Scientific Research Journal (SCIRJ), Volume VII, Issue XII, December 2019 25 ISSN 2201-2796 www.scirj.org © 2019, Scientific Research Journal http://dx.doi.org/10.31364/SCIRJ/v7.i12.2019.P1219734 Synthesis, Characterization and Biological Activities of 2, 5-Dimethyl-4-Methoxy[5,6-b]Benzo[2,3-a]Pyrolo-4- Keto Thiazine-1,1-Dioxide Bodunde Joseph OWOLABI 1 , David Iregbeyaogene IRAOYA 1 , Taiwo Sholagbade ADEPOJU 1 * 1 Chemistry Department, Federal University of Technology, Akure, Nigeria. *: Corresponding Author's email address: tsadepoju@futa.edu.ng DOI: 10.31364/SCIRJ/v7.i12.2019.P1219734 http://dx.doi.org/10.31364/SCIRJ/v7.i12.2019.P1219734 ABSTRACT: Microbial infections remain harrowing menace to health sector globally with distressing effects such as prolonged hospitalization, morbidity and high cost for treatment. The research was conducted to develop effective therapeutic agents against pathogens. Firstly, 2, 5-Dimethyl-4-sulphonyl proline anisole was synthesized from reaction between 2, 5-dimethyl-4- methoxybenzene sulphonyl chloride and L-proline in basic medium. Thereafter, 2, 5-dimethyl-4-methoxy[5,6-b]benzo[2,3-a]pyrolo- 4-keto thiazine-1,1-dioxide was synthesized from the intermediate using thionyl chloride and triethyl amine. The synthesized compounds were characterized by FTIR and NMR. Then, antimicrobial activities of the compounds were studied. Both compounds inhibited the growth of tested bacteria and fungi. 2, 5-dimethyl-4-methoxy[5,6-b]benzo[2,3-a]pyrolo-4-keto thiazine-1,1-dioxide gave better antibacterial activities, even than commercial drug while 2, 5-Dimethyl-4-sulphonyl proline anisole exhibited stronger antifungal activities. Keywords: Pathogens, therapeutics, infections, antimicrobials and 2, 5-dimethyl-4-methoxy[5,6-b]benzo[2,3-a]pyrolo-4-keto thiazine-1,1-dioxide 1.0 INTRODUCTION Microbial infections remain harrowing menace to health sector globally with distressing effects such as prolonged hospitalization, morbidity and high cost for treatment [1, 2]. Additionally, the capacity of pathogenic microorganisms to resist therapeutic activities of drugs has reduced the effectiveness of these drugs, making the development of new drugs a matter of necessity. Sadly speaking, the pace at which new drug is being introduced to the market is extremely low compared to the tempo at which pathogens develop resistance [3]. Thus, the development of effective antimicrobials stands as pressing need worldwide.