In this article, synthesis of a library of trisubstituted s-triazines, which, in addition to 4-amino-benzonitrile, contain 4-hydroxy-N-methylquinolin-2(1H)-one as well as substituted aliphatic amines condensed to C-6 position of s-triazinyl core is discussed. The newly synthesized analogues were then subjected to determine their efficacy against some bacterial and fungal strains as two gram-positive bacteria (Staphylococcus aureus MTCC 96 and Bacillus cereus MTCC 619), six gram-negative bacteria (Escherichia coli MTCC 739, Pseudomonas aeruginosa MTCC 741, Klebsiella pneumoniae MTCC 109, Salmonella typhi MTCC 733, Proteus vulgaris MTCC 1771, and Shigella flexneria MTCC 1457) and two fungal species (Aspergillus niger MTCC 282 and Candida albicans MTCC 183) with an intent to develop novel class of antimicrobial agents. The results of bioassay showed that some of the newly synthesized s-triazine congeners emerged with noteworthy antimicrobial activity. The structure of final scaffolds has been assigned on the basis of IR, 1 H NMR, 13C NMR, mass spectroscopy and elemental analysis.