Abstract

DESIGN, SYNTHESIS, CHARACTERIZATION & SCREENING FOR ANTICONVULSANT AND ANALGESIC ACTIVITY OF SOME 4-(4,5- DIPHENYL-1H-IMIDAZOL-2-YL)-3,1-SUBSTITUTED PHENYL- 1H PYRAZOLE DERIVATIVES

Harsh Bhardwaj* and C. S. Sharma

Abstract

A novel series of substitute imidazole derivative were synthesized and their anticonvulsant activity was evaluated. In the first step, we synthesize substituted acetophenone phenylhydrazine (3) by using substituted acetophenone (1) and substituted phenyl hydrazine (2) in presence of acetic acid and water, which is then converted into Substituted-1H-pyrazole-1-carbaldehyde (4) via Vilesmeier-Haack method. Further, Substituted-1H-pyrazole-1-carbaldehyde (4) was reacted with benzil and ammonium acetate in glacial acetic acid to give corresponding 4-(4,5-diphenyl-1H-imidazol-2-yl)-3,1- substituted phenyl- 1H- pyrazole (5a-g). FTIR and 1H NMR confirmed the structures of the synthesized compounds. The anticonvulsant effect of the compounds was evaluated with maximal electroshock-induced seizure (MES) in rats. For induction of seizures in rat, Electroconvulsiometer was used. In the pharmacological screening, compound 5d, 5e and 5g was found to be most potent compound with compare to standard drug Phenytoin sodium. Docking studies revealed that the synthesized compound 5a and 5c show good analgesic activity compared with the reference drug Celecoxib, a known selective cyclooxygenase-2 inhibitor.The promising results encourage future research into the rational modification of this nucleus for better compound development.

Keywords: Docking, Imidazole, Redziszewski reaction, Anticonvulsant activity, Analgesic activity.