N-(4-bromo-2,6-dimethylphenyl)-1-((6-chloropyridin-3-yl)-methyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocin-11-amine | 1534384-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N-(4-bromo-2,6-dimethylphenyl)-1-((6-chloropyridin-3-yl)-methyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocin-11-amine
• 英文别名: N-(4-bromo-2,6-dimethylphenyl)-5-[(6-chloropyridin-3-yl)methyl]-7-nitro-2,5,12-triazatricyclo[6.3.1.02,6]dodec-6-en-12-amine
• CAS: 1534384-36-5
• 化学式: C₂₃H₂₆BrClN₆O₂
• 分子量: 533.855
• InChiKey: MKLKROPYKYKRCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  77.78
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-溴-2,6-二甲基苯胺 在 盐酸 、 sodium dihydrogenphosphate 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 N-(4-bromo-2,6-dimethylphenyl)-1-((6-chloropyridin-3-yl)-methyl)-10-nitro-1,2,3,5,6,7,8,9-octahydro-5,9-epiminoimidazo[1,2-a]azocin-11-amine
  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

文献信息

• Design, Synthesis, Crystal Structures, and Insecticidal Activities of Eight-Membered Azabridge Neonicotinoid Analogues
  作者：Renbo Xu、Rui Xia、Ming Luo、Xiaoyong Xu、Jiagao Cheng、Xusheng Shao、Zhong Li

  DOI：10.1021/jf4046683

  日期：2014.1.15

  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.