Synthesis Candidates Herbicide Through Optimization Quinclorac Containing 3-Methyl-1H-pyrazol-5-yl
文献类型: 外文期刊
作者: Luo, Dingfeng 1 ; Bai, Haodong 2 ; Zhou, Xiaomao 1 ; Wu, Lamei 2 ; Zhang, Chengjia 2 ; Wu, Zhongchi 2 ; Li, Zuren 1 ; Bai 1 ;
作者机构: 1.Hunan Univ, Long Ping Branch, Grad Sch, Changsha, Peoples R China
2.Hunan Acad Agr Sci, Hunan Prov Key Lab Biol & Control Weeds, Changsha, Peoples R China
关键词: quinclorac; intermediate derivatization methods (IDMs); barnyard grass; herbicidal activity; field assay
期刊名称:FRONTIERS IN CHEMISTRY ( 影响因子:3.693; 五年影响因子:4.204 )
ISSN: 2296-2646
年卷期: 2021 年 9 卷
页码:
收录情况: SCI
摘要: To enhance quinclorac potency, twenty-five derivatives were synthesized containing 3-methyl-1H-pyrazol-5-yl by intermediate derivatization methods (IDMs). These compounds were confirmed by melting point (mp), (HNMR)-H-1, (CNMR)-C-13, and HRMS. The compound 1,3-dimethyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (10a) was determined by X-ray diffraction. The activity of these compounds substituent on the phenyl was: electron-drawing group > neutral group > donor-drawing group, the results was like that of substituted benzyl group on pyrazole. The herbicidal activity assays showed that compounds 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (8l, EC50 = 10.53 g/ha) and 10a (EC50 = 10.37 g/ha) had an excellent inhibition effect on barnyard grass in greenhouse experiment. Greenhouse safety experiment of rice exhibited almost no difference in plant height and fresh weight treated 10a at stage 1 similar to 2-leaf of rice after 14 days but 8l had a detrimental effect. Two season field assays showed 10a herbicidal activity on barnyard grass at 150 g/ha as equal as 300 g/ha quinclorac in fields in 2019 and 2020. The study demonstrated that 10a could be further researched as a potential herbicide to control barnyard grass in fields.
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