Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (10): 2747-2753.DOI: 10.6023/cjoc201804019 Previous Articles     Next Articles



陈伟a, 李玉新b, 李永红b, 于淑晶b, 熊丽霞b, 李正名b   

  1. a 西南交通大学生命科学与工程学院 成都 610031;
    b 南开大学元素有机化学研究所 天津 300071
  • 收稿日期:2018-04-10 修回日期:2018-05-24 发布日期:2018-06-07
  • 通讯作者: 李正名,
  • 基金资助:


Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives

Chen Weia, Li Yuxinb, Li Yonghongb, Yu Shujingb, Xiong Lixiab, Li Zhengmingb   

  1. a School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031;
    b Research Institue of Elemento-Organic Chemistry, Nankai University, Tianjin 300071
  • Received:2018-04-10 Revised:2018-05-24 Published:2018-06-07
  • Contact: 10.6023/cjoc201804019
  • Supported by:

    Project supported by the Fundamental Research Funds for the Central Universities (No. 2682016CX104) and the National Natural Scinece Foundation of China (No. 21272129).

In order to study the multi-bioactivity of sulfonylurea derivatives, fifteen novel 2-cyano-6-chlorobenzenesul-fonylureas were designed and synthesized according to pharmacophore-combination and bioisosterism strategy, based on the chlorsulfuron and tritosulfuron structure frameworks. Their structures were confirmed by 1H NMR, 13C NMR and HRMS. The preliminary bioactivity test indicated that some of the title compounds had excellent in vitro antibacterial activity and insecticidal activity. For example, at the concentration of 50 mg·L-1, the antifungal activities of 5c, 5f and 5g against Physalospora piricola were 80.3%, 80.3% and 83.6% respectively. 5j exhibted 50% larvicidal activity against Mythimna separate Walker at the dosage of 50 mg·L-1. At the concentration of 0.1 mg·L-1, 5a and 5b showed 100% and 50% insecticidal activity against Culex pipiens pallens, respectively better than that of the control flubendiamide (20%). At an even low concentration of 0.01 mg·L-1, 5a had 70% larvicidal activity, and the LC50 value was 0.0023 mg·L-1.

Key words: sulfonylurea, herbicidal activity, antifungal activity, insecticidal activity