10-phenyl-benzo-1,5-naphthyridine | 21820-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10-phenyl-benzo-1,5-naphthyridine
• 英文别名: 3-Phenyl-1,10-diazatetracyclo[10.2.2.02,11.04,9]hexadeca-2,4,6,8,10-pentaene
• CAS: 21820-08-6
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: IBZOIUUZEQWUKE-UHFFFAOYSA-N

物化性质

• 沸点：
  457.9±45.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  16.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  10-phenyl-benzo-1,5-naphthyridine 在 sodium 作用下， 以 丙醇 为溶剂， 以67%的产率得到(4aRS,10RS,10aRS)-1,4-ethano-3,4,4a,10,10a-hexahydro-10-phenyl-benzo-1,5-naphthyridine
  参考文献：
  名称：

  Synthesis of a benzo[b]-1,5-naphthyridine derivative as a potential constrained NK1 receptor antagonist

  摘要：

  A short synthesis of a cyclic constrained analogue 1 of the potent Substance P antagonist (+/-) CP-96345 is described. The key feature is the formation of the benzo[b]-1,5-naphthyriandine system at the very last step of the synthesis throught an intramolecular arylation of an amine promoted by a strong base. If the tricyclic system was synthesized first, 2-methoxy benzylation of both the nitrogen atoms occurred.

  DOI：

  10.1016/s0040-4039(00)78224-4
• 作为产物：
  描述：

  3-奎宁环酮 、 2-氨基二苯甲酮 在 hydroxide 作用下， 生成 10-phenyl-benzo-1,5-naphthyridine
  参考文献：
  名称：

  Synthesis of a benzo[b]-1,5-naphthyridine derivative as a potential constrained NK1 receptor antagonist

  摘要：

  A short synthesis of a cyclic constrained analogue 1 of the potent Substance P antagonist (+/-) CP-96345 is described. The key feature is the formation of the benzo[b]-1,5-naphthyriandine system at the very last step of the synthesis throught an intramolecular arylation of an amine promoted by a strong base. If the tricyclic system was synthesized first, 2-methoxy benzylation of both the nitrogen atoms occurred.

  DOI：

  10.1016/s0040-4039(00)78224-4