Design, Synthesis and Biological Assessment of N-Substituted Pronestyl Sulfonamide Analogues

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Sajid Mahmood, Amimah Ashraf, Muhammad Waheed Rasheed, Misbah Irshad, Ali Zaib, Mohammad Reza Farahani, Murat Cancan


Pronestyl sulfonamide N-(2-(diethylamino)ethyl-4-(phenylsulfonamido)benzamide) and their derivatives were synthesized to check antibacterial activity. Procainamide (Pronestyl) was reacted with benzene sulphonyl chloride in the presence of 10% Na2CO3 at room temperature to form the product N-(2-(diethylamino)ethyl-4-(phenylsulfonamido)benzamide) (3). This synthesized compound was used further for the synthesis of pronestyl sulfonamide derivatives (5a-f) by the reaction of alkyl/aralkyl halides with Pronestyl sulfonamide by using LiH and DMF. The antibacterial activity of these compounds were performed usining ciprofloxacin, the reference standard. Among all synthesized compounds the compound 5e observed as strong inhibitor against all bacteria like, Bacillus subtilis (8.28±2.02), Staphylococcus aureus (10.29 ±1.62), Escherichia coli (12.43±2.12) and Pseudomonas aeruginosa (9.43±1.10) while this compound shows moderate inhibition against Salmonella typhi. The synthesized molecules Pronestyl sulfonamide derivatives were structurally confirmed by IR, 1H-NMR and EIMS spectral data.

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