Heterocyclic compound and harmful arthropod-controlling composition containing same
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Filing Date
- 2024-10-25
- Publication Date
- 2025-05-01
AI Technical Summary
The prior art is difficult to effectively control harmful arthropods, especially in finding compounds with excellent control effects.
A harmful arthropod control agent composed of heterocyclic compounds of specific structures was developed to achieve efficient control of arthropods through the interaction between a specific chemical structure and the target organism.
This compound significantly improves the control effect on harmful arthropods and provides a new and effective method of biological control.
Abstract
Description
Heterocyclic compound and pest control composition containing the same
[0001] This application claims priority to and the benefit of Japanese Patent Application No. 2023-184469, filed on October 27, 2023, the entire contents of which are incorporated herein by reference. The present invention relates to a heterocyclic compound and an arthropod pest control composition containing the same.
[0002] Various compounds have been investigated so far for the purpose of controlling harmful arthropods. Meanwhile, Patent Document 1 describes that certain heterocyclic compounds are useful for treating malignant tumors.
[0003] International Publication No. 2017 / 188720
[0004] An object of the present invention is to provide a compound having excellent control activity against harmful arthropods.
[0005] The present inventors have conducted research to find a compound having excellent control activity against arthropod pests, and as a result have found that a compound represented by the following formula (I) has excellent control activity against arthropod pests.
[0006] [1] Formula (I) [Wherein, L is a single bond or —(CR 4a R 4b ) n represents -, R 4a and R 4b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, a halogen atom, or a hydrogen atom, n represents 1, 2, 3, 4, 5, or 6, R 1represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a cyclopropyl group and a halogen atom, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a halogen atom, a hydroxy group, or a hydrogen atom, Q 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, a group represented by formula Q7, a group represented by formula Q8, a group represented by formula Q9, a group represented by formula Q10, a group represented by formula Q11, a group represented by formula Q12, a group represented by formula Q13, or a group represented by formula Q14 (● represents a bonding site), Z represents an oxygen atom or a sulfur atom; 1 is NR 1a , a sulfur atom, or an oxygen atom; R 1a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, C(O)R 5 , C(O)OR 5 , C(O)NR 6a R 7a or a hydrogen atom, R 1aa , R 1ab , R 2aa , and R 2ab are the same or different and each represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, OR 18 , S(O) m R 29 , N.R. 8 C(O)R5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 12a , C(O)NR 6a R 7a , C(=NOR 9a ) R 5 , C(=NOR 9a ) (NR 6a R 7a ), N=S(O) p R 24a R 15 , a halogen atom, a mercapto group, a cyano group, or a hydrogen atom; R 18 represents a phenyl group which may be substituted with one or more substituents selected from Group B, a 5- or 6-membered heterocyclic group which may be substituted with one or more substituents selected from Group B, a C1-C6 alkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom; R 29 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 24a , R 24b , R 24c , R 24d , and R 24 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, or a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, R 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , and R 2oare the same or different and each represent a phenyl group which may be substituted with one or more substituents selected from Group A, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from Group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), N.R. 19 C(O)R 20 , N.R. 19 C(O)OR 20 , N.R. 19 C(O)NR 20 R 21 , S(O)NR 16 R 17 , OR 18 , S(O) m R 29 , a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3; # 2 represents the binding site, R 2e represents a phenyl group which may be substituted with one or more substituents selected from group A, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3, m represents 0, 1, or 2, p represents 0 or 1, R 19 , R 20 , and R 21 are the same or different and represent a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered heterocyclic group optionally substituted with one or more substituents selected from Group B, a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom; R 2a , R 2b , R2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , or R 2o NR 19 C(O)R 20 If R 19 and R 20 is R 19 and a nitrogen atom to which R 20 may form, together with the carbon atom to which R is bonded, a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle (the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms), 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , or R 2o NR 19 C(O)OR 20 If R 19 and R 20 is R 19 a nitrogen atom to which is bonded, C(O), and R 20 may form, together with the oxygen atom to which it is bonded, a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle (the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms), 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R2k , R 2m , R 2n , or R 2o NR 19 C(O)NR 20 R 21 If R 19 and R 20 is R 19 a nitrogen atom to which is bonded, C(O), and R 20 may be taken together with the nitrogen atom to which R is bonded to form a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle (the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms), 16 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom; R 17 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom, 1 is CR 22a or a nitrogen atom; 2 is CR 22 R 27 , N.R. 23 , an oxygen atom, or a sulfur atom; 3 is CR 22b or a nitrogen atom; 4 is CR 22c or a nitrogen atom; 5 is CR 22d or a nitrogen atom; 6 is CR 22e or a nitrogen atom (provided that E 3 and E 4 is simultaneously a nitrogen atom, E 3 , E 5 , and E 6are simultaneously nitrogen atoms, and E 4 , E 5 , and E 6 is also a nitrogen atom) 7 is CR 22f or a nitrogen atom, R 22 , R 22a , R 22b , R 22c , R 22d , R 22e , and R 22f are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, C(O)NR 6c R 7c , N.R. 8 C(O)R 5 a C3-C6 cycloalkyl group optionally substituted by one or more substituents selected from Group E, a cyano group, a halogen atom, or a hydrogen atom; R 27 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group, a phenyl group optionally substituted with one or more substituents selected from group B, or a hydrogen atom; R 5 , R 7a , R 7b , R 7c , R 7d , R 7e , R 7f , R 7g , R 7 , R 9a , R 9b , R 9c , R 9d , and R 9 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom; R 6a , R 6b , R 6c , R6d , R 6e , R 6f , R 6g , R 6 , R 8 , R 12a , R 12 , R 23 , and R 25 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom; R 15 represents a C1-C4 chain hydrocarbon group which may be substituted with one or more substituents selected from group C, a phenyl group which may be substituted with one or more substituents selected from group B, or a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group B, and X represents NR 10 C (Z 1 ) R 11 , N.R. 10 C(O)OR 11 , N.R. 10 C (Z 1 ) NR 11 R 12 , N.R. 10 C (= NOR 9c ) R 11 , N.R. 10 C (= NOR 9c ) (NR 11 R 12 ), N=C(OR 9c ) R 11 , N=C(SR 15 ) R 11 , N=C(NR 6d R 7d ) R 11 , N.R. 10 X 1 or N=S(O) p R 11 R 24b represents Z 1 represents an oxygen atom or a sulfur atom, R 10represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 , C(=NR 7e ) R 13 , C(O)NR 6e R 7e or a hydrogen atom, R 11 represents a phenyl group which may be substituted with one or more substituents selected from group A, or a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group A, R 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), a phenyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group {the phenyl group is optionally substituted with one or more substituents selected from the group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group}, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 1ac , R 1ad , R 1ae , R 1af , R 2ac , R 2ad , R 2ae , R 2af , R 3ac , R 4ac , R 5af , R 6af , R 7ae , and R 8aeare the same or different and each represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7f , C(O)NR 6f R 7f , C(=NOR 9d ) R 5 , C(=NOR 9d ) (NR 6f R 7f ), OR 18 , S(O) m R 29 or N=S(O) p R 24c R 15 A represents a cyano group, a halogen atom, or a hydrogen atom; 2 , A 3 , A 4 and A 5 The combination is A 2 is CR 2ac and A 3 is CR 2ad and A 4 is a nitrogen atom, and A 5 is a nitrogen atom or CR 2af A combination of: 2 is CR 2ac and A 3 is CR 2ad and A 4 is CR 2ae and A 5 is a nitrogen atom; 2 is CR 2ac and A 3 is a nitrogen atom, and A 4 is CR 2ae and A 5 is a nitrogen atom or CR 2af A combination of:2 is CR 2ac and A 3 is a nitrogen atom, and A 4 is a nitrogen atom, and A 5 is CR 2af A combination of: 2 is a nitrogen atom, and A 3 is CR 2ad and A 4 is a nitrogen atom, and A 5 is CR 2af A combination of: 2 is a nitrogen atom, and A 3 is CR 2ad and A 4 is CR 2ae and A 5 is a nitrogen atom or CR 2af or A 2 is a nitrogen atom, and A 3 is a nitrogen atom, and A 4 is CR 2ae and A 5 is CR 2af A represents a combination in which 6 and A 9 are the same or different and represent an oxygen atom, a sulfur atom, or an NR 26 represents, 7 and A 8 are the same or different, CR 28 or a nitrogen atom, R 1b , R 1c , R 1d , R 1e , R 1f , R 1g , R 1h , R 1i , R 1j , R 1k , R 1m , R 1n , R 1o , and R 1pare the same or different and each represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7g , C(O)NR 6g R 7g , C(=NOR 9 ) R 5 , C(=NOR 9 ) (NR 6g R 7g ), OR 18 , S(O) m R 29 or N=S(O) p R 24d R 15 , a cyano group, a halogen atom, or a hydrogen atom; R 3af , R 4ae , R 5ac , R 6ae , and R 26 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group C, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, or a hydrogen atom; R 28 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7 , C(O)NR6 R 7 , C(=NOR 9 ) R 5 , C(=NOR 9 ) (NR 6 R 7 ), OR 18 , S(O) m R 29 or N=S(O) p R 24 R 15 , a cyano group, a halogen atom, or a hydrogen atom, and when Q is 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 Q6, a group represented by formula Q7, a group represented by formula Q8, a group represented by formula Q9, a group represented by formula Q10, a group represented by formula Q11, a group represented by formula Q12, a group represented by formula Q13, or a group represented by formula Q14, then X 1 represents a 9- or 10-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group A, and when Q is a group represented by formula Q5, X 1 represents a 9-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group A. Group A: a C1-C6 chain hydrocarbon group {the C1-C6 chain hydrocarbon group may be substituted with one or more substituents selected from the group consisting of a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group}, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of a halogen atom, a C1-C6 alkoxy group, and a cyano group}, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, OR 3a , SF5, NR 3d OR 3b , N.R. 3b C(O)R 3c , N.R. 3d NR 3b C(O)R 3c , N.R. 3b C(O)OR 3e , N.R. 3d NR 3b C(O)OR3e , N.R. 3b C(O)NR 3f R 3g , N.R. 3d NR 3b C(O)NR 3f R 3g , N=S(O) q R 3h R 3i , C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g , S(O)NR 3f R 3g , N.R. 3b C (= NOR 3j ) R 3d , N.R. 3b S(O)2R 3k , S(O) r R 3k , a cyano group, a nitro group, and a halogen atom. 3a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group (the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups), a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g , S(O)R 3k or a hydrogen atom, R 31a , R 32a , and R 33a are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group (the C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups), a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, C(O)R 3c , C(O)OR 3j, C(O)NR 3f R 3g or a hydrogen atom, R 3b , R 31b , R 3d , R 31d , R 3f , R 31f , and R 32f are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 3c , R 31c , and R 32c are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, or a hydrogen atom; R 3e , and R 31e are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group (the phenyl moiety in the phenyl C1-C3 alkyl group optionally substituted with one or more substituents selected from Group B), R 3g , R 31g , and R 32g are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 3h represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 3i , and R 31iare the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 3j , R 31j , and R 32j are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group B, or a hydrogen atom; R 3k represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, q represents 0 or 1, and r represents 0, 1, or 2. Group B: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a halogen atom, and a hydroxy group. Group C: a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, OR 31a , N.R. 31b C(O)R 31c , N.R. 31d NR 31b C(O)R 31c , N.R. 31b C(O)OR 31e , N.R. 31d NR 31b C(O)OR 31e , N.R. 31b C(O)NR 31f R 31g , N.R. 31d NR 31b C(O)NR 31f R 31g , N=S(O) q R 3h R 31i , C(O)R 31c , C(O)OR 31j, C(O)NR 31f R 31g , S(O) r R 3k Group E: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 32a , S(O) m R 3k Group F: a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, OR 33a , S(O) r R 3k , C(O)R 32c , C(O)OR 32j , C(O)NR 32f R 32g a group consisting of a 3- to 6-membered non-aromatic heterocyclic group, a cyano group, and a halogen atom.] (hereinafter referred to as Compound N of the present invention) or an N-oxide thereof or a salt thereof (hereinafter, Compound N of the present invention or an N-oxide thereof or a salt thereof will be referred to as Compound N of the present invention). [2] R 2e represents a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3; R 3a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups}, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, C(O)R 3c , C(O)OR3j , C(O)NR 3f R 3g [3] The compound according to [1], or an N-oxide thereof, or a salt thereof, wherein L is a single bond, and R 1 is a methyl group, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom; R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom, and R 2a , R 2b , and R 2n are the same or different and are a phenyl group, a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the phenyl group, the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), R 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), and X is NR 10 C (Z 1 ) R 11 or NR 10 C (Z 1 ) NR 11 R 12 and Z 1 is an oxygen atom, and R10 is a methyl group or a hydrogen atom, R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group may be substituted with one or more substituents selected from the group consisting of a trifluoromethyl group, a difluoromethyl group, a trifluoromethoxy group, a difluoromethoxy group, a methanesulfonyl group, a trifluoromethanesulfonyl group, a cyclopropyl group optionally substituted with one cyano group, a cyano group, and a halogen atom}, R 12 [4] The compound according to [2], or an N-oxide thereof, or a salt thereof, wherein L is a single bond, and R 1 is a methyl group, Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af is a hydrogen atom, and R 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), and X is NR 10 C(O)R 11 , or NR 10 C(O)NR 11 R 12 and R 10 is a hydrogen atom, and R 11 is a phenyl group optionally substituted with one or more substituents selected from the group consisting of a trifluoromethyl group, a difluoromethyl group, and a halogen atom, and R 12is a hydrogen atom. [5] A composition for controlling arthropod pests, comprising the compound according to any one of [1] to [4], the N-oxide thereof, or a salt thereof, and an inert carrier. [6] A composition comprising one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and the compound according to any one of [1] to [4], the N-oxide thereof, or a salt thereof: Group (a): a group consisting of insecticidal active components, acaricidal active components, and nematicidal active components; Group (b): a fungicidal active component; Group (c): a plant growth regulator component; Group (d): a repellent component. [7] A method for controlling arthropod pests, comprising applying an effective amount of the compound according to any one of [1] to [4], the N-oxide thereof, or a salt thereof, or an effective amount of the composition according to [6] to arthropod pests or to a habitat of arthropod pests. [8] A seed or a vegetative reproductive organ carrying an effective amount of the compound according to any one of [1] to [4], its N-oxide, or a salt thereof, or an effective amount of the composition according to [6].
[0007] According to the present invention, arthropod pests can be controlled.
[0008] The substituents used in the present invention will be explained. A halogen atom refers to a fluorine atom, chlorine atom, bromine atom, or iodine atom. When substituted with two or more halogen atoms or substituents, these halogen atoms or substituents may be the same or different. In this specification, the notation "CX-CY" means that the number of carbon atoms is X to Y. For example, the notation "C1-C6" means that the number of carbon atoms is 1 to 6. The chain hydrocarbon group represents an alkyl group, an alkenyl group, or an alkynyl group. Examples of alkyl groups include a methyl group, an ethyl group, a propyl group, an isopropyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, a 1-ethylpropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-butynyl, 4-pentynyl, and 5-hexynyl. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy. Examples of the 5- or 6-membered aromatic heterocyclic group include a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, and a pyrazinyl group.The 5- or 6-membered heterocyclic group represents a 5- or 6-membered aromatic heterocyclic group or a 5- or 6-membered non-aromatic heterocyclic group, and examples thereof include a pyrrolyl group, a furyl group, a thienyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, and a pyrazinyl group. Examples of the 5- or 6-membered non-aromatic heterocycle include a dihydrofuran ring, a dihydrothiophene ring, a dihydropyrrole ring, a 1,3-dioxole ring, a pyran ring, and a dihydropyran ring. Examples of 5- or 6-membered aromatic heterocyclic groups include a furan ring, a thiophene ring, a pyrrole ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an isothiazole ring, a triazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, and a pyrazine ring. Examples of 9-membered aromatic heterocyclic groups include a benzoxazolyl group, a benzoisoxazolyl group, a benzothiazolyl group, a benzoisothiazolyl group, and a triazolopyridyl group. Examples of 10-membered aromatic heterocyclic groups include a quinolyl group, an isoquinolyl group, a quinazolinyl group, and a quinazolonyl group. The (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms refers to a group in which the (C3-C6 cycloalkyl) and / or (C1-C3 alkyl) optionally has one or more halogen atoms, and examples thereof include a cyclopropylmethyl group, a cyclopropylethyl group, a (2,2-difluorocyclopropyl)methyl group, a 2-cyclopropyl-1,1,2,2-tetrafluoroethyl group, and a 2-(2,2-difluorocyclopropyl)-1,1,2,2-tetrafluoroethyl group.Examples of the phenyl C1-C3 alkyl group (the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from Group B) include a benzyl group, a 2-fluorobenzyl group, a 4-chlorobenzyl group, a 4-(trifluoromethyl)benzyl group, and a 2-[4-(trifluoromethyl)phenyl]ethyl group. Examples of the 3- to 6-membered non-aromatic heterocyclic group include an oxetanyl group, a pyrrolidinyl group, a 2-oxopyrrolidinyl group, a 2-oxoimidazolidinyl group, a 3,4,5,6-tetrahydro-2-pyrimidinyl group, a tetrahydrofuranyl group, a piperidyl group, a tetrahydropyranyl group, an isoxazolidinyl group, and a morpholinyl group. Examples of the alkylsulfonyl group include a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, and an isopropylsulfonyl group.
[0009] Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups.
[0010] The compound of the present invention may exist in one or more stereoisomers. Examples of stereoisomers include enantiomers, diastereomers, atropisomers, and geometric isomers. The compound of the present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.
[0011] The N-oxide of the compound N of the present invention means a structure in which at least one nitrogen atom contained in the compound N of the present invention is substituted with an oxo group.
[0012] Compound N of the present invention or its N-oxide may form an acid addition salt. Examples of acids that form acid addition salts include inorganic acids such as hydrogen chloride, phosphoric acid, and sulfuric acid, and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid. Acid addition salts can be obtained, for example, by mixing Compound N of the present invention or its N-oxide with an acid.
[0013] The following compounds are examples of the compound N of the present invention.
[0014] [Embodiment 1] In the compound N of the present invention, L is a single bond or -(CR4a R 4b ) n - and R 4a and R 4b are the same or different and are a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom, and n is 1, 2, or 3. [Aspect 2] A compound of the present invention N in which L is a single bond. [Aspect 3] A compound of the present invention N in which R 1 is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms or a hydrogen atom. 1 is a methyl group. 1 is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms or a hydrogen atom. 1 is a C1-C3 chain hydrocarbon group optionally substituted with one or more halogen atoms or a hydrogen atom. 1 is a methyl group. 1 [Embodiment 9] In the compound N of the present invention, Q is a group represented by the formula Q1, a group represented by the formula Q2, a group represented by the formula Q5, or a group represented by the formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1gis a hydrogen atom. [Embodiment 10] In the compound N of the present invention, Q is a group represented by the formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af and are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 11] A compound according to aspect 1, wherein Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 12] A compound according to aspect 2, wherein Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R1e , R 1f , and R 1g is a hydrogen atom. [Aspect 13] A compound according to aspect 3, wherein Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 14] In aspect 4, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g[Aspect 15] In aspect 5, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 16] In aspect 6, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 17] In aspect 7, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 18] In aspect 8, Q is a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q5, or a group represented by formula Q13, Z is an oxygen atom, and A 1 NR 1a and R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom, and R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom. [Aspect 19] A compound according to aspect 1, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 20] A compound according to aspect 2, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac, R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 21] A compound according to aspect 3, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 22] A compound according to aspect 4, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 23] A compound according to aspect 5, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 24] A compound according to aspect 6, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 25] A compound according to aspect 7, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Aspect 26] A compound according to aspect 8, wherein Q is a group represented by formula Q5, Z is an oxygen atom, and R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom. [Embodiment 27] A compound in any one of Embodiments 1 to 26 or Compound N of the present invention, wherein R 2a , R2b , and R 2n are the same or different and are a phenyl group, a pyrazolyl group, a pyridyl group, or a pyrimidinyl group {the phenyl group, the pyrazolyl group, the pyridyl group, and the pyrimidinyl group are each a C1-C3 alkyl group optionally substituted with one or more halogen atoms, NR 3b C(O)R 3c , C(O)NR 3f R 3g , a cyano group, and a halogen atom}, and R 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group {the pyrazolyl group, the pyridyl group, and the pyrimidinyl group are each a C1-C3 alkyl group optionally substituted with one or more halogen atoms, NR 3b C(O)R 3c , C(O)NR 3f R 3g , a cyano group, and a halogen atom}, and R 3b and R 3f are the same or different and are a methyl group, an ethyl group, or a hydrogen atom, and R 3c is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, a phenyl group, a pyrazolyl group, a pyridyl group, or a pyrimidinyl group {the phenyl group, the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyano group, and a halogen atom}, or a hydrogen atom, and R 3g is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom. [Embodiment 28] A compound in any one of Embodiments 1 to 26 or Compound N of the present invention, wherein R 2a , R 2b , and R 2n are the same or different and are a phenyl group, a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the phenyl group, the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), R2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom). 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom). 10 C (Z 1 ) R 11 , N.R. 10 C (Z 1 ) NR 11 R 12 , or NR 10 X 1 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 12 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 1a C1-C3 alkyl group (the C1-C3 alkyl group may be substituted with one or more substituents selected from the group consisting of a cyclopropyl group, a cyano group, and a halogen atom), a cyclopropyl group optionally substituted with one cyano group, OR 3a , S(O) m R 3k , a cyano group, and a halogen atom {Group A 1 In this case, R 3a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom, and R 3k is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a cyclopropyl group. 10 C (Z 1 ) R 11 , N.R. 10 C (Z 1 ) NR 11 R 12 , or NR 10 X 1 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 12 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z1 ) R 11 , N.R. 10 C (Z 1 ) NR 11 R 12 , or NR 10 X 1 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 12 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 , N.R. 10 C (Z 1 ) NR 11 R 12 , or NR 10 X 1 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1and R 12 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 or a hydrogen atom, and R 11is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group are each selected from the group A 1 and R 13 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a cyclopropyl group, or a hydrogen atom, and R 14 is a C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), or a hydrogen atom. 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a hydrogen atom, and R 11 is a phenyl group (the phenyl group may be substituted with one or more substituents selected from the group consisting of a C1-C3 alkyl group optionally substituted with one or more halogen atoms and a halogen atom). 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a hydrogen atom, and R 11 is a phenyl group (the phenyl group may be substituted with one or more substituents selected from the group consisting of a C1-C3 alkyl group optionally substituted with one or more halogen atoms and a halogen atom). 10 C (Z 1 ) R 11 and Z 1 is an oxygen atom, and R 10 is a hydrogen atom, and R 11 is a phenyl group (the phenyl group may be substituted with one or more substituents selected from the group consisting of a C1-C3 alkyl group optionally substituted with one or more halogen atoms and a halogen atom). 10 C (Z 1 ) R11 and Z 1 is an oxygen atom, and R 10 is a hydrogen atom, and R 11 is a phenyl group {the phenyl group may be substituted with one or more substituents selected from the group consisting of a C1-C3 alkyl group optionally substituted with one or more halogen atoms, and a halogen atom}.
[0015] Next, the method for producing the compound of the present invention will be described.
[0016] Production Method 1 A compound represented by formula (I-1) (hereinafter referred to as compound (I-1)) can be produced by reacting a compound represented by formula (I-2) (hereinafter referred to as compound (I-2)) with an acid to deprotect the tert-butoxycarbonyl group to obtain a deprotected product, and then reacting the deprotected product with a compound represented by formula (Ma) (hereinafter referred to as compound (Ma)). [In the formula, X arepresents a leaving group such as a chlorine atom, Boc represents a tert-butoxycarbonyl group, and the other symbols have the same meanings as above.] First, the deprotection reaction of the tert-butoxycarbonyl group of compound (I-2) will be described. The deprotection reaction is usually carried out in a solvent. Examples of the solvent include ethers (hereinafter referred to as ethers) such as tetrahydrofuran (hereinafter referred to as THF), 1,4-dioxane, 1,2-dimethoxyethane, methyl tert-butyl ether, and diethyl ether; halogenated hydrocarbons (hereinafter referred to as halogenated hydrocarbons) such as dichloromethane and chloroform; aromatic hydrocarbons (hereinafter referred to as aromatic hydrocarbons) such as toluene and xylene; nitriles (hereinafter referred to as nitriles) such as acetonitrile; aprotic polar solvents (hereinafter referred to as aprotic polar solvents) such as N-methylpyrrolidone (hereinafter referred to as NMP) and N,N-dimethylformamide (hereinafter referred to as DMF); water, and mixtures of two or more thereof. Examples of the acid used in the deprotection reaction include trifluoroacetic acid and hydrogen chloride. When hydrogen chloride is used, a hydrogen chloride solution such as hydrochloric acid or a hydrogen chloride / methanol solution may be used in the reaction. In the deprotection reaction, the acid is usually used in a ratio of 1 to 100 moles per mole of compound (I-2). The deprotection reaction can be carried out, for example, by mixing compound (I-2) with the acid and then distilling off the acid to obtain a deprotected product.
[0017] Next, the reaction between the deprotected compound and compound (Ma) will be described. The reaction is typically carried out in a solvent. Examples of suitable solvents include ethers, halogenated hydrocarbons, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more thereof. The reaction can be carried out, for example, by mixing the deprotected compound of compound (I-2) with compound (Ma). A base can be used in the reaction, if necessary. Examples of suitable bases include 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, the base is typically used in a ratio of 1 to 10 moles per mole of compound (I-2). The reaction typically involves 1 to 2 moles of compound (Ma) per mole of compound (I-2). The reaction temperature is typically within the range of −20 to 200°C. The reaction time is typically within the range of 0.1 to 24 hours. After the reaction is complete, compound (I-1) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (Ma) is a commercially available compound or can be produced by a known method.
[0018] Production Method 2 Compound (I-1) can also be produced by reacting compound (I-2) with an acid to deprotect the tert-butoxycarbonyl group to obtain a deprotected product, and then reacting the deprotected product with a compound represented by formula (M-b) (hereinafter referred to as compound (M-b)) in the presence of a condensing agent. [In the formula, the symbols have the same meanings as above.] First, the deprotection reaction of the tert-butoxycarbonyl group of compound (I-2) will be described. The deprotection reaction is usually carried out in a solvent. Examples of the solvent include ethers, halogenated hydrocarbons, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more thereof. Examples of the acid used in the deprotection reaction include trifluoroacetic acid and hydrogen chloride. When hydrogen chloride is used, a hydrogen chloride solution such as hydrochloric acid or a hydrogen chloride / methanol solution may be used in the reaction. In the deprotection reaction, the acid is usually used in a ratio of 1 to 100 moles per mole of compound (I-2). The deprotection reaction can be carried out, for example, by mixing compound (I-2) with the acid and then distilling off the acid to obtain a deprotected product.
[0019] Next, the reaction between the deprotected product and compound (M-b) will be described. The reaction is usually carried out in a solvent. Examples of the solvent include ethers; halogenated hydrocarbons; aromatic hydrocarbons; nitriles; esters such as ethyl acetate and butyl acetate (hereinafter referred to as esters); 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. The reaction can be carried out, for example, by mixing the deprotected product of compound (I-2), compound (M-b), and a condensing agent. Examples of the condensing agent used in the reaction include carbodiimides such as 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride and 1,3-dicyclohexylcarbodiimide. If necessary, a catalyst can be used in the reaction. Examples of the catalyst include 1-hydroxybenzotriazole. When a catalyst is used in the reaction, the catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-2). A base can be used in the reaction, if necessary. Examples of the base include organic bases. When a base is used in the reaction, the base is typically used in a ratio of 1 to 5 moles per mole of compound (I-2). For the reaction, compound (M-b) is typically used in a ratio of 1 to 2 moles and a condensing agent is typically used in a ratio of 1 to 5 moles per mole of compound (I-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 48 hours. After completion of the reaction, compound (I-1) 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 (M-b) is a commercially available compound or can be produced using known methods.
[0020] Production Method 3 Compound (I-1) can also be produced by reacting a compound represented by formula (I-3) (hereinafter referred to as compound (I-3)) with compound (Ma). [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of the solvent include ethers; halogenated hydrocarbons; nitriles; aromatic hydrocarbons; aprotic polar solvents, and mixtures of two or more of these. A base can be used in the reaction, if necessary. Examples of the base include organic bases and alkali metal carbonates such as sodium carbonate, potassium carbonate, and cesium carbonate (hereinafter referred to as alkali metal carbonates). In the reaction, compound (Ma) is usually used in a ratio of 1 to 10 moles per mole of compound (I-3). The reaction temperature is usually in the range of 0°C to 200°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-1) 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.
[0021] Production Method 4 Compound (I-1) can also be produced by reacting compound (I-3) with compound (Mb) in the presence of a condensing agent. [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers; halogenated hydrocarbons; aromatic hydrocarbons; esters; nitriles; aprotic polar solvents; nitrogen-containing aromatic compounds; and mixtures of two or more of these. Examples of condensing agents used in the reaction include carbodiimides. A catalyst can be used in the reaction, if necessary. Examples of catalysts include 1-hydroxybenzotriazole. When a catalyst is used in the reaction, the catalyst is usually used in a ratio of 0.01 to 0.5 moles per mole of compound (I-3). 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 (I-3). In the reaction, compound (M-b) is usually used in a ratio of 1 to 2 moles, and the condensing agent is usually used in a ratio of 1 to 5 moles per mole of compound (I-3). The reaction temperature is usually in the range of -20 to 200°C. The reaction time is usually in the range of 0.1 to 48 hours. After the reaction is completed, compound (I-1) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer.
[0022] The methods for producing intermediates are described below.
[0023] Reference Production Method 1 Compound (I-3) can be produced from compound (I-2). [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out, for example, according to the method described in Green's PROTECTIVE GROUPS in ORGANIC SYNTHESIS FORTH EDITION, p. 727. Compound (I-3) may form an acid addition salt. Examples of acids that form acid addition salts include inorganic acids such as hydrochloric acid and sulfuric acid (hereinafter referred to as inorganic acids); and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid (hereinafter referred to as organic acids).
[0024] Reference Production Method 2 A compound represented by formula (I-1A) (hereinafter referred to as compound (I-1A)) can be produced by reacting a compound represented by formula (I-2A) (hereinafter referred to as compound (I-2A)) with a compound represented by formula (IM-a) (hereinafter referred to as compound (IM-a)). [In the formula, the symbols have the same meanings as defined above.] The reaction is carried out in a solvent or in the absence of a solvent. Examples of solvents used in the reaction include alcohols such as butanol, ethanol, methanol, and 2-propanol (hereinafter referred to as alcohols); aromatic hydrocarbons; aprotic polar solvents; nitrogen-containing aromatic compounds; and mixtures of two or more of these. An acid can be used in the reaction, if necessary. Examples of the acid include organic acids. When an acid is used in the reaction, the acid is typically used in a ratio of 1 to 5 moles per mole of compound (I-2A). An acid can also be used as a solvent. In the reaction, compound (IM-a) is typically used in a ratio of 1 to 5 moles per mole of compound (I-2A). 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 48 hours. After completion of the reaction, compound (I-1A) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatments such as drying and concentrating the organic layer. Compound (IM-a) is a commercially available compound or can be prepared using known methods.
[0025] Reference Production Method 3 Compound (I-2A) can be produced by reacting a compound represented by formula (I-3A) (hereinafter referred to as compound (I-3A)) with a compound represented by compound (IM-b) (hereinafter referred to as compound (IM-b)). [In the formula, the symbols have the same meanings as defined above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers; halogenated hydrocarbons; aromatic hydrocarbons; aprotic polar solvents; nitrogen-containing aromatic compounds; and mixtures of two or more thereof. A phosphite triester, such as triphenyl phosphite, diphenylmethyl phosphite, tri-orthotolyl phosphite, triparatolyl phosphite, triethyl phosphite, trimethyl phosphite, and triisopropyl phosphite, can be used in the reaction, as needed. When a phosphite triester is used in the reaction, the phosphite triester is usually used in a ratio of 1 to 5 moles per mole of compound (I-3A). A phosphite triester can also be used as the solvent. When a chloroformate, such as isobutyl chloroformate, methyl chloroformate, ethyl chloroformate, propyl chloroformate, and butyl chloroformate, can be used in the reaction, as needed. When a chloroformate is used in the reaction, the chloroformate is usually used in a ratio of 1 to 5 moles per mole of compound (I-3A). For the reaction, sulfonyl chlorides such as methanesulfonyl chloride and paratoluenesulfonyl chloride can be used as needed. When a sulfonyl chloride is used in the reaction, the sulfonyl chloride is typically used in a ratio of 1 to 5 moles per mole of compound (I-3A). For the reaction, acid anhydrides such as acetic anhydride and trifluoroacetic anhydride can be used as needed. When an acid anhydride is used in the reaction, the sulfonyl chloride is typically used in a ratio of 1 to 5 moles per mole of compound (I-3A). For the reaction, a base can be used as needed. Examples of the base include organic bases and alkali metal carbonates. When a base is used in the reaction, the base is typically used in a ratio of 1 to 5 moles per mole of compound (I-3A). For the reaction, compound (IM-b) is typically used in a ratio of 1 to 5 moles per mole of compound (I-3A). 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 48 hours.After the reaction is complete, compound (I-2A) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment such as drying and concentrating the organic layer. Compound (I-3A) and compound (IM-b) are commercially available compounds or can be produced by known methods.
[0026] The compound of the present invention can be mixed or used in combination with one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below (hereinafter referred to as the present component). The term "mixed or used in combination" means that the compound of the present invention and the present component are used simultaneously, separately, or with a time interval. When the compound of the present invention and the present component are used simultaneously, the compound of the present invention and the present component may be contained in separate preparations or in a single preparation. One aspect of the present invention is a composition (hereinafter referred to as Composition A) containing one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) (i.e., the present component), and the compound of the present invention.
[0027] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamate-gated chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone mimics, multisite inhibitors, chordotonal organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncouplers, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin insecticides), chitin biosynthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complexes I and II, The group consisting of inhibitors of classes III and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordotonal organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients, which are described in the IRAC mechanism-based classification.
[0028] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acylamino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid synthesis and protein synthesis inhibitors (e.g., anilinopyrimidine fungicides), signal transduction inhibitors, lipid synthesis and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., DMI fungicides such as triazoles), cell wall biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multisite contact-active fungicides, microbial fungicides, and other fungicidal active ingredients. These are listed in the FRAC classification based on the mechanism of action.
[0029] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).
[0030] Group (d) is a group of repellent ingredients.
[0031] Examples of combinations of the present components with the compounds of the present invention are described below. For example, alanycarb + SX refers to a combination of alanycarb and SX. The abbreviation SX refers to any one of the present compounds selected from the compound groups SX1 to SX540 and present compounds 1 to 21. The present components described below are all known and can be obtained from commercially available preparations or produced by known methods. When the present components are microorganisms, they can also be obtained from bacterial depositories. The numbers in parentheses represent CAS RNs (registered trademarks).
[0032] Combinations of the present ingredient of the above group (a) with the compound of the present invention: abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acrinathrin + SX, acinonapyr + SX, afidopyropen + SX, afoxolaner + SX, alanycarb + SX, aldicarb + SX, allethrin + SX, alpha-cypermethrin + SX, alpha-endosulfan + SX, aluminum phosphide + SX, Amitraz + SX, azadirachtin + SX, azamethiphos + SX, azinphos-ethyl + SX, azinphos-methyl + SX, azocyclotin + SX, Celastrus angulatus bark + SX, bendiocarb + SX, benfluthrin + SX, benfuracarb + SX, bensultap + SX, benzoximate + SX, benzpyrimoxan + SX, beta-cyfluthrin + SX, beta-cypermethrin + SX, bifenazate + SX, bifenthrin + SX, bioallethrin + SX,Bioresmethrin + SX, bistrifluron + SX, borax + SX, boric acid + SX, broflanilide + SX, bromopropylate + SX, buprofezin + SX, butocarboxim + SX, butoxycarboxim + SX, cadusafos + SX, calcium phosphide + SX, carbaryl + SX, carbofuran + SX, carbosulfan + SX, cartap hydrochloride + SX, cartap + SX Chinomethionate + SX, chlorantraniliprole + SX, chlordane + SX, chlorethoxyfos + SX, chlorfenapyr + SX, chlorfenvinphos + SX, chlorfluazuron + SX, chlormephos + SX, chloropicrin + SX, chlorpyrifos + SX, chlorpyrifos-methyl + SX, chromafenozide + SX, clofentezine + SX, clothianidin + SX, concanamycin A A) + SX, coumaphos + SX, cryolite + SX, cyanophos + SX, cyantraniliprole + SX,Cyclaniliprole + SX, cyclobutrifluram + SX, cycloprothrin + SX, cycloxaprid + SX, cyenopyrafen + SX, cyetpyrafen + SX, cyflumetofen + SX, cyfluthrin + SX, cyhalodiamide + SX, cyhalothrin + SX, cyhexatin + SX, cypermethrin + SX, cyphenothrin + SX, cyproflanilide + SX, cyromazine + SX, Dazomet + SX, deltamethrin + SX, demeton-S-methyl + SX, diafenthiuron + SX, diazinon + SX, dichlorvos + SX, dichloromezotiaz + SX, dicofol + SX, dicrotophos + SX, diflovidazin + SX, diflubenzuron + SX, dimefluthrin + SX, dimethoate + SX, dimethylvinphos + SX, dimpropyridaz + SX, Dinotefuran + SX, disodium octaborate + SX, disulfoton + SX, DNOC (2-methyl-4,6-dinitrophenol) + SX, doramectin + SX,Dried leaves of Dryopteris filix (mas) + SX, emamectin benzoate + SX, empenthrin + SX, endosulfan + SX, EPN (O-ethyl O-(4-nitrophenyl) phenylphosphonothioate) + SX, epsilon-metofluthrin + SX, epsilon-momfluorothrin + SX, esfenvalerate + SX, ethifencarb + SX, ethion + SX, ethiprole + SX, ethoprophos + SX, etofenprox + SX. Etoxazole + SX, Artemisia absinthium extract + SX, Azadirachta indica extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract + SX, Tansy extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, Famphur + SX, Fenamiphos + SX Fenazaquin + SX,Fenbutatin oxide + SX, fenitrothion + SX, fenmezoditiaz + SX, fenobucarb + SX, fenoxycarb + SX, fenpropathrin + SX, fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, flometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, Flubendiamide + SX, fluchlordiniliprole + SX, flucycloxuron + SX, flucythrinate + SX, fluensulfone + SX, flufenprox + SX, flufenoxuron + SX, flufiprole + SX, flumethrin + SX, flupentiofenox + SX, flupyradifurone + SX, flupyrimin + SX, 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, imicyafos + SX, Imidacloprid + SX, imidaclothiz + SX, imiprothrin + SX, indazapyroxamet + SX, indoxacarb + SX, isocycloseram + SX, isofenphos + SX, isoprocarb + SX, isopropyl-O-(methoxyaminothiophosphoryl) salicylate + SX, isoxathion + SX, ivermectin + SX, kadethrin + SX, kappa-tefluthrin + SX Kappa-bifenthrin + SX, kinoprene + SX, lambda-cyhalothrin + SX, 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, methamidophos + SX, methidathion + SX, methiocarb + SX, methomyl + SX, methoprene + SX, methoxychlor + SX, methoxyfenozide + SX, Methyl bromide + SX, metofluthrin + SX, metolcarb + SX, metoxadiazone + SX, mevinphos + SX, milbemectin + SX, milbemycin oxime + SX, 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,Chenopodium anthelminticum seed oil + SX, omethoate + SX, oxamyl + SX, oxazosulfyl + SX, oxydemeton-methyl + SX, parathion + SX, parathion-methyl + SX, permethrin + SX, phenothrin + SX, phenthoate + SX, phorate + SX, phosalone + SX, phosmet + SX, phosphamidon + SX, phosphine + SX, phoxim + SX Pirimicarb + SX, pirimiphos-methyl + SX, prallethrin + SX, profenofos + SX, profluthrin + SX, propargite + SX, propetamphos + SX, propoxur + SX, propylene glycol alginate + SX, prothiofos + SX, pyflubumide + SX, pymetrozine + SX, pyraclofos + SX, pyrethrins + SX, pyridaben + SX, pyridalyl + SX, Pyridaphenthion + SX, pyrifluquinazone + SX, pyrimidifen + SX,Pyriminostrobin + SX, pyriprole + SX, pyriproxyfen + SX, quinalphos + SX, resmethrin + SX, rotenone + SX, ryanodine + SX, sarolaner + SX, selamectin + SX, sigma-cypermethrin + SX, silafluofen + SX, sodium borate + SX, sodium metaborate + SX, spidoxamat + SX, spinetoram + SX, spinosad + SX, spirobudifen + SX, spirodiclofen + SX, spiromesifen + SX, spiropidione + SX, spirotetramat + SX, sulfiflumin + SX, sulfluramid + SX, sulfotep + SX, sulfoxaflor + SX, sulfur + SX, sulfuryl fluoride + SX, tartar emetic + SX, tau-fluvalinate + SX, tebufenozide + SX, Tebufenpyrad + SX, Tebupirimfos + SX, Teflubenzuron + SX, Tefluthrin + SX, Temephos + SX, Terbufos + SX,Terpene constituents 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, tigolaner + SX, thioantraniliprole + SX, tioxazafen + SX, tolfenpyrad + SX, tralomethrin + SX, transfluthrin + SX, triazamate + SX, triazophos + SX, trichlorfon + SX, trifluenfuronate + SX, triflumezopyrim + SX, Triflumuron + SX, trimethacarb + SX,Tyclopyrazoflor + SX, umifoxolaner + SX, vamidothion + SX, Quassia amara wood extract + SX, 3,5-dimethylphenyl N-methylcarbamate (XMC) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX, 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, BT crop protein Cry1Ab (BT crop protein Cry1Ab) + SX, BT crop protein Cry1Ac (BT crop protein Cry1Ac) + SX, BT crop protein Cry1Fa (BT crop protein Cry1Fa) + SX, BT crop protein Cry1A.105 (BT crop protein Cry1A.105) + SX,BT crop protein Cry2Ab (BT crop protein Cry2Ab) + SX, BT crop protein Vip3A (BT crop protein Vip3A) + SX, BT crop protein mCry3A (BT crop protein mCry3A) + SX, BT crop protein Cry3Ab (BT crop protein Cry3Ab) + SX, BT crop protein Cry3Bb (BT crop protein Cry3Bb) + SX, BT crop protein Cry34Ab1 / Cry35Ab1 (BT crop protein Cry34Ab1 / Cry35Ab1) + SX, Adoxophyes orana GV (granulovirus) strain BV-0001 + SX, Anticarsia gemmatalis MNPV (multiple nucleocapsid nucleopolyhedrovirus + SX, Autographa californica MNPV + SX, Cydia pomonella GV strain V15 + SX, Cydia pomonella GV strain V22 + SX, Cryptophlebia leucotreta GV + SX, Dendrolimus punctatus cypovirus + SX, Helicoverpa armigera NPV (nucleopolyhedrovirus) strain BV-0003 + SX, Helicoverpa zea nuclear polyhedrosis virus (NPV) + SX, Lymantria dispar nuclear polyhedrosis virus (NPV) + SX,Mamestra brassicae nucleopolyhedrosis virus (NPV) + SX, Mamestra configurata nucleopolyhedrosis virus (NPV) + SX, Neodiprion abietis nucleopolyhedrosis virus (NPV) + SX, Neodiprion lecontei nucleopolyhedrosis virus (NPV) + SX, Neodiprion sertifer nucleopolyhedrosis virus (NPV) + SX, Nosema locustae nucleopolyhedrosis virus (NPV) + SX, Orgyia pseudotsugata nucleopolyhedrosis virus (NPV) + SX, Pieris rapae granulosis virus (GV) + SX, Plodia interpunctella granulosis virus (GV) + SX, Spodoptera exigua MNPV + SX, Spodoptera littoralis MNPV + SX, Spodoptera litura 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 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 rinojensis 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。,
[0033] Combinations of the present ingredient of the above group (b) with the compound of the present invention: acibenzolar-S-methyl + SX, aldimorph + SX, ametoctradin + SX, aminopyrifen + SX, amisulbrom + SX, anilazine + SX, azaconazole + SX, azoxystrobin + SX, basic copper sulfate + SX, benalaxyl + SX, benalaxyl-M + SX, benodanil + SX, benomyl + SX, benthiavalicarb + SX, Benthiavalicarb-isopropyl + SX, benzovindiflupyr + SX, binapacryl + SX, biphenyl + SX, bitertanol + SX, bixafen + SX, blasticidin S + SX, Bordeaux mixture + SX, boscalid + SX, bromothalonil + SX, bromuconazole + SX, bupirimate + SX, captafol + SX, captan + SX, carbendazim + SX, carboxin + SX, carpropamid + SX, chinomethionate + SX, chitin + SX, chloroinconazide + SX, chloroneb + SX,Chlorothalonil + SX, chlozolinate + SX, colletochlorin B + SX, copper(II) acetate + SX, copper(II) hydroxide + SX, copper oxychloride + SX, copper(II) sulfate + SX, coumoxystrobin + SX, cyazofamid + SX, cyflufenamid + SX, cymoxanil + SX, cyproconazole + SX, cyprodinil + SX, dichlobentiazox + SX, Dichlofluanid + SX, diclocymet + SX, diclomezine + SX, dicloran + SX, diethofencarb + SX, difenoconazole + SX, diflumetorim + SX, dimethachlone + SX, dimethirimol + SX, dimethomorph + SX, dimoxystrobin + SX, diniconazole + SX, diniconazole-M + SX, dinocap + SX, dipotassium hydrogenphosphite + SX, dipymetitrone + SX, dithianon + SX,Dodecylbenzenesulphonic acid bisethylenediamine copper(II) salt + SX, dodemorph + SX, dodine + SX, edifenphos + SX, enoxastrobin + SX, epoxiconazole + SX, etaconazole + SX, ethaboxam + SX, ethirimol + SX, etridiazole + SX, garlic extract (Allium sativum) + SX, extract of the cotyledons of lupine plantlets (BLAD) + SX, horsetail extract (Equisetum arvense) + SX SX, tea tree extract (Melaleuca alternifolia) + SX, giant knotweed extract (Reynoutria sachalinensis) + SX, nasturtium extract (Tropaeolus majus) + SX, famoxadone + SX, fenamidone + SX, fenaminstrobin + SX, fenarimol + SX, fenbuconazole + SX, fenfuram + SX, fenhexamid + SX, fenoxanil + SX, fenpiclonil + SX, fenpicoxamid + SX Fenpropidin + SX, Fenpropimorph + SX,Fenpyrazamine + SX, triphenyltin acetate + SX, triphenyltin chloride + SX, fentin hydroxide + SX, ferbam + SX, ferimzone + SX, florylpicoxamid + SX, fluazinam + SX, flubeneteram + SX, fludioxonil + SX, flufenoxadiazam + SX, flufenoxystrobin + SX, fluindapyr + SX, flumetylsulforim + SX, flumorph + SX, fluopicolide + SX, fluopyram + SX, fluopimomide + SX, fluoroimide + SX, fluoxapiprolin + SX, fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, Fosetyl + SX, fosetyl-aluminium + SX, fuberidazole + SX, furalaxyl + SX, furametpyr + SX,Guazatine + SX, hexaconazole + SX, hymexazole + SX, imazalil + SX, imibenconazole + SX, iminoctadine + SX, iminoctadine triacetate + SX, inpyrfluxam + SX, iodocarb + SX, ipconazole + SX, ipfentrifluconazole + SX, ipflufenoquin + SX, iprobenfos + SX, iprodione + SX, iprovalicarb + SX Isofetamide + SX, isoflucipram + SX, isoprothiolane + SX, isopyrazam + SX, isotianil + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, oak leaves and bark of quercus + SX, mancozeb + SX, mandestrobin + SX, mandipropamid + SX, maneb + SX, mefentrifluconazole + SX, mepanipyrim + SX, Mepronil + SX, meptyldinocap + SX, metalaxyl + SX, metalaxyl-M + SX, metarylpicoxamid + SX,Metconazole + SX, methasulfocarb + SX, metiram + SX, metominostrobin + SX, metrafenone + SX, metyltetraprole + SX, myclobutanil + SX, naftifine + SX, nuarimol + SX, octhilinone + SX, ofurace + SX, orysastrobin + SX, oxadixyl + SX, oxathiapiprolin + SX, oxine-copper + SX, oxolinic acid + SX, Oxpoconazole + SX, oxpoconazole fumarate + SX, oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiopyrad + SX, phenamacril + SX, phosphorous acid + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, Potassium hydrogencarbonate + SX, potassium dihydrogenphosphite + SX,Probenazole + SX, prochloraz + SX, procymidone + SX, propamidine + SX, propamocarb + SX, propiconazole + SX, propineb + SX, proquinazid + SX, prothiocarb + SX, prothioconazole + SX, pydiflumetofen + SX, pyraclostrobin + SX, pyrametostrobin + SX, pyraoxystrobin + SX, pyrapropoyne + SX, pyraziflumid + SX, Pyrazophos + SX, pyribencarb + SX, pyributicarb + SX, pyridaclomethyl + SX, pyrifenox + SX, pyrimethanil + SX, pyrimorph + SX, pyriophenone + SX, pyrisoxazole + SX, pyroquilon + SX, Quillaja extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, quinoa saponins Chenopodium quinoa + SX, seboctylamine + SX, sedaxane + SX, silthiofam + SX,Simeconazole + SX, sodium hydrogencarbonate + SX, spiroxamine + SX, streptomycin + SX, sulfur + SX, tebuconazole + SX, tebufloquin + SX, teclofthalam + SX, tecnazene + SX, terbinafine + SX, tetraconazole + SX, thiabendazole + SX, thifluzamide + SX, thiophanate + SX, thiophanate-methyl + SX, thiram + SX, Thymol + SX, tiadinil + SX, tolclofos-methyl + SX, tolfenpyrad + SX, tolprocarb + SX, tolylfluanid + SX, triadimefon + SX, triadimenol + SX, triazoxide + SX, triclopyricarb + SX, tricyclazole + SX, tridemorph + SX, trifloxystrobin + SX, triflumizole + SX, triforine + SX, triticonazole + SX, Validamycin + SX, valifenalate + SX, vinclozolin + SX,マスタードパウダー(yellow mustard powder) + SX, zinc thiazole + SX, ジネブ(zineb) + SX, ジラム(ziram) + SX, ゾキサミド(zoxamide) + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylmethanimidamide (929908-57-6) + SX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, N'-[5-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055589-28-9) + SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055756-21-1) + SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2062599-39-5) + SX, N'-[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-methyl-5-methoxyphenyl]-N-isopropyl-N-methylmethanimidamide (2101814-55-3) + SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylmethanimidamide (1817828-69-5) + SX,4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (1362477-26-6) + SX, 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (1257056-97-5) + SX, ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (39491-78-6) + SX, N-[(2-chlorothiazol-5-yl)methyl]-N-ethyl-6-methoxy-3-nitropyridin-2-amine (1446247-98-8) + SX, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-11-4) + SX, (1R, 2S, 5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-06-2) + SX, (1S, 2R, 5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-07-3) + SX, 2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-13-6) + SX, (1R, 2S, 5S)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-08-4) + SX, (1S, 2R,5R)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-09-5) + SX, methyl 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylate (1791398-02-1) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-bromo-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-86-0) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-chloro-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-84-8) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018316-13-5) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018317-25-2) + SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082661-43-4) + SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082660-27-1) + SX,methyl ({2-methyl-5-[1-(4-methoxy-2-methylphenyl)-1H-pyrazol-3-yl]phenyl}methyl)carbamate (1605879-98-8) + SX, 2-(difluoromethyl)-N-[1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1616239-21-4) + SX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-02-9) + SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-05-2) + SX, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-27-0) + SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-54-3) + SX, 5-chloro-4-({2-[6-(4-chlorophenoxy)pyridin-3-yl]ethyl}amino)-6-methylpyrimidine (1605340-92-8) + SX, N-(1-benzyl-1,3-dimethylbutyl)-8-fluoroquinoline-3-carboxamide (2132414-04-9) + SX, N-(1-benzyl-3,3,3-trifluoro-1-methylpropyl)-8-fluoroquinoline-3-carboxamide (2132414-00-5) + SX, 4,4-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-25-1) + SX, 5,5-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-26-2) + SX, N-ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N,2-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-methoxy-N'-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N'-ethyl-N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N'-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9) + SX,3-(4-bromo-7-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromoindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromo-4-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)acetamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)butanamide + SX, N-methoxy-N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N-diethyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX,1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 4-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)morpholin-3-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one + SX, 3,3-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one + SX, 1-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)azepan-2-one + SX, 4,4-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, ethyl 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxylate + SX, N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-propyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N,N-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-1,2,4-triazol-3-amine + SX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + SX, methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, methyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, 1-(2,3-dimethylpyridin-5-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-[2-(difluoromethyl)-3-methylpyridin-5-yl]-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 2,2-difluoro-N-[6-({[1-(1-methyl-1H-tetrazol-5-yl)benzimidazol-2-yl]oxy}methyl)pyridin-2-yl]-2-phenoxyacetamide + SX, 1-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile + SX, ethyl 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, ethyl 1-[(4-{[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-N-[2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3.4]octan-1-yl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + SX, 2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methylpropanoyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 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-((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-((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-((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-((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, 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, methyl (Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate + SX, methyl (Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate + SX,(Z)-2-[(3-isopropyl-1H-pyrazol-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoic acid methyl ester + 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, (2Z)-3-methoxy-2-[(4-methyl[1,1'-biphenyl]-3-yl)oxy]prop-2-enoic acid methyl ester + SX, Agrobacterium radiobactor strain K1026 + SX, Agrobacterium radiobactor strain K84 + SX, Bacillus amyloliquefaciens strain PTA-4838 (Aveo(trademark) EZ Nematicide) + SX, Bacillus amyloliquefaciens strain AT332 + SX, Bacillus amyloliquefaciens strain B3 + SX, Bacillus amyloliquefaciens strain D747 + SX, Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX,Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX, Bacillus amyloliquefaciens strain IN937a + SX, Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX, Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX, Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB34 + SX, Bacillus pumilus strain QST2808 + SX, Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX, Bacillus subtilis strain IAB / BS03 + SX,Bacillus subtilis strain MBI600 + SX, Bacillus subtilis strain QST30002 / AQ30002 + SX, Bacillus subtilis strain QST30004 / AQ30004 + SX, Bacillus subtilis strain QST713 + SX, Bacillus subtilis strain QST714 + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX, Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsin strain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonostachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, cryptococcus albidus + SX, Erwinia carotovora subsp. carotovora strain CGE234M403 + SX, Fusarium oxysporum strain Fo47 + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxa strain AC-1 + SX, Paenibacillus polymyxa strain BS-0105 + SX, Pantoea agglomerans strain E325 + SX, Phlebiopsis gigantea strain VRA1992 + SX,Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphis strain AFS009 + SX, Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX, Pseudomonas sp. strain CAB-02 + SX, Pseudomonas syringae strain 742RS + SX, Pseudomonas syringae strain MA-4 + SX, Pseudozyma flocculosa strain PF-A22UL + SX, Pseudomonas rhodesiae strain HAI-0804 + SX, Pythium oligandrum strain DV74 + SX, Pythium oligandrum strain M1 + SX, Streptomyces griseoviridis strain K61 + SX, Streptomyces lydicus strain WYCD108US + SX, Streptomyces lydicus strain WYEC108 + SX, Talaromyces flavus strain SAY-Y-94-01 + SX, Talaromyces flavus strain V117b + SX, Trichoderma asperellum strain ICC012 + SX, Trichoderma asperellum SKT-1 + SX, Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX,Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX, Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX, Trichoderma gamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX, Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX, Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, trichoderma stromaticum + SX,Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 + SX, Trichoderma viride + SX, Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX。,
[0034] Combinations of the present ingredient in group (c) above with the compound of the present invention: 1-methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, (1H-indol-3-yl)acetic acid (IAA) + SX, 4-(1H-indol-3-yl)butyric acid (IBA) + SX, 2-(4-chloro-2-methylphenoxy)acetic acid (MCPA) + SX, 4-(4-chloro-2-methylphenoxy)butyric acid (MCPB) + SX, 4-chlorophenoxyacetic acid (4-CPA) + SX, 5-aminolevulinic acid hydrochloride + SX, 6-benzylaminopurine + SX, abscisic acid + SX, AVG (aminoethoxyvinylglycine) + SX, anisiflupurin + SX, ancymidol + SX, butralin + SX, calcium carbonate + SX, calcium chloride + SX, calcium formate + SX, calcium peroxide + SX, calcium polysulfide + SX, calcium sulfate + SX, chlormequat chloride + SX, chlorpropham + SX, choline chloride + SX, cloprop + SX, cyanamide + SX, Cyclanilide + SX,Daminozide + SX, decan-1-ol + SX, dichlorprop + SX, dikegulac + SX, dimethipin + SX, diquat + SX, ethephon + SX, ethychlozate + SX, flumetralin + SX, flurprimidol + SX, forchlorfenuron + SX, formononetin + SX, gibberellin A + SX, gibberellin A3 + SX, inabenfide + SX, Kinetin + SX, lipochitooligosaccharide SP104 + SX, maleic hydrazide + SX, mefluidide + SX, mepiquat chloride + SX, oxidized glutathione + SX, paclobutrazol + SX, pendimethalin + SX, prohexadione calcium + SX, prohydrojasmon + SX, pyraflufen-ethyl + SX, sintophen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + SX, Thidiazuron + SX, triapenthenol + SX, tribufos + SX, trinexapac-ethyl + SX,Uniconazole-P + SX, 2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate + SX, 3-[(6-chloro-4-phenylquinazolin-2-yl)amino]propan-1-ol + SX, Claroideoglomus etunicatum + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Gigaspora margarita + SX, Gigaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 + SX, Rhizophagus irregularis DAOM 197198 + SX, Azorhizobium caulinodans + SX, Azospirillum amazonense + SX, Azospirillum brasilense XOH + SX, Azospirillum brasilense Ab-V5 + SX, Azospirillum brasilense Ab-V6 + SX, Azospirillum caulinodans + SX, Azospirillum halopraeferens + SX, Azospirillum irakense + SX, Azospirillum lipoferum + SX, Bradyrhizobium elkanii SEMIA 587 + SX, Bradyrhizobium elkanii SEMIA 5019 + SX, Bradyrhizobium japonicum TA-11 + SX,Bradyrhizobium japonicum USDA 110 + SX, Bradyrhizobium liaoningense + SX, Bradyrhizobium lupini + SX, Delftia acidovorans RAY209 + SX, Mesorhizobium ciceri + SX, Mesorhizobium huakii + SX, Mesorhizobium loti + SX, Rhizobium etli + SX, Rhizobium galegae + SX, Rhizobium leguminosarum bv. Phaseoli + SX, Rhizobium leguminosarum bv. Trifolii + SX, Rhizobium leguminosarum bv. Viciae + SX, Rhizobium trifolii + SX, Rhizobium tropici + SX, Sinorhizobium fredii + SX, Sinorhizobium meliloti + SX, Zucchini Yellow Mosaik Virus weak strain + SX. ,
[0035] Combinations of the present component of the above group (d) with the compound of the present invention: anthraquinone + SX, deet + SX, icaridin + SX.
[0036] The ratio of the compound of the present invention to the present component is not particularly limited, and examples thereof include a weight ratio (compound of the present invention:present component) of 1000:1 to 1:1000, 500:1 to 1:500, 100:1 to 1:100, 50:1, 20:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, 1:50, and the like.
[0037] The compound of the present invention is effective against harmful arthropods such as harmful insects and harmful mites, harmful nematodes, and harmful mollusks. Examples of harmful arthropods, harmful nematodes, and harmful mollusks include the following.
[0038] Hemiptera: Small brown planthopper (Laodelphax striatellus), Brown planthopper (Nilaparvata lugens), White-backed planthopper (Sogatella furcifera), Corn planthopper (Peregrinus maidis), Yellow leafhopper (Javesella pellucida), Black horned planthopper (Perkinsiella saccharicida), Tagosodes orizicolus, Stenocranus pacificus and other Delphacidae; Green rice leafhopper (Nephotettix cincticeps), Taiwan green rice leafhopper (Nephotettix virescens), Black-striped green rice leafhopper (Nephotettix nigropictus), Lightning leafhopper (Recilia dorsalis), Tea green leafhopper (Empoasca Cicadellidae, such as the potato leafhopper (Empoasca fabae), the corn leafhopper (Dalbulus maidis), the white giant leafhopper (Cofana spectra), and Amrasca biguttula biguttula; Aphrophoridae, such as the European spittlebug (Philaenus spumarius); Cercopidae, such as Mahanarva posticata and Mahanarva fimbriolata;Black bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), willow aphid (Aphis spiraecola), green peach aphid (Myzus persicae), strawberry aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat collar aphid (Rhopalosiphum padi), corn aphid (Rhopalosiphum maidis), citrus black aphid (Toxoptera citricida), peach butterbur aphid (Hyalopterus pruni), barnyard millet aphid (Melanaphis sacchari), Japanese black aphid (Tetraneura nigriabdominalis), cotton aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae), etc. Aphididae; grape aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), southern pecan leaf phylloxera (Phylloxera Phylloxeridae, such as (Russelae);Adelgidae, such as the Japanese hemlock aphid (Adelges tsugae), the balsam woolly aphid (Adelges piceae), and the small brown aphid (Aphrastasia pectinatae); Scotinophara lurida, Scotinophara coarctata, Nezara antennata, Eysarcoris aeneus, Eysarcoris lewisi, Eysarcoris ventralis, Eysarcoris annamita, Halyomorpha halys, and Nezara Pentatomidae, such as the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), Oebalus pugnax, Dichelops melacanthus, and the spotted stink bug (Piezodorus hybneri); Cydnidae, such as the narrow-banded stink bug (Riptortus clavatus), the spider stink bug (Leptocorisa chinensis), and the narrow-banded stink bug (Leptocorisa acuta); Cletus punctiger, Leptoglossus Coreidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus; Lygaeidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus;Miridae (Miridae) such as the red-bearded green rice bug (Trigonotylus caelestialium), the red-striped rice bug (Stenotus rubrovittatus), the long-spined wheat rice bug (Stenodema calcarata), and the rusty rice bug (Lygus lineolaris); Aleyrodidae (Aleyrodidae) such as the greenhouse whitefly (Trialeurodes vaporariorum), the tobacco whitefly (Bemisia tabaci), the citrus whitefly (Dialeurodes citri), the citrus spine whitefly (Aleurocanthus spiniferus), the tea spine whitefly (Aleurocanthus camelliae), and the Japanese oak leaf butterflies (Pealius euryae); cyanophylli), red scale (Aonidiella aurantii), pear scale (Diaspidiotus perniciosus), mulberry scale (Pseudaulacaspis pentagona), Yanon scale (Unaspis yanonensis), false Yanon scale (Unaspis citri) and other scale insects (Diaspididae); Coccidae such as ruby scale (Ceroplastes rubens); Margarodidae such as Icerya purchasi and yellow cotton scale (Icerya seychellarum);Pseudococcidae, such as the eggplant mealybug (Phenacoccus solani), the sable mealybug (Phenacoccus solenopsis), the wisteria mealybug (Planococcus kraunhiae), the mulberry mealybug (Pseudococcus comstocki), the citrus mealybug (Planococcus citri), the moth mealybug (Pseudococcus calceolariae), the long-legged mealybug (Pseudococcus longispinus), and the tuttlemey bug (Brevennia rehi); the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), and the Chinese pear psyllid (Cacopsylla Psyllidae, such as the Japanese chinensis, the potato psyllid (Bactericera cockerelli), and the cacopsylla (Cacopsylla pyricola); Tingidae, such as the plane tree earworm (Corythucha ciliata), the goldenrod earworm (Corythucha marmorata), the Japanese pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius) and the netted whitefly (Cimex hemipterus); Cicadidae, such as the Quesada gigas; Triatoma infestans, Triatoma rubrofasciata, and Triatoma Reduviidae, such as the Venezuelan assassin bug (Rhodonius prolixus);
[0039] Lepidoptera: Chilo suppressalis, Dark-headed stem borer, Chilo polychrysus, White stem borer, Scirpophaga innotata, Scirpophaga incertulas, Rupela albina, Rice leaf borer, Cnaphalocrocis medinalis, Marasmia patnalis, Rice casino borer, Marasmia exigua, Cotton borer, Notarcha derogata, European corn borer, Ostrinia furnacalis, European corn borer, Hellula undalis, Black-spotted corn borer, Herpetogramma luctuosale, Rice stalk moth, Nymphula Crambidae, such as the Japanese corn moth (Elasmopalpus lignosellus), the Indian meal moth (Plodia interpunctella), the Japanese two-spotted moth (Euzophera batangensis), and the Japanese striped moth (Cadra cautella);Common cutworm (Spodoptera litura), beet armyworm (Spodoptera exigua), armyworm (Mythimna separata), armyworm (Mamestra brassicae), rice armyworm (Sesamia inferens), white armyworm (Spodoptera mauritia), two-banded cutworm (Naranga aenescens), leaf fall armyworm (Spodoptera frugiperda), African armyworm (Spodoptera exempta), Spodoptera cosmioides, semi-tropical armyworm (Spodoptera eridania), red cutworm (Agrotis ipsilon), turnip cutworm (Agrotis segetum), red rice looper (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean Heliothis spp. such as the cotton bollworm (Chrysodeixis includens), Trichoplusia spp., and Heliothis spp. such as the false tobacco budworm (Heliothis virescens), Helicoverpa spp. such as the cotton bollworm (Helicoverpa armigera) and the corn earworm (Helicoverpa zea), Noctuidae such as the velvet bean caterpillar (Anticarsia gemmatalis), the cotton leafworm (Alabama argillacea), and the hop wine borer (Hydraecia immanis); Pieridae such as the cabbage white butterfly (Pieris rapae);Pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pea moth (Matsumuraeses azukivora), apple smaller tortrix (Adoxophyes orana fasciata), tea smaller tortrix (Adoxophyes honmai), tea tortrix (Homona magnanima), green tea tortrix (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit borer (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moth (Lobesia Tortricidae such as Caloptilia theivora and Phyllonorycter ringoniella; Gracilariae such as Carposinidae; Leucoptera coffeella, Lyonetiidae such as Lyonetia clerkella, Lyonetia prunifoliella; Lymantria spp. such as Lymantria dispar, Euproctis spp. such as Euproctis pseudoconspersa; Plutella xylostella Plutellidae, such as Plutellidae (Plutella xylostella);Gelechiidae (Gelechiidae) such as the peach leaf moth (Anarsia lineatella), the potato leaf moth (Helcystogramma triannulella), the red bollworm moth (Pectinophora gossypiella), the potato tuber moth (Pthorimaea operculella), and the tomato leaf moth (Tuta absoluta); Arctiidae (Arctiidae) such as the American fall webworm (Hyphantria cunea); Castniidae (Castniidae) such as the giant sugarcane borer (Telchin licus); Cossidae (Cossidae) such as the small box moth (Cossus insularis); Geometridae (Geometridae) such as the mugwort geometrid (Ascotis selenaria); Parasa Limacodidae such as Stathmopodidae (Stathmopoda masinissa) and the like; Sphingidae such as Acherontia lachesis (Sphingidae); Sesiidae such as Nokona feralis (Nokona feralis), Synanthedon hector (Synanthedon tenuis) and the like; Hesperiidae such as Parnara guttata (Parnara guttata); Tineidae such as Tinea translucens (Tineola bisselliella) and the like.
[0040] Thysanoptera: Thripidae such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, Echinothrips americanus, and Scirtothrips perseae; Phlaeothripidae such as Haplothrips aculeatus.
[0041] Diptera: Anthomyiidae such as Delia platura, Delia antiqua, and Pegomya cunicularia; Ulidiidae such as Tetanops myopaeformis; Agromyzidae such as Agromyza oryzae, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola; Chloropidae such as Chlorops oryzae; Bactrocera Tephritidae, such as the Oriental fruit fly (Bactrocera dorsalis), the eggplant fly (Bactrocera latifrons), the olive fruit fly (Bactrocera oleae), the Queensland fruit fly (Bactrocera tryoni), the Mediterranean fruit fly (Ceratitis capitata), the apple maggot (Rhagoletis pomonella), and the cherry fruit fly (Rhacochlaena japonica); Ephydridae, such as the rice leafminer (Hydrellia griseola), the Asian rice leafminer (Hydrellia philippina), and the rice leafminer (Hydrellia sasakii); Drosophila suzukii Drosophilidae, such as Drosophila melanogaster (Drosophila suzukii) and Drosophila melanogaster; Phoridae, such as Megaselia spiracularis; Psychodidae, such as Clogmia albipunctata;Sciaridae (Sciaridae) such as Bradysia difformis and Bradysia odoriphaga; Cecidomyiidae (Cecidomyiidae) such as Mayetiola destructor and Orseolia oryzae; Diopsidae (Diopsis macrophthalma); Glossinidae (Tsetse flies) such as Glossina palpalis and Glossina morsitans; Simuliidae (Simuliidae) such as Simulium japonicum and Simulium damnosum; Phlebotominae (Phlebotominae); Tipula aino (Craned fly), Tipula oleracea (Common crane fly), and Tipula Tipulidae such as 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 (Family Simuliidae) such as Prosimulium yezoensis and Simulium ornatum; Tabanidae (Family Tabanus trigonus) and other such flies; Muscidae (Family Musca domestica), Muscina stabulans, Stomoxys calcitrans, Haematobia irritans and other such flies; Calliphoridae (Family Sarcophagidae); Chironomidae (Family Chironomidae) such as Chironomus plumosus, Chironomus yoshimatsui, Glyptotendipes tokunagai and other such flies; Fannidae (Family Fannidae);
[0042] Coleoptera: Diabrotica spp. (e.g., Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucumber beetle (Diabrotica speciosa), etc.), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber leaf beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage leaf beetle (Phyllotreta cruciferae), Western black leaf beetle (Phyllotreta pusilla, cabbage stem beetle (Psylliodes chrysocephala), hop beetle (Psylliodes punctulata), Colorado potato beetle (Leptinotarsa decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato beetle (Epitrix cucumeris), rice spur beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), tobacco flea beetle (Epitrix hirtipennis), radish leaf beetle (Phaedon Chrysomelidae, such as the two-striped leaf beetle (Medythia nigrobilineata);Carabidae beetles such as the seed corn beetle (Stenolophus lecontei) and the slender seed corn beetle (Clivina impressifrons); Phyllophaga spp. such as the cuprea beetle (Anomala cuprea), the rufocuprea beetle (Anomala rufocuprea), the green beetle (Anomala albopilosa), the Japanese beetle (Popillia japonica), the long-legged beetle (Heptophylla picea), the European chafer (Rhizotrogus majalis), the black marsh beetle (Tomarus gibbosus), the black beetle (Holotrichia spp.), and the June beetle (Phyllophaga crinita); Diloboderus spp. such as Diloboderus abderus. Scarabaeidae (Scarabaeidae) such as Araecerus coffeae (Boll weevil); Anthriibidae (Anthriibidae) such as Cylas formicarius (Sweet potato weevil); Bruchidae (Brachiidae) such as Zabrotes subfasciatus (Brazilian bean weevil); Scolytidae (Scolytidae) such as Tomicus piniperda (Pine bark beetle), Hypothenemus hampei (Coffee berry borer);Potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), maize weevil (Sitophilus zeamais), rice weevil (Sitophilus oryzae), granaria weevil (Sitophilus granarius), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white grain weevil (Rhabdoscelus lineaticollis), boll weevil (Anthonomus grandis), grass band weevil (Sphenophorus venatus), southern cornbill bug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust gourd weevil (Scepticus The Aracanthus spp. (Aracanthus spp.) such as Aracanthus griseus, Scepticus uniformis, Aracanthus mourei, and the cotton root borer (Eutinobothrus brasiliensis) are also included in the Curculionidae family; the Tenebrionidae (Tenebrionidae) such as Tribolium castaneum, Tribolium confusum, and Alphitobius diaperinus are also included in the Coccinellidae family; the Flat-headed Ladybird (Lyctus brunneus), the Rhizopertha dominica); Ptinidae; Cerambycidae, such as Anoplophora malasiaca, Migdolus fryanus, and Aromia bungii;Elateridae beetles such as the Okinawan wireworm beetle (Melanotus okinawensis), the brown-headed wireworm beetle (Agriotes fuscicollis), the comb beetle (Melanotus legatus), the foot-striped wireworm beetle (Anchastus spp.), the Conoderus spp., the Ctenicera spp., the Limonius spp., and the Aeolus spp.; Staphylinidae beetles such as the blue-leaf rove beetle (Paederus fuscipes); the small-leaved weevils (Anthrenus verbasci) and the white-striped weevils (Dermestes Dermestidae such as Trogoderma granarium (Trogoderma maculates) and the like; Anobiidae such as Lasioderma serricorne (tobacco beetle) and Stegobium paniceum (Anobiidae); Laemophloeidae such as Cryptolestes ferrugineus (Laemophloeidae); Silvanidae such as Oryzaephilus surinamensis (Silvanidae); Nitidulidae such as Brassicogethes aeneus (Blossom beetle).
[0043] Orthoptera: Migratory locust (Locusta migratoria), Moroccan locust (Dociostaurus maroccanus), Australian locust (Chortoicetes terminifera), Red locust (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clear-winged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca The grasshoppers (Acrididae) include the common locust (Oxya gregaria), yellow-winged locust (Gastrimargus musicus), sparse-throated locust (Austracris guttulosa), oriental grasshopper (Oxya yezoensis), long-winged locust (Oxya japonica), and Taiwan grasshopper (Patanga succincta); the grasshoppers (Gryllotalpidae) include the common house cricket (Gryllotalpa orientalis); the crickets (Gryllidae) include the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); and the katydids (Tettigoniidae) include the Mormon cricket (Anabrus simplex).
[0044] Hymenoptera: Tenthredinidae such as Athalia rosae and Athalia japonica; Solenopsis spp. such as Solenopsis invicta and Solenopsis geminata, Atta spp. such as Atta capiguara, Acromyrmex spp., Paraponera clavata, Ochetellus glaber, Monomorium pharaonis, Linepithema humile, Formica japonica, Pristomyrmex punctutus, Pheidole Camponotus spp. such as Camponotus noda, Pheidole megacephala, Camponotus japonicus, Camponotus obscuripes, Pogonomyrmex spp. such as Pogonomyrmex occidentalis, Wasmania spp. such as Wasmania auropunctata, Formicidae such as Anoplolepis gracilipes; Vespa mandarinia, Vespa simillima, Vespa analis, Vespa Vespidae, such as Polistes velutina and Polistes jokahamae; Siricidae, such as Urocerus gigas; and Bethylidae.
[0045] Blattodea: Ectobiidae, such as the German cockroach (Blattella germanica); Blattidae, such as the American cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the American cockroach (Periplaneta australasiae), the brown cockroach (Periplaneta brunnea), and the Asian cockroach (Blatta orientalis); Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, and Neotermes Termites of the family Termitidae, such as the Satsuma termite (Glyptotermes satsumensis), Nakajima termite (Glyptotermes nakajimai), Katan termite (Glyptotermes fuscus), Hodotermopsis sjostedti, Koshu termite (Coptotermes guangzhouensis), Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes miyatakei), Formosan termite (Reticulitermes kanmonensis), Takasago termite (Nasutitermes takasagoensis), Snocapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans.
[0046] Order Siphonaptera: Family Pulicidae such as human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), rat flea (Xenopsylla cheopis), chicken flea (Echidnophaga gallinacea), etc.; Family Hectopsyllidae such as sand flea (Tunga penetrans); Family Ceratophyllidae such as European rat flea (Nosopsyllus fasciatus).
[0047] Psocodae: Pediculidae, such as head louse (Pediculus humanus capitis); Pthiridae, such as pubic louse (Pthirus pubis); Haematopinidae, such as cow louse (Haematopinus eurysternus) and pig louse (Haematopinus suis); Linognathidae, such as cow louse (Linognathus vituli), sheep trunk louse (Linognathus ovillus), and woolly cow louse (Solenopotes capillatus); Bovicola bovis, sheep louse (Bovicola ovis), Bovicola breviceps, Damalinia Bovicoliidae, such as Trichodectes canis and Felicola subrostratus; Menoponidae, such as Menopon gallinae, Menacanthus stramineus, and Trinoton spp.; Trimenoponidae, such as Cummingsia spp.; Trogiidae, such as Trogium pulsatorium; Liposcelis corrodens and Liposcelis Liposcelidae or Liposcelididae, such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.
[0048] Thysanura: Family Lepismatidae, including the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina).
[0049] Acari: Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, Oligonychus spp.; Aculops pelekassi, Aculops citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, Aculops spp. Eriophyidae such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae such as Polyphagotarsonemus latus; Tenuipalpidae such as Brevipalpus phoenicis; Tuckerellidae;Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis japonica, Haemaphysalis campanulata, Dermacentor variabilis, Dermacentor taiwanensis, Rocky Mountain wood tick (Dermacentor andersoni), Dermacentor reticulatus, Ixodes ovatus, Ixodes persulcatus, Black-legged tick (Ixodes scapularis), Western black-legged tick (Ixodes pacificus), Ixodes holocyclus, Ixodes ricinus, Lone star tick (Amblyomma Ixodidae ticks such as Amblyomma americanum, Amblyomma maculatum, Rhipicephalus microplus, Rhipicephalus annulatus, Rhipicephalus sanguineus, Rhipicephalus appendiculatus, and Rhipicephalus decoloratus; Argasidae ticks such as Argas persicus, Ornithodoros hermsi, and Ornithodoros turicata; Acaridae ticks such as Tyrophagus putrescentiae and Tyrophagus similis; Dermatophagoides farinae and Dermatophagoides pteronyssinus. Pyroglyphidae, such as Pteronyssinus;Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, and Cheyletiella yasguri; Psoroptidae such as Psoroptes ovis, Psoroptes equi, Knemidocoptes mutans, Otodectes cynotis, and Chorioptes spp.; Notoedres cati, Notoedres muris, and Sarcoptes Sarcoptidae such as (Scabiei); Listrophoridae such as (Listrophorus gibbus); Dermanyssidae such as (Dermanyssus gallinae); Macronyssidae such as (Ornithonyssus sylviarum) and (Ornithonyssus bacoti); Varroa destructor such as (Varroa jacobsoni); Demodicidae such as (Demodex canis) and (Demodex cati); Leptotrombidium akamushi and (Leptotrombidium Trombiculidae, such as Leptotrombidium scutellare, Leptotrombidium pallidum, and Leptotrombidium scutellare.
[0050] Araneae: Eutichuridae, such as Cheiracanthium japonicum; Theridiidae, such as Latrodectus hasseltii. Polydesmida: Paradoxosomatidae, such as Oxidus gracilis and Nedyopus tambanus. Isopoda: Armadillidiidae, such as Armadillidium vulgare. Chilopoda: Scutigeridae such as Thereuonema hilgendorfi; Scolopendridae such as Scolopendra subspinipes; Ethopolyidae such as Bothropolys rugosus. Class Gastropoda: Family Limacidae such as the brown slug (Limax marginatus) and the yellow slug (Limax flavus); Family Philomycidae such as the slug (Meghimatium bilineatum); Family Ampullariidae such as the apple snail (Pomacea canaliculata); Family Lymnaeidae such as the lymnae snail (Austropeplea ollula).
[0051] Nematoda: Aphelenchoididae, such as the rice root-lesion nematode (Aphelenchoides besseyi); Pratylenchidae, such as Pratylenchus coffeae, Pratylenchus brachyurus, Pratylenchus neglectus, and Radopholus similis; Meloidogyne javanica, Meloidogyne incognita, guava root-knot nematodes (Meloidogyne enterolobii), Meloidogyne hapla, soybean cyst nematode (Heterodera glycines), potato cyst nematode (Globodera Heteroderidae such as Globodera rostochiensis, potato white cyst nematode (Globodera pallida), and Colombian root-knot nematode (Meloidogyne chitwoodi); Hoplolaimidae such as Rotylenchulus reniformis; Anguinidae such as Nothotylenchus acris and Ditylenchus dipsaci; Tylenchulidae such as Tylenchulus semipenetrans; Longidoridae such as Xiphinema index; Trichodoridae; Parasitaphelenchidae such as Bursaphelenchus xylophilus.
[0052] The harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes may be harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes that have reduced sensitivity to insecticides, acaricides, molluscicides, or nematocides, or that have developed resistance to the insecticides, acaricides, molluscicides, or nematocides.
[0053] The method for controlling arthropod pests of the present invention is carried out by applying an effective amount of the compound of the present invention or composition A directly to the arthropod pests and / or to the habitat of the arthropod pests (plants, soil, houses, animals, etc.). Examples of the method for controlling arthropod pests of the present invention include foliage treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.
[0054] The compound of the present invention or Composition A is typically formulated into aqueous suspensions, oil suspensions, oil solutions, emulsifiable concentrates, emulsions, microemulsions, microcapsule formulations, wettable powders, water dispersible granules, dusts, granules, tablets, aerosols, resin formulations, etc. by mixing an inert carrier such as a solid carrier, liquid carrier, or gaseous carrier with a surfactant, and optionally adding formulation adjuvants such as binders, dispersants, and stabilizers. In addition to these formulations, the compound of the present invention or Composition A can also be formulated into dosage forms described in the Manual on development and use of FAO and WHO Specifications for pesticides, FAO Plant Production and Protection Papers-271 to 276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517. These formulations typically contain 0.0001 to 99% by weight of the compound of the present invention or Composition A.
[0055] Examples of solid carriers include clay (pyrophyllite clay, kaolin clay, etc.), talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, attapulgite, white carbon, ammonium sulfate, vermiculite, perlite, pumice, silica sand, fine powder and granular chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).
[0056] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctanamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).
[0057] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide gas.
[0058] 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.).
[0059] Other formulation adjuvants include binders, dispersants, colorants, stabilizers, etc., and specific examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), acid isopropyl phosphate, and dibutylhydroxytoluene.
[0060] In addition, adjuvants can be used as components that enhance or support the efficacy of the compound of the present invention. Specific examples include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark), Nufilm (registered trademark), Emulgator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N (registered trademark), and BANOLE (registered trademark).
[0061] In the present invention, the plant includes the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.
[0062] Vegetative reproductive organs refer to plant roots, stems, leaves, and other parts that can grow when separated from the main body and placed in soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), tubers, rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. Stolons are sometimes called runners, and propagules are also called bulbils and are divided into broad buds and bulbils. Vines refer to shoots (a collective term for leaves and stems) of plants such as sweet potatoes and Japanese yams. Bulbs, corms, tubers, rhizomes, stem fragments, rhizophores, and tuberous roots are collectively called bulbils. Potato cultivation begins by planting tubers in the soil, and the tubers used are generally called seed potatoes.
[0063] Examples of the method for controlling harmful arthropods by applying an effective amount of the compound of the present invention or composition A to soil include a method of applying an effective amount of the compound of the present invention or composition A to soil before or after planting a plant. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in planting hole treatment soil), plant base treatment (spraying in planting holes, mixing in plant base soil, plant base irrigation, plant base treatment in the latter half of the seedling raising period), planting furrow treatment (spraying in planting furrows, mixing in planting furrow soil), row treatment (row spraying, row soil mixing, row spraying in the growing season), row treatment at sowing (row spraying at sowing, mixing in row soil at sowing), overall treatment (overall soil spraying, overall soil mixing), side row treatment, water surface treatment (water surface application, water surface application after flooding), other soil spray treatments (foliar spraying of granules during the growing season, spraying under the crown or around the main trunk, soil surface spraying, soil surface mixing, seeding hole spraying, furrow surface spraying, spraying between plants), and others. Other irrigation treatments include soil irrigation, seedling irrigation, chemical injection treatment, ground level irrigation, chemical drip irrigation, chemigation), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling bed treatments (seedling bed spraying, seedling bed irrigation, water seedling bed spraying, seedling immersion), bed soil mixing treatments (bed soil mixing, bed soil mixing before sowing, spraying before soil covering at sowing, spraying after soil covering at sowing, covering soil mixing), and other treatments (hilling soil mixing, plowing in, topsoil mixing, rain-drop soil mixing, planting position treatment, granular inflorescence spraying, paste fertilizer mixing).
[0064] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the compound of the present invention or Composition A. More specifically, examples include spray treatments in which a suspension of the compound of the present invention or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs in a mist; smear treatments in which the compound of the present invention or Composition A is applied to seeds or vegetative reproductive organs; immersion treatments in which seeds or vegetative reproductive organs are immersed in a solution of the compound of the present invention or Composition A for a certain period of time; and methods of coating seeds or vegetative reproductive organs with a carrier containing the compound of the present invention or Composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are particularly examples of the vegetative reproductive organs mentioned above. When applying Composition A to seeds or vegetative reproductive organs, Composition A can be applied to the seeds or vegetative reproductive organs as a single formulation, or different formulations of Composition A can be applied to the seeds or vegetative reproductive organs in multiple separate applications. Examples of methods for treating seeds or vegetative reproductive organs with multiple different formulations of Composition A include a method of treating seeds or vegetative reproductive organs with a formulation containing only the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing this ingredient; and a method of treating seeds or vegetative reproductive organs with a formulation containing both the compound of the present invention and this ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing a component other than the component already treated. In the present invention, "seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A" refers to seeds or vegetative reproductive organs to which the compound of the present invention or Composition A is attached. The seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A may have materials other than the compound of the present invention or Composition A attached to them before or after the compound of the present invention or Composition A is attached to the seeds or vegetative reproductive organs. Furthermore, when Composition A is attached to the surface of the seeds or vegetative reproductive organs in layers, the layers may consist of one layer or multiple layers. Furthermore, when the layer consists of multiple layers, each layer may contain one or more active ingredients, or may consist of a layer containing one or more active ingredients and a layer containing no active ingredients. Seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A can be obtained, for example, by applying a formulation containing the compound of the present invention or Composition A to seeds or vegetative reproductive organs by the seed treatment method described above.
[0065] When the compound of the present invention or composition A is used for controlling harmful arthropods in the agricultural field, the application amount is 10,000 m 2 The amount of the compound of the present invention is usually 1 to 10,000 g per kg of seed or vegetative reproductive organ. When treating seeds or vegetative reproductive organs, the compound of the present invention is usually applied in an amount within the range of 0.001 to 100 g per kg of seed or vegetative reproductive organ. When the compound of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate, etc., it is usually applied after being diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm, and granules, dusts, etc. are usually applied as is.
[0066] The compound of the present invention or composition A can also be applied by wrapping a resin preparation in the form of a sheet or string around the crop, stretching it near the crop, or spreading it on the soil around the base of the plant.
[0067] When the compound of the present invention or composition A is used to control harmful arthropods living in houses, the application amount is 1 / 2 m / day for surface treatment. 2 The amount of the compound of the present invention per square meter is usually 0.01 to 1,000 mg. 3 When the compound of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate or the like, it is usually applied after diluting with water so that the active ingredient concentration becomes 0.1 to 10,000 ppm, whereas oil solutions, aerosols, fumigants, poison baits and the like are applied as they are.
[0068] When the compound of the present invention or Composition A is used to control ectoparasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, or small animals such as dogs, cats, rats, and mice, it can be administered to animals by methods known in veterinary medicine. Specific methods of administration include, for example, administration by tablet, incorporation into feed, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.) for systemic control, and administration by methods such as spraying an oil or aqueous liquid, pour-on application, spot-on application, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. When administered to animals, the amount of the compound of the present invention or Composition A is usually in the range of 0.1 to 1000 mg per kg of the animal's body weight.
[0069] The compound of the present invention or Composition A can be used as an agent for controlling arthropod pests in agricultural lands such as fields, paddy fields, lawns, orchards, etc. Examples of plants include the following.
[0070] Corn (horse-tooth, hard grain, soft grain, explosive, glutinous, sweet, field corn), rice (long grain, short grain, medium grain, japonica, tropical japonica, indica, javanica, paddy rice, upland rice, floating rice, direct-seeded rice, transplanted rice, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, each winter wheat type, spring wheat type), barley (two-row barley (= beer barley), six-row barley, naked barley, waxy barley, each winter barley type, spring barley type), rye (winter rye type, spring rye type), triticale (winter triticale type, spring triticale type), oats (winter oat type, spring oat type), sorghum, cotton (upland type, pima type), soybean (fully harvested seed varieties, edamame varieties, green-harvested varieties, indeterminate, determinate, semi-determinate types), peanuts, buckwheat, sugar beet (sugar production, animal feed, root vegetable, leafy vegetable, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflower (oil production, food, ornamental), sugarcane, tobacco, tea plant, mulberry, solanaceous vegetables (eggplant, tomato, bell pepper, chili pepper) , potatoes, etc.), Cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Cruciferous vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Umbelliferae vegetables (carrots, parsley, celery, parsley, etc.), Chenopodiaceae vegetables (spinach, Swiss chard, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, scallions, Sweet potatoes, pome fruits (apples, European pears, Japanese pears, Chinese pears, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherries, apricots, prunes, etc.), citrus fruits (Satsuma mandarins, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashew nuts, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants,Turfgrass, pasture grass, etc.
[0071] The above-mentioned plants are not particularly limited as long as they are varieties that are commonly cultivated, and include plants that can be produced by natural crossbreeding, plants that can be generated by mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants that have been conferred resistance to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors such as isoxaflutole, ALS (acetolactate synthase) inhibitors such as imazethapyr and thifensulfuron methyl, EPSP (5-enolpyruvylshikimate-3-phosphate synthase) inhibitors, glutamine synthetase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or dicamba; plants that are capable of synthesizing selective toxins known to be found in the genus Bacillus, such as Bacillus thuringiensis; and plants that can be conferred specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) in the target harmful insect.
[0072] The present invention will be explained in more detail below with reference to Production Examples, Formulation Examples, Test Examples, etc., but the present invention is not limited to these examples. In this specification, Me represents a methyl group, and Boc represents a tert-butoxycarbonyl group.
[0073] First, examples of the preparation of the compounds of the present invention and their intermediates will be shown.
[0074] When the physical properties of a compound are measured by liquid chromatography / mass spectrometry (hereinafter referred to as LCMS), the measured molecular ion value [M+H] + or [M-H] - and retention time (hereinafter referred to as RT). The conditions for liquid chromatography (hereinafter referred to as LC) are as follows:
[0075] [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute, Japan) UV measurement wavelength: 254 nm Mobile phase: Solution A: 0.1% formic acid aqueous solution, Solution B: 0.1% formic acid acetonitrile Flow rate: 2.0 mL / min Gradient conditions: Solution is delivered at the concentration gradient shown in [Table LC1].
[0076]
[0077] [MS conditions] Detector: LCMS-2020 (manufactured by Shimadzu Corporation) Ionization method: DUIS method (ESI, APCI)
[0078] Preparation Example 1: 10 mL of a 5-10% solution of hydrogen chloride in methanol was added to 0.98 g of Intermediate 1 and stirred at room temperature for 1 hour. The resulting mixture was concentrated under reduced pressure, and then 12 mL of DMF and 2.6 mL of diisopropylethylamine were added at room temperature. Subsequently, 0.69 mL of 3,5-bistrifluoromethylbenzoyl chloride was added under ice-cooling, and the mixture was stirred at room temperature for 4.5 hours. Ethyl acetate was added to the resulting mixture, and the mixture was washed sequentially with 1 M hydrochloric acid, saturated aqueous sodium bicarbonate, water, and saturated brine. The resulting organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=7:3) to obtain 0.24 g of Compound 1 of the present invention represented by the following formula: Compound 1 of the present invention: 1 H-NMR (CDCl3) δ: 8.57 (1H, d), 8.32-8.29 (1H, m), 8.28 (2H, s), 8.03 (1H, s), 7.85-7.81 (1H, m), 7.74-7.71 (3H, m), 7.58 (1H, dd), 7.56-7.52 (1H, m), 4.85 (1H, br s), 1.54 (3H, d).
[0079] Preparation Example 2 A compound prepared in accordance with Preparation Example 1 using Intermediate 8 instead of Intermediate 1 and its physical properties are shown below. Compound 2 of the present invention: 1H-NMR (CDCl3) δ: 8.78 (1H, d), 8.32-8.28 (3H, m), 8.13 (1H, dd), 8.03 (1H, s), 7.85-7.80 (1H, m), 7.78-7.75 (1H, m), 7.73-7.71 (1H, m), 7.56-7.52 (1H, m), 7.49 (1H, d), 4.87 (1H, br s), 1.56 (3H, d).
[0080] The compounds prepared in accordance with Preparation Example 1 using Intermediate 3 instead of Intermediate 1 and their physical properties are shown below. Compound 3 of the present invention: LCMS: 510 [M+H] + , RT=1.92 minutes
[0081] The compounds prepared in accordance with Preparation Example 1 using Intermediate 4 instead of Intermediate 1 and their physical properties are shown below. Compound 4 of the present invention: 1 H-NMR (CDCl3) δ: 8.31-8.29 (3H, m), 8.04 (1H, s), 7.85-7.81 (1H, m), 7.78 (1H, d), 7.71 (1H, d), 7.57-7.52 (1H, m), 6.82 (1H, s), 5.12-5.05 (1H, m), 4.10 (3H, s), 1.57 (3H, d).
[0082] The compounds prepared in accordance with Preparation Example 1 using Intermediate 5 instead of Intermediate 1 and their physical properties are shown below. Compound 5 of the present invention: 1 H-NMR (CDCl3) δ: 8.30 (2H, s), 8.28-8.26 (1H, m), 8.15 (1H, s), 8.04 (1H, s), 7.85 (1H, s), 7.83-7.79 (1H, m), 7.68 (1H, d), 7.64 (1H, d), 7.55-7.51 (1H, m), 7.28 (1H, t), 5.20-5.14 (1H, m), 1.51 (3H, d).
[0083] The compounds prepared in accordance with Preparation Example 1 using Intermediate 6 instead of Intermediate 1 and their physical properties are shown below. Compound 6 of the present invention: 1 H-NMR (CDCl3) δ: 8.31 (2H, s), 8.28 (1H, dd), 8.04 (1H, s), 7.82-7.78 (1H, m), 7.75 (1H, d), 7.73 (1H, s), 7.68 (1H, d), 7.59 (1H, d), 7.53-7.49 (1H, m), 5.27-5.20 (1H, m), 3.77-3.71 (1H, m), 1.50 (3H, d), 1.29-1.26 (2H, m), 1.12-1.10 (2H, m).
[0084] The compounds prepared in accordance with Preparation Example 1 using Intermediate 7 instead of Intermediate 1 and their physical properties are shown below. Compound 7 of the present invention: 1 H-NMR (CDCl3) δ: 8.31-8.29 (3H, m), 8.03 (1H, s), 7.86 (1H, d), 7.83-7.79 (1H, m), 7.70 (1H, d), 7.68 (1H, d), 7.54-7.50 (1H, m), 6.40 (1H, d), 5.12-5.06 (1H, m), 3.74-3.68 (1H, m), 1.54 (3H, d), 1.25-1.21 (2H, m), 1.11-1.05 (2H, m).
[0085] The compounds produced in accordance with Production Example 1 using Intermediate 8 instead of Intermediate 1 and their physical properties are shown below. Compound 8 of the present invention: 1 H-NMR (CDCl3) δ: 8.78 (1H, d), 8.31-8.29 (2H, m), 8.14-8.10 (2H, m), 7.97 (1H, d), 7.84-7.80 (1H, m), 7.72 (2H, d), 7.56-7.52 (1H, m), 7.47 (1H, dd), 4.93-4.83 (1H, m), 1.53 (3H, d).
[0086] The compounds produced in accordance with Production Example 1, except for using Intermediate 9 instead of Intermediate 1 and 3,4-bistrifluoromethylbenzoyl chloride instead of 3,5-bistrifluoromethylbenzoyl chloride, and their physical properties are shown below. Compound 9 of the present invention: 1 H-NMR (CDCl3) δ: 8.34 (1H, d), 8.31 (1H, dd), 8.14 (1H, d), 7.98 (1H, d), 7.91 (1H, d), 7.83-7.79 (1H, m), 7.71 (1H, d), 7.58 (1H, d), 7.54-7.50 (1H, m), 6.42 (1H, d), 5.14-5.08 (1H, m), 4.01 (3H, s), 1.55 (3H, d).
[0087] The compounds prepared in accordance with Preparation Example 1 using Intermediate 9 instead of Intermediate 1 and 3-trifluoromethyl-4-chloro-benzoyl chloride instead of 3,5-bistrifluoromethylbenzoyl chloride and their physical properties are shown below. Compound 10 of the present invention: 1 H-NMR (CDCl3) δ: 8.31 (1H, dd), 8.20 (1H, d), 7.95 (1H, dd), 7.83-7.78 (2H, m), 7.71 (1H, d), 7.62 (1H, d), 7.57 (1H, d), 7.54-7.50 (1H, m), 6.42 (1H, d), 5.12-5.05 (1H, m), 4.00 (3H, s), 1.53 (3H, d).
[0088] The compounds produced in accordance with Production Example 1, except for using Intermediate 9 instead of Intermediate 1 and 3,5-dibromobenzoyl chloride instead of 3,5-bistrifluoromethylbenzoyl chloride, and their physical properties are shown below. Compound 11 of the present invention: 1H-NMR (CDCl3) δ: 8.30 (1H, dd), 7.90 (2H, d), 7.83-7.79 (2H, m), 7.74 (1H, d), 7.65 (1H, d), 7.57 (1H, d), 7.53-7.49 (1H, m), 6.41 (1H, d), 5.09-5.02 (1H, m), 4.00 (3H, s), 1.51 (3H, d).
[0089] The compounds prepared in accordance with Preparation Example 1, except for using Intermediate 9 instead of Intermediate 1 and 3,5-dichlorobenzoyl chloride instead of 3,5-bistrifluoromethylbenzoyl chloride, and their physical properties are shown below. Compound 12 of the present invention: 1 H-NMR (CDCl3) δ: 8.30 (1H, dd), 7.83-7.79 (1H, m), 7.74 (1H, d), 7.71 (2H, d), 7.68 (1H, d), 7.57 (1H, d), 7.54-7.49 (2H, m), 6.41 (1H, d), 5.10-5.03 (1H, m), 4.00 (3H, s), 1.52 (3H, d).
[0090] The compounds prepared in accordance with Preparation Example 1, except for using Intermediate 9 instead of Intermediate 1 and 3,4-dichlorobenzoyl chloride instead of 3,5-bistrifluoromethylbenzoyl chloride, and their physical properties are shown below. Compound 13 of the present invention: 1 H-NMR (CDCl3) δ: 8.30 (1H, dd), 7.95 (1H, d), 7.83-7.78 (1H, m), 7.73 (1H, d), 7.68-7.65 (2H, m), 7.57-7.49 (3H, m), 6.41 (1H, d), 5.10-5.03 (1H, m), 4.00 (3H, s), 1.52 (3H, d).
[0091] The compounds prepared in accordance with Preparation Example 1 using Intermediate 9 instead of Intermediate 1 and their physical properties are shown below. Compound 14 of the present invention: 1H-NMR (CDCl3) δ: 8.32-8.30 (3H, m), 8.04 (1H, s), 7.87 (1H, d), 7.83-7.80 (1H, m), 7.71 (1H, d), 7.58 (1H, d), 7.54-7.51 (1H, m), 6.42 (1H, d), 5.12 (1H, t), 4.01 (3H, s), 1.55 (3H, d).
[0092] The compounds prepared in accordance with Preparation Example 1 using Intermediate 2 instead of Intermediate 1 and their physical properties are shown below. Compound 15 of the present invention: 1 H-NMR (CDCl3) δ: 8.32-8.30 (3H, m), 8.04 (1H, s), 7.87 (1H, d), 7.83-7.80 (1H, m), 7.71 (1H, d), 7.58 (1H, d), 7.54-7.51 (1H, m), 6.42 (1H, d), 5.12 (1H, t), 4.01 (3H, s), 1.55 (3H, d).
[0093] The compounds produced in accordance with Production Example 1 using Intermediate 10 instead of Intermediate 1 and their physical properties are shown below. Compound 19 of the present invention: 1 H-NMR (CDCl3) δ: 8.32-8.26 (2H, m), 8.04 (1H, s), 7.90-7.46 (7H, m), 7.34-7.28 (1H, m), 4.94 (1H, t), 1.53 (3H, d).
[0094] The compound prepared in accordance with Preparation Example 1 using Intermediate 11 instead of Intermediate 1 and its physical properties are shown below. Compound 20 of the present invention: 1 H-NMR (CDCl3) δ: 8.33 (1H, dd), 8.27 (2H, s), 8.04 (1H, s), 7.85-7.81 (1H, m), 7.72 (1H, dd), 7.56 (3H, m), 7.46 (1H, d), 7.33 (1H, m),4.96 (1H, dt), 1.53 (3H, d).
[0095] Preparation Example 3: To a mixture of 0.51 g of the present invention compound 15 and 5 mL of THF, 0.12 g of 60% sodium hydride (oil) was added under ice cooling and stirred for 30 minutes. Then, 0.19 mL of methyl iodide was added under ice cooling and stirred at room temperature for 20 hours. A saturated aqueous solution of ammonium chloride was added to the resulting mixture, followed by extraction with chloroform. The resulting organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=5:5) to obtain 0.33 g of the present invention compound 16. Compound 16 of the present invention: 1 H-NMR (CDCl3) δ: 8.33 (1H, d), 7.98 (2H, s), 7.93 (1H, s), 7.83-7.75 (2H, m), 7.55-7.51 (1H, m), 7.47 (1H, d), 6.39 (1H, d), 5.76 (1H, m), 3.76 (3H, s), 2.86 (3H, s), 1.60 (3H, s).
[0096] Production Example 4 A compound produced in accordance with Production Example 3, except that ethyl iodide was used instead of methyl iodide, and its physical properties are shown below. Compound 17 of the present invention: 1 H-NMR (CDCl3) δ: 8.33 (1H, d), 7.95-7.92 (3H, m), 7.84-7.76 (2H, m), 7.56-7.51 (1H, m), 7.49 (1H, s), 6.37 (1H, s), 5.84-5.79 (1H, m), 3.81 (3H, s), 3.39-3.31 (1H, m), 3.26-3.18 (1H, m), 1.65 (3H, d), 0.88 (3H, t).
[0097] Compounds prepared according to Preparation Example 3 using Compound 3 of the present invention instead of Compound 15 of the present invention and their physical properties are shown below. Compound 18 of the present invention: 1H-NMR (CDCl3) δ: 8.29 (1H, d), 7.94 (1H, s), 7.85 (2H, s), 7.80-7.74 (2H, m), 7.68-7.64 (2H, m), 7.50 (1H, t), 5.62-5.56 (1H, m), 3.99 (3H, s), 3.17 (3H, s), 1.56 (3H, d).
[0098] Preparation Example 4: A mixture of 0.18 g of Intermediate 2, 2.0 mL of trifluoroacetic acid, and 2.0 mL of chloroform was stirred at room temperature for 40 minutes. The resulting mixture was concentrated under reduced pressure, and chloroform was added to the resulting residue. The mixture was then washed sequentially with saturated aqueous sodium bicarbonate and saturated brine. The resulting organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. Subsequently, 0.13 g of 2,4,5-trichlorophenyl isocyanate was added to a mixture of 0.17 g of the resulting residue, 5 mL of DMF, and 0.21 mL of triethylamine under ice-cooling, and the mixture was stirred at room temperature for 2 hours. Ethyl acetate was added to the resulting mixture, and the mixture was washed sequentially with 1 M hydrochloric acid, saturated aqueous sodium bicarbonate, water, and saturated brine. The resulting organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=5:5) to obtain 0.06 g of Compound 21 of the present invention represented by the following formula: Compound 21 of the present invention: 1 H-NMR (CDCl3) δ: 8.35 (1H, s), 8.31 (1H, dd), 7.79-7.74 (1H, m), 7.70 (1H, dd), 7.57 (1H, d), 7.52-7.48 (1H, m), 7.35 (1H, s), 6.91 (1H, s), 6.81 (1H, d), 6.46 (1H, d), 4.85 (1H, dt), 3.99 (3H, s), 1.51 (3H, d).
[0099] Reference Production Example 1-1: To a mixture of 1.51 g of N-Boc-DL-alanine and 8 mL of pyridine, 1.10 g of anthranilic acid and 4.2 mL of triphenyl phosphite were added sequentially at room temperature, and the mixture was stirred at 70°C for 1.5 hours. Then, 1.07 g of 2-amino-5-fluoropyridine was added at 70°C, and the mixture was further stirred at 70°C for 7 hours. The resulting mixture was concentrated under reduced pressure, and then ethyl acetate was added. The mixture was washed sequentially with 1 M hydrochloric acid, water, and saturated brine. The resulting organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=7:3) to obtain 1.64 g of Intermediate 1 represented by the following formula: Intermediate 1: 1 H-NMR (CDCl3) δ: 8.53 (1H, d), 8.28-8.26 (1H, m), 7.82-7.77 (1H, m), 7.74-7.72 (1H, m), 7.70-7.65 (1H, m), 7.52-7.48 (2H, m), 5.60 (1H, br s), 4.36 (1H, br s), 1.41-1.38 (12H, m).
[0100] Reference Production Example 1-2 Compounds prepared according to Reference Production Example 1-1, except that 3-amino-1-methylpyrazole was used instead of 2-amino-5-fluoropyridine, and their physical properties are shown below. Intermediate 2: 1 H-NMR (CDCl3) δ: 8.29-8.27 (1H, m), 7.79-7.75 (1H, m), 7.70 (1H, d), 7.53 (1H, d), 7.49-7.45 (1H, m), 6.38 (1H, d), 5.82 (1H, d), 4.64-4.57 (1H, m), 3.97 (3H, s), 1.43 (9H, s), 1.40 (3H, d).
[0101] Compounds prepared according to Reference Preparation Example 1-1 using 4-amino-1-methylpyrazole instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 3: 1H-NMR (CDCl3) δ: 8.26 (1H, d), 7.77 (1H, t), 7.70 (1H, d), 7.60 (1H, s), 7.56 (1H, s), 7.48 (1H, t), 5.70 (1H, d), 4.81-4.74 (1H, m), 4.01 (3H, s), 1.44 (9H, s), 1.33 (3H, d).
[0102] Compounds prepared according to Reference Preparation Example 1-1 using 3-amino-5-trifluoromethyl-1-methylpyrazole instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 4: 1 H-NMR (CDCl3) δ: 8.27 (1H, m), 7.79 (1H, m), 7.71 (1H, d), 7.50 (1H, m), 6.77 (1H, s), 5.70 (1H, d), 4.61-4.54 (1H, m), 4.07 (3H, s), 1.43-1.41 (12H, m).
[0103] Compounds prepared according to Reference Preparation Example 1-1 using 4-amino-1-difluoromethylpyrazole instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 5: 1 H-NMR (CDCl3) δ: 8.27-8.25 (1H, m), 8.08 (1H, s), 7.82-7.77 (2H, m), 7.72-7.70 (1H, m), 7.52-7.48 (1H, m), 7.25 (1H, t), 5.57 (1H, d), 4.73-4.66 (1H, m), 1.43 (9H, s), 1.34 (3H, d).
[0104] Compounds prepared according to Reference Preparation Example 1-1 using 4-amino-1-cyclopropylpyrazole instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 6: 1H-NMR (CDCl3) δ: 8.26-8.24 (1H, m), 7.79-7.75 (1H, m), 7.71-7.67 (2H, m), 7.54 (1H, s), 7.50-7.45 (1H, m), 5.69 (1H, d), 4.79-4.72 (1H, m), 3.72-3.67 (1H, m), 1.44 (9H, s), 1.32 (3H, d), 1.27-1.22 (2H, m), 1.08-1.06 (2H, m).
[0105] Compounds prepared according to Reference Preparation Example 1-1 using 3-amino-1-cyclopropylpyrazole instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 7: 1 H-NMR (CDCl3) δ: 8.28-8.26 (1H, m), 7.78-7.74 (1H, m), 7.71-7.68 (1H, m), 7.62 (1H, d), 7.49-7.45 (1H, m), 6.35 (1H, d), 5.80 (1H, d), 4.59-4.51 (1H, m), 3.70-3.64 (1H, m), 1.43 (9H, s), 1.40 (3H, d), 1.22-1.18 (2H, m), 1.07-1.02 (2H, m).
[0106] The compounds prepared in accordance with Reference Production Example 1-1, except that N-Boc-L-alanine was used instead of N-Boc-DL-alanine and 2-amino-5-bromopyridine was used instead of 2-amino-5-fluoropyridine, and their physical properties are shown below. Intermediate 8: 1 H-NMR (CDCl3) δ: 8.75 (1H, d), 8.27 (1H, dd), 8.08 (1H, dd), 7.81-7.78 (1H, m), 7.73 (1H, d), 7.52-7.49 (1H, m), 7.41 (1H, d), 5.60 (1H, s), 4.38 (1H, s), 1.41-1.38 (12H, m).
[0107] The compounds prepared in accordance with Reference Production Example 1-1, except that N-Boc-L-alanine was used instead of N-Boc-DL-alanine and 3-amino-1-methylpyrazole was used instead of 2-amino-5-fluoropyridine, and their physical properties are shown below. Intermediate 9: 1 H-NMR (CDCl3) δ: 8.29-8.27 (1H, m), 7.79-7.75 (1H, m), 7.70 (1H, d), 7.53 (1H, d), 7.49-7.45 (1H, m), 6.38 (1H, d), 5.82 (1H, d), 4.64-4.57 (1H, m), 3.97 (3H, s), 1.43 (9H, s), 1.40 (3H, d).
[0108] Compounds prepared according to Reference Preparation Example 1-1 using 1-fluoro-2-amino-5-cyanobenzene instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 10: 1 H-NMR (CDCl3) δ: 8.28-8.26 (1H, m), 7.85-7.81 (1H, m), 7.77-7.75 (1H, m), 7.67 (1H, d), 7.62 (1H, d), 7.56-7.52 (1H, m), 7.48 (1H, t), 5.43 (1H, d), 4.52-4.45 (1H, m), 1.42-1.38 (12H, m).
[0109] Compounds prepared according to Reference Preparation Example 1-1 using 1-bromo-2-amino-5-fluorobenzene instead of 2-amino-5-fluoropyridine and their physical properties are shown below. Intermediate 11: 1 H-NMR (CDCl3) δ: 8.30 (1H, dd), 7.81 (1H, dt), 7.74 (1H, d), 7.52 (3H, dt), 7.36 (1H, q), 5.43 (1H, d), 4.50-4.43 (1H, m), 1.41 (9H, s), 1.36 (3H, d).
[0110] Next, examples of the compound of the present invention that can be produced according to any of the production methods described in the Examples and the production methods described in this specification are shown below.
[0111] Formula (L-1) In the compound represented by the formula (hereinafter referred to as compound (L-1)), R 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX1).
[0112] T1-1 to T1-5 respectively represent groups represented by formulas T1-1 to T1-5 described in the following [Table T1-1]. T1-6 to T1-10 respectively represent groups represented by formulas T1-6 to T1-10 described in the following [Table T1-2]. T1-11 to T1-15 respectively represent groups represented by formulas T11-1 to T1-15 described in the following [Table T1-3]. T1-16 to T1-18 respectively represent groups represented by formulas T1-16 to T1-18 described in the following [Table T1-4]. Here, in T1-1 to T1-16, # 4 represents the binding site.
[0113]
[0114] In the substituents shown in [Table L1] to [Table L20], # 3 represents the binding site.
[0115]
[0116]
[0117]
[0118]
[0119] In compound (L-1), R 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX2). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-1, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX3). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-1, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX4). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-1, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX5). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-1, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX6). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX7). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX8). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX9). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX10). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX11). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-2, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX12). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX13). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX14). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX15). 1 is a methyl group, and R10 is a methyl group, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX16). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX17). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-3, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX18). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX19). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX20). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-4, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX21). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-4, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX22). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-4, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX23). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-4, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX24). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX25). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX26). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX27). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX28). 1 is a hydrogen atom, and R 10 is an ethyl group, and R11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX29). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-5, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX30). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX31). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX32). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX33). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX34). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX35). 1is a methyl group, and R 10 is an ethyl group, and R 11 is T1-6, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX36). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX37). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX38). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-7, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX39). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-7, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX40). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-7, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX41). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-7, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX42). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX43). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX44). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX45). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX46). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX47). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-8, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX48). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX49). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX50). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX51). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX52). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX53). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-9, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX54). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX55). 1is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX56). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX57). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX58). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX59). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-10, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX60). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX61). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX62). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-11, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX63). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-11, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX64). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-11, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX65). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-11, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX66). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX67). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX68). 1 is a hydrogen atom, and R 10 is a methyl group, and R11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX69). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX70). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX71). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-12, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX72). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX73). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX74). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX75). 1is a methyl group, and R 10 is a methyl group, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX76). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX77). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-13, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX78). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX79). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX80). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-14, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX81). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-14, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX82). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-14, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX83). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-14, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX84). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX85). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX86). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX87). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX88). 1 is a hydrogen atom, and R 10 is an ethyl group, and R11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX89). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-15, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX90). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX91). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX92). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX93). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX94). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX95). 1is a methyl group, and R 10 is an ethyl group, and R 11 is T1-16, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX96). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX97). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX98). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-17, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX99). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-17, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX100). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-17, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX101). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-17, and R 2eis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX102). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX103). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX104). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX105). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX106). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX107). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-18, and R 2e is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX108).
[0120] Formula (L-2) In the compound represented by the formula (hereinafter referred to as compound (L-2)), R 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX109).
[0121] In compound (L-2), R 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX110). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX111). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX112). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX113). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX114). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX115). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX116). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX117). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX118). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX119). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX120). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX121). 1is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX122). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX123). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX124). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX125). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX126). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX127). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX128). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX129). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX130). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX131). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX132). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX133). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX134). 1 is a hydrogen atom, and R 10 is a methyl group, and R11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX135). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX136). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX137). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX138). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX139). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX140). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX141). 1is a methyl group, and R 10 is a methyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX142). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX143). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX144). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX145). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX146). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX147). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-7, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX148). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX149). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX150). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX151). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX152). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX153). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX154). 1 is a hydrogen atom, and R 10 is an ethyl group, and R11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX155). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX156). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX157). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX158). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX159). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX160). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX161). 1is a methyl group, and R 10 is an ethyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX162). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX163). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX164). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX165). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX166). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX167). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-10, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX168). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX169). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX170). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX171). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX172). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX173). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX174). 1 is a hydrogen atom, and R 10is a hydrogen atom, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX175). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX176). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX177). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX178). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX179). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX180). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX181). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX182). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX183). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX184). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX185). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX186). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX187). 1 is a methyl group, and R 10is a hydrogen atom, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX188). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX189). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX190). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX191). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX192). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX193). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX194). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX195). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX196). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX197). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX198). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX199). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX200). 1 is a hydrogen atom, and R 10is a methyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX201). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX202). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX203). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX204). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX205). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX206). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-17, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX207). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX208). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX209). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX210). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX211). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX212). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX213). 1 is a methyl group, and R 10is a methyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX214). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX215). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX216).
[0122] Formula (L-3) In the compound represented by the formula (hereinafter referred to as compound (L-3)), R 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX217).
[0123] In compound (L-3), R 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX218). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX219). 1 is a methyl group, and R 10 is a methyl group, and R 11is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX220). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX221). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-1, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX222). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX223). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX224). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX225). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX226). 1 is a hydrogen atom, and R10 is an ethyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX227). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-2, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX228). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX229). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX230). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX231). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX232). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-3, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX233). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-3, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX234). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX235). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX236). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX237). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX238). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX239). 1 is a methyl group, and R 10 is an ethyl group, and R11 is T1-4, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX240). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX241). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX242). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX243). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX244). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX245). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-5, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX246). 1is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX247). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX248). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX249). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX250). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX251). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-6, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX252). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX253). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX254). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX255). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX256). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX257). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-7, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX258). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX259). 1 is a methyl group, and R 10 is a hydrogen atom, and R11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX260). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX261). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX262). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX263). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-8, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX264). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX265). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX266). 1is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX267). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX268). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX269). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-9, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX270). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX271). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX272). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-10, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX273). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX274). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX275). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-10, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX276). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX277). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX278). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX279). 1 is a methyl group, and R 10is a methyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX280). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX281). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-11, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX282). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX283). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX284). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX285). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-12, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX286). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX287). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-12, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX288). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX289). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX290). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX291). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX292). 1 is a hydrogen atom, and R 10is an ethyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX293). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-13, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX294). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX295). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX296). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX297). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX298). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-14, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX299). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-14, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX300). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX301). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX302). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX303). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX304). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX305). 1 is a methyl group, and R 10is an ethyl group, and R 11 is T1-15, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX306). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX307). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX308). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX309). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX310). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-16, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX311). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-16, and R 2bis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX312). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX313). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX314). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX315). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX316). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX317). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-17, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX318). 1 is a hydrogen atom, and R 10is a hydrogen atom, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX319). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX320). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX321). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX322). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX323). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-18, and R 2b is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX324).
[0124] Formula (L-4) In the compound represented by the formula (hereinafter referred to as compound (L-4)), R 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX325).
[0125] In compound (L-4), R 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX326). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-1, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX327). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-1, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX328). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-1, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX329). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-1, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX330). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX331). 1is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX332). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX333). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX334). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX335). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-2, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX336). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX337). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX338). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-3, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX339). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-3, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX340). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-3, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX341). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-3, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX342). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX343). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX344). 1 is a hydrogen atom, and R 10 is a methyl group, and R11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX345). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX346). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX347). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-4, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX348). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX349). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX350). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX351). 1is a methyl group, and R 10 is a methyl group, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX352). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX353). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-5, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX354). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX355). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX356). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-6, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX357). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-6, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX358). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-6, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX359). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-6, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX360). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX361). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX362). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX363). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX364). 1 is a hydrogen atom, and R 10 is an ethyl group, and R11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX365). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-7, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX366). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX367). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX368). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX369). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX370). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX371). 1is a methyl group, and R 10 is an ethyl group, and R 11 is T1-8, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX372). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX373). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX374). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-9, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX375). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-9, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX376). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-9, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX377). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-9, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX378). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX379). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX380). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX381). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX382). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX383). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-10, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX384). 1 is a hydrogen atom, and R 10is a hydrogen atom, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX385). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX386). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX387). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX388). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX389). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-11, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX390). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX391). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX392). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-12, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX393). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-12, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX394). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-12, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX395). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-12, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX396). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX397). 1 is a methyl group, and R 10is a hydrogen atom, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX398). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX399). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX400). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX401). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-13, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX402). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX403). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX404). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-14, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX405). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-14, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX406). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-14, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX407). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-14, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX408). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX409). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX410). 1 is a hydrogen atom, and R 10is a methyl group, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX411). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX412). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX413). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-15, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX414). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX415). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX416). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-16, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX417). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-16, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX418). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-16, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX419). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-16, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX420). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX421). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX422). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX423). 1 is a methyl group, and R 10is a methyl group, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX424). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX425). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-17, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX426). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX427). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX428). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-18, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX429). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-18, and R 2nis any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX430). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-18, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX431). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-18, and R 2n is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX432).
[0126] Formula (L-5) In the compound represented by the formula (hereinafter referred to as compound (L-5)), R 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX433).
[0127] In compound (L-5), R 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-1, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX434). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-1, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX435). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-1, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX436). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-1, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX437). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-1, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX438). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX439). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX440). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX441). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX442). 1 is a hydrogen atom, and R 10 is an ethyl group, and R11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX443). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-2, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX444). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX445). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX446). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX447). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX448). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX449). 1is a methyl group, and R 10 is an ethyl group, and R 11 is T1-3, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX450). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX451). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-4, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX452). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-4, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX453). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-4, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX454). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-4, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX455). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-4, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX456). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX457). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX458). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX459). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX460). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX461). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-5, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX462). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX463). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX464). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX465). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX466). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX467). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-6, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX468). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX469). 1is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX470). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX471). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX472). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX473). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-7, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX474). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX475). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-8, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX476). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-8, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX477). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-8, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX478). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-8, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX479). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-8, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX480). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX481). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX482). 1 is a hydrogen atom, and R 10 is a methyl group, and R11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX483). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX484). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX485). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-9, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX486). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX487). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX488). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX489).1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX490). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX491). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-10, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX492). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX493). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-11, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX494). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-11, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX495). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-11, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX496). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-11, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX497). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-11, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX498). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX499). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX500). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX501). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX502). 1 is a hydrogen atom, and R 10is an ethyl group, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX503). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-12, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX504). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX505). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-13, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX506). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-13, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX507). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-13, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX508). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-13, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX509). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-13, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX510). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX511). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX512). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX513). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX514). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX515). 1 is a methyl group, and R 10is an ethyl group, and R 11 is T1-14, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX516). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX517). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-15, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX518). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-15, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX519). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-15, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX520). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-15, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX521). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-15, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX522). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX523). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX524). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX525). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX526). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX527). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-16, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX528). 1 is a hydrogen atom, and R 10is a hydrogen atom, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX529). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX530). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX531). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX532). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX533). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-17, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX534). 1 is a hydrogen atom, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2ais any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX535). 1 is a methyl group, and R 10 is a hydrogen atom, and R 11 is T1-18, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX536). 1 is a hydrogen atom, and R 10 is a methyl group, and R 11 is T1-18, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX537). 1 is a methyl group, and R 10 is a methyl group, and R 11 is T1-18, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX538). 1 is a hydrogen atom, and R 10 is an ethyl group, and R 11 is T1-18, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX539). 1 is a methyl group, and R 10 is an ethyl group, and R 11 is T1-18, and R 2a is any one of the substituents described in [Table L1] to [Table L20] (hereinafter referred to as compound group SX540).
[0128] Formulation examples of the compounds of the present invention are shown below. Note that "parts" means "parts by weight." Compound S of the present invention represents any of the compounds of compound groups SX1 to SX540 or compounds 1 to 21 of the present invention.
[0129] Formulation Example 1 35 parts of a mixture of polyoxyethylene alkyl ether sulfate ammonium salt and silica (weight ratio 1:1), 10 parts of any one of the present compound S, and 55 parts of water are mixed and finely pulverized by a wet pulverization method to obtain a formulation.
[0130] Formulation Example 2 50 parts of any one of the present invention compounds S, 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of silica are ground and mixed to obtain a formulation.
[0131] Formulation Example 3 A formulation is obtained by mixing 5 parts of any one of the present compound S, 9 parts of polyoxyethylene styrylphenyl ether, 5 parts of polyoxyethylene decyl ether (number of ethylene oxide added: 5), 6 parts of calcium dodecylbenzenesulfonate, and 75 parts of xylene.
[0132] Formulation Example 4: 2 parts of any one of the present compound S, 1 part of silica, 2 parts of calcium lignosulfonate, 30 parts of bentonite, and 65 parts of kaolin clay are pulverized and mixed, an appropriate amount of water is added, the mixture is kneaded, granulated in a granulator, and then dried to obtain a formulation.
[0133] Formulation Example 5 10 parts of any one of the present compound S is mixed with a mixture of 18 parts of benzyl alcohol and 9 parts of DMSO, and 6.3 parts of GERONOL (registered trademark) TE250, 2.7 parts of Ethylan (registered trademark) NS-500LQ, and 54 parts of solvent naphtha are added thereto and mixed to obtain a formulation.
[0134] Formulation Example 6: 0.1 parts of any one of the present compound S and 39.9 parts of kerosene are mixed and dissolved, placed in an aerosol container, and filled with 60 parts of liquefied petroleum gas (a mixture of propane, butane, and isobutane; saturated vapor pressure: 0.47 MPa (25°C)) to obtain a formulation.
[0135] Formulation Example 7 0.2 parts of any one of the present compound S, 50 parts of pyrethrum extract residue powder, 30 parts of Tabu powder, and 19.8 parts of wood flour are mixed, an appropriate amount of water is added, and the mixture is kneaded. The mixture is then extruded into a plate-shaped sheet and wound into a spiral shape using a die-cutting machine to obtain a formulation.
[0136] Next, the efficacy of the compounds of the present invention against harmful arthropods will be shown by the following test examples. In the following test examples, the tests were carried out at 25°C.
[0137] Test Method 1: A test compound is formulated according to the method described in Formulation Example 1, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. The diluted solution is sprayed at a rate of 20 mL per seedling on cabbage (Brassicae oleracea) seedlings (at the second to third true leaf stage) planted in a container. The stems and leaves of the seedlings are then cut off and placed in a container lined with filter paper. Five second-instar diamondback moth larvae are released into the mixture. After five days, the number of surviving insects is counted and the mortality rate is calculated using the following formula: Mortality rate (%) = (1 - number of surviving insects / 5) x 100
[0138] Test Example 1-1: A test was carried out according to Test Method 1 using the following compounds of the present invention as test compounds at a predetermined concentration of 500 ppm. As a result, all of the following compounds of the present invention showed a mortality rate of 80% or more. Compounds of the present invention: 1, 2, 3, 4, 5, 7, 9, 10, 11, 12, 13, 14, 16, 17, 19, 20, 21
[0139] Test Method 2: A test compound is formulated according to the method described in Formulation Example 1, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. The diluted solution is sprayed at a rate of 20 mL per seedling on cabbage (Brassicae oleracea) seedlings (at the second to third true leaf stage) planted in a container. The stems and leaves of the seedlings are then cut off and placed in a container lined with filter paper. Five second-instar larvae of the common cutworm are released into the mixture. After five days, the number of surviving insects is counted, and the mortality rate is calculated using the following formula: Mortality rate (%) = (1 - number of surviving insects / 5) x 100
[0140] Test Example 2-1: A test was carried out according to Test Method 2 using the following compounds of the present invention as test compounds at a predetermined concentration of 500 ppm. As a result, all of the following compounds of the present invention showed a mortality rate of 80% or more. Compounds of the present invention: 3, 7, 14, 21
[0141] Test Method 3: A test compound is formulated according to the method described in Formulation Example 1, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. Approximately 30 cotton aphids (all stages) are inoculated onto cucumber (Cucumis sativus) seedlings (at the second true leaf stage) planted in a container. One day later, the diluted solution is sprayed onto the seedlings at a rate of 10 mL per seedling. After a further five days, the number of surviving insects is counted, and the control titer is calculated using the following formula: Control titer (%) = {1 - (Cb x Tai) / (Cai x Tb)} x 100. Note that the letters in the formula have the following meanings. Cb: Number of test insects in untreated area Cai: Number of surviving insects at the time of investigation in untreated area Tb: Number of test insects in treated area Tai: Number of surviving insects at the time of investigation in treated area Here, the untreated area means an area in which the same operation as the treated area is carried out except that the test compound is not used.
[0142] Test Example 3-1 When a test is carried out according to Test Method 3 using the compound of the present invention as a test compound at a predetermined concentration of 500 ppm, the effect can be confirmed.
[0143] Test Method 4: A solution of the test compound in acetone at 200 ppm was poured into a 20 mL container. 2 The inner surface of the container is evenly coated with the solution so that the coating becomes uniform, and then the container is dried. Five adult female Culex pipiens mosquitoes are placed in the container, and the lid is closed. After a predetermined time has passed, the condition of the Culex pipiens mosquitoes is examined and the mortality rate is calculated using the following formula: Mortality rate (%) = (number of dead insects / number of test insects) x 100
[0144] Test Example 4-1 When the test is carried out according to Test Method 4, with the predetermined time being 1 hour and the compound of the present invention being used as the test compound, the effect can be confirmed.
[0145] Test Example 4-2: The test was carried out according to Test Method 4 using the following compounds of the present invention as test compounds, with the predetermined time being 1 day. As a result, all of the following compounds of the present invention showed a mortality rate of 80% or more. Compounds of the present invention: 1, 3, 10, 11, 12, 13, 14, 17
[0146] Test Method 5: A solution of the test compound in acetone prepared to be 800 ppm was poured into a 20 mL container, and the test compound was concentrated to 40 mg / mL. 2 The inner surface of the container is evenly coated with the solution so that the coating becomes 0.01g, and then dried. Five adult female houseflies are placed in the container and the lid is closed. After a predetermined time has passed, the condition of the houseflies is examined and the mortality rate is calculated using the following formula: Mortality rate (%) = (number of dead insects / number of test insects) x 100
[0147] Test Example 5-1 When a test is carried out according to Test Method 5 using the compound of the present invention as a test compound for a predetermined time of 1 hour, the effect can be confirmed.
[0148] Test Example 5-2: The test was carried out according to Test Method 5, with the specified time being 1 day, using the following compounds of the present invention as test compounds. As a result, the following compounds of the present invention showed a mortality rate of 80% or more. Compound of the present invention: 14
[0149] Test Method 6: A solution of the test compound in acetone prepared to a concentration of 50 ppm was poured into a 20 mL container, and the test compound was concentrated to a concentration of 2.5 mg / mL. 2 The inner surface of the container is evenly coated with the coating so that the coating becomes uniform, and then dried. Ten adult female workers of the house ant are placed in the container, and the lid is closed. After a predetermined time has passed, the condition of the house ant is examined and the mortality rate is calculated. The mortality rate is calculated using the following formula: Mortality rate (%) = (number of dead insects / number of test insects) x 100
[0150] Test Example 6-1 When a test is carried out according to Test Method 6 using the compound of the present invention as a test compound for a predetermined time of 1 hour, the effect can be confirmed.
[0151] Test Example 6-2: The test was carried out according to Test Method 6 using the following compounds of the present invention as test compounds, with the predetermined time being 1 day. As a result, all of the following compounds of the present invention showed a mortality rate of 70% or more. Compounds of the present invention: 1, 2, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17
[0152] Test Method 7: A solution of the test compound in acetone at 800 ppm was poured into a 50 mL container, and the test compound was concentrated to 40 mg / mL. 2The inner surface of the container is evenly coated with the solution so that the coating becomes 0.01g, and then dried. Five adult male German cockroaches are placed in the container and the lid is closed. After a predetermined time has passed, the condition of the German cockroaches is examined and the mortality rate is calculated using the following formula: Mortality rate (%) = (number of dead insects / number of test insects) x 100
[0153] Test Example 7-1 When a test is carried out according to Test Method 7 using the compound of the present invention as a test compound for a predetermined time of 1 hour, the effect can be confirmed.
[0154] Test Example 7-2 When a test is carried out according to Test Method 7 using the compound of the present invention as a test compound for a predetermined period of one day, the effect can be confirmed.
[0155] Test Example 7-3 When the test is carried out according to Test Method 7, with the predetermined time being set to 3 days, and the compound of the present invention being used as the test compound, the effect can be confirmed.
[0156] Test Method 8: A test compound is formulated according to the method described in Formulation Example 5, and water is added to prepare a diluted solution containing the test compound at a predetermined concentration. Cucumis sativus seedlings (at the second true leaf stage) planted in a container are irrigated at the base of the plant with 5 mL of the diluted solution per seedling. After 7 days, approximately 30 cotton aphids (all stages) are inoculated onto the leaves of the seedlings. After a further 6 days, the number of surviving insects is counted, and the control titer is calculated using the following formula: Control titer (%) = {1 - (Cb x Tai) / (Cai x Tb)} x 100. The letters in the formula have the following meanings: Cb: number of test insects in the untreated group Cai: number of surviving insects at the time of investigation in the untreated group Tb: number of test insects in the treated group Tai: number of surviving insects at the time of investigation in the treated group Here, the untreated group refers to a group that is operated in the same manner as the treated group, except that the test compound is not used.
[0157] Test Example 8-1 When a test is carried out according to Test Method 8 using the compound of the present invention as a test compound at a predetermined concentration of 200 ppm, the effect can be confirmed.
[0158] Test Method 9: A test compound is formulated according to the method described in Formulation Example 1, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. The diluted solution is sprayed at a rate of 10 mL per seedling on rice (Oryza sativa) seedlings (second leaf stage) planted in a container. Then, 20 third-instar larvae of the brown planthopper are released. After 6 days, the number of surviving insects is counted, and the mortality rate is calculated using the following formula: Mortality rate (%) = {1 - number of surviving insects / 20} x 100
[0159] Test Example 9-1 When a test is carried out according to Test Method 9 using the compound of the present invention as a test compound at a predetermined concentration of 500 ppm, the effect can be confirmed.
[0160] Test Method 10: A test compound is formulated according to the method described in Formulation Example 5, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. Adult Bemisia tabaci are released onto tomato (Lycopersicon esculentum) seedlings planted in containers and allowed to lay eggs for approximately 24 hours. The seedlings are stored for 8 days, and larvae are allowed to hatch from the eggs laid. The diluted solution is sprayed onto the seedlings at a rate of 10 mL per seedling. After 7 days, the number of surviving insects is counted, and the control titer is calculated using the following formula: Control titer (%) = {1 - (Cb x Tai) / (Cai x Tb)} x 100. The letters in the formula have the following meanings. Cb: Number of insects in the untreated area just before treatment Cai: Number of surviving insects at the time of investigation in the untreated area Tb: Number of insects in the treated area just before treatment Tai: Number of surviving insects at the time of investigation in the treated area Here, the untreated area means an area where the same operation as the treated area is performed except that the test compound is not used.
[0161] Test Example 10-1 When a test is carried out according to Test Method 10 using the compound of the present invention as a test compound at a predetermined concentration of 200 ppm, the effect can be confirmed.
[0162] Test Method 11: A test compound is formulated according to the method described in Formulation Example 1, and water containing 0.03% by volume of Syndyne (registered trademark) is added to prepare a diluted solution containing the test compound at a predetermined concentration. Approximately 40 adult female twospotted spider mites are released onto kidney bean (Phaseolus vulgaris) seedlings (at the first true leaf stage) planted in a container. One day later, the diluted solution is sprayed onto the seedlings at a rate of 10 mL per seedling. After a further seven days, the number of surviving insects is counted, and the control titer is calculated using the following formula: Control titer (%) = {1 - (Cb x Tai) / (Cai x Tb)} x 100. The letters in the formula have the following meanings. Cb: Number of test insects in untreated area Cai: Num...
Claims
1. Formula (I) [In the formula, L is a single bond or -(CR 4a R 4b ) n - represents R 4a and R 4b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, a halogen atom, or a hydrogen atom; n represents 1, 2, 3, 4, 5, or 6; R 1 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a cyclopropyl group and a halogen atom, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a halogen atom, a hydroxyl group, or a hydrogen atom; Q 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, a group represented by formula Q7, a group represented by formula Q8, a group represented by formula Q9, a group represented by formula Q10, a group represented by formula Q11, a group represented by formula Q12, a group represented by formula Q13, or a group represented by formula Q14 (● represents a bonding site); Z represents an oxygen atom or a sulfur atom; 1 is N.R. 1a , a sulfur atom, or an oxygen atom; R 1a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, C(O)R 5 , C(O)OR 5 , C(O)NR 6a R 7a or a hydrogen atom; R 1aa , R 1ab , R 2aa , and R 2ab are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, OR 18 , S(O) m R 29 , N.R. 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 12a , C(O)NR 6a R 7a , C(=NOR 9a ) R 5 , C(=NOR 9a ) (NR 6a R 7a ), N=S(O) p R 24a R 15 , a halogen atom, a mercapto group, a cyano group, or a hydrogen atom; R 18 represents a phenyl group which may be substituted with one or more substituents selected from group B, a 5- or 6-membered heterocyclic group which may be substituted with one or more substituents selected from group B, a C1-C6 alkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom; 29 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 24a , R 24b , R 24c , R 24d , and R 24 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, or a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, R 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , and R 2o are the same or different and each represents a phenyl group which may be substituted with one or more substituents selected from group A, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), N.R. 19 C(O)R 20 , N.R. 19 C(O)OR 20 , N.R. 19 C(O)NR 20 R 21 , S(O)NR 16 R 17 , OR 18 , S(O) m R 29 , a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3, # 2 represents a binding site, R 2e represents a phenyl group which may be substituted with one or more substituents selected from group A, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3, m represents 0, 1, or 2, p represents 0 or 1, R 19 , R 20 , and R 21 are the same or different and represent a phenyl group which may be substituted with one or more substituents selected from group B, a 5- or 6-membered heterocyclic group which may be substituted with one or more substituents selected from group B, a C1-C6 alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more substituents selected from group E, or a hydrogen atom; R 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , or R 2o is NR 19 C(O)R 20 If R 19 and R 20 is R 19 A nitrogen atom to which R is bonded, 20 may form, together with the carbon atom to which R is bonded, a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle {the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms}, 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , or R 2o is NR 19 C(O)OR 20 If R 19 and R 20 is R 19 a nitrogen atom to which is bonded, C(O), and R 20 may form, together with the oxygen atom to which it is bonded, a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle {the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms}, 2a , R 2b , R 2c , R 2d , R 2f , R 2g , R 2h , R 2i , R 2j , R 2k , R 2m , R 2n , or R 2o is NR 19 C(O)NR 20 R 21 If R 19 and R 20 is R 19 a nitrogen atom to which is bonded, C(O), and R 20 may form, together with the nitrogen atom to which it is bonded, a 5- or 6-membered non-aromatic heterocycle or a 5- or 6-membered aromatic heterocycle {the 5- or 6-membered non-aromatic heterocycle and the 5- or 6-membered aromatic heterocycle may be substituted with a C1-C3 chain hydrocarbon group which may be substituted with one or more halogen atoms}, 16 represents a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group C, a C3-C6 cycloalkyl group which may be substituted with one or more substituents selected from group E, or a hydrogen atom; R 17 represents a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group C, a phenyl group which may be substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group which may be substituted with one or more substituents selected from group E, or a hydrogen atom; 1 is CR 22a or a nitrogen atom; 2 is CR 22 R 27 , N.R. 23 , an oxygen atom, or a sulfur atom; 3 is CR 22b or a nitrogen atom; 4 is CR 22c or a nitrogen atom; 5 is CR 22d or a nitrogen atom; 6 is CR 22e or a nitrogen atom (provided that E 3 and E 4 is simultaneously a nitrogen atom, E 3 , E 5 , and E 6 are simultaneously a nitrogen atom, and E 4 , E 5 , and E 6 is also a nitrogen atom) 7 is CR 22f or a nitrogen atom; R 22 , R 22a , R 22b , R 22c , R 22d , R 22e , and R 22f are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, C(O)NR 6c R 7c , N.R. 8 C(O)R 5 R represents a C3-C6 cycloalkyl group optionally substituted by one or more substituents selected from group E, a cyano group, a halogen atom, or a hydrogen atom; 27 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group, a phenyl group optionally substituted with one or more substituents selected from group B, or a hydrogen atom; R 5 , R 7a , R 7b , R 7c , R 7d , R 7e , R 7f , R 7g , R 7 , R 9a , R 9b , R 9c , R 9d , and R 9 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, or a hydrogen atom; R 6a , R 6b , R 6c , R 6d , R 6e , R 6f , R 6g , R 6 , R 8 , R 12a , R 12 , R 23 , and R 25 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, or a hydrogen atom; R 15 represents a C1-C4 chain hydrocarbon group which may be substituted with one or more substituents selected from group C, a phenyl group which may be substituted with one or more substituents selected from group B, or a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group B; X represents NR 10 C(Z 1 ) R 11 , N.R. 10 C(O)OR 11 , N.R. 10 C(Z 1 ) N.R. 11 R 12 , N.R. 10 C (=NOR 9c ) R 11 , N.R. 10 C (=NOR 9c ) (NR 11 R 12 ), N=C(OR 9c ) R 11 , N=C(SR 15 ) R 11 , N=C(NR 6d R 7d ) R 11 , N.R. 10 X 1 Or N=S(O) p R 11 R 24b represents 1 represents an oxygen atom or a sulfur atom; R 10 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group F, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, OR 14 , C(O)R 13 , C(O)OR 13 , C(=NR 7e ) R 13 , C(O)NR 6e R 7e or a hydrogen atom; R 11 represents a phenyl group which may be substituted with one or more substituents selected from group A, or a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from group A; R 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenylmethyl group (the phenyl moiety in the phenylmethyl group optionally substituted with one or more halogen atoms), a phenyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group {the phenyl group may be substituted with one or more substituents selected from the group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group}, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 1ac , R 1ad , R 1ae , R 1af , R 2ac , R 2ad , R 2ae , R 2af , R 3ac , R 4ac , R 5af , R 6af , R 7ae , and R 8ae are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7f , C(O)NR 6f R 7f , C(=NOR 9d ) R 5 , C(=NOR 9d ) (NR 6f R 7f ), OR 18 , S(O) m R 29 Or N=S(O) p R 24c R 15 A represents a cyano group, a halogen atom, or a hydrogen atom; 2 , A 3 , A 4 and A 5 The combination of 2 is CR 2ac And A 3 is CR 2ad And A 4 is a nitrogen atom, A 5 is a nitrogen atom or CR 2af A combination 2 is CR 2ac And A 3 is CR 2ad And A 4 is CR 2ae And A 5 is a nitrogen atom; 2 is CR 2ac And A 3 is a nitrogen atom, A 4 is CR 2ae And A 5 is a nitrogen atom or CR 2af A combination 2 is CR 2ac And A 3 is a nitrogen atom, A 4 is a nitrogen atom, A 5 is CR 2af A combination 2 is a nitrogen atom, A 3 is CR 2ad And A 4 is a nitrogen atom, A 5 is CR 2af A combination 2 is a nitrogen atom, A 3 is CR 2ad And A 4 is CR 2ae And A 5 is a nitrogen atom or CR 2af or A 2 is a nitrogen atom, A 3 is a nitrogen atom, A 4 is CR 2ae And A 5 is CR 2af A represents a combination in which 6 and A 9 are the same or different and each represents an oxygen atom, a sulfur atom, or NR 26 represents, 7 and A 8 are the same or different, CR 28 or a nitrogen atom; R 1b , R 1c , R 1d , R 1e , R 1f , R 1g , R 1h , R 1i , R 1j , R 1k , R 1m , R 1n , R 1o , and R 1p are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7g , C(O)NR 6g R 7g , C(=NOR 9 ) R 5 , C(=NOR 9 ) (NR 6g R 7g ), OR 18 , S(O) m R 29 Or N=S(O) p R 24d R 15 R represents a cyano group, a halogen atom, or a hydrogen atom; 3af , R 4ae , R 5ac , R 6ae , and R 26 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, or a hydrogen atom; R 28 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group C, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, NR 8 C(O)R 5 , N.R. 8 C(O)OR 5 , N.R. 8 C(O)NR 5 R 7 , C(O)NR 6 R 7 , C(=NOR 9 ) R 5 , C(=NOR 9 ) (NR 6 R 7 ), OR 18 , S(O) m R 29 Or N=S(O) p R 24 R 15 , a cyano group, a halogen atom, or a hydrogen atom; when Q is 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 Q6, a group represented by formula Q7, a group represented by formula Q8, a group represented by formula Q9, a group represented by formula Q10, a group represented by formula Q11, a group represented by formula Q12, a group represented by formula Q13, or a group represented by formula Q14, X 1 represents a 9- or 10-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group A; when Q is a group represented by formula Q5, X 1 represents a 9-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group A. Group A: a C1-C6 chain hydrocarbon group {the C1-C6 chain hydrocarbon group may be substituted with one or more substituents selected from the group consisting of a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group}, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of a halogen atom, a C1-C6 alkoxy group, and a cyano group}, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, OR 3a , SF5, NR 3d OR 3b , N.R. 3b C(O)R 3c , N.R. 3d N.R. 3b C(O)R 3c , N.R. 3b C(O)OR 3e , N.R. 3d N.R. 3b C(O)OR 3e , N.R. 3b C(O)NR 3f R 3g , N.R. 3d N.R. 3b C(O)NR 3f R 3g , N=S(O) q R 3h R 3i , C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g , S(O)NR 3f R 3g , N.R. 3b C (=NOR 3j ) R 3d , N.R. 3b S(O)2R 3k , S(O) r R 3k , a cyano group, a nitro group, and a halogen atom. 3a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups}, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g , S(O)R 3k or a hydrogen atom; R 31a , R 32a , and R 33a are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group}, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g or a hydrogen atom; R 3b , R 31b , R 3d , R 31d , R 3f , R 31f , and R 32f R are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; 3c , R 31c , and R 32c are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, or a hydrogen atom; R 3e , and R 31e are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from group B}, R 3g , R 31g , and R 32g are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 3h represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 3i , and R 31i are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms; R 3j , R 31j , and R 32j are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group B, or a hydrogen atom; R 3k represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group B, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, q represents 0 or 1, and r represents 0, 1, or 2. Group B: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a cyano group, a halogen atom, and a hydroxy group. Group C: a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from group E, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, OR 31a , N.R. 31b C(O)R 31c , N.R. 31d N.R. 31b C(O)R 31c , N.R. 31b C(O)OR 31e , N.R. 31d N.R. 31b C(O)OR 31e , N.R. 31b C(O)NR 31f R 31g , N.R. 31d N.R. 31b C(O)NR 31f R 31g , N=S(O) q R 3h R 31i , C(O)R 31c , C(O)OR 31j , C(O)NR 31f R 31g , S(O) r R 3k Group E: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 32a , S(O) m R 3k Group F: a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from Group E, a phenyl group optionally substituted with one or more substituents selected from Group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group B, OR 33a , S(O) r R 3k , C(O)R 32c , C(O)OR 32j , C(O)NR 32f R 32g , a 3- to 6-membered non-aromatic heterocyclic group, a cyano group, and a halogen atom, or an N-oxide thereof, or a salt thereof.
2. R 2e a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group A, C(O)NR 6b R 7b , C(=NOR 9b ) R 5 , C(=NOR 9b ) (NR 6b R 7b ), a group represented by formula E1, a group represented by formula E2, or a group represented by formula E3; R 3a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group {the C3-C6 cycloalkyl group may be substituted with one or more substituents selected from the group consisting of halogen atoms and cyano groups}, a phenyl group optionally substituted with one or more substituents selected from group B, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group B, C(O)R 3c , C(O)OR 3j , C(O)NR 3f R 3g or a hydrogen atom, or an N-oxide thereof, or a salt thereof, according to claim 1 .
3. L is a single bond, and R 1 is a methyl group, Q is a group represented by the formula Q1, a group represented by the formula Q2, a group represented by the formula Q5, or a group represented by the formula Q13, Z is an oxygen atom, A 1 is NR 1a And R 1a is a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, R 1aa and R 1ab are the same or different and are a C1-C3 alkyl group optionally substituted with one or more halogen atoms or a hydrogen atom, R 1ac , R 1ad , R 1ae , and R 1af are the same or different and are a methyl group, a methoxy group, a halogen atom, or a hydrogen atom; R 1b , R 1c , R 1d , R 1e , R 1f , and R 1g is a hydrogen atom; R 2a , R 2b , and R 2n are the same or different and each is a phenyl group, a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the phenyl group, the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), R 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), and X is NR 10 C(Z 1 ) R 11 Or NR 10 C(Z 1 ) N.R. 11 R 12 And Z 1 is an oxygen atom, R 10 is a methyl group or a hydrogen atom, R 11 is a phenyl group, a pyridyl group, or a pyrazolyl group {the phenyl group, the pyridyl group, and the pyrazolyl group may be substituted with one or more substituents selected from the group consisting of a trifluoromethyl group, a difluoromethyl group, a trifluoromethoxy group, a difluoromethoxy group, a methanesulfonyl group, a trifluoromethanesulfonyl group, a cyclopropyl group which may be substituted with one cyano group, a cyano group, and a halogen atom}, R 12 The compound according to claim 2, or an N-oxide thereof, or a salt thereof, wherein is a hydrogen atom.
4. L is a single bond, and R 1 is a methyl group, Q is a group represented by formula Q5, Z is an oxygen atom, R 1ac , R 1ad , R 1ae , and R 1af is a hydrogen atom; R 2e is a pyrazolyl group, a pyridyl group, or a pyrimidinyl group (the pyrazolyl group, the pyridyl group, and the pyrimidinyl group may be substituted with one or more substituents selected from the group consisting of a cyano group and a halogen atom), and X is NR 10 C(O)R 11 , or NR 10 C(O)NR 11 R 12 And R 10 is a hydrogen atom; R 11 is a phenyl group which may be substituted with one or more substituents selected from the group consisting of a trifluoromethyl group, a difluoromethyl group, and a halogen atom; R 12 The compound according to claim 3, or an N-oxide thereof, or a salt thereof, wherein is a hydrogen atom.
5. A composition for controlling harmful arthropods, comprising the compound according to any one of claims 1 to 4, its N-oxide or a salt thereof, and an inert carrier.
6. 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 according to any one of claims 1 to 4 or its N-oxide or a salt thereof: Group (a): a group consisting of insecticidal active components, acaricidal active components and nematicidal active components; Group (b): fungicidal active components; Group (c): plant growth regulator components; Group (d): repellent components.
7. A method for controlling harmful arthropods, which comprises applying an effective amount of the compound or N-oxide thereof or a salt thereof according to any one of claims 1 to 4, or an effective amount of the composition according to claim 6 to harmful arthropods or a habitat of harmful arthropods.
8. A seed or vegetative reproductive organ carrying an effective amount of a compound or N-oxide or salt thereof according to any one of claims 1 to 4, or an effective amount of the composition according to claim 6.