinocton, dinosulfon, dinoterbon, diphenylamine ), Dipyrithione, disulfiram, ditalimfos, dithianon, DNOC, dodemorph, dodine, drazoxolone, edifenophos phos), epoxiconazole, etaconazole, ethirimol, etridiazole, etem, ethoxyquin, ethylmercury acetate, ethylmercury bromide ), Methylmercury chloride, ethylmercury phosphate, famoxadone, fenarimol, febuconazole, fenamidone, fendazosulam, fenflam ( fenfuram), fenhexamid, fenoxanil, fenpiclonil, fenpropidin, fenpropimorph, fentin, fentin Luban (ferbam), ferimzone (ferimzone), fluazinam (fluazinam), fludioxonil (fludioxonil), fluoroimide (fluoroimide), fluquinconazole (fluquinconazole), flusilazole (flusilazole), flusulfamide (flusulfamide), flutolanil (flutolanil), flutria Flutriafol, folpet, fosetyl-aluminium, fuberidazole, fluralaxyl, furametpyr, fenaminosulf, fenapanil, fenitropan , Flumetover, flumorph, fluotrimazole, fluoxastrobin, furcarbanil, furconazole, fluconazo Furconazole-cis, furmecyclox, furophanate, guazatine, glyodin, griseofulvin, hexachlorobenzene, hexaconazole, Hymexazol, halacrinate, hexachlorobutadiene, hexylthiofos, hydroxyquinoline sulfate, imazalil, imibenconazole, iminotazine inimine , Ipconazole, iprobenfos, iprodione, isoprothiolane, iprovalicarb, isovaledione, kasugamai Kasugamycin, kresoxim-methyl, mancopper, mancozeb, maneb, mepanipyrim, mepronil, metalaxyl, metconazole, metconazole, Metasulfocarb, metiram, metinominos, microbutanil, mebenil, mecarbinzid, mercuric chloride, mercuric oxide ), Mercurous chloride, metalaxyl-M, metam, metazoxolon, methfuroxam, methyl bromide, methyl isothiocyanate , Methyl mercury benzoate (met hylmercury benzoate, methylmercury dicyandiamide, mettominostrobin, metrafenone, metsulfovax, milneb, microcloline, 2-methoxymethyl mercury curyl (2-methoxy) ), Nabam, nickel bis (dimethyldithiocarbamate), nitrothal-isopropyl, nuarimol, natamycin, nicobifen, nitrostyrene ), Octhilinone, offurace, oxadixyl, oxycarboxin, oxpoconazole fumarate, OC (OCH), orysastrobin, oxine copper, pefurzoate, penconazole, pencicurone, penthiopyrad, phthalide, piperalin, polyoxins , Potassium hydrogen carbonate, probenazole, prochloraz, procymidone, propamocarb hydrochloride, propiconazole, propineb, pyrazophos, Pyrifenox, pyrimethanil, pyroquilon, pentachlorophenol (PCP), pentiopyrad, urea phenylmercury, phenylmercury -Acetate (phenylmercury acetate), phenylmercury chloride, phenylmercury nitrate, phenylmercury salicylate, phosdiphen, picoxystrobin, polycarbamate ( polycarbamate, polyoxorim, potassium azide, potassium polysulfide, proquinazid, prothiocarb, prothioconazole, pyracarbolid, racrostrobin ), Pyridinitrile, pyroxychlor, pyroxyfur, 2-phenylphenol, quinomethione (Quinomethionate), quinoxyfen, quintozene, quinacetol, quinazamid, quinconazole, rabenzazole, sodium hydrogen carbonate, sodium hypochlorite ( sodium hypochlorite, sulfur, spiroxamine, salicylanilide, silthiofam, simeconazole, sodium azide, sodium orthophenylphenoxide, sodium Pentachlorophenoxide, sodium polysulfide, tebuconazole, tecnazene, tetraconazole, thiabenazole dazole), thiadiazin / milneb, thifluzamide, thiophanate-methyl, thiram, tolclofos-methyl, tolylfluanid, triadimefon, triadimefon Toriadimenol, triazoxide, tricyclazole, tridemorph,

Riflumizole, triforine, triticonazole, TMTMB, tecoram, thiadifluor, thicyofen, thiochlorfenphim, thiomelsum thiomersal, thiophanate, thioquinox, tiadinil, tioxymid, tolylmercury acetate, triamiphos, triarimol, triazbutil, tributyltin oxide (Tributyltin oxide), trichlamide, trifloxystrobin, validamycin, vinclozolin, zinc sulfate, zineb, ziram ziram, zoxamide, zarilamid, zinc naphthenate, shiitake mycelium extract, bronopol, formaldehyde, nitrapyrin, oxolinic acid, Oxytetracycline, streptomycin, tecloftalam, thiomersal, imamers, ribavirin, aldoxycarb, dichlofenthion, displofenthion, DSP (Ethoprophos), fensulfothion, fosthiazate, fosthietan, isamifos, isazofos, oxamyl, fenamifos (fena) miphos, thionazin, acequinocyl, acrinathrin, amitraz, bromopropylate, chlorobezilate, clofentezine, cyflumetofen, cyhexetine (Cyhexatine), dicofol, dienochlor, etoxazole, fenazaquin, fenbutatin oxide, fenpropathrin, fenpyroximate, fenothiocarb, Fluacrypyrim, halfenprox, hexythiazox, milbemectin, cyenopyrafen, propargite , Pyridaben, pyrimidifen, spirodiclofen, spyromesifen, tebufenpyrad, abamectin, acephate, acetamipirid al, carb , Aldicarb, allethrin, azinphos-methyl, bacillus thuringiensis, bendiocarb, benfuracarb, bensultap, bifenthrin, Buprofezin, butocarboxim, carbosulfan, cartap, chlorantraniliprole, chlorfenapyr, chlorf Chlorfenvinphos, chlorfluazuron, clothianidin, chromafenozide, chlorpyrifos-methyl, cycloprothrin, cyfluthrin, beta-cyfluthrin (beta-) cyfluthrin), cypermethrin, cyromazine, cyhalothrin, lambda-cyhalothrin, deltamethrin, diafenthiuron, diazinon, diacloden , Dichlorvos, diflubenzuron, dimethylvinphos, diofenolan, disulfoton, emamectin-benzoate, EP (EPN), esfenvalerate, ethiofencarb, ethiprole, etrimfos, fenitrothion, fenobucarb, fenoxycarb, fenpropathrin, fenthion (Fenthion), fenvalerate, flonicamid, flubendiamide, flucythrinate, flufenerim, flufenoxuron, flufenprox, fulvalinate ( fluvalinate, tau-fluvalinate, fonophos, formetanate, formothion, furathiocarb, halofenozide, Hexaflumuron, hydramethylnon, imidacloprid, isofenphos, indoxacarb, isoprocarb, isoxathion, lufenuron, malathionde, malathionde, malathionde (Metaldehyde), methamidophos, methidathion, methacrifos, metaflumizone, metalcarb, methomyl, methoprene, methoxychlor, methoxyfenozide, Monocrotophos, muscalure, nitenpyram, novaluron, omethoate, oxydemeton-methy l), oxydeprofos, parathion, parathion-methyl, permethrin, phenthoate, phoxim, phorate, phosalone, phosmet (Phosmet), phosphamidon, pirimicarb, pirimiphos-methyl, profenfos, prothiofos, propaphos, protrifenbute, pymetrozine , Pyraclofos, pyridalyl, pyrifluquinazon, pyriproxyfen, rotenone, S-1560 (study name), sulprofos, silafluofen, spirotetramat ( spirotetra mat, sulfotep, tebfenozide, teflubenzuron, tefluthorin, terbufos, tetrachlorvinphos, thiacloprid, thiocyclam, thiocyclam, carb , Thiamethoxam, thiofanox, thiometon, tolfenpyrad, tralomethrin, triazamate, trichlorfon, triazuron, triflumuron (triflumuron) vamidothion).

[2] In the formula (1) described in [1], A ¹ represents a carbon atom or a nitrogen atom,
A ² and A ³ represent a carbon atom,
G represents a benzene ring,
X is a halogen atom, nitro, cyano, C ₁ -C ₆ represents alkyl, C ₁ -C ₆ haloalkyl, the -OR ⁵ or -S (O) _{r R} ^5, when m is 2 or 3, each of the X may be the same as or different from each other;
Y is a halogen atom, nitro, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₃ alkoxy (C ₁ ~C ₃₎ alkyl, -SR ^5, or -N (R ⁷⁾ R ⁶ Represent,
R ¹ is hydrogen atom, C ₁ -C ₆ alkyl, optionally substituted by R ¹³ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₆ cycloalkyl, optionally substituted by R ¹³ (C ₃ -C ₆₎ cycloalkyl, E4, E5, E12, C 3 ~C 6 alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ alkylcarbonyl, -CH = NOR ^15, - C (O) OR ¹⁵ , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ¹⁵ , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (OR ¹⁵ ) = NOR ¹⁵ , -C (NH ₂ ) = NCN, -C (NH ₂ ) = NOR ¹⁵ , -C (NH ₂ ) = NNO ₂ , -N (R ¹⁷ ) R ¹⁶ , phenyl, phenyl substituted by (Z) _p1 , D5-D8, D10, D17 or D32-D35,
R ² is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C optionally substituted by R ^13a ₆ ^{alkynyl, -C (O) R 14a,} -C (O) oR 15a, -C (O) C (O) oR 15a, -C (S) or represents oR ^15a or C ₁ -C ₆ haloalkylthio, Alternatively, R ² represents that may form together with ^{R 1 = C (R 2a)} R 1a,
R ^1a represents C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy or -N (R ^17b ) R ^16b ,
R ^2a represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkylthio or —N (R ^17c ) R ^16c , or R ^2a together with R ^1a represents —N (R ^17c ) CH═ It represents that by forming CHS-, a 5-membered ring may be formed with the carbon atom to which R ^1a and R ^2a are bonded,
R ³ represents C ₁ -C ₆ haloalkyl,
Z is a halogen atom, nitro, cyano, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylsulfonyloxy, p1 and p2 are an integer of 2 or more Each Z may be the same as or different from each other;
R ⁵ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,
R ⁶ represents C ₁ -C ₆ alkyl, —CHO, C ₁ -C ₆ alkylcarbonyl or C ₁ -C ₆ alkoxycarbonyl,
R ⁷ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹² represents C ₁ -C ₆ alkyl;
R ¹³ is a halogen atom, cyano, C ₃ -C ₆ ^{cycloalkyl, E4, E7, -OR 24,} -N (R 25) R 24, -S (O) r R 26, C 1 ~C 6 alkyl carbonyl ^{, -C (R 27) = NOR} 28, -C (O) N (R 29) R 28, -C (S) NH 2, phenyl, phenyl substituted by _{(Z) p1, D1, D5} , D7, D8, D10, D13, D16, D17, D22, D32 or D34,
R ^13a represents cyano, -OR ²⁴ , -S (O) _r R ²⁶ or D32,
R ^14a is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy (C ₁ -C ₄ ) alkyl, C ₁ -C ₄ alkylthio (C ₁ -C ₄ ) alkyl, C ₁ -C ₄ alkylsulfinyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ alkylsulfonyl (C ₁ ~C ₄₎ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ Alkynyl, phenyl, phenyl substituted by (Z) _p1 or D32,
R ¹⁵ represents C ₁ -C ₆ alkyl, (C ₁ -C ₄ ) alkyl or C ₂ -C ₆ alkenyl optionally substituted by R ³⁰ ,
R ^15a is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy (C ₁ -C ₄ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or phenyl,
R ¹⁶ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₄ ) alkyl optionally substituted by R ³⁰ , C ₃ -C ₆ alkenyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ haloalkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, represents phenyl, phenyl, the D32 or D34 substituted by (Z) _p1,
R ¹⁷ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,
R ^16b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ^17b represents a hydrogen atom or a C ₁ -C ₆ alkyl,
R ^16c represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ alkoxy;
R ^17c represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²¹ represents C ₁ -C ₆ alkyl;
R ²⁴ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, -C (O) R ³¹ or -C (O) OR ³² ,
R ²⁵ represents a hydrogen atom or C ₁ -C ₄ haloalkyl,
R ²⁶ represents C ₁ -C ₆ alkyl,
R ²⁷ represents a hydrogen atom or a C ₁ -C ₄ alkyl,
R ²⁸ is C ₁ -C ₄ alkyl, (C ₁ -C ₄ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₄ alkenyl or C ₃ -C ₄ alkynyl optionally substituted by R ³⁰ . Represent,
R ²⁹ represents a hydrogen atom or C ₁ -C ₄ alkyl,
R ³⁰ represents a halogen atom, C ₃ -C ₆ cycloalkyl, —OH, C ₁ -C ₄ alkoxycarbonyl, phenyl, phenyl substituted by (Z) _{p 1} or D 32,
R ³¹ represents C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl or C ₃ -C ₆ cycloalkyl,
R ³² represents C ₁ -C ₄ alkyl,
m represents an integer of 1 to 3,
n represents an integer of 0 or 1,
p1 represents an integer of 1 to 3,
p2 represents an integer of 0 to 2,
p3 and p4 represent an integer of 0 or 1,
q2 represents an integer of 0 or 1,
q3 and q4 represent 0,
t represents one or more compounds selected from the isoxazoline-substituted benzamide compounds and salts thereof representing 0, and one or more compounds selected from the compound group A described in [1] above. Insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal composition.

  [3] One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) described in [1] or [2] and a salt thereof, and a compound selected from the following compound group B An insecticidal or acaricidal composition containing one or more compounds.

  Compound group B: acequinosyl, cyflumetofene, dienochlor, etoxazole, phenazaquin, phenbutatin oxide, milbemectin, sienopyrafen, propargite, spirodiclofen, spiromesifen and chlorfenapyr.

  [4] One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) described in [1] or [2] and a salt thereof, and a compound selected from the following compound group C An insecticidal composition containing one or more compounds.

  Compound group C: pyridaben, acephate, acetamiprid, flonicamid, imidacloprid, nitenpyram, pyrifluquinazone, pymetrozine, thiacloprid, clothianidin, thiamethoxam and tolfenpyrad.

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

  [6] One or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) described in [1] or [2] and a salt thereof, and the compound group B described in [3] above A method for controlling pests and ticks, which comprises treating one or two or more compounds selected from the above simultaneously or in proximity.

  [7] One or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) described in [1] or [2] and a salt thereof, and the compound group C described in [4] above A method for controlling pests, which comprises treating one or two or more selected compounds simultaneously or in proximity.

  The composition of the present invention and the method of the present invention exhibit an excellent synergistic control effect against various pests and a sufficient synergistic control effect against pests that have acquired resistance to existing pest control agents. Demonstrate.

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

The compound represented by the formula (1) included in the present invention may have an E-isomer and a Z-isomer geometric isomer depending on the kind of the substituent. , Z-form or a mixture containing E-form and Z-form in any proportion. In addition, the compound represented by the formula (1) included in the present invention has an optically active substance resulting from the presence of one or more asymmetric carbon atoms, but the compound represented by the formula (1) of the present invention. The compound represented by the formula includes all optically active substances or racemates. Furthermore, in the compound represented by the formula (1) of the present invention, when R ² is a hydrogen atom, the presence of a tautomer represented by the following formula is considered in some cases. These structures are also included.

  Among the compounds represented by the formula (1) included in the present invention, those that can be converted into acid addition salts according to a conventional method are, for example, hydrofluoric acid, hydrochloric acid, hydrobromic acid, hydrogen iodide. Hydrohalic acid salts such as acids, inorganic acid salts such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, perchloric acid, methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, p-toluenesulfone Salts of sulfonic acids such as acids, formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, succinic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, citric acid A salt of a carboxylic acid such as an acid or a salt of an amino acid such as glutamic acid or aspartic acid can be used.

  Alternatively, among the compounds represented by the formula (1) included in the present invention, those that can be converted into a metal salt according to a conventional method are, for example, alkali metal salts such as lithium, sodium, and potassium, calcium, and barium. , An alkaline earth metal salt such as magnesium, or an aluminum salt.

  The isoxazoline-substituted benzamide compound represented by the formula (1) and the salt thereof, which is one of the active ingredients contained in the composition of the present invention or used in the method of the present invention, has a conventional mechanism of organochlorine insecticide. It is different from drugs such as chemicals, organophosphorus insecticides, 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 formula (1) and a salt thereof cause a certain amount of pests to die at an extremely low dose and have a residual effect, resulting in a remarkable control effect. It is something that demonstrates. However, it goes without saying that it is impossible to control all pests or diseases in all fields by using only the isoxazoline-substituted benzamide compound represented by the formula (1) or a salt thereof.

  Among the isoxazoline-substituted benzamide compounds represented by the formula (1) of the present invention and salts thereof, the insecticidal, acaricidal or nematicidal effects are high, and there are adverse effects on useful organisms such as mammals, fish and natural enemies. Preferred compounds in terms of few are the compounds shown in Table 1 below and salts thereof.

In addition, the description of Et in Table 1 represents an ethyl group, and similarly, i-Pr or Pr-i represents an isopropyl group, Ph represents a phenyl group,
In the table, the aromatic heterocycles represented by D10-2a, D32-1a, D34-1a, D34-1c, and D35-1c each represent the following structure,

For example, the notation [CH ₂ (D10-2a)] represents a thiazol-4-ylmethyl group, and the notation [(D34-1c) CN] represents a 5-cyanopyrimidin-2-yl group.

  In addition, saturated heterocyclic rings represented by E4-1a, E5-2a, E5-2b, and E5-2c in the table respectively represent the following structures:

Further, in the table, the numbers representing the substitution positions of the substituents (X) _m and (Y) _n correspond to the positions of the numbers described in the following structural formulas, respectively, Represents no substitution.
Table 1

――――――――――――――――――――――――――――――――――――
No. (X) _m (Y) _n WR ² R ¹
――――――――――――――――――――――――――――――――――――
1 3,5-Cl ₂ 2-CH ₃ OC (O) OCH ₃ CH ₂ OEt
2 3,5-Cl ₂ 2-Cl OH CH ₂ OCH ₂ CF ₃
3 3,5-Cl ₂ 2-Br OH CH ₂ OCH ₂ CF ₃
4 3,5-Cl ₂ 2-CH ₃ OH CH ₂ OCH ₂ CF ₃
5 3,5-Cl ₂ 2-CH ₃ OC (O) OCH ₃ CH ₂ OCH ₂ CF ₃
6 3,5-Cl ₂ -SH E4-1a
7 3,5-Cl ₂ 2-Cl OH E4-1a
8 3,5-Cl ₂ 2-Br OH E4-1a
9 3,5-Cl ₂ 2-CH ₃ OH E4-1a
10 3,5-Cl ₂ 2-CH ₃ OH E5-2a
11 3,5-Cl ₂ 2-CH ₃ OH E5-2b
12 3,5-Cl ₂ 2-CH ₃ OH E5-2c
13 3,5-Cl ₂ 2-Cl OH CH ₂ C (O) NHEt
14 3,5-Cl ₂ 2-Br OH CH ₂ C (O) NHEt
15 3,5-Cl ₂ 2-IOH CH ₂ C (O) NHEt
16 3,5-Cl ₂ 2-Cl OH CH ₂ C (O) NHPr-i
17 3,5-Cl ₂ 2-IOH CH ₂ C (O) NHPr-i
18 3,5-Cl ₂ 2-Cl OH CH ₂ C (O) NHCH ₂ CH ₂ Cl
19 3,5-Cl ₂ 2-Br OH CH ₂ C (O) NHCH ₂ CH ₂ Cl
20 3,5-Cl ₂ 2-CH ₃ OH CH ₂ C (O) NHCH ₂ CF ₃
21 3,5-Cl ₂ 2-NO ₂ OH CH ₂ C (O) NHCH ₂ CF ₃
22 3,5-Cl ₂ 2-NH ₂ OH CH ₂ C (O) NHCH ₂ CF ₃
23 3,5-Cl ₂ 2-NHC (O) CH ₃ OH CH ₂ C (O) NHCH ₂ CF ₃
24 3,5-Cl ₂ 2-CH ₃ OH CH ₂ C (O) NHCH (CF ₃ ) OH
25 3,5-Cl ₂ 2-Cl OH CH (CH ₃ ) C (O) NHEt
26 3,5-Cl ₂ 2-IOH CH (CH ₃ ) C (O) NHEt
27 3,5-Cl ₂ 2-Cl OH CH (CH ₃ ) C (O) NHCH ₂ CH ₂ Cl
28 3,5-Cl ₂ 2-Br OH CH (CH ₃ ) C (O) NHCH ₂ CH ₂ Cl
29 3,5-Cl ₂ 2-IOH CH (CH ₃ ) C (O) NHCH ₂ CH ₂ Cl
30 3,5-Cl ₂ 2-Cl OH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
31 3,5-Cl ₂ 2-Br OH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
32 3,5-Cl ₂ 2-IOH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
33 3,5-Cl ₂ 2-CH ₃ OH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
34 3,5-Cl ₂ 2-CH ₃ OHC (CH ₃ ) ₂ C (O) NHCH ₂ CF ₃
35 3,5-Cl ₂ 2-CH ₃ OH CH (CN) (Ph-2-F)
36 3,5-Cl ₂ 2-CH ₃ OH CH (CN) (Ph-4-F)
37 3,5-Cl ₂ 2-CH ₃ OH CH (CN) (Ph-4-Cl)
38 3,5-Cl ₂ 2-CH ₃ OH CH (CN) (Ph-4-CN)
39 3,5-Cl ₂ 2-Br OH CH ₂ (D10-2a)
40 3,5-Cl ₂ 2-IOH CH ₂ (D10-2a)
41 3,5-Cl ₂ 2-CH ₃ OH CH ₂ (D10-2a)
42 3,5-Cl ₂ 2-CH ₃ OC (O) OCH ₃ CH ₂ (D32-1a)
43 3,5-Cl ₂ 2-CH ₃ OH CH = NOCH ₃ (Z)
44 3,5-Cl ₂ 2-CH ₃ OH CH = NOEt (Z)
45 3,5-Cl ₂ 2-CH ₃ OC (O) Et C (O) OCH ₃
46 3,5-Cl ₂ 2-CH ₃ OH Ph-2-F-4-CN
47 3,5-Cl ₂ 2-Br OH (D34-1c) Cl
48 3,5-Cl ₂ 2-CH ₃ OC (O) CH ₃ (D34-1c) Cl
49 3,5-Cl ₂ 2-CH ₃ OC (O) OCH ₃ (D34-1c) Cl
50 3,5-Cl ₂ 2-CH ₃ OH (D34-1c) I
51 3,5-Cl ₂ 2-CH ₃ OH (D34-1c) CN
52 3,5-Cl ₂ 2-CH ₃ OC (O) Pr-i (D34-1c) CN
53 3,5-Cl ₂ 2-CH ₃ OH (D35-1c) CN
54 3,5-Cl ₂ 2-Cl OHN (CH ₃ ) Ph
55 3,5-Cl ₂ 2-IOHN (CH ₃ ) Ph
56 3,5-Cl ₂ 2-Cl OHN (CH ₃ ) (D34-1a)
57 3,5-Cl ₂ 2-Br OHN (CH ₃ ) (D34-1a)
58 3,5-Cl ₂ 2-IOHN (CH ₃ ) (D34-1a)
59 3,5- (CF ₃ ) ₂ − OH CH ₂ C (O) NHCH ₂ CF ₃
60 3,5- (CF ₃ ) ₂ − OH CH ₂ (D10-2a)
61 3,5- (CF ₃ ) ₂ − OH CH ₂ (D32-1a)
62 3,4,5-Cl ₃ − OH E4-1a
63 3,4,5-Cl ₃ − SH E4-1a
64 3,4,5-Cl ₃ − OH CH ₂ C (O) NHCH ₂ CF ₃
65 3,4,5-Cl ₃ -OH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
66 3,4,5-Cl ₃ − OH CH ₂ (D10-2a)
67 3,4,5-Cl ₃ − OH CH ₂ OEt
68 3,4,5-Cl ₃ − OH CH ₂ OCH ₂ CF ₃
69 3,4-Cl ₂ -5-CF ₃ -OH CH ₂ OCH ₂ CF ₃
70 3,4-Cl ₂ -5-CF ₃ -OH E4-1a
71 3,4-Cl ₂ -5-CF ₃ -SH E4-1a
72 3,4-Cl ₂ -5-CF ₃ -OH CH ₂ C (O) NHCH ₂ CF ₃
73 3-Cl-4-F-5-CF ₃ 2-CH ₃ OH CH ₂ C (O) NHCH ₂ CF ₃
74 3,5-Cl ₂ -4-OCHF ₂ 2-CH ₃ OH CH ₂ C (O) NHCH ₂ CF ₃
75 3,5- (CF ₃ ) ₂ − OH CH (CH ₃ ) C (O) NHCH ₂ CF ₃
76 3,4-Cl ₂ -5-CF ₃ -OH CH ₂ (D10-2a)
77 3,4-Cl ₂ -5-CF ₃ − SH CH ₂ (D10-2a)
78 3,4-Cl ₂ -5-CF ₃ -OH CH = NOCH ₃
79 3,4-Cl ₂ -5-CF ₃ − SH CH = NOCH ₃ (Z)
80 3,4-Cl ₂ -5-CF ₃ -OH CH = NOEt
81 3,4-Cl ₂ -5-CF ₃ -SH CH = NOEt (Z)
――――――――――――――――――――――――――――――――――――
Another active ingredient compound used together with the isoxazoline-substituted benzamide compound represented by the formula (1) of the present invention is known as an insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal compound. It is shown together with Compound No. in Table 2 below. These compounds tend to increase the amount of sprayed medicine and the number of spraying due to the emergence of resistant pests or resistant bacteria, and the lack of insecticidal sterilization spectrum and residual effects. There are also cases where improvements are required from the viewpoint of environmental safety, such as an increase in the risk to aquatic organisms.
Table 2 ――――――――――――――――――――――――――――――――――――
No. Compound name (generic name) No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――
a acibenzoral-S-methyl jd potassium polysulfide
b acylaminobenzamide je proquinazide
c Asipetax jf Prothiocarb
d Aldimorph jg Prothioconazole
e Amisulbrom jh Piracarbolide
f ambam ji pyraclostrobin
g Ampropylphos jj Pyrididinitrile
h Anilazine jk Pyroxycycloa
i Allyl alcohol jl Piroxysulfur
j Aurerofungin jm Phenylphenol
k azaconazole jn quinomethionate
l Ajitiram jo quinoxifen
m azoxystrobin jp kinzen
n Barium polysulfide jq Quinacetor
o Benalaxyl jr quinazamid
p penodalil js quinconazole
q Benomyl jt Ravenzazole
r Benquinox ju Sodium bicarbonate
s Ventalron jv Sodium hypochlorite
t bench avari carb jw sulfur
u Benchazole jx Spiroxamine
v Benzalkonium chloride jy salicylanilide
w benzmacrill jz silthiofam
x benzamorph ka simeconazole
y Benzohydroxamic acid kb Sodium azide
z Vinapacryl kc Sodium orthopenyl penoxide
aa biphenyl kd sodium pentachlorophenoxide
ab vitertanol ke sodium polysulfide
ac bitionol kf tebuconazole
ad betoxazine kg technazen
ae Bordeaux liquid kh tetraconazole
af Blastcidin-S ki thiabendazole
ag boscalid kj thiadiazine
ah bromoconazole kk tifluzamide
ai buprimate kl thiophanate-methyl
aj buthiobeto km chiram
ak butylamine kn torquelophos-methyl
al calcium polysulfide ko trilfuranide
am capta fall kp triazimehon
an captan kq triazimenol
ao Copper oxychloride kr Triazoxide
ap carpropamide ks tricyclazole
aq carbamorph kt tridemorph
ar carbendazine ku triflumizole
as carboxin kv triforin
at carvone kw triticonazole
au Cheshund Mixture kx
av Kinomethionate ky Tecolum
aw cloben bench az kz
ax chloraniformane la tisiofen
ay chloranil lb thiochlorfenfim
az chlorphenazole lc thiomersam
ba chloronebu ld thiophanate
bb chloropicrin le thioquinox
bc chlorothalonil lf thiazinyl
bd chloroquinox lg thioximide
be Clozolinate lh Trimmer Curia Setate
bf crimbazole li triamifos
bg clotrimazole lj triarimol
bh Copper Acetate lk Triazbutyl
bi Basic copper carbonate ll Tributyltin oxide
bj cupric hydroxide lm trickle amide
bk Copper naphthalene ln Trifloxystrobin
bl copper oreite lo validamycin
bm copper sulfate lp vinclozolin
bn Basic copper sulfate lq Zinc sulfate
bo copper zinc chloromate lr genev
bp cresol ls ziram
bq kufraneb lt zoxamide
br cuprobum lu zarylamide
bs cyazofamide lv zinc naphthenate
bt cyclafluamide lw shiitake mycelium extract
bu cycloheximide lx bronopol
bv cyflufenamide ly formaldehyde
bw simoxanyl lz nitraprine
bx cypendazole ma oxolinic acid
by cyproconazole mb oxytetracycline
bz cyprodinil mc streptomycin
ca cyprofram md teclophthalam
cb dazomet me thiomersal
cc dby sea bm mf iminin
cd devacarb mg rubavirin
ce decafentin mh aldoxicarb
cf dehydroacetate mi kazusahos
cg dicron mj diclofenthion
ch dichlorophen mk DSP
ci Diclozoline ml etoprophos
cj Diclobutrazol mm Fensulfothion
ck diclofuranide mn fostiazate
cl Dichromedin mo Fostietan
cm Dichlorane mp Isoamidophos
cn Dietofencarb mq Isazofos
co diethylpyrocarbonate mr oxamyl
cp Diclocimet ms Phenamifos
cq difenoconazole mt thionazine
cr diflumethrin mu acequinosyl
cs dimethylomele mv acrinathrin
ct dimethomorph mw amitraz
cu dimoxystrobin mx bifenazate
cv diniconazole my bromopropyrate
cw Diniconazole-M mz Chlorobenzilate
cx dinobton na clofentezin
cy Zino Cup nb Siflumethofen
cz zinocup-4 nc cyhexatin
da Zino Cup-6 nd Zico Fall
db zinocton ne dienochlor
dc dinosulfone nf etoxazole
dd zinoterbon ng phenazaquin
de diphenylamine nh phenbutatin oxide
df dipyrithione ni fenpropatoline
dg dinosulfiram nj phenproxymate
dh Zitalimphos nk Fenothiocarb
di dithianon nl full acrylpyrim
dj dnsnm nm halfenprox
dk dodemorph nn hexythiazox
dl dojin no milbemectin
dm drazoxolone np sienopyrafen
dn Edefenophos nq Propargit
do epoxiconazole nr pyridaben
dp etaconazole ns pyrimidifene
dq Ethymol nt Spirodiclofen
dr etridianol nu spiromesifen
ds etem nv tebufenpyrad
dt ethoxyquin nw abamectin
du Ethyl Mercury Acetate nx Acephate
dv ethyl mercury bromide ny acetamiprid
dw methylmercury chloride nz alanicarb
dx ethyl mercury phosphate oa aldicarb
dy famoxazone ob allethrin
dz phenalimol oc azinephos-methyl
ea febuconazole od bacillus thuringiensis
eb fenamidon oe bendiocarb
ec Fendazoslam of Benfuracarb
ed fenfram og bensl tap
ee Fenhexamide oh bifenthrin
ef phenoxanyl oi buprofezin
eg fenpiclonil oj butcarboxyne
eh phenpropidin ok carbaryl
ei fenpropimorph ol carbofuran
ej fen chin om carbosulfan
ek Velvan on Cartap
el ferrimson oo chlorfenapyr
em Fluazinam op Chlorpyrifos
en fludioxonil oq chlorfenvinphos
eo fluoroimide or chlorfluazuron
ep fluquinconazole os clothianidin
eq flusilazole ot chromafenozide
er Fursulfamide ou Clopyrifos-methyl
es flutolanil ov cycloprotorin
et Furtria Fall ow Sifluthrin
eu Folpet ox beta-cyfluthrin
ev focetyl-aluminum oy cypermethrin
ew fuberidazole oz cyromazine
ex flaxil pa cihalothrin
ey furametopir pb lambda-cyhalothrin
ez phenaminosulf pc deltamethrin
fa Fenapanil pd Diafentiuron
fb fenitropan pe diazinon
fc Full Met Bar pf Diacroden
fd full morph pg dichlorvos
fe fluotrimazole ph diflubenzuron
ff Fluoxastrobin pi Dimethylvinphos
fg full carbanyl pj dinotefuran
fh fluconazole pk diophenolan
fi Fluconazole-cis pl disulfone
fj Furumecyclox pm Dimethoate
fk phlophanate pn emamectin benzoate
fl Guazatine po EPN
fm gliodin pp esfenvalerate
fn griseofulvin pq ethiophene carb
fo hexachlorobenzene pr ethiprole
fp hexaconazole ps etofenprox
fq Himexazole pt Etrimfos
fr haracrinate pu fenitrothion
fs hexachlorobutadiene pv fenocarb
ft hexylthiophos pw phenoxycarb
fu hydroxyquinoline sulfate px fenpropatoline
fw imazaril py fenthion
fx imibenconazole pz fenvalerate
fy iminotadine qa fipronil
fz ipconazole qb flonicamid
ga iprobenfos qc fulvendiamide
gb iprodione qd flucitrinate
gc isoprothiolane qe flufenerim
gd iprovaricarb qf flufenoxuron
ge isovaredion qg fulfenprox
gf kasugamycin qh fulvalinate
gg Cresoxime-methyl qi tau-fulvalinate
gh mancopper qj honohos
gi Mancozeb qk formethanate
gj mannebu ql formothion
gk mepanipyrim qm furatiocarb
gl mepronil qn halofenozide
gm metalaxyl qo hexaflumuron
gn metconazole qp hydramethylnon
go metasulfocarb qq imidacloprid
gp methylam qr isofenphos
gq metminostrobin qs indoxacarb
gr microbutanyl qt isoprocarb
gs mevenil qu isoxathion
gt mecarbinzide qv lufenuron
gu mercuric chloride qw malathion
gv mercuric oxide qx metal dehydride
gw mercuric chloride qy methamidophos
gx metalaxyl-M qz methidathion
gy metam ra methacrifos
gz metalloxolone rb metaflumizone
ha female floxam rc metal carve
hb methyl bromide rd mesomil
hc methyl isothiocyanate re mesoprene
hd methyl mercury benzoate rf methoxychlor
he Methyl Mercury Dicyandiamide rg Methoxyphenozide
hf metminostrobin rh monocrotophos
hg metolaphenone ri muscarole
hh metsulfobax rj nitenpyram
hi Milneb rk Pyrifluquinazone
hj microzoline rl ometoate
hk methoxymethyl mercury chloride rm oxydemeton-methyl
hl nabum rn oxydepropos
hn nitrotar-isopropyl ro parathion
ho nuarimol rp parathion-methyl
hp natamycin rq permethrin
hq Nicobifen rr Fentate
hr Nitrostyrene rs Foxime
hs octirinon rt holate
ht off race ru ho salon
hu oxadixyl rv phosmet
hv oxycarboxyl rw phosphamidon
hw oxpoconazole fumarate rx pirimicarb
hx OCH ry pyrimifos-methyl
hy orisatrobin rz profenofos
hz organic copper sa prothiophos
ia perfazoate sb propaphos
ib penconazole sc protrifenbut
ic pencyclon sd pymetrozine
id pentiopyrad se pyracrofos
ie phthalide sf pyridalyl
if piperalin sg pyriproxyfen
ig polyoxin sh rotenon
ih Potassium bicarbonate si Sulprophos
ii Probenazole sj Silafluophene
ij prochloraz sk spinosad
ik prosimidone sl sulfotep
il propamocarb hydrochloride sm tebufenozide
im propiconazole sn teflubenzuron
in Propinebu so Tefluthrin
io pyrazophos sp terbufos
ip pirifenox sq tetrachlorobinphos
iq pyrimethanil sr thiacloprid
ir pirocuron ss thiocyclam
is pentachlorophenol st thiodicarb
it urea phenylmercury su thiamethoxam
iu phenyl mercury acetate sv thiophanox
iv Phenyl Mercury Chloride sw Thiometone
iw phenyl mercury night sx tolfenpyrad
ix Phenyl Mercury Salicylate sy Tralomethrin
iy phosdifen sz trichlorphone
iz picoxystrobin ta triazuron
ja polycarbamate tb triflumuron
jb polyoxorim tc bamidethione
jc potassium azide td mesoplane
fv Nickel bis (dimethyldithiocarbamate)
te triazamate tf tebufenozide
tg delta meslin th hydramethylnon
ti Novallon tj Chloranthranil Prolol ――――――――――――――――――――――――――――――――――――
The characteristics of the composition of the present invention and the method of the present invention are as follows. Firstly, the efficacy of insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal activity is clear as compared with the case where each drug is applied alone. In addition to being enhanced, it provides immediate insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal effects. 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. It can be said that the usefulness of the composition of the present invention and the method of the present invention is that it can exert a more reliable control effect than various compounds alone against various pests.

Among the compounds shown in Table 2 above, compounds that have a synergistically improved control effect on mites, particularly when combined with the isoxazoline-substituted benzamide compound represented by Formula (1), are listed below. Table 3 shows.
Table 3 ――――――――――――――――――――――――――――――――――――
No. Compound name (generic name) No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――
mu acechinosyl np sienopyrafen
nb siflumethofen nq propargite
ne dienochlor nt spirodiclofen
nf etoxazole nu spiromesifen
nh phenbutatin oxide oo chlorfenapyr
no Milbemectin ――――――――――――――――――――――――――――――――――――
In addition, among the compounds shown in Table 2 above, a compound that, in combination with the isoxazoline-substituted benzamide compound represented by the formula (1), synergistically improves the control effect against the tobacco moth, is described below. Table 4 shows.
Table 4 ――――――――――――――――――――――――――――――――――――
No. Compound name (generic name) No. Compound name (generic name)
――――――――――――――――――――――――――――――――――――
sf pyridalyl sk spinosad
mo milbemectin tj chlorantranylprol
ot Chromafenozide pn Emamectin Benate
pr ethiprol px phenpropatrin
qc fulvendiamide rd mesomil
tg delta meslin oo chlorfenapyr
nx acephate od bacillus thurigensis
qf Flufenoxuron qs Indoxacarb --------------
Next, specific examples of combinations of compounds having a synergistic pest control effect are listed below. In the following notation, for example, “1 + a” represents a combination of the No. 1 compound in Table 1 and the acibenzolar-S-methyl of No. a in Table 2.

Examples of compound combinations: 1 + a, 1 + b, 1 + c, 1 + d, 1 + e, 1 + f, 1 + g, 1 + h, 1 + i, 1 + j, 1 + k, 1 + l, 1 + m, 1 + n, 1 + o, 1 + p, 1 + q, 1 + r, 1 + s, 1 + t, 1 + u, 1 + v, 1 + w, 1 + x, 1 + y, 1 + z, 1 + aa, 1 + ab, 1 + ac, 1 + ad, 1 + ae, 1 + af, 1 + ag, 1 + ah, 1 + ai, 1 + aj, 1 + ak, 1 + al, 1 + am, 1 + an, 1 + ao, 1 + ap, 1 + aq, 1 + ar, 1 + as, 1 + at, 1 + au, 1 + av, 1 + aw, 1 + ax, 1 + ay, 1 + az, 1 + ba, 1 + bb, 1 + bc, 1 + bd, 1 + be, 1 + bf, 1 + bg, 1 + bh, 1 + bi, 1 + bj, 1 + bk, 1 + bl, 1 + bm, 1 + bn, 1 + bo, 1 + bp, 1 + bq, 1 + br, 1 + bs, 1 + bt, 1 + bu, 1 + bv, 1 + bw, 1 + bx, 1 + by, 1 + bz, 1 + ca, 1 + cb, 1 + cc, 1 + cd, 1 + ce, 1 + cf, 1 + cg, 1 + ch, 1 + ci, 1 + cj, 1 + ck, 1 + cl, 1 + cm, 1 + cn, 1 + co, 1 + cp, 1 + cq, 1 + cr, 1 + cs, 1 + ct, 1 + cu, 1 + cv, 1 + cw, 1 + cx, 1 + cy, 1 + cz, 1 + da, 1 + db, 1 + dc, 1 + dd, 1 + de, 1 + df, 1 + dg, 1 + dh, 1 + di, 1 + dj, 1 + dk, 1 + dl, 1 + dm, 1 + dn, 1 + do, 1 + dp, 1 + dq, 1 + dr, 1 + ds, 1 + dt, 1 + du, 1 + dv, 1 + dw, 1 + dx, 1 + dy, 1 + dz, 1 + ea, 1 + eb, 1 + ec, 1 + ed, 1 + ee, 1 + ef, 1 + eg, 1 + eh, 1 + ei, 1 + ej, 1 + ek, 1 + el, 1 + em, 1 + en, 1 + eo, 1 + ep, 1 + eq, 1 + er, 1 + es, 1 + et, 1 + eu, 1 + ev, 1 + ew, 1 + ex, 1 + ey, 1 + ez, 1 + fa, 1 + fb, 1 + fc, 1 + fd, 1 + fe, 1 + ff, 1 + fg, 1 + fh, 1 + fi, 1 + fj, 1 + fk, 1 + fl, 1 + fm, 1 + fn, 1 + fo, 1 + fp, 1 + fq, 1 + fr, 1 + fs, 1 + ft, 1 + fu, 1 + fv, 1 + fw, 1 + fx, 1 + fy, 1 + fz, 1 + ga, 1 + gb, 1 + gc, 1 + gd, 1 + ge, 1 + gf, 1 + gg, 1 + gh, 1 + gi, 1 + gj, 1 + gk, 1 + gl, 1 + gm, 1 + gn, 1 + go, 1 + gp, 1 + gq, 1 + gr, 1 + gs, 1 + gt, 1 + gu, 1 + gv, 1 + gw, 1 + gx, 1 + gy, 1 + gz, 1 + ha, 1 + hb, 1 + hc, 1 + hd, 1 + he, 1 + hf, 1 + hg, 1 + hh, 1 + hi, 1 + hj, 1 + hk, 1 + hl, 1 + hm, 1 + hn, 1 + ho, 1 + hp, 1 + hq, 1 + hr, 1 + hs, 1 + ht, 1 + hu, 1 + hv, 1 + hw, 1 + hx, 1 + hy, 1 + hz, 1 + ia, 1 + ib, 1 + ic, 1 + id, 1 + ie, 1 + if, 1 + ig, 1 + ih, 1 + ii, 1 + ij, 1 + ik, 1 + il, 1 + im, 1 + in, 1 + io, 1 + ip, 1 + iq, 1 + ir, 1 + is, 1 + it, 1 + iu, 1 + iv, 1 + iw, 1 + ix, 1 + iy, 1 + iz, 1 + ja, 1 + jb, 1 + jc, 1 + jd, 1 + je, 1 + jf, 1 + jg, 1 + jh, 1 + ji, 1 + jj, 1 + jk, 1 + jl, 1 + jm, 1 + jn, 1 + jo, 1 + jp, 1 + jq, 1 + jr, 1 + js, 1 + jt, 1 + ju, 1 + jv, 1 + jw, 1 + jx, 1 + jy, 1 + jz, 1 + ka, 1 + kb, 1 + kc, 1 + kd, 1 + ke, 1 + kf, 1 + kg, 1 + kh, 1 + ki, 1 + kj, 1 + kk, 1 + kl, 1 + km, 1 + kn, 1 + ko, 1 + kp, 1 + kq, 1 + kr, 1 + ks, 1 + kt, 1 + ku, 1 + kv, 1 + kw, 1 + kx, 1 + ky, 1 + kz, 1 + la, 1 + lb, 1 + lc, 1 + ld, 1 + le, 1 + lf, 1 + lg, 1 + lh, 1 + li, 1 + lj, 1 + lk, 1 + ll, 1 + lm, 1 + ln, 1 + lo, 1 + lp, 1 + lq, 1 + lr, 1 + ls, 1 + lt, 1 + lu, 1 + lv, 1 + lw, 1 + lx, 1 + ly, 1 + lz, 1 + ma, 1 + mb, 1 + mc, 1 + md, 1 + me, 1 + mf, 1 + mg, 1 + mh, 1 + mi, 1 + mj, 1 + mk, 1 + ml, 1 + mm, 1 + mn, 1 + mo, 1 + mp, 1 + mq, 1 + mr, 1 + ms, 1 + mt, 1 + mu, 1 + mv, 1 + mw, 1 + mx, 1 + my, 1 + mz, 1 + na, 1 + nb, 1 + nc, 1 + nd, 1 + ne, 1 + nf, 1 + ng, 1 + nh, 1 + ni, 1 + nj, 1 + nk, 1 + nl, 1 + nm, 1 + nn, 1 + no, 1 + np, 1 + nq, 1 + nr, 1 + ns, 1 + nt, 1 + nu, 1 + nv, 1 + nw, 1 + nx, 1 + ny, 1 + nz, 1 + oa, 1 + ob, 1 + oc, 1 + od, 1 + oe, 1 + of, 1 + og, 1 + oh, 1 + oi, 1 + oj, 1 + ok, 1 + ol, 1 + om, 1 + on, 1 + oo, 1 + op, 1 + oq, 1 + or, 1 + os, 1 + ot, 1 + ou, 1 + ov, 1 + ow, 1 + ox, 1 + oy, 1 + oz, 1 + pa, 1 + pb, 1 + pc, 1 + pd, 1 + pe, 1 + pf, 1 + pg, 1 + ph, 1 + pi, 1 + pj, 1 + pk, 1 + pl, 1 + pm, 1 + pn, 1 + po, 1 + pp, 1 + pq, 1 + pr, 1 + ps, 1 + pt, 1 + pu, 1 + pv, 1 + pw, 1 + px, 1 + py, 1 + pz, 1 + qa, 1 + qb, 1 + qc, 1 + qd, 1 + qe, 1 + qf, 1 + qg, 1 + qh, 1 + qi, 1 + qj, 1 + qk, 1 + ql, 1 + qm, 1 + qn, 1 + qo, 1 + qp, 1 + qq, 1 + qr, 1 + qs, 1 + qt, 1 + qu, 1 + qv, 1 + qw, 1 + qx, 1 + qy, 1 + qz, 1 + ra, 1 + rb, 1 + rc, 1 + rd, 1 + re, 1 + rf, 1 + rg, 1 + rh, 1 + ri, 1 + rj, 1 + rk, 1 + rl, 1 + rm, 1 + rn, 1 + ro, 1 + rp, 1 + rq, 1 + rr, 1 + rs, 1 + rt, 1 + ru, 1 + rv, 1 + rw, 1 + rx, 1 + ry, 1 + rz, 1 + sa, 1 + sb, 1 + sc, 1 + sd, 1 + se, 1 + sf, 1 + sg, 1 + sh, 1 + si, 1 + sj, 1 + sk, 1 + sl, 1 + sm, 1 + sn, 1 + so, 1 + sp, 1 + sq, 1 + sr, 1 + ss, 1 + st, 1 + su, 1 + sv, 1 + sw, 1 + sx, 1 + sy, 1 + sz, 1 + ta, 1 + tb, 1 + tc, 1 + td, 1 + te, 1 + tf, 1 + tg, 1 + th, 1 + ti, 1 + tj,
4 + a, 4 + b, 4 + c, 4 + d, 4 + e, 4 + f, 4 + g, 4 + h, 4 + i, 4 + j, 4 + k, 4 + l, 4 + m, 4 + n, 4 + o, 4 + p, 4 + q, 4 + r, 4 + s, 4 + t, 4 + u, 4 + v, 4 + w, 4 + x, 4 + y, 4 + z, 4 + aa, 4 + ab, 4 + ac, 4 + ad, 4 + ae, 4 + af, 4 + ag, 4 + ah, 4 + ai, 4 + aj, 4 + ak, 4 + al, 4 + am, 4 + an, 4 + ao, 4 + ap, 4 + aq, 4 + ar, 4 + as, 4 + at, 4 + au, 4 + av, 4 + aw, 4 + ax, 4 + ay, 4 + az, 4 + ba, 4 + bb, 4 + bc, 4 + bd, 4 + be, 4 + bf, 4 + bg, 4 + bh, 4 + bi, 4 + bj, 4 + bk, 4 + bl, 4 + bm, 4 + bn, 4 + bo, 4 + bp, 4 + bq, 4 + br, 4 + bs, 4 + bt, 4 + bu, 4 + bv, 4 + bw, 4 + bx, 4 + by, 4 + bz, 4 + ca, 4 + cb, 4 + cc, 4 + cd, 4 + ce, 4 + cf, 4 + cg, 4 + ch, 4 + ci, 4 + cj, 4 + ck, 4 + cl, 4 + cm, 4 + cn, 4 + co, 4 + cp, 4 + cq, 4 + cr, 4 + cs, 4 + ct, 4 + cu, 4 + cv, 4 + cw, 4 + cx, 4 + cy, 4 + cz, 4 + da, 4 + db, 4 + dc, 4 + dd, 4 + de, 4 + df, 4 + dg, 4 + dh, 4 + di, 4 + dj, 4 + dk, 4 + dl, 4 + dm, 4 + dn, 4 + do, 4 + dp, 4 + dq, 4 + dr, 4 + ds, 4 + dt, 4 + du, 4 + dv, 4 + dw, 4 + dx, 4 + dy, 4 + dz, 4 + ea, 4 + eb, 4 + ec, 4 + ed, 4 + ee, 4 + ef, 4 + eg, 4 + eh, 4 + ei, 4 + ej, 4 + ek, 4 + el, 4 + em, 4 + en, 4 + eo, 4 + ep, 4 + eq, 4 + er, 4 + es, 4 + et, 4 + eu, 4 + ev, 4 + ew, 4 + ex, 4 + ey, 4 + ez, 4 + fa, 4 + fb, 4 + fc, 4 + fd, 4 + fe, 4 + ff, 4 + fg, 4 + fh, 4 + fi, 4 + fj, 4 + fk, 4 + fl, 4 + fm, 4 + fn, 4 + fo, 4 + fp, 4 + fq, 4 + fr, 4 + fs, 4 + ft, 4 + fu, 4 + fv, 4 + fw, 4 + fx, 4 + fy, 4 + fz, 4 + ga, 4 + gb, 4 + gc, 4 + gd, 4 + ge, 4 + gf, 4 + gg, 4 + gh, 4 + gi, 4 + gj, 4 + gk, 4 + gl, 4 + gm, 4 + gn, 4 + go, 4 + gp, 4 + gq, 4 + gr, 4 + gs, 4 + gt, 4 + gu, 4 + gv, 4 + gw, 4 + gx, 4 + gy, 4 + gz, 4 + ha, 4 + hb, 4 + hc, 4 + hd, 4 + he, 4 + hf, 4 + hg, 4 + hh, 4 + hi, 4 + hj , 4 + hk, 4 + hl, 4 + hm, 4 + hn, 4 + ho, 4 + hp, 4 + hq, 4 + hr, 4 + hs, 4 + ht, 4 + hu, 4 + hv, 4 + hw, 4 + hx, 4 + hy, 4 + hz, 4 + ia, 4 + ib, 4 + ic, 4 + id, 4 + ie, 4 + if, 4 + ig, 4 + ih, 4 + ii , 4 + ij, 4 + ik, 4 + il, 4 + im, 4 + in, 4 + io, 4 + ip, 4 + iq, 4 + ir, 4 + is, 4 + it, 4 + iu, 4 + iv, 4 + iw, 4 + ix, 4 + iy, 4 + iz, 4 + ja, 4 + jb, 4 + jc, 4 + jd, 4 + je, 4 + jf, 4 + jg, 4 + jh , 4 + ji, 4 + jj, 4 + jk, 4 + jl, 4 + jm, 4 + jn, 4 + jo, 4 + jp, 4 + jq, 4 + jr, 4 + js, 4 + jt, 4 + ju, 4 + jv, 4 + jw, 4 + jx, 4 + jy, 4 + jz, 4 + ka, 4 + kb, 4 + kc, 4 + kd, 4 + ke, 4 + kf, 4 + kg , 4 + kh, 4 + ki, 4 + kj, 4 + kk, 4 + kl, 4 + km, 4 + kn, 4 + ko, 4 + kp, 4 + kq, 4 + kr, 4 + ks, 4 + kt, 4 + ku, 4 + kv, 4 + kw, 4 + kx, 4 + ky, 4 + kz, 4 + la, 4 + lb, 4 + lc, 4 + ld, 4 + le, 4 + lf , 4 + lg, 4 + lh, 4 + li, 4 + lj, 4 + lk, 4 + ll, 4 + lm, 4 + ln, 4 + lo, 4 + lp, 4 + lq, 4 + lr, 4 + ls, 4 + lt, 4 + lu, 4 + lv, 4 + lw, 4 + lx, 4 + ly, 4 + lz, 4 + ma, 4 + mb, 4 + mc, 4 + md, 4 + me , 4 + mf, 4 + mg, 4 + mh, 4 + mi, 4 + mj, 4 + mk, 4 + ml, 4 + mm, 4 + mn, 4 + mo, 4 + mp, 4 + mq, 4 + mr, 4 + ms, 4 + mt, 4 + mu, 4 + mv, 4 + mw, 4 + mx, 4 + my, 4 + mz, 4 + na, 4 + nb, 4 + nc, 4 + nd , 4 + ne, 4 + nf, 4 + ng, 4 + nh, 4 + ni, 4 + nj, 4 + nk, 4 + nl, 4 + nm, 4 + nn, 4 + no, 4 + np, 4 + nq, 4 + nr, 4 + ns, 4 + nt, 4 + nu, 4 + nv, 4 + nw, 4 + nx, 4 + ny, 4 + nz, 4 + oa, 4 + ob, 4 + oc , 4 + od, 4 + oe, 4 + of, 4 + og, 4 + oh, 4 + oi, 4 + oj, 4 + ok, 4 + ol, 4 + om, 4 + on, 4 + oo, 4 + op, 4 + oq, 4 + or, 4 + os, 4 + ot, 4 + ou, 4 + ov, 4 + ow, 4 + ox, 4 + oy, 4 + oz, 4 + pa, 4 + pb , 4 + pc, 4 + pd, 4 + pe, 4 + pf, 4 + pg, 4 + ph, 4 + pi, 4 + pj, 4 + pk, 4 + pl, 4 + pm, 4 + pn, 4 + po, 4 + pp, 4 + pq, 4 + pr, 4 + ps, 4 + pt, 4 + pu, 4 + pv, 4 + pw, 4 + px, 4 + py, 4 + pz, 4 + qa , 4 + qb, 4 + qc, 4 + qd, 4 + qe, 4 + qf, 4 + qg, 4 + qh, 4 + qi, 4 + qj, 4 + qk, 4 + ql, 4 + qm, 4 + qn, 4 + qo, 4 + qp, 4 + qq, 4 + qr, 4 + qs, 4 + qt, 4 + qu, 4 + qv, 4 + qw, 4 + qx, 4 + qy, 4 + qz , 4 + ra, 4 + rb, 4 + rc, 4 + rd, 4 + re, 4 + rf, 4 + rg, 4 + rh, 4 + ri, 4 + rj, 4 + rk, 4 + rl, 4 + rm, 4 + rn, 4 + ro, 4 + rp, 4 + rq, 4 + rr, 4 + rs, 4 + rt, 4 + ru, 4 + rv, 4 + rw, 4 + rx, 4 + ry , 4 + rz, 4 + sa, 4 + sb, 4 + sc, 4 + sd, 4 + se, 4 + sf, 4 + sg, 4 + sh, 4 + si, 4 + sj, 4 + sk, 4 + sl, 4 + sm, 4 + sn, 4 + so, 4 + sp, 4 + sq, 4 + sr, 4 + ss, 4 + st, 4 + su, 4 + sv, 4 + sw, 4 + sx , 4 + sy, 4 + sz, 4 + ta, 4 + tb, 4 + tc, 4 + td, 4 + te, 4 + tf, 4 + tg, 4 + th, 4 + ti, 4 + tj,
5 + a, 5 + b, 5 + c, 5 + d, 5 + e, 5 + f, 5 + g, 5 + h, 5 + i, 5 + j, 5 + k, 5 + l, 5 + m, 5 + n, 5 + o, 5 + p, 5 + q, 5 + r, 5 + s, 5 + t, 5 + u, 5 + v, 5 + w, 5 + x, 5 + y, 5 + z, 5 + aa, 5 + ab, 5 + ac, 5 + ad, 5 + ae, 5 + af, 5 + ag, 5 + ah, 5 + ai, 5 + aj, 5 + ak, 5 + al, 5 + am, 5 + an, 5 + ao, 5 + ap, 5 + aq, 5 + ar, 5 + as, 5 + at, 5 + au, 5 + av, 5 + aw, 5 + ax, 5 + ay, 5 + az, 5 + ba, 5 + bb, 5 + bc, 5 + bd, 5 + be, 5 + bf, 5 + bg, 5 + bh, 5 + bi, 5 + bj, 5 + bk, 5 + bl, 5 + bm, 5 + bn, 5 + bo, 5 + bp, 5 + bq, 5 + br, 5 + bs, 5 + bt, 5 + bu, 5 + bv, 5 + bw, 5 + bx, 5 + by, 5 + bz, 5 + ca, 5 + cb, 5 + cc, 5 + cd, 5 + ce, 5 + cf, 5 + cg, 5 + ch, 5 + ci, 5 + cj, 5 + ck, 5 + cl, 5 + cm, 5 + cn, 5 + co, 5 + cp, 5 + cq, 5 + cr, 5 + cs, 5 + ct, 5 + cu, 5 + cv, 5 + cw, 5 + cx, 5 + cy, 5 + cz, 5 + da, 5 + db, 5 + dc, 5 + dd, 5 + de, 5 + df, 5 + dg, 5 + dh, 5 + di, 5 + dj, 5 + dk, 5 + dl, 5 + dm, 5 + dn, 5 + do, 5 + dp, 5 + dq, 5 + dr, 5 + ds, 5 + dt, 5 + du, 5 + dv, 5 + dw, 5 + dx, 5 + dy, 5 + dz, 5 + ea, 5 + eb, 5 + ec, 5 + ed, 5 + ee, 5 + ef, 5 + eg, 5 + eh, 5 + ei, 5 + ej, 5 + ek, 5 + el, 5 + em, 5 + en, 5 + eo, 5 + ep, 5 + eq, 5 + er, 5 + es, 5 + et, 5 + eu, 5 + ev, 5 + ew, 5 + ex, 5 + ey, 5 + ez, 5 + fa, 5 + fb, 5 + fc, 5 + fd, 5 + fe, 5 + ff, 5 + fg, 5 + fh, 5 + fi, 5 + fj, 5 + fk, 5 + fl, 5 + fm, 5 + fn, 5 + fo, 5 + fp, 5 + fq, 5 + fr, 5 + fs, 5 + ft, 5 + fu, 5 + fv, 5 + fw, 5 + fx, 5 + fy, 5 + fz, 5 + ga, 5 + gb, 5 + gc, 5 + gd, 5 + ge, 5 + gf, 5 + gg, 5 + gh, 5 + gi, 5 + gj, 5 + gk, 5 + gl, 5 + gm, 5 + gn, 5 + go, 5 + gp, 5 + gq, 5 + gr, 5 + gs, 5 + gt, 5 + gu, 5 + gv, 5 + gw, 5 + gx, 5 + gy, 5 + gz, 5 + ha, 5 + hb, 5 + hc, 5 + hd, 5 + he, 5 + hf, 5 + hg, 5 + hh, 5 + hi, 5 + hj , 5 + hk, 5 + hl, 5 + hm, 5 + hn, 5 + ho, 5 + hp, 5 + hq, 5 + hr, 5 + hs, 5 + ht, 5 + hu, 5 + hv, 5 + hw, 5 + hx, 5 + hy, 5 + hz, 5 + ia, 5 + ib, 5 + ic, 5 + id, 5 + ie, 5 + if, 5 + ig, 5 + ih, 5 + ii , 5 + ij, 5 + ik, 5 + il, 5 + im, 5 + in, 5 + io, 5 + ip, 5 + iq, 5 + ir, 5 + is, 5 + it, 5 + iu, 5 + iv, 5 + iw, 5 + ix, 5 + iy, 5 + iz, 5 + ja, 5 + jb, 5 + jc, 5 + jd, 5 + je, 5 + jf, 5 + jg, 5 + jh , 5 + ji, 5 + jj, 5 + jk, 5 + jl, 5 + jm, 5 + jn, 5 + jo, 5 + jp, 5 + jq, 5 + jr, 5 + js, 5 + jt, 5 + ju, 5 + jv, 5 + jw, 5 + jx, 5 + jy, 5 + jz, 5 + ka, 5 + kb, 5 + kc, 5 + kd, 5 + ke, 5 + kf, 5 + kg , 5 + kh, 5 + ki, 5 + kj, 5 + kk, 5 + kl, 5 + km, 5 + kn, 5 + ko, 5 + kp, 5 + kq, 5 + kr, 5 + ks, 5 + kt, 5 + ku, 5 + kv, 5 + kw, 5 + kx, 5 + ky, 5 + kz, 5 + la, 5 + lb, 5 + lc, 5 + ld, 5 + le, 5 + lf , 5 + lg, 5 + lh, 5 + li, 5 + lj, 5 + lk, 5 + ll, 5 + lm, 5 + ln, 5 + lo, 5 + lp, 5 + lq, 5 + lr, 5 + ls, 5 + lt, 5 + lu, 5 + lv, 5 + lw, 5 + lx, 5 + ly, 5 + lz, 5 + ma, 5 + mb, 5 + mc, 5 + md, 5 + me , 5 + mf, 5 + mg, 5 + mh, 5 + mi, 5 + mj, 5 + mk, 5 + ml, 5 + mm, 5 + mn, 5 + mo, 5 + mp, 5 + mq, 5 + mr, 5 + ms, 5 + mt, 5 + mu, 5 + mv, 5 + mw, 5 + mx, 5 + my, 5 + mz, 5 + na, 5 + nb, 5 + nc, 5 + nd , 5 + ne, 5 + nf, 5 + ng, 5 + nh, 5 + ni, 5 + nj, 5 + nk, 5 + nl, 5 + nm, 5 + nn, 5 + no, 5 + np, 5 + nq, 5 + nr, 5 + ns, 5 + nt, 5 + nu, 5 + nv, 5 + nw, 5 + nx, 5 + ny, 5 + nz, 5 + oa, 5 + ob, 5 + oc , 5 + od, 5 + oe, 5 + of, 5 + og, 5 + oh, 5 + oi, 5 + oj, 5 + ok, 5 + ol, 5 + om, 5 + on, 5 + oo, 5 + op, 5 + oq, 5 + or, 5 + os, 5 + ot, 5 + ou, 5 + ov, 5 + ow, 5 + ox, 5 + oy, 5 + oz, 5 + pa, 5 + pb , 5 + pc, 5 + pd, 5 + pe, 5 + pf, 5 + pg, 5 + ph, 5 + pi, 5 + pj, 5 + pk, 5 + pl, 5 + pm, 5 + pn, 5 + po, 5 + pp, 5 + pq, 5 + pr, 5 + ps, 5 + pt, 5 + pu, 5 + pv, 5 + pw, 5 + px, 5 + py, 5 + pz, 5 + qa , 5 + qb, 5 + qc, 5 + qd, 5 + qe, 5 + qf, 5 + qg, 5 + qh, 5 + qi, 5 + qj, 5 + qk, 5 + ql, 5 + qm, 5 + qn, 5 + qo, 5 + qp, 5 + qq, 5 + qr, 5 + qs, 5 + qt, 5 + qu, 5 + qv, 5 + qw, 5 + qx, 5 + qy, 5 + qz , 5 + ra, 5 + rb, 5 + rc, 5 + rd, 5 + re, 5 + rf, 5 + rg, 5 + rh, 5 + ri, 5 + rj, 5 + rk, 5 + rl, 5 + rm, 5 + rn, 5 + ro, 5 + rp, 5 + rq, 5 + rr, 5 + rs, 5 + rt, 5 + ru, 5 + rv, 5 + rw, 5 + rx, 5 + ry , 5 + rz, 5 + sa, 5 + sb, 5 + sc, 5 + sd, 5 + se, 5 + sf, 5 + sg, 5 + sh, 5 + si, 5 + sj, 5 + sk, 5 + sl, 5 + sm, 5 + sn, 5 + so, 5 + sp, 5 + sq, 5 + sr, 5 + ss, 5 + st, 5 + su, 5 + sv, 5 + sw, 5 + sx , 5 + sy, 5 + sz, 5 + ta, 5 + tb, 5 + tc, 5 + td, 5 + te, 5 + tf, 5 + tg, 5 + th, 5 + ti, 5 + tj,
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78 + a, 78 + b, 78 + c, 78 + d, 78 + e, 78 + f, 78 + g, 78 + h, 78 + i, 78 + j, 78 + k, 78 + l, 78 + m, 78 + n, 78 + o, 78 + p, 78 + q, 78 + r, 78 + s, 78 + t, 78 + u, 78 + v, 78 + w, 78 + x, 78 + y, 78 + z, 78 + aa, 78 + ab, 78 + ac, 78 + ad, 78 + ae, 78 + af, 78 + ag, 78 + ah, 78 + ai, 78 + aj, 78 + ak, 78 + al, 78 + am, 78 + an, 78 + ao, 78 + ap, 78 + aq, 78 + ar, 78 + as, 78 + at, 78 + au, 78 + av, 78 + aw, 78 + ax, 78 + ay, 78 + az, 78 + ba, 78 + bb, 78 + bc, 78 + bd, 78 + be, 78 + bf, 78 + bg, 78 + bh, 78 + bi, 78 + bj, 78 + bk, 78 + bl, 78 + bm, 78 + bn, 78 + bo, 78 + bp, 78 + bq, 78 + br, 78 + bs, 78 + bt, 78 + bu, 78 + bv, 78 + bw, 78 + bx, 78 + by, 78 + bz, 78 + ca, 78 + cb, 78 + cc, 78 + cd, 78 + ce, 78 + cf, 78 + cg, 78 + ch, 78 + ci, 78 + cj, 78 + ck, 78 + cl, 78 + cm, 78 + cn, 78 + co, 78 + cp, 78 + cq, 78 + cr, 78 + cs, 78 + ct, 78 + cu, 78 + cv, 78 + cw, 78 + cx, 78 + cy, 78 + cz, 78 + da, 78 + db, 78 + dc, 78 + dd, 78 + de, 78 + df, 78 + dg, 78 + dh, 78 + di, 78 + dj, 78 + dk, 78 + dl, 78 + dm, 78 + dn, 78 + do, 78 + dp, 78 + dq, 78 + dr, 78 + ds, 78 + dt, 78 + du, 78 + dv, 78 + dw, 78 + dx, 78 + dy, 78 + dz, 78 + ea, 78 + eb, 78 + ec, 78 + ed, 78 + ee, 78 + ef, 78 + eg, 78 + eh, 78 + ei, 78 + ej, 78 + ek, 78 + el, 78 + em, 78 + en, 78 + eo, 78 + ep, 78 + eq, 78 + er, 78 + es, 78 + et, 78 + eu, 78 + ev, 78 + ew, 78 + ex, 78 + ey, 78 + ez, 78 + fa, 78 + fb, 78 + fc, 78 + fd, 78 + fe, 78 + ff, 78 + fg, 78 + fh, 78 + fi, 78 + fj, 78 + fk, 78 + fl, 78 + fm, 78 + fn, 78 + fo, 78 + fp, 78 + fq, 78 + fr, 78 + fs, 78 + ft, 78 + fu, 78 + fv, 78 + fw, 78 + fx, 78 + fy, 78 + fz, 78 + ga, 78 + gb, 78 + gc, 78 + gd, 78 + ge, 78 + gf, 78 + gg, 78 + gh, 78 + gi, 78 + gj, 78 + gk, 78 + gl, 78 + gm, 78 + gn, 78 + go, 78 + gp, 78 + gq, 78 + gr, 78 + gs, 78 + gt, 78 + gu, 78 + gv, 78 + gw, 78 + gx, 78 + gy, 78 + gz, 78 + ha, 78 + hb, 78 + hc, 78 + hd, 78 + he, 78 + hf, 78 + hg, 78 + hh, 78 + hi, 78 + hj, 78 + hk, 78 + hl, 78 + hm, 78 + hn, 78 + ho, 78 + hp, 78 + hq, 78 + hr, 78 + hs, 78 + ht, 78 + hu, 78 + hv, 78 + hw, 78 + hx, 78 + hy, 78 + hz, 78 + ia, 78 + ib, 78 + ic, 78 + id, 78 + ie, 78 + if, 78 + ig, 78 + ih, 78 + ii, 78 + ij, 78 + ik, 78 + il, 78 + im, 78 + in, 78 + io, 78 + ip, 78 + iq, 78 + ir, 78 + is, 78 + it, 78 + iu, 78 + iv, 78 + iw, 78 + ix, 78 + iy, 78 + iz, 78 + ja, 78 + jb, 78 + jc, 78 + jd, 78 + je, 78 + jf, 78 + jg, 78 + jh, 78 + ji, 78 + jj, 78 + jk, 78 + jl, 78 + jm, 78 + jn, 78 + jo, 78 + jp, 78 + jq, 78 + jr, 78 + js, 78 + jt, 78 + ju, 78 + jv, 78 + jw, 78 + jx, 78 + jy, 78 + jz, 78 + ka, 78 + kb, 78 + kc, 78 + kd, 78 + ke, 78 + kf, 78 + kg, 78 + kh, 78 + ki, 78 + kj, 78 + kk, 78 + kl, 78 + km, 78 + kn, 78 + ko, 78 + kp, 78 + kq, 78 + kr, 78 + ks, 78 + kt, 78 + ku, 78 + kv, 78 + kw, 78 + kx, 78 + ky, 78 + kz, 78 + la, 78 + lb, 78 + lc, 78 + ld, 78 + le, 78 + lf, 78 + lg, 78 + lh, 78 + li, 78 + lj, 78 + lk, 78 + ll, 78 + lm, 78 + ln, 78 + lo, 78 + lp, 78 + lq, 78 + lr, 78 + ls, 78 + lt, 78 + lu, 78 + lv, 78 + lw, 78 + lx, 78 + ly, 78 + l z, 78 + ma, 78 + mb, 78 + mc, 78 + md, 78 + me, 78 + mf, 78 + mg, 78 + mh, 78 + mi, 78 + mj, 78 + mk, 78 + ml, 78 + mm, 78 + mn, 78 + mo, 78 + mp, 78 + mq, 78 + mr, 78 + ms, 78 + mt, 78 + mu, 78 + mv, 78 + mw, 78 + mx, 78 + my, 78 + mz, 78 + na, 78 + nb, 78 + nc, 78 + nd, 78 + ne, 78 + nf, 78 + ng, 78 + nh, 78 + ni, 78 + nj, 78 + nk, 78 + nl, 78 + nm, 78 + nn, 78 + no, 78 + np, 78 + nq, 78 + nr, 78 + ns, 78 + nt, 78 + nu, 78 + nv, 78 + nw, 78 + nx, 78 + ny, 78 + nz, 78 + oa, 78 + ob, 78 + oc, 78 + od, 78 + oe, 78 + of, 78 + og, 78 + oh, 78 + oi, 78 + oj, 78 + ok, 78 + ol, 78 + om, 78 + on, 78 + oo, 78 + op, 78 + oq, 78 + or, 78 + os, 78 + ot, 78 + ou, 78 + ov, 78 + ow, 78 + ox, 78 + oy, 78 + oz, 78 + pa, 78 + pb, 78 + pc, 78 + pd, 78 + pe, 78 + pf, 78 + pg, 78 + ph, 78 + pi, 78 + pj, 78 + pk, 78 + pl, 78 + pm, 78 + pn, 78 + po, 78 + pp, 78 + pq, 78 + pr, 78 + ps, 78 + pt, 78 + pu, 78 + pv, 78 + pw, 78 + px, 78 + py, 78 + pz, 78 + qa, 78 + qb, 78 + qc, 78 + qd, 78 + qe, 78 + qf, 78 + qg, 78 + qh, 78 + qi, 78 + qj, 78 + qk, 78 + ql, 78 + qm, 78 + qn, 78 + qo, 78 + qp, 78 + qq, 78 + qr, 78 + qs, 78 + qt, 78 + qu, 78 + qv, 78 + qw, 78 + qx, 78 + qy, 78 + qz, 78 + ra, 78 + rb, 78 + rc, 78 + rd, 78 + re, 78 + rf, 78 + rg, 78 + rh, 78 + ri, 78 + rj, 78 + rk, 78 + rl, 78 + rm, 78 + rn, 78 + ro, 78 + rp, 78 + rq, 78 + rr, 78 + rs, 78 + rt, 78 + ru, 78 + rv, 78 + rw, 78 + rx, 78 + ry, 78 + rz, 78 + sa, 78 + sb, 78 + sc, 78 + sd, 78 + se, 78 + sf, 78 + sg, 78 + sh, 78 + si, 78 + sj, 78 + sk, 78 + sl, 78 + sm, 78 + sn, 78 + so, 78 + sp, 78 + sq, 78 + sr, 78 + ss, 78 + st, 78 + su, 78 + sv, 78 + sw , 78 + sx, 78 + sy, 78 + sz, 78 + ta, 78 + tb, 78 + tc, 78 + td, 78 + te, 78 + tf, 78 + tg, 78 + th, 78 + ti, 78 + tj.

  The suitable mixing ratio of the compound represented by Formula (1) and the compound selected from Compound Group A in the composition of the present invention and the method of the present invention is 1 part by weight of the compound represented by Formula (1). The compound selected from the compound group A is usually 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight, more preferably 0.1 to 10 parts by weight.

  The preferred treatment amount of the active ingredient compound in the composition of the present invention and the method of the present invention depends on the type of the target pest to be controlled, etc., but the compound represented by the general formula (1) is usually from 0.1 to 1000 gai / ha. The compound selected from the compound group A is 0.1 to 1000 gai / ha, preferably the former is 1 to 300 gai / ha, and the latter is 1 to 300 gai / ha.

  The composition of the present invention is a so-called agricultural pest that harms agricultural and horticultural crops and trees, agricultural diseases, so-called livestock pests parasitic on livestock poultry, so-called sanitary pests that adversely affect the human living environment such as houses, and the like It can be applied to mites, nematodes, and molluscs that occur and harm the scene. Specific examples of pests, mites, nematodes, molluscs, and diseases that can be controlled using the composition of the present invention include the following, but are not limited thereto.

   Pests include: Plutella xylostella, Agrotis ipsilon, Agrotis segetum, Helicoverpa armigera, Tobacco moth (Helicoverpa assulta), Cotton ball worm (Helicoverpa zea), Tobacco bud res cen Mamestra brassicae, Naranga aenescens, Tamanagiwawa (Plusia nigrisigna), Pseudaletia separata, Spodoptera exigua, Spodoptera litura (Spodoptera litura, Spodoptera litura) ), Southern army worm (Spodoptera eridania), Tobacco horn worm (Manduca sexta), Grapeberry moss (Endopiza viteana), Ginmon leafworm (Lyonetia prunifoliella malinella), Kinmonhosoga (Phyllonorycter) ringoneella, citrus leafworm (Phyllocnistis citrella), cotton beetle (Pectinophora gossypiella), peach sinker moth (Carposina niponensis), apple wolfberry leaflet (Adoxophyes orana faciata), teaberry leafworm (Adoxophyes mina moth) pomonella, Grapholita molesta, Chilo suppressalis, Cnaphalocrocis medinalis, Hellula undalis, European corn borer (Ostrinia nubilalis), Soybean looper chorus, Pseudoplusia include ), Lepidopterous insects such as Hyphantria cunea, Pieris rapae crucivora and Parnara guttata.

  Douganebububu (Anomala cuprea), Japanese beetle (Anomala rufocuprea), Japanese beetle (Popillia japonica), Colorado potato beetle (Lepinotarsa decemlineata), Green beetle (Epilachna varivestis), Japanese horned beetle (Mdernotsis ramsu) Poppy squirrel (Epuraea domina), Henosepilachna vigintioctopunctata, Scarlet beetle (Tenebrio molitor), Tricholium castaneum, Chrysanthemum brutum (Onoplophora malasiaca) ), Leaf beetle (Aulacophora femoralis), rice beetle (Oulema oryzae), Phyllotreta striolata, Cylas formicarius, cotton weevil Anthonomus grandis), weevil (Ethinocnemus squameus), alfalfa weevil (Hypera postica), rice weevil (Lissorhoptrus oryzophilus), horned weevil (Sitophilus zeamais), shibao weevil (Sphenophrus venatus vestius) Coleoptera such as root worms (Diabrotica undecimpunctata), western corn root worms (Diabrotica virgifera), northern corn root worms (Diabrotica barberi), and Paederus fuscipes.

  Sea turtle (Eurydema rugosa), White-headed bug (Eysarcoris ventralis), White-headed bug (Halyomorpha mista), Southern stink bug (Nezara viridula), Spider-headed bug (Leptocorisa chinensis), White-headed bug (Riptortus clam) hemipterus), American leaf beetle (Stephanitis pyrioides), Phantaeosus stramineus, Empoasca onukii, Potato leaf hopper (Empoasca fabae), Cinto eps (Laodelphax striatellus), brown planthopper (Nilaparvata lugens), white-tailed planthopper (Sogatella furcifera), citrus leaf lice (Trioza erytreae), pear lice (Psylla pyrisuga), tobacco whitefly (Bemisia tabaci), silver leaf whitefly (Bemisia argentifolii), citrus whitefly (Dialeurodes citri), onsite whitefly (Trialeurodes vaporariorum), cotton aphid (Aphis gossypii), snowy aphid (Aphis pomi), peach aphid (Myzus persicae), coral moth moth (Icerya purchasi), Planococcus citri, Pseudococcus comstocki, Ruby beetle (Ceroplastes rubens), Scarab beetle (Unaspis yanonensis), Hemiptera (Cimex lectularius), etc.

  Thrips palmi, Thrips tabaci (Thrips tabaci), Thrips tabaci

  Drosophila (Dacus dorsalis), Drosophila (Dacus cucurbitae), Ceratitis capitata, Hydrellia griseola, Scarlet fly (Liriomyza bryoniae), Larimyza trifoliate (Liriomyza) pomonella, fly Hessian (Mayetiola destructor), house fly (Musca domestica), fly (Stomoxys calcitrans), horn fly (Melophagus ovinus), Hypoderma lineatum, Hypoderma bovis, Opal vis (Oest ovis) , Glossina morsitans), Prosimulium yezoensis, Cattle fly (Tabanus trigonus), Flyfly (Telmatoscopus albipunctatus), Leptoconops nipponensis, Culex pipiens pallens, Humans Island shape (Aedes albopicutus), mosquito (Aedes aegypti), Anopheles sinensis (Anopheles hyracanus sinesis) Diptera such.

  Bumblebee (Apethymus kuri), Bee (Athalia rosae japonensis), Bee (Neodiprion sertifer), Guntai ant (Eciton burchelli, Eciton schmitti), Black-tailed ant (Camponotus japonicus), Mysticia ant (Vespa) Hymenoptera such as Solenopsis spp. And Pharaoh ant (Monomorium pharaonis).

  Reticulate pests such as black cockroach (Periplaneta fuliginosa), cockroach (Periplaneta japonica), German cockroach (Blattella germanica).

  Straight insects such as Teleogryllus emma, Gryllotalpa africana, Locusta migratoria, Oxya yezoensis, and Schistocerca gregaria.

  Termite pests such as termites (Coptotermes formosanus), Yamato termites (Reticulitermes speratus), Thai termites (Odontotermes formosanus).

  Pest control insects such as cat fleas (Ctenocephalidae felis), human fleas (Pulex irritans) and Xenopsylla cheopis.

  White-eye pests such as chicken lice (Menacanthus stramineus) and bovine lice (Bovicola bovis).

  Lice insects such as cattle lice (Haematopinus eurysternus), pig lice (Haematopinus suis), cattle white lice (Linognathus vituli), solenopotes capillatus, etc.

  Spider mites (Panonychus citri), apple spider mites (Panonychus ulmi), Kanzawa spider mites (Tetranychus kanzawai), spider mites (Tetranychus urticae), etc.

  Fushi mites such as Acaphylla theae, Aculops pelekassi, Eriophyes chibaensis and Aceria tulipae.

  Dust mites such as tea dust mites (Polyphaotarsonemus latus) and cyclamen dust mites (Steneotarsonemus pallidus).

  Acarids such as Tyrophagus putrescentiae and Rhizoglyphus robini.

  Spider mites such as honeybees (Varroa jacobsoni).

  Tick such as Boophilus microplus and Haemaphysalis longicornis.

  Cucumber mites such as sheep cucumber mites (Psoroptes ovis).

  Spider mites such as Scaroptes scabiei.

  Crustaceans such as Armadillidium vulgare.

  Kitty-necked nematode (Prathylenchus penetrans), Chermine-gulled nematode (Prathylenchus vulnus), Potato cyst nematode (Globodera rostochiensis), Soybean cyst nematode (Heterodera glycines), Kita-neko-sen-chu-nemu Nematodes such as (Bursaphelenchus lignicolus).

  Mollusks such as Ponacea canaliculata, slug (Incilaria bilineata), Acusta despecta sieboldiana, Mishaimai (Euhadra peliomphala).

 On the other hand, diseases include 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), Bare Scab (Ustilago tritici, U.nuda), Eye spot (Pseudocercosporella herpotrichoides), Cloud disease (Rhynchosporium secalis), Leaf blight (Septoria tritici), Blight (Leptosphaeria nodorum), Citrus sunspot (Diaporthe citri), scab (Elsinoe fawcetti), fruit rot (Penicillium digitalum, P.italicum), apple monilia (Selerotinia mali), rot (Valsa mali), powdery mildew (Podosphaera) lcucotricha), spotted leaf disease (Alternaria mali) , Black streak (Venturia inaequalis), pear black streak (Venturia nashicola), black spot (Alternaria kikuchiana), red streak (Gymnosporangium haracanum), peach streak (Sclerolinia cinerea), black streak (Cleadosporium carpophilum), fomo Rot (Phomopsis sp.), Grape downy mildew (Plasmopara viticola), black scab (Elsinoe ampelina), late rot (Glomerella cingulata), powdery mildew (Uncinula necator), rust (Phakopsora ampelopsidis), oyster Anthracnose (Gloeosporium kakj), deciduous leaf disease (Cercospora kakj, Mycosphaerella nawae), downy mildew (Pseudoperenospora cubensis), anthracnose (Colletotrichum lagenarium), powdery mildew (Sphaerotheca fuliginea), vine blight Mycosphaerella melonis), plague of tomatoes (Phytophthora infestans), ring rot (Alternaria solani), leaf mold (Cladosporium fulvum), brown rot of eggplant (Phomopsis vexans), powdery mildew (Erysiphe cichora) coarum), cruciferous vegetable black spot (Alternaria japonica), white spot (Cercosporella brassicae), leek rust (Puccinia allii), soybean purple spot (Cercospora kikuchii), black scab (Elsinoe glycines), sunspot (Diaporthe phaseololum), bean anthracnose (Colletotrichum lindemuthianum), black peanut (Mycosphaerella personatum), brown spot (Cercospora arachidicola), pea powdery mildew (Erysiphe pisi), potato summer plague (Alternaria solani) ), Strawberry powdery mildew (Sphaerotheca humuli), tea net blast (Exobasidium reticulatum), white star disease (Elsinoe leucospila), tobacco red star disease (Alternaria lingipes), powdery mildew (Erysiphe cichoracearum), anthracnose disease ( Colletotrichum tabacum), sugar beet brown spot (Cercospora beticola), rose black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa), chrysanthemum brown spot (Septoria ch rysanthemiindici), white rust (Puccinia horiana), various crops of gray mold (Botrytis cinerea) and various crops of mycosis (Sclerotinia sclerotiorum).

  When the isoxazoline-substituted benzamide compound represented by the formula (1) and the compound shown in Table 2 above are combined, the composition of the present invention and the method of the present invention are particularly effective against mites and Hemiptera pests. Although it has an excellent synergistic effect, it has a more excellent synergistic effect on mites, ticks such as citrus mite, urticae and kanzawa spider mites, and aphids and whiteflies in the order of half-spotted mites.

  The isoxazoline-substituted benzamide compound represented by the formula (1) of the present invention can be produced, for example, according to the method described in International Publication No. 2005/085216 pamphlet or International Publication No. 2007/026965 pamphlet.

  The composition of the present invention uses, as a mixture, one or more selected from the isoxazoline-substituted benzamide compound represented by the formula (1) and a salt thereof and one or more selected from the compound group A. However, it is usually mixed with a suitable solid carrier or liquid carrier, and if desired, a surfactant, a penetrating agent, a spreading agent, a thickening agent, an antifreezing agent, a binder, an anti-caking agent, a disintegrating agent, Add antifoaming agent, antiseptic, anti-decomposition agent, etc., 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 powder It can be put to practical use in preparations of any dosage form such as granules, tablets, and emulsifiable gels. 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 include xylene, alkyl (C ₉ or C ₁₀ etc.) benzene, phenyl xylyl ethane and alkyl (C ₁ or C ₃ etc.) naphthalene and other aromatic hydrocarbons, 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, propylene Ethers such as recall monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether and propylene glycol monophenyl ether, ketones such as acetophenone, cyclohexanone and γ-butyrolactone, fatty acid methyl esters, dialkyl esters of succinic acid, dialkyl esters of glutamic acid, adipine esters such as dialkyl ester and dialkyl phthalate esters, N- alkyl (C _1, C ₈ or C _12, etc.) acid amide pyrrolidone, soybean oil, linseed oil, rapeseed oil, coconut oil, such as cottonseed oil and castor oil Examples include fats and oils, dimethyl sulfoxide and water.

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

  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 is usually preferably in the range of 0.05 to 20 parts by weight with respect to 100 parts by weight of the preparation of the present invention. These surfactants may be used alone or in combination of two or more.

    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 general term for a compound selected from the isoxazoline-substituted benzamide compound represented by the formula (1) and its salt and the compound group A. is there.

[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.

[Emulsifiable concentrate]
Active ingredient compound 0.1-30 parts Liquid carrier 45-95 parts Surfactant 4.9-15 parts Others 0-10 parts Others include, for example, spreading agents, decomposition inhibitors and the like.

[Suspension concentrate]
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.

[Granular wettable powder (water dispersible granule)]
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.

[Soluble concentrate]
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 to 80 parts Solid carrier 10 to 99.99 parts Others 0 to 10 parts Others include, for example, binders and decomposition inhibitors.

[Dustable powder]
Active ingredient compound 0.01 to 30 parts Solid support 65 to 99.99 parts Others 0 to 5 parts Other examples include a drift inhibitor and a decomposition inhibitor.

  Next, although the example of an agrochemical formulation 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 Example 1] Wetting Agent Compound No. 11 10 parts Compound No. 11 mu 10 parts Pyrophyllite 76 parts Solpol 5039 2 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. 13 3 parts Compound No. nr 2 parts xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 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] Suspension concentrate
Compound No. 14 15 parts Compound No. 14 no 10 parts Agrisol S-710 10 parts (nonionic surfactant: Kao Corporation trade name)
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.

[Formulation 4] Granule wettable powder (water dispersible granule)
Compound No. 15 40 parts Compound No. 15 ny 35 parts Hytenol 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.

[Formulation Example 5] Granule
Compound No. 16 3 parts Compound No. nx 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 6] dustable powder
Compound No. 17 2 parts Compound No. nb 1 part Carplex # 80D 0.5 part (white carbon: Shionogi & Co., Ltd. trade name)
Kaolinite 95 parts Diisopropyl phosphate 1.5 parts or more uniformly mixed and pulverized to obtain a powder.

  In use, the above wettable powder, emulsion, flowable powder and granular wettable powder are diluted 50 to 20000 times with water and sprayed so that the active ingredient is 0.005 to 50 kg per hectare (ha).

  Specific examples of the synthesis of the isoxazoline-substituted benzamide compound represented by the formula (1) of the present invention are shown below.

[Synthesis example]
Synthesis example 1
4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (ethoxymethyl) benzoic acid amide (Compound No. 1 ).

Step 1: Preparation of 3,5-dichloro-1- (1-trifluoromethylethenyl) benzene To a solution of 25.0 g of 3,5-dichlorophenylboric acid in 200 ml of tetrahydrofuran and 100 ml of water, 2-bromo-3,3, 27.5 g of 3-trifluoropropene, 38.0 g of potassium carbonate and 1.84 g of dichlorobis (triphenylphosphine) palladium (II) were added, and the mixture was stirred for 3 hours while heating under reflux. After completion of the reaction, the mixture was allowed to cool to room temperature, 500 ml of ice water was added, and the mixture was extracted with ethyl acetate (500 ml × 1). The organic layer was washed with water, dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography eluting with hexane to obtain 25.7 g of the desired product as a colorless oil. It was.
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ7.41 (t, J = 2.0Hz, 1H), 7.3-7.35 (m, 2H), 6.05 (q, J = 3.2Hz, 1H), 5.82 ( q, J = 3.2Hz, 1H).

Step 2; Preparation of 4-bromo-α-chloro-3-methylbenzaldoxime To a solution of 82.0 g of 4-bromo-3-methylbenzaldoxime in 450 ml of tetrahydrofuran was added 45% of concentrated hydrochloric acid (12.0 g) with stirring under ice-cooling. Added dropwise over a period of minutes. Subsequently, 220 ml of an 8% aqueous sodium hypochlorite solution was carefully added dropwise over 75 minutes so that the temperature of the reaction mixture did not exceed 5 ° C., and stirring was continued for 90 minutes at 10 ° C. or lower after completion of the dropwise addition. After completion of the reaction, nitrogen gas was blown into the reaction mixture for 45 minutes, and then the precipitated insoluble matter was filtered off. Tetrahydrofuran was distilled off under reduced pressure. The remaining aqueous solution was extracted with 240.0 g of ethyl acetate, the organic layer was washed with water (240 ml × 2), insolubles were filtered off, and the solvent was distilled off under reduced pressure to obtain 93.5 g of the desired product as pale yellow crystals.
Melting point: 77.0-78.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 400 MHz) δ8.00 (bs, 1H), 7.71 (d, J = 2.2Hz, 1H), 7.57 (d, J = 8.4Hz, 1H), 7.51 (dd, J = 8.4, 2.2Hz, 1H), 2.44 (s, 3H).

Step 3; Preparation of 3- (4-bromo-3-methylphenyl) -5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazole 3,5 prepared in Step 1 To a solution of 22.7 g of dichloro-1- (1-trifluoromethylethenyl) benzene and 26.0 g of 4-bromo-α-chloro-3-methylbenzaldoxime prepared in Step 2 in 120 ml of tetrahydrofuran was added potassium hydrogen carbonate. 15.7 g was added and stirred for 5 hours under heating to reflux. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, insoluble matters were filtered off, and then the solvent was distilled off under reduced pressure. 150 ml of water was added to the residue, and the mixture was stirred at room temperature for 18 hours. The precipitated crystals were separated by filtration and dried to obtain 38.6 g of the desired product as white crystals.
Melting point: 105.0-108.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ7.59 (d, J = 8.4 Hz, 1H), 7.45-7.55 (m, 3H), 7.42 (t, J = 1.8 Hz, 1H), 7.33 ( dd, J = 8.4, 2.1 Hz, 1H), 4.07 (d, J = 17.1 Hz, 1H), 3.68 (d, J = 17.1 Hz, 1H), 2.43 (s, 3H).

Step 4; Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid 3- (4- Bromo-3-methylphenyl) -5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazole 18.1 g and sodium acetate 3.94 g 42 ml 1,2-dimethoxyethane and water To 42 ml solution, 0.42 g of triphenylphosphine and 0.09 g of palladium (II) acetate were added and stirred at 110 ° C. for 7 hours under a carbon monoxide atmosphere of 1.5 MPa. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, the solid matter was filtered off, poured into 100 ml of ethyl acetate, washed with 1% aqueous sodium hydrogen carbonate solution (70 ml × 2) and then with 1N hydrochloric acid (55 ml × 1). The organic layer was dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 14.8 g of the desired product as white crystals.
Melting point: 146.0-148.5 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.12 (d, J = 8.7Hz, 1H), 7.5-7.7 (m, 2H), 7.52 (d, J = 1.5Hz, 2H), 7.43 ( d, J = 1.5Hz, 1H), 4.11 (d, J = 16.8Hz, 1H), 3.73 (d, J = 17.4Hz, 1H), 2.69 (s, 3H).

Step 5; Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride 4- [5- (3 , 5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid 13.0 g of toluene in 80 ml of toluene, 2 drops of N, N-dimethylformamide are added, While stirring at 80 ° C., 6.0 g of thionyl chloride was added dropwise, and stirring was further continued at the same temperature for 1.5 hours. After completion of the reaction, insoluble matters were filtered off, and the solvent was distilled off under reduced pressure until the total amount became about 1/3. Subsequently, 50 ml of hexane was slowly added dropwise with stirring at 60 ° C. After completion of the dropwise addition, the mixture was allowed to cool to room temperature with stirring, and stirring was continued for another hour at room temperature. The precipitated crystals were separated by filtration and dried to obtain 13.4 g of the desired product as white crystals.
Melting point: 140.5-143.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.25 (d, J = 8.7 Hz, 1H), 7.64 (d, J = 8.7 Hz, 1H), 7.59 (s, 1H), 7.51 (s, 2H), 7.43 (s, 1H), 4.11 (d, J = 17.4Hz, 1H), 3.73 (d, J = 17.4Hz, 1H), 2.60 (s, 3H).

Step 6; Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide 3.0 g of concentrated aqueous ammonia and 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride 3 was added to a mixture of 15 ml of tetrahydrofuran under ice-cooling and stirring. 0.0 g of 20 ml of tetrahydrofuran was added dropwise, and stirring was continued for 18 hours after the completion of the dropwise addition. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in 50 ml of ethyl acetate, washed with 50 ml of water, dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was removed under reduced pressure. To give 2.9 g of the desired product as orange crystals.
Melting point: 162.0-164.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 400 MHz) δ7.45-7.55 (m, 6H), 6.40 (bs, 1H), 6.00 (bs, 1H), 4.09 (d, J = 17.0Hz, 1H), 3.71 (d, J = 17.0Hz, 1H), 2.49 (s, 3H).

Step 7; Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (hydroxymethyl) benzoic acid amide To a solution of 7.00 g of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide in 70 ml of 1,4-dioxane While stirring at room temperature, 1.82 g of 37% formalin aqueous solution, 7.00 g of potassium carbonate and 15 ml of water were added, and the mixture was stirred at the same temperature for 3 hours. After completion of the reaction, the reaction mixture was diluted with 200 ml of ethyl acetate, washed with water (50 ml x 1), dehydrated and dried in the order of saturated brine and then anhydrous magnesium sulfate, filtered through silica gel, and the solvent was distilled off under reduced pressure. Then, 7.00 g of a crude target product was obtained as white crystals.
Melting point: 69.0-73.0 ° C
Step 8; Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (ethoxymethyl) benzoic acid amide 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (hydroxymethyl) benzoic acid amide 5.2 g of dichloromethane To a 20 ml solution, 2.1 g of thionyl chloride was added with stirring at room temperature, and the mixture was stirred at the same temperature for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was dissolved in 30 ml of tetrahydrofuran. To 1.0 g of 60% oily sodium hydride suspended in 50 ml of tetrahydrofuran, 10 ml of ethanol was added dropwise with stirring under ice cooling, and the mixture was stirred at the same temperature for 10 minutes. Then, the tetrahydrofuran solution of benzoic acid amide prepared above was added dropwise to the reaction mixture under ice-cooling and stirring. After completion of the dropping, stirring was continued for 1 hour at room temperature. After completion of the reaction, 50 ml of water was added to the reaction mixture and the mixture was extracted with ethyl acetate (70 ml × 1). The organic layer was dehydrated and dried in the order of saturated brine and anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (2: 3) to obtain 3.0 g of the desired product as a colorless resinous substance.
¹ H NMR (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 = 17.4 Hz, 1H), 3.6-3.75 (m, 3H), 2.49 (s, 3H), 1.25 (t, J = 6.8Hz, 3H).

Step 9; N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -N- (ethoxymethyl) Preparation of methyl carbamate 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (ethoxymethyl) benzoic acid amide To 0.5 g of 30 ml of N, N-dimethylformamide solution, 0.4 g of 60% oily sodium hydride is added with ice-cooling and stirring at room temperature for 10 minutes, and then 1.2 g of methyl chloroformate is added. The stirring was continued for another 30 minutes at the same temperature. After completion of the reaction, the reaction mixture was poured into 50 ml of water and extracted with ethyl acetate (100 ml × 1). The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (1: 1) to obtain 1.0 g of the objective product as white crystals.
Melting point 112.0-114.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ7.45-7.6 (m, 3H), 7.43 (t, J = 1.5Hz, 1H), 7.24 (s, 2H), 5.33 (s, 2H), 4.08 (d, J = 17.4Hz, 1H), 3.65-3.8 (m, 3H), 3.66 (s, 3H), 2.39 (s, 3H), 1.26 (t, J = 6.9Hz, 3H).

Synthesis example 2
4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- [1- [N- (2,2,2 -Trifluoroethyl) carbamoyl] ethyl] benzoic acid amide (Compound No. 33).

Step 1: Production of N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] alanine methyl ester Synthesis Example 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride synthesized in Step 5 of 1 and 0.5 g of To a solution of 0.5 g of (D, L) -alanine methyl ester hydrochloride in 10 ml of dichloromethane, 2.0 g of triethylamine was added dropwise with stirring under ice-cooling. After completion of the dropwise addition, stirring was continued for another 1 hour at room temperature. After completion of the reaction, the reaction mixture was poured into 30 ml of ethyl acetate, the precipitated solid was filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (1: 1) to obtain 0.7 g of the desired product as a pale yellow resinous substance.
¹ H NMR (CDCl ₃ , Me ₄ Si, 400 MHz) δ7.4-7.6 (m, 6H), 6.3-6.4 (m, 1H), 4.75-4.85 (m, 1H), 4.07 (d, J = 17.2Hz , 1H), 3.81 (s, 3H), 3.70 (d, J = 17.2Hz, 1H), 2.49 (s, 3H), 1.53 (d, J = 7.6Hz, 3H).

Step 2: Preparation of N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] alanine N- [4 -[5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] alanine methyl ester in 2.0 ml of methanol at room temperature Under stirring, a solution of 0.7 g of potassium hydroxide in 5 ml of water was added, and the mixture was further stirred at 50 ° C. for 5 hours. After completion of the reaction, the reaction mixture was diluted with 20 ml of water, acidified with 12N hydrochloric acid and extracted with ethyl acetate (50 ml × 1). Under reduced pressure, the solvent was distilled off to obtain 2.0 g of a crude target product as a colorless resinous substance. This was used in the next step reaction without further purification.

Step 3; 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- [1- [N- (2, Preparation of 2,2-trifluoroethyl) carbamoyl] ethyl] benzoic acid amide N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl 1- [3- (Diethylamino) propyl] -3-ethylcarbodiimide hydrochloride (1.2 g) was added to a dichloromethane (10 ml) solution of 2.0 g of 2-methylbenzoyl] alanine and stirred at room temperature for 15 minutes. 2,2-trifluoroethylamine (0.6 g) and triethylamine (1.2 g) were added, and stirring was continued at the same temperature for another 20 hours. After completion of the reaction, the reaction mixture was poured into 30 ml of ethyl acetate, the precipitated solid was filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (2: 1) to obtain 0.9 g of the objective product as white crystals.
Melting point: 166.0 to 168.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ7.35-7.55 (m, 7H), 6.75 (t, J = 7.2Hz, 1H), 4.75-4.85 (m, 1H), 4.07 (d, J = 17.4Hz, 1H), 3.85-4.0 (m, 2H), 3.70 (d, J = 17.4Hz, 1H), 2.42 (s, 3H), 1.48 (d, J = 7.2Hz, 3H).

Synthesis example 3
4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl-N- (4-thiazolylmethyl) benzoic acid amide (compound no. 41).

4- [5- (3,5-dichlorophenyl)-synthesized in Step 5 of Synthesis Example 1 in a solution of 2.61 g of 4-thiazolylmethylamine and 2.43 g of triethylamine in 55 ml of ethyl acetate under ice-cooling and stirring. A solution of 10.0 g of 5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride in 92 ml of toluene was added dropwise, and after completion of the addition, stirring was continued at room temperature for 1 hour. After completion of the reaction, 50 ml of water and 55 ml of ethyl acetate were added to the reaction mixture, the insoluble material was filtered off, the solvent was distilled off under reduced pressure, and the residue was placed in ethyl acetate-hexane (1: 1 to 3: 1 gradient). And purified by silica gel column chromatography. The solvent of the collected fraction was distilled off under reduced pressure, and the residue was dissolved in 55 ml of ethyl acetate and concentrated until the total weight reached 60 g. Cooled down. The precipitated crystals were filtered and washed with 75 ml of hexane to obtain 9.5 g of the desired product as white crystals.
Melting point 137.0-139.0C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.77 (d, J = 1.8Hz, 1H), 7.4-7.55 (m, 6H), 7.31 (d, J = 1.8Hz, 1H), 6.64 ( t, J = 5.3Hz, 1H), 4.76 (d, J = 5.3Hz, 2H), 4.08 (d, J = 17.4Hz, 1H), 3.70 (d, J = 17.4Hz, 1H), 2.45 (s, 3H).

Synthesis example 4
Methyl N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -N-propionylcarbamate (Compound No. .45).

Step 1: Production of methyl N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] carbamate Synthesis Example 1.37 g of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide synthesized in Step 6 of 1 To a 4 ml solution of dichloromethane, 0.13 g of oxalyl chloride was added, and the mixture was stirred for 6 hours under reflux. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in 2 ml of dichloromethane, added to a solution of 0.03 g of methanol in 1 ml of dichloromethane, and stirred at room temperature for 15 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (1: 4 to 1: 2). Obtained as a substance.
¹ H NMR (CDCl ₃ , Me ₄ Si, 400 MHz) δ8.15 (bs, 1H), 7.35-7.6 (m, 6H), 4.08 (d, J = 17.2Hz, 1H), 3.79 (s, 3H), 3.71 (d, J = 17.2Hz, 1H), 2.45 (s, 3H).

Step 2: N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -methyl N-propionylcarbamate Preparation of 1.80 g of methyl N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] carbamate To the 12 ml solution, 0.19 g of 60% oily sodium hydride was added with stirring under ice cooling, and the mixture was stirred at the same temperature for 30 minutes. After the evolution of hydrogen gas ceased, 0.44 g of propionyl chloride was added and stirring was continued for another 2 hours at the same temperature. After completion of the reaction, the reaction mixture was poured into 30 ml of ice water and extracted with ethyl acetate (50 ml × 2). The organic layer was dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (0: 1 to 2: 3 gradient) to obtain 1.46 g of the desired product as white crystals.
Melting point: 135.0-136.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 400 MHz) δ7.5-7.6 (m, 5H), 7.43 (t, J = 1.8Hz, 1H), 4.08 (d, J = 17.2Hz, 1H), 3.76 ( s, 3H), 3.70 (d, J = 17.2Hz, 1H), 2.91 (q, J = 7.3Hz, 2H), 2.61 (s, 3H), 1.18 (t, J = 7.3Hz, 3H).

Synthesis example 5
N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -N- (5-chloro-2- Pyrimidinyl) methyl carbamate (Compound No. 49).

Step 1; N- (5-chloro-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl Preparation of benzoic acid amide 4- [5- (3,5-dichlorophenyl) synthesized in Step 5 of Synthesis Example 1 under stirring at room temperature with 3.86 g of 2-amino-5-chloropyrimidine in 100 ml of pyridine After adding 10.0 g of -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride and stirring at the same temperature for 23 hours, the solvent was distilled off under reduced pressure. The residue was dissolved in 30 ml of 1,4-dioxane, a solution of 3.02 g of potassium hydroxide in 20 ml of water was added, and the mixture was stirred at room temperature for 1.5 hours. After completion of the reaction, the reaction mixture was diluted with 380 ml of water, and the precipitated crystals were separated by filtration and washed with 150 ml of water. The obtained crude product was dissolved by heating in 50 ml of ethyl acetate, 50 ml of 2N hydrochloric acid aqueous solution was added at room temperature and stirred for 1 hour, 50 ml of toluene was added, and the precipitated crystals were separated by filtration. The product was washed with 50 ml of water and then with 50 ml of toluene to obtain 7.95 g of the desired product as white crystals.
Melting point 137.0 to 141.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.54 (s, 2H), 8.50 (s, 1H), 7.4-7.65 (m, 6H), 4.10 (d, J = 17.3Hz, 1H), 3.73 (d, J = 17.3Hz, 1H), 2.55 (s, 3H).

Step 2; N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -N- (5-chloro Preparation of methyl 2-pyrimidinyl) carbamate To a suspension of 0.03 g of 55% oily sodium hydride in 3 ml of tetrahydrofuran was added N- (5-chloro-2-pyrimidinyl) -4- [5- (5- ( 3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide (0.20 g) in tetrahydrofuran (3 ml) was added and stirred at the same temperature for 10 minutes. did. After the evolution of hydrogen gas ceased, 0.05 g of methyl chloroformate was added with stirring at the same temperature, and stirring was continued for another hour at room temperature. After completion of the reaction, the reaction mixture was poured into 10 ml of ice water and extracted with ethyl acetate (10 ml × 2). The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (3: 7) to obtain 0.20 g of the objective product as white crystals.
Melting point: 104.0-107.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.71 (s, 2H), 7.35-7.6 (m, 6H), 4.09 (d, J = 17.4Hz, 1H), 3.73 (s, 3H), 3.69 (d, J = 17.4Hz, 1H), 2.53 (s, 3H).

Synthesis Example 6
N- (5-cyano-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N-isobutyryl-2- Methylbenzoic acid amide (Compound No. 52).

Step 1; N- (5-cyano-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methyl Preparation of Benzoamide N- (5-bromo-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4, synthesized in the same manner as in Step 1 of Synthesis Example 5. 5-Dihydroisoxazol-3-yl] -2-methylbenzoic acid amide (0.20 g) in a solution of N, N-dimethylacetamide (3 ml) was added zinc cyanide (0.082 g), zinc (0.011 g), tris (dibenzylideneacetone) 0.013 g of palladium and 0.015 g of 1,1′-bis (diphenylphosphino) ferrocene were added, and the mixture was stirred at 100 ° C. for 2 hours under a nitrogen atmosphere. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, 20 ml of concentrated aqueous ammonia and 20 ml of water were added, extracted with ethyl acetate (20 ml × 2), the organic layer was washed with 20 ml of water, saturated brine and then anhydrous magnesium sulfate. And dehydration and drying, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (1: 1) to obtain 0.15 g of the desired product as white crystals.
Melting point 124.0-127.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.86 (s, 2H), 8.61 (s, 1H), 7.4-7.7 (m, 6H), 4.10 (d, J = 17.5Hz, 1H), 3.72 (d, J = 17.5Hz, 1H), 2.56 (s, 3H).

Step 2; N- (5-cyano-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N-isobutyryl Preparation of 2-methylbenzoic acid amide N- (5-cyano-2-pyrimidinyl) -4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazole-3- Ilu] -2-methylbenzoic acid amide (0.60 g), triethylamine (0.19 g) and 4- (dimethylamino) pyridine (7 mg) in tetrahydrofuran (3 ml) were stirred at room temperature with 0.19 g of isobutyryl chloride. Stir at temperature for 20 minutes. After completion of the reaction, the reaction mixture was poured into 20 ml of toluene and washed with 10 ml of 3N hydrochloric acid aqueous solution and then with 10 ml of saturated aqueous sodium hydrogen carbonate solution. The organic layer was dehydrated and dried in the order of saturated brine and then anhydrous sodium sulfate, 1.80 g of silica gel was added, the mixture was stirred for 10 minutes, and the silica gel was filtered off. 6 ml of hexane was added to the residue and the mixture was heated to reflux for 10 minutes and allowed to cool to room temperature. The precipitated crystals were filtered and washed with 1 ml of hexane to obtain 0.59 g of the desired product as white crystals.
Melting point: 150.0-153.0 ° C
¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz) δ8.82 (s, 2H), 7.35-7.55 (m, 6H), 4.05 (d, J = 17.1Hz, 1H), 3.66 (d, J = 17.1 Hz, 1H), 3.15-3.3 (m, 1H), 2.58 (s, 3H), 1.31 (d, J = 6.8Hz, 6H).

The isoxazoline-substituted benzamide represented by the formula (1) described in Table 1 above according to the production method and the synthesis example described in International Publication No. 2005/085216 pamphlet or International Publication No. 2007/026965 pamphlet The compound was synthesized. Table 5 shows melting points or ¹ H NMR data of the synthesized compounds.
Table 5 ――――――――――――――――――――――――――――――――――――
No. mp (℃) / ¹ H NMR (CDCl ₃ , Me ₄ Si, 300 MHz)
――――――――――――――――――――――――――――――――――――
1 112.0-114.0
2 δ7.55-7.75 (m, 3H), 7.50 (s, 2H), 7.44 (t, J = 1.8Hz, 1H),
7.2-7.3 (m, 1H), 5.02 (d, J = 7.1Hz, 2H), 3.95-4.2 (m, 3H),
3.72 (d, J = 17.4Hz, 1H).
3 δ7.89 (s, 1H), 7.69 (d, J = 7.2Hz, 1H), 7.59 (d, J = 7.2Hz, 1H),
7.50 (s, 2H), 7.45 (t, J = 1.5Hz, 1H), 6.8-7.0 (m, 1H),
5.04 (d, J = 7.5Hz, 2H), 4.0-4.2 (m, 3H), 3.70 (d, J = 17.4Hz, 1H).
4 111.0-114.0
5 (CDCl ₃ , Me ₄ Si, 400MHz) 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).
6 (CDCl ₃ , Me ₄ Si, 700MHz) δ7.82 (d, J = 7.7Hz, 2H), 7.65-7.75 (m, 3H),
7.51 (s, 2H), 7.44 (s, 1H), 6.1-6.2 (m, 1H), 4.05-4.15 (m, 2H),
3.92 (dd, J = 15.4, 7.0Hz, 1H), 3.70 (d, J = 17.5Hz, 1H),
2.35-2.45 (m, 1H), 2.1-2.2 (m, 1H), 1.95-2.1 (m, 2H).
7 165.0-167.0
8 δ7.80 (s, 1H), 7.35-7.65 (m, 5H), 6.65 (d, J = 7.5Hz, 1H),
5.75-5.9 (m, 1H), 4.07 (d, J = 17.4Hz, 1H), 3.8-4.05 (m, 2H),
3.72 (d, J = 17.4Hz, 1H), 2.15-2.35 (m, 1H), 1.85-2.1 (m, 3H).
9 154.0-156.0
10 154.0-158.0
11 δ7.64 (d, J = 8.4Hz, 1H), 7.35-7.55 (m, 6H), 5.2-5.35 (m, 1H),
4.07 (d, J = 17.1Hz, 1H), 3.69 (d, J = 17.1Hz, 1H), 3.0-3.3 (m, 3H),
2.83 (dd, J = 14.4, 6.6Hz, 1H), 2.5-2.7 (m, 2H), 2.46 (s, 3H).
12 δ7.35-7.55 (m, 6H), 6.64 (d, J = 7.5Hz, 1H), 4.9-5.0 (m, 1H),
4.09 (d, J = 17.4Hz, 1H), 3.71 (d, J = 17.4Hz, 1H),
3.44 (dd, J = 12.6, 7.2Hz, 1H), 3.0-3.3 (m, 3H), 2.55-2.7 (m, 1H),
2.45 (s, 3H), 2.3-2.45 (m, 1H).
13 211.0-213.0
14 δ7.86 (s, 1H), 7.64 (d, J = 8.1Hz, 1H), 7.55 (d, J = 8.1Hz, 1H),
7.50 (s, 2H), 7.43 (t, J = 5.1Hz, 1H), 7.18 (t, J = 4.8Hz, 1H),
6.4-6.5 (m, 1H), 4.11 (d, J = 4.8Hz, 2H), 4.07 (d, J = 17.4Hz, 1H),
3.71 (d, J = 17.4Hz, 1H), 3.2-3.4 (m, 2H), 1.16 (t, J = 8.1Hz, 3H).
15 (CDCl ₃ , Me ₄ Si, 400 MHz) δ8.1-8.15 (m, 1H), 7.65-7.75 (m, 1H),
7.4-7.55 (m, 4H), 6.83 (bs, 1H), 6.23 (bs, 1H), 4.0-4.15 (m, 3H),
3.69 (d, J = 17.1Hz, 1H), 3.3-3.4 (m, 2H), 1.15-1.2 (m, 3H).
16 146.0-148.0
17 (CDCl ₃ , Me ₄ Si, 400 MHz) δ8.1-8.15 (m, 1H), 7.65-7.75 (m, 1H),
7.4-7.55 (m, 4H), 6.77 (bs, 1H), 5.95-6.05 (m, 1H),
4.0-4.15 (m, 4H), 3.69 (d, J = 17.1Hz, 1H), 1.19 (d, J = 6.4Hz, 6H).
18 83.0-86.0
19 142.0-146.0
20 173.5-175.5
21 103.0-105.0
22 δ7.4-7.55 (m, 4H), 6.85-7.0 (m, 3H), 6.55-6.7 (m, 1H),
5.65 (bs, 2H), 4.14 (d, J = 5.1Hz, 2H), 4.04 (d, J = 17.1Hz, 1H),
3.85-4.05 (m, 2H), 3.65 (d, J = 17.1Hz, 1H).
23 δ10.95 (s, 1H), 8.72 (s, 1H), 7.5-7.65 (m, 2H), 7.49 (s, 2H),
7.42 (d, J = 1.8Hz, 1H), 7.25-7.4 (m, 1H), 6.45-6.6 (m, 1H),
4.17 (d, J = 5.5Hz, 2H), 4.11 (d, J = 17.7Hz, 1H), 3.9-4.05 (m, 2H),
3.73 (d, J = 17.7Hz, 1H), 2.19 (s, 3H).
24 δ7.62 (dd, J = 9.0, 2.4Hz, 1H), 7.35-7.55 (m, 6H),
6.90 (t, J = 5.7Hz, 1H), 5.7-5.85 (m, 1H), 5.54 (bs, 1H),
4.24 (dd, J = 17.1, 5.7Hz, 1H), 4.08 (d, J = 17.4Hz, 1H),
4.04 (dd, J = 17.1, 5.7Hz, 1H), 3.71 (d, J = 17.4Hz, 1H),
2.38 (s, 3H).
25 δ7.6-7.75 (m, 3H), 7.50 (s, 2H), 7.4-7.5 (m, 1H),
6.85-6.95 (m, 1H), 5.9-6.0 (m, 1H), 4.55-4.7 (m, 1H),
4.06 (d, J = 17.4Hz, 1H), 3.69 (d, J = 17.4Hz, 1H), 3.25-3.4 (m, 2H),
1.50 (d, J = 6.9Hz, 3H), 1.18 (t, J = 7.2Hz, 3H).
27 δ7.6-7.75 (m, 3H), 7.50 (s, 2H), 7.4-7.5 (m, 1H),
6.86 (d, J = 7.5Hz, 1H), 6.52 (bs, 1H), 4.65-4.8 (m, 1H),
4.06 (d, J = 17.4Hz, 1H), 3.6-3.75 (m, 3H), 1.45-1.6 (m, 5H).
28 δ7.86 (s, 1H), 7.64 (d, J = 7.2Hz, 1H), 7.54 (d, J = 7.2Hz, 1H),
7.49 (s, 2H), 7.43 (t, J = 1.8Hz, 1H), 6.85-7.05 (m, 2H),
4.75 (qui, J = 7.2Hz, 1H), 4.07 (d, J = 17.4Hz, 1H),
3.70 (d, J = 17.4Hz, 1H), 3.5-3.65 (m, 4H), 1.51 (d, J = 7.2Hz, 3H).
29 101.0-104.0
30 δ7.6-7.75 (m, 3H), 7.50 (s, 2H), 7.45 (s, 1H), 6.8-7.0 (m, 2H),
4.7-4.85 (m, 1H), 4.06 (d, J = 17.4Hz, 1H), 3.8-4.05 (m, 2H),
3.69 (d, J = 17.4Hz, 1H), 1.53 (d, J = 7.2Hz, 3H).
31 δ7.7-7.85 (m, 1H), 7.65-7.75 (m, 1H), 7.3-7.55 (m, 5H),
6.95-7.1 (m, 1H), 4.83 (qui, J = 7.2Hz, 1H),
4.07 (d, J = 17.4Hz, 1H), 3.8-4.0 (m, 2H), 3.70 (d, J = 17.4Hz, 1H),
1.51 (d, J = 7.2Hz, 3H).
32 103.0-105.0
33 166.0-168.0
34 δ7.35-7.55 (m, 7H), 6.20 (s, 1H), 4.10 (d, J = 17.4Hz, 1H),
3.9-4.0 (m, 2H), 3.70 (d, J = 17.4Hz, 1H), 2.45 (s, 3H),
1.70 (s, 6H).
35 139.0-143.0
36 δ7.35-7.6 (m, 8H), 7.1-7.2 (m, 2H), 6.25-6.4 (m, 2H),
4.06 (d, J = 17.4Hz, 1H), 3.69 (d, J = 17.4Hz, 1H), 2.48 (s, 3H).
37 (DMSO-d ₆ , Me ₄ Si, 300MHz) δ7.4-7.6 (m, 10H), 6.36 (d, J = 8.4Hz, 1H),
6.30 (d, J = 8.4Hz, 1H), 4.07 (d, J = 17.4Hz, 1H),
3.68 (d, J = 17.4Hz, 1H), 2.49 (s, 3H).
38 98.0-102.0
39 165.0-168.0
40 δ8.80 (s, 1H), 8.11 (s, 1H), 7.65-7.75 (m, 1H), 7.35-7.55 (m, 5H),
6.52 (s, 1H), 4.80 (d, J = 5.4Hz, 2H), 4.06 (d, J = 17.4Hz, 1H),
3.67 (d, J = 17.4Hz, 1H).
41 137.0-139.0
42 δ8.56 (d, J = 4.8Hz, 1H), 7.65-7.7 (m, 1H), 7.5-7.55 (m, 4H),
7.35-7.45 (m, 2H), 7.15-7.3 (m, 2H), 5.21 (s, 2H),
4.09 (d, J = 17.4Hz, 1H), 3.70 (d, J = 17.4Hz, 1H), 3.58 (s, 3H),
2.40 (s, 3H).
43 173.0-173.5
44 149.0-150.0
45 135.0-136.0
46 δ8.70 (d, J = 8.2Hz, 1H), 7.8-7.95 (m, 1H), 7.35-7.7 (m, 8H),
4.10 (d, J = 17.5Hz, 1H), 3.72 (d, J = 17.5Hz, 1H), 2.56 (s, 3H).
47 135.0-137.0
48 178.0-179.5
49 104.0-107.0
50 181.0-183.0
51 124.0-127.0
52 150.0-153.0
53 112.0-115.0
54 δ7.65-7.9 (m, 3H), 7.4-7.55 (m, 3H), 7.25-7.35 (m, 3H),
6.85-7.0 (m, 3H), 4.07 (d, J = 17.4Hz, 1H), 3.70 (d, J = 17.4Hz, 1H),
3.34 and 3.11 (s, 3H).
55 δ8.14 and 8.10 (s, 1H), 7.7-7.8 (m, 1H), 7.4-7.6 (m, 5H),
7.2-7.35 (m, 2H), 6.85-7.05 (m, 3H),
4.06 and 4.01 (d, J = 17.4Hz, 1H), 3.69 and 3.64 (d, J = 17.4Hz, 1H),
3.37 and 3.13 (s, 3H).
56 224.0-225.0
57 219.0-222.0
58 205.0-207.0
59 171.0-172.0
60 166.0-167.0
61 δ8.55-8.6 (m, 1H), 8.10 (s, 2H), 7.96 (s, 2H), 7.93 (s, 1H),
7.85 (bs, 1H), 7.65-7.8 (m, 3H), 7.3-7.4 (m, 1H),
7.2-7.3 (m, 1H), 4.75 (d, J = 4.5Hz, 2H), 4.23 (d, J = 17.4Hz, 1H),
3.80 (d, J = 17.4Hz, 1H).
62 115.0-116.0
63 90.0-93.0
64 δ7.87 (d, J = 8.4Hz, 2H), 7.72 (d, J = 8.4Hz, 2H), 7.64 (s, 2H),
7.48 (t, J = 5.1Hz, 1H), 7.36 (t, J = 6.3Hz, 1H),
4.26 (d, J = 5.1Hz, 2H), 4.11 (d, J = 17.4Hz, 1H), 3.85-4.05 (m, 2H),
3.71 (d, J = 17.4Hz, 1H).
65 189.0-192.0
66 117.0-120.0
67 δ7.86 (d, J = 8.4Hz, 2H), 7.74 (d, J = 8.4Hz, 2H), 7.65 (s, 2H),
6.87 (bs, 1H), 4.96 (d, J = 6.9Hz, 2H), 4.11 (d, J = 17.4Hz, 1H),
3.6-3.8 (m, 3H), 1.23 (t, J = 7.2Hz, 3H).
68 δ7.87 (d, J = 8.7Hz, 2H), 7.76 (d, J = 8.7Hz, 2H), 7.65 (s, 2H),
7.00 (bs, 1H), 5.07 (d, J = 6.9Hz, 2H), 4.0-4.2 (m, 3H),
3.71 (d, J = 17.4Hz, 1H).
69 δ7.95 (bs, 1H), 7.8-7.95 (m, 3H), 7.79 (s, 1H), 7.77 (s, 1H),
6.98 (bs, 1H), 5.07 (d, J = 6.9Hz, 2H), 4.0-4.25 (m, 3H),
3.73 (d, J = 17.4Hz, 1H).
70 161.0-163.0
71 δ7.93 (s, 1H), 7.7-7.9 (m, 4H), 7.55-7.7 (m, 2H), 6.1-6.2 (m, 1H),
4.05-4.2 (m, 2H), 3.91 (q, J = 7.5Hz, 1H), 3.72 (d, J = 17.4Hz, 1H),
2.3-2.35 (m, 1H), 1.9-2.25 (m, 3H).
72 δ8.01 (s, 1H), 7.8-7.95 (m, 3H), 7.7-7.8 (m, 2H), 7.4-7.7 (m, 2H),
4.22 (d, J = 4.8Hz, 2H), 4.16 (d, J = 17.4Hz, 1H), 3.85-4.1 (m, 2H),
3.73 (d, J = 17.4Hz, 1H).
73 149.0-150.5
74 δ7.65 (s, 2H), 7.2-7.55 (m, 4H), 6.95 (bs, 1H), 6.61 (t, J = 73.5Hz, 1H),
4.22 (d, J = 4.8Hz, 2H), 4.10 (d, J = 17.4Hz, 1H), 3.85-4.0 (m, 2H),
3.69 (d, J = 17.4Hz, 1H), 2.45 (s, 3H).
75 δ8.09 (s, 2H), 7.97 (s, 1H), 7.86 (d, J = 8.4Hz, 2H), 7.77 (d, J = 8.4Hz, 2H),
7.25-7.4 (m, 1H), 6.95-7.15 (m, 1H), 4.75-4.9 (m, 1H),
4.22 (d, J = 17.4Hz, 1H), 3.8-4.05 (m, 2H), 3.77 (d, J = 17.4Hz, 1H),
1.51 (d, J = 6.9Hz, 3H).
76 δ8.80 (s, 1H), 7.94 (d, J = 2.1Hz, 1H), 7.8-7.9 (m, 3H),
7.69 (d, J = 8.1Hz, 2H), 7.30 (d, J = 2.1Hz, 1H), 7.27 (bs, 1H),
4.78 (d, J = 5.4Hz, 2H), 4.15 (d, J = 17.4Hz, 1H), 3.74 (d, J = 17.4Hz, 1H).
77 δ8.80 (t, J = 2.1Hz, 1H), 8.60 (bs, 1H), 7.93 (s, 1H), 7.8-7.9 (m, 3H),
7.6-7.7 (m, 2H), 7.39 (t, J = 1.2Hz, 1H), 5.11 (d, J = 4.8Hz, 2H),
4.15 (d, J = 17.4Hz, 1H), 3.72 (d, J = 17.4Hz, 1H).
78 121.0-125.0
79 δ9.81 (d, J = 9.0Hz, 1H), 8.30 (d, J = 9.0Hz, 1H), 7.8-8.0 (m, 4H),
7.73 (d, J = 8.4Hz, 2H), 4.16 (d, J = 17.4Hz, 1H), 3.97 (s, 3H),
3.74 (d, J = 17.4Hz, 1H).
80 74.0-75.0
81 δ9.83 (d, J = 9.0Hz, 1H), 8.30 (d, J = 9.0Hz, 1H), 7.8-8.0 (m, 4H),
7.73 (d, J = 8.4Hz, 2H), 4.22 (q, J = 6.9Hz, 2H), 4.16 (d, J = 17.4Hz, 1H),
3.74 (d, J = 17.4Hz, 1H), 1.33 (t, J = 6.9Hz, 3H).
――――――――――――――――――――――――――――――――――――
[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 The compound described in Table 1 and the compound described in Table 4 were each made into a 10% emulsion (25% wettable powder depending on the compound). A pharmaceutical solution having a predetermined concentration was prepared by diluting the formulation with water containing a spreading agent. Next, kanban leaves (about 5 mm x 5 mm) were made and placed in a petri dish, and then 20 adult peach aphids 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. The results are shown in Table 6.

Death rate (%) = number of dead insects / number of test insects x 100
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. The combinations showing synergistic effects are shown below.
Table 6 ――――――――――――――――――――――――――――――
Active ingredient Concentration (ppm) Death rate (%)
―――――――――――――――――――――――――――――
Compound No. 1 50 30
Compound ny 0.5 42
Compound os 0.5 50
Compound qq 0.5 33
Compound rj 0.5 21
Compound sd 1.0 53
Compound su 1.0 56
Compound qb 1.0 51
Compound rk 1.0 44
Compound sr 1.0 53
Compound No.1 + Compound ny 50 + 0.5 100
Compound No.1 + Compound os 50 + 0.5 96
Compound No.1 + Compound qq 50 + 0.5 99
Compound No.1 + Compound rj 50 + 0.5 82
Compound No.1 + Compound sd 50 + 1.0 73
Compound No.1 + Compound su 50 + 1.0 77
Compound No.1 + Compound qb 50 + 1.0 88
Compound No.1 + Compound rk 50 + 1.0 100
Compound No.1 + Compound sr 50 + 1.0 83
Compound No. 4 50 34
Compound No. 4 + Compound ny 50 + 0.5 73
Compound No. 4 + Compound os 50 + 0.5 71
Compound No.4 + Compound qq 50 + 0.5 98
Compound No.4 + Compound rj 50 + 0.5 77
Compound No.4 + Compound sd 50 + 1.0 80
Compound No.4 + Compound su 50 + 1.0 95
Compound No.4 + Compound qb 50 + 1.0 76
Compound No.4 + Compound rk 50 + 1.0 82
Compound No.4 + Compound sr 50 + 1.0 84
Compound No. 5 50 49
Compound No.5 + Compound ny 50 + 0.5 75
Compound No. 5 + Compound os 50 + 0.5 76
Compound No.5 + Compound qq 50 + 0.5 83
Compound No.5 + Compound rj 50 + 0.5 69
Compound No.5 + Compound sd 50 + 1.0 78
Compound No.5 + Compound su 50 + 1.0 92
Compound No.5 + Compound qb 50 + 1.0 94
Compound No.5 + Compound rk 50 + 1.0 83
Compound No.5 + Compound sr 50 + 1.0 78
Compound No. 9 50 43
Compound No. 9 + Compound ny 50 + 0.5 83
Compound No. 9 + Compound os 50 + 0.5 76
Compound No. 9 + Compound qq 50 + 0.5 73
Compound No. 9 + Compound rj 50 + 0.5 79
Compound No. 9 + Compound sd 50 + 1.0 88
Compound No. 9 + Compound su 50 + 1.0 100
Compound No. 9 + Compound qb 50 + 1.0 88
Compound No. 9 + Compound rk 50 + 1.0 81
Compound No. 9 + Compound sr 50 + 1.0 75
Compound No. 20 50 42
Compound No. 20 + Compound ny 50 + 0.5 75
Compound No. 20 + Compound os 50 + 0.5 83
Compound No. 20 + Compound qq 50 + 0.5 92
Compound No. 20 + Compound rj 50 + 0.5 75
Compound No. 20 + Compound sd 50 + 1.0 82
Compound No. 20 + Compound su 50 + 1.0 100
Compound No. 20 + Compound qb 50 + 1.0 85
Compound No. 20 + Compound rk 50 + 1.0 84
Compound No. 20 + Compound sr 50 + 1.0 95
Compound No. 33 100 20
Compound No. 33 + Compound ny 100 + 0.5 58
Compound No. 33 + Compound os 100 + 0.5 63
Compound No.33 + Compound qq 100 + 0.5 83
Compound No. 33 + Compound rj 100 + 0.5 55
Compound No. 33 + Compound sd 100 + 1.0 67
Compound No. 33 + Compound su 100 + 1.0 82
Compound No.33 + Compound qb 100 + 1.0 75
Compound No.33 + Compound rk 100 + 1.0 62
Compound No.33 + Compound sr 100 + 1.0 68
Compound No. 43 100 56
Compound No. 43 + Compound ny 100 + 0.5 78
Compound No. 43 + Compound os 100 + 0.5 80
Compound No. 43 + Compound qq 100 + 0.5 83
Compound No. 43 + Compound rj 100 + 0.5 71
Compound No. 43+ Compound sd 100 + 1.0 89
Compound No. 43 + Compound su 100 + 1.0 82
Compound No.43 + Compound qb 100 + 1.0 100
Compound No. 43+ Compound rk 100 + 1.0 93
Compound No.43 + Compound sr 100 + 1.0 99
Compound No. 44 100 60
Compound No. 44 + Compound ny 100 + 0.5 79
Compound No. 44 + Compound os 100 + 0.5 83
Compound No.44 + Compound qq 100 + 0.5 85
Compound No.44 + Compound rj 100 + 0.5 70
Compound No.44 + Compound sd 100 + 1.0 93
Compound No.44 + Compound su 100 + 1.0 100
Compound No.44 + Compound qb 100 + 1.0 97
Compound No.44 + Compound rk 100 + 1.0 91
Compound No.44 + Compound sr 100 + 1.0 85
Compound No. 51 50 54
Compound No. 51 + Compound ny 50 + 0.5 77
Compound No. 51 + Compound os 50 + 0.5 89
Compound No. 51 + Compound qq 50 + 0.5 77
Compound No. 51 + Compound rj 50 + 0.5 77
Compound No. 51 + Compound sd 50 + 1.0 89
Compound No.51 + Compound su 50 + 1.0 98
Compound No. 51 + Compound qb 50 + 1.0 86
Compound No. 51 + Compound rk 50 + 1.0 76
Compound No. 51 + Compound sr 50 + 1.0 84
Compound No. 52 50 48
Compound No.52 + Compound ny 50 + 0.5 74
Compound No. 52 + Compound os 50 + 0.5 77
Compound No.52 + Compound qq 50 + 0.5 88
Compound No.52 + Compound rj 50 + 0.5 64
Compound No. 52 + Compound sd 50 + 1.0 89
Compound No.52 + Compound su 50 + 1.0 92
Compound No. 52+ Compound qb 50 + 1.0 94
Compound No. 52 + Compound rk 50 + 1.0 91
Compound No.52 + Compound sr 50 + 1.0 87
Compound No. 45 50 55
Compound No. 45 + Compound ny 50 + 0.5 82
Compound No. 45 + Compound os 50 + 0.5 88
Compound No. 45+ Compound qq 50 + 0.5 93
Compound No. 45 + Compound rj 50 + 0.5 81
Compound No. 45 + Compound sd 50 + 1.0 87
Compound No. 45+ Compound su 50 + 1.0 91
Compound No. 45+ Compound qb 50 + 1.0 99
Compound No. 45 + Compound rk 50 + 1.0 78
Compound No. 45 + Compound sr 50 + 1.0 80
Compound No. 48 50 38
Compound No. 48 + Compound ny 50 + 0.5 70
Compound No. 48 + Compound os 50 + 0.5 94
Compound No. 48 + Compound qq 50 + 0.5 71
Compound No. 48 + Compound rj 50 + 0.5 74
Compound No. 48 + Compound sd 50 + 1.0 84
Compound No. 48 + Compound su 50 + 1.0 83
Compound No. 48 + Compound qb 50 + 1.0 89
Compound No. 48 + Compound rk 50 + 1.0 72
Compound No. 48 + Compound sr 50 + 1.0 75
Compound No. 49 50 38
Compound No. 49 + Compound ny 50 + 0.5 100
Compound No. 49 + Compound os 50 + 0.5 100
Compound No. 49 + Compound qq 50 + 0.5 97
Compound No. 49 + Compound rj 50 + 0.5 73
Compound No. 49 + Compound sd 50 + 1.0 89
Compound No. 49 + Compound su 50 + 1.0 91
Compound No. 49 + Compound qb 50 + 1.0 93
Compound No. 49 + Compound rk 50 + 1.0 82
Compound No. 49 + Compound sr 50 + 1.0 94
―――――――――――――――――――――――――――――
[Test Example 2] Efficacy Test for Tobacco Whitefly (B Biotype) Each of the compounds described in Table 1 and the compounds described in Table 4 were each 10% emulsion (25% water depending on the compound). The drug was diluted with water containing a spreading agent to prepare a drug solution having a predetermined concentration. Next, kidney beans (about 5 mm × 5 mm) were made and placed in a petri dish, and then 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. The results are shown in Table 7.

Death rate (%) = number of dead insects / number of test insects x 100
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. The combinations showing synergistic effects are shown below.
Table 7 ―――――――――――――――――――――――――――――――
Active ingredient Concentration (ppm) Death rate (%)
―――――――――――――――――――――――――――――――
Compound No. 1 50 47
Compound rd 100 10
Compound su 10 65
Compound nr 3 55
Compound sg 0.01 60
Compound sd 50 35
Compound oi 500 50
Compound oo 100 23
Compound oz 100 5
Compound pw 20 25
Compound td 1000 34
Compound qs 100 5
Compound te 10 10
Compound st 100 5
Compound tf 100 5
Compound pc 50 10
Compound mr 10 5
Compound qo 50 10
Compound ny 5 55
Compound on 10 5
Compound pp 100 10
Compound sr 10 55
Compound pb 100 10
Compound th 100 10
Compound rg 100 10
Compound rj 10 30
Compound sf 100 5
Compound ti 50 5
Compound sx 10 35
Compound mn 10 10
Compound os 5 50
Compound No.1 + Compound rd 50 + 100 60
Compound No.1 + Compound su 50 + 10 85
Compound No.1 + Compound nr 50 + 3 80
Compound No.1 + Compound sg 50 + 0.01 85
Compound No.1 + Compound sd 50 + 50 95
Compound No.1 + Compound oi 50 + 500 85
Compound No.1 + Compound oo 50 + 100 63
Compound No.1 + Compound oz 50 + 100 65
Compound No.1 + Compound pw 50 + 20 70
Compound No.1 + Compound td 50 + 1000 70
Compound No.1 + Compound qs 50 + 100 55
Compound No.1 + Compound te 50 + 10 55
Compound No.1 + Compound st 50 + 100 65
Compound No.1 + Compound tf 50 + 100 70
Compound No.1 + Compound pc 50 + 50 78
Compound No.1 + Compound mr 50 + 10 68
Compound No.1 + Compound qo 50 + 50 55
Compound No.1 + Compound ny 50 + 5 80
Compound No.1 + Compound on 50 + 10 70
Compound No.1 + Compound pp 50 + 100 60
Compound No.1 + Compound sr 50 + 10 85
Compound No.1 + Compound pb 50 + 100 68
Compound No.1 + Compound th 50 + 100 78
Compound No.1 + Compound rg 50 + 100 60
Compound No.1 + Compound rj 50 + 10 75
Compound No.1 + Compound sf 50 + 100 55
Compound No.1 + Compound ti 50 + 50 58
Compound No.1 + Compound sx 50 + 10 78
Compound No.1 + Compound mn 50 + 10 80
Compound No.1 + Compound os 50 + 5 80
Compound No. 4 50 52
Compound No.4 + Compound rd 50 + 100 65
Compound No.4 + Compound su 50 + 10 90
Compound No. 4+ Compound nr 50 + 3 85
Compound No.4 + Compound sg 50 + 0.01 85
Compound No.4 + Compound sd 50 + 50 75
Compound No.4 + Compound oi 50 + 500 85
Compound No.4 + Compound oo 50 + 100 70
Compound No.4 + Compound oz 50 + 100 65
Compound No.4 + Compound pw 50 + 20 75
Compound No.4 + Compound td 50 + 1000 75
Compound No.4 + Compound qs 50 + 100 65
Compound No.4 + Compound te 50 + 10 70
Compound No.4 + Compound st 50 + 100 60
Compound No.4 + Compound tf 50 + 100 60
Compound No.4 + Compound pc 50 + 50 75
Compound No. 4+ Compound mr 50 + 10 65
Compound No.4 + Compound qo 50 + 50 60
Compound No. 4+ Compound ny 50 + 5 85
Compound No.4 + Compound on 50 + 10 70
Compound No.4 + Compound pp 50 + 100 70
Compound No.4 + Compound sr 50 + 10 90
Compound No.4 + Compound pb 50 + 100 65
Compound No. 4 + Compound th 50 + 100 68
Compound No.4 + Compound rg 50 + 100 70
Compound No.4 + Compound rj 50 + 10 73
Compound No.4 + Compound sf 50 + 100 65
Compound No.4 + Compound ti 50 + 50 58
Compound No.4 + Compound sx 50 + 10 73
Compound No.4 + Compound mn 50 + 10 78
Compound No.4 + Compound os 50 + 5 83
Compound No. 5 50 52
Compound No.5 + Compound rd 50 + 100 58
Compound No.5 + Compound su 50 + 10 83
Compound No. 5+ Compound nr 50 + 3 80
Compound No.5 + Compound sg 50 + 0.01 80
Compound No.5 + Compound sd 50 + 50 63
Compound No. 5 + Compound oi 50 + 500 75
Compound No.5 + Compound oo 50 + 100 68
Compound No.5 + Compound oz 50 + 100 68
Compound No.5 + Compound pw 50 + 20 63
Compound No.5 + Compound td 50 + 1000 70
Compound No.5 + Compound qs 50 + 100 60
Compound No. 5+ Compound te 50 + 10 55
Compound No. 5 + Compound st 50 + 100 58
Compound No.5 + Compound tf 50 + 100 58
Compound No.5 + Compound pc 50 + 50 63
Compound No. 5+ Compound mr 50 + 10 58
Compound No.5 + Compound qo 50 + 50 68
Compound No. 5+ Compound ny 50 + 5 88
Compound No. 5+ Compound on 50 + 10 90
Compound No.5 + Compound pp 50 + 100 78
Compound No.5 + Compound sr 50 + 10 78
Compound No.5 + Compound pb 50 + 100 60
Compound No. 5 + Compound th 50 + 100 60
Compound No. 5+ Compound rg 50 + 100 58
Compound No. 5+ Compound rj 50 + 10 68
Compound No.5 + Compound sf 50 + 100 58
Compound No. 5 + Compound ti 50 + 50 50
Compound No.5 + Compound sx 50 + 10 78
Compound No. 5 + Compound mn 50 + 10 63
Compound No.5 + Compound os 50 + 5 78
Compound No. 9 50 45
Compound No. 9 + Compound rd 50 + 100 60
Compound No. 9+ Compound su 50 + 10 93
Compound No. 9+ Compound nr 50 + 3 83
Compound No. 9 + Compound sg 50 + 0.01 83
Compound No. 9+ Compound sd 50 + 50 73
Compound No. 9 + Compound oi 50 + 500 78
Compound No. 9 + Compound oo 50 + 100 68
Compound No. 9 + Compound oz 50 + 100 55
Compound No. 9+ Compound pw 50 + 20 68
Compound No. 9+ Compound td 50 + 1000 73
Compound No. 9 + Compound qs 50 + 100 60
Compound No. 9+ Compound te 50 + 10 58
Compound No. 9 + Compound st 50 + 100 60
Compound No. 9+ Compound tf 50 + 100 73
Compound No. 9 + Compound pc 50 + 50 75
Compound No. 9+ Compound mr 50 + 10 60
Compound No. 9+ Compound qo 50 + 50 68
Compound No. 9+ Compound ny 50 + 5 85
Compound No. 9 + Compound on 50 + 10 58
Compound No. 9 + Compound pp 50 + 100 73
Compound No. 9+ Compound sr 50 + 10 85
Compound No. 9+ Compound pb 50 + 100 63
Compound No. 9 + Compound th 50 + 100 68
Compound No. 9+ Compound rg 50 + 100 68
Compound No. 9+ Compound rj 50 + 10 73
Compound No. 9 + Compound sf 50 + 10 60
Compound No. 9 + Compound ti 50 + 50 58
Compound No. 9 + Compound sx 50 + 10 78
Compound No. 9 + Compound mn 50 + 10 68
Compound No. 9+ Compound os 50 + 5 85
Compound No. 20 50 48
Compound No. 20 + Compound rd 50 + 100 68
Compound No. 20 + Compound su 50 + 10 90
Compound No. 20+ Compound nr 50 + 3 88
Compound No. 20 + Compound sg 50 + 0.01 88
Compound No. 20 + Compound sd 50 + 50 75
Compound No. 20 + Compound oi 50 + 500 83
Compound No. 20 + Compound oo 50 + 100 90
Compound No. 20 + Compound oz 50 + 100 60
Compound No. 20 + Compound pw 50 + 20 73
Compound No. 20 + Compound td 50 + 1000 85
Compound No. 20 + Compound qs 50 + 100 65
Compound No. 20 + Compound te 50 + 10 68
Compound No. 20 + Compound st 50 + 100 68
Compound No. 20 + Compound tf 50 + 100 70
Compound No. 20 + Compound pc 50 + 50 63
Compound No. 20+ Compound mr 50 + 10 63
Compound No. 20+ Compound qo 50 + 50 60
Compound No. 20+ Compound ny 50 + 5 88
Compound No. 20 + Compound on 50 + 10 65
Compound No. 20 + Compound pp 50 + 100 63
Compound No. 20 + Compound sr 50 + 10 80
Compound No. 20 + Compound pb 50 + 100 70
Compound No. 20 + Compound th 50 + 100 65
Compound No. 20 + Compound rg 50 + 100 73
Compound No. 20+ Compound rj 50 + 10 68
Compound No. 20 + Compound sf 50 + 100 65
Compound No. 20 + Compound ti 50 + 50 68
Compound No. 20 + Compound sx 50 + 10 78
Compound No. 20+ Compound mn 50 + 10 78
Compound No. 20+ Compound os 50 + 5 95
Compound No. 33 50 30
Compound No. 33 + Compound rd 50 + 100 50
Compound No. 33 + Compound su 50 + 10 80
Compound No. 33+ Compound nr 50 + 3 75
Compound No. 33 + Compound sg 50 + 0.01 80
Compound No. 33 + Compound sd 50 + 50 75
Compound No. 33 + Compound oi 50 + 500 65
Compound No. 33 + Compound oo 50 + 100 63
Compound No. 33 + Compound oz 50 + 100 48
Compound No. 33+ Compound pw 50 + 20 53
Compound No. 33 + Compound td 50 + 1000 83
Compound No. 33+ Compound qs 50 + 100 48
Compound No. 33 + Compound te 50 + 10 48
Compound No. 33 + Compound st 50 + 100 45
Compound No. 33+ Compound tf 50 + 100 53
Compound No. 33 + Compound pc 50 + 50 45
Compound No. 33+ Compound mr 50 + 10 48
Compound No. 33+ Compound qo 50 + 50 55
Compound No. 33+ Compound ny 50 + 5 70
Compound No. 33+ Compound on 50 + 1 75
Compound No. 33 + Compound pp 50 + 100 38
Compound No. 33+ Compound sr 50 + 10 78
Compound No. 33+ Compound pb 50 + 100 55
Compound No. 33 + Compound th 50 + 100 45
Compound No. 33+ Compound rg 50 + 100 43
Compound No. 33+ Compound rj 50 + 10 68
Compound No. 33 + Compound sf 50 + 100 65
Compound No. 33+ Compound ti 50 + 5 78
Compound No. 33 + Compound sx 50 + 10 65
Compound No. 33 + Compound mn 50 + 10 65
Compound No. 33+ Compound os 50 + 5 78
Compound No. 43 10 52
Compound No. 43+ Compound rd 10 + 100 63
Compound No. 43+ Compound su 10 + 10 93
Compound No. 43+ Compound nr 10 + 3 85
Compound No. 43 + Compound sg 10 + 0.01 95
Compound No. 43+ Compound sd 10 + 50 78
Compound No. 43 + Compound oi 10 + 500 88
Compound No. 43 + Compound oo 10 + 100 100
Compound No. 43 + Compound oz 10 + 100 68
Compound No. 43+ Compound pw 10 + 20 78
Compound No. 43+ Compound td 10 + 1000 78
Compound No. 43+ Compound qs 10 + 100 68
Compound No. 43+ Compound te 10 + 10 70
Compound No. 43 + Compound st 10 + 100 74
Compound No. 43+ Compound tf 10 + 100 60
Compound No. 43 + Compound pc 10 + 50 68
Compound No. 43+ Compound mr 10 + 10 88
Compound No. 43+ Compound qo 10 + 50 80
Compound No. 43+ Compound ny 10 + 5 85
Compound No. 43+ Compound on 10 + 10 85
Compound No. 43+ Compound pp 10 + 100 65
Compound No. 43+ Compound sr 10 + 10 80
Compound No. 43+ Compound pb 10 + 100 70
Compound No. 43 + Compound th 10 + 100 74
Compound No. 43+ Compound rg 10 + 100 70
Compound No. 43+ Compound rj 10 + 10 75
Compound No. 43 + Compound sf 10 + 100 60
Compound No. 43+ Compound ti 10 + 50 85
Compound No. 43+ Compound sx 10 + 10 75
Compound No. 43+ Compound mn 10 + 10 65
Compound No. 43+ Compound os 10 + 5 90
Compound No. 44 10 48
Compound No.44 + Compound rd 10 + 100 75
Compound No.44 + Compound su 10 + 10 100
Compound No. 44+ Compound nr 10 + 3 88
Compound No.44 + Compound sg 10 + 0.01 85
Compound No.44 + Compound sd 10 + 50 78
Compound No. 44 + Compound oi 10 + 500 78
Compound No.44 + Compound oo 10 + 100 75
Compound No. 44 + Compound oz 10 + 100 75
Compound No.44 + Compound pw 10 + 20 68
Compound No.44 + Compound td 10 + 1000 73
Compound No.44 + Compound qs 10 + 100 65
Compound No. 44 + Compound te 10 + 10 58
Compound No. 44 + Compound st 10 + 100 58
Compound No.44 + Compound tf 10 + 100 60
Compound No. 44 + Compound pc 10 + 50 68
Compound No. 44+ Compound mr 10 + 10 58
Compound No. 44+ Compound qo 10 + 50 63
Compound No. 44+ Compound ny 10 + 5 80
Compound No. 44 + Compound on 10 + 10 60
Compound No.44 + Compound pp 10 + 100 68
Compound No.44 + Compound sr 10 + 10 85
Compound No. 44+ Compound pb 10 + 100 63
Compound No. 44 + Compound th 10 + 100 80
Compound No. 44+ Compound rg 10 + 100 85
Compound No. 44+ Compound rj 10 + 10 75
Compound No.44 + Compound sf 10 + 100 65
Compound No. 44+ Compound ti 10 + 50 88
Compound No.44 + Compound sx 10 + 10 73
Compound No. 44+ Compound mn 10 + 10 78
Compound No.44 + Compound os 10 + 5 85
Compound No. 45 50 33
Compound No. 45 + Compound rd 50 + 100 70
Compound No. 45+ Compound su 50 + 10 85
Compound No. 45+ Compound nr 50 + 3 78
Compound No. 45 + Compound sg 50 + 0.01 85
Compound No. 45+ Compound sd 50 + 50 65
Compound No. 45 + Compound oi 50 + 500 80
Compound No. 45 + Compound oo 50 + 100 55
Compound No. 45 + Compound oz 50 + 100 55
Compound No. 45+ Compound pw 50 + 20 68
Compound No. 45+ Compound td 50 + 1000 78
Compound No. 45+ Compound qs 50 + 100 90
Compound No. 45+ Compound te 50 + 10 95
Compound No. 45 + Compound st 50 + 100 68
Compound No. 45+ Compound tf 50 + 100 75
Compound No. 45 + Compound pc 50 + 50 75
Compound No. 45+ Compound mr 50 + 10 83
Compound No. 45+ Compound qo 50 + 50 88
Compound No. 45+ Compound ny 50 + 5 75
Compound No. 45+ Compound on 50 + 10 58
Compound No. 45+ Compound pp 50 + 100 70
Compound No. 45+ Compound sr 50 + 10 88
Compound No. 45+ Compound pb 50 + 100 100
Compound No. 45 + Compound th 50 + 100 58
Compound No. 45+ Compound rg 50 + 100 60
Compound No. 45+ Compound rj 50 + 10 78
Compound No. 45 + Compound sf 50 + 100 80
Compound No. 45+ Compound ti 50 + 50 75
Compound No. 45 + Compound sx 50 + 10 68
Compound No. 45+ Compound mn 50 + 10 60
Compound No. 45+ Compound os 50 + 5 75
Compound No. 48 50 45
Compound No. 48+ Compound rd 50 + 100 88
Compound No. 48+ Compound su 50 + 10 88
Compound No. 48+ Compound nr 50 + 3 80
Compound No. 48 + Compound sg 50 + 0.01 85
Compound No. 48+ Compound sd 50 + 50 68
Compound No. 48 + Compound oi 50 + 500 88
Compound No. 48 + Compound oo 50 + 100 65
Compound No. 48 + Compound oz 50 + 100 88
Compound No. 48+ Compound pw 50 + 20 75
Compound No. 48+ Compound td 50 + 1000 75
Compound No. 48+ Compound qs 50 + 100 65
Compound No. 48+ Compound te 50 + 10 83
Compound No. 48 + Compound st 50 + 100 80
Compound No. 48+ Compound tf 50 + 100 70
Compound No. 48 + Compound pc 50 + 50 65
Compound No. 48+ Compound mr 50 + 10 60
Compound No. 48+ Compound qo 50 + 50 65
Compound No. 48+ Compound ny 50 + 5 78
Compound No. 48+ Compound on 50 + 10 88
Compound No. 48+ Compound pp 50 + 100 95
Compound No. 48+ Compound sr 50 + 10 98
Compound No. 48+ Compound pb 50 + 100 65
Compound No. 48 + Compound th 50 + 100 55
Compound No. 48+ Compound rg 50 + 100 70
Compound No. 48+ Compound rj 50 + 10 70
Compound No. 48+ Compound sf 50 + 100 58
Compound No. 48+ Compound ti 50 + 50 55
Compound No. 48+ Compound sx 50 + 10 75
Compound No. 48+ Compound mn 50 + 10 70
Compound No. 48+ Compound os 50 + 5 80
Compound No. 49 50 53
Compound No. 49 + Compound rd 50 + 100 68
Compound No. 49 + Compound su 50 + 10 90
Compound No. 49+ Compound nr 50 + 3 83
Compound No. 49 + Compound sg 50 + 0.01 88
Compound No. 49 + Compound sd 50 + 50 78
Compound No. 49 + Compound oi 50 + 500 78
Compound No. 49 + Compound oo 50 + 100 68
Compound No. 49 + Compound oz 50 + 100 70
Compound No. 49 + Compound pw 50 + 20 68
Compound No. 49 + Compound td 50 + 1000 75
Compound No. 49 + Compound qs 50 + 100 60
Compound No. 49 + Compound te 50 + 10 83
Compound No. 49 + Compound st 50 + 100 80
Compound No. 49 + Compound tf 50 + 100 85
Compound No. 49 + Compound pc 50 + 50 68
Compound No. 49+ Compound mr 50 + 10 63
Compound No. 49 + Compound qo 50 + 50 65
Compound No. 49+ Compound ny 50 + 5 85
Compound No. 49 + Compound on 50 + 10 80
Compound No. 49 + Compound pp 50 + 100 85
Compound No. 49 + Compound sr 50 + 10 100
Compound No. 49 + Compound pb 50 + 100 68
Compound No. 49 + Compound th 50 + 100 68
Compound No. 49 + Compound rg 50 + 100 75
Compound No. 49+ Compound rj 50 + 10 83
Compound No. 49 + Compound sf 50 + 100 70
Compound No. 49 + Compound ti 50 + 50 68
Compound No. 49 + Compound sx 50 + 10 78
Compound No. 49 + Compound mn 50 + 10 78
Compound No. 49 + Compound os 50 + 5 83
Compound No. 51 10 53
Compound No. 51 + Compound rd 10 + 100 65
Compound No. 51 + Compound su 10 + 10 98
Compound No. 51+ Compound nr 10 + 3 85
Compound No. 51 + Compound sg 10 + 0.01 100
Compound No. 51 + Compound sd 10 + 50 80
Compound No. 51 + Compound oi 10 + 500 88
Compound No. 51 + Compound oo 10 + 100 78
Compound No. 51 + Compound oz 10 + 100 68
Compound No. 51 + Compound pw 10 + 20 75
Compound No. 51 + Compound td 10 + 1000 78
Compound No. 51 + Compound qs 10 + 100 60
Compound No. 51 + Compound te 10 + 10 68
Compound No. 51 + Compound st 10 + 100 75
Compound No. 51 + Compound tf 10 + 100 70
Compound No. 51 + Compound pc 10 + 50 78
Compound No. 51+ Compound mr 10 + 10 65
Compound No. 51+ Compound qo 10 + 50 70
Compound No. 51+ Compound ny 10 + 5 83
Compound No. 51 + Compound on 10 + 10 78
Compound No. 51 + Compound pp 10 + 100 68
Compound No. 51 + Compound sr 10 + 10 78
Compound No. 51+ Compound pb 10 + 10 65
Compound No. 51 + Compound th 10 + 100 68
Compound No. 51 + Compound rg 10 + 100 63
Compound No. 51+ Compound rj 10 + 10 78
Compound No. 51 + Compound sf 10 + 100 68
Compound No. 51 + Compound ti 10 + 50 85
Compound No. 51 + Compound sx 10 + 10 75
Compound No. 51 + Compound mn 10 + 10 70
Compound No. 51 + Compound os 10 + 5 88
Compound No. 52 50 58
Compound No. 52 + Compound rd 50 + 100 70
Compound No. 52 + Compound su 50 + 10 88
Compound No. 52+ Compound nr 50 + 3 95
Compound No. 52 + Compound sg 50 + 0.01 90
Compound No.52 + Compound sd 50 + 50 85
Compound No. 52 + Compound oi 50 + 500 100
Compound No. 52 + Compound oo 50 + 100 78
Compound No. 52 + Compound oz 50 + 100 78
Compound No.52 + Compound pw 50 + 20 78
Compound No. 52 + Compound td 50 + 1000 78
Compound No. 52 + Compound qs 50 + 100 68
Compound No. 52 + Compound te 50 + 10 85
Compound No. 52 + Compound st 50 + 100 78
Compound No. 52 + Compound tf 50 + 100 75
Compound No. 52 + Compound pc 50 + 50 70
Compound No. 52+ Compound mr 50 + 10 85
Compound No. 52+ Compound qo 50 + 50 88
Compound No. 52 + Compound ny 50 + 5 85
Compound No. 52 + Compound on 50 + 10 78
Compound No.52 + Compound pp 50 + 100 78
Compound No. 52 + Compound sr 50 + 10 90
Compound No. 52 + Compound pb 50 + 100 100
Compound No. 52 + Compound th 50 + 100 78
Compound No. 52 + Compound rg 50 + 100 85
Compound No. 52+ Compound rj 50 + 10 88
Compound No. 52 + Compound sf 50 + 100 75
Compound No. 52 + Compound ti 50 + 50 85
Compound No.52 + Compound sx 50 + 10 78
Compound No. 52 + Compound mn 50 + 10 85
Compound No. 52 + Compound os 50 + 5 85
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  The composition of the present invention and the method of the present invention can be used for controlling various pests.

Claims (12)

1 type or 2 or more types of compounds chosen from the isoxazoline substituted benzamide compound and its salt represented by the following formula (1), and 1 type or 2 or more types of compounds chosen from the following compound group A Insecticidal, acaricidal, nematicidal, molluscicidal, bactericidal or bactericidal compositions.
Formula (1):

[Where A ¹ , A ² And A ^Three Each independently represents a carbon atom or a nitrogen atom;
G represents a benzene ring, a nitrogen-containing 6-membered aromatic heterocycle, a furan ring, a thiophene ring or a 5-membered aromatic heterocycle containing two or more heteroatoms selected from an oxygen atom, a sulfur atom and a nitrogen atom;
W represents an oxygen atom or a sulfur atom,
X is a halogen atom, nitro, azide, -SCN, -SF _Five , Cyano, C ₁ ~ C ₆ Alkyl, R ^Four Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ^Four Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E1-E19, C ₂ ~ C ₆ Alkenyl, R ^Four Optionally replaced by (C ₂ ~ C ₆ ) Alkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C ₂ ~ C ₆ Alkynyl, R ^Four Optionally replaced by (C ₂ ~ C ₆ ) Alkynyl, -OH, -OR ^Five , -OS (O) ₂ R ^Five , -SH, -S (O) _r R ^Five , -N (R ⁷ ) R ⁶ , -N = C (R ^7a ) R ^6a , -C (O) R ⁸ , -C (R ⁸ ) = NOH, -C (R ⁸ ) = NOR ⁹ , M3, M13, M30, -C (O) OR ⁹ , -C (O) SR ⁹ , -C (O) NH ₂ , -C (O) N (R ^Ten ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ^Ten ) R ⁹ , M23 to M26, M28, M29, -S (O) ₂ OR ⁹ , -S (O) ₂ NH ₂ , -S (O) ₂ N (R ^Ten ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ¹¹ , Phenyl, (Z) _p1 Each of X may be the same as or different from each other when m represents an integer of 2 or more.
Furthermore, when two Xs are adjacent, the two adjacent Xs are -CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ O-, -CH ₂ OCH ₂ -, -OCH ₂ O-, -CH ₂ CH ₂ S-, -CH ₂ SCH ₂ -, -CH ₂ CH ₂ N (R ¹² )-, -CH ₂ N (R ¹² ) CH ₂ -, -CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH ₂ -, -CH ₂ OCH ₂ O-, -OCH ₂ CH ₂ O-, -OCH ₂ CH ₂ S-, -CH ₂ CH = CH-, -OCH = CH-, -SCH = CH-, -N (R ¹² ) CH = CH-, -OCH = N-, -SCH = N-, -N (R ¹² ) CH = N-, -N (R ¹² ) N = CH-, -CH = CHCH = CH-, -OCH ₂ By forming CH = CH-, -N = CHCH = CH-, -N = CHCH = N- or -N = CHN = CH-, a 5-membered ring or 6 A hydrogen atom bonded to each carbon atom forming the ring may be optionally substituted with Z, and further substituted with two or more Z at the same time. Each Z may be the same as or different from each other,
Y is a halogen atom, nitro, azide, -SCN, -SF _Five , Cyano, C ₁ ~ C ₆ Alkyl, R ^Four Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ^Four Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E1-E18, C ₂ ~ C ₆ Alkynyl, R ^Four Optionally replaced by (C ₂ ~ C ₆ ) Alkynyl, -OH, -OR ^Five , -OS (O) ₂ R ^Five , -SH, -S (O) _r R ^Five , -NH ₂ , -N (R ⁷ ) R ⁶ , -N (R ⁷ ) C (O) R ^8a , -N = C (R ^7a ) R ^6a , -C (O) NH ₂ , -C (O) N (R ^Ten ) R ⁹ , -C (S) NH ₂ , -C (S) N (R ^Ten ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ¹¹ , Phenyl, (Z) _p1 Each of Y may be the same as or different from each other, when n represents an integer of 2 or more,
Furthermore, when two Ys are adjacent, the two adjacent Ys are -CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ O-, -CH ₂ OCH ₂ -, -OCH ₂ O-, -CH ₂ CH ₂ S-, -CH ₂ SCH ₂ -, -SCH ₂ S-, -CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH ₂ -, -CH ₂ OCH ₂ O-, -OCH ₂ CH ₂ O-, -OCH ₂ CH ₂ S-, -SCH ₂ CH ₂ By forming S-, -OCH = N- or -SCH = N-, a 5-membered ring or a 6-membered ring may be formed together with the carbon atom to which each of two Ys is bonded. The hydrogen atom bonded to each carbon atom to be formed may be arbitrarily substituted with Z, and when simultaneously substituted with two or more Z, each Z may be the same as each other or They may be different,
R ¹ Is a hydrogen atom, cyano, C ₁ ~ C ₁₂ Alkyl, R ¹³ Optionally replaced by (C ₁ ~ C ₁₂ ) Alkyl, C _Three ~ C ₁₂ Cycloalkyl, R ¹³ Optionally replaced by (C _Three ~ C ₁₂ ) Cycloalkyl, E2-E6, E9, E12-E15, E18, C ₂ ~ C ₁₂ Alkenyl, R ¹³ Optionally replaced by (C ₂ ~ C ₁₂ ) Alkenyl, C _Five ~ C ₁₄ Cycloalkenyl, C _Five ~ C ₁₄ Halocycloalkenyl, C _Three ~ C ₁₂ Alkynyl, R ¹³ Optionally replaced by (C _Three ~ C ₁₂ ) Alkynyl, -C (O) R ¹⁴ , -C (R ¹⁴ ) = NOH, -C (R ¹⁴ ) = NOR ¹⁵ , M3, M13, M30, -C (R ¹⁴ ) = NN (R ¹⁷ ) R ¹⁶ , -C (O) OR ¹⁵ , -C (O) SR ¹⁵ , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ¹⁵ , -C (S) SR ¹⁵ , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (= NR ¹⁶ ) OR ¹⁵ , -C (= NOR ¹⁵ ) OR ¹⁵ , M7, M17, M23, M26, -C (= NR ¹⁶ SR ¹⁵ , M9, M19, M24, M28, -C (= NR ¹⁶ ) N (R ¹⁷ ) R ¹⁶ , -C (= NCN) N (R ¹⁷ ) R ¹⁶ , -C (= NOR ¹⁵ ) N (R ¹⁷ ) R ¹⁶ , -C (= NNO ₂ ) N (R ¹⁷ ) R ¹⁶ , M11, M21, M25, M29, -OR ¹⁵ , -SR ¹⁵ , -S (O) ₂ R ¹⁵ , -S (O) ₂ N (R ¹⁷ ) R ¹⁶ , -N (R ¹⁷ ) R ¹⁶ , -N = C (R ^17a ) R ^16a , -C (O) ON = C (R ^17a ) R ^16a , -SN (R ¹⁹ ) R ¹⁸ , Phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ² Is a hydrogen atom, cyano, C ₁ ~ C ₁₂ Alkyl, R ^13a Optionally replaced by (C ₁ ~ C ₁₂ ) Alkyl, C _Three ~ C ₁₂ Cycloalkyl, C _Three ~ C ₁₂ Alkenyl, C _Three ~ C ₁₂ Haloalkenyl, C _Five ~ C ₁₄ Cycloalkenyl, C _Five ~ C ₁₄ Halocycloalkenyl, C _Three ~ C ₁₂ Alkynyl, C _Three ~ C ₁₂ Haloalkynyl, -C (O) R ^14a , -C (O) OR ^15a , -C (O) SR ^15a , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ^15a , -C (S) SR ^15a , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (O) C (O) OR ^15a , -OR ¹⁵ , -SR ¹⁵ , -N (R ¹⁷ ) R ¹⁶ , -N = C (R ^17a ) R ^16a , -S (O) ₂ R ^15a , -S (O) ₂ N (R ¹⁷ ) R ¹⁶ , -SN (R ¹⁹ ) R ¹⁸ , Phenyl or (Z) _p1 Represents phenyl substituted by or R ² Is R ¹ Together with = C (R ^2a ) R ^1a Or R ² And R ¹ Together with C ₂ ~ C ₇ By forming an alkylene chain, R ¹ And R ² Represents that a 3- to 8-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, C ₁ ~ C ₆ Alkoxy (C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group, C ₁ ~ C ₆ Haloalkylcarbonyl group, C ₁ ~ C ₆ Alkoxycarbonyl group, C ₁ ~ C ₆ Haloalkoxycarbonyl group, C ₁ ~ C ₆ Alkylaminocarbonyl group, C ₁ ~ C ₆ Haloalkylaminocarbonyl group, phenyl group, (Z) _p1 Optionally substituted by a phenyl group, a D32 group, a D33 group, a D34 group, a D35 group, an oxo group or a thioxo group substituted by
Further alternatively, when substituent Y is present at the adjacent position, R ² Together with Y-CH ₂ -, -CH ₂ CH ₂ -, -CH ₂ O-, -CH ₂ S-, -CH ₂ N (R ⁶ )-, -CH = CH- or -CH = N- ² And Y may form a 5-membered ring or a 6-membered ring together with the atoms to which each is bonded, and in this case, a hydrogen atom bonded to each carbon atom forming the ring is a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, C ₁ ~ C ₆ Alkylidene group, C ₁ ~ C ₆ Optionally substituted by a haloalkylidene group, an oxo group or a thioxo group,
R ^1a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, -OR ¹⁵ , -SR ¹⁵ , -S (O) ₂ R ¹⁵ Or -N (R ^17b ) R ^16b Represents
R ^2a R ¹⁴ , -OR ^15a , -SR ^15a , -SC (O) R ^14a , -SC (O) OR ^15a Or -N (R ^17c ) R ^16c Or R ^2a Is R ^1a Together with C _Four ~ C _Five Alkylene chain or C _Four ~ C _Five By forming an alkenylene chain, R ^1a And R ^2a Represents that a 5- to 6-membered ring may be formed together with the carbon atom to which is bonded, and in this case, the alkylene chain or alkenylene chain may contain 1 to 3 oxygen atoms, sulfur atoms or nitrogen atoms, and a halogen atom , Nitro group, cyano group, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, C ₁ ~ C ₆ Alkoxy group, C ₁ ~ C ₆ Haloalkoxy group, C ₁ ~ C ₆ Alkylthio group, C ₁ ~ C ₆ Haloalkylthio group or R ^17c Optionally substituted by a group,
R ^Three Is a halogen atom, cyano, C ₁ ~ C ₆ Alkyl, R ^Four Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ^Four Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E1-E19, C _Three ~ C ₆ Alkenyl, R ^Four Optionally replaced by (C ₂ ~ C ₆ ) Alkenyl, C _Three ~ C ₆ Alkynyl, R ^Four Optionally replaced by (C ₂ ~ C ₆ ) Alkynyl, -OR ^Five , -S (O) _r R ^Five , -N (R ^Ten ) R ⁹ , -C (O) R ⁸ , -C (R ⁸ ) = NOH, -C (R ⁸ ) = NOR ⁹ , M3, M13, M30, -C (O) OR ⁹ , -C (O) SR ⁹ , -C (O) NH ₂ , -C (O) N (R ^Ten ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ^Ten ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
D1 to D38 each represent an aromatic heterocycle represented by the following structural formula;

Z is a halogen atom, nitro, cyano, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfinyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylsulfinyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Halocycloalkyl, -OH, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, C ₁ ~ C ₆ Alkylsulfonyloxy, C ₁ ~ C ₆ Haloalkylsulfonyloxy, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Haloalkylthio, C ₁ ~ C ₆ Alkylsulfinyl, C ₁ ~ C ₆ Haloalkylsulfinyl, C ₁ ~ C ₆ Alkylsulfonyl, C ₁ ~ C ₆ Haloalkylsulfonyl, -NH ₂ , C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C ₆ Alkyl) amino, C ₁ ~ C ₆ Alkoxycarbonyl, C ₁ ~ C ₆ Haloalkoxycarbonyl, -C (O) NH ₂ , C ₁ ~ C ₆ Alkylaminocarbonyl, C ₁ ~ C ₆ Haloalkylaminocarbonyl, di (C ₁ ~ C ₆ Alkyl) aminocarbonyl, -C (S) NH ₂ , -S (O) ₂ NH ₂ , C ₁ ~ C ₆ Alkylaminosulfonyl, di (C ₁ ~ C ₆ Alkyl) aminosulfonyl, phenyl or phenyl optionally substituted with a halogen atom, and when p1, p2, p3 or p4 represents an integer of 2 or more, each Z may be the same as or different from each other You can,
Furthermore, when two Zs are adjacent, the two adjacent Zs are -CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ O-, -CH ₂ OCH ₂ -, -OCH ₂ O-, -CH ₂ CH ₂ S-, -CH ₂ SCH ₂ -, -CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ CH ₂ CH ₂ O-, -CH ₂ CH ₂ OCH ₂ -, -CH ₂ OCH ₂ O-, -OCH ₂ CH ₂ O-, -CH ₂ CH ₂ CH ₂ S-, -OCH ₂ CH ₂ By forming S— or —CH═CH—CH═CH—, a 5-membered ring or a 6-membered ring may be formed together with the carbon atom to which each of two Z's is bonded. The hydrogen atom bonded to each carbon atom is a halogen atom, cyano group, nitro group, C ₁ ~ C _Four Alkyl group, C ₁ ~ C _Four Haloalkyl group, C ₁ ~ C _Four An alkoxy group or C ₁ ~ C _Four Optionally substituted with an alkylthio group,
E1 to E19 each represent a saturated heterocyclic ring represented by the following structural formula;

R ^Four Is a halogen atom, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E1-E19, -OH, -OR ^Five , -SH, -S (O) _r R ^Five , -N (R ⁷ ) R ⁶ , -N (R ⁷ ) C (O) R ^8a , -C (O) OR ⁹ , -C (O) N (R ^Ten ) R ⁹ , -Si (R ^11a ) (R ^11b ) R ¹¹ , Phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ^Five C ₁ ~ C ₆ Alkyl, R ^{twenty three} Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ^{twenty three} Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E2-E6, E12-E15, E18, C ₂ ~ C ₆ Alkenyl, R ^{twenty three} Optionally replaced by (C ₂ ~ C ₆ ) Alkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl, R ^{twenty three} Optionally replaced by (C _Three ~ C ₆ Alkynyl, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, phenyl, (Z) _p1 Represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38, substituted by
R ⁶ C ₁ ~ C ₆ Alkyl, R ^{twenty three} Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, -C (O) R ⁸ , -C (O) OR ⁹ , -C (O) SR ⁹ , -C (O) NH ₂ , -C (O) N (R ^Ten ) R ⁹ , -C (S) OR ⁹ , -C (S) SR ⁹ , -C (S) NH ₂ , -C (S) N (R ^Ten ) R ⁹ , -C (O) C (O) R ⁹ , -C (O) C (O) OR ⁹ , -OH, -S (O) ₂ R ⁹ , -S (O) ₂ N (R ^Ten ) R ⁹ , -P (O) (OR ²⁰ ) ₂ Or -P (S) (OR ²⁰ ) ₂ Represents
R ⁷ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ^{twenty three} Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, -CHO, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl or C ₁ ~ C ₆ Represents alkoxycarbonyl or R ⁷ Is R ⁶ Together with C ₂ ~ C ₆ By forming an alkylene chain, R ⁶ And R ⁷ Represents that it may form a 3- to 7-membered ring together with the nitrogen atom to which is bonded, and in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Optionally substituted by a haloalkyl group, an oxo group or a thioxo group,
R ^6a C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, C _Three ~ C ₆ Alkenyloxy, phenoxy or (Z) _p1 Represents phenoxy substituted by
R ^7a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Alkenyl, phenyl or (Z) _p1 Represents phenyl substituted by or R ^7a Is R ^6a Together with C _Four ~ C ₆ By forming an alkylene chain, R ^6a And R ^7a Represents that it may form a 5- to 7-membered ring together with the carbon atom to which is bonded, and this alkylene chain may contain one oxygen atom or one sulfur atom,
R ⁸ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ^{twenty three} Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E4-E6, E12-E14, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl or C _Three ~ C ₆ Represents haloalkynyl,
R ^8a Is phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ⁹ C ₁ ~ C ₆ Alkyl, R ^{twenty three} Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E2-E6, E12-E19, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ^Ten Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Cycloalkyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkylthio (C ₁ ~ C _Four ) Alkyl, cyano (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₆ Alkenyl or C _Three ~ C ₆ Represents alkynyl or R ^Ten Is R ⁹ Together with C ₂ ~ C ₆ By forming an alkylene chain, R ⁹ And R ^Ten Represents that it may form a 3- to 7-membered ring together with the nitrogen atom to which is bonded, and in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ¹¹ C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C ₆ Alkoxy, phenyl or (Z) _p1 Represents phenyl substituted by
R ^11a And R ^11b Are each independently C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl or C ₁ ~ C ₆ Represents alkoxy,
R ¹² Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C ₆ Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Alkoxycarbonyl, C ₁ ~ C ₆ Haloalkoxycarbonyl, phenyl or (Z) _p1 Represents phenyl substituted by
In addition, R ¹² If Z is adjacent to ¹² And Z are -CH ₂ CH ₂ CH ₂ CH ₂ -, -CH = CH-CH = CH-, -N = CH-CH = CH-, -CH = N-CH = CH-, -CH = CH-N = CH- or -CH = CH-CH = N -By forming R ¹² And Z may form a 6-membered ring together with the atoms to which Z is bonded. At this time, the hydrogen atom bonded to each carbon atom forming the ring is a halogen atom, C ₁ ~ C _Four Alkyl group or C ₁ ~ C _Four Optionally substituted by a haloalkyl group,
R ¹³ And R ^13a Each independently represents a halogen atom, nitro, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, hydroxy (C _Three ~ C ₈ ) Cycloalkyl, C ₁ ~ C _Four Alkoxy (C _Three ~ C ₈ ) Cycloalkyl, E1-E19, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, -OR ^{twenty four} , -N (R ^{twenty five} ) R ^{twenty four} , -SH, -S (O) _r R ²⁶ , -C (O) R ²⁷ , -C (R ²⁷ ) = NOH, -C (R ²⁷ ) = NOR ²⁸ , -C (O) OH, -C (O) OR ²⁸ , -C (O) SR ²⁸ , -C (O) NH ₂ , -C (O) N (R ²⁹ ) R ²⁸ , -C (O) N (R ²⁹ ) OR ²⁸ , -C (O) N (R ²⁹ ) N (R ^28a ) R ²⁸ , -C (O) C (O) OR ²⁸ , -C (S) OR ²⁸ , -C (S) SR ²⁸ , -C (S) NH ₂ , -C (S) N (R ²⁹ ) R ²⁸ , -C (= NR ²⁹ ) OR ²⁸ , -C (= NR ²⁹ SR ²⁸ , -C (= NR ²⁹ ) N (R ^28a ) R ²⁸ , -C (= NOR ²⁸ ) N (R ^28a ) R ²⁸ , -S (O) ₂ OH, -S (O) ₂ NH ₂ , -S (O) ₂ N (R ²⁹ ) R ²⁸ , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , -P (phenyl) ₂ , -P (O) (phenyl) ₂ , M1-M30, phenyl, (Z) _p1 Represents phenyl, naphthyl or D1-D38 substituted by
M1 to M30 each represents a partially saturated heterocyclic ring represented by the following structural formula,

R ¹⁴ And R ^14a Each independently represents a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E3-E6, E12-E14, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C ₂ ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl, naphthyl or D1-D38 substituted by
R ¹⁵ And R ^15a Are each independently C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E2-E6, E12-E19, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38, substituted by
R ¹⁶ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E2-E6, E12-E19, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C _Three ~ C ₆ Alkynyl, C ₂ ~ C ₆ Haloalkynyl, -C (O) R ²⁷ , -C (O) OR ²⁸ , -C (O) SR ²⁸ , -C (O) NH ₂ , -C (O) N (R ²⁹ ) R ²⁸ , -C (S) R ²⁷ , -C (S) OR ²⁸ , -C (S) SR ²⁸ , -C (S) NH ₂ , -C (S) N (R ²⁹ ) R ²⁸ , -S (O) ₂ R ²⁸ , -S (O) ₂ NH ₂ , -S (O) ₂ N (R ²⁹ ) R ²⁸ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ¹⁷ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Cycloalkyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Haloalkylsulfonyl (C ₁ ~ C _Four ) Alkyl, cyano (C ₁ ~ C ₆ ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl or C _Three ~ C ₆ Represents haloalkynyl or R ¹⁷ Is R ¹⁶ Together with C ₂ ~ C ₆ By forming an alkylene chain, R ¹⁶ And R ¹⁷ Represents that it may form a 3- to 7-membered ring together with the nitrogen atom to which is bonded, and in this case, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E1-E19, phenyl (C ₂ ~ C _Four ) Alkenyl, di (C ₁ ~ C ₆ Alkyl) amino, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ^17a Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Alkylthio or di (C ₁ ~ C ₆ Alkyl) amino or R ^17a Is R ^16a Together with C _Three ~ C _Five By forming an alkylene chain, R ^16a And R ^17a Represents a 4- to 6-membered ring together with the carbon atom to which is bonded, wherein the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16b Is a hydrogen atom, C ₁ ~ C ₆ Alkyl or C ₁ ~ C ₆ Represents haloalkyl,
R ^17b Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl or R ^17b Is R ^16b Together with C _Three ~ C _Five By forming an alkylene chain, R ^16b And R ^17b Represents a 4- to 6-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain an oxygen atom, a sulfur atom or a nitrogen atom, and C ₁ ~ C ₆ Alkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ^16c Is a hydrogen atom, nitro, cyano, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Alkynyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, -NH ₂ , C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C ₆ Alkyl) amino, -NHC (O) R ²⁷ , -NHC (O) OR ²⁸ , -NHC (O) SR ²⁸ , -NHC (O) NH ₂ , -NHC (O) N (R ²⁹ ) R ²⁸ , -NHC (S) OR ²⁸ , -NHC (S) SR ²⁸ , -NHC (S) NH ₂ , -NHC (S) N (R ²⁹ ) R ²⁸ , -NHS (O) ₂ R ²⁸ , -NHS (O) ₂ NH ₂ Or -NHS (O) ₂ N (R ²⁹ ) R ²⁸ Represents
R ^17c Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl or R ^17c Is R ^16c Together with C _Three ~ C _Five By forming an alkylene chain, R ^16c And R ^17c Represents a 4- to 6-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain an oxygen atom, a sulfur atom or a nitrogen atom, and C ₁ ~ C ₆ Alkyl group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group or C ₁ ~ C ₆ Optionally substituted by an alkoxycarbonyl group,
R ¹⁸ C ₁ ~ C ₁₂ Alkyl, C ₁ ~ C ₁₂ Haloalkyl, C ₁ ~ C ₁₂ Alkoxy (C ₁ ~ C ₁₂ ) Alkyl, cyano (C ₁ ~ C ₁₂ ) Alkyl, C ₁ ~ C ₁₂ Alkoxycarbonyl (C ₁ ~ C ₁₂ ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₁₂ Alkenyl, C _Three ~ C ₁₂ Haloalkenyl, C _Three ~ C ₁₂ Alkynyl, C _Three ~ C ₁₂ Haloalkynyl, C ₁ ~ C ₁₂ Alkylcarbonyl, C ₁ ~ C ₁₂ Alkoxycarbonyl, -C (O) ON = C (CH _Three ) SCH _Three , -C (O) ON = C (SCH _Three ) C (O) N (CH _Three ) ₂ , Phenyl or (Z) _p1 Represents phenyl substituted by
R ¹⁹ C ₁ ~ C ₁₂ Alkyl, C ₁ ~ C ₁₂ Haloalkyl, C ₁ ~ C ₁₂ Alkoxy (C ₁ ~ C ₁₂ ) Alkyl, cyano (C ₁ ~ C ₁₂ ) Alkyl, C ₁ ~ C ₁₂ Alkoxycarbonyl (C ₁ ~ C ₁₂ ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₁₂ Alkenyl, C _Three ~ C ₁₂ Haloalkenyl, C _Three ~ C ₁₂ Alkynyl, C _Three ~ C ₁₂ Haloalkynyl, phenyl or (Z) _p1 Represents phenyl substituted by or R ¹⁹ Is R ¹⁸ Together with C _Four ~ C ₇ By forming an alkylene chain, R ¹⁸ And R ¹⁹ Represents that it may form a 5- to 8-membered ring together with the nitrogen atom to which is bonded, wherein the alkylene chain may contain one oxygen atom or sulfur atom, and C ₁ ~ C _Four Alkyl group or C ₁ ~ C _Four Optionally substituted by an alkoxy group,
R ²⁰ C ₁ ~ C ₆ Alkyl or C ₁ ~ C ₆ Represents haloalkyl,
R ^{twenty one} Is a halogen atom, cyano, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, hydroxy (C ₁ ~ C ₆ ) Alkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkoxycarbonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C _Four Alkyl) amino, C ₁ ~ C ₆ Alkoxycarbonyl, phenyl or (Z) _p1 Each of R's is represented by q1 to q8 each representing an integer of 2 or more. ^{twenty one} May be the same as or different from each other, and two R ^{twenty one} Are substituted on the same carbon atom, two R ^{twenty one} Together oxo, thioxo, imino, C ₁ ~ C ₆ Alkylimino, C ₁ ~ C ₆ Alkoxyimino or C ₁ ~ C ₆ Represents that an alkylidene may be formed,
R ^{twenty two} Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, -OH, benzyloxy, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (S) N (R ³⁴ ) R ³³ , -S (O) ₂ R ³² , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl or D3 substituted by
R ^{twenty three} Is a halogen atom, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E1-E19, C ₁ ~ C ₆ Alkoxy, C ₁ ~ C ₆ Haloalkoxy, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Haloalkylthio, C ₁ ~ C ₆ Alkylsulfonyl, C ₁ ~ C ₆ Haloalkylsulfonyl, C ₁ ~ C ₆ Alkylamino, di (C ₁ ~ C ₆ Alkyl) amino, -CHO, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, C ₁ ~ C ₆ Haloalkoxycarbonyl, C ₁ ~ C ₆ Alkylaminocarbonyl, di (C ₁ ~ C ₆ Alkyl) aminocarbonyl, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ^{twenty four} Is a hydrogen atom, C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E2-E6, E12-E19, C _Three ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) R ³² , -C (O) C (O) OR ³² , -C (S) R ³¹ , -C (S) OR ³² , -C (S) SR ³² , -C (S) N (R ³⁴ ) R ³³ , -S (O) ₂ R ³² , -S (O) ₂ N (R ³⁴ ) R ³³ , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D1, D2, D4-D6, D8-D10, D12-D19, D21, D23, D25, D27 or D30-D38, substituted by
R ^{twenty five} Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C ₁ ~ C _Four Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C _Four Alkylthio (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Alkynyl, C ₁ ~ C ₆ Alkoxy, phenyl or (Z) _p1 Represents phenyl substituted by or R ^{twenty five} Is R ^{twenty four} Together with C ₂ ~ C _Five By forming an alkylene chain, R ^{twenty four} And R ^{twenty five} Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Haloalkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group, C ₁ ~ C ₆ Alkoxycarbonyl group, phenyl group, (Z) _p1 May be substituted by a phenyl group, an oxo group or a thioxo group substituted by
R ²⁶ C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E2-E6, E12-E19, C _Three ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, -C (O) R ³¹ , -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) R ³² , -C (O) C (O) OR ³² , -C (S) R ³¹ , -C (S) OR ³² , -C (S) SR ³² , -C (S) N (R ³⁴ ) R ³³ , -SH, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Haloalkylthio, phenylthio, (Z) _p1 Phenylthio substituted by -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , Phenyl, (Z) _p1 Represents phenyl, D9, D10, D12, D14-D17, D30, D32 or D34 substituted by
R ²⁷ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₆ Cycloalkyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkoxy (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkylthio (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Alkylsulfonyl (C ₁ ~ C _Four ) Alkyl, C ₁ ~ C ₆ Haloalkylsulfonyl (C ₁ ~ C _Four ) Alkyl, phenyl (C ₁ ~ C _Four ) Alkyl, (Z) _p1 Phenyl substituted by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, phenyl or (Z) _p1 Represents phenyl substituted by
R ²⁸ C ₁ ~ C ₈ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₈ ) Alkyl, C _Three ~ C ₈ Cycloalkyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Cycloalkyl, E1-E7, E12-E19, C ₂ ~ C ₈ Alkenyl, R ³⁰ Optionally replaced by (C ₂ ~ C ₈ ) Alkenyl, C _Three ~ C ₈ Alkynyl, R ³⁰ Optionally replaced by (C _Three ~ C ₈ ) Alkynyl, phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ^28a Is a hydrogen atom or C ₁ ~ C _Four Represents alkyl,
R ²⁹ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, R ³⁰ Optionally replaced by (C ₁ ~ C ₆ ) Alkyl, C _Three ~ C ₆ Alkenyl, C _Three ~ C ₆ Haloalkenyl, C _Three ~ C ₆ Alkynyl, C _Three ~ C ₆ Haloalkynyl, phenyl or (Z) _p1 Represents phenyl substituted by or R ²⁹ Is R ²⁸ Together with C ₂ ~ C _Five By forming an alkylene chain, R ²⁸ And R ²⁹ Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C ₆ Alkyl group, C ₁ ~ C ₆ Alkoxy group, -CHO group, C ₁ ~ C ₆ Alkylcarbonyl group, C ₁ ~ C ₆ Alkoxycarbonyl group, phenyl group or (Z) _p1 Optionally substituted by a phenyl group substituted by
R ³⁰ Is a halogen atom, nitro, cyano, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₈ Halocycloalkyl, E4, E5, E7, E8, E10, E12, E13, E15, E16, E18, C ₂ ~ C ₆ Alkenyl, C ₂ ~ C ₆ Haloalkenyl, -OH, -OR ³² , -OC (O) R ³¹ , -OC (O) OR ³² , -OC (O) N (R ³⁴ ) R ³³ , -OC (S) N (R ³⁴ ) R ³³ , -SH, -S (O) _r R ³² , -SC (O) R ³¹ , -SC (O) OR ³² , -SC (O) N (R ³⁴ ) R ³³ , -SC (S) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) R ³³ , -N (R ³⁴ ) CHO, -N (R ³⁴ ) C (O) R ³¹ , -N (R ³⁴ ) C (O) OR ³² , -N (R ³⁴ ) C (O) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) C (S) N (R ³⁴ ) R ³³ , -N (R ³⁴ ) S (O) ₂ R ³² , -C (O) R ³¹ , -C (O) OH, -C (O) OR ³² , -C (O) SR ³² , -C (O) N (R ³⁴ ) R ³³ , -C (O) C (O) OR ³² , -Si (R ^11a ) (R ^11b ) R ¹¹ , -P (O) (OR ²⁰ ) ₂ , -P (S) (OR ²⁰ ) ₂ , -P (phenyl) ₂ , -P (O) (phenyl) ₂ , Phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ³¹ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Halocycloalkyl, E4, E5, E12, E13, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Five ~ C _Ten Cycloalkenyl, C _Five ~ C _Ten Halocycloalkenyl, C ₂ ~ C ₈ Alkynyl, C ₂ ~ C ₈ Haloalkynyl, phenyl, (Z) _p1 Represents phenyl or D1-D38 substituted by
R ³² C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E4, E5, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Three ~ C ₈ Represents alkynyl or phenyl,
R ³³ C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, R ³⁵ Optionally replaced by (C ₁ ~ C _Four ) Alkyl, C _Three ~ C ₆ Cycloalkyl, E4, E5, E12, C ₂ ~ C ₈ Alkenyl, C ₂ ~ C ₈ Haloalkenyl, C _Three ~ C ₈ Alkynyl, phenyl, (Z) _p1 Represents phenyl, D1-D25 or D27-D38, substituted by
R ³⁴ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Haloalkyl, C _Three ~ C ₈ Cycloalkyl, C _Three ~ C ₆ Alkenyl or C _Three ~ C ₆ Represents alkynyl or R ³⁴ Is R ³³ Together with C ₂ ~ C _Five By forming an alkylene chain, R ³³ And R ³⁴ Represents that a 3- to 6-membered ring may be formed together with the nitrogen atom to which is bonded, and at this time, the alkylene chain may contain one oxygen atom, sulfur atom or nitrogen atom, and a halogen atom, C ₁ ~ C _Four Alkyl group, C ₁ ~ C _Four Alkoxy group, -CHO group, C ₁ ~ C _Four Alkylcarbonyl group, C ₁ ~ C _Four Alkoxycarbonyl group, phenyl group or (Z) _p1 Optionally substituted by a phenyl group substituted by
R ³⁵ Is cyano, C _Three ~ C ₆ Cycloalkyl, C _Three ~ C ₆ Halocycloalkyl, E4, E5, E12, E13, C ₁ ~ C _Four Alkoxy, C ₁ ~ C _Four Haloalkoxy, phenoxy, (Z) _p1 Phenoxy substituted by C ₁ ~ C _Four Alkylthio, C ₁ ~ C _Four Haloalkylthio, phenylthio, (Z) _p1 Phenylthio, substituted by C ₁ ~ C _Four Alkylsulfonyl, C ₁ ~ C _Four Haloalkylsulfonyl, phenylsulfonyl, (Z) _p1 Phenylsulfonyl substituted by -N (R ³⁷ ) R ³⁶ , C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, di (C ₁ ~ C ₆ Alkyl) aminocarbonyl, tri (C ₁ ~ C _Four Alkyl) silyl, phenyl, (Z) _p1 Represents phenyl, naphthyl or D1-D38 substituted by
R ³⁶ Is a hydrogen atom, C ₁ ~ C ₆ Alkyl, C ₁ ~ C ₆ Alkylcarbonyl, C ₁ ~ C ₆ Haloalkylcarbonyl, C ₁ ~ C ₆ Alkoxycarbonyl, phenylcarbonyl or (Z) _p1 Represents phenylcarbonyl substituted by
R ³⁷ Is a hydrogen atom or C ₁ ~ C ₆ Represents alkyl,
m represents an integer of 0 to 5;
n represents an integer of 0 to 4,
p1 represents an integer of 1 to 5,
p2 represents an integer of 0 to 4,
p3 represents an integer of 0 to 3,
p4 represents an integer of 0 to 2,
p5 represents an integer of 0 or 1,
q1 represents an integer of 0 to 3,
q2 represents an integer of 0 to 5,
q3 represents an integer of 0 to 7,
q4 represents an integer of 0 to 9,
q5 represents an integer of 0 to 6,
q6 represents an integer of 0 to 4,
q7 represents an integer of 0 to 2,
q8 represents an integer of 0 to 8,
r represents an integer of 0 to 2;
t represents an integer of 0 or 1. ]
Compound group A: acibenzoral-S-methyl, acylaminobenzamide, acipetax, aldimorph, amisulbrom, ambam, ampropylphos, anilazine, allyl alcohol, aurerophandin, azaconazole, adithyram, azoxystrobin, barium polysulfide, benalaxyl , Benodanyl, Benomyl, Benquinox, Bentalon, Bench Avaricarb, Bench Azol, Benzalkonium Chloride, Benzamacryl, Benzamorph, Benzohydroxamic Acid, Vinapacryl, Biphenyl, Viteltanol, Bitionol, Betoxazine, Bordeaux, Blasticidin- S, Boscalid, Bromoconazole, Bupirimate, Butiobate, Butylamine, Calcium polysulfide, Captaph Ol, captan, copper oxychloride, carpropamide, carbamorph, carbendazine, carboxin, carvone, chestnut mixture, quinomethionate, clobenazone, chloraniformane, chloranil, chlorphenazole, chloroneb, chloropicrin, chlorothalonil, chloro Quinox, clozolinate, crimbazole, clotrimazole, copper acetate, basic copper carbonate, cupric hydroxide, copper naphthalene, copper oleite, copper sulfate, basic copper sulfate, copper zinc chromate, cresol, kufuranebu, Cuprobam, cyazofamide, cyclafluamide, cycloheximide, cyflufenamide, simoxanyl, cypendazole, cyproconazole, cyprodinil, cyprofram, dazome , DPC, debacarb, decafentin, dehydroacetate, dicron, dichlorophen, diclozoline, diclobutrazole, diclofuranide, diclomedin, dichlorane, diethofencarb, diethylpyrocarbonate, diclocimet, diphenoconazole, diflumethrin dimethomol Dimoxystrobin, diniconazole, diniconazole-M, dinobutone, dinocup, dinocup-4, dinocup-6, dinoctone, dinosulfone, dinoterbon, diphenylamine, dipyrithione, dinosulfiram, ditalimphos, dithianone, denomorph, dodemorph, dodine, drazoxolone, Edefenofos, epoxiconazole, etaconazole, etilimol, etridiazo , Ethem, Ethoxyquin, Ethyl Mercury Acetate, Ethyl Mercury Bromide, Methyl Mercury Chloride, Ethyl Mercury Phosphate, Famoxazone, Fenarimol, Febuconazole, Fenamidon, Fendazoslam, Fenfram, Fenhexamide, Phenoxanyl, Fenpiclonyl, Fenpropidin , Fenpropimorph, fentin, felvin, ferrimzone, fluazinam, fludioxonil, fluoroimide, fluquinconazole, flusilazole, flusulfamide, flutolanil, flutriafol, phorpetol, fosetyl-aluminum, fuberidazole, flaraxil, furametopir, phenaminosulfur, fenapanil, pheni Tropan, Fulmet Bar, Fulmorph, Fluo Trimaso Fluoxastrobin, flucarbanil, fluconazole, fluconazole-cis, flumeciclos, furophanate, guazatine, gliodin, griseofulvin, hexachlorobenzene, hexaconazole, himexazole, haracrinate, hexachlorobutadiene, hexylthiophos, hydroxyquinoline sulfate, Imazaryl, imibenconazole, iminocazine, ipconazole, iprobenfos, iprodione, isoprothiolane, iprovaricarb, isovaredione, kasugamycin, cresoxime-methyl, mankappa, mancozeb, manneb, mepanipyrim, mepronil, metalaxyl, metconaminometrosulfome , Microbutanyl, mebenil, mecarbi 2 Methosulfobax, milneb, microzoline, methoxymethyl mercury chloride, nabum, nickel bis (dimethyldithiocarbamate), nitrotar-isopropyl, nuarimol, natamycin, nicobiphene, nitrostyrene, octyrinone, off-race, oxadixil, oxycarboxyl, oxpoconazole Fumarate, oc h, orissarobin, organic copper, pefrazoate, penconazole, pencyclon, penthiopi Phthalide, piperalin, polyoxin, potassium bicarbonate, probenazole, prochloraz, prosimidone, propamocarb hydrochloride, propiconazole, propineb, pyrazophos, pyrifenox, pyrimethanil, pyroxylone, pentachlorophenol, penthiopyrad, urea phenylmercury, phenyl mercury Acetate, phenyl mercury chloride, phenyl mercury nitrate, phenyl mercury salicylate, phosdifen, picoxystrobin, polycarbamate, polyoxolim, potassium azide, potassium polysulfide, proquinazide, prothiocarb, prothioconazole, pyracarbide, pyraclosto Robin, Pyridinitrile, Pyroxycycloa, Pyroxysulfur, Phenyl Enol, quinomethionate, quinoxyphene, quintozene, quinacetol, quinazamide, quinconazole, rabenzazole, sodium bicarbonate, sodium hypochlorite, sulfur, spiroxamine, salicylanilide, silthiofam, cimeconazole, sodium azide, sodium orthophenylphenoxide, so Tetrapentachlorophenoxide, sodium polysulfide, tebuconazole, technazen, tetraconazole, thiabendazole, thiadiazine, thifluzamide, thiophanate-methyl, thiram, tolcrophos-methyl, tolylfuranide, triadimethone, triadimenol, triazoxide, tricyclazole, tridemorph, triflumi Zole, Triforine, Triticonazole, TSMC, Tecola , Thiadiflua, thiosiophene, thiochlorfenfim, thiomersam, thiophanate, thioquinox, thiazinyl, thioximide, trimerculiacetate, triamifos, triarimol, triazbutyl, tributyltin oxide, trichlamide, trifloxystrobin, validamycin, vinclozoline, zinc sulfate , Zineb, Zyram, Zoxamide, Zaramide, Zinc naphthenate, Shiitake mycelium extract, Bronopol, Formaldehyde, Nitrapyrin, Oxolinic acid, Oxytetracycline, Streptomycin, Tecoftalam, Thiomersal, Imanin, Rubavirin, Aldoxicarb , Etoprophos, phensulfothione, fostiazate, phospho Thietane, isoamidophos, isazophos, oxamil, phenamiphos, thionazine, acequinosyl, acrinathrin, amitraz, bromopropyrate, chlorobenzilate, clofentedine, cyflumethophen, cyhexatin, dicofol, dienochlor, etoxazole, phenazaquin, fenbutatin oxide, fenpropatoline , Fenpyroximate, phenothiocarb, fluacrylpyrim, halfenprox, hexithiazox, milbemectin, NC-512, propargite, pyridaben, pyrimidifene, spirodiclofen, spiromesifen, tebufenpyrad, abamectin, acephate, acetamipiride, alanicarb, aldicarb Allethrin, azinephos-methyl, Bacillus thuringiensis , Bengiocarb, Benfuracarb, Bensultap, Bifenthrin, Buprofezin, Butocaxin, Carbosulfuran, Cartap, Chlorfenapyr, Chlorfenvinphos, Chlorfluazuron, Clothianidin, Chromafenozide, Clopirifos-methyl, Cycloproton, Cyfluthrin, Beta-cyfluthrin , Cypermethrin, cyromazine, cyhalothrin, lambda-cyhalothrin, deltamethrin, diafenthiuron, diazinon, diacloden, dichlorvos, diflubenzuron, dimethylvinphos, diophenolane, disulforan, emamectin benzoate, EPN, esfenvalerate, etiofencarb etrimol, etiprol Fenitrothion, fenocarb, phenoxyca Probe, fenpropatoline, fenthion, fenvalerate, flonicamid, flubendiamide, flucitrinate, flufenelim, flufenoxuron, flufenprox, fulvalinate, tau-fulvalinate, phonofos, formethanate, formotione, furthiocarb, halofenozide , Hexaflumuron, hydramethylnon, imidacloprid, isofenphos, indoxacarb, isoprocarb, isoxathion, rufenuuron, malathion, metaldehydride, methamidophos, methidathion, methacrifos, metaflumizone, metalcarb, mesomil, mesoprene, methoxychlor, methoxyphenozuka Nitenpyram, NNI-0101, ometoate, oxydemeton-methyl, Sidepropos, parathion, parathion-methyl, permethrin, phentoate, foxime, folate, hosalon, phosmet, phosphamidone, pirimicarb, pirimiphos-methyl, profenofos, prothiophos, propaphos, protrifenbut, pymetrozine, pyraclophos, pyridalyl, pyriproxyfen, rotenone , S-1560, Sulprophos, Silafluophene, Sulfotep, Tebufenozide, Teflubenzuron, Tefluthrin, Terbufos, Tetrachlorobinphos, Thiacloprid, Thiocyclam, Thiodicarb, Thiamethoxam, Thiofanox, Thiometon, Tolfenpyrad, Tralomethrin, Trichlorfone, Trizulphone, Trizulphone In formula (1) according to claim 1, A ¹ represents a carbon atom or a nitrogen atom,
A ² and A ³ represent a carbon atom,
G represents a benzene ring,
X is a halogen atom, nitro, cyano, C ₁ -C ₆ represents alkyl, C ₁ -C ₆ haloalkyl, the -OR ⁵ or -S (O) _{r R} ^5, when m is 2 or 3, each of the X may be the same as or different from each other;
Y is a halogen atom, nitro, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₃ alkoxy (C ₁ ~C ₃₎ alkyl, -SR ^5, or -N (R ⁷⁾ R ⁶ Represent,
R ¹ is hydrogen atom, C ₁ -C ₆ alkyl, optionally substituted by R ¹³ (C ₁ ~C ₆₎ alkyl, C ₃ -C ₆ cycloalkyl, optionally substituted by R ¹³ (C ₃ -C ₆₎ cycloalkyl, E4, E5, E12, C 3 ~C 6 alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ alkylcarbonyl, -CH = NOR ^15, - C (O) OR ¹⁵ , -C (O) N (R ¹⁷ ) R ¹⁶ , -C (S) OR ¹⁵ , -C (S) N (R ¹⁷ ) R ¹⁶ , -C (OR ¹⁵ ) = NOR ¹⁵ , -C (NH ₂ ) = NCN, -C (NH ₂ ) = NOR ¹⁵ , -C (NH ₂ ) = NNO ₂ , -N (R ¹⁷ ) R ¹⁶ , phenyl, phenyl substituted by (Z) _p1 , D5-D8, D10, D17 or D32-D35,
R ² is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C optionally substituted by R ^13a ₆ ^{alkynyl, -C (O) R 14a,} -C (O) oR 15a, -C (O) C (O) oR 15a, -C (S) or represents oR ^15a or C ₁ -C ₆ haloalkylthio, Alternatively, R ² represents that may form together with ^{R 1 = C (R 2a)} R 1a,
R ^1a represents C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy or -N (R ^17b ) R ^16b ,
R ^2a represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkylthio or —N (R ^17c ) R ^16c , or R ^2a together with R ^1a represents —N (R ^17c ) CH═ It represents that by forming CHS-, a 5-membered ring may be formed with the carbon atom to which R ^1a and R ^2a are bonded,
R ³ represents C ₁ -C ₆ haloalkyl,
Z is a halogen atom, nitro, cyano, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylsulfonyloxy, p1 and p2 are an integer of 2 or more Each Z may be the same as or different from each other;
R ⁵ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,
R ⁶ represents C ₁ -C ₆ alkyl, —CHO, C ₁ -C ₆ alkylcarbonyl or C ₁ -C ₆ alkoxycarbonyl,
R ⁷ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹² represents C ₁ -C ₆ alkyl;
R ¹³ is a halogen atom, cyano, C ₃ -C ₆ ^{cycloalkyl, E4, E7, -OR 24,} -N (R 25) R 24, -S (O) r R 26, C 1 ~C 6 alkyl carbonyl ^{, -C (R 27) = NOR} 28, -C (O) N (R 29) R 28, -C (S) NH 2, phenyl, phenyl substituted by _{(Z) p1, D1, D5} , D7, D8, D10, D13, D16, D17, D22, D32 or D34,
R ^13a represents cyano, -OR ²⁴ , -S (O) _r R ²⁶ or D32,
R ^14a is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy (C ₁ -C ₄ ) alkyl, C ₁ -C ₄ alkylthio (C ₁ -C ₄ ) alkyl, C ₁ -C ₄ alkylsulfinyl (C ₁ ~C ₄₎ alkyl, C ₁ -C ₄ alkylsulfonyl (C ₁ ~C ₄₎ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ Alkynyl, phenyl, phenyl substituted by (Z) _p1 or D32,
R ¹⁵ represents C ₁ -C ₆ alkyl, (C ₁ -C ₄ ) alkyl or C ₂ -C ₆ alkenyl optionally substituted by R ³⁰ ,
R ^15a is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy (C ₁ -C ₄ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or phenyl,
R ¹⁶ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₄ ) alkyl optionally substituted by R ³⁰ , C ₃ -C ₆ alkenyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ haloalkylcarbonyl, C ₁ -C ₆ alkoxycarbonyl, represents phenyl, phenyl, the D32 or D34 substituted by (Z) _p1,
R ¹⁷ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,
R ^16b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ^17b represents a hydrogen atom or a C ₁ -C ₆ alkyl,
R ^16c represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or C ₁ -C ₆ alkoxy;
R ^17c represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²¹ represents C ₁ -C ₆ alkyl;
R ²⁴ represents a hydrogen atom, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, -C (O) R ³¹ or -C (O) OR ³² ,
R ²⁵ represents a hydrogen atom or C ₁ -C ₄ haloalkyl,
R ²⁶ represents C ₁ -C ₆ alkyl,
R ²⁷ represents a hydrogen atom or a C ₁ -C ₄ alkyl,
R ²⁸ is C ₁ -C ₄ alkyl, (C ₁ -C ₄ ) alkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₄ alkenyl or C ₃ -C ₄ alkynyl optionally substituted by R ³⁰ . Represent,
R ²⁹ represents a hydrogen atom or C ₁ -C ₄ alkyl,
R ³⁰ represents a halogen atom, C ₃ -C ₆ cycloalkyl, —OH, C ₁ -C ₄ alkoxycarbonyl, phenyl, phenyl substituted by (Z) _{p 1} or D 32,
R ³¹ represents C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl or C ₃ -C ₆ cycloalkyl,
R ³² represents C ₁ -C ₄ alkyl,
m represents an integer of 1 to 3,
n represents an integer of 0 or 1,
p1 represents an integer of 1 to 3,
p2 represents an integer of 0 to 2,
p3 and p4 represent an integer of 0 or 1,
q2 represents an integer of 0 or 1,
q3 and q4 represent 0,
t contains one or more compounds selected from isoxazoline-substituted benzamide compounds representing 0 and salts thereof, and one or more compounds selected from compound group A according to claim 1 Insecticidal, acaricidal, nematicidal, bactericidal or bactericidal compositions. One or more compounds selected from the isoxazoline-substituted benzamide compounds represented by formula (1) according to claim 1 and salts thereof, and one or more compounds selected from the following compound group B: An insecticidal or acaricidal composition containing the compound.
Compound group B: acequinosyl, cyflumetofene, dienochlor, etoxazole, phenazaquin, phenbutatin oxide, milbemectin, sienopyrafen, propargite, spirodiclofen, spiromesifen and chlorfenapyr.   One or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 2 and a salt thereof, and one or two compounds selected from the compound group B according to claim 3 An insecticidal or acaricidal composition containing more than one compound. One or more compounds selected from the isoxazoline-substituted benzamide compounds represented by formula (1) according to claim 1 and salts thereof, and one or more compounds selected from the following compound group C: An insecticidal composition containing the compound.
Compound group C: pyridaben, acephate, acetamiprid, flonicamid, imidacloprid, nitenpyram, pyrifluquinazone, pymetrozine, thiacloprid, thiamethoxam, clothianidin and tolfenpyrad.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 2 and a salt thereof, and one or two compounds selected from the compound group C according to claim 5 An insecticidal composition containing more than one compound.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 1 and a salt thereof, and one or two compounds selected from the compound group A according to claim 1 A method for controlling pests and diseases, characterized by treating at least one kind of compound simultaneously or in proximity.   One or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 2 and a salt thereof, and one or two compounds selected from the compound group A according to claim 1 A method for controlling pests and diseases, characterized by treating at least one kind of compound simultaneously or in proximity.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 1 and a salt thereof, and one or two compounds selected from the compound group B according to claim 3 A method for controlling pests and ticks, which comprises treating more than one kind of compound simultaneously or in proximity.   One or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 2 and a salt thereof, and one or two compounds selected from the compound group B according to claim 3 A method for controlling pests and ticks, which comprises treating more than one kind of compound simultaneously or in proximity.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 1 and a salt thereof, and one or two compounds selected from the compound group C according to claim 5 A method for controlling pests, which comprises treating at least one kind of compound simultaneously or in proximity.   One or two or more compounds selected from the isoxazoline-substituted benzamide compound represented by the formula (1) according to claim 2 and a salt thereof, and one or two compounds selected from the compound group C according to claim 5 A method for controlling pests, characterized by treating at least one kind of compound simultaneously or in proximity.