1-((6-chloropyridin-3-yl)methyl)-11-(2,5-dimethoxyphenyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocine | 1534384-24-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-((6-chloropyridin-3-yl)methyl)-11-(2,5-dimethoxyphenyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocine
• CAS: 1534384-24-1
• 化学式: C₂₃H₂₆ClN₅O₄
• 分子量: 471.944
• InChiKey: FAYSVUQFKANZTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  84.21
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2,5-Dimethoxybenzylamin*HCl 、 2-氯-5-[[(2Z)-2-(硝基亚甲基)咪唑烷-1-基]甲基]吡啶 、 戊二醛 在 sodium dihydrogenphosphate 作用下， 以 水 、 乙腈 为溶剂， 以17.2%的产率得到1-((6-chloropyridin-3-yl)methyl)-11-(2,5-dimethoxyphenyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocine
  参考文献：
  名称：

  Design, Synthesis, Crystal Structures, and Insecticidal Activities of Eight-Membered Azabridge Neonicotinoid Analogues

  摘要：

  Three series of novel azabridge neonicotinoid analogues were designed and synthesized, which were constructed by starting material A, glutaraldehyde, and primary amine hydrochlorides (aliphatic amines, phenylhydrazines, and anilines). Most of the eight-membered azabridge compounds presented higher insecticidal activities than oxabridged compound B against cowpea aphid (Aphis craccivora) and brown planthopper (Nilaparvata lugens). Compared with imidacloprid, some azabridged compounds exhibited excellent insecticidal activity against brown planthopper. The crystal structures and bioassay indicated that changing bridge atoms from O to N could lead to entirely different conformations, which might be the important influential factor of the bioactivities.

  DOI：

  10.1021/jf4046683