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Synthesis and Herbicidal Activity of Novel N-Allyloxy/Propargyloxy Aryloxyphenoxy Propionamide Derivatives

Synthesis and Herbicidal Activity of Novel N-Allyloxy/Propargyloxy Aryloxyphenoxy Propionamide Derivatives

作     者:LIU Qixing HUANG Mingzhi LIU Aiping HU Aixi LEI Manxiang REN Yeguo HUANG Lu 

作者机构:College of Biological and Pharmaceutical Sciences China Three Gorges University Yichang 443002 P. R. China National Engineering Research Center for Agrochemicals Hunan Research Institute of Chemical Industry Changsha 410007 P. R. China College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. China 

出 版 物:《Chemical Research in Chinese Universities》 (高等学校化学研究(英文版))

年 卷 期:2016年第32卷第2期

页      面:188-194页

核心收录:

学科分类:1007[医学-药学(可授医学、理学学位)] 090403[农学-农药学(可授农学、理学学位)] 100705[医学-微生物与生化药学] 09[农学] 0904[农学-植物保护] 10[医学] 

基  金:Supported by the National Natural Science Foundation of China(No.21272062)  the Startup Foundation of China Three Gorges University(No.KJ2014B084) and the Open Foundation of Hubei Key Laboratory of Tumor Microenvironment and Im- munotherapy  China(No.2015KZL09) 

主  题:Aryloxyphenoxy propionamide Allyloxy Propargyloxy Herbicidal activity Crop selectivity 

摘      要:A series of novel N-allyloxy/propargyloxy aryloxyphenoxy propionamide compounds was designed and prepared. The structures of the synthesized compounds were confirmed by means of 1H NMR, 13C NMR, LC-MS, elemental analysis and IR. The bioassay results indicate that when against Digitaria sanguinalis and Echinochloa crus-galli, (R)-N-(propargyloxy)-2-{4-[(6-chloroquinoxalin-2-yl) oxy] phenoxy}propanamide(1m)(IC50=6.8 and 6.5 g/hm2, respectively) and (R)-N-(allyloxy)-2-{4-[(6-chloroquinoxalin-2-yl) oxy]phenoxy}propanamide(1r)(IC50=7.4 and 6.0 g/hm2, respectively) are much more effective than commercial aryloxyphenoxypropionic ester herbicide clodinafop-propargyl(IC50=46.5 and 14.6 g/hm2, respectively). The results of crop selectivity show that compounds 1m and 1r are safe to soybean, rape and cotton and can be used as herbicides for soybean, rape and cotton crop.

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