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N-叔丁基-N'-硫代[1-(6-氯-3-吡啶基甲基)-2-硝基亚氨基咪唑烷]-N,N'-二酰肼的合成与杀虫活性评价。

Synthesis and insecticidal evaluation of N-tert-butyl-N'-thio[1-(6-chloro-3-pyridylmethyl)-2-nitroiminoimidazolidine]-N,N'-diacylhydrazines.

机构信息

Chemistry and Biologic College, Yantai University, Yantai 264005, Shandong Province, People's Republic of China.

出版信息

J Agric Food Chem. 2010 Feb 10;58(3):1834-7. doi: 10.1021/jf903642s.

DOI:10.1021/jf903642s
PMID:20041716
Abstract

A series of novel N-tert-butyl-N'-thio[1-(6-chloro-3-pyridylmethyl)-2-nitroiminoimidazolidine]-N,N'-diacylhydrazines were synthesized by the reaction of chlorosulfenyl(N-tert-butyl-N,N'-diacylhydrazines) with 1-(6-chloro-3-pyridylmethyl)-2-nitroiminoimidazolidine (imidacloprid) in the presence of sodium hydride. Their larvicidal activities were evaluated. All of them exhibited insecticidal activities against Oriental armyworm and bean aphids. Toxicity assays indicated that at higher concentrations (200 mg L(-1)) the title compounds can kill aphids as fast as the parent imidacloprid in 2 h, whereas at lower concentration (10 mg L(-1)), the title compounds can induce a premature, abnormal and lethal larval moult after 3 days of treatment, like the parent diacylhydrazines.

摘要

一系列新型 N-叔丁基-N'-硫代[1-(6-氯-3-吡啶基甲基)-2-硝基亚氨基咪唑烷]-N,N'-二酰肼是通过氯磺酰基(N-叔丁基-N,N'-二酰肼)与 1-(6-氯-3-吡啶基甲基)-2-硝基亚氨基咪唑烷(吡虫啉)在氢化钠存在下反应合成的。评估了它们的杀虫活性。它们都对东方粘虫和豆蚜表现出杀虫活性。毒性试验表明,在较高浓度(200mg/L)下,标题化合物在 2 小时内可像母体吡虫啉一样快速杀死蚜虫,而在较低浓度(10mg/L)下,标题化合物可在处理 3 天后诱导过早、异常和致命的幼虫蜕皮,类似于母体二酰肼。

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