A. Rehman, Wajeeha Tanveer, M. Abbasi
Dec 30, 2011
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Abstract
In the present study, a series of N-substituted sulfonamides have been synthesized. The reaction of benzene sulfonyl chloride (1) with O-anisidine (2) yielded N-(2-methoxyphenyl) benzenesulfonamide (3), which on bromination with bromine in the presence of acetic acid gave N-(4,5-dibromo-2-methoxyphenyl)benzenesulfonamide (6). The two products (3) and (6) further on treatment with alkyl halides/acyl halide in the presence of sodium hydride yielded thirteen different N-substituted sulfonamides. The compounds were characterized by IR, EIMS and 1H-NMR and screened against acetyl cholinesterase, butyryl cholinesterase and lipoxygenase enzymes. The results revealed that N-butyl-N-(4, 5-dibromo-2-methoxyphenyl)benzene sulfonamide (6d) and N-pentyl-N-(4,5-dibromo-2-methoxy phenyl)benzenesulfonamide (6e) exhibited good inhibitory potential against lipoxygenase.