Design and Synthesis of Novel Insecticides Based on the Serotonergic Ligand 1-[(4-Aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine (PAPP)

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• 作者：Mingyi Cai ; Zhong Li ; Feng Fan ; Qingchun Huang ; Xusheng Shao ; Gonghua Song
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2010
• 出版时间：March 10, 2010
• 年：2010
• 卷：58
• 期：5
• 页码：2624-2629
• 全文大小：750K
• 年卷期：v.58,no.5(March 10, 2010)
• ISSN：1520-5118

文摘

1-[(4-Aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine (PAPP) is a 5-HT_1A agonist and was reported to display high affinity for serotonin (5-HT) receptor from the parasitic nematode Haemonchus contortus. The present investigation explored the possibility of using PAPP as a lead compound of new insecticides with novel mode of action. On the basis of the PAPP scaffold, a series of 1-arylmethyl-4-[(trifluoromethyl)pyridin-2-yl]piperazine derivatives were designed, synthesized, and evaluated for biological activities against the armyworm Pseudaletia separata (Walker). Bioassays showed that most of the target compounds displayed certain growth-inhibiting activities or larvicidal activities against armyworm. The quantitative structure−activity relationship (QSAR) for growth-inhibiting activities was also analyzed and established.