ethyl 6-((3,4,5-trimethoxybenzoyl)amino)hexanoate | 50348-26-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 6-((3,4,5-trimethoxybenzoyl)amino)hexanoate
• 英文别名: Trimethoxybenzoyl-ε-capronsaeure-aethylester；Ethyl 6-(3,4,5-trimethoxybenzamido)hexanoate；ethyl 6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate
• CAS: 50348-26-0
• 化学式: C₁₈H₂₇NO₆
• 分子量: 353.415
• InChiKey: NRWHCDDTMJRXKI-UHFFFAOYSA-N

物化性质

• 熔点：
  76-79 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  440.6±45.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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 6-((3,4,5-trimethoxybenzoyl)amino)hexanoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以80%的产率得到N-(6-hydrazino-6-oxohexyl)-3,4,5-trimethoxybenzamide
  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：

  6-氨基己酸 在 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 ethyl 6-((3,4,5-trimethoxybenzoyl)amino)hexanoate
  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