除草化合物1-杂环基-2-氟-4-氯-5-炔丙氧基苯的构效关系研究  

Structure-activity relationship study of herbicidal 1-heterocyclyl-2-F-4-Cl-5-propargyloxy benzenes

作　　者：李斌 刘克 吴鸿飞 于海波 杨辉斌 白丽萍 崔东亮 满灜 张珂良 相东 刘振龙 王世辉 柏再苏 王大翔 徐基东 杨华铮 LI Bin;LIU Ke;WU Hongfei;YU Haibo;YANG Huibin;BAI Liping;CUI Dongliang;MAN Ying;ZHANG Keliang;XIANG Dong;LIU Zhenlong;WANG Shihui;BAI Zaisu;WANG Daxiang;XU Jidong;YANG Huazheng(State Key Laboratory of the Discovery and Development of Novel Pesticide,Shenyang Sinochem Agrochemicals Research and Development Co.,Ltd.,Shenyang 110021,China)

机构地区：[1]沈阳中化农药化工研发有限公司新农药创制与开发国家重点实验室,辽宁沈阳110021

出　　处：《世界农药》2021年第3期35-41,共7页World Pesticide

基　　金：“十三五”国家重点研发计划(2016YFD0300708)。

摘　　要：以2-氯-4-氟-5-硝基苯酚为起始原料合成了28个1-杂环基-2-氟-4-氯-5-炔丙氧基苯类化合物,并对其进行了抑制苘麻生长的活性测试,总结了构效关系。发现2-(2-氟-4-氯-5-炔丙氧基苯基)-4,5,6,7-四氢异吲哚-1,3(2H)-二酮、2-(2-氟-4-氯-5-炔丙氧基苯基)-四氢咪唑并[1,5-a]吡啶-1,3(2H, 5H)-二酮、2-(2-氟-4-氯-5-炔丙氧基苯基)-四氢-[1,2,4]三唑并[1,2-a]哒嗪-1,3(2H)-二酮、1-(2-氟-4-氯-5-炔丙氧基苯基)-哌啶-2,6-二酮和3-(2-氟-4-氯-5-炔丙氧基苯基)-1-甲基-6-三氟甲基-2,4-(1H,3H)-嘧啶二酮的除草活性较高。该构效关系研究,有望对新型PPO抑制剂的分子设计提供参考。Twenty eight 1-heterocyclyl-2-F-4-Cl-5-propargyloxy benzenes were synthesized starting from 2-Cl-4-F-5-nitrophenol.Their inhibitory activities against the growth of velvetleaf(Abutilon theophrasti)were tested and the structure-activity relationship was summarized.2-(4-Cl-2-F-5-(prop-2-yn-1-yloxy)phenyl)-4,5,6,7-tetrahydro-1Hisoindole-1,3(2H)-dione,2-(4-Cl-2-F-5-(prop-2-yn-1-yloxy)phenyl)tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione,2-(4-Cl-2-F-5-(prop-2-yn-1-yloxy)phenyl)tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dione,1-(4-Cl-2-F-5-(prop-2-yn-1-yloxy)phenyl)-4-(trifluoromethyl)piperidine-2,6-dione and 3-(4-Cl-2-F-5-(prop-2-yn-1-yloxy)phenyl)-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione possess better herbicidal activity.This study on the structure-activity relationship would be helpful for the molecular designing of new protoporphyrinogen-IX oxidase inhibitors.

关 键 词：原卟啉原氧化酶 除草剂 1-杂环基-2-氟-4-氯-5-炔丙氧基苯 构效关系 

分 类 号：TQ450[化学工程—农药化工]