Diarylazole compound and harmful organism control agent

Patent metadata

Field	Value
Publication number	US-10548316-B2
Application number	US-201615735713-A
Country	US
Kind code	B2
Filing date	Jun 17, 2016
Priority date	Jun 18, 2015
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

The present invention provides a compound represented by formula (I), (in the formula, A 1 and A 2 each independently represents a carbon atom or a nitrogen atom; X 1 represents an unsubstituted or substituted C1-6 alkyl group or the like; n represents an integer of 0 to 4; R 1 represents an unsubstituted or substituted C1-6 alkylthio group or the like; B 1 and B 4 each independently represent a carbon atom, a nitrogen atom or the like; R 2 and R 3 each independently represent a hydrogen atom, a halogeno group or the like; Ar represents an unsubstituted or substituted C6-10 aryl group or the like) or a salt thereof, and a harmful organism control agent including thereof.

First claim

The invention claimed is:

1. A compound represented by formula (I) or salt thereof

wherein in formula (I),
A 1 and A 2 each independently represent a carbon atom or a nitrogen atom, provided that A 1 and A 2 are not nitrogen atoms simultaneously;
X 1 represents an unsubstituted or substituted C1-6 alkyl group, an unsubstituted or substituted C2-6 alkenyl group, an unsubstituted or substituted C2-6 alkynyl group, a hydroxyl group, an unsubstituted or substituted C1-6 alkoxy group, formyl group, an unsubstituted or substituted C1-6 alkylcarbonyl group, an unsubstituted or substituted C1-6 alkoxycarbonyl group, mercapto group, an unsubstituted or substituted C1-6 alkylthio group, an unsubstituted or substituted C1-6 alkylsulfinyl group, an unsubstituted or substituted C1-6 alkylsulfonyl group, an unsubstituted or substituted C3-8 cycloalkyl group, an unsubstituted or substituted C6-10 aryl group, an unsubstituted or substituted C6-10 aryloxy group, an unsubstituted or substituted 3- to 6-membered heterocyclyl group, an unsubstituted or substituted amino group, a halogeno group, a cyano group, or a nitro group;
n represents a number of X 1 and is an integer of 0 to 4, when n is 2 or more, X 1 may be the same as or different from each other;
R 1 is an unsubstituted or substituted C1-6 alkylthio group, an unsubstituted or substituted C1-6 alkylsulfinyl group, an unsubstituted or substituted C1-6 alkylsulfonyl group, an unsubstituted or a substituted or unsubstituted C1-6 alkylsulfonyloxy group, or a group represented by —S(═O) (═N—R a )—R b , here, R a and R b each independently represent an unsubstituted or substituted C1-6 alkyl group;
B 1 and B 4 each independently represent a carbon atom or a nitrogen atom, B 2 and B 3 each independently represent a nitrogen atom or CR 3 , and
when B 1 is a carbon atom, then B 2 is a nitrogen atom or CR 3 , and B 3 and B 4 are nitrogen atoms,
when B 1 is a nitrogen atom, then B 2 is a nitrogen atom, B 3 is a nitrogen atom or CR 3 , and B 4 is a carbon atom;
R 2 represents a hydrogen atom, a halogeno group, a cyano group, an unsubstituted or substituted C1-6 alkyl group, an unsubstituted or substituted C2-6 alkenyl group, an unsubstituted or substituted C2-6 alkynyl group, a hydroxyl group, an unsubstituted or substituted C1-6 alkoxy group, formyl group, an unsubstituted or substituted C1-6 alkylcarbonyl group, an unsubstituted or substituted C1-6 alkoxycarbonyl group, an unsubstituted or substituted amino group, an unsubstituted or substituted C1-6 alkylsulfinyl group, an unsubstituted or substituted C1-6 alkylsulfonyl group, an unsubstituted or substituted C1-6 alkylsulfonyloxy group, or a group represented by —S(═O) (═N—R a ) —R b , here, R a and R b each independently represent an unsubstituted or substituted C1-6 alkyl group;
R 3 represents a hydrogen atom or an unsubstituted or substituted C1-6 alkyl group; and
Ar represents an unsubstituted or substituted C6-10 aryl group or an unsubstituted or substituted 5- to 6-membered heteroaryl group,
the substituent of the substituted C6-10 aryl group and substituted 5- to 6-membered heteroaryl group for Ar is a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C3-8 cycloalkyl group, a C6-10 aryl group, a C6-10 aryl C1-6 alkyl group, a 3- to 6-membered heterocyclyl group, a 3- to 6-membered heterocyclyl C1-6 alkyl group, a hydroxyl group, a C1-6 alkoxy group, a C2-6 alkenyloxy group, a C2-6 alkynyloxy group, a C6-10 aryloxy group, a C6-10 aryl C1-6 alkoxy group, a 5- to 6-membered heteroaryloxy group, a 5- to 6-membered heteroaryl C1-6 alkyloxy group, a formyl group, a C1-6 alkylcarbonyl group, a formyloxy group, a C1-6 alkylcarbonyloxy group, a C6-10 arylcarbonyl group, a C1-6 alkoxycarbonyl group, a C1-6 alkoxycarbonyloxy group, a carboxyl group, a halogeno group, a C1-6 haloalkyl group, a C2-6 haloalkenyl group, a C2-6 haloalkynyl group, a C1-6 haloalkoxy group, a C2-6 haloalkenyloxy group, a C1-6 haloalkylcarbonyl group, an amino group, a C1-6 alkyl-substituted amino group, a C6-10 arylamino group, a C6-10 aryl C1-6 alkylamino group, a formylamino group, a C1-6 alkylcarbonylamino group a mono C1-6 alkoxycarbonylamino group, a di-C1-6 alkoxycarbonylamino group, an imino C1-6 alkyl group, an unsubstituted or substituted N-hydroxyimino C1-6 alkyl group, an aminocarbonyloxy group, a C1-6 alkyl-substituted aminocarbonyloxy group, a mercapto group, a C1-6 alkylthio group, a C1-6 haloalkylthio group, a C6-10 arylthio group, a 5- to 6-membered heteroarylthio group, a C1-6 alkylsulfinyl group, a C1-6 haloalkylsulfinyl group, a C6-10 arylsulfinyl group, a 5- to 6-membered heteroarylsulfinyl group, a C1-6 alkylsulfonyl group, a C1-6 haloalkylsulfonyl group, a C6-10 arylsulfonyl group, a 5- to 6-membered heteroarylsulfonyl group, a C1-6 alkylsulfonyloxy group, a C1-6 haloalkylsulfonyloxy group, a tri-C1-6 alkyl-substituted silyl group, a tri-C6-10 aryl-substituted silyl group, a cyano group, or a nitro group.

2. The compound or salt thereof according to claim 1 , wherein formula (I) is selected from formula (II) to formula (V)

wherein, in formula (II), A 1 , A 2 , X 1 , n, R 1 , R 2 , R 3 and Ar have the same meanings as those in formula (I).

3. A harmful organism control agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

4. A harmful organism control agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 2 as an active ingredient.

5. An insecticide or acaricide comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

6. An insecticide or acaricide comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 2 as an active ingredient.

7. An external parasite control agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

8. An external parasite control agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 2 as an active ingredient.

9. An internal parasite control or extermination agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

10. An internal parasite control or extermination agent comprising at least one selected from the group consisting of the compounds and salts thereof defined in claim 2 as an active ingredient.

11. A method for controlling a harmful organism comprising administering at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

12. A method for controlling a harmful organism comprising administering at least one selected from the group consisting of the compounds and salts thereof defined in claim 2 as an active ingredient.

13. A method for controlling an insecticide or acaricide comprising administering at least one selected from the group consisting of the compounds and salts thereof defined in claim 1 as an active ingredient.

14. A method for controlling an insecticide or acaricide comprising administering at least one selected from the group consisting of the compounds and salts thereof defi

Assignees

• Nippon Soda Co

Inventors

• AOYAMA Hikaru
• MATSUI Maki
• SAKANISHI Keita
• Iwasa Takao
• Kobayashi Tomomi
• Hirata Koichi

Classifications

• C07D403/04

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

• C07D231/14

  with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title

• C07D231/16 Primary

  Halogen atoms or nitro radicals · CPC title

• A01N43/56 Primary

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• C07D231/12

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title