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- Title
Synthesis, Antibacterial and Lipoxygenase Inhibition Studies on Some N-(4-{[(Alkyl/aralkyl)(phenethyl)amino]sulfonyl}phenyl) acetamides.
- Authors
ABBASI, Muhammad A.; KHIZER, Rabia; Aziz-ur-REHMAN; SIDDIQUI, Sabahat Z.; RUBAB, Kaniz; MALIK, Rabia; AHMAD, Irshad; SHAH, Syed Adnan A.
- Abstract
In the present study, 2-phenyl-1-ethanamine (phenethyl amine;1) was reacted with 4-acetamido benzenesulfonyl chloride (2) in the presence of 10% aqueous Na²CO3 to achieve N-{4- [(phenethylamino)sulfonyl]phenyl}acetamide (3) which was further reacted with different alkyl/aralkyl halides, 4a-f, in polar aprotic solvent, N,N-dimethylformamide (DMF) and sodium hydride as base to afford various N-substituted derivatives of 3. Structural elucidation of N-{4-[(phenethylamino)sulfonyl] phenyl}acetamide derivatives, 5a-f, was done by IR,¹H-NMR and mass spectral analysis. Parent molecule 3, as well as N-substituted derivatives 5a, 5b, 5e and 5f revealed good to moderate antibacterial potential against various Gram-positive and Gram-negative bacterial strains as compared to standard, ciprofloxacin. Moreover, N-(4-{[(4-chlorobenzyl)(phenethyl)amino]sulfonyl}phenyl) acetamide (5c) proved to be a possible inhibitor of lipoxygenase enzyme having IC50 of 135.31±0.81 μM relative to Baicalein which was taken as a reference.
- Subjects
BENZENESULFONAMIDES; LIPOXYGENASES; ENZYME inhibitors synthesis; ACETAMIDE; SODIUM hydride
- Publication
Turkish Journal of Pharmaceutical Sciences, 2015, Vol 12, Issue 3, p257
- ISSN
1304-530X
- Publication type
Article