The 2‐(cyanomethyl)‐5,7‐dimethylpyrazolo[1,5‐a]pyrimidine‐3‐carbonitrile 3 reacted with phenyl isothiocyanate to afford the respective thioanilide derivative 4 that is a novel compound that has been unreported hitherto. The latter was used as a precursor to synthesize several novel polyheterocyclic compounds 9, 12, 15, and 19. Treatment of the enamine derivative of compound 3 with each of hydrazine hydrate and hydroxylamine hydrochloride yielded the tetraheterocyclic compounds 22 and 23, respectively. The structures of all the newly synthesized compounds were confirmed on basis of their elemental, spectral data, and plausible mechanism has been postulated to account for their formation. X‐ray crystallography was carried out as a further evidence for the structure of the isolated product 19.
A series of novel quinazolinone derivatives was designed and synthesized. The antiproliferative activities were evaluated in vitro using MTT assay against hepatocellular carcinoma (HepG‐2) and mammary gland breast cancer (MCF‐7). The preliminary bioassay results demonstrated that tested compounds exhibited antiproliferation with various degrees. Triazole moiety enhanced the activity against the two cell lines when incorporating with quinazolinone moiety in a single molecular framework. Acetohydrazide‐quinazolinone derivative showed strong activity against the two cancer cells comparable to that of doxorubicin. Biological evaluation indicated that all the tested compounds possessed antiproliferative activity with certain degrees.
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