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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (11): 1943-1948. 上一篇    下一篇

研究简报

新型含2-取代-1,3-噻唑烷环的噻唑酰胺类化合物的合成与生物活性研究

戴红*1,2，刘建兵1，苗文科1，吴珊珊1，张欣1，王婷婷1，方建新*1   

  1. (1南开大学元素有机化学国家重点实验室 天津 300071)
    (2南通大学化学化工学院 南通 226019)
  • 收稿日期:2011-06-30 修回日期:2011-08-26 发布日期:2011-09-06
  • 通讯作者: 方建新 E-mail:fjx@nankai.edu.cn
  • 基金资助:

    国家自然科学基金

Synthesis and Bioactivities of Novel Thiazole Amide Derivatives Containing a 2-Substituted-1,3-thiazolidine Ring

Dai Hong*1,2 Liu Jianbing1 Miao Wenke1 Wu Shanshan1 Zhang Xin1, Wang Tingting1 Fang Jianxin*1   

  1. (1 State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071)
    (2 College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019)
  • Received:2011-06-30 Revised:2011-08-26 Published:2011-09-06
  • Contact: jianxin fang E-mail:fjx@nankai.edu.cn

PDF

1070

被引次数

6 | 6

为了寻找新的含噻唑杂环的先导化合物, 利用4-[(2-氰基亚胺基-1,3-噻唑烷-3-基)甲基]-2-氨基噻唑与取代苯甲酰氯(或乙酰氯)在吡啶存在下发生缩合反应, 合成了19个新型含2-取代-1,3-噻唑烷环的噻唑酰胺类化合物4. 经1H NMR和元素分析对目标化合物的结构进行了表征, 经MS进一步证实了化合物4s的结构, 并通过X射线单晶衍射分析测定了化合物4a的晶体结构. 对所合成的目标化合物进行了生物活性测试, 部分化合物表现出一定的杀菌和植物生长调节活性.

关键词: 2-取代-1,3-噻唑烷, 噻唑, 酰胺, 合成, 生物活性

In order to find novel thiazole-heterocycle lead compounds, nineteen new thiazole amides 4 containing 2-substituted-1,3-thiazolidine were synthesized from a condensation reaction of 2-cyanoimino-3- (2-aminothiazol-4-ylmethyl)thiazolidine with substituted benzoyl chlorides (or acetyl chloride). The structures of these compounds were confirmed by 1H NMR spectra and elemental analysis. The structure of 4s was further characterized by MS technique. The structure of 4a was also determined by X-ray diffraction analysis. Biological activities of the title compounds was tested, and some compounds displayed certain fungicidal and plant growth regulatory activities.

Key words: 2-substituted-1,3-thiazolidine, thiazole, amide, synthesis, bioactivity