(S)-5-aminomethyl-3-(1-ethyl-1H-pyrrol-3-yl)-2-oxazolidinone | 1346754-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-5-aminomethyl-3-(1-ethyl-1H-pyrrol-3-yl)-2-oxazolidinone
• 英文别名: (5S)-5-(aminomethyl)-3-(1-ethylpyrrol-3-yl)-1,3-oxazolidin-2-one
• CAS: 1346754-15-1
• 化学式: C₁₀H₁₅N₃O₂
• 分子量: 209.248
• InChiKey: TZHOFPSKOIQYMJ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  60.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-5-methanesulfonyloxymethyl-3-(1-ethyl-1H-pyrrol-3-yl)-2-oxazolidinone 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0~65.0 ℃ 、344.75 kPa 条件下， 反应 1.0h， 生成 (S)-5-aminomethyl-3-(1-ethyl-1H-pyrrol-3-yl)-2-oxazolidinone
  参考文献：
  名称：

  Novel Reversible Monoamine Oxidase A Inhibitors: Highly Potent and Selective 3-(1H-Pyrrol-3-yl)-2-oxazolidinones

  摘要：

  Monoamine oxidases (MAOs) are involved in various psychiatric and neurodegenerative disorders; hence, MAO inhibitors are useful agents in the therapy of Parkinson's disease, Alzheimer's dementia, and depression syndrome. Herein we report a novel series of 3-(1H-pyrrol-3-yl)-2-oxazolidinones 3-7 as reversible, highly potent and selective anti-MAO-A agents. In particular, 4b, 5b, and 4c showed a Ki-MAO-A of 0.6, 0.8, and I nM, respectively, 4c being 200000-fold selective for MAO-A with respect to MAO-B.

  DOI：

  10.1021/jm201011x

文献信息

• Novel Reversible Monoamine Oxidase A Inhibitors: Highly Potent and Selective 3-(1<i>H</i>-Pyrrol-3-yl)-2-oxazolidinones
  作者：Sergio Valente、Stefano Tomassi、Giampiero Tempera、Stefania Saccoccio、Enzo Agostinelli、Antonello Mai

  DOI：10.1021/jm201011x

  日期：2011.12.8

  Monoamine oxidases (MAOs) are involved in various psychiatric and neurodegenerative disorders; hence, MAO inhibitors are useful agents in the therapy of Parkinson's disease, Alzheimer's dementia, and depression syndrome. Herein we report a novel series of 3-(1H-pyrrol-3-yl)-2-oxazolidinones 3-7 as reversible, highly potent and selective anti-MAO-A agents. In particular, 4b, 5b, and 4c showed a Ki-MAO-A of 0.6, 0.8, and I nM, respectively, 4c being 200000-fold selective for MAO-A with respect to MAO-B.