Citation: Chen Wei, Li Yuxin, Li Yonghong, Yu Shujing, Xiong Lixia, Li Zhengming. Synthesis and Biological Activity of 2-Cyanobenzenesulfonylurea Derivatives[J]. Chinese Journal of Organic Chemistry, ;2018, 38(10): 2747-2753. doi: 10.6023/cjoc201804019 shu

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

Corresponding author: Li Zhengming, nkzml@vip.163.com
Received Date: 10 April 2018
Revised Date: 24 May 2018
Available Online: 7 October 2018
Fund Project: the Fundamental Research Funds for the Central Universities 2682016CX104the National Natural Scinece Foundation of China 21272129Project supported by the Fundamental Research Funds for the Central Universities (No. 2682016CX104) and the National Natural Scinece Foundation of China (No. 21272129)

Figures(3)

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.
- sulfonylurea,
- herbicidal activity,
- antifungal activity,
- insecticidal activity
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