2,4,7-trimethyl-3,4-dihydro-1H-pyrrolo[3,4-b]indole hydrochloride | 1236352-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2,4,7-trimethyl-3,4-dihydro-1H-pyrrolo[3,4-b]indole hydrochloride
• 英文别名: 2,4,7-Trimethyl-1,3-dihydropyrrolo[3,4-b]indole;hydrochloride
• CAS: 1236352-02-5
• 化学式: C₁₃H₁₆N₂*ClH
• 分子量: 236.744
• InChiKey: BZYPGEQKRLUGKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  8.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙氧羰基吡咯烷-3-酮 在 盐酸 、 lithium aluminium tetrahydride 、 磷酸 、 sodium acetate 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 9.17h， 生成 2,4,7-trimethyl-3,4-dihydro-1H-pyrrolo[3,4-b]indole hydrochloride
  参考文献：
  名称：

  Synthesis of hydrogenated 2,7-dimethylpyrrolo[3,4-b]indoles – analogs of dimebon

  摘要：

  A schemes have been proposed for the synthesis of novel 4-substituted 2,7-dimethyl-3,4-dihydro-1H- and previously unknown 2,7-dimethyl-cis-1,2,3,3a,4,8b-hexahydropyrrolo[3,4-b]indoles. In the case of the Dimebon structural analog 2,7-dimethyl-4-[2-(6-methylpyridin-3-yl)ethyl]-3,4-dihydro-1H-pyrrolo-[3,4-b]indole a broad spectrum of pharmacological activity was found in the hydrogenated pyrroloindoles suitable for the development of medicines via the "magic bullet" concept. A strong dependence of the antagonist relationship of the synthesized compounds towards histamine H-1 and serotonin 5-HT6 receptors with the nature of the substituent in the 4 position and the degree of hydrogenation of the pyrrolo[3,4-b]indoles was demonstrated.

  DOI：

  10.1007/s10593-010-0488-z

文献信息

• Synthesis of hydrogenated 2,7-dimethylpyrrolo[3,4-b]indoles – analogs of dimebon
  作者：A. V. Ivachtchenko、E. B. Frolov、O. D. Mitkin、S. E. Tkachenko、A. V. Khvat

  DOI：10.1007/s10593-010-0488-z

  日期：2010.6

  A schemes have been proposed for the synthesis of novel 4-substituted 2,7-dimethyl-3,4-dihydro-1H- and previously unknown 2,7-dimethyl-cis-1,2,3,3a,4,8b-hexahydropyrrolo[3,4-b]indoles. In the case of the Dimebon structural analog 2,7-dimethyl-4-[2-(6-methylpyridin-3-yl)ethyl]-3,4-dihydro-1H-pyrrolo-[3,4-b]indole a broad spectrum of pharmacological activity was found in the hydrogenated pyrroloindoles suitable for the development of medicines via the "magic bullet" concept. A strong dependence of the antagonist relationship of the synthesized compounds towards histamine H-1 and serotonin 5-HT6 receptors with the nature of the substituent in the 4 position and the degree of hydrogenation of the pyrrolo[3,4-b]indoles was demonstrated.