IP Library Granted Patent US 9,655,884
Granted Patent B2
US 9,655,884 · App. 15/101,430 · Granted May 23, 2017

Antiparasitic use of isoxazoline compounds

Inventors: Heike Williams (Offenbach, DE); Hartmut Zoller (Hocheim, DE); Anja Regina Heckeroth (Stadecken-Eisheim, DE)
Assignee: Intervet Inc.
A61K31/42A01N43/80A61K9/0053C07D261/08C07D403/10C07D471/04
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Quick Facts
Patent No.
US 9,655,884
App. No.
15/101,430
Granted
May 23, 2017
Kind
B2
Abstract

This invention relates to methods for preventing infestations of animals and their environments with adult fleas by systemic administration of isoxazoline compounds.

Claims (24)

1. A Method of preventing re-infestation of animals by fleas comprising administering to an flea infested animal a sub-insecticidal dose of an isoxazoline compound of formula (I)

wherein

R 1 =halogen, CF 3 , OCF 3 , CN,

n=integer from 0 to 3

R 2 =C 1 -C 3 -haloalkyl,

T=5- or 6-membered ring, which is optionally substituted by one or more radicals Y,

Y=methyl, halomethyl, halogen, CN, NO 2 , NH 2 —C═S, or two adjacent radicals Y form together a chain;

Q=X—NR 3 R 4 or a 5-membered N-heteroaryl ring, which is optionally substituted by one or more radicals;

X=CH 2 , CH(CH 3 ), CH(CN), CO, CS,

R 3 =hydrogen, methyl, haloethyl, halopropyl, halobutyl, methoxymethyl, methoxyethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, ethylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, N-phenyl-N-methyl-amino, haloethylaminocarbonylmethyl, haloethylaminocarbonylethyl, tetrahydrofuryl, methylaminocarbonylmethyl, (N,N-dimethylamino)-carbonylmethyl, propylaminocarbonylmethyl, cyclopropylaminocarbonylmethyl, propenylaminocarbonylmethyl, haloethylaminocarbonylcyclopropyl,

wherein Z A =hydrogen, halogen, cyano, halomethyl,

R 4 =hydrogen, ethyl, methoxymethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, methylcarbonyl, ethylcarbonyl, propylcarbonyl, cyclopropylcarbonyl, methoxycarbonyl, methoxymethylcarbonyl, aminocarbonyl, ethylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, haloethylaminocarbonylmethyl, cyanomethylaminocarbonylmethyl, or haloethylaminocarbonylethyl,

Or R 3 and R 4 together form a substituent selected from the group consisting of:

sufficient to inhibit the development of the offspring of such fleas into adult stages and to reach blood plasma concentrations between 1.5 and 25 ng/ml, wherein the administration is topical administration or parenteral administration.

2. The method of claim 1 , wherein the administration is parenteral administration.

3. The method of claim 1 , wherein n is 1, 2 or 3.

4. The method of claim 1 , wherein R 2 is CF 3 or CF 2 Cl.

5. The method of claim 1 , wherein two adjacent radicals Y form together a three or four membered chain.

6. The method according to claim 2 wherein the isoxazoline compound is fluralaner.

7. The method according to claim 2 , wherein the animal is a dog or a cat.

8. The method of claim 1 , wherein the administration is topical administration.

9. The method according to claim 8 wherein the isoxazoline compound is fluralaner.

10. The method of claim 8 , wherein the animal is a dog or a cat.

11. The method of claim 1 , wherein Z A is CF 3 .

Assignments (2)
CHANGE OF ADDRESS Recorded Sep 26, 2023
From: INTERVET INC.
To: INTERVET INC.
Reel/Frame 065028/0818 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2016
From: WILLIAMS, HEIKE; ZOLLER, HARTMUT; HECKEROTH, ANJA REGINA
To: INTERVET INC.
Reel/Frame 038794/0005 →
Priority Claims (1)
EP 13196539.4 · Dec 10, 2013 · regional
Continuity (1)
Related Publication 20160303086A1 · Oct 20, 2016