7-(2-aminoethyl)-6-methyl-1,2,6,7-tetrahydroindolo<1,7-ab><1,5>benzodiazepine | 74117-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 7-(2-aminoethyl)-6-methyl-1,2,6,7-tetrahydroindolo<1,7-ab><1,5>benzodiazepine
• 英文别名: 7-(2-aminoethyl)-6-methyl-1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepine；2-(9-Methyl-1,8-diazatetracyclo[8.6.1.02,7.014,17]heptadeca-2,4,6,10,12,14(17)-hexaen-8-yl)ethanamine
• CAS: 74117-03-6
• 化学式: C₁₈H₂₁N₃
• 分子量: 279.385
• InChiKey: ONJQSNKQTFTHNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-methyl-1,2,6,7-tetrahydro-benzo[2,3][1,4]diazepino[6,7,1-hi]indole 在 lithium aluminium tetrahydride 、 碳酸氢钠 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 7-(2-aminoethyl)-6-methyl-1,2,6,7-tetrahydroindolo<1,7-ab><1,5>benzodiazepine
  参考文献：
  名称：

  7-(Aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines as potential antidepressant agents

  摘要：

  The synthesis of 7-(aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines is described. These compounds were evaluated for antidepressant activity by their ability to inhibit tetrabenazine-induced ptosis in mice. Many compounds were found to be active in this animal model, and structure-activity relationships are discussed. Two analogues in particular, one from the 7-(aminoacyl) series (13) and one from the 7-(aminoalkyl) series (26), were of comparable potency to the antidepressant drugs desipramine and amitriptyline.

  DOI：

  10.1021/jm00186a018

文献信息

• US4192874A
  申请人：——

  公开号：US4192874A

  公开（公告）日：1980-03-11
• 7-(Aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines as potential antidepressant agents
  作者：Edward J. Glamkowski、James M. Fortunato、Harry M. Geyer

  DOI：10.1021/jm00186a018

  日期：1980.12

  The synthesis of 7-(aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines is described. These compounds were evaluated for antidepressant activity by their ability to inhibit tetrabenazine-induced ptosis in mice. Many compounds were found to be active in this animal model, and structure-activity relationships are discussed. Two analogues in particular, one from the 7-(aminoacyl) series (13) and one from the 7-(aminoalkyl) series (26), were of comparable potency to the antidepressant drugs desipramine and amitriptyline.