Regioselective reaction: Synthesis of novel Mannich bases derived from 3-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-5-mercapto-1,2-4-triazoles and their antimicrobial properties
A new series of 3-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-5- mercapto-1,2-4-triazoles have been synthesized. These triazoles on reaction with aldehydes in the presence of acid catalyst forms Schiff's bases. These Schiff's bases can exist both in the thiol as well as in the thione tautomeric form. However when these compounds are subjected to Mannich reaction, M-Mannicli bases 7a-f are obtained rather than the S-Mannich bases. The structures of the new compounds have been confirmed by spectral and analytical data. Few of these Mannich bases have been evaluated for their possible antifungal and antibacterial activity. Most of the tested compounds show significant antifungal and antibacterial activity.
Synthesis and biological study of some novel 4-[5-(4,6-disubstituted-2- thiomethylpyrimidyl)-4'-amino-1,2,4- triazol-3'-yl] thioacetyl-3-arylsydnones
A series of 4-[5-(4,6-disubstituted-2-thiomethyl pyrimidyl)-4'-amino-1,2-4- triazol-3'-yl]thioacetyl-3-arylsydnones 7a-i were synthesized by the reaction of 5-(4,6-disubstituted-2-thiomethylpyrimidyl)-4-amino-3-mercapto-1,2-4-triazoles 3 with 3-aryl-4-bromoacetyl sydnones 6 in an ethanol medium. The newly synthesized compounds 7a-i were screened for their antibacterial activity against E. coli and Serratia marcesens and for antibacterial activity against Aspergillus niger and Pencillium. Most of the tested compounds showed significant antifungal activity particularly against Pencillium at 10-g/mL concentration comparable with that of the standard drug Flukanazole.
Kalluraya, Balakrishna,Lingappa,Nooji, Satheesh Rai
p. 1393 - 1401
(2008/02/07)
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