4-Phenethylthio-2-phenylpyrazolo[1,5-a][1,3,5]triazin-7(6H)-one

Sergey A. Smolnikov, Ekaterina V. Gorgopina, Vera R. Lezhnyova, Gwyneth En Tian Ong, Wai Keung Chui, Anton V. Dolzhenko

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5 Citations (Scopus)

Abstract

Exploring the pharmacologically important pyrazolo[1,5-a][1,3,5]triazin-7(6H)-one scaffold for the construction of new bioactive compounds, we developed a synthesis of 4-phenethylthio-2- phenylpyrazolo[1,5-a][1,3,5]triazin-7(6H)-one (4) via S-alkylation of 2-phenyl-4-thioxopyrazolo [1,5-a][1,3,5]triazine-7(6H)-one (3), prepared by the double ring closure of pyrazole and triazine rings upon the treatment of 1-cyanoacetyl-4-benzoylthiosemicarbazide (2) with alkali. The antiproliferative activity of 4 against human lung cancer (A549) and human breast cancer (MDA-MB231) cell lines was investigated. Compound 4 was found to be more active against lung cancer cells than breast cancer cells.

Original languageEnglish
Article numberM970
Number of pages5
JournalMolbank
Volume2017
Issue number4
DOIs
Publication statusPublished - 15 Dec 2017

Keywords

  • Anticancer activity
  • Purine isostere
  • Pyrazole
  • Pyrazolotriazine
  • Triazine

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