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Synthesis of Bioactive Sulfonamides Bearing Piperidine Nucleus with Talented Activity Against Cholinesterase
Published: 30 October 2012 by MDPI in The 16th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic, Medicinal and Natural Products
Abstract: In the present study, a series of new N-alkyl-N-(piperidin-1-yl)benzenesulfonamide (1a-f) and N-aryl/alkyl substitued-2-[(phenylsulfonyl)(piperidin-1-yl)amino]acetamide (3a-n) derivatives were synthesized. These derivatives were prepared by reacting 1-amino piperidine with benzene sulfonyl chloride to afford parent compound N-(piperidin-1-yl)benzenesulfonamide (1), followed by substitution at nitrogen with different electrophilic reagents in the presence of sodium hydride to give a series of derivatives 1a-f and 3a-n. The structures of the synthesized compounds were confirmed based on 1H-NMR, IR and mass spectral data. The synthesized compounds were screened against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes and almost all the compounds exhibited promising activity.
Keywords: 1-aminopiperidine, benzenesulfonyl chloride,cholinesteras