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Synthesis and antiproliferative evaluation of 3,5-disubstituted 1,2,4-triazoles containing flurophenyl and trifluoromethanephenyl moieties

Author:
Wang, Li-Ya  Tseng, Wen-Che  Wu, Tian-Shung  Kaneko, Kimiyoshi  Takayama, Hiroyuki  Kimura, Masayuki  Yang, Wen-Chin  Bin Wu, Jin  Juang, Shin-Hun  Wong, Fung Fuh  


Journal:
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS


Issue Date:
2011


Abstract(summary):

An efficient 1,3-dipolar cycloaddition method was performed for the synthesis of a series of monofluoroand trifluoromethane-3,5-disubstituted 1,2,4-triazoles. This efficient cycloaddition method was to react hydrazonoyl hydrochlorides with a series of aldehydes in the presence of NEt(3) as catalytic basic agent to provide the corresponding product in 28-94%. Their growth inhibitory results against cancer cells indicated that some of the fluorine-and trifluoromethane-containing compounds could effectively inhibit the growth of NCI-H226 and T-cell leukemia (Jurkat) cells. Among the compounds, trifluoromethane-containing 1,2, 4-triazoles possessed the five-membered ring groups on the C-5 position of the triazolic ring, including cyclopentyl, 3-furyl, 3-thienyl, and 2-pyrrolyl, possessed the significant inhibitory activity for NCI-H226 cancer cells. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.


Page:
5358---5362


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