Synthesis,insecticidal activities,and SAR studies of novel piperazine-containing heterocyclic mono-/di-/tri-amide derivatives  

作　　者：Huan Li Hang Liu Yan Zhang Na Yang Lixia Xiong Zhengming Li Baolei Wang 

机构地区：[1]State Key Laboratory of Elemento-Organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071,China

出　　处：《Chinese Chemical Letters》2021年第9期2893-2898,共6页中国化学快报（英文版）

基　　金：financially supported by the National Key Research and Development Program of China(No.2017YFD0200505);the National Natural Science Foundation of China(No.21772103)。

摘　　要：Diamide compounds such as chlorantraniliprole,a famous anthranilic diamide insecticide targeting the insect ryanodine receptor(Ry R),have received continuous attention in pesticide research during the past 15 years owing to their excellent insecticidal potentials.With the aim of discovering new heterocyclic pesticides used for crop protection,based on the structural information of compound M from the reported pharmacophore-based virtual screening for Ry R insecticides and diamide compound,a series of new heterocyclic mono-,di-,and tri-amide derivatives containing piperazine moiety have been synthesized in this paper.The new compounds were identified and confirmed by melting point,^(1)H NMR,^(13)C NMR and HRMS.Compound M was firstly validated for insecticidal activities,and the new synthesized compounds were all made comprehensive insecticidal evaluations against diamondback moth and oriental armyworm.The bioassay results showed that some of the compounds exhibit favorable insecticidal potentials,particularly some novel piperazine-containing heterocyclic mono-/di-/tri-amide derivatives such as 8 g,14 a,15 a,15 g,15 i,15 j,15 k,15 l,and 15 m could be used as new insecticidal leading structures for further study(e.g.,towards diamondback moth,15i-15 m LC_(50):0.0022-0.0081 mg/L).The structure-activity relationships of the compounds discussed in detail provide useful guidance for further design and development of new insecticides.

关 键 词：Heterocyclic amide derivatives Piperazine-containing compounds SYNTHESIS Insecticidal activity Structure-activity relationship 

分 类 号：TQ453.2[化学工程—农药化工]