N-(6,11-dihydrobenzo[c][1]benzazepin-5-yl)-1-methylpiperidin-4-imine | 1538586-10-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: N-(6,11-dihydrobenzo[c][1]benzazepin-5-yl)-1-methylpiperidin-4-imine
• CAS: 1538586-10-5
• 化学式: C₂₀H₂₃N₃
• 分子量: 305.423
• InChiKey: WWULRQBDUPOXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  18.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(6,11-dihydrobenzo[c][1]benzazepin-5-yl)-1-methylpiperidin-4-imine 在 盐酸 、 对甲苯磺酸 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.0h， 以37%的产率得到5-Methyl-1,5-diazapentacyclo[10.8.1.02,7.08,21.014,19]henicosa-2(7),8,10,12(21),14,16,18-heptaene
  参考文献：
  名称：

  The synthesis and comparative receptor binding affinities of novel, isomeric pyridoindolobenzazepine scaffolds

  摘要：

  Compounds 7, 8, and 9, derived from the novel scaffolds 3, 5, and 6, were synthesized and evaluated in vitro. The b, c -> c,d shift of the E-phenyl ring resulted in a large decrease (ca. 20- to 1000-fold) in binding to the 5-HT2A, 5-HT2C and H-2, receptors, and a modest decrease (ca. 10- to 20-fold) in binding to the 5-HT5A, D-2, D-5, and alpha(1D), receptors. The b, c -> d, e shift resulted in a large decrease in binding to the 5-HT1D, 5-HT2C, 5-HT6, and H-1 receptors, a modest decrease in binding to 5-HT1A, 5-HT5A and D2, D5, alpha(2B), and H2 receptors, and a large increase in affinity to the 5-HT3, 5-HT6, and sigma(1) receptors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.024
• 作为产物：
  描述：

  6,11-二氢-5H-二苯并[b,e]氮杂卓 在 溶剂黄146 、 锌 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 2.5h， 生成 N-(6,11-dihydrobenzo[c][1]benzazepin-5-yl)-1-methylpiperidin-4-imine
  参考文献：
  名称：

  The synthesis and comparative receptor binding affinities of novel, isomeric pyridoindolobenzazepine scaffolds

  摘要：

  Compounds 7, 8, and 9, derived from the novel scaffolds 3, 5, and 6, were synthesized and evaluated in vitro. The b, c -> c,d shift of the E-phenyl ring resulted in a large decrease (ca. 20- to 1000-fold) in binding to the 5-HT2A, 5-HT2C and H-2, receptors, and a modest decrease (ca. 10- to 20-fold) in binding to the 5-HT5A, D-2, D-5, and alpha(1D), receptors. The b, c -> d, e shift resulted in a large decrease in binding to the 5-HT1D, 5-HT2C, 5-HT6, and H-1 receptors, a modest decrease in binding to 5-HT1A, 5-HT5A and D2, D5, alpha(2B), and H2 receptors, and a large increase in affinity to the 5-HT3, 5-HT6, and sigma(1) receptors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.024