Heterocyclic compound and pest control composition for harmful arthropods containing same

Abstract

A compound represented by formula (I) (the symbols in formula (I) are as defined in the description) or an N-oxide thereof has excellent control efficacy against harmful arthropods.

Description

Heterocyclic ring compound and pest arthropod control composition containing the same

[0001] The present invention relates to a heterocyclic ring compound and a pest arthropod control composition containing the same.

[0002] Various compounds have been studied and put into practical use for the purpose of controlling pest arthropods. In addition, certain condensed heterocyclic ring compounds (see, for example, Patent Document 1) are known.

[0003] International Publication No. 2006 / 051704

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

[0005] The present invention is as follows. [1] Formula (I) [In formula (I), Q represented by the following formula represents a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q3, a group represented by formula Q4, a group represented by formula Q5, a group represented by formula Q6, or a group represented by formula Q7 (# represents the bonding site to a sulfur atom, and ● represents the bonding site to the carbon atom to which W is bonded), A １ represents a nitrogen atom or CR ３ｃ A ２ represents an oxygen atom, a sulfur atom or NR ６ A ３ represents an oxygen atom, a sulfur atom or NR ６ G １ represents a nitrogen atom or CR １０ａ G ２ represents a nitrogen atom or CR １０ｂ G ３ represents a nitrogen atom or CR １０ｃ G ４ represents a nitrogen atom or CR １０ｄ R ３ａ R ３ｂ R ３ｃ R ３ｄ R ３ｆ R ３ｇ R ３ｉ R ３ｋ R １０ａ R １０ｂ, R １０ｃ , and R １０ｄ This includes C1-C6 chain hydrocarbon groups which may be substituted with one or more substituents selected from group B, C3-C7 cycloalkyl groups which may be substituted with one or more substituents selected from group K, phenyl groups which may be substituted with one or more substituents selected from group M, 5 or 6-membered aromatic heterocyclic groups which may be substituted with one or more substituents selected from group M, OR １２ , NR １１ R １２ , NR １１ａ R １２ａ , NR １９ NR １１ R １２ , NR １９ OR １１ , NR １１ C(O)R １３ , NR １９ NR １１ C(O)R １３ , NR １１ C(O)OR １４ , NR １９ NR １１ C(O)OR １４ , NR １１ C(O)NR ２１ R ２２ , NR １９ NR １１ C(O)NR ２１ R ２２ N=CHNR ２１ R ２２ N=S(O) ｐ R １５ R １６ , C(O)R １３ , C(O)OR １７ , C(O)NR ２１ R ２２ , C(O)NR １１ S(O) ２ R １８ CR ２０ =NOR １７ , NR １１ CR １９ =NOR １７ , S(O) ｍ R １８ , represents a cyano group, a nitro group, a halogen atom, or a hydrogen atom (where Q is the group represented by formula Q1, and A１ is CR ３ｃ In the case of, the existing R ３ａ , R ３ｂ , R ３ｃ , and R ３ｄ all do not represent hydrogen atoms), R ３ｅ , R ３ｈ and R ６ are the same or different and may be substituted with one or more substituents selected from Group B, a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from Group K, a phenyl group which may be substituted with one or more substituents selected from Group M, or a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group M. When Q is a group represented by Formula Q1, R ３ａ , R ３ｂ and R ３ｄ Among them, two adjacent substituents together with the two carbon atoms to which they are attached form a benzene ring, a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an isothiazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring {the benzene ring, the pyrrole ring, the furan ring, the thiophene ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the isothiazole ring, the pyridine ring, the pyridazine ring, the pyrimidine ring, and the pyrazine ring may be substituted with one or more substituents selected from Group M}, or a triazole ring which may be substituted with one or more substituents selected from Group P. p represents 0 or 1, m represents 0, 1 or 2, R ２０ is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a halogen atom, OR ２３ , NR ２４ R ２５ , or a hydrogen atom. R １７ is 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 J, or a hydrogen atom. R １２is a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group which may be substituted with one or more substituents selected from group T, a phenyl group which may be substituted with one or more substituents selected from group J, a 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J, S(O) ２ R １８ , or represents a hydrogen atom, and R １８ 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 J, and R １１ａ and R １２ａ together with the nitrogen atom to which they are attached, represent a 3-7 member non-aromatic heterocyclic group which may be substituted with one or more substituents selected from group K, and R １３ 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 (C3-C6 cycloalkyl)C1-C3 chain alkyl 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 J, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J, or a hydrogen atom, and R １４ 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 (C3-C6 cycloalkyl)C1-C3 chain alkyl group which may be substituted with one or more halogen atoms, or a phenyl C1-C3 chain alkyl group {the phenyl moiety in the phenyl C1-C3 chain alkyl group may be substituted with one or more substituents selected from group J}, and R １５ and R １６ are the same or different and represent a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, and R ２１ represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom, and R２２ R represents a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, or a hydrogen atom. ２３ R represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, １１ , R １９ , R ２４ and R ２５ represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom; W represents an oxygen atom or a sulfur atom; R １ Group D ２ C1-C6 chain hydrocarbon groups, group E, which may be substituted with one or more more selected substituents. ２ C3-C7 cycloalkyl groups, group M, which may be substituted with one or more more selected substituents. ２ Phenyl groups, group M, which may be substituted with one or more more selected substituents. ２ A 5 or 6-membered aromatic heterocyclic group, C(O)R, which may be substituted with one or more more selected substituents. ４ , C(O)OR ４ , or C(O)NR ４ R ５ Represents R ４ and R ５ C1-C6 chain hydrocarbon groups, group F, which may be identical or different in phase and substituted with one or more halogen atoms. ２ Phenyl groups, group F, which may be substituted with one or more more selected substituents. ２ R represents a 5- or 6-membered heterocyclic group which may be substituted with one or more more selected substituents, or a hydrogen atom. ２ represents a C1-C6 chain alkyl group, a cyclopropyl group, or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, n represents 0, 1, or 2, and X １ is an oxygen atom, a sulfur atom or NR ７ Represents R ７Z represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy 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 (C3-C7 cycloalkyl) C1-C6 chain alkyl group which may be substituted with one or more halogen atoms. １ is a nitrogen atom or CR ９ａ This represents Z ２ is a nitrogen atom or CR ９ｂ This represents Z ３ is a nitrogen atom or CR ９ｃ This represents Z ４ is a nitrogen atom or CR ９ｄ Represents R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ These are the same or different, Group B ３ C1-C6 chain hydrocarbon groups, group K, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkyl groups, group M, which may be substituted with one or more more selected substituents. ３ Phenyl groups, group M, which may be substituted with one or more more selected substituents. ３ A 5 or 6-membered aromatic heterocyclic group, OR which may be substituted with one or more more selected substituents. ５２ , NR ５１ R ５２ , NR ５１ａ R ５２ａ , NR ５９ NR ５１ R ５２ , NR ５９ OR ５１ , NR ５１ C(O)R ５３ , NR ５９ NR ５１ C(O)R ５３ , NR ５１ C(O)OR ５４ , NR ５９ NR ５１ C(O)OR ５４ , NR ５１ C(O)NR ５１ R ５２ , NR ５９ NR５１ C(O)NR ６１ R ６２ N=CHNR ６１ R ６２ N=S(O) ｑ R ５５ R ５６ , C(O)R ５３ , C(O)OR ５７ , C(O)NR ６１ R ６２ , C(O)NR ５１ S(O) ２ R ５８ CR ６０ =NOR ５７ , NR ５１ CR ５９ =NOR ５７ , S(O) ｖ R ５８ , represents a cyano group, a nitro group, a halogen atom, or a hydrogen atom, q represents 0 or 1, v represents 0, 1 or 2, R ６０ This is a C1-C6 chain hydrocarbon group, a halogen atom, OR which may be substituted with one or more halogen atoms. ６３ , NR ６４ R ６５ , or represents a hydrogen atom, R ５７ This refers to a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, group J. ３ R represents a phenyl group or hydrogen atom which may be substituted with one or more more selected substituents, ５２ is group L ３ C1-C6 chain hydrocarbon groups, group T, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkyl groups, group T, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkenyl groups, group J, which may be substituted with one or more more selected substituents. ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A six-membered aromatic heterocyclic group, S(O), which may be substituted with one or more more selected substituents. ２ R ５８ , or represents a hydrogen atom, R ５８This is a C1-C6 chain hydrocarbon group, or group J, which may be substituted with one or more halogen atoms. ３ R represents a phenyl group which may be substituted with one or more more selected substituents. ５１ａ and R ５２ａ Together with the nitrogen atoms to which they are bonded, they form group K ３ Represents a 3-7 member non-aromatic heterocyclic group which may be substituted with one or more more selected substituents, R ５３ This includes C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups which may be substituted with one or more halogen atoms, (C3-C6 cycloalkyl) C1-C3 chain alkyl groups which may be substituted with one or more halogen atoms, and group J. ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more more selected substituents, or a hydrogen atom, R ５４ This 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-C6 cycloalkyl) C1-C3 chain alkyl group which may be substituted with one or more halogen atoms, or a phenyl C1-C3 chain alkyl group {the phenyl portion in the phenyl C1-C3 chain alkyl group belongs to group J}. ３ This represents {may be substituted with one or more more selected substituents}, R ５５ and R ５６ R represents a C1-C6 chain alkyl group which may be the same or different and may be substituted with one or more halogen atoms. ６１ R represents a C1-C6 chain alkyl group or a hydrogen atom which may be substituted with one or more halogen atoms. ６２ is group L ３ C1-C6 chain hydrocarbon groups, group T, which may be substituted with one or more more selected substituents. ３ R represents a C3-C7 cycloalkyl group which may be substituted with one or more more selected substituents, or a hydrogen atom. ６３ R represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms,５１ , R ５９ , R ６４ and R ６５ This represents a C1-C6 chain hydrocarbon group or a hydrogen atom, which may be the same or different in phase and may be substituted with one or more halogen atoms. Group B: A group consisting of a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfinyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, a cyano group, a hydroxyl group, and a halogen atom. Group G: A group consisting of C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups which may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups which may be substituted with one or more halogen atoms, and halogen atoms. Group J: A group consisting of C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, hydroxyl groups, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups which may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups which may be substituted with one or more halogen atoms, sulfanyl groups, C1-C6 chain alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfonyl groups which may be substituted with one or more halogen atoms, amino groups, NHR ９１ , NR ９１ R ９２ , C(O)R ９１ OC(O)R ９１ , C(O)OR ９１ A group consisting of cyano groups, nitro groups, and halogen atoms. ９１ and R９２ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, either identical or different in phase. Group K: A group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxyl group, a cyano group, and a nitro group. Group L: A group consisting of a C1-C6 alkoxy 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 J, a 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group J, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, a 3-7 membered non-aromatic heterocyclic group which may be substituted with one or more substituents selected from Group G, an amino group, and an NHR ９１ , NR ９１ R ９２ A group consisting of halogen atoms and cyano groups. Group M: C1-C6 chain alkyl groups which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups which may be substituted with one or more substituents selected from Group T, OR ９４ , NR ９３ R ９４ , C(O)R ９４ , C(O)NR ９３ R ９４ OC(O)R ９３ , OC(O)OR ９３ , NR ９４ C(O)R ９３ , NR ９４ C(O)OR ９３ , C(O)OR ９４ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and 5- or 6-membered aromatic heterocyclic groups. ９３ R represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. ９４This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group P: A group consisting of a C2-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, a phenyl group which may be substituted with one or more substituents selected from Group J, a 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group J, a C2-C6 chain alkylcarbonyl group which may be substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group which may be substituted with one or more halogen atoms, an aminocarbonyl group, a (C1-C6 chain alkyl)aminocarbonyl group which may be substituted with one or more halogen atoms, a methyl group, and a di(C1-C4 chain alkyl)aminocarbonyl group which may be substituted with one or more halogen atoms. Group T: A group consisting of C1-C6 chain alkyl groups, halogen atoms, and cyano groups, which may be substituted with one or more halogen atoms. Group D ２ : C3-C6 cycloalkyl groups which may be substituted with one or more substituents selected from the group consisting of halogen atoms and C1-C3 chain alkyl groups, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfonyl groups which may be substituted with one or more halogen atoms, C2-C6 chain alkylcarbonyl groups which may be substituted with one or more halogen atoms, C2-C6 alkoxycarbonyl groups which may be substituted with one or more halogen atoms, group F ２ Phenyl groups, group F, which may be substituted with one or more more selected substituents. ２ A group consisting of a five- or six-membered aromatic heterocyclic group, a hydroxyl group, a cyano group, and a halogen atom, which may be substituted with one or more more selected substituents. Group E ２: A group consisting of C1-C6 alkyl groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups which may be substituted with one or more halogen atoms, cyano groups, and halogen atoms. Group F ２ : A group consisting of C1-C6 alkyl groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylamino groups which may be substituted with one or more halogen atoms, di(C1-C6 alkyl)amino groups which may be substituted with one or more halogen atoms, C2-C6 alkylcarbonyl groups which may be substituted with one or more halogen atoms, C2-C6 alkoxycarbonyl groups which may be substituted with one or more halogen atoms, hydroxyl groups, sulfanyl groups, amino groups, cyano groups, nitro groups, and halogen atoms. Group M ２ : C1-C6 chain alkyl groups, which may be substituted with one or more halogen atoms, group T ２ A C3-C7 cycloalkyl group, OR which may be substituted with one or more more selected substituents. ９６ , NR ９５ R ９６ , C(O)R ９６ , C(O)NR ９５ R ９６ OC(O)R ９５ , OC(O)OR ９５ , NR ９６ C(O)R ９５ , NR ９６ C(O)OR ９５ , C(O)OR ９６ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and 5- or 6-membered aromatic heterocyclic groups. ９５R represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. ９６ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group T ２ : A group consisting of a C1-C6 chain alkyl group, a halogen atom, and a cyano group, which may be substituted with one or more halogen atoms. Group B ３ : A group consisting of a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, a cyano group, a hydroxyl group, and halogen atoms. Group G ３ : A group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, and halogen atoms. Group J ３: A C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a hydroxyl group, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 chain alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfinyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfonyl group which may be substituted with one or more halogen atoms, an amino group, NHR ９９ , NR ９９ R １００ , C(O)R ９９ OC(O)R ９９ , C(O)OR ９９ A group consisting of cyano groups, nitro groups, and halogen atoms. ９９ and R １００ This represents a C1-C6 chain alkyl group that is identical or different in phase and may be substituted with one or more halogen atoms. Group K ３ : A group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxyl group, a cyano group, and a nitro group. Group L ３ : C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, group J ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more more selected substituents, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, group G ３ A 3-7 member non-aromatic heterocyclic group, amino group, or NHR which may be substituted with one or more more selected substituents. ９９ , NR ９９ R １００ A group consisting of halogen atoms and cyano groups. Group M３ : C1-C6 chain alkyl groups, which may be substituted with one or more halogen atoms, group T ３ A C3-C7 cycloalkyl group, OR which may be substituted with one or more more selected substituents. １０２ , NR １０１ R １０２ , C(O)R １０２ , C(O)NR １０１ R １０２ OC(O)R １０１ , OC(O)OR １０１ , NR １０２ C(O)R １０１ , NR １０２ C(O)OR １０１ , C(O)OR １０２ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and 5- or 6-membered aromatic heterocyclic groups. １０１ R represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. １０２ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group T ３ : A group consisting of a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a halogen atom, and a cyano group. A compound represented by ] (hereinafter referred to as the present invention compound N) or its N oxide (hereinafter referred to as the present invention compound if the compound represented by formula (I) or its N oxide). [2] The compound described in [1] or its N oxide, wherein Q is the group represented by formula Q1. [3] The compound described in [1] or its N oxide, wherein Q is the group represented by formula Q5. [4] Q is the group represented by formula Q1, and R ３ａ The compound described in [1] or its N oxide, wherein Q is a hydrogen atom. [5] Q is the group represented by formula Q1, and A １ The compound described in [1] or its N oxide, wherein Q is a nitrogen atom. [6] Q is a group represented by formula Q5, and G １ CR １０ａ G ２ CR １０ｂ G３ CR １０ｃ G ４ CR １０ｄ The compound described in [1] or its N oxide. [7] W is an oxygen atom, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ The compound described in any one of items [1] to [6] or its N oxide. [8] W is an oxygen atom, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ [1] to [6], the compound or its N oxide. [9] A harmful arthropod control composition containing the compound or its N oxide and an inert carrier.

[10] A composition containing one or more components selected from the groups (a), (b), (c), and (d), and the compound or its N oxide described in any one of [1] to [8]: Group (a): A group consisting of an insecticidal component, acaricidal component, and nematicidal component; Group (b): A bactericidal component; Group (c): A plant growth regulating component; Group (d): A repellent component.

[11] A method for controlling harmful arthropods, comprising applying an effective amount of the compound or its N oxide described in any one of [1] to [8] or the composition described in

[10] to a harmful arthropod or to a habitat of a harmful arthropod.

[12] Seeds or vegetative reproductive organs containing an effective amount of the compound described in any one of items [1] to [8] or its N oxide, or an effective amount of the composition described in

[10] .

[0006] This invention makes it possible to control harmful arthropods.

[0007] The substituents in this invention will now be described. A halogen atom means a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom. When a substituent is substituted with two or more halogen atoms or substituents, those 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. A chain-like 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. In this specification, in order to clarify that "alkyl" is chain-like, "alkyl" may be written as "chain-like alkyl". Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl groups. Examples of 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 groups. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy groups. Examples of alkenyloxy groups include 2-propenyloxy, 2-butenyloxy, and 5-hexenyloxy groups. Examples of alkynyloxy groups include 2-propynyloxy, 2-butynyloxy, and 5-hexynyloxy groups.

[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 3-7 membered non-aromatic heterocyclic groups include azilidinyl group, oxyranyl group, thyranyl group, azetidinyl group, oxetanyl group, thietanyl group, pyrrolidinyl group, tetrahydrofuranyl group, tetrahydrothienyl group, piperidyl group, pyranyl group, dihydropyranyl group, tetrahydropyranyl group, tetrahydrothiopyranyl group, azepanyl group, oxepanyl group, thiepanyl group, pyrazolinyl group, pyrazolidinyl group, imidazolinyl group, imidazolidinyl group, oxazolidinyl group, thiazolinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, isoxazolidinyl group, isothiazolidinyl group, isothiazolidinyl group, dioxolyl group, dioxolanyl group, dioxanyl group, morpholinyl group, thiomorpholinyl group, and piperazinyl group. Examples of 5- or 6-membered aromatic heterocyclic groups include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, pyridadinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetradinyl groups. Examples of 6-membered aromatic heterocyclic groups include pyridyl, pyridadinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetradinyl groups. Examples of (C3-C6 cycloalkyl)C1-C3 alkyl groups that may be substituted with one or more halogen atoms include cyclopropylmethyl, (2-fluorocyclopropyl)methyl, cyclopropyl(fluoro)methyl, and (2-fluorocyclopropyl)(fluoro)methyl groups.A (C3-C7 cycloalkyl)C1-C6 alkyl group which may be substituted with one or more halogen atoms represents a group in which (C3-C7 cycloalkyl) and / or (C1-C6 alkyl) may be substituted with one or more halogen atoms, for example, a (2,2-difluorocyclopropyl)methyl group, a 2-cyclopropyl-1,1,2,2-tetrafluoroethyl group, a 2-(2,2-difluorocyclopropyl)-1,1,2,2-tetrafluoroethyl group, a (2,2-difluorocyclopropyl)propyl group, a (2,2-difluorocyclopropyl)butyl group, a (2,2-difluorocyclopropyl)pentyl group, and a (2,2-difluorocyclopropyl)hexyl group. A phenyl C1-C3 alkyl group {the phenyl portion of the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from group J}, and a phenyl C1-C3 alkyl group {the phenyl portion of the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from group J. ３Examples of substituents that may be substituted with one or more more selected substituents include benzyl group, 2-fluorobenzyl group, 4-chlorobenzyl group, 4-(trifluoromethyl)benzyl group, and 2-[4-(trifluoromethyl)phenyl]ethyl group. Examples of alkylsulfanyl groups include methylsulfanyl group, ethylsulfanyl group, propylsulfanyl group, and isopropylsulfanyl group. Examples of alkylsulfinyl groups include methylsulfinyl group, ethylsulfinyl group, propylsulfinyl group, and isopropylsulfinyl group. Examples of alkylsulfonyl groups include methylsulfonyl group, ethylsulfonyl group, propylsulfonyl group, and isopropylsulfonyl group. Examples of alkylcarbonyl groups include acetyl group, propanoyl group, 2-methylpropanoyl group, and hexanoyl group. Examples of alkoxycarbonyl groups include methoxycarbonyl group, ethoxycarbonyl group, isopropoxycarbonyl group, and pentyloxycarbonyl group. Examples of (C1-C6 alkyl)aminocarbonyl groups which may be substituted with one or more halogen atoms include methylaminocarbonyl group, trifluoromethylaminocarbonyl group, isopropylaminocarbonyl group, and hexylaminocarbonyl group. Examples of di(C1-C4 alkyl)aminocarbonyl groups which may be substituted with one or more halogen atoms include dimethylaminocarbonyl group, methylethylaminocarbonyl group, trifluoromethylethylaminocarbonyl group, and diisopropylaminocarbonyl group.

[0010] Examples of N oxides of the compound represented by formula (I) include the compound shown in the following formula. [In the formula, the symbols have the same meaning as above.]

[0011] The compounds of the present invention may have one or more stereoisomers. Examples of stereoisomers include enantiomers, diastereomers, and geometric isomers. The compounds of the present invention may include each stereoisomer and mixtures of stereoisomers in any ratio.

[0012] The compound of the present invention may form an acid addition salt. Examples of acids that form an acid addition salt 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 of the present invention with an acid.

[0013] The following compounds are examples of the compound N of the present invention. [Aspect 1] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q5. [Aspect 2] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q5, and G １ is a nitrogen atom or CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ And R ３ａ , R ３ｂ , R ３ｃ , R ３ｄ , R １０ａ , R １０ｂ , R １０ｃ , and R １０ｄ However, the C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group B, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group K, phenyl group which may be substituted with one or more substituents selected from group M, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group M, OR １２ , NR １１ R １２ , NR １１ C(O)R １３ , NR １１ C(O)OR １４ N=S(O) ｐ R １５ R １６ CR ２０ =NOR １７ , a hydrogen atom, or a halogen atom (where Q is the group represented by formula Q1, A １ CR ３ｃ In this case, the existence of R ３ａ, R ３ｂ , R ３ｃ , and R ３ｄ Not all of them represent hydrogen atoms), p is 1, R １７ and R ２０ However, it is a C1-C6 chain hydrocarbon group which may be the same or different in phase and may be substituted with one or more halogen atoms, R １２ However, R is a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group which may be substituted with one or more substituents selected from group T, a phenyl group which may be substituted with one or more substituents selected from group J, or a 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J, or a hydrogen atom. １３ 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, or a phenyl group which may be substituted with one or more substituents selected from group J. １４ R is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, or a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, １５ and R １６ R is a C1-C6 chain alkyl group which may be the same or different and may be substituted with one or more halogen atoms, １１ A is a compound which is a C1-C6 chain hydrocarbon group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect 3] In the compound N of the present invention, Q is a group represented by formula Q1 or a group represented by formula Q5, and A １ is a nitrogen atom, R ３ａ , R １０ａ and R １０ｄ is a hydrogen atom, R ３ｂ , R ３ｄ , R １０ｂ and R １０ｃHowever, the same or different C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, phenyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR １２ , a hydrogen atom, or a halogen atom, R １２ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 4] In the compound N of the present invention, Q is a group represented by formula Q1 or a group represented by formula Q5, and A １ is a nitrogen atom, R ３ａ , R １０ａ and R １０ｄ is a hydrogen atom, R ３ｂ , R ３ｄ , R １０ｂ and R １０ｃ However, the compound is a C3-C7 cycloalkyl group, a hydrogen atom, or a halogen atom, which may be substituted with one or more substituents selected from the group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a halogen atom, and a cyano group, which may be the same or different in phase. [Aspect 5] In the compound N of the present invention, Q is a group represented by formula Q1 or a group represented by formula Q5, and A １ is a nitrogen atom, R ３ａ , R ３ｄ , R １０ａ , R １０ｃ and R １０ｄ is a hydrogen atom, R ３ｂ R is a phenyl group, hydrogen atom, or halogen atom which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, １０ｂ A compound in which is a halogen atom. [Aspect 6] A compound in which compound N of the present invention is a group represented by formula Q1. [Aspect 7] A compound in which compound N of the present invention is a group represented by formula Q1, and R ３ａ , R ３ｂ , and R ３ｄHowever, the C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group B, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group K, phenyl group which may be substituted with one or more substituents selected from group M, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group M, OR １２ , NR １１ R １２ , NR １１ C(O)R １３ , NR １１ C(O)OR １４ N=S(O) ｐ R １５ R １６ CR ２０ =NOR １７ , a hydrogen atom, or a halogen atom (where Q is the group represented by formula Q1, A １ CR ３ｃ In this case, the existence of R ３ａ , R ３ｂ , R ３ｃ , and R ３ｄ Not all of them represent hydrogen atoms), p is 1, R １７ and R ２０ However, it is a C1-C6 chain hydrocarbon group which may be the same or different in phase and may be substituted with one or more halogen atoms, R １２ However, R is a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group which may be substituted with one or more substituents selected from group T, a phenyl group which may be substituted with one or more substituents selected from group J, or a 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J, or a hydrogen atom. １３ 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, or a phenyl group which may be substituted with one or more substituents selected from group J. １４R is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, or a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, １５ and R １６ R is a C1-C6 chain alkyl group which may be the same or different and may be substituted with one or more halogen atoms, １１ A is a compound which is a C1-C6 chain hydrocarbon group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect 8] In compound N of the present invention, Q is a group represented by formula Q1, and A １ is a nitrogen atom, R ３ａ is a hydrogen atom, R ３ｂ and R ３ｄ However, the same or different C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, phenyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR １２ , a hydrogen atom, or a halogen atom, R １２ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 9] In compound N of the present invention, Q is a group represented by formula Q1, and A １ is a nitrogen atom, R ３ａ is a hydrogen atom, R ３ｂ and R ３ｄ However, the compound is 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, a hydrogen atom, or a halogen atom, which is the same or different in phase. [Aspect 10] In the compound N of the present invention, Q is a group represented by formula Q1, and A １ is a nitrogen atom, R ３ａ is a hydrogen atom, R ３ｂ and R ３ｄHowever, the compound is the same or different in phase, and may be a phenyl group substituted with one or more halogen atoms, a pyrazolyl group substituted with one or more halogen atoms, an imidazolyl group substituted with one or more halogen atoms, a triazolyl group substituted with one or more halogen atoms, a pyridyl group substituted with one or more halogen atoms, a pyrimidinyl group substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Aspect 11] In compound N of the present invention, Q is a group represented by formula Q1, and A １ is a nitrogen atom, R ３ａ is a hydrogen atom, R ３ｂ and R ３ｄ However, the compound is a C3-C7 cycloalkyl group, a hydrogen atom, or a halogen atom, which may be substituted with one or more substituents selected from the group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a halogen atom, and a cyano group, which may be the same or different in phase. [Aspect 12] In the compound N of the present invention, Q is a group represented by formula Q1, and A １ is a nitrogen atom, R ３ａ and R ３ｄ is a hydrogen atom, R ３ｂ A compound in which Q is a phenyl group, a hydrogen atom, or a halogen atom, which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups. [Aspect 13] A compound in which compound N of the present invention is a group represented by formula Q5. [Aspect 14] A compound in which compound N of the present invention is a group represented by formula Q5, and G １ is a nitrogen atom or CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ And R １０ａ , R １０ｂ , R １０ｃ , and R １０ｄHowever, the C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group B, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group K, phenyl group which may be substituted with one or more substituents selected from group M, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group M, OR １２ CR ２０ =NOR １７ , a hydrogen atom, or a halogen atom, R １７ and R ２０ However, it is a C1-C6 chain hydrocarbon group which may be the same or different in phase and may be substituted with one or more halogen atoms, R １２ However, the compound is a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group which may be substituted with one or more substituents selected from group T, a phenyl group which may be substituted with one or more substituents selected from group J, or a 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J. [Aspect 15] In the compound N of the present invention, Q is a group represented by formula Q5, and G １ is a nitrogen atom or CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ And R １０ａ and R １０ｄ is a hydrogen atom, R １０ｂ and R １０ｃ However, the same or different C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, phenyl group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, 5 or 6 membered aromatic heterocyclic group which may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR １２ , a hydrogen atom, or a halogen atom, R１２ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 16] In compound N of the present invention, Q is a group represented by formula Q5, and G １ is a nitrogen atom or CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ And R １０ａ and R １０ｄ is a hydrogen atom, R １０ｂ and R １０ｃ However, the compound is a C3-C7 cycloalkyl group, a hydrogen atom, or a halogen atom, which may be substituted with one or more substituents selected from the group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a halogen atom, and a cyano group, which may be the same or different in phase. [Aspect 17] In the compound N of the present invention, Q is a group represented by formula Q5, and G １ CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ And R １０ａ , R １０ｃ and R １０ｄ is a hydrogen atom, R １０ｂ A compound in which is a halogen atom. [Aspect 18] In compound N of the present invention, R ２ However, it is a compound that has an ethyl group. [Aspect 19] In compound N of the present invention, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more substituents selected from among them. [Aspect 20] In compound N of the present invention, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 21] A compound in which compound N of the present invention is an oxygen atom. [Aspect 22] A compound in which compound N of the present invention is X １ A compound in which is a sulfur atom. [Aspect 23] In compound N of the present invention, X１ A compound in which X is an oxygen atom. [Aspect 24] In compound N of the present invention, X １ NR ７ And R ７ A compound in which R is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 25] In aspect 1, R ２ However, it is a compound that has an ethyl group. [Aspect 26] In aspect 2, R ２ However, it is a compound that has an ethyl group. [Aspect 27] In aspect 3, R ２ However, it is a compound that has an ethyl group. [Aspect 28] In aspect 4, R ２ However, it is a compound that has an ethyl group. [Aspect 29] In aspect 5, R ２ However, it is a compound that has an ethyl group. [Aspect 30] In aspect 6, R ２ However, it is a compound that has an ethyl group. [Aspect 31] In aspect 7, R ２ However, it is a compound that has an ethyl group. [Aspect 32] In aspect 8, R ２ However, it is a compound that has an ethyl group. [Aspect 33] In aspect 9, R ２ However, it is a compound that has an ethyl group. [Aspect 34] In aspect 10, R ２ However, it is a compound that has an ethyl group. [Aspect 35] In aspect 11, R ２ However, it is a compound that has an ethyl group. [Aspect 36] In aspect 12, R ２ However, it is a compound that has an ethyl group. [Aspect 37] In aspect 13, R ２ However, it is a compound that has an ethyl group. [Aspect 38] In aspect 14, R ２ However, it is a compound that has an ethyl group. [Aspect 39] In aspect 15, R ２ However, it is a compound that has an ethyl group. [Aspect 40] In aspect 16, R ２ However, it is a compound that has an ethyl group. [Aspect 41] In aspect 17, R ２ However, it is a compound that has an ethyl group. [Aspect 42] In aspect 19, R ２ However, it is a compound that has an ethyl group. [Aspect 43] In aspect 20, R ２ However, it is a compound that has an ethyl group. [Aspect 44] In aspect 21, R ２ However, it is a compound that has an ethyl group. [Aspect 45] In aspect 22, R２ However, it is a compound that has an ethyl group. [Aspect 46] In aspect 23, R ２ However, it is a compound that has an ethyl group. [Aspect 47] In aspect 24, R ２ However, it is a compound that has an ethyl group. [Aspect 48] In Aspect 1, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 49] In aspect 2, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 50] In aspect 3, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 51] In aspect 4, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 52] In aspect 5, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 53] In aspect 6, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 54] In aspect 7, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 55] In aspect 8, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 56] In aspect 9, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 57] In aspect 10, R １ However, group D ２A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 58] In aspect 11, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 59] In aspect 12, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 60] In aspect 13, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 61] In aspect 14, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 62] In aspect 15, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 63] In aspect 16, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 64] In aspect 17, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 65] In aspect 20, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 66] In aspect 21, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 67] In aspect 22, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 68] In aspect 23, R １ However, group D ２A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 69] In aspect 24, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 70] In aspect 25, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 71] In aspect 26, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 72] In aspect 27, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 73] In aspect 28, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 74] In aspect 29, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 75] In aspect 30, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 76] In aspect 31, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 77] In aspect 32, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 78] In aspect 33, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 79] In aspect 34, R １ However, group D ２A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 80] In aspect 35, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 81] In aspect 36, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 82] In aspect 37, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 83] In aspect 38, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 84] In aspect 39, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 85] In aspect 40, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 86] In aspect 41, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 87] In aspect 42, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 88] In aspect 43, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 89] In aspect 44, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 90] In aspect 45, R １ However, group D ２A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 91] In aspect 46, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 92] In aspect 47, R １ However, group D ２ A compound which is a C1-C6 chain hydrocarbon group that may be substituted with one or more more selected substituents. [Aspect 93] In aspect 1, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 94] In aspect 2, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 95] In aspect 3, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 96] In aspect 4, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 97] In aspect 5, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 98] In aspect 6, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 99] In aspect 7, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 100] In aspect 8, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 101] In aspect 9, R １However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 102] In aspect 10, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 103] In aspect 11, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 104] In aspect 12, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 105] In aspect 13, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 106] In aspect 14, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 107] In aspect 15, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 108] In aspect 16, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 109] In aspect 17, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 110] In aspect 21, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 111] In aspect 22, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 112] In aspect 23, R １However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 113] In aspect 24, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 114] In aspect 25, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 115] In aspect 26, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 116] In aspect 27, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 117] In aspect 28, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 118] In aspect 29, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 119] In aspect 30, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 120] In aspect 31, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 121] In aspect 32, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 122] In aspect 33, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 123] In aspect 34, R １However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 124] In aspect 35, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 125] In aspect 36, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 126] In aspect 37, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 127] In aspect 38, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 128] In aspect 39, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 129] In aspect 40, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 130] In aspect 41, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 131] In aspect 42, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 132] In aspect 43, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 133] In aspect 44, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 134] In aspect 45, R １However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 135] In aspect 46, R １ However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 136] In aspect 47, R １However, a compound which is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms. [Aspect 137] A compound in which W is an oxygen atom in Aspect 1. [Aspect 138] A compound in which W is an oxygen atom in Aspect 2. [Aspect 139] A compound in which W is an oxygen atom in Aspect 3. [Aspect 140] A compound in which W is an oxygen atom in Aspect 4. [Aspect 141] A compound in which W is an oxygen atom in Aspect 5. [Aspect 142] A compound in which W is an oxygen atom in Aspect 6. [Aspect 143] A compound in which W is an oxygen atom in Aspect 7. [Aspect 144] A compound in which W is an oxygen atom in Aspect 8. [Aspect 145] A compound in which W is an oxygen atom in Aspect 9. [Aspect 146] A compound in which W is an oxygen atom in Aspect 10. [Aspect 147] A compound in which W is an oxygen atom in Aspect 11. [Aspect 148] A compound in which W is an oxygen atom, as in Aspect 12. [Aspect 149] A compound in which W is an oxygen atom, as in Aspect 13. [Aspect 150] A compound in which W is an oxygen atom, as in Aspect 14. [Aspect 151] A compound in which W is an oxygen atom, as in Aspect 15. [Aspect 152] A compound in which W is an oxygen atom, as in Aspect 16. [Aspect 153] A compound in which W is an oxygen atom, as in Aspect 17. [Aspect 154] A compound in which W is an oxygen atom, as in Aspect 22. [Aspect 155] A compound in which W is an oxygen atom, as in Aspect 23. [Aspect 156] A compound in which W is an oxygen atom, as in Aspect 24. [Aspect 157] A compound in which W is an oxygen atom, as in Aspect 25. [Aspect 158] A compound in which W is an oxygen atom, as in Aspect 26. [Aspect 159] A compound in which W is an oxygen atom, as in Aspect 27. [Aspect 160] A compound in which W is an oxygen atom, as in Aspect 28. [Aspect 161] A compound in which W is an oxygen atom, as in Aspect 29. [Aspect 162] A compound in which W is an oxygen atom, as in Aspect 30. [Aspect 163] A compound in which W is an oxygen atom, as in Aspect 31. [Aspect 164] A compound in which W is an oxygen atom, as in Aspect 32. [Aspect 165] A compound in which W is an oxygen atom, as in Aspect 33. [Aspect 166] A compound in which W is an oxygen atom, as in Aspect 34. [Aspect 167] A compound in which W is an oxygen atom, as in Aspect 35.[Aspect 168] A compound in which W is an oxygen atom in Aspect 36. [Aspect 169] A compound in which W is an oxygen atom in Aspect 37. [Aspect 170] A compound in which W is an oxygen atom in Aspect 38. [Aspect 171] A compound in which W is an oxygen atom in Aspect 39. [Aspect 172] A compound in which W is an oxygen atom in Aspect 40. [Aspect 173] A compound in which W is an oxygen atom in Aspect 41. [Aspect 174] A compound in which W is an oxygen atom in Aspect 42. [Aspect 175] A compound in which W is an oxygen atom in Aspect 43. [Aspect 176] A compound in which W is an oxygen atom in Aspect 44. [Aspect 177] A compound in which W is an oxygen atom in Aspect 45. [Aspect 178] A compound in which W is an oxygen atom in Aspect 46. [Aspect 179] A compound in which W is an oxygen atom in Aspect 47. [Aspect 180] A compound in which W is an oxygen atom, as in Aspect 48. [Aspect 181] A compound in which W is an oxygen atom, as in Aspect 49. [Aspect 182] A compound in which W is an oxygen atom, as in Aspect 50. [Aspect 183] A compound in which W is an oxygen atom, as in Aspect 51. [Aspect 184] A compound in which W is an oxygen atom, as in Aspect 52. [Aspect 185] A compound in which W is an oxygen atom, as in Aspect 53. [Aspect 186] A compound in which W is an oxygen atom, as in Aspect 54. [Aspect 187] A compound in which W is an oxygen atom, as in Aspect 55. [Aspect 188] A compound in which W is an oxygen atom, as in Aspect 56. [Aspect 189] A compound in which W is an oxygen atom, as in Aspect 57. [Aspect 190] A compound in which W is an oxygen atom, as in Aspect 58. [Aspect 191] A compound in which W is an oxygen atom, as in Aspect 59. [Aspect 192] A compound in which W is an oxygen atom in Aspect 60. [Aspect 193] A compound in which W is an oxygen atom in Aspect 61. [Aspect 194] A compound in which W is an oxygen atom in Aspect 62. [Aspect 195] A compound in which W is an oxygen atom in Aspect 63. [Aspect 196] A compound in which W is an oxygen atom in Aspect 64. [Aspect 197] A compound in which W is an oxygen atom in Aspect 65. [Aspect 198] A compound in which W is an oxygen atom in Aspect 66. [Aspect 199] A compound in which W is an oxygen atom in Aspect 67. [Aspect 200] A compound in which W is an oxygen atom in Aspect 68.[Aspect 201] A compound in which W is an oxygen atom, as in Aspect 69. [Aspect 202] A compound in which W is an oxygen atom, as in Aspect 70. [Aspect 203] A compound in which W is an oxygen atom, as in Aspect 71. [Aspect 204] A compound in which W is an oxygen atom, as in Aspect 72. [Aspect 205] A compound in which W is an oxygen atom, as in Aspect 73. [Aspect 206] A compound in which W is an oxygen atom, as in Aspect 74. [Aspect 207] A compound in which W is an oxygen atom, as in Aspect 75. [Aspect 208] A compound in which W is an oxygen atom, as in Aspect 76. [Aspect 209] A compound in which W is an oxygen atom, as in Aspect 77. [Aspect 210] A compound in which W is an oxygen atom, as in Aspect 78. [Aspect 211] A compound in which W is an oxygen atom, as in Aspect 79. [Aspect 212] A compound in which W is an oxygen atom, as in Aspect 80. [Aspect 213] A compound in which W is an oxygen atom, as in Aspect 81. [Aspect 214] A compound in which W is an oxygen atom, as in Aspect 82. [Aspect 215] A compound in which W is an oxygen atom, as in Aspect 83. [Aspect 216] A compound in which W is an oxygen atom, as in Aspect 84. [Aspect 217] A compound in which W is an oxygen atom, as in Aspect 85. [Aspect 218] A compound in which W is an oxygen atom, as in Aspect 86. [Aspect 219] A compound in which W is an oxygen atom, as in Aspect 87. [Aspect 220] A compound in which W is an oxygen atom, as in Aspect 88. [Aspect 221] A compound in which W is an oxygen atom, as in Aspect 89. [Aspect 222] A compound in which W is an oxygen atom, as in Aspect 90. [Aspect 223] A compound in which W is an oxygen atom, as in Aspect 91. [Aspect 224] A compound in which W is an oxygen atom, as in Aspect 92. [Aspect 225] A compound in which W is an oxygen atom, as in Aspect 93. [Aspect 226] A compound in which W is an oxygen atom, as in Aspect 94. [Aspect 227] A compound in which W is an oxygen atom, as in Aspect 95. [Aspect 228] A compound in which W is an oxygen atom, as in Aspect 96. [Aspect 229] A compound in which W is an oxygen atom, as in Aspect 97. [Aspect 230] A compound in which W is an oxygen atom, as in Aspect 98. [Aspect 231] A compound in which W is an oxygen atom, as in Aspect 99. [Aspect 232] A compound in which W is an oxygen atom, as in Aspect 100. [Aspect 233] A compound in which W is an oxygen atom, as in Aspect 101.[Aspect 234] A compound in which W is an oxygen atom, as in Aspect 102. [Aspect 235] A compound in which W is an oxygen atom, as in Aspect 103. [Aspect 236] A compound in which W is an oxygen atom, as in Aspect 104. [Aspect 237] A compound in which W is an oxygen atom, as in Aspect 105. [Aspect 238] A compound in which W is an oxygen atom, as in Aspect 106. [Aspect 239] A compound in which W is an oxygen atom, as in Aspect 107. [Aspect 240] A compound in which W is an oxygen atom, as in Aspect 108. [Aspect 241] A compound in which W is an oxygen atom, as in Aspect 109. [Aspect 242] A compound in which W is an oxygen atom, as in Aspect 110. [Aspect 243] A compound in which W is an oxygen atom, as in Aspect 111. [Aspect 244] A compound in which W is an oxygen atom, as in Aspect 112. [Aspect 245] A compound in which W is an oxygen atom, as in Aspect 113. [Aspect 246] A compound in which W is an oxygen atom, as in Aspect 114. [Aspect 247] A compound in which W is an oxygen atom, as in Aspect 115. [Aspect 248] A compound in which W is an oxygen atom, as in Aspect 116. [Aspect 249] A compound in which W is an oxygen atom, as in Aspect 117. [Aspect 250] A compound in which W is an oxygen atom, as in Aspect 118. [Aspect 251] A compound in which W is an oxygen atom, as in Aspect 119. [Aspect 252] A compound in which W is an oxygen atom, as in Aspect 120. [Aspect 253] A compound in which W is an oxygen atom, as in Aspect 121. [Aspect 254] A compound in which W is an oxygen atom, as in Aspect 122. [Aspect 255] A compound in which W is an oxygen atom, as in Aspect 123. [Aspect 256] A compound in which W is an oxygen atom, as in Aspect 124. [Aspect 257] A compound in which W is an oxygen atom, as in Aspect 125. [Aspect 258] A compound in which W is an oxygen atom, as in Aspect 126. [Aspect 259] A compound in which W is an oxygen atom, as in Aspect 127. [Aspect 260] A compound in which W is an oxygen atom, as in Aspect 128. [Aspect 261] A compound in which W is an oxygen atom, as in Aspect 129. [Aspect 262] A compound in which W is an oxygen atom, as in Aspect 130. [Aspect 263] A compound in which W is an oxygen atom, as in Aspect 131. [Aspect 264] A compound in which W is an oxygen atom, as in Aspect 132. [Aspect 265] A compound in which W is an oxygen atom, as in Aspect 133.[Aspect 266] A compound in which W is an oxygen atom in Aspect 134. [Aspect 267] A compound in which W is an oxygen atom in Aspect 135. [Aspect 268] A compound in which W is an oxygen atom in Aspect 136. [Aspect 269] X in Aspect 1. １ A compound in which is a sulfur atom. [Aspect 270] In Aspect 2, X １ A compound in which is a sulfur atom. [Aspect 271] In Aspect 3, X １ A compound in which is a sulfur atom. [Aspect 272] In Aspect 4, X １ A compound in which is a sulfur atom. [Aspect 273] In Aspect 5, X １ A compound in which is a sulfur atom. [Aspect 274] In Aspect 6, X １ A compound in which is a sulfur atom. [Aspect 275] In Aspect 7, X １ A compound in which is a sulfur atom. [Aspect 276] In Aspect 8, X １ A compound in which is a sulfur atom. [Aspect 277] In aspect 9, X １ A compound in which is a sulfur atom. [Aspect 278] In Aspect 10, X １ A compound in which is a sulfur atom. [Aspect 279] In Aspect 11, X １ A compound in which X is a sulfur atom. [Aspect 280] In Aspect 12, X １ A compound in which is a sulfur atom. [Aspect 281] In aspect 13, X １ A compound in which is a sulfur atom. [Aspect 282] In Aspect 14, X １ A compound in which is a sulfur atom. [Aspect 283] In aspect 15, X １ A compound in which is a sulfur atom. [Aspect 284] In Aspect 16, X １ A compound in which is a sulfur atom. [Aspect 285] In Aspect 17, X １ A compound in which is a sulfur atom. [Aspect 286] In aspect 18, X １ A compound in which is a sulfur atom. [Aspect 287] In Aspect 19, X １ A compound in which is a sulfur atom. [Aspect 288] In Aspect 20, X １ A compound in which is a sulfur atom. [Aspect 289] In Aspect 21, X １A compound in which is a sulfur atom. [Aspect 290] In Aspect 1, X １ A compound in which X is an oxygen atom. [Aspect 291] In Aspect 2, X １ A compound in which is an oxygen atom. [Aspect 292] In Aspect 3, X １ A compound in which X is an oxygen atom. [Aspect 293] In Aspect 4, X １ A compound in which is an oxygen atom. [Aspect 294] In Aspect 5, X １ A compound in which is an oxygen atom. [Aspect 295] In Aspect 6, X １ A compound in which is an oxygen atom. [Aspect 296] In Aspect 7, X １ A compound in which is an oxygen atom. [Aspect 297] In Aspect 8, X １ A compound in which X is an oxygen atom. [Aspect 298] In aspect 9, X １ A compound in which is an oxygen atom. [Aspect 299] In Aspect 10, X １ A compound in which is an oxygen atom. [Aspect 300] In aspect 11, X １ A compound in which is an oxygen atom. [Aspect 301] In aspect 12, X １ A compound in which is an oxygen atom. [Aspect 302] In aspect 13, X １ A compound in which is an oxygen atom. [Aspect 303] In aspect 14, X １ A compound in which is an oxygen atom. [Aspect 304] In aspect 15, X １ A compound in which is an oxygen atom. [Aspect 305] In aspect 16, X １ A compound in which is an oxygen atom. [Aspect 306] In aspect 17, X １ A compound in which X is an oxygen atom. [Aspect 307] In aspect 18, X １ A compound in which is an oxygen atom. [Aspect 308] In aspect 19, X １ A compound in which X is an oxygen atom. [Aspect 309] In aspect 20, X １ A compound in which X is an oxygen atom. [Aspect 310] In aspect 21, X １ A compound in which X is an oxygen atom. [Aspect 311] In aspect 1, X １ NR ７ And R ７A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 312] In aspect 2, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 313] In aspect 3, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 314] In aspect 4, X １ NR ７ And R ７ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 315] In aspect 5, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 316] In aspect 6, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 317] In aspect 7, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 318] In aspect 8, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 319] In aspect 9, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 320] In aspect 10, X １ NR ７ And R ７A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 321] In aspect 11, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 322] In aspect 12, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 323] In aspect 13, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 324] In aspect 14, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 325] In aspect 15, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 326] In aspect 16, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 327] In aspect 17, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 328] In aspect 18, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 329] In aspect 19, X １ NR ７ And R ７A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 330] In aspect 20, X １ NR ７ And R ７ A compound in which X is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 331] In aspect 21, X １ NR ７ And R ７ A compound in which R is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 332] In aspect 1, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 333] In aspect 2, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 334] In aspect 3, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 335] In aspect 4, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 336] In aspect 5, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 337] In aspect 6, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 338] In aspect 7, R ２However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 339] In aspect 8, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 340] In aspect 9, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 341] In aspect 10, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 342] In aspect 11, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 343] In aspect 12, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 344] In aspect 13, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 345] In aspect 14, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 346] In aspect 15, R ２ However, it is an ethyl group, R １However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 347] In aspect 16, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 348] In aspect 17, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 349] In aspect 18, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 350] In aspect 19, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 351] In aspect 20, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 352] In aspect 21, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 353] In aspect 22, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 354] In aspect 23, R ２ However, it is an ethyl group, R １However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 355] In aspect 24, R ２ However, it is an ethyl group, R １ However, the compound is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom. [Aspect 356] In aspect 1, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 357] In aspect 2, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which R is a sulfur atom. [Aspect 358] In aspect 3, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 359] In Aspect 4, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 360] In aspect 5, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 361] In aspect 6, R ２ However, it is an ethyl group, R １However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 362] In Aspect 7, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 363] In aspect 8, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 364] In aspect 9, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 365] In aspect 10, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 366] In aspect 11, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 367] In aspect 12, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 368] In aspect 13, R ２ However, it is an ethyl group, R１ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which R is a sulfur atom. [Aspect 369] In Aspect 14, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 370] In aspect 15, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 371] In aspect 16, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 372] In aspect 17, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 373] In aspect 18, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 374] In aspect 19, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is a sulfur atom. [Aspect 375] In aspect 20, R ２is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is a sulfur atom. [Aspect 376] In aspect 21, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is a sulfur atom. [Aspect 377] In aspect 1, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 378] In aspect 2, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 379] In aspect 3, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 380] In aspect 4, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 381] In aspect 5, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 382] In aspect 6, R ２However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 383] In aspect 7, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 384] In aspect 8, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 385] In aspect 9, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 386] In aspect 10, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 387] In aspect 11, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 388] In aspect 12, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 389] In Aspect 13, R２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 390] In Aspect 14, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 391] In aspect 15, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 392] In aspect 16, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which R is an oxygen atom. [Aspect 393] In Aspect 17, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which is an oxygen atom. [Aspect 394] In Aspect 18, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １ A compound in which R is an oxygen atom. [Aspect 395] In Aspect 19, R ２ However, it is an ethyl group, R １ However, it is a C1-C6 chain hydrocarbon group or a cyclopropylmethyl group which may be substituted with one or more halogen atoms, and W is an oxygen atom, X １A compound in which is an oxygen atom. [Aspect 396] In Aspect 20, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 397] In Aspect 21, R ２ is an ethyl group, and R １ is a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, or a cyclopropylmethyl group, W is an oxygen atom, and X １ is an oxygen atom. [Aspect 398] In any of Aspects 1 to 21, Aspects 25 to 268, Aspects 332 to 355 or the compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ is CR ９ａ where Z ２ is CR ９ｂ where Z ３ is CR ９ｃ where Z ４ is CR ９ｄ where R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ are the same or different and are optionally substituted with one or more substituents selected from the group consisting of a C1-C6 linear hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom and a cyano group, a C3-C7 cycloalkyl group optionally substituted with one or more substituents, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, and R ５２ is a C1-C6 linear 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 hydrogen atom, or S(O) ２ R ５８ where v is 0, 1 or 2, and R ５８However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 399] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 400] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 401] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 402] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 403] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 404] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 405] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 406] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 407] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 408] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 409] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 410] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 411] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 412] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , S(O) ｖ R ５８ , a cyano group, a nitro group, a hydrogen atom, or a halogen atom, R ５２ However, 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 hydrogen atom, or S(O) ２ R ５８ And v is 0, 1 or 2, R ５８ However, a compound which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 413] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 414] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 415] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 416] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 417] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 418] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 419] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 420] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 421] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 422] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 423] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 424] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 425] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R９ａ , R ９ｂ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 426] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 427] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄHowever, C1-C6 chain hydrocarbon groups that are identical or different in phase and may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups that may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups, OR ５２ , a hydrogen atom, or a halogen atom, R ５２ A compound in which is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. [Aspect 428] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 429] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 430] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａZ ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 431] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 432] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 433] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 434] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 435] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 436] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z１ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 437] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 438] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 439] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X１ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ , R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 440] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ , R ９ｂ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 441] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 442] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X１ This is an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｂ , R ９ｃ and R ９ｄ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 443] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 444] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃHowever, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 445] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 446] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｃ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 447] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ is a sulfur atom or an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄAnd R ９ｄ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 448] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 449] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 450] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 451] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｃ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 452] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｄ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃHowever, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 453] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 454] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ is a nitrogen atom, R ９ａ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃ However, the compound is the same or different in phase, and is a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom. [Aspect 455] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４CR ９ｄ X １ is a sulfur atom or an oxygen atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ This is a nitrogen atom, Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｂ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 456] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ CR ９ａ Z ２ This is a nitrogen atom, Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ａ and R ９ｄ However, they are the same or different hydrogen atoms or halogen atoms, R ９ｃ A compound in which X is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Aspect 457] In any of aspects 1 to 21, aspects 25 to 268, aspects 332 to 355 or compound N of the present invention, X １ This is an oxygen atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ And R ９ｄ However, it is a hydrogen atom or a halogen atom, R ９ｂ and R ９ｃA compound which is the same or different in phase, consisting of a methyl group, trifluoromethyl group, difluoromethyl group, methoxy group, trifluoromethoxy group, difluoromethoxy group, hydrogen atom, or halogen atom.

[0014] Next, the method for producing the compound of the present invention will be described.

[0015] Manufacturing Method 1 The compound represented by formula (I-1-b) (hereinafter referred to as compound (I-1-b)) or the compound represented by formula (I-1-c) (hereinafter referred to as compound (I-1-c)) can be produced by reacting the compound represented by formula (I-1-a) (hereinafter referred to as compound (I-1-a)) with an oxidizing agent. Compound (I-1-c) can also be produced by reacting compound (I-1-b) with an oxidizing agent. [In the formula, the symbols have the same meaning as above.]

[0016] First, a method for producing compound (I-1-b) from compound (I-1-a) will be described. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons such as dichloromethane and chloroform (hereinafter referred to as halogenated hydrocarbons); nitriles such as acetonitrile (hereinafter referred to as nitriles); alcohols such as methanol and ethanol (hereinafter referred to as alcohols); acetic acid; water; and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide. When hydrogen peroxide is used as an oxidizing agent, a base or catalyst may be added as needed. An example of a base used in the reaction is sodium carbonate. When a base is used in the reaction, the base is usually used in a ratio of 0.01 to 1 mole per mole of compound (I-1-a). Examples of catalysts used in the reaction include tungstic acid and sodium tungstate. When a catalyst is used in the reaction, typically 0.01 to 0.5 moles of catalyst are used per mole of compound (I-1-a). Typically 1 to 1.2 moles of oxidizing agent are used per mole of compound (I-1-a). The reaction temperature is typically in the range of -20 to 80°C. The reaction time is typically in the range of 0.1 to 12 hours. After the reaction is complete, water is added to the reaction mixture, extracted with an organic solvent, and the organic layer is washed with aqueous solutions of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and a base (e.g., sodium bicarbonate) as needed. Compound (I-1-b) can be obtained by drying and concentrating the organic layer.

[0017] Next, a method for producing compound (I-1-c) from compound (I-1-b) is described. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons, nitriles, alcohols, acetic acid, water, and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include mCPBA and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or catalyst may be added as needed. An example of a base used in the reaction is sodium carbonate. When a base is used in the reaction, it is usually used in a ratio of 0.01 to 1 mole of base per mole of compound (I-1-b). An example of a catalyst used in the reaction is sodium tungstate. When a catalyst is used in the reaction, it is usually used in a ratio of 0.01 to 0.5 moles of catalyst per mole of compound (I-1-b). An example of a catalyst used in the reaction is sodium tungstate. The reaction time is typically in the range of 0.1 to 12 hours. After the reaction is complete, water is added to the reaction mixture, and it is extracted with an organic solvent. The organic layer is then washed with an aqueous solution of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate) as needed. By drying and concentrating this organic layer, compound (I-1-c) can be obtained.

[0018] Furthermore, compound (I-1-c) can also be produced in a one-pot reaction by reacting compound (I-1-a) with an oxidizing agent. The reaction can be carried out in accordance with the method for producing compound (I-1-c) from compound (I-1-b), using an oxidizing agent in a ratio of typically 2 to 5 moles per mole of compound (I-1-a).

[0019] Manufacturing Method 2 The compound represented by formula (I-1) (hereinafter referred to as compound (I-1)) can be produced by reacting the compound represented by formula (M1-1) (hereinafter referred to as compound (M1-1)) and the compound represented by formula (M2-1) (hereinafter referred to as compound (M2-1)) in the presence of a condensing agent.

[0020] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers such as tetrahydrofuran (hereinafter referred to as THF), methyl tert-butyl ether (hereinafter referred to as MTBE), and 1,2-dimethoxyethane (hereinafter referred to as ethers); halogenated hydrocarbons; aromatic hydrocarbons such as toluene and xylene (hereinafter referred to as aromatic hydrocarbons); esters such as ethyl acetate and butyl acetate (hereinafter referred to as esters); nitriles; aprotic polar solvents such as N-methylpyrrolidone (hereinafter referred to as NMP), N,N-dimethylformamide (hereinafter referred to as DMF), and dimethyl sulfoxide (hereinafter referred to as DMSO) (hereinafter referred to as aprotic polar solvents); nitrogen-containing aromatic compounds such as pyridine, picoline, lutidine, and quinoline (hereinafter referred to as nitrogen-containing aromatic compounds); and mixtures of two or more of these. Examples of condensing agents used in the reaction include carbodiimides such as 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride and 1,3-dicyclohexylcarbodiimide. A catalyst may be used in the reaction as needed. An example of a catalyst may be used in the reaction. When a catalyst is used in the reaction, it is usually used in a ratio of 0.01 to 0.5 moles of catalyst per mole of compound (M1-1). A base may be used in the reaction as needed. Examples of bases may be organic bases such as triethylamine, N,N-diisopropylethylamine, pyridine, and 4-(dimethylamino)pyridine (hereinafter referred to as organic bases). When a base is used in the reaction, it is usually used in a ratio of 1 to 2 moles of base per mole of compound (M1-1). In the reaction, compound (M2-1) is usually used in a ratio of 1 to 2 moles and a condensing agent is usually used in a ratio of 1 to 2 moles per mole of compound (M1-1). The reaction temperature is typically in the range of 0 to 200°C. The reaction time is typically in the range of 0.1 to 12 hours. After the reaction is complete, compound (I-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.Compounds (M1-1) and (M2-1) are commercially available compounds or can be produced using known methods.

[0021] Manufacturing Method 3 Compound (I-1) can also be produced by reacting the compound represented by formula (M1-2) (hereinafter referred to as compound (M1-2)) with compound (M2-1). [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers; aliphatic hydrocarbons such as hexane, heptane, and octane (hereinafter referred to as aliphatic hydrocarbons); aromatic hydrocarbons; halogenated hydrocarbons; esters; nitriles; aprotic polar solvents and mixtures of two or more of these. A base may be used in the reaction as needed. Examples of bases used in the reaction include alkali metal carbonates such as sodium carbonate, potassium carbonate, and cesium carbonate (hereinafter referred to as alkali metal carbonates); alkali metal hydroxides such as sodium hydroxide and potassium hydroxide (hereinafter referred to as alkali metal hydroxides); alkali metal hydrides such as sodium hydride (hereinafter referred to as alkali metal hydrides); and organic bases. When a base is used in the reaction, the base is usually used in a ratio of 1 to 2 moles per mole of compound (M1-2). In the reaction, compound (M2-1) is typically used in a ratio of 0.8 to 1.2 moles per mole of compound (M1-2). The reaction temperature is typically in the range of -20 to 200°C. The reaction time is typically in the range of 0.1 to 24 hours. After the reaction is complete, compound (I-1) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (M1-2) can be a commercially available compound or can be produced using known methods.

[0022] Manufacturing Method 4 Compound (I-1-a) can be manufactured according to the following scheme. [In the formula, L ａ represents a chlorine atom, a bromine atom, or an iodine atom, L ｂ SR ２, or represents a hydrogen atom, and other symbols have the same meaning as above.] First, we will describe the process of producing the compound represented by formula (M3-3) (hereinafter referred to as compound (M3-3)) from the compound represented by formula (M3-2) (hereinafter referred to as compound (M3-2)). Compound (M3-3) can be produced by reacting compound (M3-2) with a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, water, and mixtures of two or more of these. Examples of halogenating agents include chlorine, bromine, iodine, N-chlorosuccinimide, N-bromosuccinimide, N-iodosuccinimide, etc. In the reaction, halogenating agent is usually used in a ratio of 1 to 20 moles per mole of compound (M3-2). The reaction temperature is usually in the range of -20°C to 200°C. The reaction time is typically in the range of 0.1 to 72 hours. After the reaction is complete, compound (M3-3) 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. Compound (M3-2) can be a commercially available compound or can be produced using known methods.

[0023] Next, the process for producing compound (I-1-a) from compound (M3-3) is described. Compound (I-1-a) can be produced by reacting compound (M3-3) with the compound represented by formula (R-2) (hereinafter referred to as compound (R-2)) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of metal catalysts used in the reaction include tetrakis(triphenylphosphine)palladium(O), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (hereinafter referred to as PdCl). ２ (denoted as dPPf), Tris(dibenzylideneacetone)dipalladium(0) (hereinafter referred to as Pd ２ (dba) ３Examples of catalysts include palladium catalysts such as palladium(II) acetate (as indicated by the notation), nickel catalysts such as bis(cyclooctadiene)nickel(O) and nickel(II) chloride, and copper catalysts such as copper(I) iodide and copper(I) chloride. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, and organic bases. Ligands can also be used in the reaction. Examples of ligands include triphenylphosphine, xanthophos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, and 1,10-phenanthroline. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 1 mole per mole of compound (M3-3). In the reaction, the compounds (R-2), metal catalyst, and base are usually used in a ratio of 1 to 20 moles, 0.01 to 0.5 moles, and base, respectively, per mole of compound (M3-3). The reaction temperature is usually in the range of -20°C to 200°C. The reaction time is usually in the range of 0.1 to 72 hours. After the reaction is complete, compound (I-1-a) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (R-2) is a commercially available compound or can be produced using known methods.

[0024] Next, the process for producing compound (I-1-a) from compound (M3-2) is described. Compound (I-1-a) can also be produced by reacting compound (M3-2) and compound (R-2) in the presence of a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of halogenating agents include bromine, iodine, sodium bromide, potassium bromide, sodium iodide, and potassium iodide. An oxidizing agent may be used in the reaction as needed. Examples of oxidizing agents used in the reaction include hydrogen peroxide, tert-butyl hydroperoxide, and DMSO. When an oxidizing agent is used in the reaction, it is usually used in a ratio of 1 to 20 moles of oxidizing agent per mole of compound (M3-2). In the reaction, compound (R-2) is typically used in a ratio of 0.5 to 10 moles and halogenating agent in a ratio of 1 mole of compound (M3-2). The reaction temperature is typically in the range of 0°C to 200°C. The reaction time is typically in the range of 0.1 to 72 hours. After the reaction is complete, compound (I-1-a) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0025] Manufacturing Method 5 The compound represented by formula (I-2) (hereinafter referred to as compound (I-2)) can be produced by reacting compound (I-1) with a sulfurizing agent. [In the formula, the symbols have the same meaning as above.] The reaction is carried out in or without a solvent. Examples of solvents include ethers, halogenated hydrocarbons, aromatic hydrocarbons, nitriles, nitrogen-containing aromatic compounds, and mixtures of two or more of these. Examples of sulfiding agents include phosphorus pentasulfide and Lawson's reagent (2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan-2,4-disulfide). In the reaction, the sulfiding agent is usually used in a ratio of 1 mole to 3 moles per mole of compound (I-1). The reaction temperature is usually in the range of 0°C to 200°C. The reaction time is usually in the range of 1 to 24 hours. After the reaction is complete, compound (I-2) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0026] Manufacturing Method 6 The compound represented by formula (I-3-b) (hereinafter referred to as compound (I-3-b)) can be produced by reacting the compound represented by formula (I-3-a) (hereinafter referred to as compound (I-3-a)) with the compound represented by formula (R-3) (hereinafter referred to as compound (R-3)) or the compound represented by formula (R-4) (hereinafter referred to as compound (R-4)) in the presence of a metal catalyst and a base. [In the formula, L ２ R represents a chlorine atom, a bromine atom, or an iodine atom. ３ｍThe symbol represents 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 K, a phenyl group which may be substituted with one or more substituents selected from group M, or a 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group M, and the other symbols have the same meaning as above. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, and phosphates. Examples of metal catalysts used in the reaction include nickel catalysts such as bis(cyclooctadiene)nickel(O) and nickel(II) chloride; palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), Pd ２ (dba) ３ , PdCl ２Examples of palladium catalysts include (dPPf). The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 ligands are used in the reaction, the ligand is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-3-a). In the reaction, the following ratios are typically used: compound (R-3) or compound (R-4) in a ratio of 1 to 5 moles per mole of compound (I-3-a), a metal catalyst in a ratio of 0.01 to 0.5 moles, and a base in a ratio of 1 to 3 moles. 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, compound (I-3-b) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0027] Manufacturing Method 7 The compound represented by formula (I-3-c) (hereinafter referred to as compound (I-3-c)) can also be manufactured according to the following scheme. [In the formula, R ３ｎ The symbol represents a phenyl group which may be substituted with one or more substituents selected from group M, or a 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group M, and the other symbols have the same meaning as above.

[0028] The compound represented by formula (M3-4) (hereinafter referred to as compound (M3-4)) can be produced by reacting compound (I-3-a) with bis(pinacolate)diboron in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium catalysts such as [1,1'-bis(diphenylphosphinone)ferrocene]dichloropalladium(II). In the reaction, bis(pinacolate)diboron is usually used in a ratio of 1 to 3 moles, metal catalyst in a ratio of 0.01 to 0.5 moles, and base in a ratio of 1 to 5 moles per mole of compound (I-3-a). 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 reaction mixture is mixed with water, extracted with an organic solvent, and the organic layer is dried and concentrated to obtain compound (M3-4).

[0029] Compound (I-3-c) can be produced by reacting compound (M3-4) with the compound represented by formula (R-5) (hereinafter referred to as compound (R-5)) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２Examples of palladium catalysts include (dPPf). The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 ligands are used in the reaction, typically 0.01 to 0.5 moles of ligand are used per mole of compound (M3-4). In the reaction, typically 1 to 5 moles of compound (R-5), 0.01 to 0.5 moles of metal catalyst, and 1 to 5 moles of base are used per mole of compound (M3-4). 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, compound (I-3-c) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (R-5) is a commercially available compound or can be produced using known methods.

[0030] Manufacturing Method 8 The compound represented by formula (I-3-e) (hereinafter referred to as compound (I-3-e)) can be produced by reacting the compound represented by formula (I-3-d) (hereinafter referred to as compound (I-3-d)) with the compound represented by formula (R-6) (hereinafter referred to as compound (R-6)). [In the formula, L ４ The symbol represents a halogen atom, and the other symbols have the same meaning as above.

[0031] L ４When R-6 is a fluorine atom, a chlorine atom, or a bromine atom, compound (I-3-e) can be produced by reacting compound (I-3-d) in the presence of a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. In the reaction, compound (R-6) is usually used in a ratio of 1 to 5 moles and base in a ratio of 1 to 5 moles per mole of compound (I-3-d). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-3-e) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0032] L ４ When is a chlorine atom, a bromine atom, or an iodine atom, compound (I-3-e) can be produced by reacting compound (I-3-d) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２Examples of palladium catalysts include (dPPf). The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 (I-3-d). In the reaction, the compounds used are typically 1 to 5 moles of compound (R-6), 0.01 to 0.5 moles of metal catalyst, and 1 to 5 moles of base per mole of compound (I-3-d). 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, compound (I-3-e) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (R-6) is a commercially available compound or can be produced using known methods.

[0033] Manufacturing Method 9 The compound represented by formula (I-3-f) (hereinafter referred to as compound (I-3-f)) can be produced by reacting compound (I-3-d) with the compound represented by formula (R-7) (hereinafter referred to as compound (R-7)). [In the formula, the symbols have the same meaning as above.] The reaction can be carried out using compound (R-7) instead of compound (R-6), in accordance with the method described in Manufacturing Method 8. Compound (R-7) is a commercially available compound or can be manufactured using known methods.

[0034] Manufacturing Method 10 The compound represented by formula (I-3-g) (hereinafter referred to as compound (I-3-g)) can be produced by reacting compound (I-3-a) and the compound represented by formula (R-8) (hereinafter referred to as compound (R-8)) in the presence of a metal catalyst and a base. [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２Examples of palladium catalysts include (dPPf). The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 (I-3-a). In the reaction, the compounds used are typically 1 to 5 moles of compound (R-8), 0.01 to 0.5 moles of metal catalyst, and 1 to 5 moles of base per mole of compound (I-3-a). 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, compound (I-3-g) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (R-8) is a commercially available compound or can be produced using known methods.

[0035] Manufacturing Method 11 Compound (I-3-b) can also be produced by reacting compound (I-3-a) with the compound represented by formula (R-9) (hereinafter referred to as compound (R-9)) in the presence of a metal catalyst and a base. [In the formula, R ａThe symbol represents a C1-C6 chain hydrocarbon group, and the other symbols have the same meaning as above. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal carbonates, organic bases, phosphates, and alkali metal halides such as lithium chloride and cesium fluoride. Examples of metal catalysts used in the reaction include palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２Examples of palladium catalysts include (dPPf). The reaction may also be carried out using additional metal catalysts as needed. Examples of additional metal catalysts include copper catalysts such as copper(I) iodide. The reaction may also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 ligands are used in the reaction, the ligand is usually used in a ratio of 0.01 to 0.5 moles per mole of compound (I-3-a). The reaction typically involves using 1 to 5 moles of compound (R-9), 0.01 to 0.5 moles of metal catalyst, and 1 to 3 moles of base per mole of compound (I-3-a). 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, compound (I-3-b) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0036] Manufacturing Method 12 The compound represented by formula (I-4-b) (hereinafter referred to as compound (I-4-b)) can be produced by reacting the compound represented by formula (I-4-a) (hereinafter referred to as compound (I-4-a)) with compound (R-3) or compound (R-4) in the presence of a metal catalyst and a base. [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, and phosphates. Examples of metal catalysts used in the reaction include nickel catalysts such as bis(cyclooctadiene)nickel(O) and nickel(II) chloride; palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２ Examples of palladium catalysts include (dPPf). The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 ligands are used in the reaction, the ligand is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-4-a). In the reaction, the compounds used are typically 1 to 5 moles of compound (R-3) or compound (R-4), typically 0.01 to 0.5 moles of metal catalyst, and typically 1 to 3 moles of base per mole of compound (I-4-a). 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, compound (I-4-b) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0037] Reference Manufacturing Method 1 Compound (M3-1) can be produced by reacting compound (M1-1) and the compound represented by formula (M2-2) (hereinafter referred to as compound (M2-2)) in the presence of a condensing agent. [In the formula, the symbols have the same meaning as above.] The reaction can be carried out using compound (M2-2) instead of compound (M2-1), in accordance with the method described in Manufacturing Method 2. Compound (M2-2) is a commercially available compound or can be manufactured using known methods.

[0038] Reference Manufacturing Method 2: Compound (M3-1) can also be produced by reacting compound (M1-2) and compound (M2-2). [In the formula, the symbols have the same meaning as above.] The reaction can be carried out using compound (M2-2) instead of compound (M2-1), in accordance with the method described in Production Method 3.

[0039] The compound represented by formula (M2-2-A) (hereinafter referred to as compound (M2-2-A)) can be manufactured according to the following scheme. [In the formula, the symbols have the same meaning as above.]

[0040] The compound represented by formula (M2-4-a) (hereinafter referred to as compound (M2-4-a)) can be produced by reacting the compound represented by formula (M2-3-a) (hereinafter referred to as compound (M2-3-a)) with a thiocyanate. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, acetic acid, water, and mixtures of two or more of these. Examples of thiocyanates used in the reaction include sodium thiocyanate, potassium thiocyanate, and ammonium thiocyanate. In the reaction, 1 to 5 moles of thiocyanate are usually used per mole of compound (M2-3-a). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (M2-4-a) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (M2-3-a) can be a commercially available compound or can be produced using known methods.

[0041] Compound (M2-2-A) can be produced by reacting compound (M2-4-a) in the presence of a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, acetic acid, water, and mixtures of two or more of these. Examples of halogenating agents used in the reaction include chlorine, bromine, N-chlorosuccinimide, N-bromosuccinimide, phenyltrimethylammonium tribromide, 1,3-dichloro-5,5-dimethylhydantoin, and 1,3-dibromo-5,5-dimethylhydantoin. In the reaction, halogenating agent is usually used in a ratio of 1 to 5 moles per mole of compound (M2-4-a). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, the compound (M2-2-A) 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.

[0042] Furthermore, compound (M2-2-A) can also be produced in a one-pot reaction by reacting compound (M2-3-a) with a thiocyanate in the presence of a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, acetic acid, water, and mixtures of two or more of these. Examples of thiocyanates used in the reaction include sodium thiocyanate, potassium thiocyanate, and ammonium thiocyanate. Examples of halogenating agents used in the reaction include chlorine, bromine, N-chlorosuccinimide, N-bromosuccinimide, phenyltrimethylammonium tribromide, 1,3-dichloro-5,5-dimethylhydantoin, and 1,3-dibromo-5,5-dimethylhydantoin. In the reaction, typically 1 to 5 moles of thiocyanate and 1 to 5 moles of halogenating agent are used per mole of compound (M2-3-a). 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 (M2-2-A) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0043] Reference Manufacturing Method 4: Compound (M2-2-A) can also be manufactured according to the following scheme. [In the formula, L ３ The symbol represents a halogen atom, and the other symbols have the same meaning as above.

[0044] The compound represented by formula (M2-4-b) (hereinafter referred to as compound (M2-4-b)) can be produced by reacting the compound represented by formula (M2-3-b) (hereinafter referred to as compound (M2-3-b)) with a thiocyanate. The reaction can be carried out using compound (M2-3-b) instead of compound (M2-3-a), in accordance with the method described in Reference Manufacturing Method 3. Compound (M2-3-b) is a commercially available compound or can be produced using known methods.

[0045] L ３When the base is a fluorine atom or a chlorine atom, compound (M2-2-A) can be produced by reacting compound (M2-4-b) in the presence of a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, and phosphates. In the reaction, the base is usually used in a ratio of 1 to 5 moles per mole of compound (M2-4-b). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (M2-2-A) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating the organic layer.

[0046] L ３ When is a chlorine atom, a bromine atom, or an iodine atom, compound (M2-2-A) can be produced by reacting compound (M2-4-b) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal carbonates, organic bases, and phosphates. Examples of metal catalysts used in the reaction include nickel catalysts such as bis(cyclooctadiene)nickel(O) and nickel(II) chloride; palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and Pd ２ (dba) ３ , PdCl ２Examples of catalysts include palladium catalysts such as (dPPf); and copper catalysts such as copper(I) iodide and copper(I) chloride. The reaction can also be carried out using ligands as needed. Examples of ligands include triphenylphosphine, xanthophos, 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 ligands are used in the reaction, typically 0.01 to 0.5 moles of ligand are used per mole of compound (M2-4-b). In the reaction, typically 0.01 to 0.5 moles of metal catalyst and typically 1 to 3 moles of base are used per mole of compound (M2-4-b). 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, compound (M2-2-A) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it.

[0047] Reference Manufacturing Method 5 Compound (M2-1) or its salt can be produced by reacting compound (M2-2) with the compound represented by formula (R-1) (hereinafter referred to as compound (R-1)). [In the formula, L １ is a chlorine atom, a bromine atom, an iodine atom, or OS(O) ２ CF ３The symbols represent leaving groups such as , and other symbols have the same meaning as above. The reaction is carried out in or without a solvent. Examples of solvents that can be used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. A base can be used in the reaction as needed. Examples of bases that can be used in the reaction include alkali metal carbonates, organic bases, and phosphates. When a base is used in the reaction, the base is usually used in a ratio of 1 to 5 moles per mole of compound (M2-2). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (M2-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, drying the organic layer, and concentrating it. Compound (R-1) is a commercially available compound or can be produced using known methods.

[0048] The compound of the present invention can be mixed with or used in combination with one or more components selected from the group consisting of (a), (b), (c), and (d) below (hereinafter referred to as "the component"). Mixing or used in combination means using the compound of the present invention and the component simultaneously, separately, or at time intervals. When the compound of the present invention and the component are used simultaneously, the compound of the present invention and the component may be contained in separate formulations or in a single formulation. 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 (a), (b), (c), and (d) (i.e., the component), and the compound of the present invention.

[0049] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride ion 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 ion channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone receptor modulators, multisite inhibitors, striate organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncoupling agents, 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, This group consists of inhibitors of III and IV, voltage-gated sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordal organ nicotinamidase inhibitors, GABAergic chloride ion channel allosteric modulators, calcium-activated potassium channel modulators, RNA interference-mediated target repressors, vesicular acetylcholine transporter inhibitors, microbial insecticides, and other arthropod and nematode-killing active ingredients. These are described in the IRAC classification based on mechanism of action.

[0050] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acyl amino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid and protein synthesis inhibitors (e.g., anilinopyrimidine fungicides), signaling inhibitors, lipid and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., triazole-based DMI fungicides), cell wall biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multi-point contact active fungicides, microbial fungicides, and other fungicidal active ingredients. These are described in the FRAC classification based on mechanism of action.

[0051] Group (c) is a group of plant growth regulating components (including mycorrhizal fungi and rhizobia).

[0052] Group (d) is the group of repellent components.

[0053] Examples of combinations of this component and the compounds of the present invention are described below. For example, alanycarb + SX means a combination of alanycarb and SX. The abbreviation SX refers to any one of the compounds of the present invention selected from the compound group SX1 to SX2016, the compounds of the present invention 1-1 to 1-45, the compounds of the present invention 2-1 to 2-6, and the compounds of the present invention 3-1 to 3-4, which will be described later. Furthermore, all of the components of this component described below are known components and can be obtained from commercially available formulations or manufactured by known methods. If the component is a microorganism, it can also be obtained from a microbial depositary. The numbers in parentheses represent CAS RN (registered trademark).

[0054] Combinations of the above group (a) components with the compounds of the present invention: abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acrinathrin + SX, acynonapyr + 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, Bark of Celastrus angulatus + SX, Bendiocarb + SX, Benfluthrin + SX, Benfuracarb + SX, Bensultap + SX, Bentioflumin SX, Benzoximate + SX, Benzpyrimoxan + SX, Beta-cyfluthrin + SX, beta-cypermethrin + SX, bifenazate + SX, bifenthrin + SX,Bioallethrin + SX, Bioresmethrin + SX, Bistrifluron + SX, Bisulflufen + SX, Borax + SX, Boric acid + SX, Broflanilide + SX, Bromopropylate + SX, Buprofezin + SX, Butocarboxim + SX, Butoxycarboxim + SX, Cadusafos + SX, Calcium phosphide + SX, Carbaryl + SX, Carbofuran + SX, Carbosulfan + SX, Cartap hydrochloride + SX, Cartap + SX, Chinomethionate + SX, Chlorantraniliprole + SX, Chlordane + SX, Chlorethoxyfos + SX, Chlorfenapyr + SX, Chlorfenvinphos + SX, Chlorfluazuron + SX, Chlormephos + SX, Chloropicrin + SX, Chlorpyrifos + SX, Chlorpyrifos-methyl + SX, Chromafenozide + SX, Clofentezine + SX, Clothianidin + SX, Concanamycin A + SX, Coumaphos + SX, Cryolite + SX,Cyanophos + SX, Cyantraniliprole + SX, Cybenzoxasulfyl + 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, Diclotophos + 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, ethiofencarb + SX, ethion + SX, Ethiprole + SX, Ethoprophos + SX, Etofenprox + SX, Ethoxazole + SX, Artemisia absinthium extract + SX, Azadirachta indica extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract + SX, Tansy extract + SX, Urtica dioica extract + SX Mistletoe extract (extract of Viscum album) + SX,Fanflu + SX, Fenamiphos + SX, Fenargimine + SX, Fenazaquin + SX, Fenbutatin oxide + SX, Fenitrothion + SX, Fenmezoditiaz + SX, Fenobucarb + SX, Fenoxycarb + SX, Fenpropathrin + SX, Fenpyroximate + SX, Fenthion + SX, Fentiazoluron + 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, flufenoprox + SX, flufenoxuron + SX, flufiprole + SX, flumethrin + SX, flumetnicam + SX, Flupentiofenox + SX, Flupymezotiaz + SX, Flupyradifurone + SX, Flupyrimin + SX,Flupyroxystrobin + 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, Imicyaphos + SX, Imidacloprid + SX, Imidaclotiz + SX, Imiprothrin + SX, Indazapyroxamet + SX, Indoxacarb + SX, Isocycloseram + SX, Isofenphos + SX, Isoflualanam + SX, Isoprocarb + SX, Isopropyl-O-(methoxyaminothiophosphoryl) salicylate + SX, Isoxathion + SX,Ivermectin + SX, Kadesrin + SX, Kappatefluthrin + SX, Kappabifenthrin + SX, Kinoprene + SX, Lambda-cyhalothrin + SX, Ledprona + 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, metamidophos + 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, mivorilaner + SX, modoflaner + SX, momfluorothrin + SX, monocrotophos + SX, moxidectin + SX,Naled + SX, Nicofluprole + SX, Nicotine + SX, Nicotine-sulfate + SX, Nitenpyram + SX, Novaluron + SX, Noviflumuron + SX, Oil of the seeds of Chenopodium anthelminticum + SX, Omethoate + SX, Oxamyl + SX, Oxazosulfyl + SX, Oxidemeton-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, pioxaniliprole + SX, piperflanilide + 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, Spiropidion + SX, Spirotetramat + SX, Sulfiflumin + SX, Sulfindoflufen + SX, sulfuramide + SX, sulfotep + SX, sulfoxaflor + SX, sulfoxamyl + 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 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, tiapyrachlor + SX, tigolaner + SX, thiolantraniliprole + SX, tioxazafen + SX,Tolfenpyrad + SX, Tralomethrin + SX, Transfluthrin + SX, Triazamate + SX, Triazophos + SX, Trichlorfon + SX, Trifluenfuronate + SX, Triflumezopyrim + SX, Triflumuron + SX, Trimethacarb + SX, Trioxyflanilide + SX, Tyclopyrazoflor + SX, Umifoxolaner + SX, Vadescana + SX, Vamidothion + SX, Vinylfluthrin + SX, Quassia amara wood extract + SX, XMC (3,5-dimethylphenyl N-methylcarbamate) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX,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, N-[4-chloro-2-(pyridin-3-yl)-1,3-thiazol-5-yl]-N-ethyl-3-(methanesulfonyl)propanamide + SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazol-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09-3) + SX, 2-isopropyl-5-[(3,4,4-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, (S)-2-chloro-N-(3-ethylpentan-2-yl)furan-3-carboxamide + SX, Cry1Ab protein derived from Bacillus thuringiensis + SX, Cry1Ac protein derived from Bacillus thuringiensis + SX, Bacillus Cry1Fa protein from Bacillus thuringiensis + SX, Cry1A.105 protein from Bacillus thuringiensis + SX, Cry2Ab protein from Bacillus thuringiensis + SX, Vip3A protein from Bacillus thuringiensis + SX, mCry3A protein from Bacillus thuringiensis + SX, Cry3Ab protein from Bacillus thuringiensis + SX,Cry3Bb protein from Bacillus thuringiensis + SX, Cry34Ab1 / Cry35Ab1 protein from Bacillus thuringiensis + SX, Adoxophyes orana GV (granulovirus) strain BV-0001 + SX, Anticarsia gemmatalis MNPV (multiple nucleocapsid nucleopolyhedrovirus) + SX, Autographa californica MNPV + SX, Cydia pomonerella granulovirus V15 strain pomonella GV strain V15) + SX, Cydia pomonella GV strain V22 + SX, Cryptophlebia leucotreta GV + SX, Dendrolimus punctatus cytoplasmic polyhedrovirus + SX, Helicoverpa armigera NPV (nucleopolyhedrovirus) strain BV-0003 + SX, Helicoverpa zea NPV + SX, Lymantria dispar NPV + SX, Mamestra brassicae NPV + SX, Mamestra configurata NPV + SX,Neodiprion abietis NPV + SX, Neodiprion lecontei NPV + SX, Neodiprion sertifer NPV + SX, Nosema locustae + SX, Orgyia pseudotsugata NPV + SX, Pieris rapae GV + SX, Plodia interpunctella GV + SX, Spodoptera exigua MNPV + 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。,

[0055] Combinations of the main component from group (b) above with the compounds of the present invention: acibenzolar-S-methyl + SX, aldimorph + SX, ametoctradin + SX, aminopyrifen + SX, aminotipyr + 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, bifemetstrobin + 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, Carmeconazole + SX, Carpropamid + SX,Chinomethionate + SX, Chitin + SX, Chloroinconazide + SX, Chloroneb + ​​SX, Chlothalonil + SX, Chlozolinate + SX, Colletochlorin B + SX, Copper(II) acetate + SX, Copper(II) hydroxide + SX, Basic copper chloride + SX, Copper(II) sulfate + SX, Coumoxystrobin + SX, Cyazofamide + SX, Cyclobunofen + SX, Cyflufenamid + SX, cymoxanil + SX, cyproconazole + SX, cyprodinil + SX, diclobentiazox + SX, dichlofluanid + SX, diclocymet + SX, diclomezine + SX, dichloran + SX, diethofencarb + SX, difenoconazole + SX, diflumetorim + SX, dimethachlone + SX, dimethirimol + SX, dimethomorph + SX, Dimoxystrobin + SX, Diniconazole + SX, Diniconazole-M + SX, Dinocap + SX,Dipotassium hydrogen phosphite + SX, Dipymetitrone + SX, Dithianon + SX, Dodecylbenzenesulfonic acid bisethylenediamine copper(II) complex salt + SX, Dodemorph + SX, Dodine + SX, Edifenphos + SX, Enoxastrobin + SX, Enprocymid + SX, Epoxiconazole + SX, Etaconazole + SX, Etaboxam + SX, Ethirimol + SX, Etridiazole + SX, Garlic extract (extract of Allium sativum) + SX, extract of the cotyledons of lupine plantlets ("BLAD") + SX, horsetail extract (extract of Equisetum arvense) + SX, tea tree extract (extract of Melaleuca alternifolia) + SX, Japanese knotweed extract (extract of Reynoutria sachalinensis) + SX, nasturtium extract (extract of Tropaeolum majus) + SX, famoxadone + SX, fenamidone + SX, fenaminstrobin + SX, fenarimol + SX, fenbuconazole + SX, feneptamidoquin + SX, Fenfuram + SX, Fenhexamid + SX,Fenopyramid + SX, Fenoxanil + SX, Fenpiclonil + SX, Fenpicoxamid + SX, Fenpropidin + SX, Fenpropimorph + SX, Fenpyrazamine + SX, Fentin acetate + SX, Fentin 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, Fluorimide + SX, Fluoxapiprolin + SX, Fluoxastrobin + SX, Fluoxythioconazole + SX, Fluquinconazole + SX, Fluquinometoate + 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, Galquin + 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, isoflucypram + 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, Metocyclofenstrobin + SX, Metasulfocarb + SX, Methylam + SX, Metominostrobin + SX, Metrafenone + SX, Methyltetraprole + SX, Myclobutanil + SX, Naftifine + SX, Nuarimol + SX, Octilinone + SX, Ofurace + SX, Orysastrobin + SX, Oxadixyl + SX, Oxathiapiprolin + SX, Oxine-copper + SX, Oxolinic acid + SX, Oxpoconazole + SX, Oxpoconazole fumarate + SX, Oxcarboxin + SX, Oxtetracycline + 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 dihydrogen phosphite + 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, Pyridachlometyl + SX, Pyrifenox + SX, Pyrimethanil + SX, Pyrimorph + SX, pyriofenone + SX, pyrisoxazole + SX,Pyrokilon + SX, Quillaja extract + SX, Quinaminoprole + SX, Quinconazole + SX, Quinofumelin + SX, Quinoxyfen + SX, Quintozene + SX, Saponins of 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, Tifluzamide + SX, Thiophanate + SX, Thiophanate-methyl + SX, Thiram + SX, Thymol + SX, Thiadinil + 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, Yellow mustard powder + SX, Zinc thiazole + SX, Zineb + ​​SX, Ziram + SX, Zoxamide + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylmethanimidamide (929908-57-6) + SX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, N'-[5-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-(difluoromethoxy)phenyl]methyl 4-[(N-ethyl-N-methylamino)methylidene]amino-2,5-dimethylbenzoate + 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, 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, 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, 2-[(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxetan-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxolan-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxan-4-yl)carbonyl](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, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(Z)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2-methylpropanamide + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2,2-dimethylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2,2-dimethylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(Z)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2,2-dimethylpropanamide + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX,N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(Z)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-((2S)-1-{3-[2-(2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(2-methoxyphenyl)-2-hydroxyethyl]-5-[(Z)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX,N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-(1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[(Z)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, methyl ({5-[1-(2,6-difluoro-4-isopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, methyl ({5-[1-(2,6-difluoro-4-cyclopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, methyl ({5-[1-(2,6-difluoro-4-methoxyphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-6-fluoro-3,3-dimethylisoquinolin-4(3H)-one + SX, N-[2-(pyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[2-(6-cyanopyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[(2S)-2-(6-chloro-4-methoxypyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[(2R)-2-(6-chloro-4-methoxypyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-(2-{6-[(1E)-(methoxyimino)ethyl]pyridin-2-yl}-2-(1-methylpyrazol-4-yl)propyl)-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[2-(5-methylpyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)isoxazole-3-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-dichlorophenyl)isoxazole-3-carboxamide + SX, methyl 6-(2-{[5-(2,4-difluorophenyl)isoxazole-3-carbonyl]amino}-1-methyl-1-(1-methylpyrazol-4-yl)ethyl)pyridine-3-carboxylate + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(3,5-difluoropyridin-2-yl)isoxazole-3-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-3-(2,4-difluorophenyl)-1,2,4-oxadiazole-5-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-carboxamide + SX, N-[2-(5-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(3,5-difluoropyridin-2-yl)-1,3,4-thiadiazole-2-carboxamide + SX, N-[2-(6-cyanopyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(3,5-difluoropyridin-2-yl)-1,3,4-thiadiazole-2-carboxamide + SX, N-[2-(6-chloropyridin-2-yl)-2-(1-methylpyrazol-4-yl)propyl]-5-(2,6-difluoropyridin-3-yl)-1,3,4-thiadiazole-2-carboxamide + SX, ethyl 1-[(4-{5-[chloro(difluoro)methyl]-1,2,4-oxadiazol-3-yl}-2-fluorophenyl)methyl]pyrazole-4-carboxylate + SX, ethyl 1-[(5-{5-[chloro(difluoro)methyl]-1,2,4-oxadiazol-3-yl}thiophen-2-yl)methyl]pyrazole-4-carboxylate + SX, 1-[(4-{5-[chloro(difluoro)methyl]-1,2,4-oxadiazol-3-yl}phenyl)methyl]-1,3-dimethoxyurea + SX, N-[(4-{5-[chloro(difluoro)methyl]-1,2,4-oxadiazol-3-yl}phenyl)methyl]-N,2-dimethoxypropanamide + SX, 2-(4-fluorophenoxy)-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}ethanone + SX, 2-[(6-fluoropyridin-3-yl)oxy]-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}ethanone + SX, 2-(4-fluoroanilino)-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}ethanone + SX, 1-(4-{4-[5-(2,6-dichlorophenyl)-4,5-dihydroisoxazol-3-yl]thiazol-2-yl}piperidin-1-yl)-2-[3-(trifluoromethyl)pyrazin-2-yl]oxyethanone + SX,1-(4-{4-[5-(2-chloro-6-fluorophenyl)-4,5-dihydroisoxazol-3-yl]thiazol-2-yl}piperidin-1-yl)-2-[3-(trifluoromethyl)pyridin-2-yl]oxyethanone + SX, tert-butyl 4-{4-[5-(2-bromo-6-fluorophenyl)-4,5-dihydroisoxazol-3-yl]thiazol-2-yl}piperidine-1-carboxylate + 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。,

[0056] Combinations of the main component from group (c) above with the compound of the present invention: 1-methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, IAA ((1H-indol-3-yl)acetic acid) + SX, IBA (4-(1H-indol-3-yl)butyric acid) + SX, MCPA (2-(4-chloro-2-methylphenoxy)acetic acid) + SX, MCPB (4-(4-chloro-2-methylphenoxy)butyric acid) + SX, 4-CPA (4-chlorophenoxyacetic acid) + 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, sintofen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + SX, Thidiazuron + SX, Tripenthenol + SX, Tribufos + SX, Trinexapac-ethyl + SX,Uniconazole-P + SX, 2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate methyl + 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. ,

[0057] Combinations of the above group (d) components with the compounds of the present invention: anthraquinone + SX, DEET + SX, icaridin + SX.

[0058] The ratio of the compound of the present invention to the component of this invention is not particularly limited, but examples of weight ratios (compound of the present invention:component of this invention) include 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, etc.

[0059] The compounds of the present invention can control harmful insects, harmful arthropods such as mites, harmful mollusks, and harmful nematodes. Specifically, examples include the following:

[0060] Hemiptera: Planthoppers (Delphacidae) such as Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Peregrinus maidis, Javesella pellucida, Perkinsiella saccharicida, Tagosodes orizicolus, Stenocranus pacificus, etc.; Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Empoasca Cicadellidae (family Cicadellidae), including onukii, potato leafhopper (Empoasca fabae), corn leafhopper (Dalbulus maidis), white leafhopper (Cofana spectra), and Amrasca biguttula biguttula; Aphrophoridae (family Aphrophoridae), including European spittlebug (Philaenus spumarius); Planthopperidae (family Geisha distinctissima), including green planthopper (family Ricania shantungensis); Cercopidae (family Cercopidae), including Mahanarva posticata and Mahanarva fimbriolata;Bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), spirea aphid (Aphis spiraecola), peach aphid (Myzus persicae), straw chrysanthemum 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 aphid (Rhopalosiphum) Aphididae species such as the corn aphid (padi), corn aphid (Rhopalosiphum maidis), citrus aphid (Toxoptera citricida), peach aphid (Hyalopterus pruni), barnyard aphid (Melanaphis sacchari), land aphid (Tetraneura nigriabdominalis), citrus cotton aphid (Ceratovacuna lanigera), apple cotton aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae); grape aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), and Southern pecan leaf phylloxera (Phylloxera Aphids such as russelae (Phylloxeridae);Aphids of the family Adelgidae, such as Adelges tsugae, Adelges piceae, and Aphrastasia pectinatae; rice stink bug (Scotinophara lurida), black paddy bug (Scotinophara coarctata), green stink bug (Nezara antennata), spiny white-spotted stink bug (Eysarcoris aeneus), large spiny white-spotted stink bug (Eysarcoris lewisi), white-spotted stink bug (Eysarcoris ventralis), purple white-spotted stink bug (Eysarcoris annamita), brown marmorated stink bug (Halyomorpha halys), southern green stink bug (Nezara Pentatomidae (family Pentatomidae) such as Viridula, Brown Stinkbug (Euschistus heros), Red-banded Stinkbug (Piezodorus guildinii), Oebalus pugnax, Dichelops melacanthus, and Striped Stinkbug (Piezodorus hybneri); Cydnidae (family Cydnidae) such as Scaptocoris castanea; Alydidae (family Alydidae) such as Riptortus clavatus, Spider Stinkbug (Leptocorisa chinensis), and Slender Spider Stinkbug (Leptocorisa acuta); Cletus punctiger and Broad-legged Stinkbug (Leptoglossus Coreidae (such as *Australis*); Lygaeidae (such as *Cavelerius saccharivorus*, *Togo hemipterus*, and *Blissus leucopterus*);Miridae (family Miridae), including Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, and Lygus lineolaris; Aleyrodidae (family Aleyrodidae), including Trialeurodes vaporariorum, Bemisia tabaci, Dialeurodes citri, Aleurocanthus spiniferus, Aleurocanthus camelliae, and Pealius euryae; Abgrallaspis Scale insects such as cyanophylli, red scale insect (Aonidiella aurantii), pear scale insect (Diaspidiotus perniciosus), mulberry scale insect (Pseudaulacaspis pentagona), Yanon scale insect (Unaspis yanonensis), and false Yanon scale insect (Unaspis citri) belong to the family Diaspididae; scale insects such as ruby ​​scale insect (Ceroplastes rubens) belong to the family Coccidae; scale insects such as Icerya purchasi and yellow cottony scale insect (Icerya seychellarum) belong to the family Margarodidae;Mealybugs of the family Pseudococcidae, including eggplant mealybug (Phenacoccus solani), black-spotted mealybug (Phenacoccus solenopsis), wisteria mealybug (Planococcus kraunhiae), mulberry mealybug (Pseudococcus comstocki), citrus mealybug (Planococcus citri), citrus mealybug (Pseudococcus calceolariae), long-tailed mealybug (Pseudococcus longispinus), and Tuttlemee's mealybug (Brevennia rehi); citrus psyllid (Diaphorina citri), citrus psyllid (Trioza erytreae), pear psyllid (Cacopsylla pyrisuga), and Chinese pear psyllid (Cacopsylla Psyllidae (family Psyllidae), such as *Bactericera cockerelli*, *Cacopsylla pyricola*, etc.; Tingidae (family Tingidae), such as *Corythucha ciliata*, *Corythucha marmorata*, *Stephanitis nashi*, *Stephanitis pyrioides*, etc.; Cimicidae (family Cimicidae), such as *Cimex lectularius*, *Cimex hemipterus*, etc.; Cicadidae (family Cicadidae), such as *Quesada gigas*; Brazilian assassin bug (Triatoma infestans), giant assassin bug (Triatoma rubrofasciata), Triatoma The family Reduviidae, including species like the Venezuelan assassin bug (Rhodonius prolixus).

[0061] Lepidoptera: Rice borer (Chilo suppressalis), dark-headed stem borer (Chilo polychrysus), white stem borer (Scirpophaga innotata), one-spot stem borer (Scirpophaga incertulas), Rupela albina, rice leaf borer (Cnaphalocrocis medinalis), Marasmia patnalis, rice leaf borer (Marasmia exigua), cotton borer (Notarcha derogata), corn borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), diamondback borer (Hellula undalis), black corn borer (Herpetogramma luctuosale), sod webworm (Parapediasia teterrellus), rice case worm (Nymphula Crambidae moths such as *Diatraea saccharalis*, *Leucinodes orbonalis*, and *Conogethes punctiferalis*; Pyralidae moths such as *Elasmopalpus lignosellus*, *Plodia interpunctella*, *Euzophera batangensis*, *Cadra cautella*, and *Amyelois transitella*;Spodoptera litura, Spodoptera exigua, Mythimna separata, Mamestra brassicae, Sesamia inferens, Spodoptera mauritia, Naranga aenescens, Spodoptera frugiperda, Spodoptera exempta, Spodoptera cosmioides, Spodoptera eridania, Agrotis ipsilon, Agrotis segetum, Autographa nigrisigna, Plusia festucae, Soybean Trichoplusia spp. such as looper (Chrysodeixis includens), fig looper (Chrysodeixis eriosoma), three-spotted looper (Ctenoplusia agnata), nettle looper (Trichoplusia ni), Rachiplusia spp. such as sunflower looper (Rachiplusia nu), Heliothis spp. such as false tobacco budworm (Heliothis virescens), Helicoverpa spp. such as tobacco budworm (Helicoverpa armigera), corn ear worm (Helicoverpa zea), velvet bean caterpillar (Anticarsia gemmatalis), cotton leaf worm (Alabama argillacea), hop wine baller (Hydraecia) Noctuidae moths such as *immanis*; Lasiocampidae moths such as *Malacosoma neustrium* and *Kunugia undans*; Pieridae butterflies such as *Pieris rapae*;Pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pod moth (Matsumuraeses azukivora), apple leaf roller moth (Adoxophyes orana fasciata), tea leaf roller moth (Adoxophyes honmai), tea leaf roller moth (Homona magnanima), variegated leaf roller moth (Archips fuscocupreanus), codling moss (Cydia pomonella), citrus fruit leaf roller moth (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moss (Lobesia) Tortricidae (such as botrana); Gracilariidae (such as Caloptilia theivora and Phyllonorycter ringoniella); Carposinidae (such as Carposina sasakii); Lyonetiidae (such as Leucoptera coffeella, Lyonetia clerkella, and Lyonetia prunifoliella); Lymantriidae (such as Lymantria dispar and Euproctis pseudoconspersa); Diamondback moth (Plutella) Plutellidae (family Plutellidae), such as Xylostella;Gelechiidae moths such as Anarsia lineatella, Helcystogramma triannulella, Pectinophora gossypiella, Phthorimaea operculella, and Tuta absoluta; Arctiidae moths such as Hyphantria cunea; Castniidae moths such as Telchin licus; Cossidae moths such as Cossus insularis; Heliobatidae moths such as Endoclita excrescens; Ascotis selenaria and Biston Geometridae moths such as robustus and Cystidia couaggaria; Limacodidae moths such as Monema flavescens, Narosoideus flavidorsalis, and Parasa lepida; Stathmopodidae moths such as Stathmopoda masinissa; Sphingidae moths such as Acherontia lachesis, Agrius convolvuli, and Psilogramma increta; Nokona feralis, Synanthedon hector, and Synanthedon Sesiidae (such as *tenuis*); Hesperiidae (such as *Parnara guttata*); Tineidae (such as *Tinea translucens* and *Tineola bisselliella*); Pyrocephalidae (such as *Eumeta minuscula* and *Eumeta japonica*).

[0062] Thysanoptera: Thripidae (family Thripidae) including species such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, Echinothrips americanus, and Scirtothrips perseae; Phlaeothripidae (family Phlaeothripidae) including Haplothrips aculeatus.

[0063] Diptera: Anthomyiidae (e.g., seed flies (Delia platura), onion flies (Delia antiqua), sugar beet flies (Pegomya cunicularia); Ulidiidae (e.g., sugar beet root maggots (Tetanops myopaeformis)); Agromyzidae (e.g., rice leafminers (Agromyza oryzae), tomato leafminers (Liriomyza sativae), bean leafminers (Liriomyza trifolii), rhynchophylla (Chromatomyia horticola)); Chloropidae (e.g., rice leafminers (Chlorops oryzae)); Bactrocera Tephritidae (Fruit flies) such as cucurbitae, oriental fruit fly (Bactrocera dorsalis), eggplant fruit fly (Bactrocera latifrons), olive fruit fly (Bactrocera oleae), quincesland fruit fly (Bactrocera tryoni), Mediterranean fruit fly (Ceratitis capitata), apple maggot (Rhagoletis pomonella), cherry fruit fly (Rhacochlaena japonica); Ephydridae (Rice leafminer) such as rice leafminer (Hydrellia griseola), oriental rice stem leaf fly (Hydrellia philippina), rice stem leaf fly (Hydrellia sasakii); cherry fruit fly (Drosophila Drosophilidae (e.g., *Drosophila suzukii*, *Drosophila melanogaster*); Phoridae (e.g., *Megaselia spiracularis*); Psychodidae (e.g., *Clogmia albipunctata*);Sciaridae (family Sciaridae), including Bradysia difformis and Bradysia odoriphaga; Cecidomyiidae (family Cecidomyiidae), including Mayetiola destructor and Orseolia oryzae; Diopsidae (family Diopsis macrophthalma); Glossinidae (family Glossina palpalis and Glossina morsitans); Simuliidae (family Simulium japonicum and Simulium damnosum); Phlebotominae (subfamily Phlebotominae); Tipula aino, Tipula oleracea, and Tipula oleracea (family European crane fly) Tipulidae family (including paludosa); Culex pipiens pallens, 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 mosquito family (Culicidae) such as arabiensis, Anopheles funestus, Anopheles darlingi, Anopheles farauti, Anopheles minimus;Simulidae (black flies) such as Prosimulium yezoensis and Simulium ornatum; Tabanidae (horseflies) such as Tabanus trigonus; Muscidae (houseflies) such as Musca domestica, Muscina stabulans, Stomoxys calcitrans, and Haematobia irritans; Calliphoridae; Sarcophagidae; Chironomidae (midge flies) such as Chironomius plumosus, Chironomius yoshimatsui, and Glyptotendipes tokunagai; Fannidae (houseflies).

[0064] Order Coleoptera: Genus Diabrotica (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-free beetle (Phyllotreta cruciferae), Western black-free beetle (Phyllotreta Psilla, cabbage stem free beetle (Psylliodes chrysocephala), hop free beetle (Psylliodes punctulata), Colorado leaf beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn free beetle (Chaetocnema pulicaria), sweet potato gourd flea beetle (Chaetocnema confinis), potato free beetle (Epitrix cucumeris), rice spine beetle (Dicladispa armigera), Southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), tobacco flea beetle (Epitrix hirtipennis), radish flea beetle (Phaedon Chrysomelidae, including brassicae and Medythia nigrobilineata;Carabidae beetles such as seed corn beetle (Stenolophus lecontei) and slender seed corn beetle (Clivina impressifrons); Japanese beetle (Anomala cuprea), dwarf chafer (Anomala rufocuprea), green chafer (Anomala albopilosa), bean chafer (Popillia japonica), long-horned chafer (Heptophylla picea), European chafer (Rhizotrogus majalis), black chafer (Tomarus gibbosus), genus Holotrichia spp., genus Phyllophaga spp. such as June beetle (Phyllophaga crinita), and genus Diloboderus such as Diloboderus abderus. Scarabaeidae (including spp.); Anthriibidae (including Araecerus coffeae); Aponidae (including Cylas formicarius); Bruchidae (including Zabrotes subfasciatus); Scolytidae (including Tomicus piniperda and Hypothenemus hampei);Sweet potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), grain weevil (Sitophilus zeamais), rice weevil (Sitophilus oryzae), granary grain weevil (Sitophilus granarius), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white striped weevil (Rhabdoscelus lineaticollis), cotton flower weevil (Anthonomus grandis), grass weevil (Sphenophorus venatus), southern cornbill bug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rusty gourd weevil (Scepticus Aracanthus spp. (including Aracanthus griseus, Scepticus uniformis, Aracanthus mourei, etc.), cottonroot baller (Eutinobothrus brasiliensis), etc. (Curculionidae); Attelabidae (including Rhynchites heros, etc.); Tenebrionidae (including Tribolium castaneum, Tribolium confusum, Alphitobius diaperinus, etc.); Coccinellidae (including Epilachna vigintioctopunctata, etc.); flat bark beetle (Lyctus brunneus), long-horned beetle (Rhizopertha Bostrychidae (e.g., *dominica*); Ptinidae (family of long-horned beetles);Cerambycidae beetles such as Anoplophora malasiaca, Migdolus fryanus, Aromia bungii, Anoplophora glabripennis, and Psacothea hilaris; Melanotus okinawensis, Agriotes fuscicollis, Melanotus legatus, Anchastus spp., Conoderus spp., Ctenicera spp., and Limonius Elateridae (e.g., Aeolus spp.); Staphylinidae (e.g., Paederus fuscipes); Dermestidae (e.g., Anthrenus verbasci, Dermestes maculates, Trogoderma granarium); Anobiidae (e.g., Lasioderma serricorne, Stegobium paniceum); Cryptolestes The Laemophloeidae family (including *ferrugineus*); the Silvanidae family (including *Oryzaephilus surinamensis*); and the Nitidulidae family (including *Brassicogethes aeneus*).

[0065] Orthoptera: Migratory locust (Locusta migratoria), Moroccan grasshopper (Dociostaurus maroccanus), Australian grasshopper (Chortoicetes terminifera), Red grasshopper (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 Grasshoppers (Acrididae) such as Acrididae, yellow-winged locust (Gastrimargus musicus), sparse-throated locust (Austracris guttulosa), short-winged grasshopper (Oxya yezoensis), long-winged grasshopper (Oxya japonica), and Taiwanese grasshopper (Patanga succincta); mole crickets (Gryllotalpidae) such as Grillidae; house crickets (Acheta domestica) and field crickets (Teleogryllus emma) such as Grillidae; and katydids (Tettigoniidae) such as Mormon cricket (Anabrus simplex).

[0066] Hymenoptera: Tenthredinidae (family Tenthredinidae, such as Athalia rosae and Athalia japonica); Solenopsis spp. (family Solenopsis, such as Solenopsis invicta and Solenopsis geminata); Atta spp. (family Atta, such as Atta capiguara); Acromyrmex spp. (family Acromyrmex, such as Paraponera clavata, Ochetellus glaber, Monomorium pharaonis, Linepithema humile, Formica japonica, Pristomyrmex punctutus, and Pheidole Formicidae ants such as *Camponotus noda*, *Pheidole megacephala*, *Camponotus japonicus*, *Camponotus obscuripes*, and other species of the genus *Camponotus*; *Pogonomyrmex occidentalis* and other species of *Pogonomyrmex*; *Wasmania auropunctata* and other species of *Wasmania*; *Tapinoma sessile* and other species of *Tapinoma*; and *Anoplolepis gracilipes* and other species of *Formicidae*; as well as giant hornets (*Vespa mandarinia*), hairy hornets (*Vespa simillima*), and small hornets (*Vespa*) Vespidae (including species like Vespa analis, Vespa velutina, and Polistes jokahamae); Siricidae (including species like Urocerus gigas); and Bethylidae (a family of wasps).

[0067] Order Blattodea: Ectobiidae (including the German cockroach, Blattella germanica); Blattidae (including the American cockroach, Periplaneta fuliginosa, Periplaneta americana, Periplaneta australasiae, Periplaneta brunnea, Blatta orientalis); Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, Neotermes Termitidae include species such as *Glyptotermes koshunensis*, *Glyptotermes satsumensis*, *Glyptotermes nakajimai*, *Glyptotermes fuscus*, *Hodotermopsis sjostedti*, *Coptotermes guangzhouensis*, *Reticulitermes amamianus*, *Reticulitermes miyatakei*, *Reticulitermes kanmonensis*, *Nasutitermes takasagoensis*, *Pericapritermes nitobei*, *Sinocapritermes mushae*, and *Cornitermes cumulans*.

[0068] Order Siphonaptera: Includes species such as the human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), rat flea (Xenopsylla cheopis), and chicken flea (Echidnophaga gallinacea) in the family Pulicidae; the sand flea (Tunga penetrans) in the family Hectopsyllidae; and the European rat flea (Nosopsyllus fasciatus) in the family Ceratophyllidae.

[0069] Order Psocodae: Family Pediculidae (e.g., head louse (Pediculus humanus capitis)); Family Pthiridae (e.g., pubic louse (Pthirus pubis)); Family Haematopinidae (e.g., cattle louse (Haematopinus eurysternus), pig louse (Haematopinus suis)); Family Linognathidae (e.g., cattle louse (Linognathus vituli), sheep trunk louse (Linognathus ovillus), hairy cattle louse (Solenopotes capillatus)); Cattle louse (Bovicola bovis), sheep louse (Bovicola ovis), Bovicola breviceps, Damalina Bobicoliidae family, including forficula and Werneckiella spp.; Trichodectidae family, including dog lice (Trichodectes canis) and cat lice (Felicola subrostratus); Menoponidae family, including chicken lice (Menopon gallinae), giant chicken lice (Menacanthus stramineus), and Trinoton spp.; Trimenoponidae family, including Cummingsia spp.; Trogiidae family, including Trogium pulsatorium; Liposcelis corrodens and Liposcelis The family Liposcelidae (or Liposcelididae) includes species such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.

[0070] Silverfish (Thysanura): Includes species such as the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina), belonging to the family Lepismatidae.

[0071] Order Acari: Spider mites (Tetranychus urticae), Kanzawa spider mite (Tetranychus kanzawai), three-toed spider mite (Tetranychus evansi), citrus spider mite (Panonychus citri), apple spider mite (Panonychus ulmi), genus Oligonychus (Oligonychus spp.), etc. (family Tetranychidae); citrus rust mite (Aculops pelekassi), Ryukyu citrus rust mite (Phyllocoptruta citri), tomato rust mite (Aculops lycopersici), tea rust mite (Calacarus carinatus), long-tooth tea rust mite (Acaphylla theavagrans), false pear rust mite (Eriophyes chibaensis), apple rust mite (Aculops Eriophyidae (field mites) such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae (field mites) such as Polyphagotarsonemus latus; Tenuipalpidae (field mites) such as Brevipalpus phoenicis; Tuckerellidae (field mites);Two-spotted tick (Haemaphysalis longicornis), Kichi tick (Haemaphysalis flava), Yamato tick (Haemaphysalis japonica), Bell-tailed tick (Haemaphysalis campanulata), American dog tick (Dermacentor variabilis), Taiwanese tick (Dermacentor taiwanensis), Rocky Mountain wood tick (Dermacentor andersoni), Reticulated tick (Dermacentor reticulatus), Yamato tick (Ixodes ovatus), Schultz tick (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 *Ixodidae 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 Dust mites (Pyroglyphidae), such as *Pteronyssinus*;Cheyletidae mites such as Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, and Cheyletiella yasguri; Psoroptidae mites such as Psoroptes ovis, Psoroptes equi, Knemidocoptes mutans, Otodectes cynotis, and Chorioptes spp.; Notoedres cati, Notoedres muris, and Sarcoptes Sarcoptidae (e.g., scabiei); Listrophoridae (e.g., rabbit mite (Listrophorus gibbus); Dermanyssidae (e.g., mites (Dermanyssus gallinae)); Macronyssidae (e.g., bird mite (Ornithonyssus sylviarum), house mite (Ornithonyssus bacoti)); Varroidae (e.g., honeybee mite (Varroa jacobsoni)); Demodicidae (e.g., dog mite (Demodex canis), cat mite (Demodex cati)); Leptotrombidium akamushi, Leptotrombidium Trombiculidae family, including species such as *Leptotrombidium pallidum* and *Leptotrombidium scutellare*.

[0072] Order Araneae: Eutichuridae (e.g., Cheiracanthium japonicum); Theridiidae (e.g., Latrodectus hasseltii). Order Polydesmida: Paradoxosomatidae (e.g., Oxidus gracilis, Nedyopus tambanus). Order Isopoda: Armadillidiidae (e.g., Armadillidium vulgare). Chilopoda: Includes the Scutigeridae family (such as Thereuonema hilgendorfi), the Scolopendridae family (such as Scolopendra subspinipes), and the Ethopolyidae family (such as Bothropolys rugosus). Gastropoda: Limacidae (family Limacidae) including the brown slug (Limax marginatus) and the yellow slug (Limax flavus); Philomycidae (family Philomycidae) including the common slug (Meghimatium bilineatum); Ampullariidae (family Ampullariidae) including the apple snail (Pomacea canaliculata); Lymnaeidae (family Lymnaeidae) including the small pond snail (Austropeplea ollula).

[0073] Nematodes: Aphelenchoididae (e.g., rice root nematode Aphelenchoides besseyi); Platylenchidae (e.g., southern root-knot nematode Pratylenchus coffeae, Pratylenchus brachyurus, wheat root-knot nematode Pratylenchus neglectus, Radopholus similis); Javan root-knot nematode Meloidogyne javanica, sweet potato root-knot nematode Meloidogyne incognita, guava root-knot nematodes (Meloidogyne enterolobii), northern root-knot nematode Meloidogyne hapla, soybean cyst nematode Heterodera glycines, potato cyst nematode Globodera Heteroderidae, including species such as rostochiensis, potato cyst nematode (Globodera pallida), and Colombian root-knot nematode (Meloidogyne chitwoodi); Hopolaimidae, including species such as Rotylenchulus reniformis; Anguinidae, including species such as Nothotylenchus acris and Ditylenchus dipsaci; Tylenchulidae, including species such as Tylenchulus semipenetrans; Longidoridae, including species such as Xipinema index; Trichodoridae; and Parasitaphelenchidae, including species such as Bursaphelenchus xylophilus.

[0074] Harmful insects, harmful mites, and other harmful arthropods, harmful mollusks, and harmful nematodes may be harmful insects, harmful mites, and other harmful arthropods, harmful mollusks, and harmful nematodes that have reduced susceptibility to insecticides, acaricides, molluscicides, or nematicides, or that have developed resistance to such agents.

[0075] The present invention provides a method for controlling harmful arthropods by applying an effective amount of the compound or composition A of the present invention directly to the harmful arthropods and / or to their habitat (plants, soil, houses, animals, etc.). Examples of the present invention's method for controlling harmful arthropods include foliar treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.

[0076] The compound or composition A of the present invention is typically used by mixing it with an inert carrier such as a solid carrier, liquid carrier, or gaseous carrier and a surfactant, and adding formulation aids such as binders, dispersants, and stabilizers as needed, to formulate it into aqueous suspensions, oily suspensions, oils, emulsions, microemulsions, microcapsules, wettable powders, granular wettable powders, powders, granules, tablets, aerosols, resin formulations, etc. It is not limited to these formulations, but can also be formulated and used in the 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 the compound or composition A of the present invention in an amount of 0.0001 to 99% by weight.

[0077] 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 powders and granules of chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0078] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylethane, 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.).

[0079] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide.

[0080] 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.).

[0081] Other pharmaceutical additives include, for example, binders, dispersants, colorants, and stabilizers. Specifically, examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), acidic isopropyl phosphate, and dibutylhydroxytoluene.

[0082] Furthermore, adjuvants can be used as components to enhance or assist the efficacy of the compound or composition A of the present invention. Specifically, these include AgriDex®, Induce®, Gramin S®, Genamin T 200BM®, Silwet L77®, Nimbus®, Assist®, Aureo®, Iharol Gold®, BreakThru®, Sundance II®, Lutensol A8®, NP-7®, Triton®, Nufilm®, Emulgator NP7®, Emulad®, TRITON X 45®, AGRAL 90®, AGROTIN®, ARPON®, EnSpray N®, BANOLE®, Ochima®, Agris®, AMS (Ammonium Sulfate), UAN (Urea Ammonium) Examples include Nitrate (ammonium urea nitrate), AdGreen (registered trademark), Mees (trademark), Rumba (registered trademark), Strides (registered trademark), Partner, Orix (registered trademark), and Penetrator.

[0083] In the present invention, examples of plants include the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, canopies, seeds, vegetative reproductive organs, and seedlings.

[0084] Vegetative reproductive organs refer to parts of a plant, such as roots, stems, and leaves, that have the ability to grow when separated from the main plant and placed in the soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. Stolons are sometimes called runners, and cane cuttings are also called broad buds and bulbils. Vines refer to shoots (a general term for leaves and stems) of plants such as sweet potatoes and yams. Bulbs, corms, tubers, rhizomes, cane cuttings, propagules, or tubers are collectively called bulbs. Potato cultivation begins with planting tubers in the soil, and the tubers used are generally called seed potatoes.

[0085] One method for controlling harmful arthropods by applying an effective amount of the compound or composition A of the present invention to the soil is to apply an effective amount of the compound or composition A of the present invention to the soil before or after planting plants. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in planting hole treatment soil), base treatment (spraying around the base of the plant, mixing around the base of the plant, drenching around the base of the plant, base treatment in the latter half of the seedling stage), furrow treatment (spraying in planting furrows, mixing in planting furrow soil), furrow treatment (spraying in furrows, mixing in furrow soil, spraying in furrows during the growing season), furrow treatment at sowing (spraying in furrows at sowing, mixing in furrow soil at sowing), overall treatment (spraying in all areas of soil, mixing in all areas of soil), side-dressing treatment, water surface treatment (application to the water surface, application to the water surface after flooding), other soil application treatments (foliar application of granular fertilizer during the growing season, application under the tree canopy or around the main trunk, application to the soil surface, mixing to the soil surface, spraying in planting holes, application to the soil surface on ridges, application between plants), and so on. Other drenching treatments include soil drenching, seedling stage drenching, chemical injection treatment, drenching at the base of the plant, chemical drip irrigation, and chemigation. Seedling tray treatments include seedling tray spraying, seedling tray drenching, and seedling tray watering. Seedling tray treatments include seedling tray spraying, seedling tray drenching, and seedling tray watering. Seedbed treatments include seedbed spraying, seedbed drenching, watered seedbed spraying, and seedling soaking. Seedbed soil mixing treatments include seedbed soil mixing, seedbed soil mixing before sowing, spraying before covering with soil at sowing, spraying after covering with soil at sowing, and soil mixing with covering soil. Other treatments include growing soil mixing, tilling, topsoil mixing, soil mixing at the rainwater drainage area, planting location treatment, granular flower cluster spraying, and paste fertilizer mixing.

[0086] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the compound or composition A of the present invention. More specifically, these include, for example, a spray treatment in which a suspension of the compound or composition A of the present invention is sprayed in a mist onto the surface of the seed or vegetative reproductive organ; a coating treatment in which the compound or composition A of the present invention is applied to the seed or vegetative reproductive organ; an immersion treatment in which the seed or vegetative reproductive organ is immersed in a solution of the compound or composition A of the present invention for a certain period of time; and a method of coating the seed or vegetative reproductive organ with a carrier containing the compound or composition A of the present invention (film coating treatment, pellet coating treatment, etc.). Seed potatoes are a particularly good example of the vegetative reproductive organ mentioned above. When treating seeds or vegetative reproductive organs with composition A, composition A can be used to treat the seeds or vegetative reproductive organs as a single formulation, or composition A can be used to treat the seeds or vegetative reproductive organs in multiple separate applications as multiple different formulations. Methods for processing composition A into multiple different formulations in multiple steps include, for example, processing a formulation containing only the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then processing a formulation containing the component; and processing a formulation containing both the compound of the present invention and the component as active ingredients, air-drying the seeds or vegetative reproductive organs, and then processing formulations containing the component other than the processed component. In the present invention, a seed or vegetative reproductive organ holding the compound of the present invention or composition A means a seed or vegetative reproductive organ in which the compound of the present invention or composition A is attached to its surface. The above-mentioned seed or vegetative reproductive organ holding the compound of the present invention or composition A may have other materials attached to it before or after the compound of the present invention or composition A is attached to it. Furthermore, if composition A is attached to the surface of the seed or vegetative reproductive organ in a layer, the layer consists of one layer or multiple layers. Furthermore, if it consists of multiple layers, each layer is either a layer containing one or more active ingredients, or a layer containing one or more active ingredients and a layer not containing any active ingredients. Seeds or vegetative reproductive organs containing the compound or composition A of the present invention can be obtained, for example, by applying a formulation containing the compound or composition A of the present invention to seeds or vegetative reproductive organs using the seed treatment method described above.

[0087] When using the compound or composition A of the present invention for the control of harmful arthropods in the agricultural field, the application rate is 10,000 m 2 The amount of the compound of the present invention per unit is usually 1 to 10,000 g. When treating seeds or vegetative reproductive organs, the amount of the compound of the present invention is usually applied in the range of 0.001 to 100 g per 1 kg of seeds or vegetative reproductive organs. When the compound of the present invention or composition A is formulated as an emulsion, wettable powder, flowable formulation, etc., it is usually diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm before application, while granules, powders, etc., are usually applied as is.

[0088] Additionally, the treatment can be carried out by wrapping the resin preparation, processed into a sheet or string, around the crop, stretching it near the crop, or spreading it on the soil around the base of the plant.

[0089] When using the compound or composition A of the present invention to control harmful arthropods living inside a house, the application rate is as follows: when applied to a surface, the treatment area is 1 m². 2 The amount of the compound of the present invention per unit area is typically 0.01 to 1000 mg, and when treating a space, the treatment space is 1 m. 3 The amount of the compound of the present invention per unit is usually 0.01 to 500 mg. When the compound of the present invention or composition A is formulated as an emulsion, wettable powder, flowable formulation, etc., it is usually diluted with water to an active ingredient concentration of 0.1 to 10,000 ppm before application, while oil formulations, aerosol formulations, fumigants, poison baits, etc., are applied as is.

[0090] When using the compound or composition A of the present invention for the control of external parasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, and small animals such as dogs, cats, rats, and mice, it can be used on animals in veterinary known methods. Specifically, for systemic suppression, it can be administered by means of tablets, feed mixture, suppositories, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), and for non-systemic suppression, it can be used by spraying an oily or aqueous solution, performing a pore-on or spot-on treatment, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. The amount of the compound or composition A of the present invention administered to animals is usually in the range of 0.1 to 1000 mg per kg of the animal's body weight.

[0091] The compound or composition A of the present invention can be used as a control agent for harmful arthropods in agricultural land such as fields, paddy fields, lawns, and orchards. Examples of plants include the following:

[0092] Corn (Horsetail, hard-grain, soft-grain, popping, glutinous, sweet, field corn), rice (long-grain, short-grain, medium-grain, Japonica, tropical Japonica, Indica, Javanica, paddy rice, upland rice, floating rice, direct seeding, transplanting, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, each with winter wheat type and spring wheat type), barley (two-row barley (= malting barley), six-row barley, hulless barley, glutinous barley, each with winter barley type and spring barley type), rye (winter rye type, spring rye) (Types), Triticare (winter Triticare type, spring Triticare type), oats (winter oat type, spring oat type), sorghum, cotton (Upland variety, Pima variety), soybeans (full-seed harvest varieties, edamame varieties, green-harvested varieties, each with infinite growth type, finite growth type, and semi-finite growth type), peanuts, potatoes (tetraploid, diploid, true seed varieties), buckwheat, sugar beets (for sugar production, for animal feed, root vegetables, leafy vegetables, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflowers (for oil extraction, food, ornamental), sugarcane, tobacco, tea plants, mulberry, eggplant Vegetables from the genus Aceraceae (eggplant, tomato, bell pepper, chili pepper, etc.), Cucurbitaceae (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Brassicaceae (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae (leek, onion, garlic, asparagus, etc.), Apiaceae (carrot, parsley, celery, angelica tree, etc.), Chenopodiaceae (spinach, Swiss chard, etc.), Lamiaceae (perilla, mint, basil, etc.), strawberry Sweet potatoes, Japanese yams, taro, pomelo (apples, European pears, Japanese pears, Chinese pears, quince, marzipan, etc.), drupes (peaches, plums, nectarines, apricots, cherries, prunes, etc.), citrus fruits (Unshu mandarins, oranges, lemons, limes, grapefruit, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates,Coconut palms, ornamental plants, forest plants, grasses, and pasture grasses.

[0093] The plants listed above are not limited to any commonly cultivated varieties. These include plants that can be produced through natural cross-pollination, plants that can arise from spontaneous mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants conferred with resistance to HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors such as isoxaflutol, ALS (acetolactate synthase) inhibitors such as imazetapyr and thifensulfuron-methyl, EPSP (5-enolpyruvirshikimate-3-phosphate synthase) inhibitors, glutamine synthase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or herbicides such as dicamba; plants capable of synthesizing selective toxins known from the Bacillus genus, such as Bacillus thuringiensis; and plants that can be conferred with specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) within the target harmful insect.

[0094] The present invention will be described in more detail below with reference to production examples, formulation examples, and test examples, but the present invention is not limited to these examples. In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, t-Bu represents a tert-butyl group, c-Pr represents a cyclopropyl group, c-Bu represents a cyclobutyl group, Ph represents a phenyl group, Bn represents a benzyl group, 2-Py represents a 2-pyridyl group, 3-Py represents a 3-pyridyl group, and 4-Py represents a 4-pyridyl group. If the groups represented by c-Pr, c-Bu, Ph, 2-Py, 3-Py, and 4-Py are substituted with substituents, the substituents are indicated before the symbols along with their substitution positions. For example, 1-CN-c-Pr represents a 1-cyanocyclopropyl group, and 3,4-F ２ -Ph represents the 3,4-difluorophenyl group, and 4-S(O) ２ CF ３-Ph represents the 4-(trifluoromethanesulfonyl)phenyl group, and 3,4-(OCF ３ ) ２ -Ph represents the 3,4-bis(trifluoromethoxy)phenyl group, 3-SCF ３ -4-OCF ３ -Ph represents the 3-[(trifluoromethyl)thio]-4-(trifluoromethoxy)phenyl group, 4-CF ３ -2-Py represents the 4-(trifluoromethyl)-2-pyridyl group.

[0095] First, we will show examples of the production of the compound of the present invention and its intermediate.

[0096] 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] － The retention time (hereinafter referred to as RT) is also indicated. The conditions for liquid chromatography (hereinafter referred to as LC) are as follows.

[0097] [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute) 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 Gradient conditions: Deliver the solution according to the concentration gradient described in [Table LC1].

[0098]

[0099] Reference Production Example 1-1 A mixture of 1.1 g of 5-fluorothiazolo[5,4-b]pyridine-2-amine and 5 mL of DMF was mixed with 0.8 mL of iodomethane at room temperature and stirred for 6 hours at room temperature. Ethyl acetate was added to the resulting mixture, and the precipitated solid was filtered and dried to obtain 1.6 g of intermediate 1-1-3. Intermediate 1-1-3: 1 H-NMR (DMSO) δ: 10.35 (1H, s), 8.31 (1H, dd), 7.50 (1H, dd), 3.73 (3H, s).

[0100] The following shows the compound and its physical properties, prepared according to one of the reference manufacturing examples described in the examples. Formula (M-1-1) In the compound shown, X １ , R １ Z １ Z ２ Z ３ , and Z ４ A compound whose combination is one of the combinations listed in [Table M-1-1].

[0101] Intermediate 1-1-1: 1 H-NMR (DMSO) δ: 10.11 (1H, s), 8.15-8.13 (1H, m), 8.03 (1H, dd), 3.69 (3H, s). Intermediate 1-1-2: LCMS:219[M+H]+, RT=0.762 min Intermediate 1-1-3: 1 H-NMR (DMSO) δ: 10.35 (1H, s), 8.31 (1H, dd), 7.50 (1H, dd), 3.73 (3H, s).

[0102] Reference Production Example 1-2 A mixture of 0.61 g of 2-amino-5,6,7-trifluorobenzothiazole and 3 mL of DMF was mixed with 0.022 g of benzyl bromide at room temperature, and the mixture was stirred at 80°C for 4 hours. After cooling to room temperature, the resulting mixture was poured into a hexane / ethyl acetate = 1 / 1 solution, the precipitated solid was filtered off, and washed with methyl tert-butyl ether to obtain 0.77 g of intermediate 1-2-1. Intermediate 1-2-1: 1 H-NMR (DMSO) δ: 8.17 (1H, s), 7.81-7.78 (1H, m), 7.40-7.33 (3H, m), 7.28 (2H, d), 5.52 (2H, s)

[0103] Reference Production Example 2-1 A mixture of 0.53 g of sodium hydride (oil, 60% by weight) and 30 mL of THF was mixed with 0.86 g of 2-amino-6-trifluorobenzothiazole under ice cooling and stirred for 30 minutes. Then, 1.4 g of 5-bromo-3-(ethylthio)picolinic acid chloride was added and stirred at room temperature for 6 hours. Water was added to the resulting mixture, the precipitated solid was filtered off and dried to obtain 1.1 g of intermediate 2-1. Intermediate 2-1: 1 H-NMR (CDCl3) δ: 11.20 (1H, s), 8.40 (1H, d), 7.85 (1H, d), 7.76 (1H, dd), 7.54 (1H, dd), 7.19 (1H, td), 2.99 (2H, q), 1.47 (3H, t).

[0104] Reference Preparation Example 2-2 A mixture of 2.5 g of 6-chloro-3-(ethylsulfonyl)picolinic acid, 2.04 g of 2-amino-5,6,7-trifluorobenzothiazole, and 30 mL of ethyl acetate was added to a 50% ethyl acetate solution of diisopropylethylamine and 12.7 g of propylphosphonic anhydride at room temperature, and the mixture was stirred at 50°C. The resulting mixture was added to saturated sodium bicarbonate water and extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain intermediate 2-5. Intermediate 2-5 was used in the subsequent reaction without further purification. Intermediate 2-5: 1 H-NMR (CDCl3) δ: 8.59 (1H, m), 7.75 (1H, m), 7.44-7.44 (1H, m), 3.96-3.94 (2H, m), 1.39 (3H, t).

[0105] Reference Production Example 2-3 shows the compound and its physical properties, prepared in accordance with Reference Production Example 2-1, using 3-(ethylthio)-6-iodoimidazo[1,2-a]pyridine-2-carboxylic acid chloride instead of 5-bromo-3-(ethylthio)picolinic acid chloride. Intermediate 3-1: 1H-NMR (CDCl3) δ: 8.82 (1H, m), 7.77 (1H, dd), 7.58-7.53 (2H, m), 7.45-7.43 (1H, m), 7.20-7.18 (1H, m), 3.07 (2H, q), 1.25 (3H, t).

[0106] Reference Production Example 3-1 A mixture of 0.49 g of intermediate 3-1 and 15 mL of chloroform was mixed, and 0.53 g of mCPBA was added under ice cooling and stirred at room temperature for 12 hours. Saturated sodium bicarbonate aqueous solution and sodium thiosulfate aqueous solution were added to the resulting mixture and extracted with chloroform. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 0.15 g of intermediate 3-2. Intermediate 3-2: 1 H-NMR (CDCl3) δ: 10.73 (1H, s), 9.66 (1H, m), 7.80-7.74 (2H, m), 7.56-7.53 (2H, m), 7.22-7.20 (1H, m), 3.92 (2H, q), 1.40 (3H, t).

[0107] The following shows the compound and its physical properties, prepared according to one of the reference manufacturing examples described in the examples. Formula (M-2) In the compound shown, A １ , X １ , R ２ , n, Z １ Z ２ Z ３ Z ４ , R ３ｂ , and R ３ｄ A compound whose combination is one of the combinations listed in [Table M-2].

[0108] Intermediate 2-1: 1 H-NMR (CDCl3) δ: 11.20 (1H, s), 8.40 (1H, d), 7.85 (1H, d), 7.76 (1H, dd), 7.54 (1H, dd), 7.19 (1H, td), 2.99 (2H, q), 1.47 (3H, t). Intermediate 2-2: 1H-NMR (CDCl3) δ: 11.22 (1H, s), 8.40 (1H, d), 7.85 (1H, d), 7.64-7.57 (2H, m), 2.99 (2H, q), 1.47 (3H, t). Intermediate 2-3: LCMS:464[M+H]+, RT=1.872 min Intermediate 2-4: LCMS:450[M+H]+, RT=2.403 min Intermediate 2-5: 1 H-NMR (CDCl3) δ: 8.59 (1H, m), 7.75 (1H, m), 7.44-7.44 (1H, m), 3.96-3.94 (2H, m), 1.39 (3H, t).

[0109] The following shows the compound and its physical properties, prepared according to one of the reference manufacturing examples described in the examples. Formula (M-3) In the compound shown, X １ , R ２ , n, Z １ Z ２ Z ３ Z ４ G １ G ２ G ３ , and G ４ A compound whose combination is one of the combinations listed in [Table M-3].

[0110] Intermediate 3-1: 1 H-NMR (CDCl3) δ: 8.82 (1H, m), 7.77 (1H, dd), 7.58-7.53 (2H, m), 7.45-7.43 (1H, m), 7.20-7.18 (1H, m), 3.07 (2H, q), 1.25 (3H, t). Intermediate 3-2: 1 H-NMR (CDCl3) δ: 10.73 (1H, s), 9.66 (1H, m), 7.80-7.74 (2H, m), 7.56-7.53 (2H, m), 7.22-7.20 (1H, m), 3.92 (2H, q), 1.40 (3H, t). Intermediate 3-3: 1H-NMR (CDCl3) δ: 10.82 (1H, s), 8.82-8.82 (1H, m), 7.65-7.56 (3H, m), 7.44 (1H, dd), 3.06 (2H, q), 1.25 (3H, t). Intermediate 3-4: LCMS:549[M+H]+, RT=1.991 min

[0111] Preparation Example 1 A mixture of 0.14 g of sodium hydride (oil, 60% by weight) and 30 mL of THF was mixed and, under ice cooling, 1.15 g of intermediate 2-1 was added and stirred for 30 minutes. Then, 0.35 mL of iodomethane was added and stirred at room temperature for 9 hours. The resulting mixture was poured into water, the precipitated solid was filtered off and dried to obtain 1.08 g of the present invention compound 1-40. Compounds 1-40 of the present invention: 1 H-NMR (CDCl3) δ: 8.52 (1H, d), 7.79 (1H, d), 7.46-7.45 (1H, m), 7.36-7.34 (1H, m), 7.24-7.21 (1H, m), 4.03 (3H, s), 2.95 (2H, d), 1.41 (3H, t).

[0112] Preparation Example 2 A mixture of 1.08 g of the present invention compound 1-40 and 30 mL of chloroform was mixed, and 1.3 g of mCPBA was added under ice cooling, and the mixture was stirred at room temperature for 4 hours. A saturated sodium bicarbonate aqueous solution and a sodium thiosulfate aqueous solution were added to the resulting mixture, and it was extracted with chloroform. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 0.94 g of the present invention compound 1-41. Compound 1-41 of the present invention: 1 H-NMR (CDCl3) δ: 8.93 (1H, d), 8.52 (1H, d), 7.46 (1H, dd), 7.37 (1H, dd), 7.29-7.24 (1H, m), 3.95 (3H, s), 3.77 (2H, q), 1.38 (3H, t).

[0113] Manufacturing Example 3: 0.46 g of the present invention compound 1-41, 0.26 g of 4-fluorophenylboronic acid, and 0.13 g of Pd(PPh ３ ) ４A mixture of 0.56 g of tripotassium phosphate and 5 mL of 1,2-dimethoxyethane was stirred at 90°C for 2 hours. After cooling to room temperature, water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 0.25 g of compound 1-1 of the present invention. Compound 1-1 of the present invention: 1 H-NMR (CDCl3) δ: 9.05 (1H, d), 8.52 (1H, d), 7.66-7.65 (2H, m), 7.46 (1H, dd), 7.37 (1H, dd), 7.27-7.24 (3H, m), 3.97 (3H, s), 3.81 (2H, q), 1.39 (3H, t).

[0114] Production Example 4: The compound and its physical properties are shown below, which were prepared in accordance with Production Example 15 using 6-chloro-3-(ethylthio)picolinic acid instead of 5-bromo-3-(ethylthio)picolinic acid. Compound 1-26 of the present invention: 1 H-NMR (CDCl3) δ: 7.67 (1H, d), 7.37 (1H, d), 7.07 (1H, m), 3.99 (3H, s), 2.95 (2H, q), 1.38 (3H, t).

[0115] Manufacturing Example 5 The compound and its physical properties obtained by using compound 1-26 of the present invention instead of compound 1-40 of the present invention, in accordance with Manufacturing Example 2, are shown below. Compounds 1-14 of the present invention: 1 H-NMR (CDCl3) δ: 8.34 (1H, d), 7.69 (1H, d), 7.53-7.50 (1H, m), 3.63 (3H, s), 3.47 (2H, q), 1.36 (3H, t).

[0116] Preparation Example 6: 0.46 g of Compound 1-14 of the present invention, 0.48 g of 2-(tributylstannyl)pyrimidine, 0.09 g of PdCl ２A mixture of (dPPf), 0.05 g of copper(I) iodide, 0.06 g of lithium chloride, and 3 mL of toluene was stirred at 100°C for 8 hours. The resulting mixture was filtered through Celite, water was added to the filtrate, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and then subjected to silica gel chromatography to obtain 0.15 g of the present invention compound 1-15. Compounds 1-15 of the present invention: 1 H-NMR (CDCl3) δ: 8.99 (2H, d), 8.78 (1H, d), 8.54 (1H, d), 7.41 (1H, t), 7.08-7.06 (1H, m), 3.90 (3H, s), 3.75 (2H, q), 1.38 (3H, t).

[0117] Production Example 7: 0.49 g of the present invention compound 1-45, 0.07 g of Pd ２ (dba) ３ A mixture of 0.29 g potassium acetate, 0.51 g bis(pinacolate)diboron, and 3 mL of toluene was stirred at 90°C for 3 hours. After cooling to room temperature, the resulting mixture was filtered through Celite, water was added to the filtrate, and the mixture was extracted with chloroform. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure. Half of the resulting residue was used, and 0.04 g of PdCl was added to it. ２ (dPPf), 0.27 g of tripotassium phosphate, 0.15 g of 2-bromo-6-chloropyridine, 1 mL of water, and 5 mL of 1,2-dimethoxyethane were added and the mixture was stirred at 90°C for 6 hours. The resulting mixture was filtered through Celite, water was added to the filtrate, and the mixture was extracted with chloroform. The resulting organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and then subjected to silica gel column chromatography to obtain 0.21 g of compound 1-24 of the present invention. Compound 1-24 of the present invention: 1 H-NMR (CDCl3) δ: 9.47 (1H, d), 8.94 (1H, d), 7.85-7.78 (2H, m), 7.42 (1H, dd), 7.09 (1H, m), 3.92 (3H, s), 3.78 (2H, q), 1.41 (3H, t).

[0118] Preparation Example 8 A mixture of 0.23 g of the present invention compound 1-14 and 1 mL of methylamine (2 mol / L THF solution) was stirred at room temperature for 7 hours. Water was then added to the resulting mixture, and it was extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 0.07 g of the present invention compound 1-16. Compound 1-16 of the present invention: 1 H-NMR (CDCl3) δ: 8.02 (1H, d), 7.05-7.03 (1H, m), 6.47 (1H, d), 5.34 (1H, s), 3.87 (3H, s), 3.53 (2H, q), 3.01 (3H, d), 1.32 (3H, t).

[0119] Production Example 9: 0.17 g of the present invention compound 1-14 and 0.034 g of Pd ２ (dba) ３ A mixture of 0.032 g xanthophos, 0.18 g cesium carbonate, 0.04 g iminodiethyl-λ6-sulfone, and 4 mL of 1,4-dioxane was heated under reflux for 1.5 hours. After cooling to room temperature, the resulting mixture was filtered using Celite, water was added, and the mixture was extracted with chloroform. The resulting organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and then subjected to silica gel column chromatography to obtain 0.060 g of compound 1-21 of the present invention. Compound 1-21 of the present invention: 1 H-NMR (CDCl3) δ: 8.08 (1H, d), 7.04 (1H, m), 6.89 (1H, d), 3.83 (3H, s), 3.63 (2H, q), 3.45 (6H, s), 1.34 (3H, t).

[0120] Production Example 10: 0.68 g of the present invention compound 1-14 and 0.14 g of Pd ２ (dba) ３A mixture of 0.14 g of 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2.93 g of cesium carbonate, 0.26 g of tert-butylcarbamate, and 7.5 mL of toluene was heated under reflux for 1.5 hours. After cooling to room temperature, the resulting mixture was filtered using Celite, water was added, and the mixture was extracted with chloroform. The resulting organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and then subjected to silica gel column chromatography to obtain 0.66 g of compound 1-32 of the present invention. Compound 1-32 of the present invention: 1 H-NMR (CDCl3) δ: 8.27 (1H, d), 8.16 (1H, d), 7.62 (1H, s), 7.06 (1H, m), 3.88 (3H, s), 3.60 (2H, q), 1.53 (9H, s), 1.33 (3H, t).

[0121] Preparation Example 11 A mixture of 0.50 g of the present invention compound 1-32 and 8 mL of chloroform was mixed with 1.3 mL of trifluoroacetic acid at room temperature and stirred at room temperature for 18 hours. A saturated aqueous sodium bicarbonate solution was added to the resulting mixture and extracted with chloroform. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 0.32 g of the present invention compound 1-33. Compound 1-33 of the present invention: 1 H-NMR (CDCl3) δ: 8.00 (1H, d), 7.05 (1H, m), 6.59 (1H, d), 5.13 (2H, s), 3.88 (3H, s), 3.56 (2H, q), 1.32 (3H, t).

[0122] Production Example 12: The compound and its physical properties are shown below, which were produced in accordance with Production Example 1, using intermediate 3-1 instead of intermediate 2-1. Compound 2-1 of the present invention: 1H-NMR (CDCl3) δ: 8.84 (1H, m), 7.52 (1H, dd), 7.49-7.43 (2H, m), 7.34 (1H, dd), 7.25-7.20 (1H, m), 4.08 (3H, s), 3.04 (2H, q), 1.21 (3H, t).

[0123] Manufacturing Example 13: The compound and its physical properties are shown below, which were manufactured in accordance with Manufacturing Example 2, using compound 2-1 instead of compound 1-40 of the present invention. Compound 2-2 of the present invention: 1 H-NMR (CDCl3) δ: 9.56-9.55 (1H, m), 7.66 (1H, dd), 7.61 (1H, dd), 7.46 (1H, dd), 7.38 (1H, dd), 7.28-7.23 (1H, m), 4.05 (3H, s), 3.93 (2H, q), 1.39 (3H, t).

[0124] Preparation Example 14: 1.1 g of intermediate 1-1-3 and 10 mL of pyridine were mixed with 1.2 g of 5-bromo-3-(ethylsulfonyl)picolinic acid chloride at room temperature, and the mixture was stirred at 90°C for 2 hours. After cooling to room temperature, water was added to the resulting mixture, the precipitated solid was filtered off and dried to obtain 1.48 g of the present invention compound 1-10. Compounds 1-10 of the present invention: 1 H-NMR (CDCl3) δ: 8.93 (1H, d), 8.52 (1H, d), 7.74 (1H, dd), 7.10 (1H, dd), 3.95 (3H, s), 3.76 (2H, q), 1.38 (3H, t).

[0125] Preparation Example 15 A mixture of 1.73 g of intermediate 1-1-2, 1.44 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 0.061 g of N,N-dimethyl-4-aminopyridine, 1.31 g of 5-bromo-3-(ethylthio)picolinic acid, and 15 mL of pyridine was stirred at room temperature for 1 hour. The resulting mixture was poured into water, the precipitated solid was filtered off, and washed with methyl tert-butyl ether to obtain 2.06 g of compound 1-44 of the present invention. Compound 1-44 of the present invention: LCMS:464[M+H]+, RT=2.137 minutes

[0126] Manufacturing Example 16 The compound and its physical properties obtained by using compound 1-44 of the present invention instead of compound 1-40 of the present invention, in accordance with Manufacturing Example 2, are shown below. Compound 1-45 of the present invention: 1 H-NMR (CDCl3) δ: 8.93 (1H, d), 8.52 (1H, d), 7.09 (1H, m), 3.90 (3H, s), 3.75 (2H, q), 1.38 (3H, t).

[0127] Preparation Example 17 A mixture of 0.26 g of 5-cyclopropyl-4-(ethylsulfonyl)-1-methyl-1H-pyrazole-3-carboxylic acid, prepared according to the method described in International Publication No. 2024 / 248015, 5 mL of chloroform, and a catalytic amount of DMF was mixed with 0.28 mL of oxalyl chloride under ice cooling. After the addition was complete, the mixture was stirred at room temperature for 1 hour and the resulting mixture was concentrated under reduced pressure. The resulting residue was added at room temperature to a mixture of 0.33 g of intermediate 1-1-1 and 5 mL of pyridine, and the mixture was stirred at 80°C for 3 hours. After cooling to room temperature, water was added to the resulting mixture, the precipitated solid was filtered off, and washed with methyl tert-butyl ether to obtain 0.37 g of compound 3-1 of the present invention. Compound 3-1 of the present invention: 1 H-NMR (CDCl3) δ: 7.51 (1H, t), 7.23 (1H, dd), 4.03 (3H, s), 3.96 (3H, s), 3.73 (2H, q), 1.94-1.89 (1H, m), 1.38 (3H, t), 1.26-1.24 (2H, m), 0.91-0.90 (2H, m).

[0128] In Production Example 18, instead of 5-cyclopropyl-4-(ethylsulfonyl)-1-methyl-1H-pyrazole-3-carboxylic acid, 2-bromo-5-(ethylsulfonyl)-1-methyl-1H-imidazole-4-carboxylic acid prepared according to the method described in International Publication No. 2024 / 248015 was used, and the compound and its physical properties prepared according to Production Example 17 are shown below. Compound 3-2 of the present invention: 1 H-NMR (CDCl3) δ: 7.52 (1H, t), 7.24 (1H, dd), 3.99 (3H, s), 3.98 (3H, s), 3.85 (2H, q), 1.39 (3H, t).

[0129] Preparation Example 19: 0.22 g of Compound 3-2 of the present invention, 0.1 g of 4-fluorophenylboronic acid, 0.03 g of PdCl ２ A mixture of (dPPf), 0.24 g of tripotassium phosphate, and 5 mL of 1,2-dimethoxyethane was stirred at 90°C for 4 hours. After cooling to room temperature, the reaction solution was concentrated under reduced pressure, and the resulting residue was subjected to silica gel chromatography to obtain 0.15 g of compound 3-3 of the present invention. Compound 3-3 of the present invention: 1 H-NMR (CDCl3) δ: 7.66-7.64 (2H, m), 7.53-7.51 (1H, m), 7.24-7.19 (3H, m), 3.97 (3H, s), 3.95 (3H, s), 3.89 (2H, q), 1.43 (3H, t).

[0130] Production Example 20: The compound and its physical properties are shown below, which were prepared in accordance with Production Example 19 using 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl)phenyl)cyclopropane-1-carbonitrile instead of 4-fluorophenylboronic acid. Compounds 3-4 of the present invention: 1 H-NMR (CDCl3) δ: 7.66-7.65 (2H, m), 7.52 (1H, dd), 7.44-7.43 (2H, m), 7.22 (1H, dd), 3.96 (3H, s), 3.95 (3H, s), 3.89 (2H, q), 1.84-1.83 (2H, m), 1.50-1.49 (2H, m), 1.43 (3H, t).

[0131] The compounds and their physical properties produced according to one of the manufacturing examples described in the Examples section are shown below. Formula (A-1) In the compound shown, A １ , X １, R １ , R ２ , n, Z １ Z ２ Z ３ Z ４ , R ３ｂ , and R ３ｄ A compound whose combination is one of the combinations listed in [Table A-1].

[0132] Compound 1-1 of the present invention: 1 H-NMR (CDCl3) δ: 9.05 (1H, d), 8.52 (1H, d), 7.66-7.65 (2H, m), 7.46 (1H, dd), 7.37 (1H, dd), 7.27-7.24 (3H, m), 3.97 (3H, s), 3.81 (2H, q), 1.39 (3H, t). Compound 1-2 of the present invention: 1 H-NMR (CDCl3) δ: 9.06 (1H, d), 8.53 (1H, d), 7.63-7.61 (2H, m), 7.54-7.51 (2H, m), 7.46 (1H, dd), 7.37 (1H, dd), 7.29-7.23 (1H, m), 3.97 (3H, s), 3.81 (2H, q), 1.39 (3H, t). Compound 1-3 of the present invention: 1 H-NMR (CDCl3) δ: 8.65 (1H, d), 7.95 (1H, d), 7.44 (1H, dd), 7.35 (1H, dd), 7.23 (1H, dd), 3.94 (3H, s), 3.75 (2H, q), 2.08-2.04 (1H, m), 1.35 (3H, t), 1.19-1.18 (2H, m), 0.88-0.87 (2H, m). Compound 1-4 of the present invention: 1 H-NMR (CDCl3) δ: 9.05 (1H, d), 8.52 (1H, d), 7.67-7.64 (2H, m), 7.56-7.54 (1H, m), 7.27-7.24 (3H, m), 3.93 (3H, s), 3.80 (2H, q), 1.40 (3H, t). Compound 1-5 of the present invention: 1¹H-NMR (CDCl₃) δ: 9.06 (¹H, d), 8.53 (¹H, d), 7.63–7.60 (2H, m), 7.54–7.52 (3H, m), 7.26–7.24 (¹H, m), 3.93 (3H, s), 3.80 (2H, q), 1.39 (3H, t). Compounds of the present invention 1–6: 1 ¹H-NMR (CDCl₃) δ: 9.50 (¹H, d), 8.97 (¹H, d), 8.79–8.78 (¹H, m), 7.88–7.86 (2H, m), 7.56 (¹H, dd), 7.39–7.38 (¹H, m), 7.27–7.25 (¹H, m), 3.94 (3H, s), 3.79 (2H, q), 1.41 (3H, t). Compounds 1–7 of this invention: 1 ¹H-NMR (CDCl₃) δ: 9.46 (¹H, d), 8.93 (¹H, d), 8.64 (¹H, d), 7.90 (¹H, dd), 7.61–7.54 (²H, m), 7.28–7.24 (¹H, m), 3.94 (³H, s), 3.80 (²H, q), 1.41 (³H, t). Compounds 1–8 of this invention: 1 ¹H-NMR (CDCl₃) δ: 9.89 (¹H, d), 9.39 (¹H, d), 8.90 (2H, d), 7.56 (¹H, dd), 7.35 (¹H, t), 7.28–7.26 (¹H, m), 3.94 (3H, s), 3.77 (2H, q), 1.41 (3H, t). Compounds of the present invention 1–9: 1 ¹H-NMR (CDCl₃) δ: 9.07 (¹H, d), 8.52 (¹H, d), 7.70–7.67 (³H, m), 7.61–7.57 (¹H, m), 7.29–7.25 (²H, m), 4.18–4.11 (²H, m), 3.53 (²H, q), 1.45 (³H, t), 1.37 (³H, t). Compounds of the present invention 1–10: 1¹H-NMR (CDCl₃) δ: 8.93 (¹H, d), 8.52 (¹H, d), 7.74 (¹H, dd), 7.10 (¹H, dd), 3.95 (³H, s), 3.76 (²H, q), 1.38 (³H, t). Compounds of the present invention 1-11: 1 ¹H-NMR (CDCl₃) δ: 9.05 (¹H, d), 8.52 (¹H, d), 7.74 (¹H, dd), 7.67–7.65 (2H, m), 7.26–7.24 (2H, m), 7.10 (¹H, dd), 3.97 (3H, s), 3.80 (2H, q), 1.40 (3H, t). Compounds of this invention 1–12: 1 ¹H-NMR (CDCl₃) δ: 9.06 (¹H, d), 8.53 (¹H, d), 7.75 (¹H, dd), 7.63–7.61 (²H, m), 7.53–7.51 (²H, m), 7.09 (¹H, dd), 3.96 (³H, s), 3.80 (²H, q), 1.40 (³H, t). Compounds of this invention 1–13: 1 ¹H-NMR (CDCl₃) δ: 8.65 (¹H, d), 7.95 (¹H, d), 7.71 (¹H, dd), 7.08 (¹H, dd), 3.94 (³H, s), 3.74 (²H, q), 2.07–2.04 (¹H, m), 1.35 (³H, t), 1.20–1.18 (²H, m), 0.89–0.87 (²H, m). Compounds of the present invention 1–14: 1 ¹H-NMR (CDCl₃) δ: 8.34 (¹H, d), 7.69 (¹H, d), 7.53–7.50 (¹H, m), 3.63 (³H, s), 3.47 (²H, q), 1.36 (³H, t). Compounds of the present invention 1–15: 1 ¹H-NMR (CDCl₃) δ: 8.99 (2H, d), 8.78 (1H, d), 8.54 (1H, d), 7.41 (1H, t), 7.08–7.06 (1H, m), 3.90 (3H, s), 3.75 (2H, q), 1.38 (3H, t). Compounds of the present invention 1–16: 1¹H-NMR (CDCl₃) δ: 8.02 (¹H, d), 7.05–7.03 (¹H, m), 6.47 (¹H, d), 5.34 (¹H, s), 3.87 (³H, s), 3.53 (²H, q), 3.01 (³H, d), 1.32 (³H, t). Compounds of the present invention 1–17: 1 ¹H-NMR (CDCl₃) δ: 9.51 (¹H, d), 8.96 (¹H, d), 8.11–8.02 (²H, m), 7.78 (¹H, d), 7.56 (¹H, dd), 7.29–7.25 (¹H, m), 3.94 (³H, s), 3.80 (²H, q), 1.41 (³H, t). Compounds of the present invention 1–18: 1 ¹H-NMR (CDCl₃)δ: 9.51 (¹H, d), 8.94 (¹H, d), 7.74–7.71 (¹H, m), 7.55 (¹H, dd), 7.47 (¹H, d), 7.27–7.23 (¹H, m), 6.83 (¹H, d), 4.05 (³H, s), 3.93 (³H, s), 3.79 (²H, q), 1.40 (³H, t). Compounds of this invention 1–19: 1 ¹H-NMR (CDCl₃) δ: 9.46 (¹H, d), 8.94 (¹H, d), 7.85–7.78 (2H, m), 7.56 (¹H, dd), 7.42 (¹H, dd), 7.28–7.24 (¹H, m), 3.93 (3H, s), 3.78 (2H, q), 1.40 (3H, t). Compounds of this invention 1–20: 1 ¹H-NMR (CDCl₃) δ: 8.59 (¹H, d), 8.00 (¹H, d), 7.52 (¹H, dd), 7.22 (¹H, dd), 3.91 (³H, s), 3.77 (²H, q), 3.25 (⁶H, s), 1.36 (³H, t). Compounds of the present invention 1-21: 1¹H-NMR (CDCl₃) δ: 8.08 (¹H, d), 7.04 (¹H, m), 6.89 (¹H, d), 3.83 (³H, s), 3.63 (²H, q), 3.45 (⁶H, s), 1.34 (³H, t). Compounds of this invention 1-22: 1 ¹H-NMR (CDCl₃) δ: 9.54 (¹H, d), 9.04 (¹H, dd), 9.01 (¹H, d), 8.15 (¹H, dd), 8.02 (¹H, dd), 7.57 (¹H, dd), 7.29–7.25 (¹H, m), 3.94 (³H, s), 3.79 (²H, q), 1.40 (³H, t). Compounds of this invention 1–23: 1 ¹H-NMR (CDCl₃) δ: 9.07 (¹H, d), 8.54 (¹H, d), 7.71–7.68 (2H, m), 7.58–7.56 (¹H, m), 7.40 (2H, d), 7.30–7.24 (¹H, m), 5.96 (¹H, tt), 3.94 (3H, s), 3.80 (2H, q), 1.39 (3H, t). Compounds 1–24 of this invention: 1 ¹H-NMR (CDCl₃) δ: 9.47 (¹H, d), 8.94 (¹H, d), 7.85–7.78 (2H, m), 7.42 (¹H, dd), 7.09 (¹H, m), 3.92 (3H, s), 3.78 (2H, q), 1.41 (3H, t). Compounds of the present invention 1–25: 1 ¹H-NMR (CDCl₃) δ: 9.52 (¹H, d), 8.97 (¹H, d), 8.12–8.02 (2H, m), 7.79 (¹H, dd), 7.09 (¹H, m), 3.93 (3H, s), 3.80 (2H, q), 1.42 (3H, t). Compounds of the present invention 1–26: 1 ¹H-NMR (CDCl₃) δ: 7.67 (¹H, d), 7.37 (¹H, d), 7.07 (¹H, m), 3.99 (³H, s), 2.95 (²H, q), 1.38 (³H, t). Compounds of this invention 1-27: 1¹H-NMR (CDCl₃) δ: 9.06 (¹H, d), 8.53 (¹H, d), 7.72–7.70 (2H, m), 7.56 (¹H, dd), 7.40 (2H, d), 7.27–7.25 (¹H, m), 3.94 (3H, s), 3.80 (2H, q), 1.39 (3H, t). Compounds of this invention 1–28: 1 ¹H-NMR (CDCl₃) δ: 9.06 (¹H, d), 8.53 (¹H, d), 7.69–7.67 (2H, m), 7.56 (¹H, dd), 7.32–7.30 (2H, m), 7.27–7.24 (¹H, m), 6.60 (¹H, t), 3.94 (3H, s), 3.80 (2H, q), 1.39 (3H, t). Compounds of this invention 1–29: 1 ¹H-NMR (DMSO): δ 9.17 (¹H, d), 8.41 (¹H, d), 8.18 (¹H, dd), 8.03 (¹H, dd), 7.81 (2H, d), 7.10 (2H, d), 4.10 (2H, q), 3.83 (3H, s), 3.71 (2H, q), 1.35 (3H, t), 1.23 (3H, t). Compounds of this invention 1-30: 1 ¹H-NMR (DMSO) δ: 9.22 (¹H, d), 8.47 (¹H, d), 8.18 (¹H, dd), 8.04 (¹H, dd), 7.90 (2H, dd), 7.51 (2H, dd), 3.84 (3H, s), 3.71 (2H, q), 1.83 (2H, dd), 1.60 (2H, dd), 1.23 (3H, t). Compounds of the present invention 1-31: 1 ¹H-NMR (DMSO) δ: 9.18 (¹H, d), 8.43 (¹H, d), 8.17 (¹H, dd), 8.03 (¹H, dd), 7.74 (2H, d), 7.26 (2H, d), 3.83 (3H, s), 3.71 (2H, q...

Claims

Equation (I) [In formula (I), Q is expressed by the following formula This represents the group represented by formula Q1, the group represented by formula Q2, the group represented by formula Q3, the group represented by formula Q4, the group represented by formula Q5, the group represented by formula Q6, or the group represented by formula Q7 (# represents the bonding site with a sulfur atom, and ● represents the bonding site with a carbon atom to which W is bonded), A １ is a nitrogen atom or CR ３ｃ This represents, A ２ is an oxygen atom, a sulfur atom or NR ６ This represents, A ３ is an oxygen atom, a sulfur atom or NR ６ This represents, G １ is a nitrogen atom or CR １０ａ This represents, G ２ represents a nitrogen atom or CR １０ｂ and G ３ is a nitrogen atom or CR １０ｃ This represents, G ４ is a nitrogen atom or CR １０ｄ This represents, R ３ａ , R ３ｂ , R ３ｃ , R ３ｄ , R ３ｆ , R ３ｇ , R ３ｉ , R ３ｋ , R １０ａ , R １０ｂ , R １０ｃ , and R １０ｄ OR C1-C6 chain hydrocarbon groups which may be substituted with one or more substituents selected from group B, C3-C7 cycloalkyl groups which may be substituted with one or more substituents selected from group K, phenyl groups which may be substituted with one or more substituents selected from group M, 5 or 6 membered aromatic heterocyclic groups which may be substituted with one or more substituents selected from group M １２ , NR １１ R １２ , NR １１ａ R １２ａ , NR １９ NR １１ R １２ , NR １９ OR １１ , NR １１ C(O)R １３ , NR １９ NR １１ C(O)R １３ , NR １１ C(O)OR １４ , NR １９ NR １１ C(O)OR １４ , NR １１ C(O)NR ２１ R ２２ , NR １９ NR １１ C(O)NR ２１ R ２２ N=CHNR ２１ R ２２ N=S(O) ｐ R １５ R １６ , C(O)R １３ , C(O)OR １７ , C(O)NR ２１ R ２２ , C(O)NR １１ S(O) ２ R １８ CR ２０ =NOR １７ , NR １１ CR １９ =NOR １７ , S(O) ｍ R １８ , represents a cyano group, a nitro group, a halogen atom, or a hydrogen atom (where Q is the group represented by formula Q1, and A １ CR ３ｃ In this case, the existence of R ３ａ , R ３ｂ , R ３ｃ , and R ３ｄ Not all of them represent hydrogen atoms.) R ３ｅ , R ３ｈ and R ６ This represents 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 K, a phenyl group, which may be substituted with one or more substituents selected from group M, or a 5 or 6-membered aromatic heterocyclic group, which may be substituted with one or more substituents selected from group M. If Q is the group shown by formula Q1, then R ３ａ , R ３ｂ and R ３ｄ Two adjacent substituents may, together with the two carbon atoms to which they are bonded, form a triazole ring which may be a benzene ring, a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an isothiazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, or a pyrazine ring {the benzene ring, the pyrrole ring, the furan ring, the thiophene ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the isothiazole ring, the pyridine ring, the pyridazine ring, the pyrimidine ring, and the pyrazine ring may be substituted with one or more substituents selected from group M}, or a triazole ring which may be substituted with one or more substituents selected from group P. p represents 0 or 1, m represents 0, 1, or 2. R ２０ This is a C1-C6 chain hydrocarbon group, a halogen atom, OR which may be substituted with one or more halogen atoms. ２３ , NR ２４ R ２５ , or represents a hydrogen atom, R １７ This 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 J, or a hydrogen atom. R １２ represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from group T, a phenyl group optionally substituted with one or more substituents selected from group J, a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group J, S(O) ２ R １８ , or a hydrogen atom, and R １８ This 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 J. R １１ａ and R １２ａ This represents a 3-7 member non-aromatic heterocyclic group which, together with the nitrogen atom to which they are bonded, may be substituted with one or more substituents selected from group K. R １３ This 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 (C3-C6 cycloalkyl) C1-C3 chain alkyl 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 J, a 5 or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group J, or a hydrogen atom. R １４ 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 (C3-C6 cycloalkyl)C1-C3 chain alkyl group which may be substituted with one or more halogen atoms, or a phenyl C1-C3 chain alkyl group {the phenyl moiety in the phenyl C1-C3 chain alkyl group may be substituted with one or more substituents selected from group J}, R １５ and R １６ This represents a C1-C6 chain alkyl group which may be the same or different and may be substituted with one or more halogen atoms. R ２１ This represents a C1-C6 chain alkyl group that may be substituted with one or more halogen atoms, or a hydrogen atom. R ２２ This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, or a hydrogen atom. R ２３ This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. R １１ , R １９ , R ２４ and R ２５ This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. W represents an oxygen atom or a sulfur atom. R １ Group D ２ C1-C6 chain hydrocarbon groups, group E, which may be substituted with one or more more selected substituents. ２ C3-C7 cycloalkyl groups, group M, which may be substituted with one or more more selected substituents. ２ Phenyl groups, group M, which may be substituted with one or more more selected substituents. ２ A 5 or 6-membered aromatic heterocyclic group, C(O)R, which may be substituted with one or more more selected substituents. ４ , C(O)OR ４ , or C(O)NR ４ R ５ This represents, R ４ and R ５ C1-C6 chain hydrocarbon groups, group F, which may be identical or different in phase and substituted with one or more halogen atoms. ２ Phenyl groups, group F, which may be substituted with one or more more selected substituents. ２ A 5- or 6-membered heterocyclic group which may be substituted with one or more more selected substituents, or a hydrogen atom, R ２ This represents a C1-C6 chain alkyl group, a cyclopropyl group, or a cyclopropylmethyl group, which may be substituted with one or more halogen atoms. n represents 0, 1, or 2. X １ is an oxygen atom, a sulfur atom or NR ７ This represents, R ７ This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy 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 (C3-C7 cycloalkyl) C1-C6 chain alkyl group which may be substituted with one or more halogen atoms. Z １ is a nitrogen atom or CR ９ａ This represents, Z ２ is a nitrogen atom or CR ９ｂ This represents, Z ３ is a nitrogen atom or CR ９ｃ This represents, Z ４ is a nitrogen atom or CR ９ｄ This represents, R ９ａ , R ９ｂ , R ９ｃ and R ９ｄ These are the same or different, Group B ３ C1-C6 chain hydrocarbon groups, group K, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkyl groups, group M, which may be substituted with one or more more selected substituents. ３ Phenyl groups, group M, which may be substituted with one or more more selected substituents. ３ A 5 or 6-membered aromatic heterocyclic group, OR which may be substituted with one or more more selected substituents. ５２ , NR ５１ R ５２ , NR ５１ａ R ５２ａ , NR ５９ NR ５１ R ５２ , NR ５９ OR ５１ , NR ５１ C(O)R ５３ , NR ５９ NR ５１ C(O)R ５３ , NR ５１ C(O)OR ５４ , NR ５９ NR ５１ C(O)OR ５４ , NR ５１ C(O)NR ５１ R ５２ , NR ５９ NR ５１ C(O)NR ６１ R ６２ N=CHNR ６１ R ６２ N=S(O) ｑ R ５５ R ５６ , C(O)R ５３ , C(O)OR ５７ , C(O)NR ６１ R ６２ , C(O)NR ５１ S(O) ２ R ５８ CR ６０ =NOR ５７ , NR ５１ CR ５９ =NOR ５７ , S(O) ｖ R ５８ , represents a cyano group, a nitro group, a halogen atom, or a hydrogen atom, q represents 0 or 1, v represents 0, 1, or 2. R ６０ This is a C1-C6 chain hydrocarbon group, a halogen atom, OR which may be substituted with one or more halogen atoms. ６３ , NR ６４ R ６５ , or represents a hydrogen atom, R ５７ This refers to a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, group J. ３ A phenyl group or hydrogen atom which may be substituted with one or more more selected substituents, R ５２ is group L ３ C1-C6 chain hydrocarbon groups, group T, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkyl groups, group T, which may be substituted with one or more more selected substituents. ３ C3-C7 cycloalkenyl groups, group J, which may be substituted with one or more more selected substituents. ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A six-membered aromatic heterocyclic group, S(O), which may be substituted with one or more more selected substituents. ２ R ５８ , or represents a hydrogen atom, R ５８ This is a C1-C6 chain hydrocarbon group, or group J, which may be substituted with one or more halogen atoms. ３ Represents a phenyl group which may be substituted with one or more more selected substituents, R ５１ａ and R ５２ａ Together with the nitrogen atoms to which they are bonded, they form group K ３ Represents a 3-7 member non-aromatic heterocyclic group which may be substituted with one or more more selected substituents, R ５３ This includes C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups which may be substituted with one or more halogen atoms, (C3-C6 cycloalkyl) C1-C3 chain alkyl groups which may be substituted with one or more halogen atoms, and group J. ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A 5- or 6-membered aromatic heterocyclic group, which may be substituted with one or more more selected substituents, or a hydrogen atom, R ５４ This 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-C6 cycloalkyl) C1-C3 chain alkyl group which may be substituted with one or more halogen atoms, or a phenyl C1-C3 chain alkyl group {the phenyl portion in the phenyl C1-C3 chain alkyl group belongs to group J}. ３ This represents} which may be substituted with one or more more selected substituents, R ５５ and R ５６ This represents a C1-C6 chain alkyl group which may be the same or different and may be substituted with one or more halogen atoms. R ６１ This represents a C1-C6 chain alkyl group that may be substituted with one or more halogen atoms, or a hydrogen atom. R ６２ is group L ３ C1-C6 chain hydrocarbon groups, group T, which may be substituted with one or more more selected substituents. ３ A C3-C7 cycloalkyl group, which may be substituted with one or more more selected substituents, or a hydrogen atom, R ６３ This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms. R ５１ , R ５９ , R ６４ and R ６５ This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. 　 Group B: A group consisting of C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups which may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups which may be substituted with one or more halogen atoms, C3-C6 cycloalkyl groups which may be substituted with one or more halogen atoms, cyano groups, hydroxyl groups, and halogen atoms. Group G: A group consisting of C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups which may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups which may be substituted with one or more halogen atoms, and halogen atoms. Group J: C1-C6 chain hydrocarbon groups that may be substituted with one or more halogen atoms, hydroxyl groups, C1-C6 alkoxy groups that may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups that may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups that may be substituted with one or more halogen atoms, sulfanyl groups, C1-C6 chain alkylsulfanyl groups that may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfinyl groups that may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfonyl groups that may be substituted with one or more halogen atoms, amino groups, NHR ９１ , NR ９１ R ９２ , C(O)R ９１ OC(O)R ９１ , C(O)OR ９１ A group consisting of cyano groups, nitro groups, and halogen atoms. R ９１ and R ９２ This represents a C1-C6 chain alkyl group that is identical or different in phase and may be substituted with one or more halogen atoms. Group K: A group consisting of C1-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C3-C6 alkenyloxy groups which may be substituted with one or more halogen atoms, C3-C6 alkynyloxy groups which may be substituted with one or more halogen atoms, halogen atoms, oxo groups, hydroxyl groups, cyano groups, and nitro groups. Group L: C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, phenyl groups which may be substituted with one or more substituents selected from Group J, 5 or 6-membered aromatic heterocyclic groups which may be substituted with one or more substituents selected from Group J, C3-C7 cycloalkyl groups which may be substituted with one or more halogen atoms, 3-7 membered non-aromatic heterocyclic groups which may be substituted with one or more substituents selected from Group G, amino groups, NHR ９１ , NR ９１ R ９２ A group consisting of halogen atoms and cyano groups. 　 Group M: C1-C6 chain alkyl groups which may be substituted with one or more halogen atoms, C3-C7 cycloalkyl groups which may be substituted with one or more substituents selected from Group T, OR ９４ , NR ９３ R ９４ , C(O)R ９４ , C(O)NR ９３ R ９４ OC(O)R ９３ , OC(O)OR ９３ , NR ９４ C(O)R ９３ , NR ９４ C(O)OR ９３ , C(O)OR ９４ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and five- or six-membered aromatic heterocyclic groups. R ９３ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. R ９４ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. 　 Group P: A group consisting of C2-C6 chain hydrocarbon groups which may be substituted with one or more halogen atoms, C3-C6 cycloalkyl groups which may be substituted with one or more halogen atoms, phenyl groups which may be substituted with one or more substituents selected from Group J, 5 or 6-membered aromatic heterocyclic groups which may be substituted with one or more substituents selected from Group J, C2-C6 chain alkylcarbonyl groups which may be substituted with one or more halogen atoms, C2-C6 alkoxycarbonyl groups which may be substituted with one or more halogen atoms, aminocarbonyl groups, (C1-C6 chain alkyl)aminocarbonyl groups which may be substituted with one or more halogen atoms, methyl groups, and di(C1-C4 chain alkyl)aminocarbonyl groups which may be substituted with one or more halogen atoms. Group T: A group consisting of C1-C6 chain alkyl groups, halogen atoms, and cyano groups, which may be substituted with one or more halogen atoms. Group D ２ : C3-C6 cycloalkyl groups which may be substituted with one or more substituents selected from the group consisting of halogen atoms and C1-C3 chain alkyl groups, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 chain alkylsulfonyl groups which may be substituted with one or more halogen atoms, C2-C6 chain alkylcarbonyl groups which may be substituted with one or more halogen atoms, C2-C6 alkoxycarbonyl groups which may be substituted with one or more halogen atoms, group F ２ Phenyl groups, group F, which may be substituted with one or more more selected substituents. ２ A group consisting of a five- or six-membered aromatic heterocyclic group, a hydroxyl group, a cyano group, and a halogen atom, which may be substituted with one or more more selected substituents. Group E ２ : A group consisting of a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfinyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfonyl group which may be substituted with one or more halogen atoms, a cyano group, and a halogen atom. Group F ２ : A group consisting of C1-C6 alkyl groups which may be substituted with one or more halogen atoms, C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups which may be substituted with one or more halogen atoms, C1-C6 alkylamino groups which may be substituted with one or more halogen atoms, di(C1-C6 alkyl)amino groups which may be substituted with one or more halogen atoms, C2-C6 alkylcarbonyl groups which may be substituted with one or more halogen atoms, C2-C6 alkoxycarbonyl groups which may be substituted with one or more halogen atoms, hydroxyl groups, sulfanyl groups, amino groups, cyano groups, nitro groups, and halogen atoms. Group M ２ : C1-C6 chain alkyl groups, which may be substituted with one or more halogen atoms, group T ２ A C3-C7 cycloalkyl group, OR which may be substituted with one or more more selected substituents. ９６ , NR ９５ R ９６ , C(O)R ９６ , C(O)NR ９５ R ９６ OC(O)R ９５ , OC(O)OR ９５ , NR ９６ C(O)R ９５ , NR ９６ C(O)OR ９５ , C(O)OR ９６ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and five- or six-membered aromatic heterocyclic groups. R ９５ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. R ９６ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group T ２ : A group consisting of a C1-C6 chain alkyl group, a halogen atom, and a cyano group, which may be substituted with one or more halogen atoms. Group B ３ : A group consisting of a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group which may be substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, a cyano group, a hydroxyl group, and a halogen atom. Group G ３ : A group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, and halogen atoms. Group J ３ : A C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a hydroxyl group, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 chain alkylsulfanyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfinyl group which may be substituted with one or more halogen atoms, a C1-C6 chain alkylsulfonyl group which may be substituted with one or more halogen atoms, an amino group, NHR ９９ , NR ９９ R １００ , C(O)R ９９ OC(O)R ９９ , C(O)OR ９９ A group consisting of cyano groups, nitro groups, and halogen atoms. R ９９ and R １００ This represents a C1-C6 chain alkyl group that is identical or different in phase and may be substituted with one or more halogen atoms. Group K ３ : A group consisting of a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a C3-C6 alkenyloxy group which may be substituted with one or more halogen atoms, a C3-C6 alkynyloxy group which may be substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxyl group, a cyano group, and a nitro group. Group L ３ : C1-C6 alkoxy groups which may be substituted with one or more halogen atoms, group J ３ Phenyl groups, group J, which may be substituted with one or more more selected substituents. ３ A 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more more selected substituents, a C3-C7 cycloalkyl group which may be substituted with one or more halogen atoms, group G ３ A 3-7 member non-aromatic heterocyclic group, amino group, or NHR which may be substituted with one or more more selected substituents. ９９ , NR ９９ R １００ A group consisting of halogen atoms and cyano groups. Group M ３ : C1-C6 chain alkyl groups, which may be substituted with one or more halogen atoms, group T ３ A C3-C7 cycloalkyl group, OR which may be substituted with one or more more selected substituents. １０２ , NR １０１ R １０２ , C(O)R １０２ , C(O)NR １０１ R １０２ OC(O)R １０１ , OC(O)OR １０１ , NR １０２ C(O)R １０１ , NR １０２ C(O)OR １０１ , C(O)OR １０２ A group consisting of halogen atoms, nitro groups, cyano groups, amino groups, and five- or six-membered aromatic heterocyclic groups. R １０１ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms. R １０２ This represents a C1-C6 chain alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. Group T ３ Compounds represented by [] or their N oxide, which are part of the group consisting of a C1-C6 chain alkyl group, a halogen atom, and a cyano group, which may be substituted with one or more halogen atoms. The compound according to claim 1 or its N oxide, wherein Q is the group represented by formula Q1. The compound according to claim 1 or its N oxide, wherein Q is the group represented by formula Q5. Q is the group shown by formula Q1, and R ３ａ The compound according to claim 1 or its N oxide, wherein the N atom is a hydrogen atom. Q is the base shown by formula Q1, and A １ The compound according to claim 1 or its N oxide, wherein the N atom is a nitrogen atom. Q is the group shown in formula Q5, and G １ CR １０ａ G ２ CR １０ｂ G ３ CR １０ｃ G ４ CR １０ｄ The compound or its N oxide as described in claim 1. W is an oxygen atom, X １ This is a sulfur atom, Z １ This is a nitrogen atom, Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ The compound or its N oxide according to any one of claims 1 to 6. W is an oxygen atom, X １ This is a sulfur atom, Z １ CR ９ａ Z ２ CR ９ｂ Z ３ CR ９ｃ Z ４ CR ９ｄ The compound or its N oxide according to any one of claims 1 to 6. 　 A pest control composition comprising a compound according to any one of claims 1 to 8 or its N oxide and an inert carrier. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and a compound or its N oxide described in any one of claims 1 to 8: Group (a): A group consisting of insecticidal components, acaricidal components, and nematicidal components; Group (b): bactericidal active ingredient; Group (c): plant growth regulating ingredients; Group (d): Repellent components. 　 A method for controlling harmful arthropods, comprising applying an effective amount of the compound or its N oxide described in any one of claims 1 to 8, or an effective amount of the composition described in claim 10, to a harmful arthropod or a habitat of a harmful arthropod. 　 A seed or vegetative reproductive organ holding an effective amount of the compound or its N oxide according to any one of claims 1 to 8, or an effective amount of the composition according to claim 10.

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