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Design, Synthesis, Biological Activities and 3D-QSAR of New N,N'-Diacylhydrazines Containing 2,4-Dichlorophenoxy Moieties
School of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng 224051, Jiangsu, China
School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, Jiangsu, China
College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, Zhejiang, China
State-Key Laboratory of Elemento-Organic Chemistry, National Pesticidal Engineering Centre (Tianjin), Nankai University, Tianjin 300071, China
* Author to whom correspondence should be addressed.
Received: 21 October 2013; in revised form: 27 November 2013 / Accepted: 28 November 2013 / Published: 3 December 2013
Abstract: A series of new N,N'-diacylhydrazine derivatives were designed and synthesized. Their structures were verified by 1H-NMR, MS and elemental analysis. The herbicidal activities and plant growth regulating activity of these N,N'-diacylhydrazines were evaluated. The herbicidal activity results showed that most of these N,N'-diacyl-hydrazines showed excellent in vivo activities against Echinochloa crus-galli, Digitaria sanguinalis, Brassica napus, Amaranthus retroflerus. Most of them exhibited higher herbicidal activities against dicotyledonous weeds than monocotyledonous weeds. To further investigate the structure-activity relationship, comparative molecular field analysis (CoMFA) was performed on the basis of herbicidal activity data. Both the steric and electronic field distributions of CoMFA are in good agreement in this work.
Keywords: N,N'-diacylhydrazines; herbicidal activity; plant growth regulate activity; synthesis; 3D-QSAR
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Sun, G.-X.; Sun, Z.-H.; Yang, M.-Y.; Liu, X.-H.; Ma, Y.; Wei, Y.-Y. Design, Synthesis, Biological Activities and 3D-QSAR of New N,N'-Diacylhydrazines Containing 2,4-Dichlorophenoxy Moieties. Molecules 2013, 18, 14876-14891.
Sun G-X, Sun Z-H, Yang M-Y, Liu X-H, Ma Y, Wei Y-Y. Design, Synthesis, Biological Activities and 3D-QSAR of New N,N'-Diacylhydrazines Containing 2,4-Dichlorophenoxy Moieties. Molecules. 2013; 18(12):14876-14891.
Sun, Guo-Xiang; Sun, Zhao-Hui; Yang, Ming-Yan; Liu, Xing-Hai; Ma, Yi; Wei, Yun-Yang. 2013. "Design, Synthesis, Biological Activities and 3D-QSAR of New N,N'-Diacylhydrazines Containing 2,4-Dichlorophenoxy Moieties." Molecules 18, no. 12: 14876-14891.