Anthelmintic compounds, compositions and method of using thereof

Patent metadata

Field	Value
Publication number	US-10597364-B2
Application number	US-201615544837-A
Country	US
Kind code	B2
Filing date	Jan 20, 2016
Priority date	Jan 20, 2015
Publication date	Mar 24, 2020
Grant date	Mar 24, 2020

Abstract

The present invention relates to novel anthelmintic compounds of formula (IA) below:

wherein, Y is selected from the group consisting of —H, aryl, cycloalkyl, cycloalkenyl, heteroaryl, heterocyclyl, alkyl, haloalkyl, and alkoxyalkyl; and Z is selected from the group consisting of aryl, cycloalkyl, cycloalkenyl, heteroaryl, heterocyclyl, alkyl, haloalkyl, and alkoxyalkyl. Variables Ring A, Ring B, Ring C, X 1 , X 6 , and X 8 are as defined herein. The invention also relates to parasiticidal compositions comprising the compounds, and methods and uses of the compounds for treating and preventing parasitic infections and infestations in animals.

First claim

What is claimed is:

1. An anthelmintic compound of formula (IA):

wherein:
Ring A is piperazinyl;
Ring C is pyridine-2,4-diyl, pyridine-2,3-diyl, pyridine-2,5-diyl, pyridine-3,5-diyl, or pyridine-2,6-diyl;
Y is C 1 -C 4 alkyl, C 6 -C 10 -aryl, C 3 -C 10 -cycloalkyl, or 5-10 membered heteroaryl, or 3-8 membered heterocyclyl, each optionally substituted by one or more of halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, halothio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, or haloalkylsulfonyl;
X 1 is, C 2 -C 4 alkenylene, —O—, —S—, —C(O)—, —S(O) 2 —, —O—C(O)—, —C(O)—O—, —C(O)—N(R 1 )—, N(R 1 )—C(O)—, —C(S)—N(R 1 )—, N(R 1 )—C(S)—, —N(R 1 )SO 2 —, —(CH 2 ) n —, —C(O)—(CH 2 ) n —, —(CH 2 ) n —C(O)—, or —O—(CH 2 ) n —C(O)—,
where
n is independently 1 to 3;

R 1 is independently H, or C 1 -C 3 alkyl; and

is selected from the group consisting of:

2. A compound according to claim 1 , which is selected from the group consisting of:

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Assignees

• Boehringer Ingelheim Animal Health Usa Inc

Inventors

• Long Alan
• Wilkinson Douglas Edward

Classifications

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• A61P33/10

  Anthelmintics · CPC title

• A61P33/00

  Antiparasitic agents · CPC title

• C07D417/12

  linked by a chain containing hetero atoms as chain links · CPC title