多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性.pdfVIP

2005 年第 25 卷 有 机 化 学 Vol. 25, 2005 第 3 期, 304～307 Chinese Journal of Organic Chemistry No. 3, 304～307 ·研究论文· 多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性 林 军*,a,b 严胜骄 a,b 杨丽娟 a,b 李俊峰 a 刘复初 a (a 云南大学应用化学系 云南大学生物制药创新人才培养基地 昆明 650091) (b 南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071) 摘要 从易得原料百菌清 1 出发, 经过氟交换、氨解、水解、脱羧和酰化反应, 合成得到 10 个新的多卤代苯甲酰基脲 类几丁质抑制剂衍生物, 总收率为 30%～50%. 所有化合物经 1H NMR, HREIMS, IR 光谱证实. 对化合物进行了生物活 性筛选, 结果表明该类化合物对粘虫和蚊幼虫均有一定的杀虫活性. 关键词 百菌清; 苯甲酰基脲; 几丁质抑制剂; 杀虫活性 Synthesis and Insecticidal Activities of Novel Polyhalo Benzoylphenylurea Derivatives LIN, Jun*,a,b YAN, Sheng-Jiaoa,b YANG, Li-Juana,b LI, Jun-Fenga LIU, Fu-Chua (a Department of Applied Chemistry, Center for Advanced Studies of Medicinal and Organic Chemistry, Yunnan University, Kunming 650091) (b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071) Abstract Ten novel polyhalo benzoylphenylurea chitin inhibitor derivatives have been synthesized in over 30%～50% yields from readily available starting material chlorothalonil 1 via fluorine exchange, aminoly- sis, decarboxylation and acylation reactions. All products were characterized by 1H NMR, HREIMS and IR spectra. Preliminary bioactive research showed that some of the synthesized compounds have the potential insecticidal activities against Mythimna separata and Culex pipiens pallens. Keywords chlorothalonil; benzoylphenylurea; chitin inhibitor; insecticidal activity 苯甲酰基脲类化合物(BUPs)是一类能抑制靶标害 性筛选. 合成路线见 Scheme 1. 虫的几丁质合成而导致其死亡或不育的昆虫生长调节 剂(IGRs), 被誉为第三代杀虫剂或新型昆虫控制剂[1].