Synthesis and Pharmacological Activities of 3-(4-Substituted phenyl)-1-phenyl-1Hpyrazole- 4-carboxaldehyde and Its Aldimines Derivatives

Abstract

A new series of heterocyclic compounds were achieved by the synthesis of 3-(4-substituted phenyl)-1-phenyl-1H-pyrazole- 4-carboxaldehyde (II_i-iv) was synthesized from 4- substituted acetophenone phenylhydrazone (I_i-iv) by Vilsmeier- Haack reaction compound (II_i-iv), which was further functionalized by condensation. The reaction with various substituted anilines in refluxed ethanol with trace of conc. acetic acid to give corresponding aldimines derivatives (III_i-xii). The synthesized compounds were screened of their in vivo analgesic and anxiolytic activities in mice by acetic acid induced writhing test, elevated plus maze and light & dark exploration test in mice. The compound III_vii, III_ix and III_xii showed very good anxiolytic activity, while compound no. III_vi, III_vii and III_x showed very good analgesic activity.