indol-3-yl-piperidin-4-yl-methanone | 5275-02-5

• 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: indol-3-yl-piperidin-4-yl-methanone
• 英文别名: 3-[(4-Piperidyl)-carbonyl]indole；indol-3-yl piperidin-4-yl ketone；(Indolyl-(3))-(piperidyl-(4))-keton；3-Isonipecotylindole；1H-indol-3-yl(piperidin-4-yl)methanone
• CAS: 5275-02-5
• 化学式: C₁₄H₁₆N₂O
• mdl: MFCD01716468
• 分子量: 228.294
• InChiKey: CKXVQPZQTVVCCB-UHFFFAOYSA-N

物化性质

• 熔点：
  218 °C
• 沸点：
  370.1°C (rough estimate)
• 密度：
  1.0604 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.357
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  indol-3-yl-piperidin-4-yl-methanone 、 碘甲烷 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以48.8%的产率得到1,1-dimethyl-4-[(1H-indol-3-yl)carbonyl]piperidinium iodide
  参考文献：
  名称：

  Conformation-activity relationship study of 5-HT3 receptor antagonists and a definition of a model for this receptor site

  摘要：

  A conformation-activity relationship study of 5-HT3 receptor antagonists was used to define a pharmacophore and receptor map to qualitatively account for their activity. The design and synthesis of specific keto-amino-indole derivatives that are potent 5-HT3 receptor antagonists gave some support to the model.

  DOI：

  10.1021/jm00168a011
• 作为产物：
  描述：

  吲哚 在 溴乙烷 、 potassium carbonate 、 magnesium 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.5h， 生成 indol-3-yl-piperidin-4-yl-methanone
  参考文献：
  名称：

  Conformation-activity relationship study of 5-HT3 receptor antagonists and a definition of a model for this receptor site

  摘要：

  A conformation-activity relationship study of 5-HT3 receptor antagonists was used to define a pharmacophore and receptor map to qualitatively account for their activity. The design and synthesis of specific keto-amino-indole derivatives that are potent 5-HT3 receptor antagonists gave some support to the model.

  DOI：

  10.1021/jm00168a011

文献信息

• HIBERT, MARCEL F.;HOFFMANN, REMY;MILLER, ROBERT C.;CARR, ALBERT A., J. MED. CHEM., 33,(1990) N, C. 1594-1600
  作者：HIBERT, MARCEL F.、HOFFMANN, REMY、MILLER, ROBERT C.、CARR, ALBERT A.

  DOI：——

  日期：——
• GUEREMY C.; AUDIAU F.; CHAMPSEIX A.; UZAN A.; FUR G. LE; RATAUD J., J. MED. CHEM., 1980, 23, NO 12, 1306-1310
  作者：GUEREMY C.、 AUDIAU F.、 CHAMPSEIX A.、 UZAN A.、 FUR G. LE、 RATAUD J.

  DOI：——

  日期：——
• Conformation-activity relationship study of 5-HT3 receptor antagonists and a definition of a model for this receptor site
  作者：Marcel F. Hibert、Remy Hoffmann、Robert C. Miller、Albert A. Carr

  DOI：10.1021/jm00168a011

  日期：1990.6

  A conformation-activity relationship study of 5-HT3 receptor antagonists was used to define a pharmacophore and receptor map to qualitatively account for their activity. The design and synthesis of specific keto-amino-indole derivatives that are potent 5-HT3 receptor antagonists gave some support to the model.