N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide | 1227951-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide
• 英文别名: N-[3-(2-hydroxy-5-methoxyphenyl)propyl]acetamide
• CAS: 1227951-42-9
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: OMOWUWLCRNGXCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(3-(2,5-dimethoxyphenyl)propyl)acetamide
  参考文献：
  名称：

  Synthesis of substituted N-[3-(3-methoxyphenyl)propyl] amides as highly potent MT2-selective melatonin ligands

  摘要：

  A series of substituted N-[3-(3-methoxyphenyl)propyl]amides were synthesized and their binding affinities towards human melatonin MT1 and MT2 receptors were evaluated. It was discovered that a benzyloxyl substituent incorporated at C6 position of the 3- methoxyphenyl ring dramatically enhanced the MT2 binding affinity and at the same time decreased MT1 binding affinity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.084
• 作为产物：
  描述：

  N-(3-(2-(benzyloxy)-5-methoxyphenyl)propyl)acetamide 在 10% palladium on carbon 、 氢气 作用下， 生成 N-(3-(2-hydroxy-5-methoxyphenyl)propyl)acetamide
  参考文献：
  名称：

  Synthesis of substituted N-[3-(3-methoxyphenyl)propyl] amides as highly potent MT2-selective melatonin ligands

  摘要：

  A series of substituted N-[3-(3-methoxyphenyl)propyl]amides were synthesized and their binding affinities towards human melatonin MT1 and MT2 receptors were evaluated. It was discovered that a benzyloxyl substituent incorporated at C6 position of the 3- methoxyphenyl ring dramatically enhanced the MT2 binding affinity and at the same time decreased MT1 binding affinity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.084