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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (11): 1726-1731. 上一篇    下一篇

研究简报

N-(5-取代-1,3,4-噻二唑-2-基)-1,4-二取代-3-苯基-1H-吡唑-5-甲酰胺化合物的合成与生物活性

安悦*,1，魏魏1，牟萍萍1，贾金英1，吕建州2，陈欣2   

  1. (1辽宁师范大学化学化工学院 大连 116029)
    (2辽宁师范大学生命科学学院 大连 116029)
  • 收稿日期:2009-11-20 修回日期:2010-03-16 发布日期:2010-06-01
  • 通讯作者: 安悦 E-mail:anyue_11@163.com

Synthesis and Biological Activities of N-(5-Substituted-1,3,4- thiadiazole-2-yl)-1,4-disubtituted-3-phenyl-1H- pyrazole Acylamides

An Yue*,1 Wei Wei1 Mu Pingping1 Jia Jinying1 Lü Jianzhou2 Chen Xin2   

  1. (1 School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029)
    (2 School of Life Sciences, Liaoning Normal University, Dalian 116029)
  • Received:2009-11-20 Revised:2010-03-16 Published:2010-06-01

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以3-苯基-1H-5-吡唑甲酸乙酯为原料, 合成了3种吡唑甲酰氯|以不同取代羧酸和氨基硫脲为原料, 三氯氧磷为脱水剂, 合成6种1,3,4-噻二唑衍生物. 设计将吡唑结构单元及1,3,4-噻二唑结构单元结合在一起, 合成18个未见文献报道的目标化合物. 所合成的目标化合物经元素分析, IR, NMR进行了结构表征. 采用小麦芽鞘法测试其生长素活性, 所合成的目标化合物的生长素活性均不高, 有的对小麦芽鞘具有抑制作用|而对绿豆发芽率测试结果显示, 所有目标产物对绿豆发芽过程均具有促进作用.

关键词: 吡唑, 1,3,4-噻二唑, 合成, 生物活性

Three pyrazole acyl chloride derivatives were synthesized with ethyl 3-phenyl-1H-pyrazole- 5-carboxylate as starting materials. Six kinds of 1,3,4-thiadiazole derivatives were received from substituted carboxylic acids and thiosemicarbazide with phosphorus oxychloride as dehydrating agent. Pyrazole and 1,3,4-thiadiazole were connected together through acylamidation reaction and 18 target compounds were synthesized, which have not been reported in the literatures. All the new compounds were confirmed by means of elemental analysis, IR and NMR spectra. Besides, primary biological activity experiments have been done. It is found from the results that the activities of the target compounds were not high, even some were antiblastic to wheat gemma. But the germination rate of mung bean test results showed that all the tar-get products of the mung bean sprout processes all have a catalytic role.

Key words: pyrazole, 1,3,4-thiadiazole, synthesis, biological activity