Synthesis and Antitumor Activity of 5,6-2H-[1,2,4]- triazolo [3,4-b][1,3,4]thiadiazine derivatives

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (06): 912-920. Previous Articles Next Articles

5,6-2H-1,2,4-三唑[3,4-b][1,3,4]噻二嗪衍生物的合成及抗癌活性

薛伟¹,郑玉国²,郭晴晴³,卢平³,王贞超³,袁凯³

1. 贵州大学
2.
3. 贵州大学精细化工研究开发中心

收稿日期:2010-10-21 修回日期:2011-02-17 发布日期:2011-06-28
通讯作者: 薛伟 E-mail:wxue@gzu.edu.cn

Synthesis and Antitumor Activity of 5,6-2H-[1,2,4]- triazolo [3,4-b][1,3,4]thiadiazine derivatives

Received:2010-10-21 Revised:2011-02-17 Published:2011-06-28

Abstract

A series of 4-(substituted-3-phenylideneamino)-3-(3,4,5-trimethoxyphenyl)- 1H-1,2,4-triazole-5(4H)-thione 3 were synthesized by condensation reaction of 4-amino-3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-5(4H)-thione (2) with various substituted benzaldehydes. Alkylation of 3 with alkyl halides afforded [1,2,4]triazolo- [3,4-b][1,3,4]thiadiazine derivatives 4. Their structures were confirmed by 1H NMR, 13C NMR, IR and elemental analyses. Preliminary bioassay indicated that some compounds posed antitumor activity to PC3 cells in vitro by MTT method. The antiproliferation activity of compound 4a to PC3 cells at the concentration of 10 μmol?L-1 was 75.9 %.

Key words: Gallic acid, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine, Synthesis, Antitumor

CLC Number:

O621.3

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5,6-2H-1,2,4-三唑[3,4-b][1,3,4]噻二嗪衍生物的合成及抗癌活性

Synthesis and Antitumor Activity of 5,6-2H-[1,2,4]- triazolo [3,4-b][1,3,4]thiadiazine derivatives

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