Anthelmintic compounds, compositions and method of using thereof
View Patent ↗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.
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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3. A composition for the treatment and prevention of a parasitic infection or infestation in an animal, comprising a therapeutically effective amount of at least one anthelmintic compound of claim 1 in combination with a pharmaceutically acceptable carrier.
4. A method for the treatment and prevention of a parasitic infection or infestation in an animal, comprising administering a therapeutically effective amount of the compound of claim 1 to the animal.