1,9-dimethyl-9H-pyrido[3,4-b]indol-6-ol | 916330-37-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1,9-dimethyl-9H-pyrido[3,4-b]indol-6-ol
• 英文别名: 1,9-dimethylpyrido[3,4-b]indol-6-ol
• CAS: 916330-37-5
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: IEGAEJKWYJMBPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,9-dimethyl-9H-pyrido[3,4-b]indol-6-ol 、 碘甲烷 以 丙酮 为溶剂， 生成 6-hydroxy-1,2,9-trimethyl-9H-β-carbolin-2-ium iodide
  参考文献：
  名称：

  6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors

  摘要：

  In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated P-carboline and P-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.067
• 作为产物：
  描述：

  5-甲氧基色胺盐酸盐 在 palladium on activated charcoal 盐酸 、 甲醇 、 异丙苯 、 水 、 氢溴酸 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 1,9-dimethyl-9H-pyrido[3,4-b]indol-6-ol
  参考文献：
  名称：

  6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors

  摘要：

  In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated P-carboline and P-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.067

文献信息

• 6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors
  作者：Yvonne Schott、Michael Decker、Hans Rommelspacher、Jochen Lehmann

  DOI：10.1016/j.bmcl.2006.08.067

  日期：2006.11

  In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated P-carboline and P-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine. (c) 2006 Elsevier Ltd. All rights reserved.