Synthesis, characterization and biological screening of sulfonamides derived form 2-phenylethylamine.

Aziz-ur Rehman, Sumbel Afroz, Muhammad Athar Abbasi, Wajeeha Tanveer, Khalid Mohammed Khan, Muhammad Ashraf, Irshad Ahmad, Iftikhar Afzal, Nida Ambreen

Department of Chemistry, Government College University, Lahore, Pakistan. azizryk@yahoo.com

Pakistan journal of pharmaceutical sciences 2012 Oct

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In the present study, a series of N-substituted derivatives of 2-phenylethylamine has been synthesized. The reaction of 2-phenylethylamine (1) with benzene sulfonyl chloride (2) yielded N-(2-phenylethyl) benzenesulfonamide (3), which further on treatment with alkyl/acyl halides (4a-i) in the presence of sodium hydride furnished into N-substituted sulfonamides (5a-i). These derivatives were characterized by IR, (1)H-NMR and EI-MS and then screened against acetyl cholinesterase (AChE), butyryl cholinesterase (BChE) and lipoxygenase enzyme (LOX) and were found to be potent inhibitors of butyryl cholinesterase only.

Citation

Aziz-ur Rehman, Sumbel Afroz, Muhammad Athar Abbasi, Wajeeha Tanveer, Khalid Mohammed Khan, Muhammad Ashraf, Irshad Ahmad, Iftikhar Afzal, Nida Ambreen. Synthesis, characterization and biological screening of sulfonamides derived form 2-phenylethylamine. Pakistan journal of pharmaceutical sciences. 2012 Oct;25(4):809-14