SYNTHESIS, MOLECULAR DOCKING, ANTICANCER ACTIVITY OF SOME NEW HETEROCYCLIC COMPOUNDS CONTAINING THE PYRAZOLYL MOIETY

S.N. ABD Elal* and A.O. Al-Dossary

ABSTRACT

A new series of pyrazolyl derivatives are reported herein. The one pot reaction of pyrazolone 3 with malononitrile, ethyl acetoacetate in presence of aromatic aldehyde, ammonium acetate and/or piperidine gave compounds 4-6. Reaction of compound 4 with ammonium thiocaynate, formamide / formic acid and acetic anhydride gave compounds 7-9. Reaction of compound 5 with acetic anhydride followed by hydrazine hydrate gave compounds 10 and 11 respectively. Reaction of pyrazolone 3 with aromatic aldehyde have also been taken onto consideration to give the α,β –unsaturated ketone 12. Compound 12 was used as key intermediate for preparation of various heterocyclic compounds via its reaction with pyrazolone 3, hydrazine hydrate, hydroxylamine hydrochloride, urea, thiourea, ethyl cyanoacetate / sodium ethoxide, malononitrile / ammonium acetate or sodium ethoxide and also with ethyl acetoacetate / sodium ethoxide. The newly synthesized compounds were characterized by IR, 1HNMR, mass spectral data. The antitumor, molecular docking biological activity has also been taken in consideration.

Keywords: Pyrazolone, Pyrazolopyrimidines, Pyrazolopyrazole, Pyranopyrazole, Biological activity, Molecular docking, Antitum activity.