Rational Design and Synthesis of Some Novel Substituted Acetamides Bearing 2-[3-acetyl-(1hindol- 1-yl/5-methoxy-1h-indol-1-yl)] Motifs and Their Study for Acetylcholinesterase Inhibitory Activity

Chowdary, PVR and Raveendran, N and Ali, Hina (2013) Rational Design and Synthesis of Some Novel Substituted Acetamides Bearing 2-[3-acetyl-(1hindol- 1-yl/5-methoxy-1h-indol-1-yl)] Motifs and Their Study for Acetylcholinesterase Inhibitory Activity. International Journal of Research in Pharmacy and Chemistry, 3 (4). pp. 859-862. ISSN 2231 2781

[img] PDF
PVR.pdf - Published Version
Restricted to Registered users only

Download (174kB) | Request a copy

Abstract

Currently about 20 million people are suffering from Alzheimer’s disease (AD) and this figure is projected to touch 34 million in another 10 years. One of the resently used important drug to treat AD is rivastigmine. But it has short half - life and limited usage. So some new compounds, substituted acetamides bearing indole moiety which are related to rivastigmine were designed and synthesized. 2 -chlorocycloaminoethanones and 2- chloro N- alkyl acetamides were synthesized by adding chloroacetyl chloride dropwise to a mixture of cycloamine/ N -alkylamines, dichoromethane and triethylamine and stirring for 1 hour at 0°C. These compounds were stirred at 60°C for 5 hours with a solution of indole/5 - methoxy indole in DMSO in presence of potassium hydroxide to obtain 2-[(1H-indol/5 -methoxy-1H-indo l-1-yl)-1-cyclo amino/N -alkylamino]- ethanones.Titled compounds were synthesized by acetylating the above compounds with acetic anhydride in presence of anhydrous aluminum chloride and dichloromethane at 0°C. Synthesized compounds were characterized on the basis of physical and spectroscopic data. Anticholinesterase inhibitory activity of these compounds was determined by Ellman’s esterase assay and was found to be active in 371.5μM to1025μM range. These compounds were also found to be stable when subjected to forced alkaline degradation.

Item Type: Article
Uncontrolled Keywords: Indole; Rivastigmine; Acetamide and acetyl cholinesterase
Subjects: Pharmacy > MCOPS Manipal > Pharmaceutical Chemistry
Depositing User: KMC Manipal
Date Deposited: 22 Nov 2013 04:18
Last Modified: 22 Nov 2013 04:18
URI: http://eprints.manipal.edu/id/eprint/137778

Actions (login required)

View Item View Item