5-取代氨基-12-取代苯并[c]菲啶衍生物的合成、晶体结构及生物活性  

Synthesis,Crystal Structure and Biological Activity of 5-(Substituted amino)-12-substituent-benzo[c]phenanthridine Derivatives

作　　者：张敏[1] 毛神杰[1] 吕培[1] 谢龙观[1] 徐效华[1] 

机构地区：[1]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

出　　处：《有机化学》2008年第9期1590-1597,共8页Chinese Journal of Organic Chemistry

基　　金：国家科技支撑计划(No.2006BAE01A01)资助项目

摘　　要：为了寻找新的高活性农药,利用2-甲基苯甲腈与不同的醛反应,再通过2,3-二氯-5,6-二氰基-1,4-苯醌(DDQ)脱氢或NaH和CH3I氮甲基化,合成了3个系列共18个5-取代氨基-12-取代苯并[c]菲啶衍生物,其中15个是未见文献报道的化合物.它们的结构均经1H NMR,13C NMR,IR和高分辨质谱表征;用X射线衍射测定了化合物5-氨基-12-(4-二乙氨基苯基)-11,12-2H-苯并[c]菲啶盐酸盐(3c)的晶体结构.初步的生物活性测试结果表明,部分化合物具有一定的杀菌活性和促进黄瓜子叶生根活性.In order to find highly active pesticide, three series of 5-（substituted amino）-12-substituent- benzo[c]phenanthridine derivatives were synthesized through the reaction of 2-methylbenzonitrile with different aldehyde, and further dehydration with DDQ or N-methylation with NaJ and CH3I, respectively. Their structures were characterized by ^1H NMR, ^13C NMR, IR spectra and HRMS, and the structure of 5-amino-12-（4-diethylaminophenyl）-11,12-2H-benzo[c]phenanthridine hydrochloride （3c） was determined by X-ray single crystal diffraction method. The preliminary bioassay showed that some title compounds exhibited certain fungicidal activities and cucumber cotyledon root-formation promoting activities.

关 键 词：苯并[c]菲啶 合成 晶体结构 生物活性 

分 类 号：TQ450.1[化学工程—农药化工]