Thesis (Ph.D.) - Cairo University - Faculty of Science - Department of Organic Chemistry

Pyrazoles 4a, b, 7a-d and 10 obtained by reaction of 5-amino-3-cyanomethyl- 1H-pyrazole-4-carbonitrile 1 with each of arylsulfonyl chlorides, chloroacetamide derivatives and ethyl chloroacetate, respectively. The condensation of pyrazoles 4a,b, 7a-d and 10 with various aromatic aldehydes afforded the corresponding arylidene 12a-c, 15a-r and 17a-c, respectively. The antimicrobial activity of some new selected products was also investigated. Compound 1 also reacted with each of acetoacetanilide and chalcone afforded pyrazolo[1,5-a]pyrimidine 30 and 42, respectively. Condensation of 30 and 42 with various aromatic aldehydes afforded the corresponding arylidene 31a-i and 44a-g, respectively. Coupling of compounds 30 and 42 with aryldiazonium chlorides led to formation of 2- arylhydrazono derivatives 40a-d and 47a-d, respectively. The anticancer activity of some new selected products was also investigated, enzyme inhibition, cell cycle and apoptosis. Cyclocondensation of benzoylglycine with aromatic aldehyde give new oxazolone derivative 54a,b and 56. Oxazolone 4a,b heated with different aromatic amines gave imidazole 60a-h, also, compounds 54a,b heated with bis-amines to afford bis-imidazole derivatives 66a,b and 68a,b. The in vivo anti-inflammatory activity studied for some synthesized imidazole, also enzyme inhibition against COX-2 and DHFR enzyme. In silico study for some synthesized compounds were carried out (Molecular docking and lipiniski's rule of five)

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