Synthesis and Biological Evaluation of Some 3-Cyano-4(1-methyl-1H-pyrrol-2-yl)-6-substituted-2(1H)pyridinones and Their 2-imino isosters. MOHAMMED S. M. Al-SAADI2, SHERIF A.F. ROSTOM1,2 and HASSAN M. M. FAIDALLAH2 Division of Medicinal Chemistry, Faculty of Medicine and Allied Sciences, King Abdul-Aziz University, P.O. Box 80205, Jeddah 21589, Saudi Arabia. 2 Abstract Pyridine and pyrrole ring systems are contained within a variety of natural products and biologically active compounds. New 3-cyano-4-(1-methyl-1H-pyrrol2-yl)-6-substituted-2(1H)-pyridinones and their 2(1H)-iminopyridine isosters were synthesized via two interrelated synthestic procedures and evaluated for their in vitro antibacterial and antifungal activities. Their antitubercular potency was investigated according to the protocol of the TAACF screening program. The chemical reactions employed in the synthesis of the intermediate and target compounds are discussed and the structures of the synthesized compounds were confirmed by the IR and 1H-NMR spectral data. The results revealed that some compounds exhibited promising antibacterial and antifungal activities while they lack any antitubercular effeciency.