SYNTHESIS AND EVALUTION OF ANTIBACTERIAL ACTIVITY OF SOME 2-AMINO/SUBSTITUTED AMINO-4-(PHENYL/p-CHLOROPHENYL) THIAZOLES

Abstract

One of the first commercial synthetic drugs containing thiazole ring was sulphathiazole, a simple sulfamide antibiotic derived from 2-amino thiazole. Moreover, a large number of thiazole derivatives have been found to exhibit pharmacological activities. More specifically, thiabendazole is widely used as anthelmintic and fungicide. Dcngolinc is used as ingredient of herbicide. 3- substituted-4-amino thiazole-2-thione possesses antifugal activity. Moreover, ever large number of functional derivatives of thiazole exhibit interesting biological properties. These reports substantiated the importance of 2-amino -4- (phenyl/p-chlorophenyl) thaizole moiety. In the view of the above facts and wide spectrum of activity associated with thiosemicarbazide, thiadiazole, thiazolidinones, and pyrimidine diones, it was thought worthwhile to synthesize a series of 2-amino/substituted amino-4- (phenyl/p-chlorophenyl) thiazoles and their derivatives (Scheme-1) as possible anti bacterial agents. A series of 2-amino/substituted [thiosemicarbazide/2-(N-2’mercapto-1’,3’,4’-thiadiazol-5’-yl] amino-4- (phenyl/p-chlorophenyl) thaizole moieties were prepared. The structures of compounds have been established on the basis of their IR and ¹H NMR spectral data. All the synthesized compounds were evaluated for their antibacterial activity using gram (+) ve and gram (-) ve organisms. The following tests compounds 2a, 2b, 3a, 3b, 4b and 5b shows moderately active against gram +ve bacteria like SA and LB. Remaining compounds like 1a, 2a and 5b which are highly active against gram (+) ve organisms. The following compounds 1a, 1b, 2a, 2b, 3a, 3b, 4a, 4b, 5a and 5b shows moderately active against gram - ve organisms like EC, ST, PA and PB. Remaining compounds like 1a, 3b, 4a, 4b, 5a and 5b which are highly active gram - ve organisms. In the present study, we concluded that some of the synthesized compounds possessed highly antibacterial activity.