Synthesis and Anticancer Activity Evaluation of New 1,2,4-Triazolyl-Quinazoline Hybrid Compounds and Their Pyrazolopyridine Analogs

Document Type : Original Article

Authors

1 Chemistry Department, Faculty of Science, Menoufia University, Shebin El-Kom, Egypt

2 Green Chemistry Department, National Research Centre, 33 El-Bohouth St. (former El Tahrir St.), P.O. 12622, Dokki, Giza, Egypt

3 Tannic and Leather Materials Department, National Research Centre, 33 El-Bohouth St. (former El Tahrir St.), P.O. 12622, Dokki, Giza, Egypt

4 Photochemistry Department, National Research Centre, Dokki, Giza, Egypt

Abstract

1,2,4-Triazolopyrimidinen and their isosteric analogs such as triazolopyridine have possessed their interest in, the literature, due to the reported broad spectrum of bioactivities, one of which is the anticancer activity. In the current study, new functionalized 1,2,4-triazoles based substituted quinazoline system were prepared via multistep reactions starting from simple starting compounds. The reactions lead to the formation of the bi- and tricyclic 1,2,4-triazolopyridine and 1,2,4-triazolopyrimidine compounds from the S-alkylhydrazide, the ester and the hydrazine derivatives of the quinazoline system, respectively. The structures were characterized and confirmed by NMR, mass, and IR spectra. The anticancer activity revealed that several of the triazolopyrimidines based quinazoline structures especially those with theN-alkyl substitution in the quinazoline system were the most potent derivatives with results comparable to doxorubicin reference drug, the reference potent compound in the current investigation.

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Volume 67, Issue 13 - Serial Number 13
In Loving Memory of Late Professor Doctor ””Mohamed Refaat Hussein Mahran””
December 2024
Pages 393-402
  • Receive Date: 24 December 2023
  • Revise Date: 21 February 2024
  • Accept Date: 25 February 2024