Anthelmintic compounds
AssigneeMerial Limited
InventorsAlan Long, Srinivas Reddy Gurrala
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Abstract
The present invention relates to novel anthelmintic compounds of formula (I) below: wherein Y and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl, and variables X1, X6, X8, Q1, Q2, Q3, Q4, Q5, Q6, Ring A, Ring B, W, W′, R2, R3, R, R′, m, n and q are as defined herein. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.
Claims18
An anthelmintic compound of formula (IA-1):
- wherein
- Y is benzothiazolyl or benzoxazolyl substituted by one or more of halogen, C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3halolakoxy, C1-C3haloalkylthio, C1-C3haloalkylthio or halothio;
- and Z is phenyl substituted with one or more of halogen, nitro, cyano, C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3halolakoxy, C1-C3alkylthio or C1-C3haloalkylthio;
- X1 is a bond, —O—, —C(O)—, —C(S)—, —NH— or —N(alkyl)-, —S—, —S(O)—, —S(O)2—, —NHS(O)—, —S(O)—NH—, —NHSO2—, —SO2NH—, —(CH2)n— where n is 1 to 3, —C(O)—CH2—, —CH2—C(O)—, —O—CH2—, —CH2—O—, —NHCH2—, —CH2—NH—, —S—CH2—, —CH2—S—, —S(O)—CH2—, —CH2—S(O)—, —S(O)2—CH2—, or —CH2—S(O)2—, wherein each NH, —NHS(O)—, —S(O)—NH—, —NHSO2—, —SO2NH—, —(CH2)n, —C(O)CH2—, —CH2—C(O)—, —O —CH2—, —CH2—O, —NH—CH2, —CH2—NH—, —S—CH2—, —CH2—S—, —S(O)—CH2—, —CH2—S(O)—, —S(O)2—CH2— and —CH2—S(O)2— is optionally independently substituted with oxo (═O) or one or two substituents selected from the group consisting of halogen, cyano, hydroxy, hydroxyalkyl, alkoxyalkyl, amino, alkylamino, dialkylamino, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxycarbonyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, arylcarbonyl, alkyl, haloalkyl, cycloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, carbocyclyl, heterocyclyl, carbocyclylalkyl, heterocyclylalkyl or aryl groups, where each substituent group may be further independently substituted by hydroxy, hydroxyalkyl, amino, alkylamino, dialkylamino and carboxy (—COOH);
- X6 is —O— or —NH—wherein the —NH—, is optionally substituted with, alkyl or haloalkyl;
- X8 is a bond, —(CH2)n where n is 1 to 3, —O—, —C(O)—,—S—, —S(O)—, —S(O)2—, —NHS(O)—, —S(O)—NH—, —NHSO2—, —SO2NH—, or —NH—, wherein each CH2 in —(CH2)n—, —NHS(O)—, —S(O)—NH—, —NHSO2—, —SO2NH— or the —NH— is optionally independently substituted with one or two substituents selected from the group consisting of halogen, hydroxy, amino, alkylamino, dialkylamino, hydroxyalkyl, alkoxyalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxycarbonyl, alkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, arylcarbonyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, carbocyclyl, heterocyclyl, carbocyclylalkyl, heterocyclylalkyl and oxo (═O), where each substituent group may be further independently substituted by hydroxy, hydroxyalkyl, amino, alkylamino, dialkylamino or carboxy (—COOH);
- one of Ring A and Ring B is L19, L20 or L21:
- and the other of Ring A and Ring B is trans-cyclohexylene, L1 or L4:
- where Q1, Q2, Q5 and Q6 are independently N or CH;
- W is O or S;
- R2 and R3 are independently hydrogen, halogen, or alkyl;
- and
- n is 1, 2 or 3.
Dependencies are inferred from the claim text.