Synthesis and Pharmacological Evaluation of Some Indanone-3-acetic acid Derivatives

Abstract

Synthesis of a series of nine compounds of the class indanone-3-acetic acid derivatives was undertaken with compounds containing indane ring moiety which itself is well known as a potential carrier for inducing biological activity in organic molecules. In fact, indane derivatives are known to have a wide spectrum of biological activity such as analgesic, antiinflammatory, monoamino oxidase inhibitory, antidepressant, antibacterial activity etc. In the present work, nine indanone-3-acetic acid derivatives were prepared in the laboratory by the steps: conversion of 3-hydroxy-4-methoxy benzaldehyde to a bis(acetoacetate), hydrolysis of the bis(acetoacetate) to yield the corresponding b-phenylglutaric acid and cyclization to indanone-3-acetic acid. Condensation of different amines was effected via acid chloride formation by refluxation with thionyl chloride followed by treatment with appropriate amines for different optimum periods in benzene. Elemental analysis and IR, NMR data characterized the synthesized compounds. All the synthesized compounds were allowed to undergo antiinflammatory activity by carrageenan induced hind paw method. Some of the compounds showed appreciable activity.