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
收稿日期: 2016-08-25
修回日期: 2016-09-28
网络出版日期: 2016-10-09
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
Received date: 2016-08-25
Revised date: 2016-09-28
Online published: 2016-10-09
Supported by
Project supported by National Key Technologies R&D Program (No. 2016YFD0300708).
在现有原卟啉原氧化酶抑制剂构效关系基础上，设计了一类结构新颖的3-芳基哒嗪酮类化合物，并探索了该类化合物的合成方法，合成了9个3-芳基哒嗪酮类化合物，并用于开展室内除草活性测定和作物安全性评价.结果表明3-芳基哒嗪酮类化合物具有较高的芽前、芽后除草活性和作物安全性.对高活性化合物3-[2，4-二氯-5-（环戊氧基）苯基]-1-甲基-6-（三氟甲基）哒嗪-4（1H）-酮（Ie）进行了苗后玉米田间小区药效验证试验，结果表明化合物Ie在60 g a.i./hm2剂量下的总草防效略高于105 g a.i./ha用量的硝磺草酮，且对苗后玉米安全.
关键词： 3-芳基哒嗪酮; 原卟啉原氧化酶抑制剂; 合成; 生物活性
吕强, 唐庆红, 付群梅, 戴明, 刘世梦, 朱为宏, 杜葩, 吕龙 . 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[J]. 有机化学, 2017 , 37(2) : 533 -540 . DOI: 10.6023/cjoc201608023
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.
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