Heterocyclic compound and pest control composition containing the same

By developing a heterocyclic compound with a specific structure, the problem of poor control of harmful arthropods in the prior art is solved, and effective control of harmful arthropods is achieved, while reducing toxicity and environmental pollution.

JP7667745B2Active Publication Date: 2025-04-23SUMITOMO CHEM CO LTD
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Patent Information

Application Number
JP2021570103
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-08-05
Filing Date
2021-01-08
Publication Date
2025-04-23
Estimated Expiration
2041-01-08

AI Technical Summary

Technical Problem

The prior art is difficult to effectively control harmful arthropods, and the existing control agents have problems such as low efficiency and high toxicity during use.

Method used

A pesticide containing a specific heterocyclic compound was developed to achieve effective control of the compound through contact with harmful arthropods. The structure of this compound is Formula (I), where R represents C1-C6 propyl or cyclopropyl, n is 0, 1 or 2, G represents a nitrogen atom or a carbon atom, R3a, R3b, R3c, R3d represents a chain hydrocarbon or a cyclic hydrocarbon, etc.

Benefits of technology

This compound has a significant control effect on harmful arthropods, and is less toxic and more environmentally friendly than traditional pesticides.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention provides a compound having an excellent control effect against harmful arthropods. A compound represented by formula (I), or an N oxide thereof, has an excellent control effect against harmful arthropods. [In the formula, Q represents a group represented by Q2, or the like; ● represents a site of bonding with a molecule residue; T1 represents a group represented by T1-1, or the like; Z represents an oxygen atom or the like; A2 represents CR4a or the like; B1 represents CR38a or the like; B2 represents CR1 or the like; B3 represents a nitrogen atom or the like; G1 represents a nitrogen atom or CR3a; G2 represents a nitrogen atom or CR3b; G3 represents a nitrogen atom or CR3c; G4 represents a nitrogen atom or CR3d; R1 represents a C1-C6 chain hydrocarbon group or the like that is substituted by at least one substituent selected from the group consisting of a cyano group and a halogen atom; R2 represents a C1-C6 alkyl group or the like; R3a, R3b, R3c, R3d, R4a, and R6 are the same as or different from one another and each represent a C1-C6 chain hydrocarbon group or the like; R38a represents a C1-3 chain hydrocarbon group or the like; and n represents 0, 1 or 2].
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Description

[Technical Field]

[0001] This application claims priority to and the benefit of Japanese Patent Application No. 2020-001899, filed January 9, 2020, and Japanese Patent Application No. 2020-132784, filed August 5, 2020, the entire contents of which are incorporated herein by reference. The present invention relates to a heterocyclic compound and a composition for controlling arthropod pests containing the same. [Background technology]

[0002] Various compounds have been investigated so far for the purpose of controlling harmful arthropods. For example, Patent Document 1 describes that certain compounds have pest control effects. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2016 / 129684 Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide a compound having excellent control activity against harmful arthropods. [Means for solving the problem]

[0005] The present invention is as follows. [1] Formula (I) [ka] [During the ceremony, R 2 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a cyclopropylmethyl group, n represents 0, 1 or 2; G 1 is a nitrogen atom or CR 3a represents G 2 is a nitrogen atom or CR 3b represents G 3 is a nitrogen atom or CR 3c represents G 4 is a nitrogen atom or CR 3d represents R 3a , R 3b , R 3c and R 3d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group E, a phenyl group optionally substituted with one or more substituents selected from Group H, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group H, OR 12 , N.R. 11 R 12 , N.R. 11a R 12a , N.R. 24 NR 11 R 12 , N.R. 24 OR 11 , N.R. 11 C(O)R 13 , N.R. 24 NR 11 C(O)R 13 , N.R. 11 C(O)OR 14 , N.R. 24 NR 11 C(O)OR 14 , N.R. 11 C(O)NR 31 R 32 , N.R. 24 NR 11 C(O)NR 31 R 32 , N=CHNR 31 R 32 , N=S(O) p R 15 R 16 , C(O)R 13 , C(O)OR 17, C(O)NR 31 R 32 , C(O)NR 11 S(O)2R 23 , C.R. 30 =NOR 17 , N.R. 11 CR 24 =NOR 17 , S(O) m R 23 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; p represents 0 or 1; m represents 0, 1 or 2; R 30 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 35 , N.R. 36 R 37 or a hydrogen atom, R 35 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 17 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group D, or a hydrogen atom; R 11 , R 24 , R 36 and R 37 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 12 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group J, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from group J, a phenyl group optionally substituted with one or more substituents selected from group D, a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group D, a hydrogen atom, or S(O)R 23 represents R 23represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from Group D, R 11a and R 12a together with the nitrogen atom to which they are bonded form a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from Group E, R 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group D, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group D, or a hydrogen atom; R 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from Group D}, R 15 and R 16 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, R 31 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom, R 32 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group J, S(O)R 23 or a hydrogen atom, Q represents a group represented by Q2, a group represented by Q3, a group represented by Q4, a group represented by Q5, a group represented by Q6, or a group represented by Q7; [ka] ● represents the site of attachment to the rest of the molecule; T1 represents a group represented by T1-1, a group represented by T1-2, or a group represented by T1-3; [ka] T2 represents a group represented by T2-1, a group represented by T2-2, or a group represented by T2-3; [ka] T3 represents a group represented by T3-1 or a group represented by T3-2; [ka] T4 represents a group represented by T4-1 or a group represented by T4-2; [ka] A 2 is a nitrogen atom or CR 4a represents A 3 is a nitrogen atom or CR 4b represents A 4 is a nitrogen atom or CR 4c represents A 5 is a nitrogen atom or CR 4d represents A 6 is a nitrogen atom or CR 4e represents A 7 is a nitrogen atom or CR 4f represents A 8 is a nitrogen atom or CR 4g represents A 9 is a nitrogen atom or CR 4h represents A 10 is a nitrogen atom or CR 4i represents A11 is a nitrogen atom or CR 4j represents B 1 , B 2 and B 3 The combination of B 1 is CR 1 and B 2 is a nitrogen atom or CR 38b and B 3 is a nitrogen atom or CR 38c A combination that is; B 1 is a nitrogen atom or CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom or CR 38c or B 1 is a nitrogen atom or CR 38a and B 2 is a nitrogen atom or CR 38b and B 3 is CR 1 represents a combination where B 4 , B 5 and B 6 The combination of B 4 is an oxygen atom, a sulfur atom, or NR 5 and B 5 is CR 1 and B 6 is a nitrogen atom or CR 38c or B 4 is an oxygen atom, a sulfur atom, or NR 5 and B 5 is a nitrogen atom or CR 38b and B 6 is CR 1 represents a combination where Z represents an oxygen atom or a sulfur atom; R 1represents a C1-C6 chain hydrocarbon group substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, a C3-C4 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, SR 8 , S(O)R 8 , S(O)2R 8 , OR 8 , or OS(O)2R 8 represents R 8 represents a C1-C6 chain hydrocarbon group substituted with one or more substituents selected from the group consisting of cyano groups and halogen atoms, or a C3-C4 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of cyano groups and halogen atoms; R 4a , R 4b , R 4c , R 4d , R 4e , R 4f , R 4g , R 4h , R 4i and R 4j are the same or different and are each a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a nitro group, OR 18 , N.R. 18 R 19 , a cyano group, an amino group, a halogen atom, or a hydrogen atom; R 18 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 19 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 38a , R 38b and R 38c are the same or different and represent a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom; R 5 and R 6are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group J, a phenyl group optionally substituted with one or more substituents selected from Group H, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group H, or a hydrogen atom; Group B: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. Group C: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, and halogen atoms. Group D: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 21 , N.R. 21 R 22 , C(O)R 21 ,OC(O)R21 , C(O)OR 21 The group consisting of , a cyano group, a nitro group, and a halogen atom. R 21 and R 22 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. Group E: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, halogen atoms, oxo groups, hydroxy groups, cyano groups, and nitro groups. Group F: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group D, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group D, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from Group C, an amino group, NHR 21 , N.R. 21 R 22 , a halogen atom, and a cyano group. Group H: C1-C6 alkyl groups optionally substituted with one or more halogen atoms, 5- or 6-membered aromatic heterocyclic groups optionally substituted with one or more substituents selected from Group D, OR 10 , N.R. 9 R 10 , C(O)R 10 , C(O)NR 9 R 10 ,OC(O)R 9 ,OC(O)OR 9 , N.R. 10 C(O)R 9 , N.R. 10 C(O)OR 9 , C(O)OR 10 The group consisting of halogen atoms, nitro groups, cyano groups, and amino groups. R 9represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 10 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom. Group J: A group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. (hereinafter referred to as compound P of the present invention) or an N-oxide thereof (hereinafter referred to as compound X of the present invention). [2] Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7, A 2 is CR 4a and A 3 is CR 4b and A 8 is CR 4g and A 9 is a nitrogen atom or CR 4h and A 10 is CR 4i and A 11 is a nitrogen atom or CR 4j and B 1 is CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 NR 5 and B 5 is CR 1 and B 6 is a nitrogen atom, or an N-oxide thereof according to [1]. [3] The compound according to [1] or an N-oxide thereof, wherein Q is a group represented by Q2 or a group represented by Q3. [4] A 2 is CR 4a and A 3 is CR 4b and B1 is CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 NR 5 and B 5 is CR 1 and B 6 is a nitrogen atom, or an N-oxide thereof according to [3]. [5] R 1 is a C1-C6 chain hydrocarbon group substituted with one or more halogen atoms, R 4a , R 4b , R 4c , R 4d , R 4e , R 4f , R 4g , R 4h , R 4i and R 4j are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, R 5 and R 6 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom, or the compound or N-oxide thereof according to any one of [1] to [4]. [6] Q is a group represented by Q1, [ka] A 2 and B 1 The combination of A 2 is a nitrogen atom, and B 1 is CR 38 or a combination A 2 is CR 4a and B 1 is a nitrogen atom or CR 38 is a combination in which R 38is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, R 6 is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group J, a phenyl group optionally substituted with one or more substituents selected from Group H, or a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group H (hereinafter, referred to as Compound N of the present invention) according to [1], or an N-oxide thereof (hereinafter, the compound represented by Formula (I) or the N-oxide thereof will be referred to as Compound of the present invention). [7] G 1 is CH and G 2 is CR 3b and G 3 is CR 3c and G 4 The compound or N-oxide thereof according to any one of [1] to [6], wherein is CH. [8] R 2 The compound or N-oxide thereof according to any one of [1] to [7], wherein is an ethyl group. [9] The compound according to any one of [1] to [8], or an N-oxide thereof, wherein Z is an oxygen atom.

[10] A composition for controlling arthropod pests, comprising the compound according to any one of [1] to [9] or an N-oxide thereof.

[11] A composition comprising one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and a compound according to any one of [1] to [9] or an N-oxide thereof: Group (a): A group consisting of insecticidal active ingredients, acaricidal active ingredients and nematicidal active ingredients; Group (b): Fungicidally active ingredients; Group (c): Plant growth regulating components; Group (d): repellent ingredients.

[12] A method for controlling arthropod pests, comprising applying an effective amount of the compound or N-oxide thereof according to any one of [1] to [9], or an effective amount of the composition according to

[11] , to arthropod pests or to a habitat of arthropod pests.

[13] A seed or a vegetative reproductive organ carrying an effective amount of the compound according to any one of [1] to [9] or an N-oxide thereof, or an effective amount of the composition according to

[11] . [Effects of the Invention]

[0006] According to the present invention, arthropod pests can be controlled. DETAILED DESCRIPTION OF THE INVENTION

[0007] The substituents in the present invention will be explained. A halogen atom means a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom. When a substituent is substituted with two or more halogen atoms or substituents, the halogen atoms or substituents may be the same or different. In this specification, the notation "CX-CY" means that the number of carbon atoms is X to Y. For example, the notation "C1-C6" means that the number of carbon atoms is 1 to 6. The chain hydrocarbon group represents an alkyl group, an alkenyl group, or an alkynyl group. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-ethylpropyl, butyl, sec-butyl, tert-butyl, pentyl, and hexyl groups. Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl groups. Examples of the alkynyl group include an ethynyl group, a 1-propynyl group, a 2-propynyl group, a 1-methyl-2-propynyl group, a 1,1-dimethyl-2-propynyl group, a 1-ethyl-2-propynyl group, a 2-butynyl group, a 4-pentynyl group, and a 5-hexynyl group. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy groups. Examples of the alkenyloxy group include a 2-propenyloxy group, a 2-butenyloxy group, and a 5-hexenyloxy group. Examples of the alkynyloxy group include a 2-propynyloxy group, a 2-butynyloxy group, and a 5-hexynyloxy group. Examples of perfluoroalkyl groups include trifluoromethyl groups, perfluoroethyl groups, perfluoropropyl groups, and perfluoroisopropyl groups. Examples of the alkylsulfanyl group include a methylsulfanyl group, an ethylsulfanyl group, a propylsulfanyl group, and an isopropylsulfanyl group. Examples of the alkylsulfinyl group include a methylsulfinyl group, an ethylsulfinyl group, a propylsulfinyl group, and an isopropylsulfinyl group. Examples of the alkylsulfonyl group include a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, and an isopropylsulfonyl group.

[0008] Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl groups. Examples of cycloalkenyl groups include cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, and cycloheptenyl groups.

[0009] The 3- to 7-membered non-aromatic heterocyclic group represents an aziridine ring, azetidine ring, pyrrolidine ring, imidazoline ring, imidazolidine ring, piperidine ring, tetrahydropyrimidine ring, hexahydropyrimidine ring, piperazine ring, azepane ring, oxazolidine ring, isoxazolidine ring, 1,3-oxazinane ring, morpholine ring, 1,4-oxazepane ring, thiazolidine ring, isothiazolidine ring, 1,3-thiazinane ring, thiomorpholine ring, or 1,4-thiazepane ring. Examples of the 3- to 7-membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from group E include the groups shown below. [ka] The 5- or 6-membered aromatic heterocyclic group refers to a 5-membered aromatic heterocyclic group or a 6-membered aromatic heterocyclic group. The 5-membered aromatic heterocyclic group refers to a pyrrolyl group, a furyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, or a thiadiazolyl group. The 6-membered aromatic heterocyclic group refers to a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a triazinyl group, or a tetrazinyl group. Examples of the (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms include a cyclopropylmethyl group, a (2-fluorocyclopropyl)methyl group, a cyclopropyl(fluoro)methyl group, and a (2-fluorocyclopropyl)(fluoro)methyl group. Examples of the phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from Group D} include a benzyl group, a 2-fluorobenzyl group, a 4-chlorobenzyl group, a 4-(trifluoromethyl)benzyl group, and a 2-[4-(trifluoromethyl)phenyl]ethyl group.

[0010] Q in the present invention will be explained. In Q, for example, the group represented by Q2 when T1 is T1-1 is the group represented by Q2-1 below. [ka] Examples of Q2 include groups represented by Q2-1, Q2-2, and Q2-3. [ka] In Q, for example, the group represented by Q3 when T1 is T1-1 is the group represented by Q3-1 below. [ka] Examples of Q3 include groups represented by Q3-1, Q3-2, and Q3-3. [ka] In Q, for example, the group represented by Q7 when T4 is T4-1 is the group represented by Q7-1 below. [ka] Q7 includes groups represented by Q7-1 and Q7-2. [ka]

[0011] Examples of the N-oxide of the compound represented by formula (I) include the compounds represented by the following formula: [ka] [In the formula, R 40 represents any substituent selected from Group H, x represents 0, 1, 2, 3 or 4, y represents 0, 1, 2 or 3, and other symbols have the same meanings as defined above.

[0012] The compound X of the present invention may exist as one or more stereoisomers. Examples of stereoisomers include enantiomers, diastereomers, and geometric isomers. The compound X of the present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.

[0013] The compound X of the present invention may form an acid addition salt. Examples of acids that form acid addition salts include inorganic acids such as hydrogen chloride, phosphoric acid, and sulfuric acid, and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid. The acid addition salt can be obtained by mixing the compound X of the present invention with an acid.

[0014] The following compounds are examples of the compound N of the present invention.

[0015] [Embodiment 1] In the compound N of the present invention, G 1 , G 3 , and G 4 is CH and G 2 is CR 3b and R 3b Compounds in which is a halogen atom or CF3. [Embodiment 2] In the compound N of the present invention, G 1 , G 2 , and G 4 is CH and G 3 is CR 3c and R 3c Compounds in which is a halogen atom or CF3. [Embodiment 3] In the compound N of the present invention, R 1 is a C1-C3 chain hydrocarbon group substituted with one or more halogen atoms. [Embodiment 4] In the compound N of the present invention, R 1 is a C1-C3 perfluoroalkyl group. [Aspect 5] In aspect 1, R 1 is a C1-C3 chain hydrocarbon group substituted with one or more halogen atoms. [Aspect 6] In aspect 2, R 1 is a C1-C3 perfluoroalkyl group. [Aspect 7] In aspect 1, R2 is a C1-C6 alkyl group and n is 2. [Aspect 8] In aspect 2, R 2 is a C1-C6 alkyl group and n is 2. [Aspect 9] In aspect 3, R 2 is a C1-C6 alkyl group and n is 2. [Aspect 10] In aspect 4, R 2 is a C1-C6 alkyl group and n is 2. [Aspect 11] In aspect 5, R 2 is a C1-C6 alkyl group and n is 2. [Aspect 12] In aspect 6, R 2 is a C1-C6 alkyl group and n is 2. [Aspect 13] In aspect 1, R 2 is an ethyl group and n is 2. [Aspect 14] In aspect 2, R 2 is an ethyl group and n is 2. [Aspect 15] In aspect 3, R 2 is an ethyl group and n is 2. [Aspect 16] In aspect 4, R 2 is an ethyl group and n is 2. [Aspect 17] In aspect 5, R 2 is an ethyl group and n is 2. [Aspect 18] In aspect 6, R 2 is an ethyl group and n is 2. [Aspect 19] In any one of Aspects 1 to 18 and the present compound N, A 2 is CR 4a and B 1 is CR 38 Z is an oxygen atom, and R 6 is a methyl group, an ethyl group, or a cyclopropyl group. [Aspect 20] In any one of Aspects 1 to 18 and the present compound N, A 2 and B 1 is CH, Z is an oxygen atom, and R 6is a methyl group, an ethyl group, or a cyclopropyl group. [Aspect 21] In any one of Aspects 1 to 18 and the present compound N, A 2 is CR 4a and B 1 is CR 38 Z is an oxygen atom, and R 6 is a methyl group. [Aspect 22] In any one of Aspects 1 to 18 and the present compound N, A 2 and B 1 is CH, Z is an oxygen atom, and R 6 is a methyl group. [Embodiment 23] In the compound N of the present invention, G 1 , G 3 , and G 4 is CH and G 2 is CR 3b and R 3b is a halogen atom, and R 1 is a C1-C3 perfluoroalkyl group, and R 2 is an ethyl group, n is 2, and A 2 and B 1 is CH, Z is an oxygen atom, and R 6 is a methyl group.

[0016] The following compounds are examples of the compound P of the present invention.

[0017] [Aspect P1] In the compound P of the present invention, R 3a and R 3d is a hydrogen atom, and R 3b and R 3c are the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group, a phenyl group, a pyridyl group {the phenyl group and the pyridyl group may be substituted with one or more substituents selected from Group J}, a hydrogen atom, or a halogen atom. [Aspect P2] In the compound P of the present invention, R 3a and R 3d is a hydrogen atom, and R 3b and R 3cand are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, a hydrogen atom, or a halogen atom. [Aspect P3] In the compound P of the present invention, G 1 and G 4 is CH and G 2 is CR 3b and G 3 is CR 3c A compound which is [Aspect P4] In aspect P1, G 1 and G 4 is CH and G 2 is CR 3b and G 3 is CR 3c A compound which is [Aspect P5] In aspect P2, G 1 and G 4 is CH and G 2 is CR 3b and G 3 is CR 3c A compound which is [Aspect P6] In the compound P of the present invention, R 1 is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P7] In the compound P of the present invention, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P8] In aspect P1, R 1 is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P9] In aspect P2, R 1 is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P10] In aspect P3, R 1 is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P11] In aspect P4, R 1 is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P12] In aspect P5, R 1is a C1-C6 alkyl group substituted with one or more halogen atoms. [Aspect P13] In aspect P1, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P14] In aspect P2, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P15] In aspect P3, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P16] In aspect P4, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P17] In aspect P5, R 1 is a C1-C3 alkyl group substituted with one or more fluorine atoms. [Aspect P18] In the compound P of the present invention, R 2 is a C1-C6 alkyl group. [Aspect P19] In aspect P1, R 2 is a C1-C6 alkyl group. [Aspect P20] In aspect P2, R 2 is a C1-C6 alkyl group. [Aspect P21] In aspect P3, R 2 is a C1-C6 alkyl group. [Aspect P22] In aspect P4, R 2 is a C1-C6 alkyl group. [Aspect P23] In aspect P5, R 2 is a C1-C6 alkyl group. [Aspect P24] In aspect P6, R 2 is a C1-C6 alkyl group. [Aspect P25] In aspect P7, R 2 is a C1-C6 alkyl group. [Aspect P26] In aspect P8, R 2 is a C1-C6 alkyl group. [Aspect P27] In aspect P9, R 2 is a C1-C6 alkyl group. [Aspect P28] In aspect P10, R 2 is a C1-C6 alkyl group. [Aspect P29] In aspect P11, R 2 is a C1-C6 alkyl group. [Aspect P30] In aspect P12, R 2 is a C1-C6 alkyl group. [Aspect P31] In aspect P13, R 2 is a C1-C6 alkyl group. [Aspect P32] In aspect P14, R 2 is a C1-C6 alkyl group. [Aspect P33] In aspect P15, R 2 is a C1-C6 alkyl group. [Aspect P34] In aspect P16, R 2 is a C1-C6 alkyl group. [Aspect P35] In aspect P17, R 2 is a C1-C6 alkyl group. [Aspect P36] Compound P of the present invention, wherein n is 2. [Aspect P37] In aspect P1, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P38] In aspect P2, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P39] In aspect P3, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P40] In aspect P4, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P41] In aspect P5, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P42] In aspect P6, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P43] In aspect P7, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P44] In aspect P8, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P45] In aspect P9, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P46] In aspect P10, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P47] In aspect P11, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P48] In aspect P12, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P49] In aspect P13, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P50] In aspect P14, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P51] In aspect P15, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P52] In aspect P16, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P53] In aspect P17, R 2 is a C1-C6 alkyl group and n is 2. [Aspect P54] In the compound P of the present invention, R 2 is an ethyl group. [Aspect P55] In aspect P1, R 2 is an ethyl group and n is 2. [Aspect P56] In aspect P2, R 2 is an ethyl group and n is 2. [Aspect P57] In aspect P3, R 2 is an ethyl group and n is 2. [Aspect P58] In aspect P4, R 2 is an ethyl group and n is 2. [Aspect P59] In aspect P5, R 2 is an ethyl group and n is 2. [Aspect P60] In aspect P6, R 2 is an ethyl group and n is 2. [Aspect P61] In aspect P7, R 2 is an ethyl group and n is 2. [Aspect P62] In aspect P8, R 2 is an ethyl group and n is 2. [Aspect P63] In aspect P9, R 2 is an ethyl group and n is 2. [Aspect P64] In aspect P10, R 2 is an ethyl group and n is 2. [Aspect P65] In aspect P11, R 2 is an ethyl group and n is 2. [Aspect P66] In aspect P12, R 2 is an ethyl group and n is 2. [Aspect P67] In aspect P13, R 2 is an ethyl group and n is 2. [Aspect P68] In aspect P14, R 2 is an ethyl group and n is 2. [Aspect P69] In aspect P15, R 2 is an ethyl group and n is 2. [Aspect P70] In aspect P16, R 2 is an ethyl group and n is 2. [Aspect P71] In aspect P17, R 2 is an ethyl group and n is 2. [Aspect P72] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7, and B 1 is a nitrogen atom or CR 38aand B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 is NCH3 and B 5 is CR 1 and B 6 is a nitrogen atom, and R 4a , R 4b , R 4g , R 4h , R 4i and R 4j are the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P73] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7; 2 , A 3 , A 8 , A 9 , A 10 and A 11 is CH and B 1 is a nitrogen atom or CH, and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 is NCH3 and B 5 is CR 1 and B 6 is a nitrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P74] A compound in any one of Aspects P1 to P71 and present invention compound P, wherein Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7, T1 is a group represented by T1-1, T3 is a group represented by T3-1, and T4 is a group represented by T4-1. [Aspect P75] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7; T1 is a group represented by T1-1; T3 is a group represented by T3-1; T4 is a group represented by T4-1; and B 1 is a nitrogen atom or CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 is NCH3 and B 5 is CR 1 and B 6 is a nitrogen atom, and R 4a , R 4b , R 4g , R 4h , R 4i and R 4j are the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P76] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7; T1 is a group represented by T1-1; T3 is a group represented by T3-1; T4 is a group represented by T4-1; and A 2 is CR 4a and A 3 is CR 4b and A 8 is CR 4g and A 9 is CR 4h and A 10 is CR 4i and A 11 is CR 4j and B 1 is a nitrogen atom or CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 is NCH3 and B 5 is CR 1 and B6 is a nitrogen atom, and R 4a , R 4b , R 4g , R 4h , R 4i and R 4j are the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P77] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7; T1 is a group represented by T1-1; T3 is a group represented by T3-1; T4 is a group represented by T4-1; and A 2 , A 3 , A 8 , A 9 , A 10 and A 11 is CH and B 1 is a nitrogen atom or CH, and B 2 is CR 1 and B 3 is a nitrogen atom, and B 4 is NCH3 and B 5 is CR 1 and B 6 is a nitrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P78] A compound in any one of Aspects P1 to P71 and present compound P, wherein Q is a group represented by Q2 or a group represented by Q3, and T1 is a group represented by T1-1. [Aspect P79] In any of Aspects P1 to P71 and Compound P of the Invention, Q is a group represented by Q2 or a group represented by Q3, T1 is a group represented by T1-1, and B 1 is a nitrogen atom or CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and R 4a and R 4bare the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P80] In aspect P79, R 38a A compound in which is a hydrogen atom. [Aspect P81] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q2 or a group represented by Q3, T1 is a group represented by T1-1, and A 2 is CR 4a and A 3 is CR 4b and B 1 is a nitrogen atom or CH, and B 2 is CR 1 and B 3 is a nitrogen atom, and R 4a and R 4b are the same or different and are a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C3 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P82] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q2 or a group represented by Q3, and A 2 and A 3 is CH and B 1 is a nitrogen atom or CH, and B 2 is CR 1 and B 3 is a nitrogen atom, and R 6 is a C1-C3 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P83] A compound in any one of Aspects P1 to P71 and the compound P of the present invention, wherein Q is a group represented by Q3 and T1 is a group represented by T1-1. [Aspect P84] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q3, T1 is a group represented by T1-1, and B 1 is a nitrogen atom or CR 38a and B 2 is CR1 and B 3 is a nitrogen atom, and R 4b is a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P85] In aspect P84, R 38a A compound in which is a hydrogen atom. [Aspect P86] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q3, T1 is a group represented by T1-1, and A 3 is CR 4b and B 1 is a nitrogen atom or CH, and B 2 is CR 1 and B 3 is a nitrogen atom, and R 4b is a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C3 alkyl group or a hydrogen atom, Z is an oxygen atom, and R 3a and R 3d is a hydrogen atom, and R 3b and R 3c are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Aspect P87] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q3, T1 is a group represented by T1-1, and A 3 is CH and B 1 is a nitrogen atom, and B 2 is CR 1 and B 3 is a nitrogen atom, and R 6 is a C1-C3 alkyl group or a hydrogen atom, Z is an oxygen atom, and R 3a and R 3d is a hydrogen atom, and R 3b and R 3c are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Aspect P88] A compound in any one of Aspects P1 to P71 and the compound P of the present invention, wherein Q is a group represented by Q2 and T1 is a group represented by T1-1. [Aspect P89] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q2, T1 is a group represented by T1-1, and B 1 is CR 38a and B 2 is CR 1 and B 3 is a nitrogen atom, and R 4a is a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C6 alkyl group and Z is an oxygen atom. [Aspect P90] In aspect P89, R 38a A compound in which is a hydrogen atom. [Aspect P91] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q2, T1 is a group represented by T1-1, and A 2 is CR 4a and B 1 is CH and B 2 is CR 1 and B 3 is a nitrogen atom, and R 4a is a C1-C6 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 6 is a C1-C3 alkyl group and Z is an oxygen atom. [Aspect P92] In any of Aspects P1 to P71 and Compound P of the present invention, Q is a group represented by Q2, and A 2 and B 1 is CH and B 2 is CR 1 and B 3 is a nitrogen atom, and R 6 is a C1-C3 alkyl group and Z is an oxygen atom.

[0018] In the compound P of the present invention, R 2 is an ethyl group and n is 2. In the compound P of the present invention, R2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom.

[0019] [Aspect P101] In the compound P of the present invention, Q is a group represented by Q2 or a group represented by Q3, T1 is a group represented by T1-1, and B 2 is CR 1 A compound which is a group represented by the formula: [Aspect P102] In the compound P of the present invention, Q is a group represented by Q2 or a group represented by Q3, T1 is a group represented by T1-1, and B 1 is CH or a nitrogen atom, and B 2 is CR 1 and B 3 is a nitrogen atom, and A 2 and A 3 is CH and R 6 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and Z is an oxygen atom. [Aspect P103] In the compound P of the present invention, Q is a group represented by Q2 or a group represented by Q3, T1 is a group represented by T1-1, and B 1 is CH or a nitrogen atom, and B 2 is CR 1 and B 3 is a nitrogen atom, and A 2 and A 3 is CH and R 6 is a methyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P104] A compound of the present invention, wherein Q is a group represented by Q2-1 and Z is an oxygen atom in Compound P of the present invention. [Aspect P105] In the compound P of the present invention, Q is a group represented by Q2-1, and B 1 is CH and B 2 is CR 1and B 3 A compound in which is a nitrogen atom and Z is an oxygen atom. [Aspect P106] In the compound P of the present invention, Q is a group represented by Q2-1, and B 1 is CH and B 2 is CR 1 and B 3 is a nitrogen atom, and A 2 is CH and R 6 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, and Z is an oxygen atom. [Aspect P107] In the compound P of the present invention, Q is a group represented by Q2-1, and B 1 is CH and B 2 is CR 1 and B 3 is a nitrogen atom, and A 2 is CH and R 6 A compound in which is a methyl group and Z is an oxygen atom. [Aspect P108] A compound of the present invention, wherein Q is a group represented by Q3-1 and Z is an oxygen atom in Compound P of the present invention. [Aspect P109] In the compound P of the present invention, Q is a group represented by Q3-1, and B 1 and B 3 is a nitrogen atom, and B 2 is CR 1 and Z is an oxygen atom. [Aspect P110] In the compound P of the present invention, Q is a group represented by Q3-1, and B 1 and B 3 is a nitrogen atom, and B 2 is CR 1 and A 3 is CH and R 6 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and Z is an oxygen atom. [Aspect P111] In the compound P of the present invention, Q is a group represented by Q3-1, and B 1 and B 3 is a nitrogen atom, and B 2 is CR 1 and A 3 is CH and R 6is a methyl group or a hydrogen atom, and Z is an oxygen atom. [Aspect P112] In any of aspects P101 to P111, R 1 is a C1-C3 alkyl group substituted with one or more halogen atoms. [Aspect P113] In any of aspects P101 to P111, R 1 is a methyl group substituted with one or more halogen atoms. [Aspect P114] In any of aspects P101 to P111, R 1 is a methyl group substituted with one or more fluorine atoms. [Aspect P115] In aspect P112, R 2 is an ethyl group and n is 2. [Aspect P116] In aspect P113, R 2 is an ethyl group and n is 2. [Aspect P117] In aspect P114, R 2 is an ethyl group and n is 2. [Aspect P118] In aspect P112, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom. [Aspect P119] In aspect P113, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom. [Aspect P120] In aspect P114, R 2 is an ethyl group, n is 2, and G 1 , G 3and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom.

[0020] A compound P of the present invention, wherein Q is a group represented by Qf23-1. [ka] [In the formula, Y 2 and Y 3 The combination of Y 2 is C=Z and Y 3 A 3 or Y 2 A 2 and Y 3 represents the combination C=Z, Other symbols have the same meanings as above.]

[0021] In the group represented by Qf23-1, Y 2 is C=Z and Y 3 A 3 is a group represented by Qf23-1-a below, and Y 2 A 2 and Y 3 The group where is C=Z is the group shown by Qf23-1-b below. [ka]

[0022] In the compound P of the present invention, a compound in which Q is a group represented by Qf23-1 is a compound represented by formula (I-Qf23) (hereinafter referred to as compound R of the present invention). [ka] (wherein the symbols have the same meanings as defined above.)

[0023] [Aspect R1] In the compound R of the present invention, R 2 is an ethyl group and n is 2. [Aspect R2] In the compound R of the present invention, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom. [Aspect R3] In the compound R of the present invention, B 1 is CH or a nitrogen atom, and B 2 is CR 1 and B 3 A compound in which the nitrogen atom is [Aspect R4] In aspect R3, B 1 is CH or a nitrogen atom, and B 2 is CR 1 and B 3 is a nitrogen atom, and A 2 and A 3 A compound in which is CH and Z is an oxygen atom. [Aspect R5] In aspect R4, R 6 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom. [Aspect R6] In aspect R4, R 6 is a methyl group or a hydrogen atom. [Aspect R7] In any of aspects R1 to R6, R 1 is a C1-C3 alkyl group substituted with one or more halogen atoms. [Aspect R8] In any of aspects R1 to R6, R 1 is a methyl group substituted with one or more halogen atoms. [Aspect R9] In any of aspects R1 to R6, R 1 is a methyl group substituted with one or more fluorine atoms. [Aspect R10] In aspect R7, R 2is an ethyl group and n is 2. [Aspect R11] In aspect R8, R 2 is an ethyl group and n is 2. [Aspect R12] In aspect R9, R 2 is an ethyl group and n is 2. [Aspect R13] In aspect R7, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom. [Aspect R14] In aspect R8, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom. [Aspect R15] In aspect R9, R 2 is an ethyl group, n is 2, and G 1 , G 3 and G 4 is CH and G 2 R 3b and R 3b is a phenyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a halogen atom.

[0024] A compound P of the present invention, wherein Q is a group represented by Qf45-23. [ka] [In the formula, Y 4 , Y 5 and Y 6 The combination of Y 4is C=Z and Y 5 A 6 and Y 6 A 7 or Y 4 A 5 and Y 5 is C=Z and Y 6 A 4 represents a combination where Y 7 and Y 8 The combination of Y 7 is B 4 and Y 8 is B 6 or Y 7 is B 6 and Y 8 is B 4 represents a combination where Other symbols have the same meanings as above.]

[0025] In the group represented by Qf45-23, for example, Y 4 is C=Z and Y 5 A 6 and Y 6 A 7 and Y 7 is B 4 and Y 8 is B 6 is a group represented by Qf45-23-a below, and Y 4 is C=Z and Y 5 A 6 and Y 6 A 7 and Y 7 is B 6 and Y 8 is B 4 is a group represented by Qf45-23-b below, and Y 4 A 5 and Y 5 is C=Z and Y 6 A 4 and Y 7 is B 4 and Y 8 is B 6The group represented by the formula: is a group represented by Qf45-23-c below. [ka]

[0026] In the compound P of the present invention, a compound in which Q is a group represented by Qf45-23 is a compound represented by formula (I-Qf45). [ka] (wherein the symbols have the same meanings as defined above.)

[0027] Next, a method for producing the compound X of the present invention will be described.

[0028] Manufacturing method 1 The compound represented by formula (II-b) (hereinafter referred to as compound (II-b)) or the compound represented by formula (II-c) (hereinafter referred to as compound (II-c)) can be produced by reacting the compound represented by formula (II-a) (hereinafter referred to as compound (II-1a)) with an oxidizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.]

[0029] First, a method for producing compound (II-b) from compound (II-a) will be described. The reaction is usually carried out in a solvent, such as halogenated hydrocarbons (hereinafter referred to as halogenated hydrocarbons) such as dichloromethane and chloroform, nitriles (hereinafter referred to as nitriles) such as acetonitrile, alcohols (hereinafter referred to as alcohols) such as methanol and ethanol, acetic acid, water, and mixtures of two or more of these. Examples of the oxidizing agent used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or a catalyst may be added as necessary. The base used in the reaction includes sodium carbonate. When a base is used in the reaction, it is usually used in a proportion of 0.01 to 1 mol per 1 mol of compound (II-a). Examples of the catalyst used in the reaction include tungstic acid and sodium tungstate. When a catalyst is used in the reaction, it is usually used in a proportion of 0.01 to 0.5 mol per 1 mol of compound (II-a). In the reaction, the oxidizing agent is usually used in a proportion of 1 to 1.2 moles per mole of compound (II-a). The reaction temperature is usually in the range of −20 to 80° C. The reaction time is usually in the range of 0.1 to 12 hours. After the reaction is complete, water is added to the reaction mixture, which is then extracted with an organic solvent. The organic layer is washed with an aqueous solution of a reducing agent (e.g., sodium sulfite or sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate) as needed. The organic layer is dried and concentrated to obtain compound (II-b).

[0030] Next, a method for producing compound (II-c) from compound (II-b) will be described. The reaction is usually carried out in a solvent, such as halogenated hydrocarbons, nitriles, alcohols, acetic acid, water, or a mixture of two or more of these. The oxidizing agent used in the reaction includes, for example, mCPBA and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or a catalyst may be added as necessary. The base used in the reaction includes sodium carbonate. When a base is used in the reaction, it is usually used in a proportion of 0.01 to 1 mol per 1 mol of compound (II-b). The catalyst used in the reaction is, for example, sodium tungstate. When a catalyst is used in the reaction, it is usually used in a proportion of 0.01 to 0.5 mol per 1 mol of compound (II-b). In the reaction, the oxidizing agent is usually used in a proportion of 1 to 2 moles per mole of compound (II-b). The reaction temperature is usually in the range of −20 to 120° C. The reaction time is usually in the range of 0.1 to 12 hours. After the reaction is complete, water is added to the reaction mixture, which is then extracted with an organic solvent. The organic layer is washed with an aqueous solution of a reducing agent (e.g., sodium sulfite or sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate) as needed. Compound (II-c) can be obtained by drying and concentrating the organic layer.

[0031] Compound (II-c) can also be produced in a one-step reaction (one-pot) by reacting compound (II-a) with an oxidizing agent. The reaction can be carried out in accordance with the method for producing compound (II-c) from compound (II-b) using an oxidizing agent usually in a proportion of 2 to 5 moles per mole of compound (II-a).

[0032] Manufacturing method 2 The compound represented by formula (II-1) (hereinafter referred to as compound (II-1)) can be produced by reacting a compound represented by formula (II-M1-1) (hereinafter referred to as compound (II-M1-1)) with a compound represented by formula (R-1) (hereinafter referred to as compound (R-1)). [ka] [In the formula, the symbols have the same meanings as defined above.]

[0033] The reaction is usually carried out in a solvent. Examples of the solvent used in the reaction include ethers (hereinafter referred to as ethers) such as tetrahydrofuran (hereinafter referred to as THF) and methyl tert-butyl ether (hereinafter referred to as MTBE), aromatic hydrocarbons (hereinafter referred to as aromatic hydrocarbons) such as toluene and xylene, nitriles, aprotic polar solvents (hereinafter referred to as aprotic polar solvents) such as N-methylpyrrolidone (hereinafter referred to as NMP), N,N-dimethylformamide (hereinafter referred to as DMF), and dimethyl sulfoxide (hereinafter referred to as DMSO), alcohols, water, and mixtures of two or more of these. A base can be used in the reaction, if necessary. Examples of the base used in the reaction include organic bases such as triethylamine, diisopropylethylamine, pyridine, and 4-(dimethylamino)pyridine (hereinafter referred to as organic bases), and alkali metal carbonates such as sodium carbonate and potassium carbonate (hereinafter referred to as alkali metal carbonates). When a base is used in the reaction, it is usually used in a proportion of 0.1 to 5 moles per mole of compound (II-M1-1). In the reaction, the compound (R-1) is usually used in a proportion of 1 to 10 moles per mole of the compound (II-M1-1). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 48 hours. After the reaction is complete, the compound (II-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and then drying and concentrating the organic layer. Compound (R-1) is a commercially available compound or can be prepared using known methods.

[0034] Manufacturing method 3 The compound represented by formula (II-2) (hereinafter referred to as compound (II-2)) can be produced by reacting a compound represented by formula (II-M2-1) (hereinafter referred to as compound (II-M2-1)) with a compound represented by formula (R-2) (hereinafter referred to as compound (R-2)). [ka] [In the formula, R 41 represents a methoxy group, an ethoxy group, a dimethylamino group, or a hydroxy group, and R 42 represents a methyl group or an ethyl group, and other symbols have the same meanings as above.]

[0035] The reaction is usually carried out in a solvent, such as ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, alcohols, water, and mixtures of two or more of these. A base can be used in the reaction as needed. Examples of the base used in the reaction include organic bases and alkali metal carbonates. When a base is used in the reaction, it is usually used in a proportion of 0.1 to 5 moles per mole of compound (II-M2-1). In the reaction, the compound (R-2) is usually used in a proportion of 1 to 10 moles per mole of the compound (II-M2-1). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 48 hours. After the reaction is complete, compound (II-2) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and then drying and concentrating the organic layer. Compound (R-2) is a commercially available compound or can be prepared using known methods.

[0036] Manufacturing method 4 The N-oxide of the compound represented by formula (I) can be produced by reacting the compound represented by formula (I) with an oxidizing agent. The reaction can be carried out, for example, in accordance with Production Method 1, the method described in U.S. Patent Application Publication No. 2018 / 0009778, or WO 2016 / 121970.

[0037] Manufacturing method 5 The compound represented by formula (Ib) or (Ic) can be produced by reacting the compound represented by formula (Ia) with an oxidizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Production Method 1.

[0038] Manufacturing method 6 The compound represented by formula (I-1-S) (hereinafter referred to as compound (I-1-S)) can be produced by reacting a compound represented by formula (I-1-O) (hereinafter referred to as compound (I-1-O)) with a sulfiding agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction is carried out in a solvent or in the absence of a solvent, such as ethers, halogenated hydrocarbons, aromatic hydrocarbons, nitriles, nitrogen-containing aromatic compounds such as pyridine, picoline, lutidine, and quinoline, and mixtures of two or more of these. Examples of the sulfurizing agent include diphosphorus pentasulfide and Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide). In the reaction, the sulfurizing agent is usually used in a proportion of 1 mole to 3 moles per mole of compound (I-1-O). The reaction temperature is usually in the range of 0° C. to 200° C. The reaction time is usually in the range of 1 to 24 hours. After the reaction is complete, compound (I-1-S) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment such as drying and concentrating the organic layer.

[0039] Manufacturing method 7 The compound represented by formula (I-2-S) can be produced by reacting the compound represented by formula (I-2-O) with a sulfurizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 6.

[0040] Manufacturing method 8 The compound of formula (I-3-S) can be produced by reacting the compound of formula (I-3-O) with a sulfurizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 6.

[0041] Manufacturing method 9 The compound of formula (I-4-S) can be produced by reacting the compound of formula (I-4-O) with a sulfurizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 6.

[0042] Manufacturing method 10 The compound of formula (I-5-S) can be produced by reacting the compound of formula (I-5-O) with a sulfurizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 6.

[0043] Manufacturing method 11 The compound of formula (I-6-S) can be produced by reacting the compound of formula (I-6-O) with a sulfurizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 6.

[0044] Manufacturing method 12 The compound represented by formula (II-2a) can be produced by reacting compound (II-M2-1) with a compound represented by formula (R-5) (hereinafter referred to as compound (R-5)). [ka] [In the formula, the symbols have the same meanings as defined above.]

[0045] The reaction can be carried out according to Production Method 3, using compound (R-5) instead of compound (R-2). Compound (R-5) is a commercially available compound or can be prepared using known methods.

[0046] Manufacturing method 13 The compound represented by formula (II-3) (hereinafter referred to as compound (II-3)) can be produced according to the following scheme. [ka] [In the formula, X a represents a chlorine atom, a bromine atom, or an iodine atom, and R 44 is SR 2 or a hydrogen atom, and other symbols have the same meanings as above.]

[0047] First, a method for producing the compound represented by formula (II-M3-2) (hereinafter referred to as compound (II-M3-2)) will be described. Compound (II-M3-2) can be produced by reacting a compound represented by formula (II-M3-1) (hereinafter referred to as compound (II-M3-1)) with a compound represented by formula (R-6) (hereinafter referred to as compound (R-6)). The reaction is usually carried out in a solvent, such as ethers, aromatic hydrocarbons, aprotic polar solvents, alcohols, nitriles, water, or a mixture of two or more of these. A base can be used in the reaction as needed. Examples of the base used in the reaction include organic bases and alkali metal carbonates. When a base is used in the reaction, the base is usually used in a ratio of 0.1 to 5 moles per mole of compound (II-M3-1). In the reaction, the compound (R-6) is usually used in a proportion of 1 to 10 moles per mole of the compound (II-M3-1). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 48 hours. After the reaction is complete, the compound (II-M3-2) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (R-6) is a commercially available compound or can be prepared using known methods.

[0048] Next, a method for producing the compound represented by formula (II-M3-3) (hereinafter referred to as compound (II-M3-3)) will be described. Compound (II-M3-3) can be produced by reacting compound (II-M3-2) with a halogenating agent. The reaction is usually carried out in a solvent, such as alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, water, and mixtures of two or more of these. Examples of halogenating agents include chlorine, bromine, iodine, N-chlorosuccinimide, N-bromosuccinimide, and N-iodosuccinimide. In the reaction, the halogenating agent is usually used in a proportion of 1 to 20 moles per mole of compound (II-M3-2). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 72 hours. After the reaction is complete, the compound (II-M3-3) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer.

[0049] Next, a method for producing compound (II-3) from compound (II-M3-2) will be described. Compound (II-3) can be produced by reacting compound (II-M3-2) with a compound represented by formula (R-3) (hereinafter referred to as compound (R-3)) in the presence of a halogenating agent. The reaction is usually carried out in a solvent, such as alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of the halogenating agent include bromine, iodine, sodium bromide, potassium bromide, sodium iodide, and potassium iodide. An oxidizing agent may be used in the reaction, if necessary. Examples of the oxidizing agent include hydrogen peroxide, tert-butyl hydroperoxide, and DMSO. When an oxidizing agent is used in the reaction, the oxidizing agent is usually used in a ratio of 1 to 20 moles per mole of compound (II-M3-2). In the reaction, compound (R-3) is usually used in a proportion of 0.5 to 10 moles and the halogenating agent is usually used in a proportion of 0.05 to 10 moles, relative to 1 mole of compound (II-M3-2). The reaction temperature is usually in the range of 0° C. to 200° C. The reaction time is usually in the range of 0.1 to 72 hours. After the reaction is complete, the compound (II-3) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, drying and concentrating the organic layer. Compound (R-3) is known or can be produced according to a known method.

[0050] Next, a method for producing compound (II-3) from compound (II-M3-3) will be described. Compound (II-3) can also be produced by reacting compound (II-M3-3) with a compound represented by formula (R-7) (hereinafter referred to as compound (R-7)) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent, such as alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of the metal catalyst used in the reaction include palladium catalysts such as tetrakis(triphenylphosphine)palladium(0), 1,1'-bis(diphenylphosphino)ferrocenepalladium(II) dichloride, tris(dibenzylideneacetone)dipalladium(0), and palladium(II) acetate; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and copper catalysts such as copper(I) iodide and copper(I) chloride. Examples of the base used in the reaction include alkali metal hydrides such as sodium hydride (hereinafter referred to as alkali metal hydrides), alkali metal carbonates, and organic bases. A ligand can also be used in the reaction. Examples of the ligand include triphenylphosphine, xantphos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, and 1,10-phenanthroline. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 1 mole per mole of compound (II-M3-3). In the reaction, compound (R-7) is usually used in a proportion of 1 to 20 moles, metal catalyst is usually used in a proportion of 0.01 to 0.5 moles, and base is usually used in a proportion of 0.1 to 5 moles, relative to 1 mole of compound (II-M3-3). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 72 hours. After the reaction is complete, the compound (II-3) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, drying and concentrating the organic layer.

[0051] Manufacturing method 14 The compound represented by formula (III-1) (hereinafter referred to as compound (III-1)) can be produced according to the following scheme. [ka] [In the formula, R 45 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group J, or a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group H; X brepresents a leaving group such as a chlorine atom, a bromine atom, or an iodine atom, and other symbols have the same meanings as above.

[0052] First, a method for producing the compound represented by formula (III-M1) (hereinafter referred to as compound (III-M1)) will be described. Compound (III-M1) can be produced according to Production Method 3, using a compound represented by formula (R-8) (hereinafter referred to as compound (R-8)) instead of compound (R-2). Compound (R-8) is a commercially available compound or can be prepared using known methods.

[0053] Next, a method for producing compound (III-1) will be described. Compound (III-1) can be produced by reacting compound (III-M1) with a compound represented by formula (R-9) (hereinafter referred to as compound (R-9)) in the presence of a base. The reaction is usually carried out in a solvent, such as ethers, aromatic hydrocarbons, aprotic polar solvents, and mixtures of two or more of these. The base used in the reaction includes organic bases, alkali metal hydrides, and alkali metal carbonates. In the reaction, the compound (R-9) is usually used in a proportion of 1 to 10 moles and the base is usually used in a proportion of 0.1 to 5 moles, relative to 1 mole of the compound (III-M1). The reaction temperature is usually in the range of −20° C. to 120° C. The reaction time is usually in the range of 0.1 to 24 hours. After the reaction is complete, the compound (III-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and then drying and concentrating the organic layer. Compound (R-9) is a commercially available compound or can be prepared using known methods.

[0054] Manufacturing method 15 The compound represented by formula (III-3) (hereinafter referred to as compound (III-3)) can be produced by reacting compound (III-M1) with a compound represented by formula (R-13) (hereinafter referred to as compound (R-13)) in the presence of a copper catalyst. [ka] [In the formula, R 46 represents a phenyl group optionally substituted with one or more substituents selected from group H, and X c represents a bromine atom or an iodine atom, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent, such as ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of the copper catalyst used in the reaction include copper(I) iodide, copper(I) chloride, and copper(II) acetate. If necessary, a ligand and / or a base may be used in the reaction. Examples of the ligand include 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, picolinic acid, and 1,10-phenanthroline. When a ligand is used in the reaction, the ligand is usually used in a proportion of 0.01 to 1 mole per mole of compound (III-M1). Examples of the base include alkali metal hydrides, alkali metal carbonates, and organic bases. When a base is used in the reaction, the base is usually used in a proportion of 0.1 to 5 moles per mole of compound (III-M1). In the reaction, the compound (R-13) is usually used in a proportion of 1 to 10 moles, and the copper catalyst is usually used in a proportion of 0.01 to 0.5 moles, relative to 1 mole of the compound (III-M1). The reaction temperature is usually in the range of −20° C. to 200° C. The reaction time is usually in the range of 0.1 to 72 hours. After the reaction is complete, the compound (III-3) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and then drying and concentrating the organic layer. Compound (R-13) is a commercially available compound or can be prepared using known methods.

[0055] Manufacturing method 16 The compound of formula (III-2) can be prepared according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Production Method 13.

[0056] Manufacturing method 17 The compound of formula (IV-2) can be prepared according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Production Method 13.

[0057] Manufacturing method 18 The compound represented by formula (V-2) can be produced according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Production Method 13.

[0058] Manufacturing method 19 The compound represented by formula (VI-2) (hereinafter referred to as compound (VI-2)) can be produced by reacting a compound represented by formula (VI-M2) (hereinafter referred to as compound (VI-M2)) with a compound represented by formula (VI-1) (hereinafter referred to as compound (VI-1)) in the presence of a base. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction is usually carried out in a solvent, such as ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. The base used in the reaction includes, for example, alkali metal carbonates and alkali metal hydrides. In the reaction, compound (VI-M2) is usually used in a proportion of 1 to 2 moles, and a base is usually used in a proportion of 1 to 10 moles, relative to 1 mole of compound (VI-1). The reaction temperature is usually in the range of −20° C. to 150° C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (VI-2) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment such as drying and concentrating the organic layer. Compound (VI-M2) is a commercially available compound or can be prepared according to known methods.

[0059] Manufacturing method 20 The compound represented by formula (VII-2) can be produced by reacting a compound represented by formula (VII-M2) (hereinafter referred to as compound (VII-M2)) with compound (VI-1) in the presence of a base. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method 19, except that compound (VI-M2) is replaced with compound (VII-M2). Compound (VII-M2) is a commercially available compound or can be prepared according to known methods.

[0060] The methods for producing intermediates are described below.

[0061] Reference manufacturing method 1 Compound (II-M1-1) can be produced by reacting a compound represented by formula (II-M1-2) (hereinafter referred to as compound (II-M1-2)) with ammonia. [ka] [In the formula, R 1a represents an optionally substituted C1-C10 chain hydrocarbon group, and other symbols have the same meanings as above.]

[0062] The reaction is usually carried out in a solvent, such as ethers, nitriles, aprotic polar solvents, alcohols, water, and mixtures of two or more of these. A base is used in the reaction as needed. Examples of the base used in the reaction include organic bases and alkali metal carbonates. When a base is used in the reaction, the base is usually used in a proportion of 0.1 to 5 moles per mole of compound (II-M1-2). Ammonia can also be used as a solution such as aqueous ammonia and ammonia methanol solution. In the reaction, ammonia is usually used in a proportion of 1 to 100 moles per mole of compound (II-M1-2). The reaction temperature is usually in the range of −20° C. to 100° C. The reaction time is usually in the range of 0.1 to 48 hours. After the reaction is complete, the compound (II-M1-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatments such as drying and concentrating the organic layer. Compound (II-M1-2) can be produced using the method described in WO 2019 / 124548.

[0063] Reference manufacturing method 1-2 The compound represented by formula (II-M1-1a) (hereinafter referred to as compound (II-M1-1a)) can be produced by reacting a compound represented by formula (II-M1-3) (hereinafter referred to as compound (II-M1-3)) with ammonia. [ka] [In the formula, the symbols have the same meanings as defined above.]

[0064] The reaction can be carried out in accordance with the method for producing compound (II-M1-1) from compound (II-M1-2), using compound (II-M1-3) instead of compound (II-M1-2).

[0065] Reference manufacturing method 2 The compound represented by formula (II-M1-3c) (hereinafter referred to as compound (II-M1-3c)) or the compound represented by formula (II-M1-3b) (hereinafter referred to as compound (II-M1-3b)) can be produced by reacting the compound represented by formula (II-M1-3a) (hereinafter referred to as compound (II-M1-3a)) with an oxidizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.]

[0066] These reactions can be carried out according to Production Method 1.

[0067] Reference manufacturing method 3 Compound (II-M1-3a) can be produced according to the following scheme. [ka] [In the formula, R 43 represents an oxygen atom or a sulfur atom, and other symbols have the same meanings as above.]

[0068] First, a method for producing a compound represented by formula (II-M1-6) (hereinafter referred to as compound (II-M1-6)) from a compound represented by formula (II-M1-7) (hereinafter referred to as compound (II-M1-7)) will be described. Compound (II-M1-6) can be produced from compound (II-M1-7). The reaction can be carried out, for example, according to the method described in Chem. Med. Chem., 2018, 13, 988., Org. Lett., 2016, 18, 6344., or Tetrahedron, 2017, 73, 3939. Compound (II-M1-7) is known or can be produced according to a known method (for example, the method described in Bioorganic & Medicinal Chemistry, 2008, 16(6), 3125).

[0069] Next, a method for producing a compound represented by formula (II-M1-5) (hereinafter referred to as compound (II-M1-5)) from compound (II-M1-6) will be described. Compound (II-M1-5) can be produced by reacting compound (II-M1-6) with a compound represented by formula (R-4) (hereinafter referred to as compound (R-4)). The reaction can be carried out, for example, according to the method described in Tetrahedron, 2005, 61, 7508. Compound (R-4) is known or can be produced according to a known method.

[0070] Next, a method for producing the compound represented by formula (II-M1-4) (hereinafter referred to as compound (II-M1-4)) from compound (II-M1-5) will be described. Compound (II-M1-4) can be produced by reacting compound (II-M1-5) with phosphorus oxychloride. The reaction can be carried out, for example, according to the method described in Bioorg. Med. Chem. Lett., 2013, 23, 6928 or Bioorg. Med. Chem. Lett., 2016, 26, 5290.

[0071] Next, a method for producing compound (II-M1-3a) from compound (II-M1-4) will be described. The compound (II-M1-3a) can be produced by reacting the compound (II-M1-4) with the compound (R-3). The reaction can be carried out, for example, according to the method described in Chem. Eur. J., 2016, 22, 11854.

[0072] Reference manufacturing method 4 Compound (II-M2-1) can be produced from a compound represented by formula (II-M2-2) (hereinafter referred to as compound (II-M2-2)). [ka] [In the formula, the symbols have the same meanings as defined above.]

[0073] The reaction can be carried out, for example, according to the method described in Chem. Med. Chem., 2018, 13, 988., Org. Lett., 2016, 18, 6344., or Tetrahedron, 2017, 73, 3939.

[0074] Reference manufacturing method 5 The compound represented by formula (II-M2-2c) and the compound represented by formula (II-M2-2b) can be produced by reacting the compound represented by formula (II-M2-2a) (hereinafter referred to as compound (II-M2-2a)) with an oxidizing agent. [ka] [In the formula, the symbols have the same meanings as defined above.]

[0075] These reactions can be carried out according to the method described in Production Method 1.

[0076] Reference manufacturing method 6 Compound (II-M2-2a) can be produced by reacting compound (II-M1-7) with compound (R-3). [ka] [In the formula, the symbols have the same meanings as defined above.]

[0077] The reaction can be carried out, for example, according to the method described in Chem. Eur. J., 2016, 22, 11854.

[0078] Reference manufacturing method 7 Compound (II-M3-1) can be produced according to the following scheme. [ka] [In the formula, R a represents a methyl group or an ethyl group, and the other symbols have the same meanings as above.]

[0079] The compound represented by formula (II-M3a-4) (hereinafter referred to as compound (II-M3a-4)) can be produced by reacting a compound represented by formula (II-M3a-5) (hereinafter referred to as compound (II-M3a-5)) with a halogenating agent. The reaction can be carried out, for example, according to the method described in WO 2012 / 020780 or Chem. Commun., 2015, 51, 17744. Compound (II-M3a-5) is a commercially available compound or can be prepared using known methods.

[0080] The compound represented by formula (II-M3a-3) (hereinafter referred to as compound (II-M3a-3)) can be produced by reacting compound (II-M3a-4) with a compound represented by formula (R-10) (hereinafter referred to as compound (R-10)). The reaction can be carried out, for example, according to the method described in WO 2016 / 123253. Compound (R-10) is known or can be produced according to a known method.

[0081] The compound represented by formula (II-M3a-2) (hereinafter referred to as compound (II-M3a-2)) can be produced by reacting compound (II-M3a-3) with an acid. The reaction can be carried out, for example, according to the method described in WO 2016 / 123253.

[0082] Compound (II-M3-1) can be produced by reacting compound (II-M3a-2) with a halogenating agent, according to the method described in WO 2013 / 191113.

[0083] Reference manufacturing method 8 The compound represented by formula (III-M2-1) (hereinafter referred to as (III-M2-1)) can be produced according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Reference Production Method 7. Compounds of formula (III-M2a-5) are commercially available compounds or can be prepared using known methods.

[0084] Reference manufacturing method 9 The compound represented by formula (IV-M2-1) (hereinafter referred to as (IV-M2-1)) can be produced according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Reference Production Method 7. Compounds of formula (IV-M2a-5) are commercially available compounds or can be prepared using known methods.

[0085] Reference manufacturing method 10 The compound represented by formula (V-M2-1) (hereinafter referred to as (V-M2-1)) can be produced according to the following scheme. [ka] [In the formula, the symbols have the same meanings as defined above.] These reactions can be carried out according to Reference Production Method 7. Compounds of formula (V-M2a-5) are commercially available compounds or can be prepared using known methods.

[0086] Reference manufacturing method 11 The compound represented by formula (VI-1-b) and the compound represented by formula (VI-1-c) can be produced by reacting the compound represented by formula (VI-1-a) with an oxidizing agent. [ka] [In the formula, X d represents a fluorine atom or a chlorine atom, and other symbols have the same meanings as above.] These reactions can be carried out according to Production Method 1.

[0087] Reference manufacturing method 12 The compound represented by formula (VI-1-0) (hereinafter referred to as compound (VI-1-0)) can be produced according to the following scheme. [ka] [In the formula, X e represents a chlorine atom, a bromine atom, or an iodine atom, and other symbols have the same meanings as above.]

[0088] The compound represented by formula (VI-M1-3) (hereinafter referred to as compound (VI-M1-3)) can be produced by reacting compound (R-6) with a compound represented by formula (R-11) (hereinafter referred to as compound (R-11)). The reaction is usually carried out in a solvent, such as aromatic hydrocarbons, alcohols, nitriles, and mixtures of two or more of these. In the reaction, the compound (R-6) is usually used in a proportion of 1 to 10 moles per mole of the compound (R-11). The reaction temperature is usually in the range of 0° C. to 200° C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (VI-M1-3) can be obtained by carrying out a usual post-treatment. Compound (R-11) is a commercially available compound or can be prepared using known methods.

[0089] The compound represented by formula (VI-M1-2) (hereinafter referred to as compound (VI-M1-2)) can be produced by reacting compound (VI-M1-3) with phosphorus oxychloride. The reaction is usually carried out in a solvent, such as aromatic hydrocarbons, nitriles, and mixtures of two or more of these. In the reaction, phosphorus oxychloride is usually used in a proportion of 1 to 10 moles per mole of compound (VI-M1-3). The reaction temperature is usually in the range of 60° C. to 120° C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (VI-M1-2) can be obtained by carrying out a usual post-treatment.

[0090] The compound represented by formula (VI-M1-1) (hereinafter referred to as compound (VI-M1-1)) can be produced by reacting compound (VI-M1-2) with a halogenating agent. The reaction can be carried out in accordance with the method for producing compound (II-M3-3) from compound (II-M3-2) in Production Method 13.

[0091] Compound (VI-1-0) can be produced by reacting compound (VI-M1-2) with compound (R-3). The reaction can be carried out in accordance with the method for producing compound (II-3) from compound (II-M3-2) in Production Method 13. Compound (VI-1-0) can also be produced in accordance with the method for producing compound (II-3) from compound (II-M3-3) in Production Method 13.

[0092] Reference manufacturing method 13 Compound (VI-1) can be produced by reacting a compound represented by formula (VI-1-d) with cesium fluoride. [ka] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out, for example, according to the method described in Tetrahedron Lett., 2015, 56, 6043.

[0093] The compound of the present invention or compound X of the present invention can be mixed or used in combination with one or more components (hereinafter referred to as the present components) selected from the group consisting of the following groups (a), (b), (c), and (d): The above-mentioned mixed or combined use means that the compound of the present invention or compound X of the present invention and the present ingredient are used simultaneously, separately or with an interval between them. When the compound of the present invention or compound X of the present invention and this ingredient are used simultaneously, the compound of the present invention or compound X of the present invention and this ingredient may be contained in separate preparations or may be contained in a single preparation. One aspect of the present invention is a composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and a compound of the present invention. One aspect of the present invention is a composition (hereinafter referred to as composition A) containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and compound X of the present invention.

[0094] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamatergic chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone mimics, multisite inhibitors, chordotonal organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncouplers, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin insecticides), chitin synthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complex I, II, The group consisting of inhibitors of classes III and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordotonal organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients, which are described in the IRAC mechanism-based classification.

[0095] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acylamino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid synthesis and protein synthesis inhibitors (e.g., anilinopyridine fungicides), signal transduction inhibitors, lipid synthesis and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., DMI fungicides such as triazoles), cell wall synthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multisite contact-active fungicides, microbial fungicides, and other fungicidal active ingredients. These are described in the FRAC classification based on the mechanism of action.

[0096] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0097] Group (d) is a group of repellent ingredients.

[0098] Examples of combinations of the present component and the compound X of the present invention are described below. For example, alanycarb + SX means a combination of alanycarb and SX. The abbreviation SX means any one of the compounds X of the present invention selected from the compound group SX1 to SX1491 described in the Examples. The present components described below are all known components and can be obtained from commercially available preparations or produced by known methods. When the present components are microorganisms, they can also be obtained from a bacterial depository. The number in parentheses indicates the CAS RN (registered trademark).

[0099] Combination of the present component of the above group (a) with the compound X of the present invention: Abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acrinathrin + SX, acinonapyr + SX, afidopyropen + SX, afoxolaner + SX, alanycarb + SX, aldicarb + SX, allethrin + SX, alpha-cypermethrin + SX, alpha-endosulfan + SX, aluminum phosphide + SX, amitraz + SX, Azadirachtin + SX, azamethiphos + SX, azinphos-ethyl + SX, azinphos-methyl + SX, azocyclotin + SX, Celastrus angulatus bark + SX, bendiocarb + SX, benfluthrin + SX, benfuracarb + SX, bensultap + SX, benzoximate + SX, benzpyrimoxan + SX, beta-cyfluthrin + SX, beta-cypermethrin + SX, Bifenazate + SX, bifenthrin + SX, bioallethrin + SX, bioresmethrin + SX,Bistrifluron + SX, borax + SX, boric acid + SX, broflanilide + SX, bromopropylate + SX, buprofezin + SX, butocarboxim + SX, butoxycarboxim + SX, cadusafos + SX, calcium phosphide + SX, carbaryl + SX, carbofuran + SX, carbosulfan + SX, cartap hydrochloride + SX, cartap + SX, chinomethionate + SX, Chlorantraniliprole + SX, chlordane + SX, chlorethoxyfos + SX, chlorfenapyr + SX, chlorfenvinphos + SX, chlorfluazuron + SX, chlormephos + SX, chloropicrin + SX, chlorpyrifos + SX, chlorpyrifos-methyl + SX, chromafenozide + SX, clofentezine + SX, clothianidin + SX, concanamycin A + SX, coumaphos + SX, Cryolite + SX, cyanophos + SX, cyantraniliprole + SX, cyclaniliprole + SX,Cycloprothrin + SX, cycloxaprid + SX, cyenopyrafen + SX, cyflumetofen + SX, cyfluthrin + SX, cyhalodiamide + SX, cyhalothrin + SX, cyhexatin + SX, cypermethrin + SX, cyphenothrin + SX, cyromazine + SX, dazomet + SX, deltamethrin + SX, demeton-S-methyl + SX, diafenthiuron + SX, Diazinon + SX, dichlorvos + SX, dichloromezotiaz + SX, dicofol + SX, dicrotophos + SX, diflovidazin + SX, diflubenzuron + SX, dimefluthrin + SX, dimethoate + SX, dimethylvinphos + SX, dimpropyridazol + SX, dinotefuran + SX, disodium octaborate + SX, disulfoton + SX, DNOC (2-methyl-4,6-dinitrophenol) + SX, Doramectin + SX, dried leaves of Dryopteris filix (mas) + SX, emamectin benzoate + SX, empenthrin + SX,Endosulfan + SX, EPN (O-ethyl O-(4-nitrophenyl) phenylphosphonothioate) + SX, epsilon-metofluthrin + SX, epsilon-momfluorothrin + SX, esfenvalerate + SX, ethifencarb + SX, ethion + SX, ethiprole + SX, ethoprophos + SX, etofenprox + SX, etoxazole + SX, Artemisia absinthium extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract (extract of Clitoria ternatea) + SX, Symphytum officinale extract (extract of Symphytum officinale) + SX, Chenopodium ambrosioides extract (extracts or simulated blend of Chenopodium ambrosioides) + SX, Tansy extract (extract of Tanacetum vulgare) + SX, Urtica dioica extract (extract of Urtica dioica) + SX, Viscum album extract (extract of Viscum album) + SX, Famphur + SX, Fenamiphos + SX, Fenazaquin + SX, Fenbutatin oxide + SX, Fenitrothion + SX, Fenobucarb + SX, Fenoxycarb + SX Fenpropathrin + SX,Fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, flometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, flubendiamide + SX, flucycloxuron + SX, flucythrinate + SX, fluensulfone + SX, flufenprox + SX, flufenoxuron + SX, Flufiprole + SX, flumethrin + SX, flupyradifurone + SX, flupyrimin + SX, fluralaner + SX, fluvalinate + SX, fluxametamide + SX, formetanate + SX, fosthiazate + SX, furamethrin + SX, furathiocarb + SX, gamma-cyhalothrin + SX, GS-omega / kappa HXTX-Hv1a peptide + SX, halfenprox + SX, halofenozide + SX, heptafluthrin + SX, heptenophos + SX, hexaflumuron + SX, hexythiazox + SX,Potassium salt of hop beta acid + SX, hydramethylnon + SX, hydroprene + SX, imicyafos + SX, imidacloprid + SX, imidaclothiz + SX, imiprothrin + SX, indoxacarb + SX, isocycloseram + SX, isofenphos + SX, isoprocarb + SX, isopropyl-O-(methoxyaminothiophosphoryl) salicylate + SX, isoxathion + SX, ivermectin + SX, Kadethrin + SX, kappa-tefluthrin + SX, kappa-bifenthrin + SX, kinoprene + SX, lambda-cyhalothrin + SX, lenoremycin + SX, lepimectin + SX, lime sulfur + SX, lotilaner + SX, lufenuron + SX, machine oil + SX, malathion + SX, mecarbam + SX, meperfluthrin + SX, metaflumizone + SX, metam + SX, methamidophos + SX, methidathion + SX, methiocarb + SX, methomyl + SX,Methoprene + SX, methoxychlor + SX, methoxyfenozide + SX, methyl bromide + SX, metofluthrin + SX, metolcarb + SX, metoxadiazone + SX, mevinphos + SX, milbemectin + SX, milbemycin oxime + SX, momfluorothrin + SX, monocrotophos + SX, moxidectin + SX, naled + SX, neem oil + SX, nicotine + SX, Nicotine sulfate + SX, nitenpyram + SX, novaluron + SX, noviflumuron + SX, Chenopodium anthelminticum seed oil + SX, omethoate + SX, oxamyl + SX, oxazosulfyl + SX, oxydemeton-methyl + SX, parathion + SX, parathion-methyl + SX, permethrin + SX, phenothrin + SX, phenthoate + SX, phorate + SX, phosalone + SX, phosmet + SX, phosphamidon + SX, phosphine + SX, phoxim + SX, pirimicarb + SX,Pirimiphos-methyl + SX, prallethrin + SX, profenofos + SX, profluthrin + SX, propargite + SX, propetamphos + SX, propoxur + SX, propylene glycol alginate + SX, prothiofos + SX, pyflubumide + SX, pymetrozine + SX, pyraclofos + SX, pyrethrins + SX, pyridaben + SX, pyridalyl + SX, pyridaphenthion + SX, Pyrifluquinazone + SX, pyrimidifen + SX, pyriminostrobin + SX, pyriprole + SX, pyriproxyfen + SX, quinalphos + SX, resmethrin + SX, rotenone + SX, ryanodine + SX, sarolaner + SX, selamectin + SX, sigma-cypermethrin + SX, silafluofen + SX, sodium borate + SX, sodium metaborate + SX, spinetoram + SX, spinosad + SX, spirodiclofen + SX, spiromesifen + SX, spiropidione + SX,Spirotetramat + SX, sulfluramid + SX, sulfotep + SX, sulfoxaflor + SX, sulfur + SX, sulfuryl fluoride + SX, tartar emetic + SX, tau-fluvalinate + SX, tebufenozide + SX, tebufenpyrad + SX, tebupirimfos + SX, SX, teflubenzuron + SX, tefluthrin + SX, temephos + SX, terbufos + SX, terpene constituents of the extract of Chenopodium ambrosioides near ambrosioides + SX, tetrachlorantraniliprole + SX, tetrachlorvinphos + SX, tetradifon + SX, tetramethrin + SX, tetramethylfluthrin + SX, tetraniliprole + SX, theta-cypermethrin + SX, thiacloprid + SX, Thiamethoxam + SX, thiocyclam + SX, thiodicarb + SX, thiofanox + SX, thiometon + SX, thiosultap disodium + SX, thiosultap monosodium + SX, tioxazafen + SX, tolfenpyrad + SX, tralomethrin + SX, transfluthrin + SX, triazamate + SX, triazophos + SX, trichlorfon + SX, triflumezopyrim + SX, Triflumuron + SX, trimethacarb + SX,Tyclopyrazoflor + SX, Vamidothion + SX, Wood extract of Quassia amara + SX, XMC (3,5-dimethylphenyl N-methylcarbamate) + SX, Xylylcarb + SX, Zeta-cypermethrin + SX, Zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX, 2-chloro-4-fluoro-5-{[5-(trifluoromethylthio)pentyl]oxy}phenyl 2,2,2-trifluoroethyl sulfoxide (1472050-04-6) + SX, 4-chloro-5-[2,2-difluoro-2-(3,4,5-trifluorophenyl)ethoxy]-2-methylphenyl 2,2,2-trifluoroethyl sulfoxide (1632218-00-8) + SX, 4-fluoro-5-[2,2-difluoro-2-(3,4,5-trifluorophenyl)ethoxy]-2-methylphenyl 2,2,2-trifluoroethyl sulfoxide (1632217-98-1) + SX, 2-({2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}imino)-3-(2,2,2-trifluoroethyl)-1,3-thiazolidin-4-one (1445683-71-5) + SX, (1Z)-2-(4-tert-butylphenyl)-2-cyano-1-(1-ethyl-3-methyl-1H-pyrazol-5-yl)ethenyl 2,2-dimethylpropanoate (1253429-01-4) + SX, N-[(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (1644251-74-0) + SX, (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-4-ium-5-olate (2249718-27-0) + SX, BT crop protein Cry1Ab (BT crop protein Cry1Ab) + SX, BT crop protein Cry1Ac (BT crop protein Cry1Ac) + SX, BT crop protein Cry1Fa (BT crop protein Cry1Fa) + SX, BT crop protein Cry1A.105 (BT crop protein Cry1A.105) + SX, BT crop protein Cry2Ab (BT crop protein Cry2Ab) + SX, BT crop protein Vip3A (BT crop protein Vip3A) + SX, BT crop protein Cry3A (BT crop protein Cry3A) + SX, BT crop protein Cry3Ab (BT crop protein Cry3Ab) + SX, BT crop protein Cry3Bb (BT crop protein Cry3Bb) + SX, BT crop protein Cry34Ab1 / Cry35Ab1 (BT crop protein Cry34Ab1 / Cry35Ab1 + SX, Adoxophyes orana granulosis virus strain BV-0001 + SX,Anticarsia gemmatalis nuclear polyhedrosis virus (mNPV) + SX, Autographa californica nuclear polyhedrosis virus (mNPV) + SX, Cydia pomonella GV strain V15 + SX, Cydia pomonella GV strain V22 + SX, Cryptophlebia leucotreta GV + SX, Dendrolimus punctatus cypovirus + SX, Helicoverpa armigera NPV strain BV-0003 + SX Helicoverpa zea nucleopolyhedrosis virus (NPV) + SX, Lymantria dispar nucleopolyhedrosis virus (NPV) + SX, Mamestra brassicae nucleopolyhedrosis virus (NPV) + SX, Mamestra configurata nucleopolyhedrosis virus (NPV) + SX, Neodiprion abietis nucleopolyhedrosis virus (NPV) + SX, Neodiprion lecontei nucleopolyhedrosis virus (NPV) + SX, Neodiprion sertifer nucleopolyhedrosis virus (NPV) + SX, Nosema locustae nucleopolyhedrosis virus (NPV) + SX, Orgyia pseudotsugata nuclear polyhedrosis virus (NPV) + SX, Pieris rapae granulosis virus (GV) + SX, Plodia interpunctella granulosis virus (GV) + SX,Spodoptera exigua mNPV + SX, Spodoptera littoralis mNPV + SX, Lilac·acellulose strain (Spodoptera litura NPV) + SX, Arthrobotrys dactyloides + SX, Bacillus firmus strain GB-126 + SX, Bacillus firmus strain I-1582 + SX, Bacillus megaterium + SX, Bacillus sp. strain AQ175 + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 + SX, Bacillus sphaericus strain ABTS1743 + SX, Bacillus sphaericus serotype strain H5a5b + SX, Bacillus thuringiensis strain AQ52 + SX, Bacillus thuringiensis strain BD#32 + SX, Bacillus thuringiensis strain CR-371 + SX, Bacillus thuringiensis subsp. Aizawai strain ABTS-1857 + SX, Bacillus thuringiensis subsp. Aizawai strain AM65-52 + SX, Bacillus thuringiensis subsp. Aizawai strain GC-91 + SX, Bacillus thuringiensis subsp. Aizawai Serotype strain H-7 + SX, Bacillus thuringiensis subsp. Kurstaki strain ABTS351 + SX, Bacillus thuringiensis subsp. Kurstaki strain BMP123 + SX,Bacillus thuringiensis subsp. Kurstaki strain EG234 + SX, Bacillus thuringiensis subsp. Kurstaki strain EG7841 + SX, Bacillus thuringiensis subsp. Kurstaki strain EVB113-19 + SX, Bacillus thuringiensis subsp. Kurstaki strain F810 + SX, Bacillus thuringiensis subsp. Kurstaki strain HD-1 + SX, Bacillus thuringiensis subsp. Kurstaki strain PB54 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-11 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-12 + SX, Bacillus thuringiensis subsp. Tenebriosis strain NB176 + SX, Bacillus thuringiensis subsp. Thuringiensis strain MPPL002 + SX, Bacillus thuringiensis subsp. morrisoni + SX, Bacillus thuringiensis var. colmeri + SX, Bacillus thuringiensis var. darmstadiensis strain 24-91 + SX, Bacillus thuringiensis var. dendrolimus + SX, Bacillus thuringiensis var. galleriae + SX, Bacillus thuringiensis var. israelensis strain BMP144 + SX, Bacillus thuringiensis var. israelensis serotype strain H-14 + SX,Bacillus thuringiensis var. japonensis strain buibui + SX, Bacillus thuringiensis var. san diego strain M-7 + SX, Bacillus thuringiensis var. 7216 + SX, Bacillus thuringiensis var. aegypti + SX, Bacillus thuringiensis var. T36 + SX, Beauveria bassiana strain ANT-03 + SX, Beauveria bassiana strain ATCC74040 + SX, Beauveria bassiana strain GHA + SX, Beauveria brongniartii + SX, Burkholderia rinogensis strain A396 + SX, Chromobacterium subtsugae strain PRAA4-1T + SX, Dactyllela ellipsospora + SX, Dactylaria thaumasia + SX, Hirsutella minnesotensis + SX, Hirsutella rhossiliensis + SX, Hirsutella thompsonii + SX, Lagenidium giganteum + SX, Lecanicillium lecanii strain KV01 + SX, Lecanicillium lecanii conidia of strain DAOM198499 + SX, Lecanicillium lecanii conidia of strain DAOM216596 + SX, Lecanicillium muscarium strain Ve6 + SX, Metarhizium anisopliae strain F52 + SX, Metarhizium anisopliae var. acridum + SX, Metarhizium anisopliae var. anisopliae BIPESCO 5 / F52 + SX,Metarhizium flavoviride + SX, Monacrosporium phymatopagum + SX, Paecilomyces fumosoroseus Apopka strain 97 + SX, Paecilomyces lilacinus strain 251 + SX, Paecilomyces tenuipes strain T1 + SX, Paenibacillus popilliae + SX, Pasteuria nishizawae strain Pn1 + SX, Pasteuria penetrans + SX, Pasteuria usgae + SX, Pasteuria thoynei + SX, Serratia entomophila + SX, Verticillium chlamydosporium + SX, Verticillium lecani strain NCIM1312 + SX, 2-chloro-N-cyclopropyl-5-{1-[2,6-dichloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]-1H-pyrazol-4-yl}-N-methylpyridine-3-carboxamide (1771741-86-6) + SX, N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-1-methyl-4-(methanesulfonyl)-3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole-3-carboxamide (1400768-21-9) + SX, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one (907187-07-9) + SX, 3-(4'-fluoro-2,4-dimethyl[1,1'-biphenyl]-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one (1031385-91-7) + SX,N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl]-2-(methanesulfonyl)propanamide (2396747-83-2) + SX, 2-isopropyl-5-[(3,4,4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) + SX, 1,4-dimethyl-2-[2-(3-pyridinyl)-2H-indazol-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09-3) + SX, cyproflanilide + SX. ,

[0100] Combination of the present component of the above group (b) with the compound X of the present invention: Acibenzolar-S-methyl + SX, aldimorph + SX, ametoctradin + SX, aminopyrifen + SX, amisulbrom + SX, anilazine + SX, azaconazole + SX, azoxystrobin + SX, basic copper sulfate + SX, benalaxyl + SX, benalaxyl-M + SX, benodanil + SX, benomyl + SX, benthiavalicarb + SX, benthiavalicarb-isopropyl + SX, Benzovindiflupyr + SX, binapacryl + SX, biphenyl + SX, bitertanol + SX, bixafen + SX, blasticidin S + SX, Bordeaux mixture + SX, boscalid + SX, bromothalonil + SX, bromuconazole + SX, bupirimate + SX, captafol + SX, captan + SX, carbendazim + SX, carboxin + SX, carpropamid + SX, Chinomethionate + SX, chitin + SX, chloroneb + ​​SX, chlorothalonil + SX, chlozolinate + SX,Colletochlorin B + SX, copper(II) acetate + SX, copper(II) hydroxide + SX, copper oxychloride + SX, copper(II) sulfate + SX, coumoxystrobin + SX, cyazofamid + SX, cyflufenamid + SX, cymoxanil + SX, cyproconazole + SX, cyprodinil + SX, dichlobentiazox + SX, dichlofluanid + SX, diclocymet + SX, Diclomezine + SX, dicloran + SX, diethofencarb + SX, difenoconazole + SX, diflumetorim + SX, dimethachlone + SX, dimethirimol + SX, dimethomorph + SX, dimoxystrobin + SX, diniconazole + SX, diniconazole-M + SX, dinocap + SX, dipotassium hydrogenphosphite + SX, dipymetitrone + SX, dithianon + SX Dodecylbenzenesulphonic acid bisethylenediamine copper(II) salt + SX, dodemorph + SX,Dodine + SX, edifenphos + SX, enoxastrobin + SX, epoxiconazole + SX, etaconazole + SX, ethaboxam + SX, ethirimol + SX, etridiazole + SX, tea tree extract (from Melaleuca alternifolia) + SX, Japanese knotweed extract (from Reynoutria sachalinensis) + SX, lupine seedling cotyledon extract (from the cotyledons of lupine plantlets ("BLAD")) + SX, garlic extract (from Allium sativum) + SX, horsetail extract (from Equisetum arvense) + SX, Nasturtium extract (Tropaeolum majus extract) + SX, famoxadone + SX, fenamidone + SX, fenaminstrobin + SX, fenarimol + SX, fenbuconazole + SX, fenfuram + SX, fenhexamid + SX, fenoxanil + SX, fenpiclonil + SX, fenpicoxamid + SX, fenpropidin + SX, fenpropimorph + SX, fenpyrazamine + SX, triphenyltin acetate (fentin acetate) + SX, triphenyltin chloride (fentin chloride) + SX, triphenyltin hydroxide (fentin hydroxide) + SX,Ferbam + SX, ferimzone + SX, florylpicoxamid + SX, fluazinam + SX, fludioxonil + SX, flufenoxystrobin + SX, fluindapyr + SX, flumorph + SX, fluopicolide + SX, fluopyram + SX, fluopimomide + SX, fluoroimide + SX, fluoxapiprolin + SX, fluoxastrobin + SX, fluquinconazole + SX, Flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, fosetyl + SX, fosetylaluminium + SX, fuberidazole + SX, furalaxyl + SX, furametpyr + SX, guazatine + SX, hexaconazole + SX, hymexazole + SX, imazalil + SX, Imibenconazole + SX, iminoctadine + SX, iminoctadine triacetate + SX, inpyrfluxam + SX, iodocarb + SX,Ipconazole + SX, ipfentrifluconazole + SX, ipflufenoquin + SX, iprobenfos + SX, iprodione + SX, iprovalicarb + SX, isofetamide + SX, isofleucine + SX, isofleucine + SX, isofleucine + SX, isoprothiolane + SX, isopyrazam + SX, isotianil + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, oak leaves and bark of quercus + SX, Mancozeb + SX, mandestrobin + SX, mandipropamid + SX, maneb + ​​SX, mefentrifluconazole + SX, mepanipyrim + SX, mepronil + SX, meptyldinocap + SX, metalaxyl + SX, metalaxyl-M + SX, metconazole + SX, methasulfocarb + SX, metiram + SX, metominostrobin + SX, metrafenone + SX, Methyltetraprole + SX, mineral oils + SX, myclobutanil + SX, naftifine + SX, nuarimol + SX,Octilinone + SX, ofurace + SX, orysastrobin + SX, oxadixyl + SX, oxathiapiprolin + SX, oxine-copper + SX, oxolinic acid + SX, oxpoconazole + SX, oxpoconazole fumarate + SX, oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiopyrad + SX, Phenamacril + SX, phosphorous acid + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, potassium hydrogencarbonate + SX, potassium dihydrogenphosphite + SX, probenazole + SX, prochloraz + SX, procymidone + SX, propamidine + SX, propamocarb + SX, propiconazole + SX, propineb + ​​SX, Proquinazid + SX, Prothiocarb + SX,Prothioconazole + SX, pydiflumetofen + SX, pyraclostrobin + SX, pyrametostrobin + SX, pyraoxystrobin + SX, pyrapropoyne + SX, pyraziflumid + SX, pyrazophos + SX, pyribencarb + SX, pyributicarb + SX, pyridaclomethyl + SX, pyrifenox + SX, pyrimethanil + SX, pyrimorph + SX, pyriophenone + SX, Pyrisoxazole + SX, pyroquilon + SX, Quillaja extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, quinoa saponins + SX, sedaxane + SX, silthiofam + SX, simeconazole + SX, sodium hydrogencarbonate + SX, spiroxamine + SX, streptomycin + SX, sulfur + SX, Tebuconazole + SX, Tebufloquin + SX, Teclofthalam + SX, Tecnazene + SX, Terbinafine + SX,Tetraconazole + SX, thiabendazole + SX, thifluzamide + SX, thiophanate + SX, thiophanate-methyl + SX, thiram + SX, thymol + SX, tiadinil + SX, tolclofos-methyl + SX, tolfenpyrad + SX, tolprocarb + SX, tolylfluanid + SX, triadimefon + SX, triadimenol + SX, triazoxide + SX, triclopyricarb + SX, Tricyclazole + SX, tridemorph + SX, trifloxystrobin + SX, triflumizole + SX, triforine + SX, triticonazole + SX, validamycin + SX, valifenalate + SX, vinclozolin + SX, mustard powder + SX, zinc thiazole + SX, zineb + ​​SX, ziram + SX, zoxamide + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylmethanimidamide (929908-57-6) + SX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, N'-[5-choro-4-(2-fluorophenoxy)-2-methylphenyl)-N-ethyl-N-methylmethanimidamide (2055589-28-9) + SX, N'-[2-choro-4-(2-fluorophenoxy)-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2055756-21-1) + SX, N'-[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-, methyl-5-methoxyphenyl)-N-isopropyl-N-methylmethanimidamide (2101814-55-3) + SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl)-N-ethyl-N-methylmethanimidamide (1817828-69-5) + SX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (1362477-26-6) + SX, 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (1257056-97-5) + SX, 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2(1H)-one (1616664-98-2) + SX, ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (39491-78-6) + SX, N-[(2-chlorothiazol-5-yl)methyl]-N-ethyl-6-methoxy-3-nitropyridin-2-amine (1446247-98-8) + SX, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-11-4) + SX, (1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-06-2) + SX, (1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-07-3) + SX,2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-13-6) + SX, (1R,2S,5S)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-08-4) + SX, (1S,2R,5R)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-09-5) + SX, methyl 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylate (1791398-02-1) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-bromo-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-86-0) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-chloro-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-84-8) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018316-13-5) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018317-25-2) + SX, 4-({6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]pyridin-3-yl}oxy)benzonitrile (2046300-61-0) + SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082661-43-4) + SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082660-27-1) + SX, methyl ({2-methyl-5-[1-(4-methoxy-2-methylphenyl)-1H-pyrazol-3-yl]phenyl}methyl)carbamate (1605879-98-8) + SX, 2-(difluoromethyl)-N-[1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1616239-21-4) + SX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-02-9) + SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-05-2) + SX, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-27-0) + SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-54-3) + SX, 5-chloro-4-({2-[6-(4-chlorophenoxy)pyridin-3-yl]ethyl}amino)-6-methylpyrimidine (1605340-92-8) + SX, N-(1-benzyl-1,3-dimethylbutyl)-8-fluoroquinoline-3-carboxamide (2132414-04-9) + SX, N-(1-benzyl-3,3,3-trifluoro-1-methylpropyl)-8-fluoroquinoline-3-carboxamide (2132414-00-5) + SX, 4,4-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-25-1) + SX, 5,5-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-26-2) + SX, Agrobacterium radiobactor strain K1026 + SX, Agrobacterium radiobactor strain K84 + SX, Bacillus amyloliquefaciens (Aveo(trademark) EZ Nematicide) + SX, Bacillus amyloliquefaciens strain AT332 + SX, Bacillus amyloliquefaciens strain B3 + SX, Bacillus amyloliquefaciens strain D747 + SX, Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX,Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX, Bacillus amyloliquefaciens strain IN937a + SX, Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX, Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX, Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB34 + SX, Bacillus pumilus strain QST2808 + SX, Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX, Bacillus subtilis strain IAB / BS03 + SX,Bacillus subtilis strain MBI600 + SX, Bacillus subtilis strain QST30002 / AQ30002 + SX, Bacillus subtilis strain QST30004 / AQ30004 + SX, Bacillus subtilis strain QST713 + SX, Bacillus subtilis strain QST714 + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX, Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsin strain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonostachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, cryptococcus albidus + SX, Erwinia carotovora subsp. carotovora strain CGE234M403 + SX, Fusarium oxysporum strain Fo47 + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxa strain AC-1 + SX, Paenibacillus polymyxa strain BS-0105 + SX, Pantoea agglomerans strain E325 + SX, Phlebiopsis gigantea strain VRA1992 + SX,Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphis strain AFS009 + SX, Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX, Pseudomonas sp. strain CAB-02 + SX, Pseudomonas syringae strain 742RS + SX, Pseudomonas syringae strain MA-4 + SX, Pseudozyma flocculosa strain PF-A22UL + SX, Pseudomonas rhodesiae strain HAI-0804 + SX, Pythium oligandrum strain DV74 + SX, Pythium oligandrum strain M1 + SX, Streptomyces griseoviridis strain K61 + SX, Streptomyces lydicus strain WYCD108US + SX, Streptomyces lydicus strain WYEC108 + SX, Talaromyces flavus strain SAY-Y-94-01 + SX, Talaromyces flavus strain V117b + SX, Trichoderma asperellum strain ICC012 + SX, Trichoderma asperellum SKT-1 + SX, Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX,Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX, Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX, Trichoderma gamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX, Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX, Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, trichoderma stromaticum + SX,Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 + SX, Trichoderma viride + SX, Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX, フルベネテラム(flubeneteram) + SX, N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9) + SX, (2S,3S)-3-(2-methylphenyl)butan-2-yl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate (2376210-00-1) + SX, (2S,3S)-3-(4-fluoro-2-methylphenyl)butan-2-yl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (2S,3S)-3-(4-methoxy-2-methylphenyl)butan-2-yl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (2S,3S)-3-(2,4-dimethylphenyl)butan-2-yl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate (2376209-13-9) + SX, (2S,3S)-3-(2-methylphenyl)butan-2-yl N-({3-[(2-methylpropanoyl)oxy]-4-methoxypyridin-2-yl}carbonyl)-L-alaninate (2376210-02-3) + SX, (2S,3S)-3-(4-fluoro-2-methylphenyl)butan-2-yl N-({3-[(2-methylpropanoyl)oxy]-4-methoxypyridin-2-yl}carbonyl)-L-alaninate (2376209-40-2) + SX, (2S,3S)-3-(2,4-dimethylphenyl)butan-2-yl N-({3-[(2-methylpropanoyl)oxy]-4-methoxypyridin-2-yl}carbonyl)-L-alaninate (2376209-15-1) + SX, N'-(2-choro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2062599-39-5) + SX. ,

[0101] Combination of the present component of the above group (c) with the compound X of the present invention: 1-methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, (1H-indol-3-yl)acetic acid (IAA) + SX, 4-(1H-indol-3-yl)butyric acid (IBA) + SX, 2-(4-chloro-2-methylphenoxy)acetic acid (MCPA) + SX, 4-(4-chloro-2-methylphenoxy)butyric acid (MCPB) + SX, 4-chlorophenoxyacetic acid (4-CPA) + SX, 5-aminolevulinic acid hydrochloride + SX, 6-benzylaminopurine + SX, abscisic acid + SX, AVG (aminoethoxyvinylglycine) + SX, ancymidol + SX, butralin + SX, calcium carbonate + SX, calcium chloride + SX, calcium formate + SX, calcium peroxide + SX, calcium polysulfide + SX, calcium sulfate + SX, chlormequat chloride + SX, chlorpropham + SX, choline chloride + SX, cloprop + SX, cyanamide + SX, cyclanilide + SX, daminozide + SX Decane-1-ol + SX,Dichlorprop + SX, dikegulac + SX, dimethipin + SX, diquat + SX, ethephon + SX, ethychlozate + SX, flumetralin + SX, flurprimidol + SX, forchlorfenuron + SX, formononetin + SX, gibberellin A + SX, gibberellin A3 + SX, inabenfide + SX, kinetin + SX, lipochitooligosaccharide SP104 + SX, maleic hydrazide hydrazide + SX, mefluidide + SX, mepiquat chloride + SX, oxidized glutathione + SX, paclobutrazol + SX, pendimethalin + SX, prohexandione calcium + SX, prohydrojasmon + SX, pyraflufen-ethyl + SX, sintophen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + SX, streptomycin + SX, thidiazuron + SX, Triapenthenol + SX, Tribufos + SX, Trinexapac-ethyl + SX, Uniconazole-P + SX,2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate + SX, 3-[(6-chloro-4-phenylquinazolin-2-yl)amino]propan-1-ol + SX, Claroideoglomus etunicatum + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Gigaspora margarita + SX, Gigaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 + SX, Rhizophagus irregularis DAOM 197198 + SX, Azorhizobium caulinodans + SX, Azospirillum amazonense + SX, Azospirillum brasilense XOH + SX, Azospirillum brasilense Ab-V5 + SX, Azospirillum brasilense Ab-V6 + SX, Azospirillum caulinodans + SX, Azospirillum halopraeferens + SX, Azospirillum irakense + SX, Azospirillum lipoferum + SX, Bradyrhizobium elkanii SEMIA 587 + SX, Bradyrhizobium elkanii SEMIA 5019 + SX, Bradyrhizobium japonicum TA-11 + SX, Bradyrhizobium japonicum USDA 110 + SX,Bradyrhizobium liaoningense + SX, Bradyrhizobium lupini + SX, Delftia acidovorans RAY209 + SX, Mesorhizobium ciceri + SX, Mesorhizobium huakii + SX, Mesorhizobium loti + SX, Rhizobium etli + SX, Rhizobium galegae + SX, Rhizobium leguminosarum bv. Phaseoli + SX, Rhizobium leguminosarum bv. Trifolii + SX, Rhizobium leguminosarum bv. Viciae + SX, Rhizobium trifolii + SX, Rhizobium tropici + SX, Sinorhizobium fredii + SX, Sinorhizobium meliloti + SX, Zucchini Yellow Mosaik Virus weak strain + SX. ,

[0102] Combination of the present component of the above group (d) with the compound X of the present invention: Anthraquinone + SX, deet + SX, icaridin + SX.

[0103] The ratio of compound X of the present invention to this component is not particularly limited, and examples thereof include a weight ratio (compound X of the present invention:this component) of 1000:1 to 1:1000, 500:1 to 1:500, 100:1 to 1:100, 50:1, 20:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, 1:50, and the like.

[0104] The compound X of the present invention is effective against harmful arthropods such as harmful insects and harmful mites, harmful nematodes, and harmful mollusks. Examples of harmful arthropods, harmful nematodes, and harmful mollusks include the following.

[0105] Hemiptera: Small brown planthopper (Laodelphax striatellus), Brown planthopper (Nilaparvata lugens), White-backed planthopper (Sogatella furcifera), Corn planthopper (Peregrinus maidis), Yellow leafhopper (Javesella pellucida), Black horned planthopper (Perkinsiella saccharicida), Tagosodes orizicolus and other Delphacidae; Green rice leafhopper (Nephotettix cincticeps), Taiwanese green rice leafhopper (Nephotettix virescens), Black-striped green rice leafhopper (Nephotettix nigropictus), Lightning leafhopper (Recilia dorsalis), Tea green leafhopper (Empoasca onukii), Potato leafhopper (Empoasca Cicadellidae, such as the corn leafhopper (Dalbulus fabae), the white leafhopper (Cofana spectra), and Amrasca biguttula biguttula; Aphrophoridae, such as the European spittlebug (Philaenus spumarius); Cercopidae, such as Mahanarva posticata and Mahanarva fimbriolata;Black bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), willow aphid (Aphis spiraecola), green peach aphid (Myzus persicae), strawberry aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat collar aphid (Rhopalosiphum padi, corn aphid (Rhopalosiphum maidis), citrus black aphid (Toxoptera citricida), peach butterbur aphid (Hyalopterus pruni), barnyard millet aphid (Melanaphis sacchari), Japanese black aphid (Tetraneura nigriabdominalis), cotton boll aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae), and other aphids (Aphididae); grapevine aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), southern pecan leaf phylloxera (Phylloxera Phylloxeridae, such as (Russelae);Adelgidae, such as the Japanese hemlock aphid (Adelges tsugae), the balsam woolly aphid (Adelges piceae), and the small brown aphid (Aphrastasia pectinatae); the rice black bug (Scotinophara lurida), the black paddy bug (Scotinophara coarctata), the green grass bug (Nezara antennata), the spiny spotted bug (Eysarcoris aeneus), the large spiny spotted bug (Eysarcoris lewisi), the white spotted bug (Eysarcoris ventralis), the purple spotted bug (Eysarcoris annamita), the brown marmorated stink bug (Halyomorpha halys), and the southern green stink bug (Nezara Pentatomidae (Pentatomidae) such as the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), the red-banded stink bug (Oebalus pugnax), and the Dichelops melacanthus; Cydnidae (Scaptocoris castanea) and the like; Alydidae (Riptortus clavatus), the spider stink bug (Leptocorisa chinensis), and the narrow-legged stink bug (Leptocorisa acuta); Coreidae (Celetus punctiger, Leptoglossus australis), and the long-legged stink bug (Cavelerius Lygaeidae, including the common long-horned bug (Togo hemipterus), the American long-horned bug (Blissus leucopterus), and others;Miridae (Miridae) such as the red-bearded green rice bug (Trigonotylus caelestialium), the red-striped rice bug (Stenotus rubrovittatus), the long-spined wheat rice bug (Stenodema calcarata), and the rusty rice bug (Lygus lineolaris); Aleyrodidae (Aleyrodidae) such as the greenhouse whitefly (Trialeurodes vaporariorum), the tobacco whitefly (Bemisia tabaci), the citrus whitefly (Dialeurodes citri), the citrus spine whitefly (Aleurocanthus spiniferus), the tea spine whitefly (Aleurocanthus camelliae), and the Japanese oak leaf whitefly (Pealius euryae); Diaspididae, such as Aonidiella aurantii, Diaspidiotus perniciosus, Pseudaulacaspis pentagona, Unaspis yanonensis, and Unaspis citri; Coccidae, such as Ceroplastes rubens; Margarodidae, such as Icerya purchasi and Icerya seychellarum;Pseudococcidae, such as the eggplant mealybug (Phenacoccus solani), the sable mealybug (Phenacoccus solenopsis), the wisteria mealybug (Planococcus kraunhiae), the mulberry mealybug (Pseudococcus comstocki), the citrus mealybug (Planococcus citri), the moth mealybug (Pseudococcus calceolariae), the long-legged mealybug (Pseudococcus longispinus), and the tuttlemey bug (Brevennia rehi); the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), and the Chinese pear psyllid (Cacopsylla Psyllidae, such as the Japanese chinensis, the potato psyllid (Bactericera cockerelli), and the cacopsylla (Cacopsylla pyricola); Tingidae, such as the plane tree earworm (Corythucha ciliata), the goldenrod earworm (Corythucha marmorata), the pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius) and the net bug (Cimex hemipterus); Cicadidae, such as the Brazilian assassin bug (Triatoma infestans), the giant assassin bug (Triatoma rubrofasciata), Triatoma dimidiata, and the Venezuelan assassin bug (Rhodonius Reduviidae, such as Triatomine bugs (e.g., Triatomine spp.), Triatomine spp., ...

[0106] Lepidoptera: Chilo suppressalis, Dark-headed stem borer, Chilo polychrysus, White stem borer, Scirpophaga innotata, Scirpophaga incertulas, Rupela albina, Rice leaf borer, Cnaphalocrocis medinalis, Marasmia patnalis, Rice casino borer, Marasmia exigua, Cotton borer, Notarcha derogata, European corn borer, Ostrinia furnacalis, European corn borer, Hellula undalis, Black-spotted corn borer, Herpetogramma luctuosale, Rice stalk moth, Nymphula Crambidae, such as the Japanese corn moth (Elasmopalpus lignosellus), the Indian meal moth (Plodia interpunctella), the Japanese two-spotted moth (Euzophera batangensis), and the Japanese striped moth (Cadra cautella);Common cutworm (Spodoptera litura), beet armyworm (Spodoptera exigua), armyworm (Mythimna separata), armyworm (Mamestra brassicae), rice armyworm (Sesamia inferens), armyworm (Spodoptera mauritia), two-banded cutworm (Naranga aenescens), Spodoptera frugiperda, African armyworm (Spodoptera exempta), Spodoptera cosmioides, semi-tropical armyworm (Spodoptera eridania), cutworm moth (Agrotis ipsilon), silver ringworm (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean looper (Chrysodeixis includens), Trichoplusia Heliothis spp., such as the false tobacco budworm (Heliothis virescens), Helicoverpa spp., such as the cotton bollworm (Helicoverpa armigera) and the corn earworm (Helicoverpa zea), Noctuidae, such as the velvet bean caterpillar (Anticarsia gemmatalis), cotton leafworm (Alabama argillacea), and hop wine borer (Hydraecia immanis); Pieridae, such as the cabbage white butterfly (Pieris rapae);Pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pea moth (Matsumuraeses azukivora), apple smaller tortrix (Adoxophyes orana fasciata), tea smaller tortrix (Adoxophyes honmai), tea tortrix (Homona magnanima), green tea tortrix (Archips fuscocupreanus), codling moth (Cydia pomonella), sugar candy moth (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moth (Lobesia Tortricidae (Tortricidae) such as Caloptilia theivora and Phyllonorycter ringoniella; Gracilariae (Gracillariidae) such as Caloptilia theivora and Phyllonorycter ringoniella; Carposinidae (Carposinidae) such as Carposina sasakii; Lyonetiidae (Lyonetiidae) such as Leucoptera coffeella, Lyonetia clerkella, and Lyonetia prunifoliella; Lymantriidae (Lymantria spp.) such as Lymantria dispar and Euproctis spp. such as Euproctis pseudoconspersa; Plutellidae (Plutellidae) such as Plutella xylostella;Gelechiidae (Gelechiidae) such as Anarsia lineatella, Helcystogramma triannulella, Pectinophora gossypiella, Phthorimaea operculella, and Tuta absoluta; Arctiidae (Arctiidae) such as Hyphantria cunea; Castniidae (Castniidae) such as Telchin licus; Cossidae (Cossus insularis); Geometridae (Geometridae) such as Ascotis selenaria; Limacodidae (Limaculidae) such as Parasa lepida; and Stathmopoda Stathmopodidae such as Acherontia masinissa; Sphingidae such as Acherontia lachesis; Sesiidae such as Nokona feralis, Synanthedon hector, and Synanthedon tenuis; Hesperiidae such as Parnara guttata; Tineidae such as Tinea translucens and Tineola bisselliella;

[0107] Thysanoptera: Thripidae, such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, Echinothrips americanus, and Scirtothrips perseae; Phlaeothripidae, such as Haplothrips aculeatus.

[0108] Diptera: Anthomyiidae (such as Delia platura, Delia antiqua, and Pegomya cunicularia); Ulidiidae (such as Tetanops myopaeformis); Agromyzidae (such as Agromyza oryzae, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola); Chloropidae (such as Chlorops oryzae); Bactrocera cucurbitae (such as Bactrocera cucurbitae) and Bactrocera citri (such as Bactrocera cucurbitae). Tephritidae, such as Bactrocera dorsalis, Bactrocera latifrons, Bactrocera oleae, Bactrocera tryoni, Ceratitis capitata, Rhagoletis pomonella, and Rhacochlaena japonica; Ephydridae, such as Hydrellia griseola, Hydrellia philippina, and Hydrellia sasakii; Drosophila suzukii, Drosophila melanogaster; Drosophilidae, such as Drosophila melanogaster; Phoridae, such as Megaselia spiracularis; Psychodidae, such as Clogmia albipunctata; Sciaridae, such as Bradysia difformis;Cecidomyiidae (Cicedomyiidae) such as Mayetiola destructor and Orseolia oryzae; Diopsidae (Diopsis macrophthalma); Glossinidae (Tsetse flies) such as Glossina palpalis and Glossina morsitans; Simuliidae (Simuliidae) such as Simulium japonicum and Simulium damnosum; Phlebotominae (Sandflies); Tipulidae (Crane flies) such as Tipula aino, Common crane fly (Tipula oleracea), and European crane fly (Tipula paludosa); Culex pipiens pallens and Culex pipiens pallens tritaeniorhynchus, Culex pipiens f. molestus, Culex quinquefasciatus, Culex pipiens pipiens, Culex vishnui, Aedes albopictus, Aedes aegypti, Anopheles sinensis, Anopheles gambiae, Anopheles stephensi, Anopheles coluzzii, Anopheles albimanus, Anopheles sundaicus, Anopheles arabiensis, Anopheles funestus, Anopheles darlingi, Anopheles farauti, Anopheles Culicidae (such as Prosimulium yezoensis and Simulium ornatum); Tabanidae (such as Tabanus trigonus);Muscidae, such as the house fly (Musca domestica), the giant house fly (Muscina stabulans), the stable fly (Stomoxys calcitrans), and the horn fly (Haematobia irritans); Calliphoridae; Sarcophagidae; Chironomidae, such as the giant midge (Chironomus plumosus), the Japanese midge (Chironomus yoshimatsui), and the gray midge (Glyptotendipes tokunagai); Fannidae;

[0109] Coleoptera: Diabrotica spp., for example, the western corn rootworm (Diabrotica virgifera virgifera), the southern corn rootworm (Diabrotica undecimpunctata howardi), the northern corn rootworm (Diabrotica barberi), and the Mexican corn rootworm (Diabrotica virgifera zeae), bean leaf beetles (Cerotoma trifurcata) such as the banded cucumber beetle (Diabrotica balteata) and the cucumber beetle (Diabrotica speciosa), the spotted neck leaf beetle (Oulema melanopus), the cucumber leaf beetle (Aulacophora femoralis), the striped flea beetle (Phyllotreta striolata), the cabbage leaf beetle (Phyllotreta cruciferae), and the western black leaf beetle (Phyllotreta Chrysomelidae, such as the cabbage stem beetle (Psylliodes chrysocephala), hop beetle (Psylliodes punctulata), Colorado potato beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato beetle (Epitrix cucumeris), rice spur beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), and tobacco flea beetle (Epitrix hirtipennis); seed corn beetle (Stenolophus lecontei), Slender Seed Corn Beetle (Clivina impressifrons), and other ground beetles (Carabidae);Scarabaeidae beetles such as the cuprea beetle (Anomala cuprea), the rufocuprea beetle (Anomala rufocuprea), the albopilosa beetle (Anomala albopilosa), the Japanese beetle (Popillia japonica), the long-legged scarab beetle (Heptophylla picea), the European chafer (Rhizotrogus majalis), the black marmorated beetle (Tomarus gibbosus), the black scarab beetle (Holotrichia spp.), the June beetle (Phyllophaga crinita), and other Phyllophaga spp., and Diloboderus spp. such as Diloboderus abderus; Anthriibidae beetles such as the boll weevil (Araecerus coffeae); The family Aponidae includes the sweet potato weevil (Cylas formicarius); the family Bruchidae includes the Brazilian bean weevil (Zabrotes subfasciatus); the family Scolytidae includes the pine bark beetle (Tomicus piniperda) and the coffee berry borer (Hypothenemus hampei);Potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), maize weevil (Sitophilus zeamais), rice weevil (Sitophilus oryzae), granaria weevil (Sitophilus granarius), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white grain weevil (Rhabdoscelus lineaticollis), boll weevil (Anthonomus grandis), grass band weevil (Sphenophorus venatus), southern cornbill bug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust gourd weevil (Scepticus The Aracanthus spp. (Aracanthus spp.) such as Aracanthus griseus, Scepticus uniformis, Aracanthus mourei, and the cotton root borer (Eutinobothrus brasiliensis) are included in the Curculionidae family; the Tenebrionidae (Tribolium castaneum, Tribolium confusum, Alphitobius diaperinus, and the like); the Coccinellidae (Coccinellidae) (Epilachna vigintioctopunctata, and the like); the Flat-headed Beetle (Lyctus brunneus), the Long-horned Bostrychidea (Rhizopertha dominica); Ptinidae; Cerambycidae, such as Anoplophora malasiaca, Migdolus fryanus, and Aromia bungii;Elateridae beetles such as the Okinawan wireworm beetle (Melanotus okinawensis), the brown-headed wireworm beetle (Agriotes fuscicollis), the comb beetle (Melanotus legatus), the foot-striped wireworm beetle (Anchastus spp.), the Conoderus spp., the Ctenicera spp., the Limonius spp., and the Aeolus spp.; Staphylinidae beetles such as the blue-leaf earwig beetle (Paederus fuscipes); the small-leaved earwig beetle (Anthrenus verbasci) and the white-striped earwig beetle (Dermestes Dermestidae, such as Trogoderma granarium (Trogoderma maculates) and Lasioderma serricorne (tobacco beetle), Anobiidae, such as Stegobium paniceum (Anobiidae); Laemophloeidae, such as Cryptolestes ferrugineus (Laemophloeidae); Silvanidae, such as Oryzaephilus surinamensis (Sawtooth beetle), and Nitidulidae, such as Brassicogethes aeneus (Blossom beetle);

[0110] Orthoptera: Migratory locust (Locusta migratoria), Moroccan locust (Dociostaurus maroccanus), Australian locust (Chortoicetes terminifera), Red locust (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clear-winged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca The grasshoppers (Acrididae) include the common locust (Oxya gregaria), yellow-winged locust (Gastrimargus musicus), sparse-throated locust (Austracris guttulosa), oriental grasshopper (Oxya yezoensis), long-winged locust (Oxya japonica), and Taiwan grasshopper (Patanga succincta); the grasshoppers (Gryllotalpidae) include the common house cricket (Gryllotalpa orientalis); the field crickets (Gryllidae) include the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); and the katydids (Tettigoniidae) include the Mormon cricket (Anabrus simplex).

[0111] Hymenoptera: Tenthredinidae such as Athalia rosae and Athalia japonica; Solenopsis spp. such as Solenopsis invicta and Solenopsis geminata; Atta spp. such as Atta capiguara; Acromyrmex spp., Paraponera clavata, Ochetellus glaber, Monomorium pharaonis, Argentine ant, Linepithema humile, Formica japonica, Pristomyrmex punctutus, Pheidole Camponotus spp. such as Camponotus noda, Pheidole megacephala, Camponotus japonicus, and Camponotus obscuripes; Pogonomyrmex spp. such as Pogonomyrmex occidentalis; Wasmania spp. such as Wasmania auropunctata; and Formicidae such as Anoplolepis gracilipes; Vespa mandarinia, Vespa simillima, Vespa analis, and Vespa Vespidae, such as the Japanese paper wasp (Polistes velutina) and the Japanese paper wasp (Polistes jokahamae); Siricidae, such as the Japanese wood wasp (Urocerus gigas); and Bethylidae.

[0112] Order Blattodea: Ectobiidae, such as the German cockroach (Blattella germanica); Blattidae, such as the American cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the American cockroach (Periplaneta australasiae), the brown cockroach (Periplaneta brunnea), and the Asian cockroach (Blatta orientalis); Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, and Neotermes Termites of the family Termitidae, such as the Satsuma termite (Glyptotermes satsumensis), Nakajima termite (Glyptotermes nakajimai), Katan termite (Glyptotermes fuscus), Hodotermopsis sjostedti, Koshu termite (Coptotermes guangzhouensis), Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes miyatakei), Formosan termite (Reticulitermes kanmonensis), Takasago termite (Nasutitermes takasagoensis), Snocapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans.

[0113] Order Siphonaptera: Family Pulicidae such as human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), rat flea (Xenopsylla cheopis), chicken flea (Echidnophaga gallinacea), etc.; Family Hectopsyllidae such as sand flea (Tunga penetrans); Family Ceratophyllidae such as European rat flea (Nosopsyllus fasciatus).

[0114] Psocodae: Pediculidae, such as the head louse (Pediculus humanus capitis); Phtiridae, such as the pubic louse (Pthirus pubis); Haematopinidae, such as the cow louse (Haematopinus eurysternus) and the pig louse (Haematopinus suis); Linognathidae, such as the cow louse (Linognathus vituli), the sheep trunk louse (Linognathus ovillus), and the woolly cow louse (Solenopotes capillatus); Bovicola bovis, Bovicola ovis, Bovicola breviceps, Damalinia Bovicoliidae, such as the genera Trichodectes canis and Felicola subrostratus; Menoponidae, such as the chicken louse Menopon gallinae, the chicken louse Menacanthus stramineus, and the Trinoton spp.; Trimenoponidae, such as the Cummingsia spp.; Trogiidae, such as the striped booklice Trogium pulsatorium; Liposcelis corrodens and the flat-headed booklice Liposcelis Liposcelidae or Liposcelididae, such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.

[0115] Thysanura: Family Lepismatidae, including the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina).

[0116] Acari: Tetranychidae, such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, and Oligonychus spp.; Aculops pelekassi, Aculops citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, and Aculus spp. Eriophyidae, such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae, such as Polyphagotarsonemus latus; Tenuipalpidae, such as Brevipalpus phoenicis; Tuckerellidae;Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis japonica, Haemaphysalis campanulata, Dermacentor variabilis, Dermacentor taiwanensis, Rocky Mountain wood tick (Dermacentor andersoni), Dermacentor reticulatus, Ixodes ovatus, Ixodes persulcatus, Black-legged tick (Ixodes scapularis), Western black-legged tick (Ixodes pacificus), Ixodes holocyclus, Ixodes ricinus, Lone star tick (Amblyomma Ixodidae ticks such as Amblyomma americanum, Amblyomma maculatum, Rhipicephalus microplus, Rhipicephalus annulatus, Rhipicephalus sanguineus, Rhipicephalus appendiculatus, and Rhipicephalus decoloratus; Argasidae ticks such as Argas persicus, Ornithodoros hermsi, and Ornithodoros turicata; Acaridae ticks such as Tyrophagus putrescentiae and Tyrophagus similis; Dermatophagoides farinae and Dermatophagoides pteronyssinus. Pyroglyphidae, such as Pteronyssinus;Cheyletidae, such as Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, and Cheyletiella yasguri; Psoroptidae, such as Psoroptes ovis, Psoroptes equi, Knemidocoptes mutans, Otodectes cynotis, and Chorioptes spp.; Sarcoptidae, such as Notoedres cati, Notoedres muris, and Sarcoptes scabiei; Listrophorus Listrophoridae such as Dermanyssus gibbus; Dermanyssidae such as Dermanyssus gallinae; Macronyssidae such as Ornithonyssus sylviarum and Ornithonyssus bacoti; Varroidae such as Varroa jacobsoni; Demodex canis and Demodex cati; Leptotrombidium akamushi, Leptotrombidium pallidum, Leptotrombidium scutellaris. Trombiculidae, such as scutellare;

[0117] Araneae: Eutichuridae, such as Cheiracanthium japonicum; Theridiidae, such as Latrodectus hasseltii. Polydesmida: Paradoxosomatidae, including Oxidus gracilis and Nedyopus tambanus. Isopoda: Armadillidiidae, including Armadillidium vulgare. Chilopoda: Scutigeridae such as Thereuonema hilgendorfi; Scolopendridae such as Scolopendra subspinipes; Ethopolyidae such as Bothropolys rugosus. Class Gastropoda: Family Limacidae such as the brown slug (Limax marginatus) and the yellow slug (Limax flavus); Family Philomycidae such as the slug (Meghimatium bilineatum); Family Ampullariidae such as the apple snail (Pomacea canaliculata); Family Lymnaeidae such as the little apple snail (Austropeplea ollula).

[0118] Nematoda: Aphelenchoididae, such as the rice root-lesion nematode (Aphelenchoides besseyi); Pratylenchidae, such as Pratylenchus coffeae, Pratylenchus brachyurus, Pratylenchus neglectus, and Radopholus similis; Meloidogyne javanica, Meloidogyne incognita, guava root-knot nematodes (Meloidogyne enterolobii), Meloidogyne hapla, soybean cyst nematode (Heterodera glycines), and potato cyst nematode (Globodera Heteroderidae such as Globodera pallida (potato white cyst nematode) and Rotylenchulus reniformis (Hoplolaimidae) such as Nothotylenchus acris (strawberry root nematode) and Ditylenchus dipsaci (sea nematode) such as Anguinidae; Tylenchulidae such as Tylenchulus semipenetrans (citrus root nematode) such as Xiphinema index (grape nematode); Trichodoridae; Parasitaphelenchidae such as Bursaphelenchus xylophilus (pine wood nematode).

[0119] The harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes may be harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes that have reduced sensitivity to insecticides, acaricides, molluscicides, and nematocides, or that have developed resistance to such insecticides. However, when the sensitivity to such insecticides has significantly reduced or resistance to such insecticides has significantly developed, it is desirable to use a composition containing an insecticide, acaricide, molluscicide, and nematocide component other than the target insecticide, acaricide, molluscicide, and nematocide.

[0120] The method for controlling arthropod pests of the present invention is carried out by applying an effective amount of the compound of the present invention, compound X of the present invention, or composition A directly to the arthropod pests and / or to the habitat of the arthropod pests (plants, soil, houses, animals, etc.). Examples of the method for controlling arthropod pests of the present invention include foliage treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.

[0121] The compound of the present invention, compound X of the present invention, or composition A is usually mixed with an inert carrier such as a solid carrier, liquid carrier, or gaseous carrier, and, if necessary, surfactants and other formulation adjuvants are added to formulate it into emulsions, oils, dusts, granules, wettable powders, water dispersible granules, flowables, dry flowables, microcapsules, aerosols, poison baits, resin preparations, shampoos, paste preparations, foams, carbon dioxide gas preparations, tablets, etc. These preparations may also be processed into mosquito coils, electric mosquito mats, liquid mosquito repellents, smoke preparations, fumigants, sheets, spot-on preparations, or oral treatment preparations for use. These preparations typically contain 0.0001 to 95% by weight of the compound of the present invention, compound X of the present invention, or composition A.

[0122] Examples of solid carriers used in formulation include fine powders and granules of clays (kaolin clay, diatomaceous earth, bentonite, acid clay, etc.), dry silica, wet silica, talc, ceramics, other inorganic minerals (sericite, quartz, sulfur, activated carbon, calcium carbonate, etc.), chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and synthetic resins (polyester resins such as polypropylene, polyacrylonitrile, polymethyl methacrylate, polyethylene terephthalate, nylon resins such as nylon-6, nylon-11, nylon-66, polyamide resins, polyvinyl chloride, polyvinylidene chloride, vinyl chloride-propylene copolymer, etc.).

[0123] Examples of liquid carriers include water, alcohols (methanol, ethanol, isopropyl alcohol, butanol, hexanol, benzyl alcohol, ethylene glycol, propylene glycol, phenoxyethanol, etc.), ketones (acetone, methyl ethyl ketone, cyclohexanone, etc.), aromatic hydrocarbons (toluene, xylene, ethylbenzene, dodecylbenzene, phenylxylylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, kerosene, diesel, etc.), esters (ethyl acetate, butyl acetate, isopropyl myristate, ethyl oleate, diisopropyl adipate, acetone, methyl methyl ketone, methyl methyl naphthalene, etc.), and the like. Examples of suitable solvents include diisobutyl dipicate, propylene glycol monomethyl ether acetate, etc., nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether, 1,4-dioxane, 1,2-dimethoxyethane, diethylene glycol dimethyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether, 3-methoxy-3-methyl-1-butanol, etc.), amides (DMF, N,N-dimethylacetamide, etc.), sulfoxides (DMSO, etc.), propylene carbonate, and vegetable oils (soybean oil, cottonseed oil, etc.).

[0124] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, and carbon dioxide gas.

[0125] Examples of surfactants include nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, and polyethylene glycol fatty acid esters, and anionic surfactants such as alkyl sulfonates, alkyl benzene sulfonates, and alkyl sulfates.

[0126] Other formulation adjuvants include adhesives, dispersants, colorants, and stabilizers, such as casein, gelatin, sugars (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), isopropyl acid phosphate, 2,6-di-tert-butyl-4-methylphenol, and BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol).

[0127] Examples of the substrate for the resin preparation include vinyl chloride polymers and polyurethanes, and these substrates may contain, as needed, plasticizers such as phthalate esters (dimethyl phthalate, dioctyl phthalate, etc.), adipic acid esters, and stearic acid. Resin preparations are obtained by kneading compounds into the substrate using a conventional kneading device and then molding the mixture by injection molding, extrusion molding, press molding, or the like. If necessary, the mixture can be further processed, for example, through molding and cutting processes, into resin preparations in the form of plates, films, tapes, nets, strings, or the like. These resin preparations are processed into, for example, animal collars, animal ear tags, sheet preparations, attractants, and gardening supports. Examples of base materials for poison bait include grain flour, vegetable oil, sugar, and crystalline cellulose, and, if necessary, antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid, preservatives such as dehydroacetic acid, agents to prevent accidental ingestion by children and pets such as chili pepper powder, and pest-attracting flavors such as cheese flavoring, onion flavoring, and peanut oil may also be added.

[0128] In the present invention, the plant includes the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.

[0129] Vegetative reproductive organs refer to plant roots, stems, leaves, and other parts that have the ability to grow when separated from the main body and placed in soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), tubers, rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. Stolons are sometimes called runners, and propagules are also called bulbils and are divided into broad buds and bulbils. Vines refer to shoots (a collective term for leaves and stems) of plants such as sweet potatoes and Japanese yams. Bulbs are a collective term for bulbs, corms, tubers, rhizomes, stem fragments, rhizophores, or tuberous roots. Potato cultivation begins by planting the tubers in soil, and the tubers used are generally called seed potatoes.

[0130] Examples of the method for controlling harmful arthropods by applying an effective amount of the compound of the present invention, compound X of the present invention or composition A to soil include a method of applying an effective amount of the compound of the present invention, compound X of the present invention or composition A to the soil before or after planting a plant, a method of applying an effective amount of the compound of the present invention, compound X of the present invention or composition A to the rhizosphere of a crop to be protected from damage such as feeding by harmful arthropods, and a method of systemically translocating an effective amount of the compound of the present invention, compound X of the present invention or composition A from the roots etc. into the interior of the plant body to control harmful arthropods that feed on plants. More specifically, for example, planting hole treatment (planting hole spraying, planting hole treatment soil incorporation), plant base treatment (plant base spraying, plant base soil incorporation, plant base irrigation, plant base treatment in the latter half of the seedling raising period), planting furrow treatment (planting furrow spraying, planting furrow soil incorporation), row treatment (row spraying, row soil incorporation, row spraying during the growing period), row treatment at sowing (row spraying at sowing, row soil incorporation at sowing), overall treatment (overall soil spraying, overall soil incorporation), side row treatment, water surface treatment (water surface application, water surface application after flooding), other soil spray treatments (granular foliar spray during the growing period, spraying under the crown or around the main trunk, soil surface spraying, soil surface incorporation, seeding hole spraying, furrow surface spraying, inter-row spraying), Other irrigation treatments include soil irrigation, seedling irrigation, chemical injection treatment, ground level irrigation, chemical drip irrigation, chemigation), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding with chemicals), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding with chemicals), seedbed treatments (seedling bed spraying, seedbed irrigation, water seedling bed spraying, seedling immersion), bed soil mixing treatments (bed soil mixing, bed soil mixing before sowing, spraying before soil covering at sowing, spraying after soil covering at sowing, covering soil mixing), and other treatments (mixing culture soil, plowing in, mixing topsoil, mixing soil where rain falls, planting position treatment, spraying granular inflorescences, mixing paste fertilizer).

[0131] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the compound of the present invention, compound X of the present invention, or composition A. More specifically, examples include spray treatments in which a suspension of the compound of the present invention, compound X of the present invention, or composition A is sprayed onto the surface of seeds or vegetative reproductive organs in mist form, smear treatments in which seeds or vegetative reproductive organs are coated with the compound of the present invention, compound X of the present invention, or composition A, immersion treatments in which seeds are immersed in a solution of the compound of the present invention, compound X of the present invention, or composition A for a certain period of time, and methods of coating seeds or vegetative reproductive organs with a carrier containing the compound of the present invention, compound X of the present invention, or composition A (film coating treatment, pellet coating treatment, etc.). The vegetative reproductive organs mentioned above particularly include seed potatoes. When applying Composition A to seeds or vegetative reproductive organs, the seeds or vegetative reproductive organs can be treated with a single formulation of Composition A, or the seeds or vegetative reproductive organs can be treated with multiple different formulations of Composition A in separate applications. Examples of methods of treating with multiple different formulations of Composition A in separate applications include a method of treating with a formulation containing only the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing this ingredient; and a method of treating with a formulation containing the compound of the present invention and this ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing this ingredient other than the ingredient that has already been treated. In the present invention, the seeds or vegetative reproductive organs carrying the compound of the present invention, compound X of the present invention or composition A refer to seeds or vegetative reproductive organs in a state in which the compound of the present invention, compound X of the present invention or composition A is attached to the surface of the seeds or vegetative reproductive organs. The seeds or vegetative reproductive organs carrying the compound of the present invention, compound X of the present invention or composition A may have materials other than the compound of the present invention, compound X of the present invention or composition A attached to them before or after the compound of the present invention, compound X of the present invention or composition A is attached to the seeds or vegetative reproductive organs. When composition A is attached to the surface of a seed or vegetative reproductive organ in the form of a layer, the layer may consist of one or more layers. When the composition consists of multiple layers, each layer may contain one or more active ingredients, or may consist of a layer containing one or more active ingredients and a layer containing no active ingredients. Seeds or vegetative reproductive organs carrying the compound of the present invention, compound X of the present invention, or composition A can be obtained, for example, by applying a formulation containing the compound of the present invention, compound X of the present invention, or composition A to seeds or vegetative reproductive organs by the above-mentioned seed treatment method.

[0132] When the compound of the present invention, compound X of the present invention or composition A is used for controlling harmful arthropods in the agricultural field, the application amount is 10,000 m 2 The amount of the compound of the present invention or compound X of the present invention applied per kg of seed or vegetative reproductive organ is usually 1 to 10,000 g. When treating seeds or vegetative reproductive organs, the compound of the present invention or compound X of the present invention is applied in an amount of usually 0.001 to 100 g per kg of seed or vegetative reproductive organ. When the compound of the present invention, compound X of the present invention or composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate or the like, it is usually applied after being diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm, and granules, dusts and the like are usually applied as is.

[0133] The compound of the present invention, compound X of the present invention or composition A can also be applied by wrapping a resin preparation in the form of a sheet or string around crops, stretching it near crops, or spreading it on the soil at the base of plants.

[0134] When the compound of the present invention, compound X of the present invention, or composition A is used to control harmful arthropods living in houses, the application amount is 1 / 2 m / day for surface treatment. 2 The amount of the compound of the present invention or the compound X of the present invention per 1 m of treatment space is usually 0.01 to 1000 mg. 3 The amount of the compound of the present invention or compound X of the present invention per unit area is usually 0.01 to 500 mg. When the compound of the present invention, compound X of the present invention or composition A is formulated as an emulsifiable concentrate, wettable powder, flowable powder or the like, it is usually applied after being diluted with water so that the active ingredient concentration becomes 0.1 to 10,000 ppm, whereas oil solutions, aerosols, fumigants, poison baits and the like are applied as they are.

[0135] When the compound of the present invention, compound X of the present invention, or composition A is used to control ectoparasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, or small animals such as dogs, cats, rats, and mice, it can be administered to animals by methods known in veterinary medicine. Specific methods of administration include, for example, administration by tablet, incorporation into feed, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.) for systemic control, and administration by methods such as spraying an oil or aqueous liquid, pour-on application, spot-on application, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. When administered to animals, the amount of the compound of the present invention or compound X of the present invention is usually in the range of 0.1 to 1000 mg per kg of the animal's body weight.

[0136] Furthermore, the compound of the present invention, compound X of the present invention or composition A can be used as an agent for controlling harmful arthropods in agricultural lands such as fields, paddy fields, lawns, orchards, etc. Examples of plants include the following.

[0137] Corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beet, rapeseed, sunflower, sugarcane, tobacco, Solanaceae vegetables (eggplant, tomato, bell pepper, chili pepper, potato, etc.), Cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Brassicaceae vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Umbelliferae vegetables (carrots, parsley, celery, parsley, etc.), Chenopodiaceae vegetables (horseshoe, etc.). vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, taro, pome fruits (apples, European pears, Japanese pears, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherries, apricots, prunes, etc.), citrus fruits (unshu mandarins, oranges, lemons, limes, grapefruit, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, olives, loquats, bananas, coffee, dates, coconuts, tea, mulberry, ornamental plants, forest plants, lawn grass, pasture grass.

[0138] These plants include those that can be produced by natural crossbreeding, those that can be generated by mutation, F1 hybrid plants, and genetically modified (GM) crops. Examples of genetically modified (GM) crops include those that are resistant to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase) inhibitors (e.g., isoxaflutole), ALS (acetolactate synthase) inhibitors (e.g., imazethapyr and thifensulfuron methyl), EPSP (5-enolpyruvylshikimate-3-phosphate synthase) inhibitors, glutamine synthetase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, and dicamba; those that can synthesize selective toxins known from Bacillus thuringiensis; and those that can synthesize gene fragments that partially match endogenous genes from harmful insects and induce gene silencing (RNAi; RNA interference) in the target pest insects, thereby imparting specific insecticidal activity.

[0139] The above-mentioned plants are not particularly limited as long as they are varieties that are commonly cultivated. [Example]

[0140] The present invention will be explained in more detail below with reference to production examples, formulation examples and test examples, but the present invention is not limited to these examples. In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, c-Pr represents a cyclopropyl group, c-Bu represents a cyclobutyl group, c-Pen represents a cyclopentyl group, c-Hex represents a cyclohexyl group, Ph represents a phenyl group, Py2 represents a 2-pyridyl group, Py3 represents a 3-pyridyl group, Py4 represents a 4-pyridyl group, and Bn represents a benzyl group. When c-Pr, c-Bu, c-Pen, c-Hex, Ph, Py2, Py3, and Py4 have a substituent, the substituent and the substitution position are written before the symbol. For example, 1-CN-c-Pr represents a 1-cyanocyclopropyl group, 3,4-F2-Ph represents a 3,4-difluorophenyl group, 4-CF3-Py2 represents a 4-(trifluoromethyl)-2-pyridyl group, and 5-OCH2CF2CF3-Py2 represents a 5-(2,2,3,3,3-pentafluoropropoxy)-2-pyridyl group.

[0141] First, a production example of the compound X of the present invention will be shown.

[0142] When the physical properties of a compound are measured by liquid chromatography / mass spectrometry (hereinafter referred to as LCMS), the measured molecular ion value [M+H] + or [MH] - and retention time (hereinafter referred to as RT). The conditions for liquid chromatography (hereinafter referred to as LC) are as follows:

[0143] [LC conditions] Column: L-column 2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute, Japan) UV measurement wavelength: 254nm Mobile phase: Solution A: 0.1% formic acid aqueous solution, Solution B: 0.1% formic acid acetonitrile Flow rate: 2.0mL / min Gradient conditions: The solution is delivered at the concentration gradient shown in [Table LC1].

[0144] [Table 1]

[0145] Reference manufacturing example 1 To a mixture of 1.0 g of 5-[3-(ethanesulfonyl)-6-iodoimidazo[1,2-a]pyridin-2-yl]-3-methyl-2-(2,2,3,3,3-pentafluoropropoxy)pyrimidin-4(3H)-one (prepared according to the method described in WO 2019 / 124548) and 10 mL of acetonitrile, 15 mL of 28% aqueous ammonia was added dropwise at 70 ° C. and stirred at 70 ° C. for 6 hours. The resulting mixture was cooled to room temperature, and the precipitated solid was filtered. The resulting solid was washed with water and concentrated under reduced pressure to obtain 600 mg of intermediate 1 represented by the following formula: [ka] Intermediate 1: 1 H-NMR (DMSO-D6) δ: 8.98 (1H, d), 7.84 (1H, s), 7.78 (1H, dd), 7.62 (1H, d), 7.52 (2H, s), 3.79 (2H, q), 2.30 (3H, s), 1.26 (3H, t).

[0146] Reference manufacturing example 2 A mixture of 46.9 g of 2-amino-4-(trifluoromethyl)pyridine, 66.5 g of ethyl 4-chloroacetoacetate, and 150 mL of ethanol was stirred at 85°C for 7 hours. The resulting mixture was concentrated under reduced pressure, and 400 mL of 1N hydrochloric acid was added to the resulting residue, which was then washed with ethyl acetate. The resulting aqueous layer was neutralized with sodium bicarbonate and extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting solid was washed with hexane to obtain 37.3 g of intermediate 2, which is represented by the following formula: [ka] Intermediate 2: 1H-NMR (CDCl3) δ: 8.20 (1H, d), 7.90 (1H, d), 7.76 (1H, s), 6.99 (1H, dd), 4.23 (2H, q), 3.93 (2H, s), 1.31 (3H, q).

[0147] Reference manufacturing example 2-1 The compounds prepared according to Reference Preparation Example 2 and their physical properties are shown below. [ka] Intermediate 22: 1 H-NMR (CDCl3) δ: 8.46 (1H, s), 7.72 (1H, s), 7.65 (1H, d), 7.30 (1H, d), 4.22 (2H, q), 3.89 (2H, s), 1.30 (3H, t).

[0148] Reference manufacturing example 3 A mixture of 5.00 g of intermediate 2 and 10 mL of N,N-dimethylformamide dimethyl acetal was stirred at 80°C for 2 hours. The resulting mixture was concentrated under reduced pressure, and 18 mL of sodium ethoxide (20% ethanol solution) and 2.48 g of N-methylthiourea were added sequentially, followed by stirring at 80°C for 7 hours. The resulting mixture was concentrated under reduced pressure, and water was added, followed by neutralization with concentrated hydrochloric acid. The precipitated solid was filtered, washed with water, and dried under reduced pressure to obtain 4.86 g of intermediate 3 represented by the following formula: [ka] Intermediate 3: 1 H-NMR (DMSO-D6) δ: 8.84 (1H, d), 8.71 (1H, s), 8.16 (1H, s), 8.01 (1H, d), 7.18 (1H, dd), 3.67 (3H, s).

[0149] Reference manufacturing example 4 To a mixture of 4.36 g of intermediate 3 and 63 mL of DMF was added dropwise 3.4 mL of oxalyl chloride under ice-cooling. The resulting mixture was stirred at 40°C for 30 minutes, and then water was added under ice-cooling. The precipitated solid was filtered, washed successively with water and MTBE, and concentrated under reduced pressure to obtain 1.39 g of intermediate 4 represented by the following formula. [ka] Intermediate 4: 1 H-NMR (CDCl3) δ: 8.87 (1H, s), 8.65 (1H, s), 8.25 (1H, d), 7.92-7.91 (1H, m), 6.98 (1H, d), 3.82 (3H, s).

[0150] Reference manufacturing example 5 Intermediate 5 represented by the following formula was obtained using Intermediate 4 instead of 5-[3-(ethanesulfonyl)-6-iodoimidazo[1,2-a]pyridin-2-yl]-3-methyl-2-(2,2,3,3,3-pentafluoropropoxy)pyrimidin-4(3H)-one and following the procedure of Reference Production Example 1. [ka] Intermediate 5: 1 H-NMR (DMSO-D6) δ: 8.79 (1H, d), 8.60 (1H, s), 8.58 (1H, s), 7.94 (1H, d), 7.45 (2H, br s), 7.10 (1H, dd), 3.39 (3H, s).

[0151] Reference manufacturing example 6 A mixture of 1.45 g of intermediate 5, 2.4 mL of 3-bromo-1,1,1-trifluoroacetone, and 5 mL of butanol was stirred at 100°C for 20 hours in a pressure vessel. The resulting mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 348 mg of intermediate 6 represented by the following formula: [ka] Intermediate 6: 1 H-NMR (CDCl3) δ: 8.96 (1H, s), 8.71 (1H, s), 8.27 (1H, d), 7.88-7.86 (1H, m), 7.53 (1H, s), 7.00 (1H, dd), 3.81 (3H, s).

[0152] Reference manufacturing example 7 To a mixture of 1.0 g of 4-chloro-1-methyl-2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine (synthesized according to the method described in Tetrahedron Letters, 2013, 54, 201), 0.5 mL of benzyl alcohol, and 14 mL of DMF, 204 mg of sodium hydride (60%, oily) was added at room temperature and stirred for 3 hours. A saturated aqueous solution of ammonium chloride was added to the resulting mixture, which was then extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure. 7 mL of 6N hydrochloric acid was added to the resulting residue, which was stirred at room temperature for 2.5 hours. Sodium bicarbonate was added to the resulting mixture to neutralize it. The precipitated solid was filtered, washed with water, and concentrated under reduced pressure to obtain 0.3 g of intermediate 7, which is represented by the following formula: [ka] Intermediate 7: 1 H-NMR (DMSO-D6) δ: 11.50 (1H, br s), 7.37 (1H, d), 6.72 (1H, d), 3.88 (3H, s).

[0153] Reference manufacturing example 8 To a mixture of 9.49 g of chloroacetic acid and 15 mL of water, 16.7 mL of triethylamine was added at 0°C over 30 minutes. 16.1 g of 2-amino-5-(trifluoromethyl)pyridine was added to the resulting mixture, and the mixture was stirred under reflux for 2 hours. The resulting mixture was allowed to cool to room temperature, and the precipitated solid was filtered. The resulting solid was washed with water and dried under reduced pressure to obtain 11.0 g of crude intermediate 8 represented by the following formula. [ka] Intermediate 8: LCMS: 219 [MH] - , RT = 0.42 minutes

[0154] Reference manufacturing example 8-1 The compounds prepared according to Reference Preparation Example 8 and their physical properties are shown below. [ka] Intermediate 9: LCMS: 229 [MH] - , RT = 0.34 minutes

[0155] Reference manufacturing example 9 A mixture of 13.21 g of the crude product of Intermediate 8 prepared according to Reference Preparation Example 8, 18 mL of phosphorus oxychloride, and 150 mL of toluene was stirred under reflux for 6 hours. The resulting mixture was added dropwise to an aqueous sodium hydroxide solution and extracted with toluene. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 13.2 g of Intermediate 10 represented by the following formula: [ka] Intermediate 10: 1 H-NMR (CDCl3) δ: 8.44 (1H, s), 7.65 (1H, d), 7.62 (1H, s), 7.38 (1H, d).

[0156] Reference manufacturing example 9-1 The compounds prepared according to Reference Preparation Example 9 and their physical properties are shown below. [ka] Intermediate 11: 1 H-NMR (CDCl3) δ: 8.21 (1H, s), 7.48 (1H, s), 7.44 (1H, d), 7.28 (1H, d).

[0157] Reference manufacturing example 10 To a mixture of 15.44 g of intermediate 10 and 75 mL of DMF, 17.32 g of N-iodosuccinimide was added under ice-cooling, and the mixture was stirred at 70°C for 5 hours. Aqueous sodium thiosulfate solution was added to the resulting mixture, and the precipitated solid was filtered. The resulting solid was washed with water and dried under reduced pressure to obtain 18.0 g of intermediate 12 represented by the following formula: [ka] Intermediate 12: 1 H-NMR (CDCl3) δ: 8.41 (1H, s), 7.65 (1H, d), 7.44 (1H, d).

[0158] Reference manufacturing example 10-1 The compounds prepared according to Reference Preparation Example 10 and their physical properties are shown below. [ka] Intermediate 13: 1 H-NMR (CDCl3) δ: 8.20 (1H, s), 7.43 (1H, d), 7.35 (1H, d).

[0159] [ka] Intermediate 23: 1 H-NMR (CDCl3) δ: 8.45 (1H, s), 7.67 (1H, d), 7.39 (1H, d), 4.21 (2H, q), 3.90 (2H, s), 1.29 (3H, t).

[0160] Reference manufacturing example 11 A mixture of 18.0 g of Intermediate 12, 140 mL of 1,4-dioxane, 2.38 g of tris(dibenzylideneacetone)dipalladium(0), 3.01 g of Xantphos, 27.2 mL of diisopropylethylamine, and 3.75 mL of ethanethiol was stirred under reflux for 3 hours. The resulting mixture was brought to room temperature and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 13.39 g of Intermediate 14, which is represented by the following formula: [ka] Intermediate 14: 1 H-NMR (CDCl3) δ: 8.74 (1H, s), 7.67 (1H, d), 7.48 (1H, d), 2.78 (2H, d), 1.24 (3H, t)

[0161] Reference manufacturing example 11-1 The compounds prepared according to Reference Preparation Example 11 and their physical properties are shown below. [ka] Intermediate 15: 1 H-NMR (CDCl3) δ: 8.51 (1H, s), 7.46 (1H, d), 7.38 (1H, d), 2.73 (2H, d), 1.23 (3H, t).

[0162] [ka] Intermediate 24: 1 H-NMR (CDCl3) δ: 8.76 (1H, s), 7.70 (1H, d), 7.42 (1H, d), 4.20 (2H, q), 4.00 (2H, s), 2.72 (2H, q), 1.28 (3H, t), 1.23 (3H, t).

[0163] Reference manufacturing example 12 To a mixture of 2.66 g of intermediate 15 and 10 mL of chloroform, 5.16 g of mCPBA (70% purity, containing 30% water) was added under ice-cooling and stirred at room temperature for 2 hours. A saturated aqueous solution of sodium bicarbonate and an aqueous solution of sodium thiosulfate were added successively to the resulting mixture, followed by extraction with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 1.79 g of intermediate 16, which is represented by the following formula: [ka] Intermediate 16: 1 H-NMR (CDCl3) δ: 9.15 (1H, s), 7.60 (1H, d), 7.57 (1H, d), 3.36 (2H, q), 1.36 (3H, t).

[0164] Reference manufacturing example 12-1 The compounds prepared according to Reference Preparation Example 12 and their physical properties are shown below. [ka] Intermediate 17: 1 H-NMR (CDCl3) δ: 9.39 (1H, s), 7.81 (1H, d), 7.67 (1H, d), 3.39 (2H, q), 1.37 (3H, t).

[0165] [ka] Intermediate 25: 1 H-NMR (CDCl3) δ: 9.22 (1H, s), 7.82 (1H, d), 7.61 (1H, d), 4.22 (2H, s), 4.21 (2H, q), 3.39 (2H, q), 1.39 (3H, t), 1.30 (3H, t).

[0166] Reference manufacturing example 13 A mixture of 324 mg of intermediate 16, 0.32 mL of trans-N,N'-dimethylcyclohexane-1,2-diamine, 225 mg of sodium iodide, 190 mg of copper(I) iodide, and 4 mL of toluene was stirred at 120°C for 21 hours. The resulting mixture was cooled to room temperature and then filtered. Water was added to the filtrate, and the mixture was extracted with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 70 mg of intermediate 18, which is represented by the following formula: [ka] Intermediate 18: 1H-NMR (CDCl3) δ: 9.23 (1H, s), 7.70 (1H, d), 7.46 (1H, d), 3.35 (2H, m), 1.35 (3H, t).

[0167] Reference manufacturing example 14 A mixture of 936 mg of intermediate 17, 4.56 g of cesium fluoride, and 10 mL of DMSO was stirred at 95°C for 2 hours. After the resulting mixture was cooled to room temperature, ethyl acetate and water were added successively, and the mixture was filtered through Celite (registered trademark). The filtrate was separated, and the resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 330 mg of crude intermediate 19, which is represented by the following formula: [ka] Intermediate 19: LCMS: 297 [M+H] + , RT = 1.76 minutes

[0168] Reference production example 14-1 The compounds prepared according to Reference Preparation Example 14 and their physical properties are shown below. [ka] Intermediate 20: LCMS: 355 [M+H] + , RT = 1.72 minutes

[0169] Reference manufacturing example 15 A mixture of 8.0 g of ethyl 2-(6-bromoimidazo[1,2-a]pyridin-2-yl)acetate (prepared according to the method described in International Publication No. 2015 / 086527) and 20 mL of N,N-dimethylformamide dimethyl acetal was stirred at 90°C for 1 hour. The resulting mixture was concentrated under reduced pressure, and 1.01 g of 5-(trifluoromethyl)-1,2,4-triazol-3-amine and 5 mL of propionic acid were added to the resulting residue, followed by stirring at 120°C for 30 minutes. The resulting mixture was allowed to cool to room temperature, and 12N aqueous sodium hydroxide solution was added. The precipitated solid was filtered and washed with MTBE. The resulting solid was dried under reduced pressure to obtain 1.15 g of intermediate 21, represented by the following formula: [ka] Intermediate 21: 1 H-NMR (DMSO-D6) δ: 8.85 (1H, s), 8.71 (1H, s), 8.43 (1H, s), 7.41 (1H, d), 7.30 (1H, d).

[0170] Manufacturing Example 1 A mixture of 300 mg of intermediate 1, 5 mL of NMP, and 1 mL of 3-bromo-1,1,1-trifluoroacetone was stirred at 130°C for 1 hour. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:4) to obtain 220 mg of compound 1 of the present invention represented by the following formula: [ka] Compound 1 of the present invention: 1 H-NMR (CDCl3) δ: 9.15 (1H, s), 8.17 (1H, s), 7.70 (1H, d), 7.53 (1H, d), 7.46 (1H, s), 3.75 (3H, s), 3.65 (2H, q), 1.46 (3H, t).

[0171] Manufacturing Example 2 A mixture of 170 mg of intermediate 6, 105 μL of diethyl disulfide, 161 mg of iodine, and 1.5 mL of NMP was stirred at 170° C. for 2 hours. The resulting mixture was allowed to cool to room temperature, and saturated aqueous sodium thiosulfate solution was added, followed by extraction with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=2:1) ​​to obtain 105 mg of compound 2 of the present invention (containing 69 w / w% intermediate 6) represented by the following formula: [ka] Compound 2 of the present invention: 1 H-NMR (CDCl3) δ: 8.60 (1H, d), 8.19 (1H, s), 7.99-7.96 (1H, m), 7.48 (1H, s), 7.16 (1H, dd), 3.79 (3H, s), 2.79 (2H, q), 1.17 (3H, t).

[0172] Manufacturing Example 2-1 The compounds produced according to Production Example 2 and their physical properties are shown below. [ka] Compound 8 of the present invention: 1 H-NMR (CDCl3) δ: 9.59 (1H, s), 8.91 (1H, s), 8.77 (1H, d), 7.88 (1H, d), 2.89 (2H, q), 1.28 (3H, t).

[0173] Manufacturing Example 3 To a mixture of 105 mg of compound 2 of the present invention (containing 69 w / w% of intermediate 6) and 5 mL of chloroform, 40 mg of mCPBA (70% purity, containing 30% water) was added under ice-cooling and stirred at room temperature for 10 hours. A saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium thiosulfate were added successively to the resulting mixture, followed by extraction with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography (hexane:ethyl acetate=2:1) ​​to obtain 28 mg of compound 3 of the present invention. [ka] Compound 3 of the present invention: 1 H-NMR (CDCl3) δ: 9.03 (1H, d), 8.19 (1H, s), 8.05-8.04 (1H, m), 7.48 (1H, s), 7.28 (1H, dd), 3.76 (3H, s), 3.72 (2H, q), 1.48 (3H, t).

[0174] Manufacturing Example 3-1 The compounds produced in accordance with Production Example 3 and their physical properties are shown below. [ka] Compound 9 of the present invention: 1 H-NMR (DMSO-D6) δ: 8.91 (1H, s), 8.20 (1H, s), 7.74 (1H, d), 7.70 (1H, d), 3.29-3.27 (2H, m), 1.27 (3H, t).

[0175] Manufacturing Example 4 A mixture of 0.10 g of compound 1 of the present invention, 47 mg of cyclopropylboronic acid, 26 mg of [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II), 191 mg of tripotassium phosphate, 2 mL of toluene, and 0.3 mL of water was stirred at 100°C for 30 minutes. The resulting mixture was allowed to cool to room temperature, and then water was added and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography (ethyl acetate:hexane = 1:1) to obtain 72 mg of compound 4 of the present invention represented by the following formula. [ka] Compound 4 of the present invention: 1 H-NMR (CDCl3) δ: 8.67-8.66 (1H, m), 8.14 (1H, s), 7.64 (1H, d), 7.44-7.43 (1H, m), 7.20 (1H, d), 3.75 (3H, s), 3.65 (2H, q), 2.04-1.99 (1H, m), 1.46 (3H, t), 1.10-1.07 (2H, m), 0.79-0.75 (2H, m).

[0176] Manufacturing Example 4-1 The compounds produced according to Production Example 4 and their physical properties are shown below. [ka] Compound 5 of the present invention: 1 H-NMR (CDCl3) δ: 9.09-9.07 (1H, m), 8.89 (1H, d), 8.73 (1H, dd), 8.21 (1H, s), 7.94-7.90 (1H, m), 7.88 (1H, d), 7.75 (1H, d), 7.50-7.48 (1H, m), 7.48-7.46 (1H, m), 3.77 (3H, s), 3.72 (2H, q), 1.50 (3H, t).

[0177] [ka] Compound 6 of the present invention: 1 H-NMR (CDCl3) δ: 9.01-8.99 (1H, m), 8.19 (1H, s), 7.82 (1H, d), 7.72 (1H, d), 7.59-7.54 (2H, m), 7.47-7.45 (1H, m), 7.25-7.20 (2H, m), 3.77 (3H, s), 3.70 (2H, d), 1.48 (3H, t).

[0178] Production Example 5 To a mixture of 150 mg of intermediate 7, 380 mg of intermediate 20, and 2 mL of NMP, 35 mg of sodium hydride (60%, oily) was added and stirred at 80°C for 2 hours. The resulting mixture was allowed to cool to room temperature, water was added, and the mixture was filtered. The resulting solid was washed successively with water and MTBE and dried under reduced pressure to obtain 148 mg of compound 7 of the present invention represented by the following formula. [ka] Compound 7 of the present invention: 1 H-NMR (CDCl3) δ: 9.12 (1H, s), 7.74 (1H, d), 7.55 (1H, d), 7.49 (1H, d), 6.54 (1H, d), 3.92 (3H, s), 3.71-3.63 (2H, m), 1.44 (3H, t).

[0179] Manufacturing Example 6 To a mixture of 200 mg of compound 9 of the present invention and 5 mL of DMF, 147 mg of cesium carbonate and 51 μL of methyl iodide were added sequentially at room temperature, and the mixture was stirred at 70°C for 30 minutes. The resulting mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography (ethyl acetate:hexane = 1:1) to obtain 64 mg of compound 10 of the present invention represented by the following formula. [ka] Compound 10 of the present invention: 1H-NMR (CDCl3) δ: 9.01 (1H, s), 8.02 (1H, s), 7.63 (1H, d), 7.60 (1H, d), 4.00 (3H, s), 3.79 (2H, q), 1.50 (3H, t).

[0180] Next, examples of the compound X of the present invention produced according to any of the production examples described in the Examples and the production methods described in this specification are shown below. The groups represented by Q11 to Q13 and the groups represented by Q34 to Q57 are the groups shown below. [ka]

[0181] Formula (L-1) [ka] In the compound represented by the formula (hereinafter referred to as compound (L-1)), Q is a group represented by Q11, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX1).

[0182] [Table 2] In compound (L-1), Q is a group represented by Q12, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX2). In compound (L-1), Q is a group represented by Q13, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX3). In compound (L-1), Q is a group represented by Q11, and R 3bis a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX4). In compound (L-1), Q is a group represented by Q12, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX5). In compound (L-1), Q is a group represented by Q13, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX6). In compound (L-1), Q is a group represented by Q11, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX7). In compound (L-1), Q is a group represented by Q12, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX8). In compound (L-1), Q is a group represented by Q13, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX9). In compound (L-1), Q is a group represented by Q11, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX10). In compound (L-1), Q is a group represented by Q12, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX11). In compound (L-1), Q is a group represented by Q13, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX12). In compound (L-1), Q is a group represented by Q11, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX13). In compound (L-1), Q is a group represented by Q12, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX14). In compound (L-1), Q is a group represented by Q13, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX15). In compound (L-1), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX16). In compound (L-1), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX17). In compound (L-1), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX18). In compound (L-1), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX19). In compound (L-1), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX20). In compound (L-1), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX21). In compound (L-1), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX22). In compound (L-1), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX23). In compound (L-1), Q is a group represented by Q13, and R 3bis a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX24). In compound (L-1), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX25). In compound (L-1), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX26). In compound (L-1), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX27).

[0183] In compound (L-1), Q is a group represented by Q34, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX184). In compound (L-1), Q is a group represented by Q34, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX185). In compound (L-1), Q is a group represented by Q34, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX186). In compound (L-1), Q is a group represented by Q34, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX187). In compound (L-1), Q is a group represented by Q34, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX188). In compound (L-1), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX189). In compound (L-1), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX190). In compound (L-1), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX191). In compound (L-1), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX192). In compound (L-1), Q is a group represented by Q35, and R 3b and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX193). In compound (L-1), Q is a group represented by Q35, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX194). In compound (L-1), Q is a group represented by Q35, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX195). In compound (L-1), Q is a group represented by Q35, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX196). In compound (L-1), Q is a group represented by Q35, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX197). In compound (L-1), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX198). In compound (L-1), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX199). In compound (L-1), Q is a group represented by Q35, and R 3bis a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX200). In compound (L-1), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX201). In compound (L-1), Q is a group represented by Q36, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX202). In compound (L-1), Q is a group represented by Q36, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX203). In compound (L-1), Q is a group represented by Q36, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX204). In compound (L-1), Q is a group represented by Q36, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX205). In compound (L-1), Q is a group represented by Q36, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX206). In compound (L-1), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX207). In compound (L-1), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX208). In compound (L-1), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX209). In compound (L-1), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX210). In compound (L-1), Q is a group represented by Q37, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX211). In compound (L-1), Q is a group represented by Q37, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX212). In compound (L-1), Q is a group represented by Q37, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX213). In compound (L-1), Q is a group represented by Q37, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX214). In compound (L-1), Q is a group represented by Q37, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX215). In compound (L-1), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX216). In compound (L-1), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX217). In compound (L-1), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX218). In compound (L-1), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX219). In compound (L-1), Q is a group represented by Q38, and R 3b and R3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX220). In compound (L-1), Q is a group represented by Q38, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX221). In compound (L-1), Q is a group represented by Q38, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX222). In compound (L-1), Q is a group represented by Q38, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX223). In compound (L-1), Q is a group represented by Q38, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX224). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX225). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX226). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX227). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX228). In compound (L-1), Q is a group represented by Q38, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX229). In compound (L-1), Q is a group represented by Q38, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX230). In compound (L-1), Q is a group represented by Q38, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX231). In compound (L-1), Q is a group represented by Q38, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX232). In compound (L-1), Q is a group represented by Q38, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX233). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX234). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX235). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX236). In compound (L-1), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is CF3 and R6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX237). In compound (L-1), Q is a group represented by Q39, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX238). In compound (L-1), Q is a group represented by Q39, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX239). In compound (L-1), Q is a group represented by Q39, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX240). In compound (L-1), Q is a group represented by Q39, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX241). In compound (L-1), Q is a group represented by Q39, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX242). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX243). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX244). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX245). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX246). In compound (L-1), Q is a group represented by Q39, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX247). In compound (L-1), Q is a group represented by Q39, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX248). In compound (L-1), Q is a group represented by Q39, and R3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX249). In compound (L-1), Q is a group represented by Q39, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX250). In compound (L-1), Q is a group represented by Q39, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX251). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX252). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX253). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX254). In compound (L-1), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX255). In compound (L-1), Q is a group represented by Q40, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX256). In compound (L-1), Q is a group represented by Q40, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX257). In compound (L-1), Q is a group represented by Q40, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX258). In compound (L-1), Q is a group represented by Q40, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX259). In compound (L-1), Q is a group represented by Q40, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX260). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX261). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX262). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX263). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX264). In compound (L-1), Q is a group represented by Q40, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX265). In compound (L-1), Q is a group represented by Q40, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6ais a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX266). In compound (L-1), Q is a group represented by Q40, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX267). In compound (L-1), Q is a group represented by Q40, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX268). In compound (L-1), Q is a group represented by Q40, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX269). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX270). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX271). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX272). In compound (L-1), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX273). In compound (L-1), Q is a group represented by Q41, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX274). In compound (L-1), Q is a group represented by Q41, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX275). In compound (L-1), Q is a group represented by Q41, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX276). In compound (L-1), Q is a group represented by Q41, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX277). In compound (L-1), Q is a group represented by Q41, and R3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX278). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX279). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX280). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX281). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX282). In compound (L-1), Q is a group represented by Q41, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX283). In compound (L-1), Q is a group represented by Q41, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX284). In compound (L-1), Q is a group represented by Q41, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX285). In compound (L-1), Q is a group represented by Q41, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX286). In compound (L-1), Q is a group represented by Q41, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX287). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX288). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX289). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX290). In compound (L-1), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX291). In compound (L-1), Q is a group represented by Q42, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX292). In compound (L-1), Q is a group represented by Q42, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX293). In compound (L-1), Q is a group represented by Q42, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX294). In compound (L-1), Q is a group represented by Q42, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX295). In compound (L-1), Q is a group represented by Q42, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX296). In compound (L-1), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX297). In compound (L-1), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX298). In compound (L-1), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX299). In compound (L-1), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX300). In compound (L-1), Q is a group represented by Q43, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX301). In compound (L-1), Q is a group represented by Q43, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX302). In compound (L-1), Q is a group represented by Q43, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX303). In compound (L-1), Q is a group represented by Q43, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX304). In compound (L-1), Q is a group represented by Q43, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX305). In compound (L-1), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX306). In compound (L-1), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX307). In compound (L-1), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX308). In compound (L-1), Q is a group represented by Q43, and R 3bis a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX309). In compound (L-1), Q is a group represented by Q44, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX310). In compound (L-1), Q is a group represented by Q44, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX311). In compound (L-1), Q is a group represented by Q44, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX312). In compound (L-1), Q is a group represented by Q44, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX313). In compound (L-1), Q is a group represented by Q44, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX314). In compound (L-1), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX315). In compound (L-1), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX316). In compound (L-1), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX317). In compound (L-1), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX318). In compound (L-1), Q is a group represented by Q45, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX319). In compound (L-1), Q is a group represented by Q45, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX320). In compound (L-1), Q is a group represented by Q45, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX321). In compound (L-1), Q is a group represented by Q45, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX322). In compound (L-1), Q is a group represented by Q45, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX323). In compound (L-1), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX324). In compound (L-1), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX325). In compound (L-1), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX326). In compound (L-1), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX327). In compound (L-1), Q is a group represented by Q46, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX328). In compound (L-1), Q is a group represented by Q46, and R 3b is a chlorine atom, and R3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX329). In compound (L-1), Q is a group represented by Q46, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX330). In compound (L-1), Q is a group represented by Q46, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX331). In compound (L-1), Q is a group represented by Q46, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX332). In compound (L-1), Q is a group represented by Q46, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX333). In compound (L-1), Q is a group represented by Q46, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter, referred to as compound group SX334). In compound (L-1), Q is a group represented by Q46, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX335). In compound (L-1), Q is a group represented by Q46, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter, referred to as compound group SX336). In compound (L-1), Q is a group represented by Q47, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX337). In compound (L-1), Q is a group represented by Q47, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX338). In compound (L-1), Q is a group represented by Q47, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX339). In compound (L-1), Q is a group represented by Q47, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX340). In compound (L-1), Q is a group represented by Q47, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX341). In compound (L-1), Q is a group represented by Q47, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX342). In compound (L-1), Q is a group represented by Q47, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX343). In compound (L-1), Q is a group represented by Q47, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter, referred to as compound group SX344). In compound (L-1), Q is a group represented by Q47, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX345). In compound (L-1), Q is a group represented by Q48, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX346). In compound (L-1), Q is a group represented by Q48, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX347). In compound (L-1), Q is a group represented by Q48, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX348). In compound (L-1), Q is a group represented by Q48, and R 3b is an iodine atom, and R3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX349). In compound (L-1), Q is a group represented by Q48, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX350). In compound (L-1), Q is a group represented by Q48, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX351). In compound (L-1), Q is a group represented by Q48, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX352). In compound (L-1), Q is a group represented by Q48, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX353). In compound (L-1), Q is a group represented by Q48, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX354). In compound (L-1), Q is a group represented by Q49, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX355). In compound (L-1), Q is a group represented by Q49, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX356). In compound (L-1), Q is a group represented by Q49, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX357). In compound (L-1), Q is a group represented by Q49, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX358). In compound (L-1), Q is a group represented by Q49, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX359). In compound (L-1), Q is a group represented by Q49, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX360). In compound (L-1), Q is a group represented by Q49, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX361). In compound (L-1), Q is a group represented by Q49, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX362). In compound (L-1), Q is a group represented by Q49, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX363). In compound (L-1), Q is a group represented by Q50, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX364). In compound (L-1), Q is a group represented by Q50, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX365). In compound (L-1), Q is a group represented by Q50, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX366). In compound (L-1), Q is a group represented by Q50, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX367). In compound (L-1), Q is a group represented by Q50, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX368). In compound (L-1), Q is a group represented by Q50, and R 3b is a hydrogen atom, and R3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX369). In compound (L-1), Q is a group represented by Q50, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX370). In compound (L-1), Q is a group represented by Q50, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX371). In compound (L-1), Q is a group represented by Q50, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX372). In compound (L-1), Q is a group represented by Q51, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX373). In compound (L-1), Q is a group represented by Q51, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX374). In compound (L-1), Q is a group represented by Q51, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX375). In compound (L-1), Q is a group represented by Q51, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX376). In compound (L-1), Q is a group represented by Q51, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX377). In compound (L-1), Q is a group represented by Q51, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX378). In compound (L-1), Q is a group represented by Q51, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX379). In compound (L-1), Q is a group represented by Q51, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX380). In compound (L-1), Q is a group represented by Q51, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX381). In compound (L-1), Q is a group represented by Q52, and R 3b and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX382). In compound (L-1), Q is a group represented by Q52, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX383). In compound (L-1), Q is a group represented by Q52, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX384). In compound (L-1), Q is a group represented by Q52, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX385). In compound (L-1), Q is a group represented by Q52, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX386). In compound (L-1), Q is a group represented by Q52, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX387). In compound (L-1), Q is a group represented by Q52, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX388). In compound (L-1), Q is a group represented by Q52, and R 3bis a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX389). In compound (L-1), Q is a group represented by Q52, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX390). In compound (L-1), Q is a group represented by Q53, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX391). In compound (L-1), Q is a group represented by Q53, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX392). In compound (L-1), Q is a group represented by Q53, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX393). In compound (L-1), Q is a group represented by Q53, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX394). In compound (L-1), Q is a group represented by Q53, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX395). In compound (L-1), Q is a group represented by Q53, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX396). In compound (L-1), Q is a group represented by Q53, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX397). In compound (L-1), Q is a group represented by Q53, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX398). In compound (L-1), Q is a group represented by Q53, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX399). In compound (L-1), Q is a group represented by Q54, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX400). In compound (L-1), Q is a group represented by Q54, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX401). In compound (L-1), Q is a group represented by Q54, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX402). In compound (L-1), Q is a group represented by Q54, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX403). In compound (L-1), Q is a group represented by Q54, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX404). In compound (L-1), Q is a group represented by Q54, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX405). In compound (L-1), Q is a group represented by Q54, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX406). In compound (L-1), Q is a group represented by Q54, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX407). In compound (L-1), Q is a group represented by Q54, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX408). In compound (L-1), Q is a group represented by Q55, and R 3b and R3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX409). In compound (L-1), Q is a group represented by Q55, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX410). In compound (L-1), Q is a group represented by Q55, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX411). In compound (L-1), Q is a group represented by Q55, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX412). In compound (L-1), Q is a group represented by Q55, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX413). In compound (L-1), Q is a group represented by Q55, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX414). In compound (L-1), Q is a group represented by Q55, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX415). In compound (L-1), Q is a group represented by Q55, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX416). In compound (L-1), Q is a group represented by Q55, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX417). In compound (L-1), Q is a group represented by Q56, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX418). In compound (L-1), Q is a group represented by Q56, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX419). In compound (L-1), Q is a group represented by Q56, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX420). In compound (L-1), Q is a group represented by Q56, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX421). In compound (L-1), Q is a group represented by Q56, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX422). In compound (L-1), Q is a group represented by Q56, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX423). In compound (L-1), Q is a group represented by Q56, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX424). In compound (L-1), Q is a group represented by Q56, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX425). In compound (L-1), Q is a group represented by Q56, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX426). In compound (L-1), Q is a group represented by Q57, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX427). In compound (L-1), Q is a group represented by Q57, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX428). In compound (L-1), Q is a group represented by Q57, and R 3b is a bromine atom, and R3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX429). In compound (L-1), Q is a group represented by Q57, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX430). In compound (L-1), Q is a group represented by Q57, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX431). In compound (L-1), Q is a group represented by Q57, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX432). In compound (L-1), Q is a group represented by Q57, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX433). In compound (L-1), Q is a group represented by Q57, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX434). In compound (L-1), Q is a group represented by Q57, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX435).

[0184] Formula (L-2) [ka] In the compound represented by the formula (hereinafter referred to as compound (L-2)), Q is a group represented by Q11, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX28). In compound (L-2), Q is a group represented by Q12, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX29). In compound (L-2), Q is a group represented by Q13, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX30). In compound (L-2), Q is a group represented by Q11, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX31). In compound (L-2), Q is a group represented by Q12, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX32). In compound (L-2), Q is a group represented by Q13, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX33). In compound (L-2), Q is a group represented by Q11, and R3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter, referred to as compound group SX34). In compound (L-2), Q is a group represented by Q12, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX35). In compound (L-2), Q is a group represented by Q13, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX36). In compound (L-2), Q is a group represented by Q11, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX37). In compound (L-2), Q is a group represented by Q12, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX38). In compound (L-2), Q is a group represented by Q13, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX39). In compound (L-2), Q is a group represented by Q11, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX40). In compound (L-2), Q is a group represented by Q12, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX41). In compound (L-2), Q is a group represented by Q13, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX42). In compound (L-2), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX43). In compound (L-2), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter, referred to as compound group SX44). In compound (L-2), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX45). In compound (L-2), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX46). In compound (L-2), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX47). In compound (L-2), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX48). In compound (L-2), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX49). In compound (L-2), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX50). In compound (L-2), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX51). In compound (L-2), Q is a group represented by Q11, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX52). In compound (L-2), Q is a group represented by Q12, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX53). In compound (L-2), Q is a group represented by Q13, and R 3b is a hydrogen atom, and R3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX54).

[0185] In compound (L-2), Q is a group represented by Q34, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX436). In compound (L-2), Q is a group represented by Q34, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX437). In compound (L-2), Q is a group represented by Q34, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX438). In compound (L-2), Q is a group represented by Q34, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX439). In compound (L-2), Q is a group represented by Q34, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX440). In compound (L-2), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX441). In compound (L-2), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX442). In compound (L-2), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX443). In compound (L-2), Q is a group represented by Q34, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX444). In compound (L-2), Q is a group represented by Q35, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX445). In compound (L-2), Q is a group represented by Q35, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX446). In compound (L-2), Q is a group represented by Q35, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX447). In compound (L-2), Q is a group represented by Q35, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX448). In compound (L-2), Q is a group represented by Q35, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX449). In compound (L-2), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX450). In compound (L-2), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX451). In compound (L-2), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX452). In compound (L-2), Q is a group represented by Q35, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX453). In compound (L-2), Q is a group represented by Q36, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX454). In compound (L-2), Q is a group represented by Q36, and R 3b is a chlorine atom, and R3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX455). In compound (L-2), Q is a group represented by Q36, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX456). In compound (L-2), Q is a group represented by Q36, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX457). In compound (L-2), Q is a group represented by Q36, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX458). In compound (L-2), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX459). In compound (L-2), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX460). In compound (L-2), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX461). In compound (L-2), Q is a group represented by Q36, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX462). In compound (L-2), Q is a group represented by Q37, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX463). In compound (L-2), Q is a group represented by Q37, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX464). In compound (L-2), Q is a group represented by Q37, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX465). In compound (L-2), Q is a group represented by Q37, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX466). In compound (L-2), Q is a group represented by Q37, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX467). In compound (L-2), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX468). In compound (L-2), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX469). In compound (L-2), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX470). In compound (L-2), Q is a group represented by Q37, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX471). In compound (L-2), Q is a group represented by Q38, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX472). In compound (L-2), Q is a group represented by Q38, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX473). In compound (L-2), Q is a group represented by Q38, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX474). In compound (L-2), Q is a group represented by Q38, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX475). In compound (L-2), Q is a group represented by Q38, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX476). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX477). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX478). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX479). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is CF3 and R6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX480). In compound (L-2), Q is a group represented by Q38, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX481). In compound (L-2), Q is a group represented by Q38, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX482). In compound (L-2), Q is a group represented by Q38, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX483). In compound (L-2), Q is a group represented by Q38, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX484). In compound (L-2), Q is a group represented by Q38, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX485). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX486). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX487). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX488). In compound (L-2), Q is a group represented by Q38, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX489). In compound (L-2), Q is a group represented by Q39, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX490). In compound (L-2), Q is a group represented by Q39, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX491). In compound (L-2), Q is a group represented by Q39, and R3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX492). In compound (L-2), Q is a group represented by Q39, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX493). In compound (L-2), Q is a group represented by Q39, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX494). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX495). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX496). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX497). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX498). In compound (L-2), Q is a group represented by Q39, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX499). In compound (L-2), Q is a group represented by Q39, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX500). In compound (L-2), Q is a group represented by Q39, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX501). In compound (L-2), Q is a group represented by Q39, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX502). In compound (L-2), Q is a group represented by Q39, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX503). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX504). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX505). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX506). In compound (L-2), Q is a group represented by Q39, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX507). In compound (L-2), Q is a group represented by Q40, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX508). In compound (L-2), Q is a group represented by Q40, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6ais a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX509). In compound (L-2), Q is a group represented by Q40, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX510). In compound (L-2), Q is a group represented by Q40, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX511). In compound (L-2), Q is a group represented by Q40, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX512). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX513). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX514). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX515). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX516). In compound (L-2), Q is a group represented by Q40, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX517). In compound (L-2), Q is a group represented by Q40, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX518). In compound (L-2), Q is a group represented by Q40, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX519). In compound (L-2), Q is a group represented by Q40, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX520). In compound (L-2), Q is a group represented by Q40, and R3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX521). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX522). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX523). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX524). In compound (L-2), Q is a group represented by Q40, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX525). In compound (L-2), Q is a group represented by Q41, and R 3b and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX526). In compound (L-2), Q is a group represented by Q41, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX527). In compound (L-2), Q is a group represented by Q41, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX528). In compound (L-2), Q is a group represented by Q41, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX529). In compound (L-2), Q is a group represented by Q41, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX530). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX531). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX532). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX533). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX534). In compound (L-2), Q is a group represented by Q41, and R 3b and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX535). In compound (L-2), Q is a group represented by Q41, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX536). In compound (L-2), Q is a group represented by Q41, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX537). In compound (L-2), Q is a group represented by Q41, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 6ais a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX538). In compound (L-2), Q is a group represented by Q41, and R 3b is CF3 and R 3c is a hydrogen atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX539). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX540). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 6a is a methyl group, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX541). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX542). In compound (L-2), Q is a group represented by Q41, and R 3b is a hydrogen atom, and R 3c is CF3 and R 6a is a methyl group, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX543). In compound (L-2), Q is a group represented by Q42, and R 3b and R 3cis a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX544). In compound (L-2), Q is a group represented by Q42, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX545). In compound (L-2), Q is a group represented by Q42, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX546). In compound (L-2), Q is a group represented by Q42, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX547). In compound (L-2), Q is a group represented by Q42, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX548). In compound (L-2), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX549). In compound (L-2), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX550). In compound (L-2), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX551). In compound (L-2), Q is a group represented by Q42, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX552). In compound (L-2), Q is a group represented by Q43, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX553). In compound (L-2), Q is a group represented by Q43, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX554). In compound (L-2), Q is a group represented by Q43, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX555). In compound (L-2), Q is a group represented by Q43, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX556). In compound (L-2), Q is a group represented by Q43, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX557). In compound (L-2), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX558). In compound (L-2), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX559). In compound (L-2), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX560). In compound (L-2), Q is a group represented by Q43, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX561). In compound (L-2), Q is a group represented by Q44, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX562). In compound (L-2), Q is a group represented by Q44, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX563). In compound (L-2), Q is a group represented by Q44, and R 3b is a bromine atom, and R3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX564). In compound (L-2), Q is a group represented by Q44, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX565). In compound (L-2), Q is a group represented by Q44, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX566). In compound (L-2), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX567). In compound (L-2), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX568). In compound (L-2), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX569). In compound (L-2), Q is a group represented by Q44, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX570). In compound (L-2), Q is a group represented by Q45, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX571). In compound (L-2), Q is a group represented by Q45, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX572). In compound (L-2), Q is a group represented by Q45, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX573). In compound (L-2), Q is a group represented by Q45, and R 3b is an iodine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX574). In compound (L-2), Q is a group represented by Q45, and R 3b is CF3 and R 3c is a hydrogen atom, and R 1 is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX575). In compound (L-2), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is a chlorine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX576). In compound (L-2), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is a bromine atom, and R 1is any one of the substituents shown in [Table L1] to [Table L3] (hereinafter referred to as compound group SX577). In compound (L-2), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is an iodine atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX578). In compound (L-2), Q is a group represented by Q45, and R 3b is a hydrogen atom, and R 3c is CF3 and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX579). In compound (L-2), Q is a group represented by Q46, and R 3b and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX580). In compound (L-2), Q is a group represented by Q46, and R 3b is a chlorine atom, and R 3c is a hydrogen atom, and R 1 is any one of the substituents described in [Table L1] to [Table L3] (hereinafter referred to as compound group SX581). In compound (L-2), Q is a group represented by Q46, and R 3b is a bromine atom, and R 3c is a hydrogen atom, and R...

Claims

1. Formula (I) 【Chemistry 1】 [During the ceremony, R 2 represents a C1-C6 alkyl group optionally substituted by one or more halogen atoms, a cyclopropyl group, or a cyclopropylmethyl group; n represents 0, 1 or 2; G 1 is a nitrogen atom or CR 3a represents G 2 is a nitrogen atom or CR 3b represents G 3 is a nitrogen atom or CR 3c represents G 4 is a nitrogen atom or CR 3d represents R 3a , R 3b , R 3c and R 3d are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group E, a phenyl group optionally substituted with one or more substituents selected from group H, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group H, OR 12 , N.R. 11 R 12 , N.R. 11a R 12a , N.R. 24 N.R. 11 R 12 , N.R. 24 OR 11 , N.R. 11 C(O)R 13 , N.R. 24 N.R. 11 C(O)R 13 , N.R. 11 C(O)OR 14 , N.R. 24 N.R. 11 C(O)OR 14 , N.R. 11 C(O)NR 31 R 32 , N.R. 24 N.R. 11 C(O)NR 31 R 32 , N=CHNR 31 R 32 , N=S(O) p R 15 R 16 , C(O)R 13 , C(O)OR 17 , C(O)NR 31 R 32 , C(O)NR 11 S (O) 2 R 23 , C.R. 30 = NOR 17 , N.R. 11 CR 24 = NOR 17 , S(O) m R 23 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; p represents 0 or 1; m represents 0, 1 or 2; R 30 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 35 , N.R. 36 R 37 or a hydrogen atom, R 35 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 17 represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more substituents selected from group D, or a hydrogen atom; R 11 , R 24 , R 36 and R 37 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 12 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group J, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from group J, a phenyl group optionally substituted with one or more substituents selected from group D, a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group D, a hydrogen atom, or S(O) 2 R 23 represents R 23 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from group D, R 11a and R 12a form, together with the nitrogen atom to which they are bonded, a 3- to 7-membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from Group E; R 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group D, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group D, or a hydrogen atom, R 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from group D}, R 15 and R 16 are the same or different and represent a C1-C6 alkyl group optionally substituted by one or more halogen atoms, R 31 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 32 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group J, S(O) 2 R 23 or a hydrogen atom, Q represents a group represented by Q2, a group represented by Q3, a group represented by Q4, a group represented by Q5, a group represented by Q6, or a group represented by Q7; 【Chemistry 2】 ● represents the site of attachment to the rest of the molecule; T1 represents a group represented by T1-1, a group represented by T1-2, or a group represented by T1-3; 【Chemistry 3】 T2 represents a group represented by T2-1, a group represented by T2-2, or a group represented by T2-3; 【Chemistry 4】 T3 represents a group represented by T3-1 or a group represented by T3-2; 【Chemistry 5】 T4 represents a group represented by T4-1 or a group represented by T4-2; 【Chemistry 6】 A 2 is a nitrogen atom or CR 4a represents A 3 is a nitrogen atom or CR 4b represents A 4 is a nitrogen atom or CR 4c represents A 5 is a nitrogen atom or CR 4d represents A 6 is a nitrogen atom or CR 4e represents A 7 is a nitrogen atom or CR 4f represents A 8 is a nitrogen atom or CR 4g represents A 9 is a nitrogen atom or CR 4h represents A 10 is a nitrogen atom or CR 4i represents A 11 is a nitrogen atom or CR 4j represents B 1 , B 2 and B 3 The combination of B 1 is CR 1 And B 2 is a nitrogen atom or CR 38b And B 3 is a nitrogen atom or CR 38c A combination in which: B 1 is a nitrogen atom or CR 38a And B 2 is CR 1 And B 3 is a nitrogen atom or CR 38c or B 1 is a nitrogen atom or CR 38a And B 2 is a nitrogen atom or CR 38b And B 3 is CR 1 represents a combination where B 4 , B 5 and B 6 The combination of B 4 is an oxygen atom, a sulfur atom or NR 5 And B 5 is CR 1 And B 6 is a nitrogen atom or CR 38c or B 4 is an oxygen atom, a sulfur atom or NR 5 And B 5 is a nitrogen atom or CR 38b And B 6 is CR 1 represents a combination where Z represents an oxygen atom or a sulfur atom; R 1 represents a C1-C6 chain hydrocarbon group substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, a C3-C4 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, SR 8 , S(O)R 8 , S(O) 2 R 8 , OR 8 , or OS(O) 2 R 8 represents R 8 represents a C1-C6 chain hydrocarbon group substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, or a C3-C4 cycloalkyl group which may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom, R 4a , R 4b , R 4c , R 4d , R 4e , R 4f , R 4g , R 4h , R 4i and R 4j are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a nitro group, OR 18 , N.R. 18 R 19 , a cyano group, an amino group, a halogen atom, or a hydrogen atom; R 18 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 19 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 38a , R 38b and R 38c are the same or different and each represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom; R 5 and R 6 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group J, a phenyl group optionally substituted with one or more substituents selected from group H, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group H, or a hydrogen atom; Group B: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. Group C: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, and halogen atoms. Group D: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 21 , N.R. 21 R 22 , C(O)R 21 , O.C.(O)R 21 , C(O)OR 21 The group consisting of a cyano group, a nitro group, and a halogen atom. R 21 and R 22 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. Group E: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. Group F: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group D, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group D, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from group C, an amino group, NHR 21 , N.R. 21 R 22 , halogen atoms, and cyano groups. Group H: a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group D, OR 10 , N.R. 9 R 10 , C(O)R 10 , C(O)NR 9 R 10 , O.C.(O)R 9 , O C (O) O R 9 , N.R. 10 C(O)R 9 , N.R. 10 C(O)OR 9 , C(O)OR 10 The group consisting of halogen atoms, nitro groups, cyano groups, and amino groups. R 9 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 10 represents a C1-C6 alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group J: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. or an N-oxide thereof.

2. Q is a group represented by Q2, a group represented by Q3, a group represented by Q6, or a group represented by Q7; A 2 is CR 4a And A 3 is CR 4b And A 8 is CR 4g And A 9 is a nitrogen atom or CR 4h And A 10 is CR 4i And A 11 is a nitrogen atom or CR 4j and B 1 is CR 38a And B 2 is CR 1 And B 3 is a nitrogen atom, B 4 is NR 5 And B 5 is CR 1 And B 6 The compound according to claim 1 , wherein is a nitrogen atom, or an N-oxide thereof.

3. The compound or N-oxide thereof according to claim 1, wherein Q is a group represented by Q2 or a group represented by Q3.

4. A 2 is CR 4a And A 3 is CR 4b and B 1 is CR 38a And B 2 is CR 1 And B 3 is a nitrogen atom, B 4 is NR 5 And B 5 is CR 1 And B 6 The compound according to claim 3, wherein is a nitrogen atom, or an N-oxide thereof.

5. R 1 is a C1-C6 chain hydrocarbon group substituted with one or more halogen atoms, R 4a , R 4b , R 4c , R 4d , R 4e , R 4f , R 4g , R 4h , R 4i and R 4j are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, R 5 and R 6 and are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom, or an N-oxide thereof according to any one of claims 1 to 4.

6. Q is a group represented by Q1, 【Chemistry 7】 A 2 and B 1 The combination of A 2 is a nitrogen atom, B 1 is CR 38 or A 2 is CR 4a And B 1 is a nitrogen atom or CR 38 is a combination where R 38 is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom; R 6 is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group J, a phenyl group optionally substituted with one or more substituents selected from group H, or a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group H, or an N-oxide thereof according to claim 1.

7. G 1 is CH, and G 2 is CR 3b And G 3 is CR 3c And G 4 The compound according to any one of claims 1 to 6, wherein is CH, or an N-oxide thereof.

8. R 2 The compound or N-oxide thereof according to any one of claims 1 to 7, wherein is an ethyl group.

9. The compound or N-oxide thereof according to any one of claims 1 to 8, wherein Z is an oxygen atom.

10. A composition for controlling harmful arthropods, comprising the compound according to any one of claims 1 to 9 or an N-oxide thereof.

11. A composition comprising one or more components selected from the group consisting of group (a), group (b), group (c) and group (d), and a compound or an N-oxide thereof according to any one of claims 1 to 9: Group (a): A group consisting of insecticidal active ingredients, acaricidal active ingredients and nematicidal active ingredients; Group (b): bactericidal active ingredient; Group (c): plant growth regulating ingredients; Group (d): repellent components.

12. A method for controlling harmful arthropods, comprising applying an effective amount of the compound or N-oxide thereof according to any one of claims 1 to 9, or an effective amount of the composition according to claim 11, to harmful arthropods or a habitat of harmful arthropods (excluding human bodies).

13. A seed or vegetative reproductive organ carrying an effective amount of a compound or N-oxide thereof according to any one of claims 1 to 9, or an effective amount of a composition according to claim 11.

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