N-[[(2S)-6,6-diphenyl-1,4-dioxan-2-yl]methyl]-2-(2-methoxyphenoxy)ethanamine | 1417796-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[[(2S)-6,6-diphenyl-1,4-dioxan-2-yl]methyl]-2-(2-methoxyphenoxy)ethanamine
• CAS: 1417796-41-8
• 化学式: C₂₆H₂₉NO₄
• 分子量: 419.521
• InChiKey: HIASEHRDTBGCHW-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-(6,6-diphenyl-1,4-dioxan-2-yl)methanol 在 吡啶 、 三乙胺 作用下， 以 乙二醇乙醚 、 氯仿 为溶剂， 反应 6.0h， 生成 N-[[(2S)-6,6-diphenyl-1,4-dioxan-2-yl]methyl]-2-(2-methoxyphenoxy)ethanamine
  参考文献：
  名称：

  Structure–Activity Relationships in 1,4-Benzodioxan-Related Compounds. 11. Reversed Enantioselectivity of 1,4-Dioxane Derivatives in α₁-Adrenergic and 5-HT_1A Receptor Binding Sites Recognition

  摘要：

  5-HT1A receptor and alpha(1)-adrenoreceptor (alpha(1)-AR) binding sites recognized by the 1,4-dioxanes 2-4 display reversed stereochemical requirements. (S)-2 proved to be a potent 5-HT1A receptor agonist highly selective over alpha(1)-AR subtypes. Chirality influenced the anticancer activity of 3 and 4 in human prostate cancer cells (PC-3): (R)-4, eutomer at the alpha(1d)-AR subtype, was the most potent. The decreased effect of 4 and (R)-4 in alpha(1d)-AR silenced PC-3 cells confirmed that their anticancer activity was alpha(1d)-AR-dependent.

  DOI：

  10.1021/jm301525w

文献信息

• Structure–Activity Relationships in 1,4-Benzodioxan-Related Compounds. 11. Reversed Enantioselectivity of 1,4-Dioxane Derivatives in α₁-Adrenergic and 5-HT_1A Receptor Binding Sites Recognition
  作者：Alessandro Bonifazi、Alessandro Piergentili、Fabio Del Bello、Yogita Farande、Mario Giannella、Maria Pigini、Consuelo Amantini、Massimo Nabissi、Valerio Farfariello、Giorgio Santoni、Elena Poggesi、Amedeo Leonardi、Sergio Menegon、Wilma Quaglia

  DOI：10.1021/jm301525w

  日期：2013.1.24

  5-HT1A receptor and alpha(1)-adrenoreceptor (alpha(1)-AR) binding sites recognized by the 1,4-dioxanes 2-4 display reversed stereochemical requirements. (S)-2 proved to be a potent 5-HT1A receptor agonist highly selective over alpha(1)-AR subtypes. Chirality influenced the anticancer activity of 3 and 4 in human prostate cancer cells (PC-3): (R)-4, eutomer at the alpha(1d)-AR subtype, was the most potent. The decreased effect of 4 and (R)-4 in alpha(1d)-AR silenced PC-3 cells confirmed that their anticancer activity was alpha(1d)-AR-dependent.