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

1
Department of Pharmacognosy, Perm State Pharmaceutical Academy, 2 Polevaya Street, 614081 Perm, Russia
2
Department of General and Organic Chemistry, Perm State Pharmaceutical Academy, 2 Polevaya Street, 614081 Perm, Russia
3
Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore
4
School of Pharmacy, Curtin Health Innovation Research Institute, Faculty of Health Sciences, Curtin University, GPO Box U1987, Perth, Western Australia 6845, Australia
5
School of Pharmacy, Monash University Malaysia, Jalan Lagoon Selatan, Bandar Sunway, Selangor Darul Ehsan 47500, Malaysia
*
Author to whom correspondence should be addressed.
Molbank 2017, 2017(4), M970; https://doi.org/10.3390/M970
Received: 27 November 2017 / Revised: 12 December 2017 / Accepted: 14 December 2017 / Published: 15 December 2017
(This article belongs to the Special Issue Heterocycles)
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. View Full-Text
Keywords: pyrazole; triazine; purine isostere; pyrazolotriazine; anticancer activity pyrazole; triazine; purine isostere; pyrazolotriazine; anticancer activity
MDPI and ACS Style

Smolnikov, S.A.; Gorgopina, E.V.; Lezhnyova, V.R.; Ong, G.E.-T.; Chui, W.-K.; Dolzhenko, A.V. 4-Phenethylthio-2-phenylpyrazolo[1,5-a][1,3,5]triazin-7(6H)-one. Molbank 2017, 2017, M970.

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