ethyl ((3-(3,4,5-trimethoxyphenyl)propanoyl)amino)acetate | 218155-98-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl ((3-(3,4,5-trimethoxyphenyl)propanoyl)amino)acetate
• 英文别名: ethyl 2-[3-(3,4,5-trimethoxyphenyl)propanamido]acetate；Ethyl 2-[3-(3,4,5-trimethoxyphenyl)propanoylamino]acetate
• CAS: 218155-98-7
• 化学式: C₁₆H₂₃NO₆
• 分子量: 325.362
• InChiKey: HFEBYGLXVGHPIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  66-69 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  483.3±45.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl ((3-(3,4,5-trimethoxyphenyl)propanoyl)amino)acetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以75%的产率得到N-(2-hydrazino-2-oxoethyl)-3-(3,4,5-trimethoxyphenyl)propanamide
  参考文献：
  名称：

  Novel Heterobivalent Tacrine Derivatives as Cholinesterase Inhibitors with Notable Selectivity Toward Butyrylcholinesterase

  摘要：

  Two series of novel heterobivalent tacrine derivatives were synthesized. A trimethoxy substituted benzene was linked to the tacrine moiety by a hydrazide-based linker. The compounds were evaluated as cholinesterase inhibitors, and trimethoxybenzoic acid derivatives with 11- or 12-atom spacers were the most potent inhibitors of human acetylcholinesterase. The inhibitors showed a surprising selectivity toward human butyrylcholinesterase, where several trimethoxyphenylpropionic acid derivatives had IC50 values less than 250 mu M.

  DOI：

  10.1021/jm060742o
• 作为产物：
  描述：

  3-(3,4,5-三甲氧基苯基)丙酸 在 N,N-二甲基甲酰胺 草酰氯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl ((3-(3,4,5-trimethoxyphenyl)propanoyl)amino)acetate
  参考文献：
  名称：

  Novel Heterobivalent Tacrine Derivatives as Cholinesterase Inhibitors with Notable Selectivity Toward Butyrylcholinesterase

  摘要：

  Two series of novel heterobivalent tacrine derivatives were synthesized. A trimethoxy substituted benzene was linked to the tacrine moiety by a hydrazide-based linker. The compounds were evaluated as cholinesterase inhibitors, and trimethoxybenzoic acid derivatives with 11- or 12-atom spacers were the most potent inhibitors of human acetylcholinesterase. The inhibitors showed a surprising selectivity toward human butyrylcholinesterase, where several trimethoxyphenylpropionic acid derivatives had IC50 values less than 250 mu M.

  DOI：

  10.1021/jm060742o