Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (07): 1093-1097. Previous Articles     Next Articles

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4-(1,3,4-噻二唑-2-巯基)苯并[4,5]呋喃[3,2-d]嘧啶类衍生物合成、晶体结构及抗癌活性

赵云,欧阳贵平*,徐维明,金林红,袁凯   

  1. (贵州大学精细化工研究开发中心 教育部绿色农药与农业生物工程重点实验室 贵阳 550025)
  • 收稿日期:2010-01-06 修回日期:2010-03-18 发布日期:2010-04-19
  • 通讯作者: 赵云 E-mail:zhaolee007@163.com

Synthesis, X-ray Structure and Antitumor Activity of 4-(1,3,4- Thiadiazole-2-ylthio)benzo[4,5]furo[3,2-d]pyrimidine Derivatives

ZHAO Yun, OUYang Gui-Ping , XU Wei-Ming, JIN Lin-Hong, YUAN Kai   

  1. (Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center of Fine Chemicals, Guizhou University, Guiyang 550025)
  • Received:2010-01-06 Revised:2010-03-18 Published:2010-04-19
  • Contact: zhao yun E-mail:zhaolee007@163.com

4-Chlorobenzo[4,5]furo[3,2-d]pyrimidine () was prepared from 2-hydroxybenzonitrile by etheration, cyclization and chlorization. Seven new compounds were synthesized by the reaction of with (5-substituted-2-thiol)-1,3,4-thiadiazole. Their structures were characterized by H NMR, C NMR, IR and MS techniques. Compound was investigated with X-ray crystallography. Preliminary bioassay indicates that some compounds possess antitumor activity to PC3 cells in vitro by MTT method. The antiproliferation activity of compound to PC3 cells at the concentration of 10 μmol•L was 89.2%.

Key words: 2-hydroxybenzonitrile, synthesis, crystal structure, antitumor activity