Heterocyclic compound and harmful-arthropod-controlling composition containing same

JPWO2023277014A5Active Publication Date: 2025-07-02SUMITOMO CHEM CO LTD
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Patent Information

Application Number
JP2023531977
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-06-28
Filing Date
2022-06-28
Publication Date
2025-07-02
Estimated Expiration
2042-06-28

AI Technical Summary

Technical Problem

Current compounds for controlling harmful arthropods do not offer excellent control efficacy, necessitating the development of a more effective solution.

Method used

A heterocyclic compound represented by formula (I), which includes specific structural elements such as oxygen or sulfur atoms, nitrogen, and various substituents, is identified for its excellent control effect on harmful arthropods, and can be used in a composition for pest control.

Benefits of technology

The heterocyclic compound demonstrates effective control of harmful arthropods, providing a composition that can be used in animal habitats and integrated into seeds or vegetative reproduction for long-lasting pest management.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention provides: a compound that has an excellent controlling effect against harmful arthropods, and that is represented by formula (I) [where Z1 and Z2 each represent an oxygen atom or the like, G1 represents CR1a or the like, G2 represents CR1c or the like, G3 represents CR1d or the like, Q represents a C6-C10 aryl group or the like, R1b represents a C1-C6 chain hydrocarbon group or the like, and R1a, R1c, and R1d each represent a C1-C6 chain hydrocarbon group or the like] or an N-oxide thereof; or salts thereof.
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Description

Heterocyclic compound and pest control composition containing the same

[0001] This patent application claims priority under the Paris Convention to and the benefit of Japanese Patent Application No. 2021-107327 (filed June 29, 2021), the entire contents of which are incorporated herein by reference. The present invention relates to heterocyclic compounds and pest arthropod control compositions containing the same.

[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 a pest control effect.

[0003] International Publication No. 2006 / 044552

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

[0005] The present inventors have conducted research to find a compound having excellent control activity against harmful arthropods, and as a result have found that a compound represented by the following formula (I) has excellent control activity against harmful arthropods. The present invention is as follows: [1] Formula (I) [In the ceremony, Z 1 and Z 2 are the same or different and represent an oxygen atom or a sulfur atom; 1 , G 2 , and G 3 The combination of 1 is a nitrogen atom, and G 2 is CR 1c and G 3 is CR 1d A combination in which: 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d or a combination in which 1 is CR 1a and G 2 is CR 1c and G 3represents a combination in which R is a nitrogen atom; 1b represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group, a 3- to 7-membered non-aromatic heterocyclic group {the phenyl group and the 3- to 7-membered non-aromatic heterocyclic group may be substituted with one or more substituents selected from Group D}, a nitro group, NR 2 R 3 or a halogen atom, R 1c represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group, a 3- to 7-membered non-aromatic heterocyclic group {the phenyl group and the 3- to 7-membered non-aromatic heterocyclic group may be substituted with one or more substituents selected from Group D}, a nitro group, NR 2 R 3 , a halogen atom, or a hydrogen atom; R 1a and R 1dare the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, Q represents a C6-C10 aryl group optionally substituted with one or more substituents selected from Group H, or a 5- to 10-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group I, R 2 , R 2a and R 5 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 3 and R 3a are the same or different and each represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group E, a C3-C7 cycloalkyl group, a C3-C7 cycloalkenyl group (the C3-C7 cycloalkyl group and the C3-C7 cycloalkenyl group may be substituted with one or more substituents selected from Group C), a phenyl group, a 5- or 6-membered aromatic heterocyclic group (the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from Group F), S(O)R 13 or a hydrogen atom, R 13represents 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 F. Group A: a group consisting of a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C3-C6 cycloalkyl group {the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, and the C3-C6 cycloalkyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a cyano group, and a halogen atom. Group B: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group (the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, and the C3-C6 alkynyloxy group are optionally substituted with one or more halogen atoms), a hydroxy group, a cyano group, a nitro group, and a halogen atom. Group C: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a cyano group, and a halogen atom. Group D: a C1-C6 chain hydrocarbon 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 F, OR 17 , N.R. 16 R 17 , C(O)R 17 , C(O)NR 16 R 17 , O.C.(O.)R 16a , OC(O)OR 16a , N.R. 17 C(O)R 16a , N.R. 17 C(O)OR 16a , C(O)OR 17 , a cyano group, a nitro group, and a halogen atom. 16arepresents a C1-C6 alkyl group or a C3-C6 cycloalkyl group (the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms), R 16 and R 17 are the same or different and represent a C1-C6 alkyl group, a C3-C6 cycloalkyl group (the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms), or a hydrogen atom. Group E: a C1-C6 alkoxy group, a C3-C7 cycloalkyl group (the C1-C6 alkoxy group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms), a phenyl group, a 5- or 6-membered aromatic heterocyclic group (the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from Group F), a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from Group G, NHR 14 , N.R. 14 R 15 , an amino group, a cyano group, and a halogen atom. 14 and R 15 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. Group F: a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, NHR 14 , N.R. 14 R 15 , C(O)R 14 , O.C.(O.)R 14 , C(O)OR 14, a hydroxy group, a sulfanyl group, an amino group, a cyano group, a nitro group, and a halogen atom. Group G: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, and the C3-C6 alkynyloxy group are optionally substituted with one or more halogen atoms}, and a halogen atom. Group H: a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, 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 3a , N.R. 2a R 3a , N.R. 2b R 3b , N.R. 5 NR 2a R 3a , N.R. 5 OR 2a , N.R. 2a C(O)R 6a , N.R. 5 NR 2a C(O)R 6a , N.R. 5 NR 2a C(O)OR 7 , N.R. 2a C(O)NR 8 R 9 , N.R. 5 NR 2a C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a S(O)2R 13 , C.R. 5 = NOR12 , N.R. 2a CR 5 = NOR 12 , S(O) m R 13 , a cyano group, a nitro group, and a halogen atom; p represents 0 or 1; m represents 0, 1, or 2; R 2b and R 3b together with the nitrogen atom to which they are bonded form a 3- to 7-membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from group B, R 6 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be substituted with one or more halogen atoms}, a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from group F}, or a hydrogen atom; R 6a represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be substituted with one or more halogen atoms}, a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from group F}, R 7 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be 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 F}, R 8 and R 9are the same or different and represent a C1-C6 alkyl 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, or a hydrogen atom; R 11 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 G, S(O)R 6a or a hydrogen atom, R 12 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 F, or a hydrogen atom. Group I: a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, OR 3a , N.R. 2a R 3a , N.R. 2b R 3b , N.R. 5 NR 2a R 3a , N.R. 5 OR 2a , N.R. 2a C(O)R 6a , N.R. 5 NR 2a C(O)R 6a , N.R. 5 NR 2a C(O)OR 7 , N.R. 2a C(O)NR 8 R 9 , N.R. 5 NR 2a C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR2a S(O)2R 13 , C.R. 5 = NOR 12 , N.R. 2a CR 5 = NOR 12 , S(O) m R 13 a group consisting of a cyano group, a nitro group, and a halogen atom.] (hereinafter, the compound represented by formula (I) will be referred to as compound N of the present invention), or an N-oxide thereof, or a salt thereof (hereinafter, the compound represented by formula (I), or an N-oxide thereof, or a salt thereof will be referred to as compound of the present invention). [2] Z 2 represents an oxygen atom; Q represents a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group J), a furanyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolyl group, an isoxazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a quinolyl group, an imidazopyridyl group, a benzofuranyl group, or a benzothiophenyl group (the furanyl group, the thienyl group, the pyrazolyl group, the imidazolyl group, the oxazolyl group, the thiazolyl group, the isoxazolyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the quinolyl group, the imidazopyridyl group, the benzofuranyl group, and the benzothiophenyl group may be substituted with one or more substituents selected from Group K); Group J is 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-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, OR 3a , N.R. 2a R 3a , N.R. 2b R 3b , N.R. 5 NR 2a R 3a , N.R. 5 OR 2a , N.R. 2a C(O)R 6a, N.R. 5 NR 2a C(O)R 6a , N.R. 5 NR 2a C(O)OR 7 , N.R. 2a C(O)NR 8 R 9 , N.R. 5 NR 2a C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a S(O)2R 13 , C.R. 5 = NOR 12 , N.R. 2a CR 5 = NOR 12 , S(O) m R 13 , a cyano group, a nitro group, and a halogen atom, and Group K is a group consisting of 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-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, OR 3a , N.R. 2a R 3a , N.R. 2b R 3b , N.R. 5 NR 2a R 3a , N.R. 5 OR 2a , N.R. 2a C(O)R 6a , N.R. 5 NR 2a C(O)R 6a , N.R. 5 NR 2a C(O)OR 7 , N.R. 2a C(O)NR 8 R 9 , N.R. 5 NR 2aC(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a S(O)2R 13 , C.R. 5 = NOR 12 , N.R. 2a CR 5 = NOR 12 , S(O) m R 13 [3] The compound according to [1], or an N-oxide thereof, or a salt thereof, wherein G is a cyano group, a nitro group, and a halogen atom. 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d [4] The compound according to [1] or [2], or an N-oxide thereof, or a salt thereof, wherein R 1b is 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, or a halogen atom, and R 1c is 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 halogen atom, or a hydrogen atom, or an N-oxide or a salt thereof. [5] The compound according to any one of [1] to [3], wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group L), a pyridyl group, or a quinolyl group (the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group M), and Group L is 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 phenyl group optionally substituted with one or more halogen atoms, OR19 , S(O) m R 19 and a halogen atom, wherein the group M is 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, OR 19 , S(O) m R 19 and halogen atoms, R 19 [6] The compound according to any one of [1] to [4], wherein Q is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, or an N-oxide thereof, or a salt thereof. [7] The compound according to any one of [1] to [4], wherein Q is a group represented by the formula Q1 [In the formula, R 18a , R 18b , and R 18c are the same or different and each represent 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 phenyl group optionally substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , a halogen atom, or a hydrogen atom; R 19 represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms.], or an N-oxide thereof, or a salt thereof. [7] Z 1 and Z 2is an oxygen atom. [8] A pest arthropod control composition containing the compound according to any one of [1] to [7], the N-oxide thereof, or a salt thereof. [9] A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and the compound according to any one of [1] to [7], the N-oxide thereof, or a salt thereof: Group (a): a group consisting of an insecticidal active component, an acaricidal active component, and a nematicidal active component; Group (b): a fungicidal active component; Group (c): a plant growth regulator component; Group (d): a repellent component.

[10] A method for controlling pest arthropods, comprising applying an effective amount of the compound according to any one of [1] to [7], the N-oxide thereof, or a salt thereof, or an effective amount of the composition according to [9] to pest arthropods or a habitat of pest arthropods.

[11] A seed or a vegetative reproductive organ carrying an effective amount of the compound according to any one of [1] to [7], or an N-oxide thereof, or a salt thereof, or an effective amount of the composition according to [9].

[12] A compound represented by formula (II) [In the formula, G 4 is CR 1f or a nitrogen atom, R 1e 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, or a halogen atom; R 1f 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 halogen atom, or a hydrogen atom; R 18d and R 18e are the same or different and each represent 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 phenyl group optionally substituted with one or more halogen atoms, OR 19a , S(O) n R 19a , a halogen atom, or a hydrogen atom; R 18frepresents 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 phenyl group optionally substituted with one or more halogen atoms, OR 19 , S(O) n R 19a or a halogen atom, R 19a represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, and n represents 0, 1 or 2.] (hereinafter referred to as intermediate A).

[0006] According to the present invention, arthropod pests can be controlled.

[0007] The substituents used in the present invention will be explained. A halogen atom refers to a fluorine atom, chlorine atom, bromine atom, or iodine atom. When a substituent is substituted with two or more halogen atoms or substituents, these 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 a methyl group, an ethyl group, a propyl group, an isopropyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, a 1-ethylpropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. 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. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-butynyl, 4-pentynyl, and 5-hexynyl. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy. Examples of alkenyloxy groups include 2-propenyloxy groups, 2-butenyloxy groups, and 5-hexenyloxy groups. Examples of alkynyloxy groups include 2-propynyloxy groups, 2-butynyloxy groups, and 5-hexynyloxy groups. Examples of alkylsulfanyl groups include methylsulfanyl groups, ethylsulfanyl groups, isopropylsulfanyl groups, and hexylsulfanyl groups. Examples of alkylsulfinyl groups include methylsulfinyl groups, ethylsulfinyl groups, isopropylsulfinyl groups, and hexylsulfinyl groups.Examples of the alkylsulfonyl group include a methylsulfonyl group, an ethylsulfonyl group, an isopropylsulfonyl group, and a hexylsulfonyl 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] Examples of the C6-C10 aryl group include a phenyl group, an indenyl group, an indanyl group, a naphthyl group, and a tetrahydronaphthyl group. Examples of the 3- to 7-membered non-aromatic heterocyclic group include an aziridinyl group, an oxiranyl group, a thiiranyl group, an azetidinyl group, an oxetanyl group, a thietanyl group, a pyrrolidinyl group, a tetrahydrofuranyl group, a tetrahydrothienyl group, a piperidyl group, a pyranyl group, a dihydropyranyl group, a tetrahydropyranyl group, a tetrahydrothiopyranyl group, an azepanyl group, an oxepanyl group, a thiepanyl group, a pyrazolinyl group, a pyrazolidinyl group, an imidazolinyl group, an imidazolidinyl group, an oxazolinyl group, a thiazolinyl group, an oxazolidinyl group, a thiazolidinyl group, an isoxazolinyl group, an isoxazolidinyl group, an isothiazolinyl group, an isothiazolidinyl group, a dioxolyl group, a dioxolanyl group, a dioxanyl group, a morpholinyl group, a thiomorpholinyl group, and a piperazinyl group. Examples of 5- to 10-membered aromatic heterocyclic groups include 5-membered, 6-membered, 9-membered, and 10-membered aromatic heterocyclic groups. Examples of 5-membered aromatic heterocyclic groups include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, and thiadiazolyl groups. Examples of 6-membered aromatic heterocyclic groups include pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetrazinyl groups. Examples of 9-membered aromatic heterocyclic groups include indolyl, indazolyl, benzimidazolyl, imidazopyridyl, benzothiophenyl, and benzofuranyl groups. Examples of the 10-membered aromatic heterocyclic group include a quinolyl group, an isoquinolyl group, a quinazolinyl group, and a quinoxalinyl 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 F) 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] Examples of the N-oxide of the compound of formula (I) include the compounds of the following formula: [In the formula, the symbols have the same meanings as defined above.]

[0011] The compound of the present invention and intermediate A may exist as one or more stereoisomers. Stereoisomers include enantiomers, diastereomers, and geometric isomers. The compound of the present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.

[0012] The compound represented by formula (I) or its N-oxide, and intermediate A 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 represented by formula (I) or its N-oxide, or intermediate A with an acid.

[0013] The following compounds are examples of the compound N of the present invention.

[0014] [Embodiment 1] In the compound N of the present invention, R 1b is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group optionally substituted with one or more substituents selected from Group D, a nitro group, or a halogen atom; and R 1c is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group, a 4- to 8-membered heterocyclic group (the phenyl group and the 4- to 8-membered heterocyclic group may be substituted with one or more substituents selected from Group D), a nitro group, a halogen atom, or a hydrogen atom. [Aspect 2] A compound in which R 1bis 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, or a halogen atom, and R 1c is 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 halogen atom, or a hydrogen atom. 1b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms or a halogen atom, and R 1c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. 1b and R 1c are the same or different and are a halogen atom. 1b and R 1c is a chlorine atom. [Embodiment 6] In the compound N of the present invention, G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Embodiment 7] In the compound N of the present invention, G 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. 1 is CR1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 10] In aspect 3, G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 11] A compound according to aspect 4, wherein G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 12] A compound according to aspect 5, wherein G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 13] In aspect 1, G 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 14] In aspect 2, G 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 15] A compound according to aspect 3, wherein G 1 is CR 1a and G2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 16] A compound according to aspect 4, wherein G 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 17] In aspect 5, G 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Embodiment 18] In the compound N of the present invention, Z 2 is an oxygen atom. [Embodiment 19] In the compound N of the present invention, Z 1 and Z 2 is an oxygen atom. [Aspect 20] In aspect 1, Z 2 is an oxygen atom. [Aspect 21] In aspect 2, Z 2 is an oxygen atom. [Aspect 22] In aspect 3, Z 2 is an oxygen atom. [Aspect 23] In aspect 4, Z 2 is an oxygen atom. [Aspect 24] In aspect 5, Z 2 is an oxygen atom. [Aspect 25] In aspect 6, Z 2 is an oxygen atom. [Aspect 26] In aspect 7, Z 2 is an oxygen atom. [Aspect 27] In aspect 8, Z 2 is an oxygen atom. [Aspect 28] In aspect 9, Z 2 is an oxygen atom. [Aspect 29] In aspect 10, Z 2 is an oxygen atom. [Aspect 30] In aspect 11, Z 2 is an oxygen atom. [Aspect 31] In aspect 12, Z2 is an oxygen atom. [Aspect 32] In aspect 13, Z 2 is an oxygen atom. [Aspect 33] In aspect 14, Z 2 is an oxygen atom. [Aspect 34] In aspect 15, Z 2 is an oxygen atom. [Aspect 35] In aspect 16, Z 2 is an oxygen atom. [Aspect 36] In aspect 17, Z 2 is an oxygen atom. [Aspect 37] In aspect 1, Z 1 and Z 2 is an oxygen atom. [Aspect 38] In aspect 2, Z 1 and Z 2 is an oxygen atom. [Aspect 39] In aspect 3, Z 1 and Z 2 is an oxygen atom. [Aspect 40] In aspect 4, Z 1 and Z 2 is an oxygen atom. [Aspect 41] In aspect 5, Z 1 and Z 2 is an oxygen atom. [Aspect 42] In aspect 6, Z 1 and Z 2 is an oxygen atom. [Aspect 43] In aspect 7, Z 1 and Z 2 is an oxygen atom. [Aspect 44] In aspect 8, Z 1 and Z 2 is an oxygen atom. [Aspect 45] In aspect 9, Z 1 and Z 2 is an oxygen atom. [Aspect 46] In aspect 10, Z 1 and Z 2 is an oxygen atom. [Aspect 47] In aspect 11, Z 1 and Z 2 is an oxygen atom. [Aspect 48] In aspect 12, Z 1 and Z 2 is an oxygen atom. [Aspect 49] In aspect 13, Z 1 and Z 2 is an oxygen atom. [Aspect 50] In aspect 14, Z1 and Z 2 is an oxygen atom. [Aspect 51] In aspect 15, Z 1 and Z 2 is an oxygen atom. [Aspect 52] In aspect 16, Z 1 and Z 2 is an oxygen atom. [Aspect 53] In aspect 17, Z 1 and Z 2[Embodiment 54] In any one of Embodiments 1 to 53 or Compound N of the present invention, Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group H), a furanyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolyl group, an isoxazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a quinolyl group, an imidazopyridyl group, A compound which is a benzofuranyl group or a benzothiophenyl group {the furanyl group, the thienyl group, the pyrazolyl group, the imidazolyl group, the oxazolyl group, the thiazolyl group, the isoxazolyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the quinolyl group, the imidazopyridyl group, the benzofuranyl group and the benzothiophenyl group may be substituted with one or more substituents selected from Group I}. [Aspect 55] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group H), a furanyl group, a thienyl group, an oxazolyl group, a pyridyl group, a quinolyl group, a benzofuranyl group, or a benzothiophenyl group (the furanyl group, the thienyl group, the oxazolyl group, the pyridyl group, the quinolyl group, the benzofuranyl group, and the benzothiophenyl group may be substituted with one or more substituents selected from Group I). [Aspect 56] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group H), a pyridyl group, or a quinolyl group (the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group I). [Embodiment 57] A compound according to any one of Embodiments 1 to 53 or Compound N of the present invention, wherein Q is a C6-C10 aryl group optionally substituted with one or more substituents selected from Group N or a 5- to 10-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group O.Group N: a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, the phenyl group, or the 5- or 6-membered aromatic heterocyclic group is optionally substituted with one or more halogen atoms}, OR. 3 , N.R. 2 R 3 , N.R. 2 C(O)R 6 , S(O) m R 13 Group O: a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group (the C1-C6 chain hydrocarbon group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms), OR 3 , N.R. 2 R 3 , N.R. 2 C(O)R 6 , S(O) m R 13Aspect 58: In any one of Aspects 1 to 53 or Compound N of the present invention, Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group N), a furanyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolyl group, an isoxazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a quinolyl group, an imidazopyridyl group, A compound which is a benzofuranyl group or a benzothiophenyl group {the furanyl group, the thienyl group, the pyrazolyl group, the imidazolyl group, the oxazolyl group, the thiazolyl group, the isoxazolyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the quinolyl group, the imidazopyridyl group, the benzofuranyl group and the benzothiophenyl group are optionally substituted with one or more substituents selected from Group O}. [Aspect 59] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group N), a furanyl group, a thienyl group, an oxazolyl group, a pyridyl group, a quinolyl group, a benzofuranyl group, or a benzothiophenyl group (the furanyl group, the thienyl group, the oxazolyl group, the pyridyl group, the quinolyl group, the benzofuranyl group, and the benzothiophenyl group may be substituted with one or more substituents selected from Group O). [Aspect 60] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group N), a pyridyl group, or a quinolyl group (the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group O). [Embodiment 61] A compound according to any one of Embodiments 1 to 53 or Compound N of the present invention, wherein Q is a C6-C10 aryl group optionally substituted with one or more substituents selected from Group P or a 5- to 10-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group Q.Group P: C1-C6 chain hydrocarbon group, C3-C7 cycloalkyl group, phenyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, or the phenyl group may be substituted with one or more halogen atoms}, OR. 3 , S(O) m R 13 and halogen atoms. Group Q: a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group (the C1-C6 chain hydrocarbon group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms), OR 3 , S(O) m R 13and a halogen atom. [Aspect 62] In any of Aspects 1 to 53 or Compound N of the present invention, Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group P), a furanyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolyl group, an isoxazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a quinolyl group, an imidazopyridyl group, A compound which is a benzofuranyl group or a benzothiophenyl group {the furanyl group, the thienyl group, the pyrazolyl group, the imidazolyl group, the oxazolyl group, the thiazolyl group, the isoxazolyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the quinolyl group, the imidazopyridyl group, the benzofuranyl group and the benzothiophenyl group are optionally substituted with one or more substituents selected from group Q}. [Aspect 63] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group P), a furanyl group, a thienyl group, an oxazolyl group, a pyridyl group, a quinolyl group, a benzofuranyl group, or a benzothiophenyl group (the furanyl group, the thienyl group, the oxazolyl group, the pyridyl group, the quinolyl group, the benzofuranyl group, and the benzothiophenyl group may be substituted with one or more substituents selected from Group Q). [Aspect 64] A compound in any one of Aspects 1 to 53 or Compound N of the present invention, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group P), a pyridyl group, or a quinolyl group (the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group Q). [Embodiment 65] In any one of Embodiments 1 to 53 or the present compound N, Q is a group represented by Q1, and R 18a and R 18c are the same or different and are a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, OR 19 , S(O) m R 19, a halogen atom, or a hydrogen atom; R 18b is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 19 , a halogen atom, or a hydrogen atom. [Embodiment 66] In any one of Embodiments 1 to 53 or Compound N of the present invention, Q is a group represented by Q1, and R 18a and R 18c are the same or different, and are C1-C3 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , a fluorine atom, a chlorine atom, or a hydrogen atom, and R 18b is a fluorine atom, a chlorine atom, or a hydrogen atom. [Embodiment 67] A compound in any one of Embodiments 1 to 53 or Compound N of the present invention, wherein Q is a group represented by Q1, and R 18a , R 18b , and R 18c are the same or different and are hydrogen atoms or chlorine atoms (provided that R 18a , R 18b , and R 18c (Not all of the atoms represent hydrogen atoms).

[0015] [Embodiment 68] In the compound N of the present invention, R 1b is 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-C7 cycloalkyl 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, or a halogen atom, and R 1cis 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-C7 cycloalkyl 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 halogen atom, or a hydrogen atom. [Embodiment 69] A compound of the present invention N, wherein R 1b is 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-C7 cycloalkyl group optionally substituted with one or more halogen atoms, or a halogen atom, and R 1c is 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-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R1d is a hydrogen atom. 1 is CR 1a and G 2 is CR 1c and G 3 is CR 1d and R 1a and R 1d is a hydrogen atom. [Aspect 74] In aspect 68, Z 2 is an oxygen atom. [Aspect 75] In aspect 69, Z 2 is an oxygen atom. [Aspect 76] In aspect 70, Z 2 is an oxygen atom. [Aspect 77] In aspect 71, Z 2 is an oxygen atom. [Aspect 78] In aspect 72, Z 2 is an oxygen atom. [Aspect 79] In aspect 73, Z 2 is an oxygen atom. [Aspect 80] In aspect 68, Z 1 and Z 2 is an oxygen atom. [Aspect 81] In aspect 69, Z 1 and Z 2 is an oxygen atom. [Aspect 82] In aspect 70, Z 1 and Z 2 is an oxygen atom. [Aspect 83] In aspect 71, Z 1 and Z 2 is an oxygen atom. [Aspect 84] In aspect 72, Z 1 and Z 2 is an oxygen atom. [Aspect 85] In aspect 73, Z 1 and Z 2 is an oxygen atom. [Aspect 86] A compound in any one of Aspects 68 to 85, wherein Q is a phenyl group, a naphthyl group (the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group P), a pyridyl group, or a quinolyl group (the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group Q). [Aspect 87] A compound in any one of Aspects 68 to 85, wherein Q is a group represented by Q1, and R 18a and R 18care the same or different and are a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , a halogen atom, or a hydrogen atom; R 18b is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 19 , a halogen atom, or a hydrogen atom. [Embodiment 88] In any one of embodiments 68 to 85, Q is a group represented by Q1, and R 18a and R 18c are the same or different, and are C1-C3 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , a fluorine atom, a chlorine atom, or a hydrogen atom, and R 18b is a fluorine atom, a chlorine atom, or a hydrogen atom. [Embodiment 89] In any one of embodiments 68 to 85, Q is a group represented by Q1, and R 18a , R 18b , and R 18c are the same or different and are hydrogen atoms or chlorine atoms (provided that R 18a , R 18b , and R 18c (Not all of the atoms represent hydrogen atoms).

[0016] [Aspect 90] A compound according to any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, wherein Q is a phenyl group substituted with one or more substituents selected from Group R. Group R: a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, and a halogen atom. 20represents a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms, a phenyl group (the phenyl group may be substituted with one or more halogen atoms), or a hydrogen atom; R 21 represents a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a phenyl group {the phenyl group optionally substituted with one or more halogen atoms}. [Aspect 91] A compound in any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, wherein Q is a phenyl group substituted with two or more substituents selected from Group R. [Aspect 92] A compound in any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, wherein Q is a phenyl group substituted with one or more substituents selected from Group S. Group S: A C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, and a halogen atom. [Embodiment 93] A compound in any one of Embodiments 1 to 53, Embodiments 68 to 85, or Compound N of the present invention, wherein Q is a phenyl group substituted with two or more substituents selected from Group S. [Embodiment 94] A compound in any one of Embodiments 1 to 53, or Compound N of the present invention, wherein Q is a group represented by Q1, and R 18a , R 18b and R 18c are the same or different and are each a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom. [Embodiment 95] In any one of Embodiments 1 to 53, Embodiments 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a and R 18c are the same or different and are each a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom; R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom. [Embodiment 96] In any one of Embodiments 1 to 53, Embodiments 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom; R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom; R 18c is a hydrogen atom. [Aspect 97] In any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom; R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom; R 18c is a hydrogen atom. [Aspect 98] In any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18ais a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom; R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom; R 18c is a hydrogen atom. [Aspect 99] In any one of Aspects 1 to 53, Aspects 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom; R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom; R 18c is a hydrogen atom. [Embodiment 100] In any one of Embodiments 1 to 53, Embodiments 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a and R 18c is a hydrogen atom, and R 18b is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom. [Embodiment 101] In any one of Embodiments 1 to 53, Embodiments 68 to 85, or Compound N of the present invention, Q is a group represented by Q1, and R 18a is a C1-C4 chain hydrocarbon group optionally substituted with one or more halogen atoms, a cyclopropyl group optionally substituted with one or more halogen atoms, OR20 , S(O) m R 21 , a cyano group, a nitro group, or a halogen atom; R 18b and R 18c A compound in which the atom is hydrogen.

[0017] Next, the method for producing the compound of the present invention will be described.

[0018] Production Method 1 The compound represented by formula (I-2) (hereinafter referred to as compound (I-2)) can be produced by reacting a compound represented by formula (I-1) (hereinafter referred to as compound (I-1)) with a sulfating agent. [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. Examples of the solvent include ethers (hereinafter referred to as ethers) such as tetrahydrofuran (hereinafter referred to as THF), 1,4-dioxane, 1,2-dimethoxyethane (hereinafter referred to as DME), methyl tert-butyl ether (hereinafter referred to as MTBE), and diethyl ether; halogenated hydrocarbons (hereinafter referred to as halogenated hydrocarbons) such as dichloromethane and chloroform; hydrocarbons (hereinafter referred to as hydrocarbons) such as hexane, toluene, and xylene; nitriles (hereinafter referred to as nitriles) such as acetonitrile; organic bases (hereinafter referred to as organic bases) such as triethylamine, diisopropylethylamine, pyridine, and 4-(dimethylamino)pyridine; and mixtures thereof. Examples of sulfurizing agents include diphosphorus pentasulfide and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (hereinafter referred to as Lawesson's reagent). In the reaction, 1 to 3 moles of sulfurizing agent are typically used per mole of compound (I-1). The reaction temperature is typically in the range of 0 to 200°C. The reaction time is typically in the range of 1 to 24 hours. After completion of the reaction, compound (I-2) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0019] Production Method 2 The compound represented by formula (I-3) (hereinafter referred to as compound (I-3)) can be produced by reacting a compound represented by formula (M-1) (hereinafter referred to as compound (M-1)) with a carbonylating agent. [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of the solvent include ethers, halogenated hydrocarbons, hydrocarbons, and mixtures thereof. Examples of the carbonylating agent include phosgene, triphosgene, dimethyl carbonate, and carbonyldiimidazole (hereinafter referred to as CDI). A base may be used in the reaction, if necessary. Examples of the base include organic bases; alkali metal carbonates such as sodium carbonate and potassium carbonate (hereinafter referred to as alkali metal carbonates); and alkali metal hydrides such as sodium hydride (hereinafter referred to as alkali metal hydrides). In the reaction, the carbonylating agent is usually used in a ratio of 1 to 2 moles per mole of compound (M-1). When a base is used in the reaction, the base is usually used in a ratio of 2 to 4 moles per mole of compound (M-1). The reaction temperature is usually in the range of 0 to 120°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, the compound (I-3) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and carrying out post-treatments such as drying and concentrating the organic layer.

[0020] Production Method 3 The compound represented by formula (I-4) (hereinafter referred to as compound (I-4)) can be produced by reacting compound (M-1) with a thiocarbonylating agent. [wherein the symbols have the same meanings as defined above.] The thiocarbonylating agent can be, for example, thiophosgene. The reaction can be carried out in accordance with Production Method 2, except that a thiocarbonylating agent is used in place of the carbonylating agent.

[0021] Production Method 4 A compound represented by formula (I-5) (hereinafter referred to as compound (I-5)) can be produced by reacting a compound represented by formula (M-2) (hereinafter referred to as compound (M-2)) with a compound represented by formula (M-3) (hereinafter referred to as compound (M-3)) in the presence of a base.[In the formula, X represents a halogen atom, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of the solvent include ethers; hydrocarbons; nitriles; aprotic polar solvents (hereinafter referred to as aprotic polar solvents) such as dimethylformamide (hereinafter referred to as DMF), N-methylpyrrolidone (hereinafter referred to as NMP), and dimethyl sulfoxide (hereinafter referred to as DMSO); and mixtures thereof. Examples of the base include organic bases, alkali metal carbonates, and alkali metal hydrides. In the reaction, compound (M-3) is usually used in a ratio of 0.8 to 1.2 moles, and a base is usually used in a ratio of 1 to 3 moles, relative to 1 mole of compound (M-2). In the reaction, a metal catalyst may be used, if necessary. Examples of metal catalysts include copper catalysts such as copper(I) iodide, copper(I) bromide, copper(I) chloride, copper(I) oxide, copper(I) trifluoromethanesulfonate benzene complex, tetrakis(acetonitrile)copper(I) hexafluorophosphate, and copper(I) 2-thiophenecarboxylate; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and palladium catalysts such as palladium(II) acetate, tetrakis(triphenylphosphine)palladium(0), and tris(dibenzylideneacetone)dipalladium(II). When a metal catalyst is used in the reaction, the metal catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (M-2). A ligand may also be used in the reaction, if necessary.Examples of the ligand include triphenylphosphine, 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (hereinafter referred to as 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, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, and N,N'-dimethylethylenediamine. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (M-2). The reaction temperature is typically within the range of -20°C to 150°C. The reaction time is typically within the range of 0.5 to 24 hours. After completion of the reaction, compound (I-5) 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 (M-2) is a commercially available compound or can be produced using known methods.

[0022] The N-oxide of the compound of formula (I) can be produced by reacting the compound of formula (I) with an oxidizing agent. The reaction can be carried out, for example, according to the method described in U.S. Patent Application Publication No. 2018 / 0009778 or WO 2016 / 121970.

[0023] Reference Production Method 1 A compound represented by formula (M-1O) (hereinafter referred to as compound (M-1O)) and a compound represented by formula (M-1S) (hereinafter referred to as compound (M-1S)) can be produced according to the following scheme. [In the formula, X a represents a fluorine atom or a chlorine atom, Boc represents a t-butoxycarbonyl group, and the other symbols have the same meanings as above.]

[0024] The compound represented by formula (M-4) (hereinafter referred to as compound (M-4)) can be produced according to Production Method 4, using di-tert-butyl hydrazodicarboxylate instead of compound (M-3).

[0025] The compound represented by formula (M-5) (hereinafter referred to as compound (M-5)) can be produced by reacting compound (M-4) with an acid. The reaction is usually carried out in a solvent. Examples of the solvent include halogenated hydrocarbons, water, and mixtures thereof. Examples of the acid include mineral acids such as hydrochloric acid and sulfuric acid. The reaction is usually carried out in a ratio of 1 to 100 moles of acid per mole of compound (M-4). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 24 hours. After completion of the reaction, compound (M-5) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0026] Compound (M-5) can also be produced by reacting compound (M-2) with hydrazine monohydrate. The reaction is carried out in a solvent or in the absence of a solvent. Examples of solvents include ethers; halogenated hydrocarbons; hydrocarbons; nitriles; nitrogen-containing aromatic compounds such as pyridine (hereinafter referred to as nitrogen-containing aromatic compounds); aprotic polar solvents; and mixtures thereof. In the reaction, hydrazine monohydrate is typically used in a ratio of 1 to 10 moles per mole of compound (M-2). A base may be used in the reaction, if necessary. Examples of bases include organic bases, alkali metal carbonates, and alkali metal hydrides. When a base is used in the reaction, the base is typically used in a ratio of 1 to 10 moles per mole of compound (M-2). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, the compound (M-5) 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.

[0027] Compound (M-1O) can be produced by reacting compound (M-5) with a compound represented by formula (R-1) (hereinafter referred to as compound (R-1)) in the presence of a base. The reaction is carried out in a solvent or in the absence of a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, nitriles, nitrogen-containing aromatic compounds, aprotic polar solvents, and mixtures thereof. Examples of bases include organic bases, alkali metal carbonates, and alkali metal hydrides. For the reaction, compound (R-1) is typically used in a ratio of 0.5 to 1.5 moles and a base is typically used in a ratio of 1 to 3 moles per mole of compound (M-5). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After completion of the reaction, compound (M-5) 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. The compound (R-1) is a commercially available compound or can be prepared using known methods.

[0028] Compound (M-1O) can also be produced by reacting compound (M-5) with a compound represented by formula (R-2) (hereinafter referred to as compound (R-2)) in the presence of a condensing agent and a base. The reaction is carried out in a solvent or in the absence of a solvent. Examples of the solvent include ethers, halogenated hydrocarbons, hydrocarbons, nitriles, nitrogen-containing aromatic compounds, aprotic polar solvents, and mixtures thereof. Examples of the condensing agent include 1H-benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (hereinafter referred to as BOP), N,N'-dicyclohexylcarbodiimide, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. Examples of the base include organic bases, alkali metal carbonates, and alkali metal hydrides. In the reaction, compound (R-2) is typically used in a ratio of 0.5 to 1.5 moles, a condensing agent is typically used in a ratio of 1 to 1.5 moles, and a base is typically used in a ratio of 1 to 3 moles per mole of compound (M-5). An additive may be used in the reaction, as needed. Examples of additives include ethyl 2-cyano-2-(hydroxyimino)acetate, 1-hydroxybenzotriazole, and 1-hydroxy-7-azabenzotriazole. When an additive is used in the reaction, the additive is typically used in a ratio of 0.1 to 0.5 moles per mole of compound (M-5). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After completion of the reaction, compound (M-1O) 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 (R-2) is a commercially available compound or can be produced using known methods.

[0029] Compound (M-1S) can be produced by reacting compound (M-1O) with a sulfurizing agent. The reaction can be carried out in accordance with Production Method 1, using compound (M-1O) instead of compound (I-1).

[0030] Reference Production Method 2 Compound (M-1O) can also be produced by reacting compound (M-2) with a compound represented by formula (R-3) (hereinafter referred to as compound (R-3)) in the presence of a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out in accordance with Production Method 4, except that compound (R-3) is used in place of compound (M-3). Compound (R-3) is a commercially available compound, or can be produced by a known method.

[0031] Reference Production Method 3 A compound represented by formula (M-3O) (hereinafter referred to as compound (M-3O)) and a compound represented by formula (M-3S) (hereinafter referred to as compound (M-3S)) can be produced according to the following scheme. [In the formula, the symbols have the same meanings as defined above.]

[0032] Compound (M-3O) can be produced by reacting a compound represented by formula (R-3) (hereinafter referred to as compound (R-3)) with a carbonylating agent. The reaction can be carried out in accordance with Production Method 2, using compound (R-3) instead of compound (M-1).

[0033] Compound (M-3S) can be produced by reacting compound (R-3) with a thiocarbonylating agent. The reaction can be carried out in accordance with Production Method 3, using compound (R-3) instead of compound (M-1).

[0034] Compound (M-3S) can also be produced by reacting compound (M-3O) with a sulfiding agent. The reaction can be carried out in accordance with Production Method 1, except that compound (M-3O) is used instead of compound (I-1).

[0035] The compound of the present invention can be mixed or used in combination with one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below (hereinafter referred to as the present component). The term "mixed or used in combination" means that the compound of the present invention and the present component are used simultaneously, separately, or with a time interval. When the compound of the present invention and the present component are used simultaneously, the compound of the present invention and the present component may be contained in separate preparations or in a single preparation. 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) (i.e., the present component) and the compound of the present invention.

[0036] 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, glutamate-gated 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 biosynthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complexes I and 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.

[0037] 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 biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multisite contact-active fungicides, microbial fungicides, and other fungicidal active ingredients. These are listed in the FRAC classification based on the mechanism of action.

[0038] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0039] Group (d) is a group of repellent ingredients.

[0040] Examples of combinations of the present ingredient and the compound of the present invention are described below. For example, alanycarb + SX refers to a combination of alanycarb and SX. The abbreviation SX refers to any one of the present compounds selected from the compound group SX1 to SX931. The present ingredients described below are all known ingredients and can be obtained from commercially available preparations or produced by known methods. When the present ingredient is a microorganism, it can also be obtained from a bacterial depository. The number in parentheses indicates the CAS RN (registered trademark).

[0041] Combinations of the present ingredient of the above group (a) with the compound 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 A) + SX, coumaphos + SX, cryolite + SX, cyanophos + SX, cyantraniliprole + SX,Cyclaniliprole + SX, cyclobutrifluram + SX, cycloprothrin + SX, cycloxaprid + SX, cyenopyrafen + SX, cyetpyrafen + SX, cyflumetofen + SX, cyfluthrin + SX, cyhalodiamide + SX, cyhalothrin + SX, cyhexatin + SX, cypermethrin + SX, cyphenothrin + SX, cyproflanilide + 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, dimpropyridaz + 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, Azadirachta indica extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract (extracts or simulated blend of Chenopodium ambrosioides) + SX, Tansy extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, Famphur + SX, Fenamiphos + SX, fenazaquin + SX,Fenbutatin oxide + SX, fenitrothion + SX, fenmezoditiaz + 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, fluchlordiniliprole + SX, flucycloxuron + SX, flucythrinate + SX, fluensulfone + SX, flufenprox + SX, flufenoxuron + SX, flufiprole + SX, flumethrin + SX, flupentiofenox + 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 SX, imidaclothiz + SX, imiprothrin + SX, indazapyroxamet + 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, nicofluprole + SX, nicotine + SX, nicotine sulfate + SX, nitenpyram + SX, novaluron + SX, noviflumuron + SX, Chenopodium oil anthelminticum + 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, spidoxamat + SX, spinetoram + SX, spinosad + SX, spirobudifen + 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, teflubenzuron + SX, tefluthrin + SX, temephos + SX, terbufos + SX, terpene constituents extracted from ant's grass 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, thioantraniliprole + SX, tioxazafen + SX, tolfenpyrad + SX, tralomethrin + SX, transfluthrin + SX, triazamate + SX, triazophos + SX, trichlorfon + SX, trifluenfuronate + SX, triflumezopyrim + SX, triflumuron + SX, trimethacarb + SX, tyclopyrazoflor + SX, vamidothion + SX, Quassia amara wood extract + SX, 3,5-dimethylphenyl N-methylcarbamate (XMC) + 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-({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, (2Z)-2-({2-fluoro-4-methyl-5-[(R)-(2,2,2-trifluoroethyl)sulfinyl]phenyl}imino)-3-(2,2,2-trifluoroethyl)-1,3-thiazolidin-4-one (2377084-09-6) + 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, N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl]-2-(methanesulfonyl)propanamide (2396747-83-2) + SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazol-5-yl]-1,2,4-triazolidine-4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) + SX, N-({2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]phenyl}methyl)cyclopropanecarboxamide + SX, 7-fluoro-N-[1-(methylsulfanyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfinyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, N-[1-(difluoromethyl)cyclopropyl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 2,9-dihydro-9-(methoxymethyl)-2-(pyridin-3-yl)-10H-pyrazolo[3,4-f]pyrido[2,3-b][1,4]oxazepin-10-one (2607927-97-7) + 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 + SX, BT crop protein mCry3A + SX, BT crop protein Cry3Ab + SX, BT crop protein Cry3Bb + SX, BT crop protein Cry34Ab1 / Cry35Ab1 + SX, Adoxophyes orana granulosis virus strain BV-0001 + SX, Anticarsia gemmatalis mNPV + SX, Autographa californica mNPV + SX, Cydia pomonella granulosis virus V15 (GV strain V15) + SX, Cydia pomonella granulosis virus V22 (GV strain V22) + SX, Cryptophlebia leucotreta granulosis virus (GV) + SX, Dendrolimus punctatus cypovirus (Dendrolimus punctatus cypovirus) + SX, Helicoverpa armigera NPV strain BV-0003 + SX, Helicoverpa zea NPV (NPV) + SX, Lymantria dispar NPV (NPV) + SX Mamestra brassicae NPV + SX, Mamestra configurata NPV + SX,Neodiprion abietis nucleopolyhedrosis virus (NPV) + SX, Neodiprion lecontei nucleopolyhedrosis virus (NPV) + SX, Neodiprion sertifer nucleopolyhedrosis virus (NPV) + SX, Nosema locustae + SX, Orgyia pseudotsugata nucleopolyhedrosis virus (NPV) + SX, Pieris rapae granulosis virus (GV) + SX, Plodia interpunctella granulosis virus (GV) + SX, Spodoptera exigua nucleopolyhedrosis virus (NPV) + SX, Spodoptera littoralis mNPV + SX, Spodoptera littoralis NPV + SX, Arthrobotrys dactyloides + SX, Bacillus firmus strain GB-126 + SX, Bacillus firmus strain I-1582 + SX, Bacillus firmus strain NCIM2637 + SX, Bacillus megaterium + SX, Bacillus sp. strain AQ175 + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 serotype H5a5b + SX, Bacillus sphaericus strain ABTS1743 + 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 strain NB200 + 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 CCT1306) + SX, Bacillus thuringiensis subsp. Kurstaki strain EG2348 + 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,Dectylaria 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 thornei + SX, Serratia entomophila + SX, Verticillium chlamydosporium + SX, Verticillium lecani strain NCIM1312 + SX, Wolbachia pipientis + SX。,

[0042] Combinations of the present ingredient of the above group (b) with the compound 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, chloroinconazide + 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 (Melaleuca alternifolia) + SX, extract of Reynoutria sachalinensis (Japanese knotweed) + SX, extract of the cotyledons of lupine plantlets ("BLAD") + SX, garlic extract (Allium sativum extract) + SX, horsetail extract (Equisetum arvense extract) + SX, nasturtium extract (Tropaeol 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 + SX, triphenyltin chloride + SX, fentin hydroxide + SX, ferbam + SX, ferimzone + SX, florylpicoxamid + SX, fluazinam + SX, flubeneteram + SX, fludioxonil + SX, flufenoxadiazam + SX, flufenoxystrobin + SX, fluindapyr + SX, flumetylsulforim + SX, flumorph + SX, fluopicolide + SX, fluopyram + SX, fluopimomide + SX, fluoroimide + SX, fluoxapiprolin + SX, fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, fosetyl + SX, fosetyl-aluminium + 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, isoflucipram + 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, metarylpicoxamid + SX,Metconazole + SX, methasulfocarb + SX, metiram + SX, metominostrobin + SX, metrafenone + SX, metyltetraprole + SX, myclobutanil + SX, naftifine + SX, nuarimol + SX, octhilinone + 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 Chenopodium quinoa + SX, seboctylamine + 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,マスタードパウダー(yellow mustard powder) + SX, zinc thiazole + SX, ジネブ(zineb) + SX, ジラム(ziram) + SX, ゾキサミド(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-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055589-28-9) + SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055756-21-1) + SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2062599-39-5) + 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, 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, 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, N-ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N,2-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-methoxy-N'-methyl-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N'-ethyl-N-methoxy-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N'-dimethoxy-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9) + SX,3-(4-bromo-7-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromoindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromo-4-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)acetamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)butanamide + SX, N-methoxy-N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N-diethyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX,1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 4-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)morpholin-3-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one + SX, 3,3-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one + SX, 1-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)azepan-2-one + SX, 4,4-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, ethyl 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxylate + SX, N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-propyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N,N-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-1,2,4-triazol-3-amine + SX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + SX, methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, methyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, 1-(2,3-dimethylpyridin-5-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-[2-(difluoromethyl)-3-methylpyridin-5-yl]-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 2,2-difluoro-N-[6-({[1-(1-methyl-1H-tetrazol-5-yl)benzimidazol-2-yl]oxy}methyl)pyridin-2-yl]-2-phenoxyacetamide + SX, 1-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile + SX, ethyl 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, ethyl 1-[(4-{[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-N-[2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3.4]octan-1-yl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + SX, 2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methylpropanoyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(3,5-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(6-chloropyridin-3-yl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[ 1-(2,6-difluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluoro-3-methoxyphenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-2-{[1-(2,6-difluorophenyl)cyclopropyl]oxy}pyrimidine + SX, 3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5S)-3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(4-bromo-2-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX,(5S)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5R)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, Agrobacterium radiobactor strain K1026 + SX, Agrobacterium radiobactor strain K84 + SX, Bacillus amyloliquefaciens strain PTA-4838 (Aveo™ 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。,

[0043] Combinations of the present ingredient in group (c) above with the compound 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, anisiflupurin + 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, decan-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 + SX, mefluidide + SX, mepiquat chloride + SX, oxidized glutathione + SX, paclobutrazol + SX, pendimethalin + SX, prohexadione calcium + SX, prohydrojasmon + SX, pyraflufen-ethyl + SX, sintophen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + 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. ,

[0044] Combinations of the present component of the above group (d) with the compound of the present invention: anthraquinone + SX, deet + SX, icaridin + SX.

[0045] The ratio of the compound of the present invention to the present component is not particularly limited, and examples thereof include a weight ratio (compound of the present invention:present 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.

[0046] The compound 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.

[0047] 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), Taiwan 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 Dalbulus fabae, Dalbulus maidis, Cofana spectra, and Amrasca biguttula biguttula; Aphrophoridae, such as 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 aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae), etc. Aphididae; grape 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); Scotinophara lurida, Scotinophara coarctata, Nezara antennata, Eysarcoris aeneus, Eysarcoris lewisi, Eysarcoris ventralis, Eysarcoris annamita, Halyomorpha halys, and Nezara Pentatomidae, such as the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), the Dichelops melacanthus; Cydnidae, such as the ground bug (Scaptocoris castanea); Alydidae, such as the narrow-legged stink bug (Riptortus clavatus), the spider stink bug (Leptocorisa chinensis), and the narrow-legged stink bug (Leptocorisa acuta); Coreidae, such as the narrow-legged stink bug (Cletus punctiger) and the long-legged stink bug (Leptoglossus australis); Cavelerius Lygaeidae, such as the Japanese long-horned bug (Blissus leucopterus), the rice-leaf long-horned bug (Togo hemipterus), and the American long-horned bug (Blissus leucopterus);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 butterflies (Pealius euryae); cyanophylli), red scale (Aonidiella aurantii), pear scale (Diaspidiotus perniciosus), mulberry scale (Pseudaulacaspis pentagona), Yanon scale (Unaspis yanonensis), false Yanon scale (Unaspis citri) and other scale insects (Diaspididae); Coccidae such as ruby ​​scale (Ceroplastes rubens); Margarodidae such as Icerya purchasi and yellow cotton scale (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 Japanese pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius) and the netted whitefly (Cimex hemipterus); Cicadidae, such as the Quesada gigas; Triatoma infestans, Triatoma rubrofasciata, and Triatoma Reduviidae, such as the Venezuelan assassin bug (Rhodonius prolixus);

[0048] 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 moth (Mamestra brassicae), rice armyworm (Sesamia inferens), white armyworm (Spodoptera mauritia), two-banded cutworm moth (Naranga aenescens), white armyworm (Spodoptera frugiperda), African armyworm (Spodoptera exempta), Spodoptera cosmioides, semi-tropical armyworm (Spodoptera eridania), red cutworm moth (Agrotis ipsilon), silvery rice looper (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean looper (Chrysodeixis includens), Trichoplusia spp., Heliothis spp. such as Heliothis virescens, Helicoverpa spp. such as Helicoverpa armigera and Helicoverpa zea, Noctuidae such as Anticarsia gemmatalis, Alabama argillacea, and Hydraecia immanis; Pieridae such as 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), citrus fruit borer (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moth (Lobesia Tortricidae such as Caloptilia theivora and Phyllonorycter ringoniella; Gracilariae such as Carposinidae; Leucoptera coffeella, Lyonetiidae such as Lyonetia clerkella, Lyonetia prunifoliella; Lymantria spp. such as Lymantria dispar, Euproctis spp. such as Euproctis pseudoconspersa; Plutella xylostella Plutellidae, such as Plutellidae (Plutella xylostella);Gelechiidae (Gelechiidae) such as Anarsia lineatella, Helcystogramma triannulella, red bollworm moth (Pectinophora gossypiella), potato tuber moth (Pthorimaea operculella), and Tuta absoluta; Arctiidae (Arctiidae) such as Hyphantria cunea; Castniidae (Castniidae) such as Telchin licus; Cossidae (Cossus insularis) and other moths; Geometridae (Geometridae) such as Ascotis selenaria; Parasa Limacodidae such as Stathmopodidae (Stathmopoda masinissa) and the like; Sphingidae such as Acherontia lachesis (Sphingidae); Sesiidae such as Nokona feralis (Nokona feralis), Synanthedon hector (Synanthedon tenuis) and the like; Hesperiidae such as Parnara guttata (Parnara guttata); Tineidae such as Tinea translucens (Tineola bisselliella) and the like.

[0049] 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.

[0050] 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 Tephritidae, such as the Oriental fruit fly (Bactrocera dorsalis), the eggplant fly (Bactrocera latifrons), the olive fruit fly (Bactrocera oleae), the Queensland fruit fly (Bactrocera tryoni), the Mediterranean fruit fly (Ceratitis capitata), the apple maggot (Rhagoletis pomonella), and the cherry fruit fly (Rhacochlaena japonica); Ephydridae, such as the rice leafminer (Hydrellia griseola), the Asian rice leafminer (Hydrellia philippina), and the rice leafminer (Hydrellia sasakii); Drosophila suzukii Drosophilidae, such as Drosophila melanogaster (Drosophila suzukii) and Drosophila melanogaster; Phoridae, such as Megaselia spiracularis (Megaselia spiracularis); Psychodidae, such as Clogmia albipunctata (Clogmia albipunctata); Sciaridae, such as Bradysia difformis (Sciaridae);Cecidomyiidae (Cicedomyiidae) such as Hessian fly (Mayetiola destructor) and rice gall midge (Orseolia oryzae); Diopsidae (Shrimp flies) such as Diopsis macrophthalma; Glossinidae (Tsetse flies) such as Glossina palpalis and Glossina morsitans; Simuliidae (Black flies) such as Simulium japonicum and Simulium damnosum; Phlebotominae (Sand flies); Tipulidae (Crane flies) such as Tipula aino, Common crane fly (Tipula oleracea), and European crane fly (Tipula paludosa); Culex pipiens pallens (Culex pipiens pallens) and Culex tritaeniorhynchus (Culex 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 minimus; Simulidae such as Prosimulium yezoensis and Simulium ornatum; Tabanidae such as Tabanus trigonus;Muscidae, such as house fly (Musca domestica), giant house fly (Muscina stabulans), stable fly (Stomoxys calcitrans), and horn fly (Haematobia irritans); Calliphoridae; Sarcophagidae; Chironomidae, such as giant midge (Chironomus plumosus), midge (Chironomus yoshimatsui), and gray midge (Glyptotendipes tokunagai); Fannidae;

[0051] Coleoptera: Diabrotica spp. (e.g., Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucumber beetle (Diabrotica speciosa), etc.), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage leaf beetle (Phyllotreta cruciferae), Western black leaf beetle (Phyllotreta Chrysomelidae, such as the rice beetle (Psylliodes pusilla), 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 Carabidae, such as the Corn Beetle (Clivina lecontei) and the Slender Seed Corn Beetle (Clivina impressifrons);Scarabaeidae 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 marmorated beetle (Holotrichia spp.), the June beetle (Phyllophaga crinita), and other Phyllophaga spp., Diloboderus spp. such as Diloboderus abderus; coffeae); Aponidae, such as Cylas formicarius; Bruchidae, such as Zabrotes subfasciatus; Scolytidae, such as Tomicus piniperda and 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 also included in the Curculionidae family; the Tenebrionidae (Tenebrionidae) such as Tribolium castaneum, Tribolium confusum, and Alphitobius diaperinus are also included in the Coccinellidae family; the Flat-headed Ladybird (Lyctus brunneus), the 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 rove beetle (Paederus fuscipes); the small-leaved weevils (Anthrenus verbasci) and the white-striped weevils (Dermestes Dermestidae such as Trogoderma granarium (Trogoderma maculates) and the like; Anobiidae such as Lasioderma serricorne (tobacco beetle) and Stegobium paniceum (Anobiidae); Laemophloeidae such as Cryptolestes ferrugineus (Laemophloeidae); Silvanidae such as Oryzaephilus surinamensis (Silvanidae); Nitidulidae such as Brassicogethes aeneus (Blossom beetle).

[0052] 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 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).

[0053] 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, Linepithema humile, Formica japonica, Pristomyrmex punctutus, Pheidole Camponotus spp. such as Camponotus noda, Pheidole megacephala, Camponotus japonicus, Camponotus obscuripes, Pogonomyrmex spp. such as Pogonomyrmex occidentalis, Wasmania spp. such as Wasmania auropunctata, Formicidae such as Anoplolepis gracilipes; Vespa mandarinia, Vespa simillima, Vespa analis, Vespa Vespidae, such as Polistes velutina and Polistes jokahamae; Siricidae, such as Urocerus gigas; and Bethylidae.

[0054] 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.

[0055] 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).

[0056] Psocodae: Pediculidae, such as head louse (Pediculus humanus capitis); Pthiridae, such as pubic louse (Pthirus pubis); Haematopinidae, such as cow louse (Haematopinus eurysternus) and pig louse (Haematopinus suis); Linognathidae, such as cow louse (Linognathus vituli), sheep trunk louse (Linognathus ovillus), and woolly cow louse (Solenopotes capillatus); Bovicola bovis, sheep louse (Bovicola ovis), Bovicola breviceps, Damalinia Bovicoliidae, such as Trichodectes canis and Felicola subrostratus; Menoponidae, such as Menopon gallinae, Menacanthus stramineus, and Trinoton spp.; Trimenoponidae, such as Cummingsia spp.; Trogiidae, such as Trogium pulsatorium; Liposcelis corrodens and Liposcelis Liposcelidae or Liposcelididae, such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.

[0057] Thysanura: Family Lepismatidae, including the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina).

[0058] Acari: Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, Oligonychus spp.; Aculops pelekassi, Aculops citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, Aculops 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.; Notoedres cati, Notoedres muris, and Sarcoptes Sarcoptidae such as (Scabiei); Listrophoridae such as (Listrophorus gibbus); Dermanyssidae such as (Dermanyssus gallinae); Macronyssidae such as (Ornithonyssus sylviarum) and (Ornithonyssus bacoti); Varroa destructor such as (Varroa jacobsoni); Demodicidae such as (Demodex canis) and (Demodex cati); Leptotrombidium akamushi and (Leptotrombidium Trombiculidae, such as Leptotrombidium scutellare, Leptotrombidium pallidum, and Leptotrombidium scutellare.

[0059] Araneae: Eutichuridae, such as Cheiracanthium japonicum; Theridiidae, such as Latrodectus hasseltii. Polydesmida: Paradoxosomatidae, such as Oxidus gracilis and Nedyopus tambanus. Isopoda: Armadillidiidae, such as 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 lymnae snail (Austropeplea ollula).

[0060] 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), potato cyst nematode (Globodera Heteroderidae such as Globodera pallida (potato white cyst nematode) and Rotylenchulus reniformis (Hoplolaimidae) such as Rotylenchulus reniformis (strawberry root nematode) and Ditylenchus dipsaci (sea nematode) such as Nothotylenchus acris (strawberry root nematode) and Ditylenchus dipsaci (sea nematode) such as Tylenchulus semipenetrans (citrus root nematode) such as Xiphinema index (grape nematode) such as Trichodoridae (Trichodoridae) and Parasitaphelenchidae such as Bursaphelenchus xylophilus (pine wood nematode).

[0061] 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 chemical sensitivity or have developed chemical resistance to insecticides, acaricides, molluscicides, and nematodes.

[0062] 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 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.

[0063] The compound of the present invention or Composition A is typically formulated into aqueous suspensions, oil suspensions, oil solutions, emulsifiable concentrates, emulsions, microemulsions, microcapsule formulations, wettable powders, water dispersible granules, dusts, granules, tablets, aerosols, resin formulations, etc. by mixing an inactivated carrier such as a solid carrier, liquid carrier, or gaseous carrier with a surfactant, and optionally adding formulation adjuvants such as binders, dispersants, and stabilizers. In addition to these formulations, the compound of the present invention or Composition A can also be formulated into dosage forms described in the Manual on development and use of FAO and WHO Specifications for pesticides, FAO Plant Production and Protection Papers-271 to 276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517. These formulations typically contain 0.0001 to 99% by weight of the compound of the present invention or Composition A.

[0064] Examples of solid carriers include clay (pyrophyllite clay, kaolin clay, etc.), talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, attapulgite, white carbon, ammonium sulfate, vermiculite, perlite, pumice, silica sand, fine powder and granular chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0065] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctanamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0066] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide gas.

[0067] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, etc.). Specific examples include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark), Nufilm (registered trademark), Emulgator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N (registered trademark), and BANOLE (registered trademark).

[0068] Other formulation adjuvants include binders, dispersants, colorants, stabilizers, etc., and specific examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), acid isopropyl phosphate, and dibutylhydroxytoluene.

[0069] 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.

[0070] Vegetative reproductive organs refer to plant roots, stems, leaves, and other parts that can 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, corms, tubers, rhizomes, stem fragments, rhizophores, and tuberous roots are collectively called bulbils. Potato cultivation begins by planting tubers in the soil, and the tubers used are generally called seed potatoes.

[0071] Examples of the method for controlling harmful arthropods by applying an effective amount of the compound of the present invention or composition A to soil include a method of applying an effective amount of the compound of the present invention or composition A to soil before or after planting a plant. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in planting hole treatment soil), plant base treatment (spraying in planting holes, mixing in plant base soil, plant base irrigation, plant base treatment in the latter half of the seedling raising period), planting furrow treatment (spraying in planting furrows, mixing in planting furrow soil), row treatment (row spraying, row soil mixing, row spraying in the growing season), row treatment at sowing (row spraying at sowing, mixing in row soil at sowing), overall treatment (overall soil spraying, overall soil mixing), side row treatment, water surface treatment (water surface application, water surface application after flooding), other soil spray treatments (foliar spraying of granules during the growing season, spraying under the crown or around the main trunk, soil surface spraying, soil surface mixing, seeding hole spraying, furrow surface spraying, spraying between plants), and others. 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), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling bed treatments (seedling bed spraying, seedling bed 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 (hilling soil mixing, plowing in, topsoil mixing, rain-drop soil mixing, planting position treatment, granular inflorescence spraying, paste fertilizer mixing).

[0072] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the compound of the present invention or Composition A. More specifically, examples include spray treatments in which a suspension of the compound of the present invention or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs in a mist; smear treatments in which seeds or vegetative reproductive organs are coated with the compound of the present invention or Composition A; immersion treatments in which seeds are immersed in a solution of the compound 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 or Composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are particularly examples of the vegetative reproductive organs mentioned above. When applying Composition A to seeds or vegetative reproductive organs, Composition A can be applied to the seeds or vegetative reproductive organs as a single formulation, or different formulations of Composition A can be applied to the seeds or vegetative reproductive organs in multiple separate applications. Examples of methods for treating seeds or vegetative reproductive organs with multiple different formulations of Composition A include a method of treating seeds or vegetative reproductive organs 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 seeds or vegetative reproductive organs with a formulation containing both 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 a component other than the component already treated. In the present invention, "seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A" refers to seeds or vegetative reproductive organs to which the compound of the present invention or Composition A is attached. The seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A may have materials other than the compound of the present invention or Composition A attached to them before or after the compound of the present invention or Composition A is attached to the seeds or vegetative reproductive organs. Furthermore, when Composition A is attached to the surface of the seeds or vegetative reproductive organs in layers, the layers may consist of one layer or multiple layers. Furthermore, when the layer 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 or composition A can be obtained, for example, by applying a formulation containing the compound of the present invention or composition A to seeds or vegetative reproductive organs by the seed treatment method described above.

[0073] When the compound 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 is usually 1 to 10,000 g per kg of seed or vegetative reproductive organ. When treating seeds or vegetative reproductive organs, the compound of the present invention is usually applied in an amount within the range of 0.001 to 100 g per kg of seed or vegetative reproductive organ. When the compound of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate, etc., it is usually applied after being diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm, and granules, dusts, etc. are usually applied as is.

[0074] Alternatively, the resin preparation can be processed into a sheet or string shape and wrapped around the crop, stretched around the crop, or spread on the soil around the base of the plant.

[0075] When the compound 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 per square meter is usually 0.01 to 1,000 mg. 3 When the compound 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 diluting 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.

[0076] When the compound 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 Composition A is usually in the range of 0.1 to 1000 mg per kg of the animal's body weight.

[0077] The compound 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.

[0078] Corn (horse-tooth, hard grain, soft grain, explosive, glutinous, sweet, field corn), rice (long grain, short grain, medium grain, japonica, tropical japonica, indica, javanica, paddy rice, upland rice, floating rice, direct-seeded rice, transplanted rice, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, each winter wheat type, spring wheat type), barley (two-row barley (= beer barley), six-row barley, naked barley, waxy barley, each winter barley type, spring barley type), rye (winter rye type, spring rye type), triticale (winter triticale type, spring triticale type), oats (winter oat type, spring oat type), sorghum, cotton (upland type, pima type), soybean (fully harvested seed varieties, edamame varieties, green-harvested varieties, indeterminate, determinate, semi-determinate types), peanuts, buckwheat, sugar beet (for sugar production, animal feed, root vegetables, leafy vegetables, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflower (for oil extraction, food, ornamental), sugarcane, tobacco, tea plant, mulberry, solanaceous vegetables (eggplant, tomato, bell pepper, chili pepper, Potatoes, etc.), Cucurbitaceae vegetables (cucumbers, pumpkins, zucchini, watermelons, melons, etc.), Cruciferous vegetables (radishes, turnips, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, chrysanthemums, artichokes, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Umbelliferae vegetables (carrots, parsley, celery, parsley, etc.), Chenopodiaceae vegetables (spinach, Swiss chard, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, and taro. Potatoes, pome fruits (apples, European pears, Japanese pears, Chinese pears, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherries, apricots, prunes, etc.), citrus fruits (Satsuma mandarins, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashew nuts, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants,Turfgrass, pasture grass,

[0079] The above-mentioned plants are not particularly limited as long as they are varieties that are commonly cultivated, and include plants that can be produced by natural crossbreeding, plants that can be generated by mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants that have been conferred resistance to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors such as isoxaflutole, ALS (acetolactate synthase) inhibitors such as imazethapyr and thifensulfuron methyl, EPSP (5-enolpyruvylshikimate-3-phosphate synthase) inhibitors, glutamine synthetase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or dicamba; plants that are capable of synthesizing selective toxins known to be found in the genus Bacillus, such as Bacillus thuringiensis; and plants that can be conferred specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) in the target harmful insect.

[0080] The present invention will be explained in more detail below with reference to Production Examples, Reference 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, iPr represents an isopropyl group, tBu represents a tert-butyl 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.

[0081] First, examples of the preparation of the compounds of the present invention will be shown.

[0082] 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 [M-H] - and retention time (hereinafter referred to as RT). The conditions for liquid chromatography (hereinafter referred to as LC) are as follows:

[0083] [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute, Japan) UV measurement wavelength: 254 nm Mobile phase: Solution A: 0.1% formic acid aqueous solution, Solution B: 0.1% formic acid acetonitrile Flow rate: 2.0 mL / min Pump: Two LC-20AD pumps (Shimadzu Corporation) (high-pressure gradient) Gradient conditions: Solution is delivered at the concentration gradient shown in [Table LC1].

[0084]

[0085] [MS conditions] Detector: LCMS-2020 (Shimadzu Corporation) Ionization method: DUIS

[0086] Reference Production Example 1 To a mixture of 73 g of 3,4,5-trichloropyridine, 69 g of potassium carbonate, and 200 mL of THF, 48 g of hydrazine monohydrate was added at 55°C over 30 minutes, and the mixture was stirred for 3 hours. Water was added to the resulting mixture, and the mixture was extracted with methyl isobutyl ketone. The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 61 g of Intermediate 1 represented by the following formula: Intermediate 1: 1 H-NMR (CDCl3) δ: 8.22 (2H, s), 6.09 (1H, s), 4.15 (2H, s).

[0087] Reference Production Example 1-1 The compound produced in accordance with Reference Production Example 1 and its physical properties are shown below. Formula (A-1) In the compound represented by 1 , R 1b , G 2 and G 3 The compound in which the combination of is any of the combinations described in [Table A-1]. In the examples, IM means intermediate.

[0088] Intermediate 2: 1 H-NMR (CDCl3) δ: 8.24-8.23 (2H, m), 7.03 (1H, d), 6.08 (1H, s), 3.67 (2H, s). Intermediate 3: 1 H-NMR (CDCl3) δ: 8.35 (1H, s), 8.24 (1H, d), 7.01 (1H, d), 6.09 (1H, s), 3.69 (2H, s). Intermediate 4: 1 H-NMR (CDCl3) δ: 9.19 (1H, s), 9.06 (1H, s), 8.36 (1H, dd), 7.52 (1H, d), 3.86 (2H, s). Intermediate 5: 1H-NMR (CDCl3) δ: 8.46 (1H, s), 8.43 (1H, d), 7.24 (1H, d), 6.18 (1H, s), 3.70 (2H, s). Intermediate 6: LCMS: 248 [M+H] + , RT = 1.73 min Intermediate 7: 1 H-NMR (CDCl3) δ: 8.34 (1H, s), 7.84 (1H, s), 5.96 (1H, s), 4.28-4.24 (2H, m), 4.06-4.05 (2H, m), 4.01-3.97 (2H, m), 2.27-2.21 (1H, m), 1.53-1.50 (1H, m). Intermediate 8: 1 H-NMR (CDCl3) δ: 8.38 (2H, s), 6.10 (1H, s), 4.12 (2H, s).

[0089] Reference Production Example 2: To a mixture of 0.89 g of Intermediate 1, 0.68 g of 2-methylbenzoic acid, 5 mL of DMF, and 2.75 g of BOP, 0.9 mL of triethylamine was added and stirred at room temperature for 1 hour. A saturated aqueous solution of sodium bicarbonate was added to the resulting mixture, and the mixture was filtered. The residue was washed successively with water and a mixed solvent (ethyl acetate:hexane=25:75). The resulting solid was dried under reduced pressure to obtain 1.10 g of Intermediate 9, which is represented by the following formula: Intermediate 9: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 7.86 (1H, d), 7.50 (1H, d), 7.41-7.39 (1H, m), 7.28-7.28 (2H, m), 7.09 (1H, d), 2.45 (3H, s).

[0090] Reference Production Example 2-1 The compound produced in accordance with Reference Production Example 2 and its physical properties are shown below. Formula (A-2) In the compound represented by the formula 1 , A 2 , A 3 , A 4 , and A 5 The combination is any of the combinations described in [Table A-2A], [Table A-2B] and [Table A-2C].

[0091]

[0092]

[0093] Intermediate 10: 1 H-NMR (CDCl3) δ: 8.89 (1H, d), 8.34 (2H, s), 8.10-8.08 (1H, m), 7.58-7.53 (1H, m), 7.31-7.29 (1H, m), 7.21-7.14 (2H, m). Intermediate 11: 1 H-NMR (CDCl3) δ: 8.43-8.42 (1H, m), 8.36 (2H, s), 7.75 (1H, d), 7.46-7.45 (2H, m), 7.39-7.37 (1H, m), 7.13-7.13 (1H, m). Intermediate 12: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.15 (1H, s), 7.65 (1H, d), 7.60 (1H, d), 7.38-7.35 (2H, m), 7.11 (1H, d). Intermediate 13: 1 H-NMR (CDCl3) δ: 8.38 (2H, s), 7.89 (1H, d), 7.77-7.76 (1H, m), 7.66-7.61 (3H, m), 7.07 (1H, d). Intermediate 14: 1 H-NMR (CDCl3) δ: 8.74 (1H, d), 8.35 (2H, s), 8.06 (1H, dd), 7.60-7.58 (1H, m), 7.43-7.41 (1H, m), 7.37 (1H, d), 7.14 (1H, d). Intermediate 15: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.15 (1H, d), 7.70-7.65 (1H, m), 7.59-7.57 (1H, m), 7.30-7.28 (1H, m), 7.06 (1H, d). Intermediate 16: 1H-NMR (CDCl3) δ: 8.35 (2H, s), 8.17 (1H, s), 7.58 (1H, d), 7.53-7.45 (2H, m), 7.30-7.28 (1H, m), 7.07 (1H, d). Intermediate 17: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.18 (1H, d), 7.79-7.79 (1H, m), 7.69-7.67 (1H, m), 7.57-7.55 (1H, m), 7.44-7.42 (1H, m), 7.06 (1H, d). Intermediate 18: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.15 (1H, d), 7.95-7.94 (1H, m), 7.74-7.70 (2H, m), 7.38-7.36 (1H, m), 7.05 (1H, d). Intermediate 19: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.26 (1H, s), 8.15 (1H, d), 7.92-7.90 (1H, m), 7.77-7.75 (1H, m), 7.23-7.21 (1H, m), 7.04 (1H, d). Intermediate 20: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.24 (1H, d), 8.08 (1H, s), 7.99 (1H, d), 7.85 (1H, d), 7.65 (1H, d), 7.08 (1H, d). Intermediate 21: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.23 ​​(1H, s), 7.72-7.70 (2H, m), 7.55-7.53 (1H, m), 7.43 (1H, d), 7.08 (1H, s). Intermediate 22: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.17 (1H, d), 7.61-7.59 (2H, m), 7.39-7.38 (2H, m), 7.08 (1H, d), 2.42 (3H, s). Intermediate 23: LCMS: 300 [M+H] + , RT = 1.43 points Intermediate 24:1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.16 (1H, d), 7.75 (2H, d), 7.47 (2H, d), 7.07 (1H, d). Intermediate 25: LCMS: 362 [M+H] + , RT = 1.66 min Intermediate 26: LCMS: 408 [M+H] + , RT = 1.70 min Intermediate 27: LCMS: 350 [M+H] + , RT = 1.71 points Intermediate 28: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.17 (1H, d), 7.87 (2H, d), 7.33 (2H, d), 7.08 (1H, d). Intermediate 29: 1 H-NMR (CDCl3) δ: 8.33 (2H, s), 8.14 (1H, d), 7.71 (2H, d), 7.29 (2H, d), 7.08 (1H, d), 2.42 (3H, s). Intermediate 30: 1 H-NMR (CDCl3) δ: 10.02 (1H, d), 8.32 (2H, s), 8.18-8.16 (1H, m), 7.54-7.49 (1H, m), 7.24 (1H, d), 7.11-7.09 (1H, m), 7.04 (1H, d), 4.06 (3H, s). Intermediate 31: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.18 (1H, d), 7.41-7.32 (3H, m), 7.12-7.07 (2H, m), 3.85 (3H, s). Intermediate 32: 1 H-NMR (CDCl3) δ: 8.33 (2H, s), 8.10-8.09 (1H, m), 7.79-7.77 (2H, m), 7.09-7.08 (1H, m), 6.97-6.96 (2H, m), 3.87 (3H, s). Intermediate 33: LCMS: 324 [M+H] + , RT = 1.76 points Intermediate 34: 1H-NMR (CDCl3) δ: 8.33 (2H, s), 8.16 (1H, d), 7.75 (2H, d), 7.50 (2H, d), 7.08 (1H, d), 1.34 (9H, s). Intermediate 35: LCMS: 324 [M+H] + , RT = 2.71 points Intermediate 36: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.18-8.17 (1H, m), 7.70 (1H, s), 7.59 (1H, d), 7.43-7.40 (2H, m), 7.09 (1H, s), 3.00-2.94 (1H, m), 1.27 (6H, d). Intermediate 37: LCMS: 398 [M+H] + , RT = 1.72 points Intermediate 38: 1 H-NMR (CDCl3) δ: 8.40 (1H, s), 8.36 (2H, s), 8.11 (1H, d), 8.05 (1H, dd), 7.87 (1H, dd), 7.65-7.63 (1H, m), 7.07 (1H, s). Intermediate 39: LCMS: 351 [M+H]+, RT = 1.46 min Intermediate 40: 1 H-NMR (CDCl3) δ: 8.67-8.65 (1H, m), 8.46-8.44 (1H, m), 8.37 (2H, s), 8.33 (1H, d), 8.16 (1H, d), 7.73-7.71 (1H, m), 7.08 (1H, d). Intermediate 41: 1 H-NMR (CDCl3) δ: 8.38 (2H, s), 8.35 (2H, d), 8.27 (1H, d), 7.99 (2H, d), 7.09 (1H, d). Intermediate 42: 1 H-NMR (CDCl3) δ: 8.37-8.33 (4H, m), 7.96-7.94 (2H, m), 7.91 (1H, d), 7.84 (1H, d), 7.64-7.58 (2H, m), 7.16 (1H, s). Intermediate 43: 1H-NMR (CDCl3) δ: 8.36 (2H, s), 8.15 (1H, d), 7.81-7.81 (1H, m), 7.72-7.71 (2H, m), 7.02 (1H, d). Intermediate 44: 1 H-NMR (CDCl3) δ: 9.81 (1H, s), 8.52 (1H, d), 8.33 (2H, s), 8.12 (1H, d), 7.51 (1H, dd), 6.97 (1H, d). Intermediate 45: 1 H-NMR (CDCl3) δ: 8.57 (1H, d), 8.36 (2H, s), 8.01 (1H, s), 7.71 (1H, s), 7.58 (1H, d), 7.03 (1H, s). Intermediate 46: LCMS: 352 [M+H] + , RT = 1.77 points Intermediate 47: 1 H-NMR (CDCl3) δ: 8.78 (1H, d), 8.34 (2H, s), 8.12 (1H, dd), 7.11 (1H, s), 7.03 (1H, dd), 6.95 (1H, dd). Intermediate 48: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.13 (1H, s), 7.07 (1H, d), 6.80-6.77 (2H, m). Intermediate 49: 1 H-NMR (CDCl3) δ: 8.80 (1H, d), 8.35 (2H, s), 7.93 (1H, d), 7.10-7.07 (2H, m). Intermediate 50: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.18 (1H, d), 7.34-7.30 (2H, m), 7.07-7.00 (2H, m). Intermediate 51: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.24 (1H, d), 8.10 (1H, s), 7.93 (1H, d), 7.87 (1H, d), 7.58-7.56 (1H, m), 7.08 (1H, d). Intermediate 52: 1H-NMR (CDCl3) δ: 8.36 (2H, s), 8.21 (1H, d), 7.85 (2H, d), 7.77 (2H, d), 7.08 (1H, d). Intermediate 53: 1 H-NMR (CDCl3) δ: 9.86 (1H, s), 9.31 (1H, s), 9.02 (1H, d), 8.35 (2H, s), 8.05 (1H, d), 6.99 (1H, s). Intermediate 54: 1 H-NMR (CDCl3) δ: 9.68 (1H, d), 9.34 (1H, d), 8.83 (1H, d), 8.60 (1H, dd), 8.34 (2H, s), 6.99 (1H, d). Intermediate 55: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.29 (1H, s), 7.58 (1H, s), 7.42 (1H, d), 7.30 (1H, d), 7.04 (1H, s). Intermediate 56: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.13 (1H, s), 7.90-7.88 (1H, m), 7.72-7.71 (1H, m), 7.18-7.16 (1H, m), 7.05 (1H, s). Intermediate 57: LCMS: 368 [M+H] + , RT = 1.76 points Intermediate 58: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.22 (1H, d), 7.83 (1H, d), 7.77-7.74 (1H, m), 7.34-7.32 (1H, m), 7.05 (1H, d). Intermediate 59: 1 H-NMR (CDCl3) δ: 9.70 (1H, s), 8.34-8.32 (3H, m), 8.13 (1H, d), 7.37 (1H, d), 6.96 (1H, d), 4.56-4.53 (2H, m). Intermediate 60: 1H-NMR (CDCl3) δ: 10.10 (1H, d), 8.35-8.34 (3H, m), 8.21-8.17 (2H, m), 7.91 (1H, d), 7.84-7.80 (1H, m), 7.69-7.65 (1H, m), 7.03 (1H, d). Intermediate 61: 1 H-NMR (CDCl3) δ: 9.30 (1H, d), 8.64 (1H, d), 8.41 (1H, d), 8.38 (2H, s), 8.18 (1H, d), 7.95 (1H, d), 7.89-7.85 (1H, m), 7.68-7.66 (1H, m), 7.15 (1H, d). Intermediate 62: LCMS: 368[M+H] + , RT = 1.78 min Intermediate 63: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.12 (1H, d), 7.47-7.46 (2H, m), 7.03 (1H, d). Intermediate 64: 1 H-NMR (CDCl3) δ: 9.70 (1H, d), 8.35 (1H, d), 8.32 (2H, s), 8.12 (1H, d), 7.36 (1H, dd), 6.95 (1H, d), 4.48 (2H, q). Intermediate 65: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.28 (1H, s), 7.48-7.45 (2H, m), 7.18 (1H, d), 7.05 (1H, s). Intermediate 66: 1 H-NMR (CDCl3) δ: 8.46 (1H, d), 8.38 (2H, s), 8.27 (2H, s), 8.09 (1H, s), 7.06 (1H, d). Intermediate 67: LCMS: 398 [M+H] + , RT = 1.71 min Intermediate 68: LCMS: 414 [M+H] + , RT = 2.21 min Intermediate 69: LCMS: 332 [M+H] + , RT = 1.74 min Intermediate 70: LCMS: 400 [M+H] +, RT = 1.45 min Intermediate 71: LCMS: 372 [MH] - , RT = 1.44 min Intermediate 72: LCMS: 363 [M+H] + , RT = 1.02 min Intermediate 73: LCMS: 384 [M+H] + , RT = 1.44 points Intermediate 74: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.23 ​​(1H, d), 7.72 (1H, s), 7.47-7.45 (2H, m), 7.03 (1H, d). Intermediate 75: LCMS: 380 [M+H] + , RT = 1.28 min Intermediate 76: LCMS: 352 [M+H] + , RT = 1.35 min Intermediate 77: LCMS: 440 [M+H] + , RT = 1.49 points Intermediate 78: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.13 (1H, d), 7.05 (1H, d), 6.92 (2H, s), 6.63 (1H, s), 3.83 (6H, s). Intermediate 79: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.24 (1H, d), 8.12 (1H, d), 7.67 (1H, dd), 7.33 (1H, d), 7.04 (1H, d), 2.49 (3H, s). Intermediate 80: LCMS: 400 [M+H] + , RT = 1.93 points Intermediate 81: 1 H-NMR (CDCl3) δ: 8.37 (2H, s), 8.25 (1H, d), 8.11 (1H, s), 7.99-7.97 (2H, m), 7.04 (1H, d). Intermediate 82: 1 H-NMR (CDCl3) δ: 8.34 (2H, s), 8.13 (1H, d), 7.48-7.46 (2H, m), 7.32-7.30 (1H, m), 7.06 (1H, d), 2.34 (3H, s). Intermediate 83: 1H-NMR (CDCl3) δ: 8.33 (2H, s), 8.13 (1H, d), 7.58 (1H, s), 7.52 (1H, d), 7.22 (1H, d), 7.07 (1H, d), 2.32 (6H, s). Intermediate 84: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.21 (1H, d), 7.85 (1H, s), 7.79 (1H, s), 7.64 (1H, s), 7.06 (1H, d), 2.49 (3H, s). Intermediate 85: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.12 (1H, d), 7.71 (1H, s), 7.53-7.52 (2H, m), 7.03 (1H, d), 2.40 (3H, s). Intermediate 86: 1 H-NMR (CDCl3) δ: 8.35 (2H, s), 8.11 (1H, d), 7.30-7.29 (2H, m), 7.04 (1H, d), 2.26 (3H, s). Intermediate 87: 1 H-NMR (CDCl3) δ: 8.82 (1H, dd), 8.36 (2H, s), 8.29-8.27 (1H, m), 7.85-7.83 (1H, m), 7.44-7.42 (1H, m), 7.13 (1H, d). Intermediate 88: 1 H-NMR (CDCl3) δ: 8.89 (1H, dd), 8.42 (1H, dd), 8.36 (2H, s), 7.85-7.81 (1H, m), 7.35 (1H, dd), 7.13 (1H, d). Intermediate 89: 1 H-NMR (CDCl3) δ: 8.36 (2H, s), 8.16 (1H, d), 7.66-7.65 (1H, m), 7.59-7.55 (1H, m), 7.02 (1H, d). Intermediate 90: LCMS: 398 [M+H] + , RT = 1.71 points Intermediate 91: 1H-NMR (CDCl3) δ: 8.34 (2H, s), 8.28 (1H, d), 7.81 (2H, d), 7.60-7.56 (1H, m), 7.52-7.45 (2H, m), 7.09 (1H, d). Intermediate 108: 1 H-NMR (CDCl3) δ: 8.33 (2H, s), 8.11 (1H, d), 7.79-7.77 (2H, m), 7.41-7.39 (2H, m), 7.19 (1H, d), 7.06-7.03 (5H, m). Intermediate 109: 1 H-NMR (CDCl3) δ: 9.85 (1H, d), 8.82 (1H, d), 8.37 (1H, s), 8.34 (2H, s), 7.74 (1H, d), 7.00 (1H, d). Intermediate 110: LCMS: 351 [M+H] + , RT = 1.51 min Intermediate 111: 1 H-NMR (CDCl3) δ: 9.82 (1H, d), 8.34-8.32 (3H, m), 8.12-8.09 (1H, m), 7.90 (1H, d), 6.99 (1H, d). Intermediate 112: LCMS: 348 [M+H] + , RT = 1.62 minutes

[0094] Reference Production Example 2-2 The compound produced in accordance with Reference Production Example 2 and its physical properties are shown below. Formula (A-3) In the compound represented by the formula (I), Q is a substituent described in [Table A-3A] and [Table A-3B].

[0095] Intermediate 92: LCMS: 288 [M+H] + , RT = 1.26 min Intermediate 93: LCMS: 272 [M+H] + , RT = 1.06 min Intermediate 94: LCMS: 356 [M+H] + , RT = 1.74 min Intermediate 95: LCMS: 322 [M+H] + , RT = 1.55 min Intermediate 96: 1H-NMR (CDCl3) δ: 8.83 (1H, d), 8.32 (2H, s), 8.11 (1H, s), 6.90 (1H, d), 2.51 (3H, s). Intermediate 97: LCMS: 286 [M+H] + , RT = 0.67 min Intermediate 98: LCMS: 286 [M+H] + , RT = 1.04 minutes

[0096] Formula (A-4) In the compound represented by 1 , G 4 , R 1e , R 18d , R 18e , and R 18f A compound in which the combination is any of the combinations described in [Table A-4].

[0097] Intermediate 99: 1 H-NMR (CDCl3) δ: 9.73 (1H, s), 9.22 (1H, s), 8.38 (1H, s), 8.15 (1H, s), 8.05-8.03 (1H, m), 7.84 (1H, d), 7.66-7.64 (1H, m), 6.02 (1H, s), 4.38-4.36 (2H, m), 4.06-4.03 (2H, m), 1.32-1.31 (1H, m), 1.27-1.25 (1H, m). Intermediate 100: LCMS: 314 [MH] - , RT = 1.08 min Intermediate 101: LCMS: 330 [MH] - , RT = 1.16 min Intermediate 102: 1 H-NMR (CDCl3) δ: 8.51 (1H, s), 8.28 (1H, d), 8.14 (1H, s), 8.09-8.07 (2H, m), 7.88 (1H, d), 7.69-7.67 (1H, m), 6.81-6.80 (2H, m). Intermediate 103: LCMS: 327 [M+H] + , RT = 1.40 min Intermediate 104: LCMS: 350 [M+H] +, RT = 1.19 min Intermediate 105: LCMS: 370 [MH] - , RT = 1.40 min Intermediate 106: LCMS: 440 [M+H] + , RT = 1.74 min Intermediate 107: LCMS: 454 [MH] - , RT = 1.78 points Intermediate 114: 1 H-NMR (CDCl3) δ: 8.49 (2H, s), 8.28-8.24 (1H, m), 7.73-7.66 (1H, m), 7.62-7.58 (1H, m), 7.33-7.24 (1H, m), 7.07-7.02 (1H, m). Intermediate 115: 1 H-NMR (CDCl3) δ: 8.50 (2H, s), 8.21 (1H, d), 7.89-7.85 (2H, m), 7.20-7.16 (2H, m), 7.08 (1H, d). Intermediate 116: 1 H-NMR (CDCl3) δ: 8.51 (2H, s), 8.24 (1H, d), 7.74-7.68 (1H, m), 7.62-7.59 (1H, m), 7.51-7.49 (1H, m), 7.06 (1H, d). Intermediate 117: 1 H-NMR (CDCl3) δ: 8.36 (1H, s), 8.29 (1H, s), 8.26-8.23 (1H, m), 8.07 (1H, s), 8.00 (1H, d), 7.85 (1H, d), 7.68-7.62 (1H, m), 6.89 (1H, s). Intermediate 118: 1 H-NMR (CDCl3) δ: 8.29 (1H, s), 8.24 (1H, d), 8.19-8.16 (1H, m), 7.70-7.65 (1H, m), 7.60-7.55 (1H, m), 7.34-7.28 (1H, m), 6.87-6.84 (1H, m).

[0098] Preparation Example 1: To a mixture of 1.10 g of Intermediate 9, 25 mL of THF, and 1.04 g of triphosgene, 1.75 mL of triethylamine was added and stirred at room temperature for 1 hour. 20 mL of saturated aqueous sodium bicarbonate solution 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 (ethyl acetate:hexane=30:70) to obtain 0.38 g of Compound 1 of the present invention, which is represented by the following formula: Compound 1 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.88 (1H, d), 7.47-7.45 (1H, m), 7.37-7.35 (2H, m), 2.63 (3H, s).

[0099] Preparation Example 1-1 The compound prepared in accordance with Preparation Example 1 and its physical properties are shown below. Formula (B-1) In the compound represented by the formula 1 , A 2 , A 3 , A 4 , and A 5 The combination of is any of the combinations described in [Table B-1A], [Table B-1B] and [Table B-1C]. In the examples, Comp means the compound of the present invention.

[0100]

[0101]

[0102] Compound 2 of the present invention: 1 H-NMR (CDCl3) δ:8.71 (2H, s), 7.94-7.91 (2H, m), 7.59-7.53 (3H, m). Compound 3 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.90 (1H, dd), 7.58-7.56 (1H, m), 7.53-7.49 (1H, m), 7.45-7.43 (1H, m). Compound 4 of the present invention: 1H-NMR (CDCl3) δ: 8.71 (2H, s), 7.86 (1H, d), 7.77 (1H, d), 7.51-7.47 (1H, m), 7.44-7.40 (1H, m). Compound 5 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.94-7.88 (2H, m), 7.75-7.74 (2H, m). Compound 6 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.96 (1H, dd), 7.65-7.62 (1H, m), 7.49-7.46 (2H, m). Compound 7 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.72 (1H, dd), 7.62 (1H, dd), 7.53-7.50 (1H, m), 7.31-7.29 (1H, m). Compound 8 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.92 (1H, s), 7.81 (1H, d), 7.56 (1H, d), 7.48-7.46 (1H, m). Compound 9 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.08 (1H, s), 7.85 (1H, d), 7.71 (1H, d), 7.42-7.40 (1H, m). Compound 10 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 8.27 (1H, d), 7.91-7.88 (2H, m), 7.26-7.24 (1H, m). Compound 11 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.20 (1H, s), 8.12-8.10 (1H, m), 7.85-7.83 (1H, m), 7.71-7.67 (1H, m). Compound 12 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.86 (1H, d), 7.77 (1H, s), 7.59-7.57 (1H, m), 7.44 (1H, d). Compound 13 of the present invention: 1H-NMR (CDCl3) δ: 8.71 (2H, s), 7.74-7.71 (2H, m), 7.41-7.40 (2H, m), 2.44 (3H, s). Compound 14 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.95-7.91 (2H, m), 7.23-7.21 (2H, m). Compound 15 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.86 (2H, d), 7.51 (2H, d). Compound 16 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.78 (2H, d), 7.67 (2H, d). Compound 17 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.89 (2H, d), 7.63 (2H, d). Compound 18 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 8.05 (2H, d), 7.80 (2H, d). Compound 19 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.97 (2H, d), 7.37 (2H, d). Compound 20 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.80 (2H, d), 7.32 (2H, d), 2.44 (3H, s). Compound 21 of the present invention: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 7.82 (1H, dd), 7.55-7.53 (1H, m), 7.10-7.06 (2H, m), 3.96 (3H, s). Compound 22 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.51 (1H, dd), 7.45-7.41 (2H, m), 7.13-7.10 (1H, m), 3.87 (3H, s). Compound 23 of the present invention: 1H-NMR (CDCl3) δ: 8.70 (2H, s), 7.85 (2H, d), 7.01 (2H, d), 3.89 (3H, s). Compound 24 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.89 (1H, d), 7.84 (1H, d), 7.38 (1H, d), 7.16 (1H, d), 3.02-2.95 (1H, m), 1.29 (6H, d). Compound 25 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.85 (2H, d), 7.54 (2H, d), 1.36 (9H, s). Compound 26 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.81 (1H, d), 7.53-7.51 (2H, m), 7.35-7.33 (1H, m), 3.85-3.78 (1H, m), 1.28 (6H, d). Compound 27 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.77 (1H, d), 7.75-7.72 (1H, m), 7.45-7.44 (2H, m), 3.02-2.95 (1H, m), 1.29 (6H, d). Compound 28 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.85 (1H, d), 7.78 (1H, s), 7.58-7.56 (1H, m), 7.44 (1H, d), 5.95 (1H, t). Compound 29 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, d), 7.90-7.88 (1H, m), 7.60-7.56 (1H, m), 7.35-7.29 (2H, m). Compound 30 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.46-7.45 (2H, m), 7.05-7.03 (1H, m). Compound 31 of the present invention: 1H-NMR (CDCl3) δ: 8.79 (1H, s), 8.74 (2H, s), 8.44 (1H, d), 8.24 (1H, d), 7.77-7.75 (1H, m). Compound 32 of the present invention: 1 H-NMR (CDCl3) δ: 8.74 (2H, s), 8.40 (2H, d), 8.12 (2H, d). Compound 33 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 8.43 (1H, s), 7.97-7.94 (3H, m), 7.91 (1H, d), 7.65-7.58 (2H, m). Compound 34 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.96-7.95 (1H, m), 7.85-7.84 (1H, m), 7.72-7.71 (1H, m). Compound 35 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.69 (1H, dd), 7.98 (1H, dd), 7.51 (1H, dd). Compound 36 of the present invention: 1 H-NMR (CDCl3) δ: 8.74 (2H, s), 8.61 (1H, d), 7.82 (1H, d), 7.70 (1H, dd). Compound 37 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.02 (1H, d), 7.75 (1H, dd), 7.62 (1H, d). Compound 38 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.91-7.88 (1H, m), 7.09-7.00 (2H, m). Compound 39 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 6.91-6.85 (2H, m). Compound 40 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.74-7.71 (1H, m), 7.17-7.14 (1H, m). Compound 41 of the present invention: 1H-NMR (CDCl3) δ: 8.76 (2H, s), 7.82-7.77 (1H, m), 7.76-7.72 (1H, m), 7.41-7.34 (1H, m). Compound 42 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.22 (1H, s), 8.05-8.04 (1H, m), 7.87-7.87 (1H, m), 7.63-7.59 (1H, m). Compound 43 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.97 (2H, d), 7.81 (2H, d). Compound 44 of the present invention: 1 H-NMR (CDCl3) δ: 9.44 (1H, d), 9.03 (1H, d), 8.73 (2H, s), 7.91 (1H, d). Compound 45 of the present invention: 1 H-NMR (CDCl3) δ: 9.23-9.22 (1H, m), 8.80-8.79 (1H, m), 8.78-8.77 (1H, m), 8.73 (2H, s). Compound 46 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.73 (1H, s), 7.54-7.52 (1H, m), 7.32-7.30 (1H, m). Compound 47 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.00 (1H, dd), 7.83-7.81 (1H, m), 7.32-7.29 (1H, m). Compound 48 of the present invention: 1 H-NMR (CDCl3) δ: 8.74 (2H, s), 8.21-8.19 (1H, m), 8.14-8.10 (1H, m), 7.41-7.38 (1H, m). Compound 49 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 7.89-7.88 (2H, m), 7.40-7.38 (1H, m). Compound 50 of the present invention: 1H-NMR (CDCl3) δ: 8.71 (2H, s), 8.52-8.52 (1H, m), 7.97-7.95 (1H, m), 7.43-7.41 (1H, m), 4.59-4.56 (2H, m). Compound 51 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 8.36 (1H, d), 8.29 (1H, d), 8.05 (1H, d), 7.92 (1H, d), 7.85-7.83 (1H, m), 7.70-7.68 (1H, m). Compound 52 of the present invention: 1 H-NMR (CDCl3) δ: 9.40 (1H, d), 8.74 (2H, s), 8.69 (1H, d), 8.20 (1H, d), 7.97 (1H, d), 7.89-7.87 (1H, m), 7.70-7.68 (1H, m). Compound 53 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, d), 8.00 (1H, s), 7.81 (1H, d), 7.55 (1H, d). Compound 54 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.59-7.56 (2H, m). Compound 55 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 8.53 (1H, d), 7.96-7.95 (1H, m), 7.43-7.41 (1H, m), 4.51 (2H, q). Compound 56 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, d), 7.59-7.58 (2H, m), 7.18 (1H, d). Compound 57 of the present invention: 1 H-NMR (CDCl3) δ: 8.75 (2H, s), 8.37 (2H, s), 8.08 (1H, s). Compound 58 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, d), 8.33 (1H, s), 8.21 (1H, d), 8.01 (1H, d), 7.83-7.81 (1H, m). Compound 59 of the present invention: 1H-NMR (CDCl3) δ: 8.73 (2H, d), 8.58 (1H, s), 8.38-8.36 (1H, m), 8.24 (1H, d), 7.90-7.88 (1H, m). Compound 60 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.08 (1H, s), 8.04 (1H, d), 7.73 (1H, d), 7.66-7.64 (1H, m), 6.72 (1H, t). Compound 61 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 8.15-8.13 (2H, m), 7.82 (1H, d), 7.72-7.70 (1H, m). Compound 62 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.65-7.63 (1H, m), 7.51-7.51 (1H, m), 7.48-7.46 (1H, m), 7.40-7.38 (2H, m), 7.20-7.18 (2H, m), 7.07-7.04 (2H, m). Compound 63 of the present invention: 1 H-NMR (CDCl3) δ: 8.74 (2H, s), 8.59 (1H, d), 7.98 (1H, s), 7.73 (1H, d). Compound 64 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.09 (1H, s), 8.07 (1H, s), 7.81 (1H, s). Compound 65 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.88 (1H, s), 7.58-7.56 (1H, m), 7.47-7.45 (1H, m). Compound 66 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.16-8.15 (1H, m), 7.87-7.85 (1H, m), 7.30-7.29 (1H, m). Compound 67 of the present invention: 1H-NMR (CDCl3) δ: 8.73 (2H, s), 8.22 (1H, s), 8.15 (1H, d), 7.87 (1H, d), 7.69 (1H, t). Compound 68 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.00 (2H, s), 7.87 (1H, s). Compound 69 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.05 (2H, d), 6.65-6.64 (1H, m), 3.85 (6H, s). Compound 70 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 8.35 (1H, d), 7.78 (1H, dd), 7.37 (1H, d), 2.52 (3H, s). Compound 71 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 7.87 (1H, s), 7.67 (1H, s), 7.44 (1H, s). Compound 72 of the present invention: 1 H-NMR (CDCl3) δ: 8.73 (2H, s), 8.25 (1H, s), 8.11 (1H, s), 7.96 (1H, s). Compound 73 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.60 (1H, dd), 7.55 (1H, dd), 7.35-7.33 (1H, m), 2.37 (3H, d). Compound 74 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.68 (1H, s), 7.64 (1H, d), 7.29-7.28 (1H, m), 2.35 (3H, s), 2.33 (3H, s). Compound 75 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.99 (1H, s), 7.91 (1H, s), 7.64 (1H, s), 2.52 (3H, s). Compound 76 of the present invention: 1H-NMR (CDCl3) δ: 8.71 (2H, s), 7.87 (1H, s), 7.66 (1H, s), 7.54 (1H, s), 2.42 (3H, s). Compound 77 of the present invention: 1 H-NMR (CDCl3) δ: 9.34 (1H, s), 9.08 (1H, s), 8.74 (2H, s), 8.43 (1H, s). Compound 78 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.11-8.09 (1H, m), 7.86-7.84 (1H, m), 7.47-7.45 (1H, m). Compound 79 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.19 (1H, dd), 7.87-7.83 (1H, m), 7.42-7.40 (1H, m). Compound 80 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.80-7.78 (1H, m), 7.69-7.64 (1H, m). Compound 81 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 8.12-8.11 (1H, m), 7.12-7.09 (1H, m). Compound 137 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.87 (2H, d), 7.42 (2H, d), 7.22 (1H, t), 7.11-7.06 (4H, m). Compound 138 of the present invention: 1 H-NMR (CDCl3) δ: 9.00 (1H, d), 8.73 (2H, d), 8.19 (1H, s), 7.73 (1H, d). Compound 139 of the present invention: 1 H-NMR (CDCl3) δ: 8.97 (1H, d), 8.75 (2H, s), 8.17 (1H, s), 7.97 (1H, d). Compound 140 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.18-8.09 (2H, m), 7.89 (1H, d). Compound 145 of the present invention: 1H-NMR (CDCl3) δ: 8.73 (2H, d), 7.79 (1H, d), 7.69 (1H, s), 7.58-7.52 (1H, m), 7.36 (1H, d), 6.59 (1H, t).

[0103] Preparation Example 1-2 The compound prepared in accordance with Preparation Example 1 and its physical properties are shown below. Formula (B-2) In the compound represented by the formula (I), Q is a substituent described in [Table B-2A] and [Table B-2B].

[0104] Compound 82 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.72 (1H, dd), 7.60 (1H, dd), 7.19 (1H, dd). Compound 83 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.66 (1H, dd), 7.13 (1H, dd), 6.62 (1H, dd). Compound 84 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.67-7.66 (1H, m), 7.52-7.50 (1H, m). Compound 85 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.72 (1H, d), 7.60 (1H, d), 7.49-7.47 (2H, m), 7.38-7.34 (1H, m). Compound 86 of the present invention: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.13 (1H, s), 2.57 (3H, s). Compound 87 of the present invention: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 7.49 (1H, d), 6.78 (1H, d), 4.03 (3H, s). Compound 88 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.28 (1H, s), 7.12 (1H, s), 3.98 (3H, s).

[0105] Formula (B-3) In the compound represented by 1 , G 2 , R 1b , R 18a , R 18b , and R 18c A compound in which the combination of is any of the combinations described in [Table B-3A].

[0106] Compound 89 of the present invention: 1 H-NMR (CDCl3) δ: 9.00 (1H, s), 8.24 (1H, s), 8.14 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 5.92 (1H, s), 4.25-4.23 (2H, m), 3.94-3.91 (2H, m), 2.17-2.14 (1H, m), 1.41 (1H, m). Compound 90 of the present invention: 1 H-NMR (CDCl3) δ: 8.81 (1H, s), 8.66 (1H, d), 8.20 (1H, s), 8.12 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 7.58 (1H, d). Compound 91 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, s), 8.65 (1H, d), 7.90-7.85 (1H, m), 7.79 (1H, s), 7.62-7.56 (2H, m), 7.47-7.42 (1H, m). Compound 92 of the present invention: 1 H-NMR (CDCl3) δ: 8.94 (1H, s), 8.69 (1H, d), 8.20 (1H, s), 8.12 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 7.56 (1H, d). Compound 93 of the present invention: 1 H-NMR (CDCl3) δ: 9.17 (1H, d), 8.93 (1H, dd), 8.18 (1H, s), 8.11 (1H, d), 7.92 (1H, dd), 7.88 (1H, d), 7.72-7.70 (1H, m). Compound 94 of the present invention: 1H-NMR (CDCl3) δ: 9.11 (1H, s), 8.96 (1H, d), 8.17 (1H, s), 8.11 (1H, d), 7.85 (1H, d), 7.79 (1H, d), 7.70-7.68 (1H, m). Compound 95 of the present invention: 1 H-NMR (CDCl3) δ: 8.84 (2H, s), 7.93 (2H, d), 7.59-7.51 (3H, m). Compound 96 of the present invention: 1 H-NMR (CDCl3) δ: 8.86 (2H, s), 8.20 (1H, s), 8.11 (1H, d), 7.84 (1H, d), 7.69 (1H, t). Compound 97 of the present invention: 1 H-NMR (CDCl3) δ: 8.85 (2H, s), 7.87 (1H, d), 7.78 (1H, s), 7.58 (1H, t), 7.44 (1H, d). Compound 143 of the present invention: 1 H-NMR (CDCl3) δ: 8.85 (2H, s), 7.79-7.69 (2H, m), 7.38-7.30 (1H, m). Compound 146 of the present invention: 1 H-NMR (CDCl3) δ: 8.85 (2H, s), 7.96-7.92 (2H, m), 7.25-7.21 (2H, m). Compound 147 of the present invention: 1 H-NMR (CDCl3) δ: 8.86 (2H, s), 7.77-7.73 (1H, m), 7.69-7.66 (1H, m), 7.62-7.59 (1H, m). Compound 148 of the present invention: 1 H-NMR (CDCl3) δ: 8.68 (1H, s), 8.64 (1H, s), 8.20 (1H, s), 8.11 (1H, d), 7.86 (1H, d), 7.73-7.67 (1H, m). Compound 149 of the present invention: 1 H-NMR (CDCl3) δ: 8.67 (1H, s), 8.63 (1H, s), 7.78-7.68 (2H, m), 7.39-7.31 (1H, m).

[0107] Preparation Example 2: A mixture of 193 mg of compound 10 of the present invention, 80 mg of 4-fluorophenylboronic acid, 212 mg of potassium carbonate, 46 mg of tris(dibenzylideneacetone)dipalladium(0), 41 mg of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 3 mL of toluene, and 1 mL of water was stirred at 65°C for 4 hours. 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 chromatography (ethyl acetate:hexane = 30:70) to obtain 90 mg of compound 98 of the present invention represented by the following formula: Compound 98 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.09 (1H, s), 7.89 (1H, d), 7.75 (1H, d), 7.62-7.57 (3H, m), 7.18-7.15 (2H, m).

[0108] Preparation Example 2-1 The compound prepared in accordance with Preparation Example 2 and its physical properties are shown below. Formula (B-3) In the compound represented by the formula: 5 , R 18a , R 18b and R 18c The combination of any one of the compounds described in Table B-3B.

[0109] Compound 99 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.21 (1H, s), 8.00 (1H, s), 7.89-7.85 (2H, m), 7.69 (1H, s), 7.66-7.64 (1H, m). Compound 100 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, d), 7.69 (1H, d), 7.60 (1H, s), 7.41-7.39 (1H, m), 7.29-7.27 (1H, m), 1.97-1.95 (1H, m), 1.05-1.04 (2H, m), 0.77-0.75 (2H, m).

[0110] Production Example 3 A mixture of 387 mg of Compound 9 of the present invention, 508 mg of bis(pinacolato)diboron, 294 mg of potassium acetate, 36 mg of dichloro(1,1'-bis(diphenylphosphino)ferrocene)palladium(II), and 3 mL of toluene was stirred at 80°C for 6 hours. 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. To the resulting mixture, 615 mg of sodium acetate, 5 mL of water, and 5 mL of THF were added, successively. The resulting mixture was cooled to 0°C, and 0.11 mL of 30% aqueous hydrogen peroxide was added, followed by stirring at room temperature for 9 hours. Aqueous sodium thiosulfate solution was added to the resulting mixture, and the mixture was extracted with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 150 mg of crude product of Compound 101 of the present invention represented by the following formula: Compound 101 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.52-7.49 (1H, m), 7.40-7.38 (2H, m), 7.06-7.04 (1H, m), 5.20 (1H, s).

[0111] Preparation Example 3-1 The compound prepared in accordance with Preparation Example 3 and its physical properties are shown below. Formula (B-3) In the compound represented by 5 , R 18a , R 18b and R 18c The compound in which the combination is any of the combinations described in [Table B-4A].

[0112] Compound 102 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.82 (2H, d), 6.96 (2H, d), 5.44 (1H, s). Compound 103 of the present invention: LCMS: 340 [MH] - , RT = 1.86 min. Compound 104: LCMS: 356 [MH] - , RT = 1.97 min. Compound 105: LCMS: 358 [MH] - , RT = 1.66 minutes

[0113] Production Example 4 A mixture of 100 mg of the crude product of present invention compound 101 obtained in Production Example 3, 163 mg of cesium carbonate, 2 mL of DMF, and 0.04 mL of iodoethane was stirred at room temperature for 1 hour. Water was added to the resulting mixture, and the mixture was extracted with 2-methoxy-2-methylpropane. 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=30:70) to obtain 60 mg of present invention compound 106 represented by the following formula. Compound 106 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.49 (1H, d), 7.41-7.39 (2H, m), 7.11-7.09 (1H, m), 4.09 (2H, q), 1.45 (3H, t).

[0114] Preparation Example 4-1 The compound prepared in accordance with Preparation Example 4 and its physical properties are shown below. Formula (B-3) In the compound represented by 5 , R 18a , R 18b and R 18c A compound in which the combination is any of the combinations described in [Table B-5A].

[0115] Compound 107 of the present invention: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 7.84 (2H, d), 6.99 (2H, d), 4.11 (2H, q), 1.46 (3H, t). Compound 108 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.62 (1H, d), 7.52-7.46 (2H, m), 7.18 (1H, dd), 4.42 (2H, t). Compound 109 of the present invention: 1 H-NMR (CDCl3) δ:8.72 (2H, s), 7.63 (1H, d), 7.52-7.46 (2H, m), 7.18 (1H, dd), 4.49 (2H, t). Compound 110 of the present invention: 1H-NMR (CDCl3) δ: 8.72 (2H, s), 7.35-7.33 (1H, m), 7.28-7.27 (1H, m), 6.91-6.89 (1H, m), 4.42 (2H, q). Compound 111 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.62-7.61 (1H, m), 7.36-7.35 (1H, m), 7.18-7.17 (1H, m), 4.42 (2H, q). Compound 112 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.55-7.53 (1H, m), 7.13-7.10 (1H, m), 4.46 (2H, q).

[0116] Preparation Example 5: To a mixture of 990 mg of iron powder, 5 mL of ethanol, and 0.29 mL of acetic acid was added 700 mg of the present invention compound 31 at 90° C., and the mixture was stirred at 90° C. for 5 hours. The resulting mixture was filtered through Celite®, and a saturated aqueous solution of sodium bicarbonate was added to the filtrate, followed by extraction with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 170 mg of the present invention compound 113 represented by the following formula: Compound 113 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.29-7.28 (2H, m), 7.19-7.19 (1H, m), 6.86-6.86 (1H, m), 3.87 (2H, s).

[0117] Production Example 5-1 Compounds produced according to Production Example 5 and their physical properties are shown below. Compound 114 of the present invention: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 7.70 (2H, d), 6.73 (2H, d), 4.12 (2H, d).

[0118] Preparation Example 6: To a mixture of 120 mg of the present invention compound 113, 0.06 mL of triethylamine, and 1 mL of chloroform, 0.03 mL of acetyl chloride was added at 0° C. and stirred at room temperature for 3 hours. Water was added to the resulting mixture, and the mixture was extracted with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 120 mg of the present invention compound 115 represented by the following formula. Compound 115 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 8.01 (1H, s), 7.80 (1H, d), 7.66 (1H, d), 7.49-7.47 (1H, m), 7.26 (1H, s), 2.22 (3H, s).

[0119] Preparation Example 6-1 Compounds prepared according to Preparation Example 6 and their physical properties are shown below. Compound 116 of the present invention: 1 H-NMR (CDCl3) δ:8.70 (2H, s), 7.87 (2H, d), 7.69 (2H, d), 7.30 (1H, s), 2.24 (3H, s).

[0120] Production Example 7: A mixture of 386 mg of the present invention compound 92, 300 mg of 2-(propen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 424 mg of tripotassium phosphate, 45 mg of tris(dibenzylideneacetone)dipalladium(0), 10 mL of toluene, and 1 mL of water was stirred at 60°C for 6 hours. 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 chromatography (ethyl acetate:hexane=30:70) to obtain 35 mg of the present invention compound 117 represented by the following formula. Compound 117 of the present invention: 1 H-NMR (CDCl3) δ: 8.65-8.65 (2H, m), 8.16 (1H, s), 8.08 (1H, d), 7.83 (1H, d), 7.69-7.67 (1H, m), 7.56 (1H, d), 5.26 (1H, s), 5.00 (1H, s), 2.13 (3H, s).

[0121] Preparation Example 7-1 The compound prepared in accordance with Preparation Example 7 and its physical properties are shown below. Formula (B-4) In the compound represented by the formula: 1 , R 1b , G 2 , G 3 , G 5 , R 18a , R 18b and R 18c A compound in which the combination is any of the combinations described in [Table B-4B]. Compound 118 of the present invention: 1 H-NMR (CDCl3) δ: 8.92 (1H, s), 8.65 (1H, d), 8.19 (1H, s), 8.11 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 7.53 (1H, d), 6.97 (1H, dd), 5.87 (1H, d), 5.53 (1H, d). Compound 119 of the present invention: 1 H-NMR (CDCl3) δ: 8.63 (1H, s), 8.59 (1H, d), 8.19 (1H, s), 8.11 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 7.50 (1H, d), 2.47 (3H, s). Compound 120 of the present invention: 1 H-NMR (CDCl3) δ: 8.58 (1H, d), 8.55 (1H, s), 8.20 (1H, s), 8.11 (1H, d), 7.83 (1H, d), 7.71-7.69 (1H, m), 7.44 (1H, d), 2.19-2.16 (1H, m), 1.02-1.00 (2H, m), 0.75-0.72 (2H, m). Compound 121 of the present invention: 1 H-NMR (CDCl3) δ: 8.76-8.75 (2H, m), 7.93 (1H, s), 7.87 (1H, d), 7.78 (1H, d), 7.66 (1H, d), 7.62-7.60 (1H, m), 7.46-7.34 (5H, m). Compound 122 of the present invention: 1H-NMR (CDCl3) δ: 8.76 (1H, d), 8.64 (1H, s), 7.78-7.75 (4H, m), 7.58-7.56 (1H, m), 7.33-7.28 (2H, m), 7.22 (1H, dd), 7.16-7.14 (1H, m), 2.14 (3H, s). Compound 123 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (1H, d), 8.61 (1H, d), 8.17 (1H, s), 8.08 (1H, d), 7.83 (1H, dd), 7.69-7.67 (1H, m), 7.49-7.49 (1H, m), 5.94-5.91 (1H, m), 2.64-2.59 (2H, m), 2.53-2.48 (2H, m), 2.02-2.00 (2H, m). Compound 124 of the present invention: 1 H-NMR (CDCl3) δ: 8.83 (2H, s), 8.19 (1H, s), 8.10 (1H, d), 7.83 (1H, d), 7.69-7.67 (1H, m), 6.66 (2H, dd), 5.89 (2H, d), 5.52 (2H, d). Compound 125 of the present invention: 1 H-NMR (CDCl3) δ: 8.49 (2H, s), 8.18 (1H, s), 8.10 (1H, d), 7.83 (1H, d), 7.68 (1H, t), 2.31 (6H, s). Compound 126 of the present invention: 1 H-NMR (CDCl3) δ: 8.71 (2H, s), 7.88 (1H, d), 7.79 (1H, s), 7.58 (1H, t), 7.43 (1H, d), 6.45-6.19 (4H, m), 1.89 (6H, dd). Compound 127 of the present invention: LCMS: 404 [M+H] + , RT = 2.22 points This compound 128: 1 H-NMR (CDCl3) δ: 8.49 (2H, s), 7.86 (1H, d), 7.77 (1H, s), 7.58 (1H, t), 7.43 (1H, d), 2.31 (6H, s).

[0122] A mixture of 100 mg of the present compound 118, 5 mL of ethanol, and 5 mg of palladium on carbon was stirred at room temperature for 6 hours under a hydrogen atmosphere. The resulting mixture was filtered, and the filtrate was concentrated under reduced pressure to obtain 100 mg of the present compound 130 represented by the following formula. Compound 130 of the present invention: 1 H-NMR (CDCl3) δ: 8.67 (1H, s), 8.60 (1H, d), 8.18 (1H, s), 8.10 (1H, d), 7.84 (1H, d), 7.70-7.68 (1H, m), 7.48 (1H, d), 2.87 (2H, q), 1.30 (3H, t).

[0123] Preparation Example 8-1 The compound prepared in accordance with Preparation Example 8 and its physical properties are shown below. Formula (B-5) In the compound represented by the formula: 1 , R 1b , G 2 , G 3 , G 5 , R 18a , R 18b and R 18c The compound in which the combination is any of the combinations described in [Table B-5B].

[0124] Compound 131 of the present invention: 1 H-NMR (CDCl3) δ: 8.54 (2H, s), 8.19 (1H, s), 8.10 (1H, d), 7.83 (1H, d), 7.69 (1H, d), 2.66 (4H, q), 1.25 (6H, t). Compound 132 of the present invention: 1 H-NMR (CDCl3) δ: 8.54 (2H, s), 7.86 (1H, d), 7.77 (1H, s), 7.58 (1H, t), 7.43 (1H, d), 2.65 (4H, q), 1.24 (6H, t). Compound 133 of the present invention: 1H-NMR (CDCl3) δ: 8.61 (2H, s), 7.85 (1H, d), 7.76 (1H, s), 7.57 (1H, t), 7.42 (1H, d), 2.93-2.86 (2H, m), 1.34-1.29 (12H, m). Compound 134 of the present invention: 1 H-NMR (CDCl3) δ: 8.50 (2H, s), 7.86 (1H, d), 7.77 (1H, s), 7.58 (1H, t), 7.43 (1H, d), 2.65-2.53 (4H, m), 1.68-1.57 (4H, m), 0.92 (6H, t).

[0125] Preparation Example 9: A mixture of 392 mg of compound 12, 5 mL of chloroform, and 246 mg of metachloroperbenzoic acid was stirred at room temperature for 6 hours. The resulting mixture was washed successively with aqueous sodium thiosulfate and aqueous sodium bicarbonate. 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=30:70) to obtain 240 mg of compound 135 of the present invention represented by the following formula: Compound 135 of the present invention: 1 H-NMR (CDCl3) δ: 8.29 (2H, s), 7.85 (1H, d), 7.76 (1H, s), 7.59 (1H, t), 7.44 (1H, d).

[0126] Preparation Example 10: To a mixture of 348 mg of Intermediate 20, 0.4 mL of triethylamine, and 5 mL of THF, 0.15 mL of thiophosgene was added and stirred at room temperature for 6 hours. A saturated aqueous solution of sodium bicarbonate 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 (ethyl acetate:hexane = 30:70) to obtain 150 mg of the present invention compound 136 represented by the following formula. Compound 136 of the present invention: 1H-NMR (CDCl3) δ: 8.76 (2H, s), 8.26 (1H, s), 8.18 (1H, d), 7.88 (1H, d), 7.71 (1H, t).

[0127] Next, examples of the compound of the present invention that can be produced according to any of the production methods described in the Examples and the production methods described in this specification are shown below.

[0128] Formula (L-1) In the compound represented by the formula (hereinafter referred to as compound (L-1)), R 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any of the substituents described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX1).

[0129] In compound (L-1), R 1b and R 1c is a fluorine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX2). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX3). 1b and R 1c is a chlorine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX4). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX5). 1b and R 1c is a bromine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX6). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX7). 1b and R 1c is an iodine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX8). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX9). 1b and R 1c is a methyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX10). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX11). 1b and R 1c is an ethyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX12). 1b is a propyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX13). 1b and R 1c is a propyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX14). 1b is an isopropyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX15). 1b and R 1c is an isopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX16). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX17). 1b and R 1c is a cyclopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX18). 1b is CF3, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX19). 1b and R 1c is CF3, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX20). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX21). 1b is a methylsulfinyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX22). 1b is a methylsulfonyl group, and R 1c is a hydrogen atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of Tables L1 to L3 (hereinafter referred to as compound group SX23). 1b is a chlorine atom, and R 1c is a bromine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX24). 1b is a chlorine atom, and R 1c is an iodine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX25). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX26). 1b is a chlorine atom, and R 1c is an ethyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX27). 1b is a chlorine atom, and R 1c is a propyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX28). 1b is a chlorine atom, and R 1c is an isopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX29). 1b is a chlorine atom, and R 1c is a cyclopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of Tables L1 to L3 (hereinafter referred to as compound group SX30). 1b is a chlorine atom, and R 1c is CF3, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX31). 1b is a bromine atom, and R 1c is an iodine atom, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX32). 1b is a bromine atom, and R 1c is a methyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX33). 1b is a bromine atom, and R 1c is an ethyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX34). 1b is a bromine atom, and R 1c is a propyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX35). 1b is a bromine atom, and R 1c is an isopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX36). 1b is a bromine atom, and R 1c is a cyclopropyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX37). 1b is a bromine atom, and R 1c is CF3, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX38). 1b is a methyl group, and R 1c is an ethyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX39). 1b is a methyl group, and R 1c is a propyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX40). 1b is an ethyl group, and R 1c is a propyl group, and A 2 , A 3 , A 4 , and A 5 is CH, and A 1 is any of the substituents described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX41).

[0130] In compound (L-1), R 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX42). 1b and R 1c is a fluorine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX43). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX44). 1b and R 1c is a chlorine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX45). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX46). 1b and R 1c is a bromine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX47). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX48). 1b and R 1c is an iodine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX49). 1b is a methyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX50). 1b and R 1c is a methyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX51). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX52). 1b and R 1c is an ethyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX53). 1b is a propyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX54). 1b and R 1c is a propyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX55). 1b is an isopropyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX56). 1b and R 1c is an isopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX57). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX58). 1b and R 1c is a cyclopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX59). 1b is CF3, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX60). 1b and R 1c is CF3, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX61). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX62). 1b is a methylsulfinyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX63). 1b is a methylsulfonyl group, and R 1c is a hydrogen atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX64). 1b is a chlorine atom, and R 1c is a bromine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX65). 1b is a chlorine atom, and R 1c is an iodine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX66). 1b is a chlorine atom, and R 1c is a methyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX67). 1b is a chlorine atom, and R 1c is an ethyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX68). 1b is a chlorine atom, and R 1c is a propyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX69). 1b is a chlorine atom, and R 1c is an isopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX70). 1b is a chlorine atom, and R 1c is a cyclopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX71). 1b is a chlorine atom, and R 1c is CF3, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX72). 1b is a bromine atom, and R 1c is an iodine atom, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX73). 1b is a bromine atom, and R 1c is a methyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX74). 1b is a bromine atom, and R 1c is an ethyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX75). 1b is a bromine atom, and R 1c is a propyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX76). 1b is a bromine atom, and R 1c is an isopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX77). 1b is a bromine atom, and R 1c is a cyclopropyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX78). 1b is a bromine atom, and R 1c is CF3, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX79). 1b is a methyl group, and R 1c is an ethyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX80). 1b is a methyl group, and R 1c is a propyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX81). 1b is an ethyl group, and R 1c is a propyl group, and A 1 , A 3 , A 4 , and A 5 is CH, and A 2 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX82).

[0131] In compound (L-1), R 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX83). 1b and R 1c is a fluorine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX84). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX85). 1b and R 1c is a chlorine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX86). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX87). 1b and R 1c is a bromine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX88). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 3 is CH, and A 2is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX89). 1b and R 1c is an iodine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX90). 1b is a methyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX91). 1b and R 1c is a methyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX92). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX93). 1b and R 1c is an ethyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX94). 1b is a propyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX95). 1b and R 1c is a propyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX96). 1b is an isopropyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX97). 1b and R 1c is an isopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX98). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX99). 1b and R 1c is a cyclopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX100). 1b is CF3, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX101). 1b and R 1c is CF3, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX102). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX103). 1b is a methylsulfinyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX104). 1b is a methylsulfonyl group, and R 1c is a hydrogen atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX105). 1b is a chlorine atom, and R 1c is a bromine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX106). 1b is a chlorine atom, and R 1c is an iodine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX107). 1b is a chlorine atom, and R 1c is a methyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX108). 1b is a chlorine atom, and R 1c is an ethyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX109). 1b is a chlorine atom, and R 1c is a propyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX110). 1b is a chlorine atom, and R 1c is an isopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX111). 1b is a chlorine atom, and R 1c is a cyclopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX112). 1b is a chlorine atom, and R 1c is CF3, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX113). 1b is a bromine atom, and R 1c is an iodine atom, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX114). 1b is a bromine atom, and R 1c is a methyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX115). 1b is a bromine atom, and R 1c is an ethyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX116). 1b is a bromine atom, and R 1c is a propyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX117). 1b is a bromine atom, and R 1c is an isopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX118). 1b is a bromine atom, and R 1c is a cyclopropyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX119). 1b is a bromine atom, and R 1c is CF3, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX120). 1b is a methyl group, and R 1c is an ethyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX121). 1b is a methyl group, and R 1c is a propyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX122). 1b is an ethyl group, and R 1c is a propyl group, and A 1 , A 2 , A 4 , and A 5 is CH, and A 3 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX123).

[0132] In compound (L-1), R 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX124). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX125). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX126). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX127). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX128). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX129). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX130). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX131). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX132). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX133). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX134). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX135). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX136). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX137). 1b is a fluorine atom, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX138). 1b is a fluorine atom, and R 1cis a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX139). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX140). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX141). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX142). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX143). 1bis a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX144). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX145). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX146). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX147). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX148). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX149). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 There is C-Br, A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX150). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX151). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX152). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX153). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX154). 1b is a chlorine atom, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX155).

[0133] In compound (L-1), R 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX156). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX157). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX158). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX159). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX160). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX161). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX162). 1b is a bromine atom, and R 1cis a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX163). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX164). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX165). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX166). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX167). 1bis a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX168). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX169). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX170). 1b is a bromine atom, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX171). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX172). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX173). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX174). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX175). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX176). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX177). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX178). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX179). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX180). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX181). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C—Br, and A1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX182). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX183). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX184). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX185). 1b is an iodine atom, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX186). 1b is an iodine atom, and R 1c is a hydrogen atom, and A3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to L3] (hereinafter referred to as compound group SX187).

[0134] In compound (L-1), R 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX188). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX189). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX190). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX191).1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX192). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX193). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX194). 1b is a methyl group, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX195). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX196). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX197). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX198). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX199). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX200). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX201). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX202). 1b is a methyl group, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX203). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX204). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX205). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX206). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX207). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX208). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX209). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX210). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 2is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX211). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX212). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX213). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is CBr, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX214). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX215). 1b is an ethyl group, and R 1cis a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX216). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX217). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX218). 1b is an ethyl group, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX219).

[0135] In compound (L-1), R 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX220). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX221). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX222). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX223). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX224). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX225). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX226). 1b is CF3, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX227). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX228). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX229). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C—Br, and A 1 , A 2, and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX230). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX231). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX232). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX233). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX234). 1b is CF3, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1, A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX235). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX236). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX237). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX238). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX239). 1b is a cyclopropyl group, and R 1cis a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX240). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX241). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX242). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX243). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX244). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX245). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX246). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX247). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX248). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2, and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX249). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX250). 1b is a cyclopropyl group, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX251).

[0136] In compound (L-1), R 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX252). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX253). 1b is a methylsulfanyl group, and R1c is a hydrogen atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX254). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX255). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX256). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX257). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX258). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX259). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX260). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX261). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX262). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-I, and A 1 , A2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX263). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX264). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX265). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX266). 1b is a methylsulfanyl group, and R 1c is a hydrogen atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX267). 1b and R 1cis a fluorine atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX268). 1b and R 1c is a fluorine atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX269). 1b and R 1c is a fluorine atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX270). 1b and R 1c is a fluorine atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX271). 1b and R 1c is a fluorine atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX272). 1b and R 1c is a fluorine atom, and A2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX273). 1b and R 1c is a fluorine atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX274). 1b and R 1c is a fluorine atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX275). 1b and R 1c is a fluorine atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX276). 1b and R 1c is a fluorine atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX277). 1b and R 1c is a fluorine atom, and A 3is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX278). 1b and R 1c is a fluorine atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX279). 1b and R 1c is a fluorine atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX280). 1b and R 1c is a fluorine atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX281). 1b and R 1c is a fluorine atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX282). 1b and R 1c is a fluorine atom, and A 3is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX283).

[0137] In compound (L-1), R 1b and R 1c is a chlorine atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX284). 1b and R 1c is a chlorine atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX285). 1b and R 1c is a chlorine atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX286). 1b and R 1c is a chlorine atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX287). 1b and R 1c is a chlorine atom, and A2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX288). 1b and R 1c is a chlorine atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX289). 1b and R 1c is a chlorine atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX290). 1b and R 1c is a chlorine atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX291). 1b and R 1c is a chlorine atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX292). 1b and R 1c is a chlorine atom, and A 3is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX293). 1b and R 1c is a chlorine atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX294). 1b and R 1c is a chlorine atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX295). 1b and R 1c is a chlorine atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX296). 1b and R 1c is a chlorine atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX297). 1b and R 1c is a chlorine atom, and A 3 is C-CF3, and A1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX298). 1b and R 1c is a chlorine atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX299). 1b and R 1c is a bromine atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX300). 1b and R 1c is a bromine atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX301). 1b and R 1c is a bromine atom, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX302). 1b and R 1c is a bromine atom, and A 2 is C-I, and A 1 , A3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX303). 1b and R 1c is a bromine atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX304). 1b and R 1c is a bromine atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX305). 1b and R 1c is a bromine atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX306). 1b and R 1c is a bromine atom, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX307). 1b and R 1c is a bromine atom, and A 3 is C-F, and A 1 , A 2, and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX308). 1b and R 1c is a bromine atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX309). 1b and R 1c is a bromine atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX310). 1b and R 1c is a bromine atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX311). 1b and R 1c is a bromine atom, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX312). 1b and R 1c is a bromine atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX313). 1b and R 1c is a bromine atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX314). 1b and R 1c is a bromine atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX315).

[0138] In compound (L-1), R 1b and R 1c is an iodine atom, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX316). 1b and R 1c is an iodine atom, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX317). 1b and R 1c is an iodine atom, and A 2 is C—Br, and A 1 , A 3, and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX318). 1b and R 1c is an iodine atom, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX319). 1b and R 1c is an iodine atom, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX320). 1b and R 1c is an iodine atom, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX321). 1b and R 1c is an iodine atom, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX322). 1b and R 1c is an iodine atom, and A 2 is C-OCF3, and A 1 , A 3 , and A5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX323). 1b and R 1c is an iodine atom, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX324). 1b and R 1c is an iodine atom, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX325). 1b and R 1c is an iodine atom, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX326). 1b and R 1c is an iodine atom, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX327). 1b and R 1c is an iodine atom, and A 3 is C-Me, and A 1 , A 2 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX328). 1b and R 1c is an iodine atom, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX329). 1b and R 1c is an iodine atom, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX330). 1b and R 1c is an iodine atom, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX331). 1b and R 1c is a methyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX332). 1b and R 1c is a methyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX333). 1b and R 1c is a methyl group, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX334). 1b and R 1c is a methyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX335). 1b and R 1c is a methyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX336). 1b and R 1c is a methyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX337). 1b and R 1c is a methyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX338). 1b and R 1c is a methyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX339). 1b and R 1c is a methyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX340). 1b and R 1c is a methyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX341). 1b and R 1c is a methyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX342). 1b and R 1c is a methyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX343). 1b and R 1c is a methyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX344). 1b and R 1c is a methyl group, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX345). 1b and R 1c is a methyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX346). 1b and R 1c is a methyl group, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to L3] (hereinafter referred to as compound group SX347).

[0139] In compound (L-1), R 1b and R 1c is an ethyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX348). 1b and R 1c is an ethyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX349). 1b and R 1c is an ethyl group, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX350). 1b and R 1c is an ethyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX351). 1b and R 1c is an ethyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX352). 1b and R 1c is an ethyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX353). 1b and R 1c is an ethyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX354). 1b and R 1c is an ethyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX355). 1b and R 1c is an ethyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX356). 1b and R 1c is an ethyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX357). 1b and R 1c is an ethyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX358). 1b and R 1c is an ethyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX359). 1b and R 1c is an ethyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX360). 1b and R 1c is an ethyl group, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX361). 1b and R 1c is an ethyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX362). 1b and R 1c is an ethyl group, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX363). 1b and R 1c is CF3, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX364). 1b and R 1c is CF3, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX365). 1b and R 1c is CF3, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX366). 1b and R 1c is CF3, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX367). 1b and R 1c is CF3, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX368). 1b and R 1c is CF3, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX369). 1b and R 1c is CF3, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX370). 1b and R 1c is CF3, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX371). 1b and R 1c is CF3, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX372). 1b and R 1c is CF3, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX373). 1b and R 1c is CF3, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX374). 1b and R 1c is CF3, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX375). 1b and R 1c is CF3, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX376). 1b and R 1c is CF3, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX377). 1b and R 1c is CF3, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX378). 1b and R 1c is CF3, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to L3] (hereinafter referred to as compound group SX379).

[0140] In compound (L-1), R 1b and R 1c is a cyclopropyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX380). 1b and R 1c is a cyclopropyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX381). 1b and R 1c is a cyclopropyl group, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX382). 1b and R 1c is a cyclopropyl group, and A 2 is C-I, and A 1 , A 3 , and A5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX383). 1b and R 1c is a cyclopropyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX384). 1b and R 1c is a cyclopropyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX385). 1b and R 1c is a cyclopropyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX386). 1b and R 1c is a cyclopropyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX387). 1b and R 1c is a cyclopropyl group, and A 3 is C-F, and A 1 , A 2, and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX388). 1b and R 1c is a cyclopropyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX389). 1b and R 1c is a cyclopropyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX390). 1b and R 1c is a cyclopropyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX391). 1b and R 1c is a cyclopropyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX392). 1b and R 1c is a cyclopropyl group, and A 3 is C-OMe, and A 1 , A2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX393). 1b and R 1c is a cyclopropyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX394). 1b and R 1c is a cyclopropyl group, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX395). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX396). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX397). 1b is a fluorine atom, and R 1c is a methyl group, and A 2is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX398). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX399). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX400). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX401). 1b is a fluorine atom, and R 1c is a methyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX402). 1b is a fluorine atom, and R 1cis a methyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX403). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX404). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX405). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX406). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX407). 1bis a fluorine atom, and R 1c is a methyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX408). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX409). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX410). 1b is a fluorine atom, and R 1c is a methyl group, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to L3] (hereinafter referred to as compound group SX411).

[0141] In compound (L-1), R 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX412). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX413). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX414). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX415). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX416). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX417). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX418). 1b is a chlorine atom, and R 1c is a methyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX419). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX420). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX421). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C—Br, and A 1 , A2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX422). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX423). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX424). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX425). 1b is a chlorine atom, and R 1c is a methyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX426). 1b is a chlorine atom, and R 1c is a methyl group, and A 3is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX427). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX428). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX429). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C—Br, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX430). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX431). 1b is a bromine atom, and R 1cis a methyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX432). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX433). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX434). 1b is a bromine atom, and R 1c is a methyl group, and A 2 is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX435). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX436). 1bis a bromine atom, and R 1c is a methyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX437). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX438). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX439). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-Me, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX440). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-OMe, and A 1 , A 2 , and A 5 is CH, and A 4is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX441). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-CF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX442). 1b is a bromine atom, and R 1c is a methyl group, and A 3 is C-OCF3, and A 1 , A 2 , and A 5 is CH, and A 4 is any of the substituents described in any of [Tables L1] to L3] (hereinafter referred to as compound group SX443).

[0142] In compound (L-1), R 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C-F, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX444). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C—Cl, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX445). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C—Br, and A 1 , A3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX446). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C-I, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX447). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C-Me, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX448). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C-OMe, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Table L1] to [Table L3] (hereinafter referred to as compound group SX449). 1b is an iodine atom, and R 1c is a methyl group, and A 2 is C-CF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX450). 1b is an iodine atom, and R 1c is a methyl group, and A 2is C-OCF3, and A 1 , A 3 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX451). 1b is an iodine atom, and R 1c is a methyl group, and A 3 is C-F, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to [Table L3] (hereinafter referred to as compound group SX452). 1b is an iodine atom, and R 1c is a methyl group, and A 3 is C—Cl, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX453). 1b is an iodine atom, and R 1c is a methyl group, and A 3 is C—Br, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to as compound group SX454). 1b is an iodine atom, and R 1c is a methyl group, and A 3 is C-I, and A 1 , A 2 , and A 5 is CH, and A 4 is any one of the substituents described in any one of [Tables L1] to L3] (hereinafter referred to ...

Claims

1. Formula (I) 【Chemical 1】 wherein Z 1 and Z 2 are the same or different and represent an oxygen atom or a sulfur atom, G 1 , G 2 , and G 3 's combination is G 1 is a nitrogen atom, and G 2 is CR 1c and G 3 is CR 1d in combination; G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d a combination; or, G 1 is CR 1a and G 2 is CR 1c and G 3 represents a combination where G is a nitrogen atom R 1b represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group, a 3-7 membered non-aromatic heterocyclic group {the phenyl group and the 3-7 membered non-aromatic heterocyclic group may be substituted with one or more substituents selected from Group D}, a nitro group, NR 2 R 3 , or a halogen atom, and R 1c is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, a phenyl group, a 3-7 membered non-aromatic heterocyclic group {the phenyl group and the 3-7 membered non-aromatic heterocyclic group may be substituted with one or more substituents selected from Group D}, a nitro group, NR 2 R 3 , a halogen atom, or a hydrogen atom, and R 1a and R 1d are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, Q represents a C6-C10 aryl group which may be substituted with one or more substituents selected from Group H, or a 5-10 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group I, R 2 , R 2a and R 5 are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, or a hydrogen atom, R 3 and R 3a are the same or different and each may be a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a C3-C7 cycloalkenyl group {the C3-C7 cycloalkyl group and the C3-C7 cycloalkenyl group may each be substituted with one or more substituents selected from group C}, a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may each be substituted with one or more substituents selected from group F}, S(O) 2 R 13 , or a hydrogen atom, and R 13 represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, or a phenyl group which may be substituted with one or more substituents selected from Group F s. Group A: a group consisting of a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C3-C6 cycloalkyl group {the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, a hydroxy group, a cyano group, and a halogen atom. Group B: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, and the C3-C6 alkynyloxy group may be substituted with one or more halogen atoms}, a hydroxy group, a cyano group, a nitro group, and a halogen atom. Group C: a group consisting of a C1-C6 alkyl group which may be substituted with one or more halogen atoms, a cyano group, and a halogen atom. Group D: a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group F, OR 17 , NR 16 R 17 , C(O)R 17 , C(O)NR 16 R 17 , OC(O)R 16a , OC(O)OR 16a , NR 17 C(O)R 16a , NR 17 C(O)OR 16a , C(O)OR 17 , a group consisting of a cyano group, a nitro group, and a halogen atom. R 16a represents a C1-C6 alkyl group or a C3-C6 cycloalkyl group {the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, R 16 and R 17 are the same or different and represent a C1-C6 alkyl group, a C3-C6 cycloalkyl group {the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, or a hydrogen atom. Group E: C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 alkoxy group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, phenyl group, 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from Group F}, 3- to 7-membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from Group G, NHR 14 , NR 14 R 15 , a group consisting of an amino group, a cyano group, and a halogen atom. R 14 and R 15 represent a C1-C6 alkyl group which may be the same or different and may be substituted with one or more halogen atoms. Group F: a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, NHR 14 , NR 14 R 15 , C(O)R 14 , OC(O)R 14 , C(O)OR 14 , a group consisting of a hydroxy group, a sulfanyl group, an amino group, a cyano group, a nitro group, and a halogen atom. Group G: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, and the C3-C6 alkynyloxy group may be substituted with one or more halogen atoms}, and a halogen atom. Group H: a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group which may be substituted with one or more substituents selected from Group C, a phenyl group which may be substituted with one or more substituents selected from Group D, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group D, OR 3a , NR 2a R 3a , NR 2b R 3b , NR 5 NR 2a R 3a , NR 5 OR 2a , NR 2a C(O)R 6a , NR 5 NR 2a C(O)R 6a , NR 5 NR 2a C(O)OR 7 , NR 2a C(O)NR 8 R 9 , NR 5 NR 2a C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a S(O) 2 R 13 , CR 5 =NOR 12 , NR 2a CR 5 =NOR 12 , S(O) m R 13 , a group consisting of a cyano group, a nitro group, and a halogen atom. p represents 0 or 1, m represents 0, 1 or 2, R 2b and R 3b together with the nitrogen atom to which they are attached form a 3- to 7-membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from Group B, R 6 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be substituted with one or more halogen atoms}, a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from Group F}, or a hydrogen atom, and R 6a represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be substituted with one or more halogen atoms}, a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be substituted with one or more substituents selected from group F}, R 7 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be 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 F}, and R 8 and R 9 are the same or different and each represents a C1-C6 alkyl group which may be 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, or a hydrogen atom, R 11 is a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from Group G, S(O) 2 R 6a , or represents a hydrogen atom, R 12 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 F, or a hydrogen atom. Group I: a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group C, OR 3a , NR 2a R 3a , NR 2b R 3b , NR 5 , NR 2a R 3a , NR 5 , OR 2a , NR 2a , C(O)R 6a , NR 5 , NR 2a , C(O)R 6a , NR 5 , NR 2a , C(O)OR 7 , NR 2a , C(O)NR 8 R 9 , NR 5 , NR 2a , C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a , S(O) 2 R 13 , CR 5 =NOR 12 , NR 2a , CR 5 =NOR 12 , S(O) m R 13 , a group consisting of a cyano group, a nitro group, and a halogen atom. ]] a compound represented by the formula, or its N-oxide or salts thereof.

2. Z 2 is an oxygen atom, Q is a phenyl group, a naphthyl group {the phenyl group and the naphthyl group may be substituted with one or more substituents selected from group J}, a furanyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolyl group, an isoxazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a quinolyl group, an imidazopyridyl group, a benzofuranyl group, or a benzothiophenyl group {the furanyl group, the thienyl group, the pyrazolyl group, the imidazolyl group, the oxazolyl group, the thiazolyl group, the isoxazolyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the quinolyl group, the imidazopyridyl group, the benzofuranyl group and the benzothiophenyl group may be substituted with one or more substituents selected from group K}, and Group J is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more halogen atoms, OR 3a 、NR 2a R 3a 、NR 2b R 3b 、NR 5 NR 2a R 3a 、NR 5 OR 2a 、NR 2a C(O)R 6a 、NR 5 NR 2a C(O)R 6a 、NR 5 NR 2a C(O)OR 7 、NR 2a C(O)NR 8 R 9 、NR 5 NR 2a C(O)NR 10 R 11 、N=CHNR 10 R 11 、N=S(O) p R 8 R 9 、C(O)R 12 、C(O)NR 10 R 11 、C(O)NR 2a S(O) 2 R 13 、CR 5 =NOR 12 、NR 2a CR 5 =NOR 12 、S(O) m R 13 、a group consisting of a cyano group, a nitro group, and a halogen atom, Group K is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group which may be substituted with one or more halogen atoms, OR 3a , NR 2a R 3a , NR 2b R 3b , NR 5 NR 2a R 3a , NR 5 OR 2a , NR 2a C(O)R 6a , NR 5 NR 2a C(O)R 6a , NR 5 NR 2a C(O)OR 7 , NR 2a C(O)NR 8 R 9 , NR 5 NR 2a C(O)NR 10 R 11 , N=CHNR 10 R 11 , N=S(O) p R 8 R 9 , C(O)R 12 , C(O)NR 10 R 11 , C(O)NR 2a S(O) 2 R 13 , CR 5 =NOR 12 , NR 2a CR 5 =NOR 12 , S(O) m R 13 , the group consisting of a cyano group, a nitro group, and a halogen atom The compound according to Claim 1, or its N-oxide or salts thereof, which is

3. G 1 is CR 1a and G 2 is a nitrogen atom or CR 1c and G 3 is CR 1d The compound according to claim 1, or its N-oxide or salts thereof.

4. R 1b is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, or a halogen atom, R 1c The compound according to claim 1, or its N-oxide or salts thereof, wherein R is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom.

5. Q is a phenyl group, a naphthyl group {the phenyl group and the naphthyl group may be substituted with one or more substituents selected from Group L}, a pyridyl group, or a quinolyl group {the pyridyl group and the quinolyl group may be substituted with one or more substituents selected from Group M}, Group L is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , and a group consisting of a halogen atom, Group M is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, OR 19 , S(O) m R 19 , and a group consisting of a halogen atom, R 19 is a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms The compound according to claim 1, or its N-oxide or salts thereof.

6. Q is a group represented by formula Q1 【Chemical 2】 〔In the formula, R 18a 、R 18b 、and R 18c are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more halogen atoms, OR 19 、S(O) m R 19 、a halogen atom, or a hydrogen atom, R 19 represents a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms. The compound according to claim 1, or its N-oxide or salts thereof.

7. Z 1 and Z 2 The compound according to claim 1, wherein Z and Z are oxygen atoms, or an N-oxide thereof or a salt thereof.

8. A harmful arthropod control composition containing the compound according to any one of claims 1 to 7, or its N-oxide or salts thereof.

9. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c) and group (d), and the compound according to any one of claims 1 to 7, or its N-oxide or salts thereof: Group (a): a group consisting of an insecticidal active ingredient, an acaricidal active ingredient and a nematicidal active ingredient; Group (b): a bactericidal active ingredient; Group (c): a plant growth regulating ingredient; Group (d): a repellent ingredient.

10. A method for controlling harmful arthropods by applying an effective amount of the compound according to any one of claims 1 to 7, or its N-oxide or salts thereof, to the harmful arthropods or the habitats of harmful arthropods.

11. A method for controlling harmful arthropods by applying an effective amount of the composition according to claim 9 to the harmful arthropods or the habitats of harmful arthropods.

12. Seeds or vegetative reproductive organs retaining an effective amount of the compound according to any one of claims 1 to 7, or its N-oxide or salts thereof.

13. Seeds or vegetative reproductive organs retaining an effective amount of the composition according to claim 9.

14. Formula (II) [Chemical Formula 3] 〔In the formula, G 4 represents CR 1f or a nitrogen atom, and R 1e represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, or a halogen atom, R 1f represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, R 18d and R 18e are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more halogen atoms, OR 19a , S(O) n R 19a , a halogen atom, or a hydrogen atom, and R 18f represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more halogen atoms, OR 19 , S(O) n R 19a , or a halogen atom, and R 19a represents a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms, n represents 0, 1 or 2.〕 A compound represented by.