Antibacterial agents

Abstract

Compounds of formula (I) have antibacterial activity: wherein R represents hydrogen or 1, 2 or 3 optional substituents; W is ═C(R 1 )—; R 1 is hydrogen and R2 is hydrogen, methyl, or fluorine; or R 1 and R 2 taken together are —CH 2 —, —CH 2 CH 2 , —O—, or, in either orientation, —O—CH 2 — or —OCH 2 CH 2 —; and R 3 is a radical of formula (Alk 1 ) m -(Z) p -(Alk 2 ) n -Q.

1 - 42 . (canceled) 
     
     
         43 . A compound of formula (IC) or a salt, hydrate or solvate thereof: 
       
         
           
           
               
               
           
         
         wherein: 
         W is ═C(R 1 )— or ═N—; 
         R 1  is hydrogen or an optional substituent and R 2  is hydrogen, methyl, or fluoro; or R 1  and R 2  taken together are —CH 2 —, —CH 2 CH 2 —, —O—, or, in either orientation, —O—CH 2 - or —OCH 2 CH 2 —; 
         R 4  and R 5  are independently fluoro or chloro, or one of R 4  and R 5  is hydrogen while the other is fluoro or chloro; 
         R 3  is a radical selected from those of the following formulae A-H, in which any vacant ring position is optionally substituted: 
       
       
         
           
           
               
               
           
         
         wherein Q is hydrogen, halogen, nitrile, or hydroxyl; or an optionally substituted monocyclic carbocyclic or heterocyclic radical having 3 to 6 ring atoms; or an optionally substituted bicyclic heterocyclic radical having 5 to 10 ring atoms. 
       
     
     
         44 . The compound of  claim 43 , wherein W is ═CH— and R 2  is hydrogen. 
     
     
         45 . The compound of  claim 43  wherein Q in radical R 3  is hydrogen or optionally substituted phenyl. 
     
     
         46 . The compound of  claim 43  wherein R 3  is optionally substituted quinolin-2-yl, benzothiazol-2-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, oxadiazol-3-yl, oxadiazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl or thiazolopyridin-2-yl. 
     
     
         47 . The compound of  claim 46  wherein R 3  is substituted by optionally substituted phenyl. 
     
     
         48 . The compound of  claim 43  wherein any optional substituents in R 3  are selected from methyl, —OCH 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. 
     
     
         49 . The compound of  claim 46  wherein any optional substituents in R 3  are selected from methyl, —OCH 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. 
     
     
         50 . The compound of  claim 43  which is a compound of formula (ID) or a salt, hydrate or solvate thereof: 
       
         
           
           
               
               
           
         
         wherein: 
         R 2  is hydrogen, methyl, or fluoro; and 
         R 3  is a radical selected from those of the following formulae A-H, in which any vacant ring position is optionally substituted: 
       
       
         
           
           
               
               
           
         
         wherein Q is hydrogen, halogen, nitrile, or hydroxyl; or an optionally substituted monocyclic carbocyclic or heterocyclic radical having 3 to 6 ring atoms; or an optionally substituted bicyclic heterocyclic radical having 5 to 10 ring atoms. 
       
     
     
         51 . The compound of  claim 50  wherein R 2  is hydrogen. 
     
     
         52 . The compound of  claim 50  wherein Q in radical R 3  is hydrogen or optionally substituted phenyl. 
     
     
         53 . The compound of  claim 50  wherein R 3  is optionally substituted quinolin-2-yl, benzothiazol-2-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, oxadiazol-3-yl, oxadiazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl or thiazolopyridin-2-yl. 
     
     
         54 . The compound of  claim 53  wherein R 3  is substituted by optionally substituted phenyl. 
     
     
         55 . The compound of  claim 50  wherein any optional substituents in R 3  are selected from methyl, —OCH 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. 
     
     
         56 . A pharmaceutical composition comprising a compound of  claim 43  together with a pharmaceutically acceptable carrier. 
     
     
         58 . An antibacterial composition comprising a compound of  claim 43  in an amount effective to inhibit bacterial growth, together with a pharmaceutically acceptable carrier. 
     
     
         59 . A method of treating bacterial infection in a subject suffering such infection comprising administering to the subject an amount of a compound of  claim 43  sufficient to inhibit bacterial growth. 
     
     
         60 . A method of treating bacterial contamination of a substrate comprising applying to the site of such contamination an amount of a compound of  claim 43  sufficient to inhibit bacterial growth.