Abstract

SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF VARIOUS 1- SUBSTITUTED-9-SUBSTITUTED-5,5-DIMETHYL-1,3,4,4A,5,10b- HEXAHYDRO-2H-CHROMENO[4,3-b]PYRIDIN-2-ONE

Soma Pramanik* and Amit Kumar Das

ABSTRACT

The present work was aimed at exploring a series of novel 1- substituted-9-substituted-5,5-dimethyl-1,3,4,4a,5,10b-hexahydro-2Hchromeno[ 4,3-b]pyridin-2-one by utilizing substituted phenols as their starting material. The methodology comprised of acylation, fries rearrangement reaction, cyclisation, reduction, epoxidation, ring opening reaction and N-alkylation. Substituted phenols were first acylated with acetic acid in presence of Lewis acid to substituted acetophenones which were smoothly converted to benzopyran derivatives by N-alkylation of amines by alkyl halides occurs in aqueous media under microwave irradiation. The structures of the synthesized compounds were established through 1HNMR, MASS and FT-IR Spectroscopic techniques. The synthesized compounds were screened for their in vivo antihypertensive activity using tail-cuff method in fructose-induced Albino Wistar rats.

Keywords: Benzopyrans, Fries rearrangement reaction, N-alkylation, antihypertensive activity, tail-cuff method.