Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives

doi:10.6023/cjoc201804019

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

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2-氰基苯基磺酰脲衍生物的设计、合成及生物活性研究

陈伟^a, 李玉新^b, 李永红^b, 于淑晶^b, 熊丽霞^b, 李正名^b

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,E-mail:nkzml@vip.163.com E-mail:nkzml@vip.163.com
基金资助:
中央高校基本科研业务费专项资金（No.2682016CX104）和国家自然科学基金（No.21272129）资助项目.

Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives

Chen Wei^a, Li Yuxin^b, Li Yonghong^b, Yu Shujing^b, Xiong Lixia^b, Li Zhengming^b

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 E-mail:nkzml@vip.163.com
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).

1. Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives.PDF(2204KB)

Abstract

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

Cite this article

Chen Wei, Li Yuxin, Li Yonghong, Yu Shujing, Xiong Lixia, Li Zhengming. Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives[J]. Chin. J. Org. Chem., 2018, 38(10): 2747-2753.

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2-氰基苯基磺酰脲衍生物的设计、合成及生物活性研究

Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives

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