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A Novel PCC-Catalyzed Process Involving the Oxidative Cleavage of an α-Bromomethyl-tetrahydrofuran Bond. Synthesis of (2S,3R)-2-{(R)-Bromo[(2R,3R,5S,6R)-3,5-dibromo-6-ethyltetrahydro-2H-pyran-2-yl]methyl}-5-oxotetrahydrofuran-3-yl Benzoate
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(S)-2-(4-Chlorobenzoyl)-1,2,3,4-tetrahydrobenzo[e]pyrazino[1,2-a][1,4]diazepine-6,12(11H,12aH)-dione—Synthesis and Crystallographic Studies
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Department of Pharmacognosy, Perm State Pharmaceutical Academy, 2 Polevaya Street, 614081 Perm, Russia
Department of General and Organic Chemistry, Perm State Pharmaceutical Academy, 2 Polevaya Street, 614081 Perm, Russia
Department of Pharmacy, Faculty of Science, National University of Singapore, 18 Science Drive 4, Singapore 117543, Singapore
School of Pharmacy, Curtin Health Innovation Research Institute, Faculty of Health Sciences, Curtin University, GPO Box U1987, Perth, Western Australia 6845, Australia
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;
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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