Diaryl-azole compound

Patent metadata

Field	Value
Publication number	US-2017190696-A1
Application number	US-201515305027-A
Country	US
Kind code	A1
Filing date	Apr 21, 2015
Priority date	Apr 24, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

Provided is a diaryl-azole compound represented by formula (1)

wherein R 1-3 are C 1-6 chain hydrocarbon, etc.; p=0-3; q=0-4; n=0-2; X is N, CH, etc.; Ar is phenyl, or 5-6-member aromatic heterocyclic ring; G is C 1-6 chain hydrocarbon, etc.; and Het is a group selected from formulas (H1) (H2) (H3) described in the specification. The diaryl-azole compound of formula (1) has an excellent controlling effect against arthropod pests. Also provided are a control agent having an excellent controlling effect against arthropod pests, and a method for controlling arthropod pests in which the control agent is used.

First claim

1 . An arthropod pest control agent comprising
a diaryl-azole compound represented by formula (1):

 or and N-oxide thereof,
wherein
X represents a nitrogen atom or CR 4 ,
R 1 represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α or a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β,
R 2 and R 3 independently represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α, a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β, a phenyl group optionally having one or more atoms or groups selected from group γ, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group γ, C(O)R 5 , C(O)OR 5 , C(O)NR 5 R 6 , OR 5 , SR 5 , S(O) r R 5x , S(O) 2 NR 5 R 6 , NR 5 R 6 , NR 5 C(O)R 6 , NR 5 C(O)OR 6 , a nitro group, a cyano group, or a halogen atom,
R 4 represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α, a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β, a phenyl group optionally having one or more atoms or groups selected from group γ, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group γ, C(O)R 5 , C(O)OR 5 , C(O)NR 5 R 6 , OR 5 , SR 5 , S(O) r R 5x , S(O) 2 NR 5 R 6 , NR 5 R 6 , NR 5 C(O)R 6 , NR 5 C(O)OR 6 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom,
R 5 and R 6 independently represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α, a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β, a phenyl group optionally having one or more atoms or groups selected from group γ, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group γ, or a hydrogen atom,
R 5x represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α, a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β, a phenyl group optionally having one or more atoms or groups selected from group γ, or a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group γ,
Het represents the following formula H1, H2, or H3:

wherein Q represents an oxygen atom or a sulfur atom,
Ar represents a phenyl group or a 5- or 6-membered aromatic heterocyclic group,
G represents a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3 to C6 alicyclic hydrocarbon group optionally having one or more halogen atoms, OR 7 , OS(O) 2 R 7 , S(O) m R 7 , NR 8 S(O) 2 R 7 , or a halogen atom (wherein R 7 represents a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms or a C3 to C6 alicyclic hydrocarbon group optionally having one or more halogen atoms, and R 8 represents a hydrogen atom, a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms, or a C3 to C6 alicyclic hydrocarbon group optionally having one or more halogen atoms),

n represents 0, 1, or 2,
m represents 0, 1, or 2,
r represents 1 or 2,
p represents 0, 1, 2, or 3 (wherein, when p represents 2 or 3, each R 2 may be the same or different), and
q represents 0, 1, 2, 3, or 4 (wherein, when q represents 2, 3, or 4, each R 3 may be the same or different),
Group α: a group consisting of a C1 to C6 alkoxy group optionally having one or more halogen atoms, a C2 to C6 alkenyloxy group optionally having one or more halogen atoms, a C2 to C6 alkynyloxy group optionally having one or more halogen atoms, a C1 to C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1 to C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1 to C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2 to C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2 to C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3 to C6 cycloalkyl group optionally having one or more halogen atoms or one or more C1 to C3 alkyl groups, a cyano group, a hydroxy group, and a halogen atom,
Group β: a group consisting of a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1 to C6 alkoxy group optionally having one or more halogen atoms, a C2 to C6 alkenyloxy group optionally having one or more halogen atoms, a C2 to C6 alkynyloxy group optionally having one or more halogen atoms, and a halogen atom, and
Group γ: a group consisting of a C1 to C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1 to C6 alkoxy group optionally having one or more halogen atoms, a C1 to C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1 to C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1 to C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2 to C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2 to C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1 to C6 alkylamino group optionally having one or more halogen atoms, a C2 to C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group, and
an inert carrier.

2 . The arthropod pest control agent according to claim 1 , wherein Het is a group represented by the formula H1.

3 . The arthropod pest control agent according to claim 1 , wherein Het is a group represented by the formula H2.

4 . The arthropod pest control agent according to claim 1 , wherein Het is a group represented by the formula H3.

5 . The arthropod pest control agent according to claim 1 , wherein Q is an oxygen atom.

6 . The arthropod pest control agent according to claim 1 , wherein Q is a sulfur atom.

7 . The arthropod pest control agent according to claim 1 , wherein X is a nitrogen atom.

8 . The arthropod pest control agent according to claim 1 , wherein X is CR 4 .

9 . The arthropod pest control agent according to claim 1 , wherein Ar is a phenyl group or a pyridyl group.

10 . A diaryl-azole compound represented by formula (1):

or an N-oxide thereof,
wherein
X represents a nitrogen atom or CR 4 ,
R 1 represents a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α or a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β,
R 2 and R 3 independently represent a C1 to C6 chain hydrocarbon group optionally having one or more atoms or groups selected from group α, a C3 to C9 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from group β, a phenyl group optionally having one or more atoms or groups selected from group γ, a 5- or 6-membered heterocyclic group optionally having one or more atoms or groups selected from group γ, C(O)R 5 , C(O)OR 5 , C(O)NR 5 R 6 , OR 5 , SR 5 , S(O) r R 5x , S(O) 2 NR 5 R 6 , NR 5 R 6 , NR 5 C(O)R 6 , NR 5 C(O)OR 6 , a nitro group, a cyano group, or a halogen atom,
R 4

Assignees

• Sumitomo Chemical Co

Inventors

• Orimoto Kohei
• Mizuno Hajime
• Nokura Yoshihiko
• Nakajima Yuji

Classifications

• C07D417/14 Primary

  containing three or more hetero rings · CPC title

• C07D413/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D417/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D413/14

  containing three or more hetero rings · CPC title

• A61P33/00

  Antiparasitic agents · CPC title