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

作　　者：吕强[1,2] 唐庆红[2] 付群梅[2] 戴明[2] 刘世梦[2] 朱为宏[1] 杜葩 吕龙[2] Lü Qiang Tang Qinghong Fu Qunmei Dai Ming Liu Shimeng Zhu Weihong Du Pa Lü Long(School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237 Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032 School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418)

机构地区：[1]华东理工大学化学与分子工程学院,上海200237 [2]中国科学院上海有机化学研究所,上海200032 [3]上海应用技术大学化学与环境工程学院,上海201418

出　　处：《有机化学》2017年第2期533-540,共8页Chinese Journal of Organic Chemistry

基　　金："十三五"国家重点研发计划(No.2016YFD0300708)资助项目~~

摘　　要：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.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.

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 

分 类 号：TQ457[化学工程—农药化工]