SYNTHETIC APPROACH TO NOVEL PYRIMIDO-TRIAZINES WITH ANTIMICROBIAL ACTIVITYYOSSRA A. MARICH, ALAA A. AL-RIFAIE, WIJDAN H. AL-TAMIMI AND HAYAT H. ABASS
In an effort to discover novel antimicrobial compounds we describe here the synthesis of various series of traizine analogues including 2,4-diamino-5-(4-chlorophenyl) diazenyl)-6-chloropyrimidine (1) and 2,4 diamino-5-(4-bromophenyl) diazenyl)-6 chloropyrimidine (2) with carbon disulphide in the presence of sodium hydroxide as basic medium afforded unexpectedly sodium 6-amino-2-(4-chlorophenyl)-8-chloro- 1,2dihydropyrimido [4,5-e][1,2,4] triazine-3-thiolate (3) and sodium 6-amino-2-(4-bromophenyl)-8-chloro- 1,2-dihydropyrimido [4,5-e][1,2,4] triazine-3-thiolate (4). IR, NMR (1H and 13C) and HSQC spectra were used to identify analogues structure. The newly synthesized compounds were screened in vitro for their antibacterial, antifungal activities and human red blood cells (RBCs) cytotoxicity. The result showed that only compound (3) has a significant inhibitory activity against the selected Gram positive and negative bacterial strains and the most common fungal pathogens including filamentous and yeasts form. This synthesized compound had no toxic effect against human RBCs. This work indicated that compound (3) has a promising role to treat and manage pathogenic bacterial and fungal infections with no toxicity.
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