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Paper | Regular issue | Vol 102, No. 4, 2021, pp.659-674
Published online, 24th February, 2021
DOI: 10.3987/COM-20-14402
3,5-Disubstituted Tetrahydro-2H-1,3,5-thiadiazine-thiones Ester Derivatives and Their Antimicrobial Evaluation

Irfan Ullah, Jamshed Hashim,* Nuzhat Arshad,* Muhammad Yaseen, Rasool Khan, Tahseen Iqbal, Syeda Zehra Hamid, Afshan Kanwal, and Iqbal Safi

*H.E.J. Research Institute of Chemistry, ICCBS, University of Karachi, Karachi-75270, Pakistan


A diverse set of 3,5-disubstitited tetrahydro-2H-1,3,5-thiadiazine-thiones (THTT) and their ester derivatives were synthesized in good to excellent yields. The ester derivatives were screened for their antibacterial and antifungal potential and compared with their acidic counterparts. Structure-activity relationship revealed that the THTTs with N-3 carboxylic functionality have very promising potential against all tested pathogens in general. However, ester analogues showed suppressed or no activities against the same pathogens thus indicate that these compounds can be used as a template study for the development of improved antimicrobial agents/prodrugs.