{1-[2-Dimethylamino-1-(4-methoxy-phenyl)-ethyl]-silinan-1-yl}-dimethyl-amine | 521059-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {1-[2-Dimethylamino-1-(4-methoxy-phenyl)-ethyl]-silinan-1-yl}-dimethyl-amine
• 英文别名: 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-N,N-dimethylsilinan-1-amine
• CAS: 521059-16-5
• 化学式: C₁₈H₃₂N₂OSi
• 分子量: 320.55
• InChiKey: YIHYBDZYKFTKRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  {1-[2-Dimethylamino-1-(4-methoxy-phenyl)-ethyl]-silinan-1-yl}-dimethyl-amine 在 potassium acetate 、 溶剂黄146 作用下， 以 正己烷 为溶剂， 反应 1.0h， 以86%的产率得到rac-1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]-1-silacyclohexan-1-ol
  参考文献：
  名称：

  (R)-Sila-venlafaxine: A selective noradrenaline reuptake inhibitor for the treatment of emesis

  摘要：

  Sila-substitution of drugs (the carbon/silicon switch) is a concept that is being successfully used for the development of new chemical entities. The (R)-sila-analogue of the antidepressant venlafaxine is devoid of the serotonin reuptake inhibition observed with the marketed drug, leading to a selective noradrenaline reuptake inhibitor displaying anti-emetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.062
• 作为产物：
  描述：

  1,1-二氯硅杂环己烷 在 盐酸 、 正丁基锂 、 四甲基乙二胺 、 2,4,6-triisopropylbenzenesulfonylhydrazone 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 111.67h， 生成 {1-[2-Dimethylamino-1-(4-methoxy-phenyl)-ethyl]-silinan-1-yl}-dimethyl-amine
  参考文献：
  名称：

  (R)-Sila-venlafaxine: A selective noradrenaline reuptake inhibitor for the treatment of emesis

  摘要：

  Sila-substitution of drugs (the carbon/silicon switch) is a concept that is being successfully used for the development of new chemical entities. The (R)-sila-analogue of the antidepressant venlafaxine is devoid of the serotonin reuptake inhibition observed with the marketed drug, leading to a selective noradrenaline reuptake inhibitor displaying anti-emetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.062

文献信息

• (R)-Sila-venlafaxine: A selective noradrenaline reuptake inhibitor for the treatment of emesis
  作者：Graham A. Showell、Matthew J. Barnes、Jürgen O. Daiss、John S. Mills、John G. Montana、Reinhold Tacke、Julie B.H. Warneck

  DOI：10.1016/j.bmcl.2005.12.062

  日期：2006.5

  Sila-substitution of drugs (the carbon/silicon switch) is a concept that is being successfully used for the development of new chemical entities. The (R)-sila-analogue of the antidepressant venlafaxine is devoid of the serotonin reuptake inhibition observed with the marketed drug, leading to a selective noradrenaline reuptake inhibitor displaying anti-emetic properties. (C) 2006 Elsevier Ltd. All rights reserved.