1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one | 142283-93-0

• 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: 1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one
• 英文别名: 7-hydroxy-4-methyl-1,2-dihydrocyclopenta[b]indol-3-one
• CAS: 142283-93-0
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: KZFRRUKQNOAHAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one 在 咪唑 、 titanium(IV) isopropylate 、 四丁基氟化铵 、 溴 、 lithium chloride 作用下， 以 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 Benzyl-carbamic acid 8-bromo-4-methyl-3-[(Z)-methylimino]-1,2,3,4-tetrahydro-cyclopenta[b]indol-7-yl ester
  参考文献：
  名称：

  Imino 1,2,3,4-tetrahydrocyclopent[b]indole carbamates as dual inhibitors of acetylcholinesterase and monoamine oxidase

  摘要：

  A series of imino 1,2,3,4-tetrahydrocyclopent[b]indole carbamates was prepared and evaluated as dual acetylcholinesterase (AChE) and monoamine oxidase (MAO) inhibitors. Halogen substitution ortho to the carbamate functionality in the eight position resulted in a significant increase in binding affinity for both AChE and MAO-A.

  DOI：

  10.1016/0960-894x(96)00072-8
• 作为产物：
  描述：

  4-methyl-1,4-dihydrocyclopenta[b]indol-3(2H)-one 在 sodium hydroxide 、 disodium hydrogenphosphate 、 三氯化铝 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one
  参考文献：
  名称：

  Imino 1,2,3,4-tetrahydrocyclopent[b]indole carbamates as dual inhibitors of acetylcholinesterase and monoamine oxidase

  摘要：

  A series of imino 1,2,3,4-tetrahydrocyclopent[b]indole carbamates was prepared and evaluated as dual acetylcholinesterase (AChE) and monoamine oxidase (MAO) inhibitors. Halogen substitution ortho to the carbamate functionality in the eight position resulted in a significant increase in binding affinity for both AChE and MAO-A.

  DOI：

  10.1016/0960-894x(96)00072-8

文献信息

• Substituted 1,2,3,4-tetrahydrocyclopent[b]indoles,
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05192789A1

  公开（公告）日：1993-03-09

  There are disclosed various compounds of the formula below, ##STR1## where n, X and R.sub.1 through R.sub.4 are as defined in the specification, which are useful for alleviating various memory dysfunctions characterized by a cholinergic deficit such as Alzheimer's disease. Compounds of this invention also inhibit monoamine oxidase and/or act at central .alpha..sub.2 -adrenergic receptors, and hence are useful as antidepressants.

  下面的公式揭示了各种化合物，##STR1## 其中n、X和R.sub.1到R.sub.4如规范中定义的那样，这些化合物对于缓解由胆碱缺乏引起的各种记忆功能障碍（如阿尔茨海默病）是有用的。本发明的化合物还抑制单胺氧化酶和/或作用于中枢α2-肾上腺素受体，因此可用作抗抑郁药。
• Select cyclopent[b]indoles
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05298626A1

  公开（公告）日：1994-03-29

  There are disclosed various compounds of the formula below, ##STR1## wherein n, X and R.sub.1 through R.sub.4 are as defined in the specification, which are useful for alleviating various memory dysfunctions characterized by a cholinergic deficit such as Alzheimer's disease. Compounds of this invention also inhibit monoamine oxidase and/or act at central .alpha..sub.2 -adrenergic receptors, and hence are useful as antidepressants.

  下面公式中揭示了各种化合物，##STR1##其中n，X和R.sub.1至R.sub.4如规范中所定义，这些化合物对于缓解各种记忆功能障碍特别是胆碱能缺陷所特征的阿尔茨海默病非常有用。本发明的化合物还抑制单胺氧化酶和/或作用于中央α2-肾上腺素能受体，因此可用作抗抑郁剂。
• Substituted 1,2,3,4-tetrahydrocyclopent[b]indoles, 1,2,3,3a,4,8a-hexahydrocyclopent[b]indoles and related compounds, intermediates and a process for the preparation thereof and their use as medicaments
  申请人：HOECHST MARION ROUSSEL, Inc.

  公开号：EP0496314B1

  公开（公告）日：1997-10-01
• US5100891A
  申请人：——

  公开号：US5100891A

  公开（公告）日：1992-03-31
• US5192789A
  申请人：——

  公开号：US5192789A

  公开（公告）日：1993-03-09