2-methyl-N-[2-(morpholinomethyl)cyclopentyl]-1H-indole-3-carboxamide

• 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-methyl-N-[2-(morpholinomethyl)cyclopentyl]-1H-indole-3-carboxamide
• 英文别名: 2-methyl-N-[2-(morpholin-4-ylmethyl)cyclopentyl]-1H-indole-3-carboxamide
• 化学式: C₂₀H₂₇N₃O₂
• 分子量: 341.453
• InChiKey: AQVPNMSJWALDCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  57.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基吲哚-3-羧酸乙酯 在 氢氧化钾 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 48.5h， 生成 2-methyl-N-[2-(morpholinomethyl)cyclopentyl]-1H-indole-3-carboxamide
  参考文献：
  名称：

  Anti-inflammatory and Analgesic Amides: New Developments

  摘要：

  A series of substituted N-cycloalkyl benzamides, cinnamamides, and indole-3-carboxamides were synthesized and evaluated for their analgesic, antiinflammatory activities as well as for their gastrointestinal irritation liability. Indomethacin was used as reference drug in both tests. Compounds 1k, 1b, 1h, 1j, and 1g were the most active in the antiinflammatory paw edema inhibition test, with a sharply dose-dependent effect. In terms of the analgesic activity (acetic acid writhing test), the most active compound was 5a followed by 3a, but many other compounds were found to have a non-negligible potency. Even in this case, the effect was dose dependent.

  DOI：

  10.1002/(sici)1521-4184(200001)333:1<17::aid-ardp17>3.0.co;2-0

文献信息

• Anti-inflammatory and Analgesic Amides: New Developments
  作者：Michele Palomba、Amedeo Pau、Gianpiero Boatto、Battistina Asproni、Luciana Auzzas、Riccardo Cerri、Loredana Arenare、Walter Filippelli、Giuseppe Falcone、Giulia Motola

  DOI：10.1002/(sici)1521-4184(200001)333:1<17::aid-ardp17>3.0.co;2-0

  日期：2000.1

  A series of substituted N-cycloalkyl benzamides, cinnamamides, and indole-3-carboxamides were synthesized and evaluated for their analgesic, antiinflammatory activities as well as for their gastrointestinal irritation liability. Indomethacin was used as reference drug in both tests. Compounds 1k, 1b, 1h, 1j, and 1g were the most active in the antiinflammatory paw edema inhibition test, with a sharply dose-dependent effect. In terms of the analgesic activity (acetic acid writhing test), the most active compound was 5a followed by 3a, but many other compounds were found to have a non-negligible potency. Even in this case, the effect was dose dependent.