Ectoparasite control agent

Patent metadata

Field	Value
Publication number	US-9474740-B2
Application number	US-201414771866-A
Country	US
Kind code	B2
Filing date	Feb 28, 2014
Priority date	Mar 8, 2013
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

wherein, in formula (III), X 1 represents a C1-6 alkyl group which is unsubstituted or has a substituent, or other groups; m1 represents any integer of 0 to 5; A represents an oxygen atom or a sulfur atom; each of R 1 and R 2 independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or has a substituent, or other groups; R 5 represents a hydrogen atom or a C1-6 alkyl group which is unsubstituted or has a substituent; B represents an oxygen atom or a sulfur atom; Q 2 represents a C7-11 aralkyl group which is unsubstituted or has a substituent X 2 , or other groups; and each of R 3a , R 3b , R 4a , and R 4b independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or has a substituent, or other groups.

First claim

The invention claimed is:

1. A method for suppressing parasites in the body or on the body surface of an animal requiring suppression of parasite by parasitic organisms,
wherein an effective amount of at least one compound selected from the 1-heterodiene compounds of Formula (I) and salts thereof is administered to the animal, wherein Formula (I) is:

wherein, in Formula (I),
Q 1 represents a C6-10 aryl group which is unsubstituted or has a substituent X 1 , or a 5- or 6-membered heteroaryl group which is unsubstituted or has a substituent X 1 ;
X 1 represents a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C3-8 cycloalkyl group which is unsubstituted or has a substituent, a hydroxyl group, a C1-6 alkoxy group which is unsubstituted or has a substituent, a C1-7 acyl group which is unsubstituted or has a substituent, a C1-6 alkoxycarbonyl group which is unsubstituted or has a substituent, an amino group which is unsubstituted or has a substituent, a C1-6 alkylthio group which is unsubstituted or has a substituent, a C1-6 alkylsulfonyl group which is unsubstituted or has a substituent, a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, a halogeno group, a cyano group, or a nitro group;
the number of the substituent X 1 on Q l is any integer of 1 to 5; and when the number of the substituent X 1 is 2 or greater, X 1 s may be the same as or different from each other;
A represents an oxygen atom or a sulfur atom;
each of R 1 and R 2 independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkynyl group which is unsubstituted or has a substituent, a C3-8 cycloalkyl group which is unsubstituted or has a substituent, a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, or a cyano group;
an exomethylene group which is unsubstituted or has a substituent maybe formed by R 1 and R 2 being taken together;
each of R 3 and R 4 independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkynyl group which is unsubstituted or has a substituent, a C3-8 cycloalkyl group which is unsubstituted or has a substituent, a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, a halogeno group, or a cyano group;
n represents the number of methylene substituted with R 3 and R 4 , and is any integer of 1 to 4; and when n is 2 or greater. R 3 and R 4 may be the same as or different from each other;
R 3 and R 4 may be connected to each other and form a ring together with the carbon atom to which R 3 and R 4 are bonded;
R 5 represents a hydrogen atom or a C1-6 alkyl group which is unsubstituted or has a substituent;
B represents an oxygen atom or a sulfur atom;
Q 2 represents a C7-11 aralkyl group which is unsubstituted or has a substituent X 2 , a C6-10 aryl group which is unsubstituted or has a substituent X 2 , or a 5- or 6-membered heteroaryl group which is unsubstituted or has a substituent X 2 ;
X 2 represents a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkynyl group which is unsubstituted or has a substituent, a C3-8 cycloalkyl group which is unsubstituted or has a substituent, a hydroxyl group, a C1-6 alkoxy group which is unsubstituted or has a substituent, a C1-7 acyl group which is unsubstituted or has a substituent, a C1-6 alkoxycarbonyl group which is unsubstituted or has a substituent, an amino group which is unsubstituted or has a substituent, a C1-6 alkylthio group which is unsubstituted or has a substituent, a C1-6 alkylsulfonyl group which is unsubstituted or has a substituent, a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, a halogeno group, a cyano group, or a nitro group;
the number of the substituent X 2 on Q 2 is any integer of 1-5; and when the number of the substituent X 2 is 2 or greater, X 2 s may be the same as or different from each other; and
according to the stereoisomerism of the double bond to which R 5 and B arc bonded in Formula (I) the compound shows (E), (Z), or (E/Z).

2. The method according to claim 1 , wherein at least one other effective component is administered to the animal.

3. The method according to claim 1 , wherein the animal is a human.

4. The method according to claim 1 , wherein the animal is a pet.

5. The method according to claim 4 , wherein the pet is a dog or a cat.

6. The method according to claim 1 , wherein the animal is livestock.

7. The method according to claim 1 , wherein the parasite is a tick.

8. A method for suppressing insects and mites which are parasitic on or infect animals,
wherein at least one compound selected from the 1-heterodiene compounds and salts thereof according to Formula (I) acts on the insects and mites which are parasitic on or infect animals and/or the habitat thereof, wherein Formula (I) is:

wherein, in Formula (I),
Q 1 represents a C6-10 aryl group which is unsubstituted or has a substituent X 1 , or a 5- or 6-membered heteroaryl group which is unsubstituted or has a substituent X 1 ;
X 1 represents a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkynyl group which is unsubstituted or has a substituent, a C3-8 cvcloalkyl group which is unsubstituted or has a substituent, a hydroxyl group, a C1-6 alkoxv group which is unsubstituted or has a substituent a C1-7 acyl group which is unsubstituted or has a substituent, a C1-6 alkoxycarbonyl group which is unsubstituted or has a substituent, an amino group which is unsubstituted or has a substituent, a C1-6 alkylthio group which is unsubstituted or has a substituent, a C1-6 alkylsulfonyl group which is unsubstituted or has a substituent, a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, a halogeno group, a cyano group, or a nitro group;
the number of the substituent X 1 on Q 1 is any integer of 1 to 5; and when the number of the substituent X 1 is 2 or greater, X 1 s may be the same as or different from each other;
A represents an oxygen atom or a sulfur atom:
each of R 1 and R 2 independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or has a substituent, a C2-6 alkenyl group which is unsubstituted or has a substituent, a C2-6 alkynyl group which is unsubstituted or has a substituent, a C3-8 cycloalkyl group which is unsubstituted or has a substituent a C6-10 aryl group which is unsubstituted or has a substituent, a 3- to 6-membered heterocyclic group which is unsubstituted or has a substituent, or a cyano group;
an exomethylene group which is unsubstituted or has a substituent may be formed by R 1 and R 2 being taken together;
each of R 3 and R 4 independently represents a hydrogen atom, a C1-6 alkyl group which is unsubstituted or

Assignees

• Nippon Soda Co

Inventors

• Iwasa Takao
• Hirata Koichi

Classifications

• C07D335/02

  not condensed with other rings · CPC title

• A01N43/18

  with sulfur as the ring hetero atom · CPC title

• A61K31/382 Primary

  having six-membered rings, e.g. thioxanthenes (thiothixene A61K31/496) · CPC title

• A01N43/10

  with sulfur as the ring hetero atom · CPC title

• A01N43/16

  with oxygen as the ring hetero atom · CPC title