Citation: Guo-Xiang SUN, Qiao WANG, Li-Jing MIN, Liang HAN, Xing-Hai LIU. Synthesis, Crystal Structure, Fungicidal Activities and Molecular Docking of Acyl Urea Derivatives Containing 2-Chloronicotine Motif[J]. Chinese Journal of Structural Chemistry, ;2022, 41(2): 220211. doi: 10.14102/j.cnki.0254-5861.2011-3249 shu

Synthesis, Crystal Structure, Fungicidal Activities and Molecular Docking of Acyl Urea Derivatives Containing 2-Chloronicotine Motif

Guo-Xiang SUN ^{a, δ} ,
Qiao WANG ^{c, δ} ,
Li-Jing MIN ^b ,
Liang HAN ^c ,
Xing-Hai LIU ^c,,

a.
School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng, Jiangsu 224051, China
b.
College of Life Science, Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, Huzhou University, Huzhou 313000, China
c.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Corresponding author: Xing-Hai LIU, xhliu@zjut.edu.cn
Received Date: 8 May 2021
Accepted Date: 19 July 2021

Fund Project: Zhejiang Provincial Natural Science Foundation of China LY19C140002Zhejiang Provincial Natural Science Foundation of China LY19B020009the chemical company for research KYY-HX-20210140the chemical company for research KYY-HX-20190720

Figures(5)

Eighteen new acyl urea derivatives containing 2-chloronicotine moiety were synthesized using 2-chloronicotinic acid as starting material via 4 steps conveniently. These 2-chloronicotine acyl urea structures were confirmed by ¹H NMR, ¹³C NMR and HRMS. Compound 4r was further confirmed by X-ray diffraction. It crystallizes in the orthorhombic system, space group Pbca with a = 7.2960(3), b = 14.8546(6), c = 25.2840(11) Å, V = 2740.3(2) Å³, Z = 8, the final R = 0.0442 and wR = 0.1033 for 4028 observed reflections with I > 2σ(I). The antifungal activity results demonstrate that some of these compounds possessed good activity against B. cinerea, G. zeae, P. piricola, and P. Capsici at 50 ppm. Further molecular docking results indicated that the key group is urea bridge and pyridine ring.
- acyl urea compounds,
- crystal structure,
- synthesis,
- antifungal activity,
- docking
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