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Synthetic N-(Alkyl/Aralkyl)-N-(2,3-Dihydro-1,4-Benzodioxin-6-Yl)-4-Methylbenzenesulfonamides as Acetyl cholinesterase Inhibitors

Author

Listed:
  • Abbasi MA
  • AurangZeb
  • Aziz-ur-Rehman
  • Siddiqui SZ
  • Shah SAA

    (Department of Chemistry, Government College University,)

  • Ashraf M

    (Department of Pharmacy, Universiti Teknologi MARA, Malaysia)

  • Qurat-ul-Ain

    (4Department of Chemistry, The Islamia University of Bahawalpur, Pakistan)

Abstract

The current research effort involved the reaction of 2,3-dihydro-1,4-benzodioxin-6-amine (1) with 4-methylbenzenesulfonyl chloride (2) in the presence of 10% Na2CO3 under dynamic pH control to obtain N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-methylbenzenesulfonamide (3) which was further coupled with a series of alkyl/aralkyl halides (4a-n) to attain N-alkyl/aralkyl-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-methylbenzenesulfonamides (5a-n), using polar aprotic solvent; DMF and catalytic amount of lithium hydride as base. The structural characterization of these newly synthesized compounds was done by IR, 1H-NMR and EIMS spectral data. All these compounds were assessed for their acetyl cholinesterase inhibitory potentials and were found to be moderate inhibitors of this enzyme. Two molecules, 5f and 5n displayed excellent to effective inhibitory potential respectively while the other showed moderate inhibitory potential against acetyl cholinesterase enzyme.

Suggested Citation

  • Abbasi MA & AurangZeb & Aziz-ur-Rehman & Siddiqui SZ & Shah SAA & Ashraf M & Qurat-ul-Ain, 2017. "Synthetic N-(Alkyl/Aralkyl)-N-(2,3-Dihydro-1,4-Benzodioxin-6-Yl)-4-Methylbenzenesulfonamides as Acetyl cholinesterase Inhibitors," Novel Approaches in Drug Designing & Development, Juniper Publishers Inc., vol. 1(5), pages 74-79, June.
    • Handle: RePEc:adp:jnapdd:v:1:y:2017:i:5:p:74-79
    DOI: 10.19080/NAPDD.2017.01.555573
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