Antibacterial agents
View Patent ↗Compounds of formula (IA) or (IB) have antibacterial activity: wherein W is ═CH— or ═N—; Ri and R2 are independently selected from hydrogen, fluoro and chloro, provided that Ri and R2 are not each hydrogen when W is ═CH—; n is 0 or 1; X is —O—, —S—, or —CH 2 —; and Q is (i) a phenyl radical, a naphthyl radical, a monocyclic carbocyclic or heteroaryl radical having 3 to 6 ring atoms, or a bicyclic heteroaryl radical having 5 to 10 ring atoms, any of which radicals being optionally substituted; or (ii) an optionally substituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, or C 2 -C 6 alkynyl radical, which may optionally be interrupted by —O—, —S—, —S(O)—, —S(O 2 )—, —NH—, —N(CH 3 )—, —N(CH 2 CH 3 )—, —C—K═Oh or —C(═O)—O—.
1. A compound which is a substituted thiadiazolylmethoxybenzamide or thiadiazolylmethoxypyridylamide of formula (IA), or a salt thereof:
wherein
W is ═CH— or ═N—;
R 1 and R 2 are independently selected from hydrogen, fluoro and chloro, provided that R 1 and R 2 are not each hydrogen when W is ═CH—;
n is 0 or 1;
X is —O—, —S—, or —CH 2 —; and
Q is (i) a phenyl radical, a naphthyl radical, a monocyclic carbocyclic or heteroaryl radical having 3 to 6 ring atoms, or a bicyclic heteroaryl radical having 5 to 10 ring atoms, any of which radicals being optionally substituted; or (ii) an optionally substituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, or C 2 -C 6 alkynyl radical, which may optionally be interrupted by —O—, —S—, —S(O)—, —S(O 2 )—, —NH—, —N(CH 3 )—, —N(CH 2 CH 3 )—, —C(═O)—, or —C(═O)—O—.
2. A compound as claimed in claim 1 wherein W is ═CH—.
3. A compound as claimed in claim 2 wherein R 1 and R 2 are independently fluoro or chloro, or one of R 1 and R 2 is hydrogen while the other is fluoro or chloro.
4. A compound as claimed in claim 1 wherein Q is optionally substituted phenyl.
5. A compound as claimed in claim 1 wherein Q is optionally substituted pyridin-2-yl, or pyridin-3-yl.
6. A compound as claimed in claim 4 wherein any optional substituents in Q are selected from methyl, —OCH 3 , —OCH 2 CH 3 , —CF 3 , —OCF 3 , ethyl, cyclopropyl, oxo, hydroxyl, —F, —Cl, —Br, cyano, acetyl, amino, methylamino, dimethylamino, acetylamino, carbamate, —CONH 2 , nitro, —COOH and —CH 2 OH.
7. A compound as claimed in claim 4 wherein n is 0.
8. A compound selected from the group consisting of:
and salts thereof.
9. A pharmaceutical composition comprising a compound as claimed in claim 1 , together with a pharmaceutically acceptable carrier.