Synthesis and Biological Activity of Pyrazolo[3,4-d]pyrimidine Derivatives Containing 1,3,4-Thiadiazole

doi:10.6023/cjoc1110081

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (04): 755-759.DOI: 10.6023/cjoc1110081 Previous Articles Next Articles

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含1,3,4-噻二唑环吡唑并[3,4-d]嘧啶类化合物的合成及生物活性

宋新建^a,b, 邵宇^b, 段正超^b, 李世荣^a

a 湖北民族学院生物资源保护与利用湖北省重点实验室恩施445000;
b 湖北民族学院化学与环境工程学院恩施 445000

收稿日期:2011-10-08 修回日期:2011-11-23 发布日期:2012-04-24
通讯作者: 宋新建 E-mail:whxjsong@yahoo.com.cn
基金资助:
湖北省自然科学基金(No. 2011CDB087)和湖北省教育厅重点(No. D20111904)资助项目.

Synthesis and Biological Activity of Pyrazolo[3,4-d]pyrimidine Derivatives Containing 1,3,4-Thiadiazole

Song Xinjian^a,b, Shao Yu^b, Duan Zhengcao^b, Li Shirong^a

a Key Laboratory of Biological Resources Protection and Utilization of Hubei Province, Hubei University for Nationalities, Enshi 445000;
b School of Chemical and Environmental Engineering, Hubei University for Nationalities, Enshi 445000

Received:2011-10-08 Revised:2011-11-23 Published:2012-04-24
Supported by:
Project supported by the Natural Science Foundation of Hubei Province (No. 2011CDB087) and the Scientific Research Fund of Hubei Provincial Education Department (No. D20111904).

Twelve novel pyrazolo[3,4-d]pyrimidine derivatives containing a 1,3,4-thiadiazole group were synthesized through cyclization of 5-amino-4-cyano-1-phenylpyrazole with formic acid, followed by chloridization and S_NAr reaction. The structures of all these title compounds were confirmed by IR, ¹H NMR, MS techniques and elemental analysis. The preliminary bioassay showed that most of the title compounds exhibit relatively good fungicidal activities against Rhizoctonia cerealis at the concentration of 50 mg/L, especially the inhibitory rates of compounds 5b, 5d and 5j reach above 90%.

Key words: pyrazolo[3,4-d]pyrimidine, 1,3,4-thiadiazole, synthesis, fungicidal activity

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Song Xinjian, Shao Yu, Duan Zhengcao, Li Shirong. Synthesis and Biological Activity of Pyrazolo[3,4-d]pyrimidine Derivatives Containing 1,3,4-Thiadiazole[J]. Chin. J. Org. Chem., 2012, 32(04): 755-759.

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含1,3,4-噻二唑环吡唑并[3,4-d]嘧啶类化合物的合成及生物活性

Synthesis and Biological Activity of Pyrazolo[3,4-d]pyrimidine Derivatives Containing 1,3,4-Thiadiazole

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