Synthesis Structural Elucidation and In Vitro Antitumor Activities of Some Pyrazolopyrimidines and Schiff Bases Derived from 5-Amino-3-(arylamino)-1H-pyrazole-4-carboxamides

摘要

The reaction of 5-amino-3-(arylamino)-1H-pyrazole-4-carboxamides >1a,b with acetylacetone >2 and arylidenemalononitriles >5a–c yielded the pyrazolo[1,5-a]-pyrimidine derivatives >4a,b and >7a–f respectively. On the other hand, Schiff bases >9a,b and >12a–j were obtained upon treatment of carboxamides >1a,b with isatin >8 and some selected aldehydes >11a–e. The newly synthesized compounds were characterized by analytical and spectroscopic data. Representative examples of the synthesized products >4a,b, 7e, 7f, 9b, 12b–f, 12h, and >12j were screened for their in vitro antitumor activities against different human cancer cell lines and the structure-activity relationship (SAR) was discussed.