Pyridine compound

Patent metadata

Field	Value
Publication number	US-10273210-B2
Application number	US-201615768940-A
Country	US
Kind code	B2
Filing date	Oct 18, 2016
Priority date	Oct 21, 2015
Publication date	Apr 30, 2019
Grant date	Apr 30, 2019

Abstract

A pyridine compound represented by formula (I), or an N-oxide thereof is provided, wherein the variable groups are as defined in the specification. The pyridine compound of formula has excellent control effects against harmful arthropods.

First claim

The invention claimed is:

1. A compound represented by formula (I) or an N-oxide thereof:

wherein:
R 1 represents a C2-C10 chain hydrocarbon group having one or more halogen atoms, a (C1-C5 alkoxy)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfanyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfinyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfonyl)C2-C5 alkyl group having one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C3 alkyl group having one or more substituents selected from Group G, or a C3-C7 cycloalkyl group having one or more substituents selected from Group G;
R 2 represents a C1-C6 alkyl group optionally having one or more halogen atoms, a cyclopropylmethyl group, or a cyclopropyl group;
q represents 0, 1, 2, 3, or 4;
R 3 represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group B, a phenyl group optionally having one or more substituents selected from Group D, a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, a OR 12 , a NR 11 R 12 , a NR 11a R 12a , a NR 29 NR 11 R 12 , a NR 29 OR 11 , a NR 11 C(O)R 13 , a NR 29 NR 11 C(O)R 13 , a NR 11 C(O)OR 14 , a NR 29 NR 11 C(O)OR 14 , a NR 11 C(O)NR 15 R 16 , a NR 24 NR 11 C(O)NR 15 R 16 , a N═CHNR 15 R 16 , a N═S(O) x R 15 R 16 , a S(O) y R 15 , a SF 5 , a C(O)OR 17 , a C(O)NR 11 R 12 , a cyano group, a nitro group, or a halogen atom, wherein when q represents 2 or 3, two or three R 3 may be identical to or different from each other;
p represents 0, 1, 2, or 3;
R 6 represents a C1-C6 alkyl group optionally having one or more halogen atoms, a OR 18 , a NR 18 R 19 , a cyano group, a nitro group, or a halogen atom, wherein when p represents 2, two R 6 may be identical to or different from each other;
R 11 , R 17 , R 18 , R 19 , R 24 , and R 29 represent each independently a hydrogen atom or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms;
R 12 represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkyl group having one substituent selected from Group F, or a S(O) 2 R 23 ;
R 23 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms or a phenyl group optionally having one or more substituents selected from Group D;
R 11a and R 12a are combined with the nitrogen atom to which they are attached to represent a 3-7 membered nonaromatic heterocyclic group optionally having one or more substituents selected from Group E, wherein the 3-7 membered nonaromatic heterocyclic group represents an aziridine ring, an azetidine ring, a pyrrolidine ring, an imidazoline ring, an imidazolidine ring, a piperidine ring, a tetrahydropyrimidine ring, a hexahydropyrimidine ring, a piperazine ring, an azepane ring, an oxazolidine ring, an isoxazolidine ring, a 1,3-oxazinane ring, a morpholine ring, a 1,4-oxazepane ring, a thiazolidine ring, an isothiazolidine ring, a 1,3-thiazinane ring, a thiomorpholine ring, or a 1,4-thiazepane ring;
R 13 represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, a phenyl group optionally having one or more substituents selected from Group D, or a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D;
R 14 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, or a phenyl C1-C3 alkyl group, wherein the phenyl moiety in the phenyl C1-C3 alkyl group may optionally have one or more substituents selected from Group D;
R 15 and R 16 represent each independently a C1-C6 alkyl group optionally having one or more halogen atoms;
n and y represent each independently 0, 1, or 2;
x represents 0 or 1;
Group B is selected from the group consisting of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
Group C is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, and a halogen atom;
Group D is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, an amino group, a NHR 21 , a NR 21 R 22 , a C(O)R 21 group, a OC(O)R 21 group, a C(O)OR 21 group, a cyano group, a nitro group, and a halogen atom, wherein R 21 and R 22 represent each independently a C1-C6 alkyl group optionally having one or more halogen atoms;
Group E is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group;
Group F is selected from the group consisting of a C1-C6 alkoxy group optionally having one or more halogen atoms, an amino group, a NHR 21 , a NR 21 R 22 , a cyano group, a phenyl group optionally having one or more substituents selected from Group D, a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, and a 3-7 membered nonaromatic heterocyclic group optionally having one or more substituents selected from Group C; and
Group G is selected from the group consisting of a halogen atom and a C1-C6 haloalkyl group.

2. The compound according to claim 1 , wherein
q represents 0, 1, or 2; and
R 3 represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group B, a phenyl group optionally having one or more substituents selected from Group D, a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, a OR 12 , a NR 11 R 12 , a NR 11a R 12a , a NR 11 C(O)R 13 , a NR 29 NR 11 C(O)R 13 , a NR 11 C(O)OR 14 , a C(O)OR 17 , a C(O)NR 11 R 12 , a cyano group, a nitro group, or a halogen atom.

3. The compoun

Assignees

• Sumitomo Chemical Co

Inventors

• Tsuruda Takeshi
• Nokura Yoshihiko
• Nakajima Yuji
• Tanabe Takamasa

Classifications

• C07D417/08

  linked by a carbon chain containing alicyclic rings · CPC title

• C07D413/08

  linked by a carbon chain containing alicyclic rings · CPC title

• C07D213/65 Primary

  attached in position 3 or 5 · CPC title

• A01N43/647

  Triazoles; Hydrogenated triazoles · CPC title

• A01N43/60

  1,4-Diazines; Hydrogenated 1,4-diazines · CPC title