1-(2-Hydroxyphenyl)-2-methyl-3-pyrrolidin-1-ylpropan-1-one | 107075-29-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-Hydroxyphenyl)-2-methyl-3-pyrrolidin-1-ylpropan-1-one
• CAS: 107075-29-6
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: BWGRPLPIBUVKML-UHFFFAOYSA-N

物化性质

• 沸点：
  364.3±22.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 聚合甲醛 、 2'-羟基苯丙酮 在 盐酸 作用下， 生成 1-(2-Hydroxyphenyl)-2-methyl-3-pyrrolidin-1-ylpropan-1-one
  参考文献：
  名称：

  The Mannich Reaction of 1-(2-Hydroxyphenyl)-1-ethanone, -1-propanone and -1-butanone, and 1-(2-Hydroxy-5-methylphenyl)-2-phen-yl-1-ethanone

  摘要：

  在酸性条件下，标题化合物在甲醛存在下与仲胺反应，通过Ï-氨基甲基化得到相应的马尼奇碱。

  DOI：

  10.1055/s-1988-27725

文献信息

• Synthesis and activity of 2-methyl-3-aminopropiophenones as centrally acting muscle relaxants
  作者：A Shiozawa、K Narita、G Izumi、S Kurashige、K Sakitama、M Ishikawa

  DOI：10.1016/0223-5234(96)88213-4

  日期：1995.1

  Some novel 2-methyl-3-aminopropiophenones were synthesized and their centrally acting muscle relaxant activities were evaluated for an inhibitory effect on the flexor reflex in rats. The structure-activity relationships are discussed. In this series, 2-methyl-3-pyrrolidino-1-(4-trifluoromethylphenyl)-propan-1-one (28) showed significant centrally acting muscle relaxant activity. In addition, the activities of each enantiomer (28-(S) and (R)) were studied along with their acute toxicities. Compound 28-(R) was found to exhibit more potent activity and weaker acute toxicity than 28-(S). Accordingly, compound 28-(R) (NK433) is under development as a novel centrally acting muscle relaxant.
• The Mannich Reaction of 1-(2-Hydroxyphenyl)-1-ethanone, -1-propanone and -1-butanone, and 1-(2-Hydroxy-5-methylphenyl)-2-phen-yl-1-ethanone
  作者：S. J. Joglekar、S. D. Samant

  DOI：10.1055/s-1988-27725

  日期：——

  The title compounds on reaction with secondary amines in the presence of formaldehyde under acidic condition, gave the corresponding Manich bases by ω-aminomethylation.

  在酸性条件下，标题化合物在甲醛存在下与仲胺反应，通过Ï-氨基甲基化得到相应的马尼奇碱。