Synthesis and in vitro cytotoxic activity of novel pyrazolo[1,5-$a$]pyrimidines and related Schiff bases

Authors : ASHRAF SAYED HASSAN, TAGHRID SHOUKRY HAFEZ, SOUAD ABDEL MEGUID OSMAN, MAMDOUH MOAWAD ALI

Pages : 1102-1113

View : 12 | Download : 10

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The reaction of 5-amino-3-insert ignore into journalissuearticles values(4-methoxyphenylamino);-$N$-aryl-1$H$-pyrazole-4-carboxamides \textbf{1a}--\textbf{c} with ethyl acetoacetate \textbf{2} and 2-insert ignore into journalissuearticles values(4-fluorobenzylidene);malononitrile \textbf{6} yielded pyrazolo[1,5-$a$]pyrimidines \textbf{5a}--\textbf{c} and \textbf{9a}--\textbf{c}, respectively. On the other hand, Schiff bases \textbf{11a}--\textbf{f} were obtained upon treatment of carboxamides \textbf{1a}--\textbf{c} with some selected aldehydes \textbf{10a }and\textbf{ b}. The newly synthesized compounds were characterized and confirmed by analytical and spectroscopic data insert ignore into journalissuearticles values(IR, MS, $^{1}$H NMR, and $^{13}$C NMR);. Pyrazolo[1,5-$a$]pyrimidines \textbf{5a}--\textbf{c} and \textbf{9a}--\textbf{c} and Schiff bases \textbf{11b}--\textbf{f} were investigated for their cytotoxicity against four human cancer cell lines insert ignore into journalissuearticles values(colon HCT116, lung A549, breast MCF-7, and liver HepG2); according to SRB assay and the structure--activity relationship was discussed.
Keywords : 5 Aminopyrazole, pyrazolopyrimidines, ferrocenyl 2 carboxaldehyde, Schiff bases, antitumor activity