2-(1-甲磺酰基-5-甲氧基-1H-吲哚-3-基)乙胺 | 627086-10-6

• 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
• 中文名称: 2-(1-甲磺酰基-5-甲氧基-1H-吲哚-3-基)乙胺
• 英文名称: 2-(1-methanesulfonyl-5-methoxy-1H-indol-3-yl)ethylamine
• 英文别名: 2-(5-Methoxy-1-methylsulfonylindol-3-yl)ethanamine
• CAS: 627086-10-6
• 化学式: C₁₂H₁₆N₂O₃S
• 分子量: 268.337
• InChiKey: XSIHMTIEFHQTRB-UHFFFAOYSA-N

物化性质

• 熔点：
  127-129 °C
• 沸点：
  467.9±53.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-甲磺酰基-5-甲氧基-1H-吲哚-3-基)乙胺 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 27.0h， 生成 褪黑素
  参考文献：
  名称：

  Efficient Route to the Pineal Hormone Melatonin by Radical-Based Indole Synthesis

  摘要：

  The hormone melatonin, which is known to have a range of important biological effects, has been prepared in a high-yielding route that features formation of the indole nucleus by radical cyclization. Mediation of the radical cyclization by tristrimethylsilylsilane (TTMSS) is more efficient than by N-ethylpiperidine hypophosphite.

  DOI：

  10.1081/scc-120024751
• 作为产物：
  描述：

  2-[2-(1-甲磺酰基-5-甲氧基-1H-吲哚-3-基)乙基]异吲哚-1,3-二酮 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到2-(1-甲磺酰基-5-甲氧基-1H-吲哚-3-基)乙胺
  参考文献：
  名称：

  Efficient Route to the Pineal Hormone Melatonin by Radical-Based Indole Synthesis

  摘要：

  The hormone melatonin, which is known to have a range of important biological effects, has been prepared in a high-yielding route that features formation of the indole nucleus by radical cyclization. Mediation of the radical cyclization by tristrimethylsilylsilane (TTMSS) is more efficient than by N-ethylpiperidine hypophosphite.

  DOI：

  10.1081/scc-120024751

文献信息

• Synthetic Communications 2003, 33, 3631-3641
  作者：

  DOI：——

  日期：——
• US6187805B1
  申请人：——

  公开号：US6187805B1

  公开（公告）日：2001-02-13
• Efficient Route to the Pineal Hormone Melatonin by Radical-Based Indole Synthesis
  作者：Douglas W. Thomson、Aurélien G. J. Commeureuc、Stefan Berlin、John A. Murphy

  DOI：10.1081/scc-120024751

  日期：2003.10

  The hormone melatonin, which is known to have a range of important biological effects, has been prepared in a high-yielding route that features formation of the indole nucleus by radical cyclization. Mediation of the radical cyclization by tristrimethylsilylsilane (TTMSS) is more efficient than by N-ethylpiperidine hypophosphite.