The aim of this work was to synthesize some methanesulfonamides bearing 1,4-benzodioxane moiety and to evaluate their cytotoxicity profile through hemolytic study. The synthetic methodology involved the reaction of 1,4-benzodioxane-6-amine (1) with methanesulfonyl chloride (2) in aqueous alkaline medium under stirring for 2-3 hours and dynamic pH control at 9 to form N-(2,3-dihydrobenzo[1,4]dioxin-6-yl)methanesulfonamide (3). The synthesized sulfonamide, 3, was dissolved in DMF and LiH was added as an activator. Then, it was stirred for 2-3 hours with a series of aralkyl/alkyl halides, 4a-g, to yield N-alkyl/ aralkyl-N-(2,3-dihydrobenzo[1,4]dioxin-6-yl)methanesulfonamides (5a-g). The structural analysis of the derivatives was performed by FT-IR, 1H-NMR and EI-MS. When these molecules were evaluated for their hemolytic study, the molecule 5g was found to be least toxic amongst the series. Hence, this molecule might be utilized as safe therapeutic agent.
Muhammad Athar Abbasi, Muhammad Masood, Aziz-ur-Rehman, Sabahat Zahra Siddiqui,
Anum Fatima, Muhammad Shahid, Hina Fatima, and Khlid Mohammed Khan