DSpace logo

Please use this identifier to cite or link to this item: http://142.54.178.187:9060/xmlui/handle/123456789/15045
Title: Synthesis of some new N-(alkyl/aralkyl)-N-(2,3-dihydro-1,4- benzodioxan-6-yl)-4-chlorobenzenesulfonamides as possible therapeutic agents for Alzheimer’s disease and Type-2 Diabetes
Authors: Abbasi, Muhammad Athar
Rehman, Aziz-ur
Siddiqui, Sabahat Zahra
Hadi, Noor ul
Mumtaz, Ayesha
Shah, Syed Adnan Ali
Ashraf, Muhammad
Abbasi, Ghulam Hasan
Keywords: 1,4-Benzodioxan-6-amine
4-Chlorobenzenesulfonyl chloride
Alkyl/aralkyl halides
IR
1H-NMR, EI-MS
enzyme inhibition
Issue Date: 9-Jan-2019
Publisher: Karachi: Faculty of Pharmacy & Pharmaceutical Sciences University of Karachi
Citation: Abbasi, M. A., Siddiqui, S. Z., ul Hadi, N., Mumtaz, A., Shah, S. A. A., Ashraf, M., & Abbasi, G. H. (2019). Synthesis of some new N-alkyl/aralkyl)-N-(2, 3-dihydro-1, 4benzodioxan-6-yl)-4-chlorobenzenesulfonamides as possible therapeutic agents for Alzheimer's disease and Type-2 Diabetes. Pakistan journal of pharmaceutical sciences, 32(1), 61-69.
Abstract: In the current research work, a series of new N-(alkyl/aralkyl)-N-(2,3-dihydro-1,4-benzodioxan-6-yl)-4- chlorobenzenesulfonamides has been synthesized by reacting 1,4-benzozzdioxan-6-amine (1) with 4- chlorobenzenesulfonyl chloride (2) to yield N-(2,3-dihydro-1,4-benzodioxan-6-yl)-4-chlorobenzenesulfonamide (3) which was further reacted with different alkyl/aralkyl halides (4a-n) to afford the target compounds (5a-n). Structures of the synthesized compounds were confirmed by IR, 1H-NMR, EI-MS spectral techniques and CHN analysis data. The results of enzyme inhibition showed that the molecules, N-2-phenethyl-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4- chlorobenzenesulfonamide (5j) and N-(1-butyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-chlorobenzenesulfonamide (5d), exhibited moderate inhibitory potential against acetylcholinesterase with IC50 values 26.25±0.11 μM and 58.13±0.15 μM respectively, whereas, compounds N-benzyl-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-chlorobenzenesulfonamide (5i) and N-(pentane-2-yl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-chlorobenzenesulfonamide (5f) showed moderate inhibition against α-glucosidase enzyme as evident from IC50 values 74.52±0.07 and 83.52±0.08 µM respectively, relative to standards Eserine having IC50 value of 0.04±0.0001 µM for cholinesterases and Acarbose having IC50 value 38.25±0.12 µM for α-glucosidase, respectively.
URI: http://142.54.178.187:9060/xmlui/handle/123456789/15045
ISSN: 1011-601X
Appears in Collections:Issue 1

Files in This Item:
File Description SizeFormat 
Paper-9.htm130 BHTMLView/Open


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.