N-(benzyloxy)-N-(3-carbethoxypropyl)-4-phenylbutyramide | 121289-77-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(benzyloxy)-N-(3-carbethoxypropyl)-4-phenylbutyramide
• 英文别名: ethyl 4-[4-phenylbutanoyl(phenylmethoxy)amino]butanoate
• CAS: 121289-77-8
• 化学式: C₂₃H₂₉NO₄
• 分子量: 383.488
• InChiKey: VYPPVQISVQEHSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  504.6±60.0 °C(predicted)
• 密度：
  1.109±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  28.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(benzyloxy)-N-(3-carbethoxypropyl)-4-phenylbutyramide 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 25.0 ℃ 、206.84 kPa 条件下， 反应 2.0h， 生成 N-(3-carboxypropyl)-N-hydroxy-4-phenylbutyramide
  参考文献：
  名称：

  Differential effects of a series of hydroxamic acid derivatives on 5-lipoxygenase and cyclooxygenase from neutrophils and 12-lipoxygenase from platelets and their in vivo effects on inflammation and anaphylaxis

  摘要：

  The synthesis of a series of novel substituted hydroxamates has been described along with their profile of inhibitory activity against 5-lipoxygenase, 12-lipoxygenase, and cyclooxygenase enzymes. The structure--activity relationship suggests that future molecules could be designed to specifically inhibit one or more of these enzymes since there were definite differences in structure--activity relationships for these different enzymes. A representative number of these compounds have been tested in vivo and found to possess potent oral activity in a systemic anaphylaxis model mediated by leukotrienes and topical activity in an arachidonic acid induced inflammation model. One of these molecules, compound 20, demonstrated that a leukotriene antagonist pharmacophore can be modified such that it contains both antagonist activity and 5-lipoxygenase inhibitory activity.

  DOI：

  10.1021/jm00128a027
• 作为产物：
  描述：

  苄氧基胺盐酸盐 在 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 N-(benzyloxy)-N-(3-carbethoxypropyl)-4-phenylbutyramide
  参考文献：
  名称：

  Differential effects of a series of hydroxamic acid derivatives on 5-lipoxygenase and cyclooxygenase from neutrophils and 12-lipoxygenase from platelets and their in vivo effects on inflammation and anaphylaxis

  摘要：

  The synthesis of a series of novel substituted hydroxamates has been described along with their profile of inhibitory activity against 5-lipoxygenase, 12-lipoxygenase, and cyclooxygenase enzymes. The structure--activity relationship suggests that future molecules could be designed to specifically inhibit one or more of these enzymes since there were definite differences in structure--activity relationships for these different enzymes. A representative number of these compounds have been tested in vivo and found to possess potent oral activity in a systemic anaphylaxis model mediated by leukotrienes and topical activity in an arachidonic acid induced inflammation model. One of these molecules, compound 20, demonstrated that a leukotriene antagonist pharmacophore can be modified such that it contains both antagonist activity and 5-lipoxygenase inhibitory activity.

  DOI：

  10.1021/jm00128a027

文献信息

• HUANG, FU-CHIH;SHOUPE, T. SCOTT;LIN, CLARA J.;LEE, THOMAS D. Y.;CHAN, WAN+, J. MED. CHEM., 32,(1989) N, C. 1836-1842
  作者：HUANG, FU-CHIH、SHOUPE, T. SCOTT、LIN, CLARA J.、LEE, THOMAS D. Y.、CHAN, WAN+

  DOI：——

  日期：——