Synthesis and Bioactivity of 1-Methyl-3-aryl-6-(trifluoromethyl)pyridazin-4(1H)-one Derivatives

doi:10.6023/cjoc201608023

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 533-540.DOI: 10.6023/cjoc201608023 Previous Articles Next Articles

NOTE

1-甲基-3-芳基-6-三氟甲基哒嗪-4-酮类化合物的合成与生物活性

吕强^a,b, 唐庆红^b, 付群梅^b, 戴明^b, 刘世梦^b, 朱为宏^a, 杜葩^c, 吕龙^b

a 华东理工大学化学与分子工程学院上海 200237;
b 中国科学院上海有机化学研究所上海 200032;
c 上海应用技术大学化学与环境工程学院上海 201418

收稿日期:2016-08-25 修回日期:2016-09-28 发布日期:2016-10-09
通讯作者: 朱为宏 E-mail:whzhu@ecust.edu.cn
基金资助:
“十三五”国家重点研发计划（No.2016YFD0300708）资助项目.

Synthesis and Bioactivity of 1-Methyl-3-aryl-6-(trifluoromethyl)pyridazin-4(1H)-one Derivatives

Lü Qiang^a,b, Tang Qinghong^b, Fu Qunmei^b, Dai Ming^b, Liu Shimeng^b, Zhu Weihong^a, Du Pa^c, Lü Long^b

a School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237;
b Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032;
c School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418

Received:2016-08-25 Revised:2016-09-28 Published:2016-10-09
Supported by:
Project supported by National Key Technologies R&D Program (No. 2016YFD0300708).

1. Synthesis and Bioactivity of 1-Methyl-3-aryl-6-(trifluoromethyl)pyridazin-4(1H)-one Derivatives.PDF(550KB)

Abstract

A novel series of 3-aryl pyridazinone was proposed on the base of structure activity relationships of diverse protoporphyrinogen oxidase inhibitors. Synthetic method of 3-aryl pyridazinones was investigated and 9 compounds were synthesized for interior screening test of herbicidal activity and crop safety. Bioassay results showed that most of 3-aryl-pyridazi-nones exhibit excellent pre- or post-emergence herbicidal activity. Herein, 3-(2,4-dichloro-5-(cyclopentyloxy)phenyl)-1-methyl-6-(trifluoro methyl) pyridazin-4(1H)-one (Ie) with high activity was selected as a post-herbicide candidate into corn field trial. The results showed that Ie exhibited higher total effective rate against weeds at the dose of 60 g a.i./hm² than mesotrione at 105 g a.i./hm², and safety to corn after emergence as well.

Key words: 3-aryl pyridazinone, protoporphyrinogen oxidase inhibitor, synthesis, biological activity

Cite this article

Lü Qiang, Tang Qinghong, Fu Qunmei, Dai Ming, Liu Shimeng, Zhu Weihong, Du Pa, Lü Long. Synthesis and Bioactivity of 1-Methyl-3-aryl-6-(trifluoromethyl)pyridazin-4(1H)-one Derivatives[J]. Chin. J. Org. Chem., 2017, 37(2): 533-540.

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1-甲基-3-芳基-6-三氟甲基哒嗪-4-酮类化合物的合成与生物活性

Synthesis and Bioactivity of 1-Methyl-3-aryl-6-(trifluoromethyl)pyridazin-4(1H)-one Derivatives

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