文献类型：期刊文献

英文题名：Multistep Synthesis and Nematicidal Activity of 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-One Derivatives

作者：Xu, Jun[1];Yang, Tianjiao[1];Wang, Jiayi[1];Song, Gonghua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2021

卷号：57

期号：1

起止页码：31

外文期刊名：CHEMISTRY OF HETEROCYCLIC COMPOUNDS

收录：;EI(收录号：20242616362698);WOS:【SCI-EXPANDED(收录号:WOS:000615117200001)】；

基金：This work was financially supported by the National Key Research and Development Plan (grant No. 2018YFD0200105) and the National Natural Science Foundation of China (No. 21572060).

语种：英文

外文关键词：azabicyclo; iminoisoindoline; isocyanide insertion; nematicidal activity

摘要：Novel 2-(8-azabicyclo[3.2.1]octan-3-yl)-3-imino-2,3-dihydro-1H-isoindol-1-ones derived from 5-HT3 receptor antagonists hexahydroazepinylbenzamides were designed and synthesized through isocyanide insertion reaction. All target compounds were evaluated against pinewood nematodes B. xylophilus and root-knot nematodes M. incognita. Good lethal rate (75%) for 3-(tert-butylimino)-5-chloro-2-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2,3-dihydro-1H-isoindol-1-one and serious nervous curl effect against pinewood nematodes B. xylophilus for 3-(tert-butylimino)-2-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2,3-dihydro-1H-isoindol-1-one were observed at 10 mg/l. The inhibition activities of 3-[(4-methoxyphenyl)imino]-2-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2,3-dihydro-1H-isoindol-1-one against root-knot nematodes M. incognita were 84% at 160 mg/l and 60% at 20 mg/l for in vitro test and test tube test, respectively.