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CN-122029155-A - Heterocyclic compound and harmful arthropod control composition containing same

CN122029155ACN 122029155 ACN122029155 ACN 122029155ACN-122029155-A

Abstract

The present invention provides a compound having excellent control efficacy against harmful arthropods. In the formula (I) [ wherein Z represents an oxygen atom or the like, L represents a single bond or the like, R 1 represents a C1-C6 chain hydrocarbon group or the like, R 2 represents a 5-or 6-membered aromatic heterocyclic group or the like, R 3 represents a C1-C6 chain hydrocarbon group or the like, R 4 represents a hydrogen atom or the like, X represents NR 11 C（Z）R 12 or the like, R 11 represents a C1-C6 chain hydrocarbon group or the like, R 12 represents a phenyl group or the like which may be substituted with 1 or more substituents ] or an N oxide thereof has an excellent efficacy for controlling harmful arthropods.

Inventors

  • Kobayashi Yuren
  • Toda Akiichiro
  • NAMBA YUSUKE

Assignees

  • 住友化学株式会社

Dates

Publication Date
20260512
Application Date
20241009
Priority Date
20231011

Claims (8)

  1. 1. A compound represented by the formula (I) or an N-oxide thereof, [ Chemical formula 1] In the formula (I) of the present invention, Z represents an oxygen atom or a sulfur atom, L represents a single bond or- (CR 4a R 4b ） n -, R 4a and R 4b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a hydroxyl 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 which may be substituted with 1 or more substituents selected from the group consisting of cyclopropyl and halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a halogen atom, a hydroxyl group, or a hydrogen atom, R 2 represents a phenyl group which may be substituted with 1 or more substituents selected from group A, a group represented by formula E1 of a 5-or 6-membered aromatic heterocyclic group 、C（O）NR 7a R 8a 、C（=NOR 10 ）R 5a 、C（=NOR 10 ）（NR 7 R 8 ）、NR 19 C（O）R 20 、NR 19 C（O）OR 20 、NR 19 C（O）NR 20 R 21 、S（O） 2 NR 16 R 17 、OR 18 、S（O） m R 29 、 which may be substituted with 1 or more substituents selected from group A, a group represented by formula E2, or a group represented by formula E3 (# 2 ) represents a bonding site to a carbon atom, [ Chemical formula 2] R 19 、R 20 and R 21 are the same or different from each other and each represents a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, In the case where R 2 is NR 19 C（O）R 20 , R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded and the carbon atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, In the case where R 2 is NR 19 C（O）OR 20 , R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded, the carbon atom to which nitrogen atom is bonded and the oxygen atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, In the case where R 2 is NR 19 C（O）NR 20 R 21 , R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded, the carbon atom to which nitrogen atom is bonded and the nitrogen atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, Q 2 represents CR 22 R 27 、NR 23 , an oxygen atom or a sulfur atom, Q 1 represents CR 22a or a nitrogen atom, Q 3 represents CR 22b or a nitrogen atom, Q 4 represents CR 22c or a nitrogen atom, Q 5 represents CR 22d or a nitrogen atom, Q 6 represents CR 22e or a nitrogen atom (Wherein, in the group represented by the formula E2, the case where Q 3 and Q 4 are simultaneously nitrogen atoms, the case where Q 3 、Q 5 and Q 6 are simultaneously nitrogen atoms, and the case where Q 4 、Q 5 and Q 6 are simultaneously nitrogen atoms are excluded), Q 7 represents CR 22f or a nitrogen atom, R 22 and R E1 are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, C (O) NR 7 R 8 、NR 9 C（O）R 5 , a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, a cyano group, a halogen atom or a hydrogen atom, R 27 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group consisting of a halogen atom and a cyano group, a phenyl group which may be substituted with 1 or more substituents selected from the group B, or a hydrogen atom, R 22a 、R 22b 、R 22c 、R 22d 、R 22e and R 22f are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, C (O) NR 7 R 8 、NR 9 C（O）R 5 , a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, a cyano group, a halogen atom or a hydrogen atom, R 23 and R E2 are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 16 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 17 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 3 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from group G, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group B, C (O) R 5 、C（O）OR 6 、C（O）NR 7 R 8 , a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from group E, or a hydrogen atom, R 4 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、OR 18 、S（O） m R 29 、NR 7b R 8b 、C（O）NR 7b R 8b 、NR 9b C（O）R 5b 、NR 9b C（O）OR 6b 、NR 9 C（O）NR 7 R 8 、 which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, a mercapto group, a cyano group, a halogen atom or a hydrogen atom, R 18 represents a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, M represents 0,1 or 2, R 29 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from group B, or a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, R 3 and R 4 may form, together with the nitrogen atom to which R 3 is bonded and the carbon atom to which R 4 is bonded, a group represented by formula A1, a group represented by formula A2, a group represented by formula A3, a group represented by formula A4, a group represented by formula A5, a group represented by formula A6, or a group represented by formula A7 (#represents a bonding site to R 2 , LEDrepresents a bonding site to the carbon atom to which R 1 is bonded), [ Chemical formula 3] B 1 、B 2 、B 3 and B 4 : B 1 is CR 2a ,B 2 is CR 2b ,B 3 is a nitrogen atom or CR 2c ,B 4 is a nitrogen atom or a combination of CR 2d ; B 1 is CR 2a ,B 2 is a nitrogen atom, B 3 is CR 2c ,B 4 is a nitrogen atom or a combination of CR 2d ; b 1 is CR 2a ,B 2 , B 3 is nitrogen, and B 4 is a combination of CR 2d ; B 1 is a nitrogen atom, B 2 is CR 2b ,B 3 is a nitrogen atom, and B 4 is a combination of CR 2d ; B 1 is a nitrogen atom, B 2 is CR 2b ,B 3 is CR 2c ,B 4 or a combination of nitrogen atoms and CR 2d , or B 1 is a nitrogen atom, B 2 is a nitrogen atom, B 3 is a combination of CR 2c ,B 4 and CR 2d , B 5 and B 8 are the same or different from each other and each represents CR 25 or a nitrogen atom, B 6 and B 7 are the same or different from each other and represent an oxygen atom, a sulfur atom or NR 26 , R 25 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、C（O）R 5 、C（O）OR 6 、C（O）NR 7 R 8 、C（=NOR 10 ）R 5 、C（=NOR 10 ）（NR 7 R 8 ）、NR 7 R 8 、NR 9 C（O）R 5 、NR 9 C（O）OR 6 、NR 9 C（O）NR 7 R 8 、N=S（O） p R 24 R 28 、S（O） m R 29 、 cyano group which may be substituted with 1 or more substituents selected from the group B, a halogen atom or a hydrogen atom, R 26 represents a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R A and R B are the same or different from each other and each represents a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 2a 、R 2b 、R 2c 、R 2d 、R 2e 、R 2f 、R 2g 、R 2h 、R 2i 、R 2j 、R 2k 、R 2l 、R 2m 、R 2n 、R 2o 、R 2p 、R 2q 、R 2r 、R 2s 、R 2t 、R 2u And R 2v are the same or different from each other and represent a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、C（O）R 5 、C（O）OR 6 、C（O）NR 7 R 8 、C（=NOR 10 ）R 5 、C（=NOR 10 ）（NR 7 R 8 ）、NR 7 R 8 、NR 9 C（O）R 5 、NR 9 C（O）OR 6 、NR 9 C（O）NR 7 R 8 、N=S（O） p R 24 R 28 、S（O） m R 29 、 cyano group which may be substituted with 1 or more substituents selected from the group B, a halogen atom or a hydrogen atom, X represents NR 11 C（Z）R 12 、NR 11 C（O）OR 12 、NR 11 C（Z）NR 12 R 13 、NR 11 C（=NOR 10 ）R 12 、NR 11 C（=NOR 10 ）（NR 11 R 12 ）、N=C（OR 10 ）R 12 、N=C（SR 10 ）R 12 、N=C（NR 7 R 8 ）R 12 、NR 11 X 1 、 or n=s (O) p R 12 R 28 , P represents either 0 or 1 and is preferably chosen, X 1 represents a 9-or 10-membered aromatic heterocyclic group { the 9-or 10-membered aromatic heterocyclic group may be substituted with 1 or more substituents selected from the group A 2 , the ring member atom of the heterocyclic ring contains 1, 2 or 3 hetero atoms selected from the group consisting of N, O and S }, R 5 、R 5a and R 5b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 6 and R 6b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 7 、R 7a and R 7b are the same or different from each other and represent a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, a cyano group, or a hydrogen atom, R 8 、R 8a and R 8b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 9 and R 9b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group D, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 10 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 11 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 OR more substituents selected from the group F, a C3-C6 cycloalkyl group which may be substituted with 1 OR more substituents selected from the group E, a C1-C6 alkylsulfonyl group which may be substituted with 1 OR more halogen atoms, OR 15 、C（O）R 14 、C（O）OR 14 、C（=NR 8 ）R 14 、C（O）NR 7 R 8 , OR a hydrogen atom, R 12 represents a phenyl group which may be substituted with 1 or more substituents selected from group A 3 , or A5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group A 3 , R 24 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, or a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, R 28 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, or a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, R 13 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more substituents selected from the group C, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, R 14 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atom, a phenyl group { the phenyl group may be substituted with 1 or more substituent selected from the group consisting of a halogen atom, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atom, a C1-C6 alkyl group which may be substituted with 1 or more halogen atom, and cyano }, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more halogen atom, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atom, or a hydrogen atom, R 15 represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a phenylmethyl group { the phenyl moiety in the phenylmethyl group may be substituted with 1 or more halogen atoms }, a phenyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, Group A consisting of a C1-C6 chain hydrocarbon group { the C1-C6 chain hydrocarbon group may be substituted with 1 or more substituents selected from the group consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a cyano group and a halogen atom }, a C3-C6 cycloalkyl group { the C3-C6 cycloalkyl group may be substituted with 1 or more substituents selected from the group consisting of a C1-C6 alkoxy group, a cyano group and a halogen atom }, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3a 、SF 5 、NR 3d OR 3b 、NR 3b1 C（O）R 3c1 、NR 3d NR 3b C（O）R 3c 、NR 3b C（O）OR 3e 、NR 3d NR 3b C（O）OR 3e 、NR 3b C（O）NR 3f R 3g 、NR 3d NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f1 R 3g1 、S（O） 2 NR 3f R 3g 、NR 3b C（=NOR 3j ）R 3d 、NR 3b S（O） m R 3k 、S（O） m R 3k 、 cyano group which may be substituted with 1 or more substituents selected from the group B, a nitro group and a halogen atom, Group A 2 is a group consisting of a C1-C6 chain hydrocarbon group { the C1-C6 chain hydrocarbon group may be substituted with 1 or more substituents selected from the group consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a cyano group and a halogen atom }, a C3-C6 cycloalkyl group { the C3-C6 cycloalkyl group may be substituted with 1 or more substituents selected from the group consisting of a C1-C6 alkoxy group, a cyano group and a halogen atom }, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3aa 、SF 5 、NR 3d OR 3b 、NR 3b C（O）R 3c 、NR 3d NR 3b C（O）R 3c 、NR 3b C（O）OR 3e 、NR 3d NR 3b C（O）OR 3e 、NR 3b C（O）NR 3f R 3g 、NR 3d NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、S（O） 2 NR 3f R 3g 、NR 3b C（=NOR 3j ）R 3d 、NR 3b S（O） m R 3k 、S（O） m R 3k 、 cyano group which may be substituted with 1 or more substituents selected from the group B, a nitro group and a halogen atom, Group A 3 is a group consisting of a C1-C6 chain hydrocarbon group { the C1-C6 chain hydrocarbon group may be substituted with 1 or more substituents selected from the group consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a cyano group and a halogen atom }, a C3-C6 cycloalkyl group { the C3-C6 cycloalkyl group may be substituted with 1 or more substituents selected from the group consisting of a C1-C6 alkoxy group, a cyano group and a halogen atom }, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3ab 、SF 5 、NR 3d OR 3b 、NR 3b C（O）R 3c 、NR 3d NR 3b C（O）R 3c 、NR 3b C（O）OR 3e 、NR 3d NR 3b C（O）OR 3e 、NR 3b C（O）NR 3f R 3g 、NR 3d NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、S（O） 2 NR 3f R 3g 、NR 3b C（=NOR 3j ）R 3d 、NR 3b S（O） m R 3k 、S（O） m R 3ka 、 cyano group which may be substituted with 1 or more substituents selected from the group B, a nitro group and a halogen atom, R 3a 、R 3aa and R 3ab are the same or different from each other and each represents a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group consisting of a halogen atom and a cyano group, a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, C (O) R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、S（O） 2 R 3k , or a hydrogen atom, R 3b and R 3b1 are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 3c and R 3c1 are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group B, or a hydrogen atom, R 3d represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 3e represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a (C3-C6 cycloalkyl) C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, or a phenylC 1-C3 alkyl group { the phenyl moiety in the phenylC 1-C3 alkyl group may be substituted with 1 or more substituents selected from group B }, R 3f and R 3f1 are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 3g and R 3g1 are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 3h represents a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group B, or a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, R 3i represents a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, or a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, R 3j represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from group B, or a hydrogen atom, R 3k and R 3ka are the same or different from each other and represent a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from group B, or a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, Group B consisting of a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a hydroxyl group and a halogen atom, Group C consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from group E, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3a 、NR 3d OR 3b 、NR 3b C（O）R 3c 、NR 3d NR 3b C（O）R 3c 、NR 3b C（O）OR 3e 、NR 3d NR 3b C（O）OR 3e 、NR 3b C（O）NR 3f R 3g 、NR 3d NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、S（O） m R 3k 、 cyano group which may be substituted with 1 or more substituents selected from group B, a nitro group and a halogen atom, Group D is a group consisting of a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a hydroxyl group and a halogen atom, Group E is a group consisting of C1-C6 chain hydrocarbon groups which may be substituted with 1 OR more halogen atoms, OR 3a 、S（O） m R 3k , cyano groups, oxo groups and halogen atoms, Group F is a group consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from group E, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3a 、S（O） m R 3k 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、NR 3b R 3c 、NR 3b C（O）R 3c 、NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、3-6 -membered non-aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group B, a cyano group and a halogen atom, Group G is a group consisting of a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from group E, a phenyl group which may be substituted with 1 or more substituents selected from group B, a 5-or 6-membered aromatic heterocyclic group 、OR 3a 、NR 3d OR 3b 、NR 3b C（O）R 3c 、NR 3d NR 3b C（O）R 3c 、NR 3b C（O）OR 3e 、NR 3d NR 3b C（O）OR 3e 、NR 3b C（O）NR 3f R 3g 、NR 3d NR 3b C（O）NR 3f R 3g 、N=S（O） p R 3h R 3i 、C（O）R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g 、S（O） m R 3k 、3-6 -membered non-aromatic heterocyclic group which may be substituted with 1 or more substituents selected from group B, a cyano group, a nitro group and a halogen atom.
  2. 2. The compound according to claim 1, wherein R 3a 、R 3aa and R 3ab are the same or different from each other, and represent a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group consisting of a halogen atom and a cyano group, a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered aromatic heterocyclic group which may be substituted with 1 or more substituents selected from the group B, C (O) R 3c 、C（O）OR 3j 、C（O）NR 3f R 3g , or a hydrogen atom.
  3. 3. A compound or N-oxide thereof according to claim 1 or 2, wherein in formula (I), Z is an oxygen atom and is a group of atoms, L is a single bond or- (CR 4a R 4b ） n -, R 4a and R 4b are identical or different from each other and are C1-C3 alkyl or a hydrogen atom, N is 1, 2 or 3, R 1 is a C1-C3 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 2 is phenyl, pyrazolyl, pyridinyl or pyrimidinyl { the phenyl, pyrazolyl, pyridinyl and pyrimidinyl may be substituted with 1 or more substituents selected from the group consisting of C1-C3 alkyl which may be substituted with 1 or more halogen atoms, NR 3b1 C（O）R 3c1 、C（O）NR 3f1 R 3g1 , cyano and halogen atoms }, C (O) NR 7a R 8a 、C（=NOR 10 ）R 5a , a group represented by formula E1-1, or a group represented by formula E3-1 (# 2 ) represents a bonding site to a carbon atom, [ Chemical formula 4] R 3b1 is a C1-C3 alkyl group or a hydrogen atom, R 3c1 is C1-C3 alkyl or cyclopropyl, R 3f1 is a C1-C3 alkyl group or a hydrogen atom, R 3g1 is a C1-C3 chained hydrocarbon group, cyclopropyl or hydrogen atom, R 5a is C1-C3 alkyl, R 7a is a C1-C3 alkyl group or a hydrogen atom, R 8a is a C1-C6 chain hydrocarbon group { the C1-C6 chain hydrocarbon group may be substituted with 1 or more substituents selected from the group consisting of a cyclopropyl group and a halogen atom }, a phenyl group { the phenyl group may be substituted with 1 or more substituents selected from the group consisting of a cyano group, a trifluoromethyl group and a halogen atom }, a 5-or 6-membered aromatic heterocyclic group { the 5-or 6-membered aromatic heterocyclic group may be substituted with 1 or more substituents selected from the group consisting of a cyano group, a trifluoromethyl group and a halogen atom }, a cyclopropyl group or a hydrogen atom, R 10 is a C1-C3 alkyl group or a hydrogen atom, R 22a 、R 22f and R E1 are the same or different and each represents a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 23 and R E2 are identical or different from each other and are a C1-C3 alkyl group which may be substituted by 1 or more halogen atoms, a cyclopropyl group or a hydrogen atom, R 3 is a C1-C3 chain hydrocarbon group, a C3-C6 cycloalkylmethyl group, a phenylmethyl group, a pyridylmethyl group, a cyanomethyl group, a tetrahydrofuranylmethyl group, a cyclopropyl group or a hydrogen atom, R 4 is a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, a phenyl group, or a pyridyl group { the phenyl group and the pyridyl group may be substituted with 1 or more substituents selected from the group consisting of a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, a cyano group and a mercapto group which may be substituted with a halogen atom ｝、OR 18 、S（O） m R 29 、NR 7b R 8b 、C（O）NR 7b R 8b 、NR 9b C（O）R 5b 、NR 9b C（O）OR 6b 、, a cyclopropyl group, a halogen atom or a hydrogen atom, R 18 is a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, or a hydrogen atom, R 29 is C1-C3 alkyl which may be substituted by more than 1 halogen atom, R 5b is C1-C3 alkyl which may be substituted with 1 or more halogen atom, phenyl { the phenyl may be substituted with 1 or more substituents selected from the group consisting of C1-C3 alkyl which may be substituted with 1 or more halogen atom, C1-C3 alkoxy which may be substituted with 1 or more halogen atom, cyano and halogen atom }, pyridyl, or C3-C6 cycloalkyl, R 6b is C1-C3 alkyl which may be substituted by more than 1 halogen atom, R 7b is a C1-C3 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, cyano group, or hydrogen atom, R 8b is a C1-C3 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a phenyl group { the phenyl group may be substituted with 1 or more substituents selected from the group consisting of cyano groups, trifluoromethyl groups and halogen atoms }, a 5-or 6-membered aromatic heterocyclic group { the 5-or 6-membered aromatic heterocyclic group may be substituted with 1 or more substituents selected from the group consisting of cyano groups, trifluoromethyl groups and halogen atoms }, a cyclopropyl group or a hydrogen atom, R 9b is a C1-C3 chained hydrocarbon group, cyclopropyl or hydrogen atom, R 3 and R 4 form a group represented by the formula A1-1-1, a group represented by the formula A5-2-1, or a group represented by the formula A6-2 (#represents a bonding site to R 2 ) together with a nitrogen atom to which R 3 is bonded and a carbon atom to which R 4 is bonded, +.represents a bonding site to which R 1 is bonded), [ Chemical formula 5] X is NR 11 C（O）R 12 、NR 11 C（O）NR 12 R 13 , or NR 11 X 1 , X 1 is a 9-OR 10-membered aromatic heterocyclic group { the 9-OR 10-membered aromatic heterocyclic group may be substituted with 1 OR more substituents selected from the group consisting of a cyano group and a halogen atom, a C1-C3 alkyl group which may be substituted with 1 OR more substituents selected from the group consisting of a cyano group and a halogen atom, a cyclopropyl group which may be substituted with 1 OR more cyano groups, OR 3aa , a cyano group and a halogen atom, a ring member atom of a heterocyclic ring contains 1, 2 OR 3 hetero atoms selected from the group consisting of N, O and S }, in addition to a carbon atom, R 3aa is C1-C3 alkyl which may be substituted by more than 1 halogen atom, R 11 is a C1-C3 alkyl group which may be substituted with 1 or more substituents selected from the group F, a C1-C2 alkylsulfonyl group, OCH 3 、C（O）R 14 、C（O）OR 14 , or a hydrogen atom, R 12 is phenyl, pyrazolyl OR pyridinyl { the phenyl, pyrazolyl and pyridinyl may be substituted by substituents selected from the group consisting of C1-C3 alkyl { the C1-C3 alkyl may be substituted by more than 1 substituent selected from the group consisting of cyano and halogen atom }, cyclopropyl which may be substituted by more than 1 cyano, OR 3ab 、S（O） m R 3ka , cyano and halogen atom }, R 13 is a C1-C3 alkyl group or a hydrogen atom, R 14 is C1-C4 alkyl or cyclopropyl, R 3ab is a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, a cyclopropyl group which may be substituted with 1 or more cyano groups, or a hydrogen atom, R 3ka is C1-C3 alkyl which may be substituted by more than 1 halogen atom, or cyclopropyl, Group F is a group consisting of cyclopropyl, phenyl, pyridyl, tetrahydrofuranyl, tetrahydropyranyl and cyano.
  4. 4. A compound or N-oxide thereof according to claim 1 or 2, wherein in formula (I), Z is an oxygen atom and is a group of atoms, L is a single bond, R 1 is methyl or hydrogen atom, R 2 is phenyl, pyrazolyl, pyridinyl or pyrimidinyl { the phenyl, the pyrazolyl, the pyridinyl and the pyrimidinyl may be substituted with 1 or more substituents selected from the group consisting of C1-C3 alkyl which may be substituted with 1 or more halogen atoms, cyano and halogen atoms }, R 3 is a C1-C3 chained hydrocarbon group or a hydrogen atom, R 4 is a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, phenyl group, pyridyl group or pyrimidinyl group { the phenyl group, the pyridyl group and the pyrimidinyl group may be substituted with 1 or more substituents selected from the group consisting of a C1-C3 alkyl group which may be substituted with 1 or more halogen atoms, cyano group and halogen atom }, SR 29 、NR 7b R 8b , cyclopropyl group, cyano group or hydrogen atom, R 29 is C1-C3 alkyl, R 7b is a hydrogen atom, R 8b is a C1-C3 chain hydrocarbon group, X is NR 11 C（O）R 12 、NR 11 C（O）NR 12 R 13 , or NR 11 X 1 , X 1 is a quinazolinyl group { the quinazolinyl group may be substituted with 1 or more substituents selected from the group consisting of trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, cyano, cyclopropyl which may be substituted with cyano, and halogen atom }, R 11 is methyl or hydrogen atom, R 12 is phenyl or pyrazolyl { the phenyl and the pyrazolyl may be substituted with 1 or more substituents selected from the group consisting of methyl, trifluoromethyl, difluoromethyl, trifluoromethoxy, difluoromethoxy, methanesulfonyl, trifluoromethanesulfonyl, cyano, cyclopropyl which may be substituted with cyano, and halogen atom }, R 13 is a hydrogen atom.
  5. 5. A harmful arthropod control composition comprising an inactive carrier and the compound according to any one of claims 1 to 4 or an N oxide thereof.
  6. 6. A composition comprising 1 or more components selected from the group consisting of group (a), group (b), group (c) and group (d), and the compound according to any one of claims 1 to 4 or an N-oxide thereof: group (a) consisting of insecticidal active ingredients, acaricidal active ingredients and nematicidal active ingredients; a bactericidal active ingredient; plant growth regulating components; and (d) repellent component.
  7. 7. A method for controlling a harmful arthropod, wherein an effective amount of the compound according to any one of claims 1 to 4 or an N-oxide thereof or an effective amount of the composition according to claim 6 is applied to the harmful arthropod or a habitat of the harmful arthropod.
  8. 8. A seed or vegetative propagation organ which holds an effective amount of a compound according to any one of claims 1 to 4 or an N-oxide thereof or an effective amount of a composition according to claim 6.

Description

Heterocyclic compound and harmful arthropod control composition containing same Technical Field The present patent application claims priority and benefit based on paris convention in japanese patent application No. 2023-175798 (2023, 10,11 applications), the entire contents of which are incorporated herein by reference. The present invention relates to a heterocyclic compound and a harmful arthropod control composition containing the same. Background Heretofore, various compounds have been studied for the purpose of controlling harmful arthropods. On the other hand, patent document 1 describes that a heterocyclic compound of some kind is useful for the treatment of inflammatory and immune diseases. Prior art literature Patent literature Patent document 1 International publication No. 2007/002701 Disclosure of Invention Problems to be solved by the invention The purpose of the present invention is to provide a compound having excellent control efficacy against harmful arthropods. Means for solving the problems The present inventors have studied to find an excellent control method for harmful arthropods, and as a result, have found that a compound represented by the following formula (I) has an excellent control effect on harmful arthropods. The present invention is as follows. The compound represented by the formula (I) (hereinafter referred to as the compound N of the present invention) or an N-oxide thereof (hereinafter referred to as the compound N of the present invention or an N-oxide thereof), [ Chemical formula 1] In the above-mentioned method, in the above-mentioned process, Z represents an oxygen atom or a sulfur atom, L represents a single bond or- (CR 4aR4b）n -, R 4a and R 4b are the same or different from each other and each represents a C1-C6 chain hydrocarbon group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a hydroxyl 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 which may be substituted with 1 or more substituents selected from the group consisting of cyclopropyl and halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more halogen atoms, a C1-C6 alkoxy group which may be substituted with 1 or more halogen atoms, a cyano group, a halogen atom, a hydroxyl group, or a hydrogen atom, R 2 represents a phenyl group which may be substituted with 1 or more substituents selected from group A, a group represented by formula E1 of a 5-or 6-membered aromatic heterocyclic group 、C（O）NR7aR8a、C（=NOR10）R5a、C（=NOR10）（NR7R8）、NR19C（O）R20、NR19C（O）OR20、NR19C（O）NR20R21、S（O）2NR16R17、OR18、S（O）mR29、 which may be substituted with 1 or more substituents selected from group A, a group represented by formula E2, or a group represented by formula E3 (# 2) represents a bonding site to a carbon atom, [ Chemical formula 2] R 19、R20 and R 21 are the same or different from each other and each represents a phenyl group which may be substituted with 1 or more substituents selected from the group B, a 5-or 6-membered heterocyclic group which may be substituted with 1 or more substituents selected from the group B, a C1-C6 alkyl group which may be substituted with 1 or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with 1 or more substituents selected from the group E, or a hydrogen atom, In the case where R 2 is NR 19C（O）R20, R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded and the carbon atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, In the case where R 2 is NR 19C（O）OR20, R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded, the carbon atom to which nitrogen atom is bonded and the oxygen atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, In the case where R 2 is NR 19C（O）NR20R21, R 19 and R 20 may form, together with the nitrogen atom to which R 19 is bonded, the carbon atom to which nitrogen atom is bonded and the nitrogen atom to which R 20 is bonded, a 5-or 6-membered non-aromatic heterocyclic ring which may be substituted with a C1-C3 chained hydrocarbon group { the C1-C3 chained hydrocarbon group may be substituted with 1 or more halogen atoms }, Q 2 represents CR 22R27、NR23, an oxygen atom or a sulfur atom, Q 1 represents CR 22a or a nitrogen atom, Q 3 represents CR 22b or a nitrogen atom, Q 4 represents CR 22c or a nitrogen atom, Q 5 represents CR 22d or a nitrogen atom, Q 6 represents CR 22e or a nitrogen