Part 1: SYNTHESIS AND REACTIONS OF SOME NEW PYRAZOLO[4,5-D]IMIDAZOLE DERIVATIVES AND SCREENING THEIR ANTIBACTERIAL AND ANTITUMOR ACTIVITIES

Abstract

Reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with diazotized aromatic amines gave the corresponding diazenyl derivatives 1, which were condensed with carbonyl compounds to give the arylidene derivatives 2. Reaction of the parent pyrazolone with urea, thiourea and guanidine gave the pyrazoloimidazole derivatives 3. compound 3a reacted with thiourea in DMF to give the thiourea derivative 4. The reaction of 4 with malonic acid and acetyl chloride gave the pyrimidinedione derivative 5, which on reaction with thiourea in presence of sodium ethoxide gave the triazine derivative 6. S-alkylation of 6 with ethyl chloroacetate gave the ethyl acetate derivative 7, which on hydrolysis gave the corresponding acid, derivative8 and on reaction with hydrazine hydrate gave the corresponding acetohydrazide 9. the reaction of compound 9 with salicylaldehyde gave the pynazolidinone 10, while with carbon disulphide in alkaline solution it gave the oxadiazole thione 11 respectively. Some of the new compounds showed antimicrobial and antitumor activities.