3-oxo-3-phenyl-2,2-dipiperidino-propionic acid ethyl ester | 860744-60-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-oxo-3-phenyl-2,2-dipiperidino-propionic acid ethyl ester
• 英文别名: 3-Oxo-3-phenyl-2,2-dipiperidino-propionsaeure-aethylester
• CAS: 860744-60-1
• 化学式: C₂₁H₃₀N₂O₃
• 分子量: 358.481
• InChiKey: QKUJXICVJYFVOU-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 沸点：
  482.6±45.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.85
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-oxo-3-phenyl-2,2-dipiperidino-propionic acid ethyl ester 在 盐酸 、 乙醚 作用下， 生成 ethyl 2,3-dioxo-3-phenylpropanoate
  参考文献：
  名称：

  Rapidly distinguishing reversible and irreversible CYP450 inhibitors by using fluorometric kinetic analyses

  摘要：

  In this study we have evaluated the reliability of a fluorescence-based method used for rapid identification of irreversible CYP inhibitors (mechanism-based inhibitors). This was accomplished by comparing the time-dependence pattern of IC50 values from fluorometric kinetic measurements. For irreversible CYP inhibitors, IC50 values decreased as incubation proceeded. This was due to progressive inactivation of corresponding enzymes by reactive metabolites generated during the incubation. This change pattern was confirmed using a number of known irreversible CYP inhibitors, including furafylline, midazolam, erythromycin, clarithromycin, oleandomycin, 17alpha-ethynylestradiol and verapamil. The pattern was different in reversible inhibition, depending upon the compounds tested in the fluorometric kinetic assay. For some compounds, such as clotrimazole, IC50 values remained relatively stable, whereas other compounds, such as miconazole, terfenadine and ketoconazole showed a significant increase with incubation time. Monitoring tested compounds by LC-MS/MS during the incubation confirmed that increases of IC50 were probably caused by the loss of inhibitors, resulting from either metabolic degradation, or non-specific binding to microsomal proteins.

  DOI：

  10.1007/bf03192339
• 作为产物：
  描述：

  苯甲酰乙酸乙酯 在 四氯化碳 、 乙醚 、 溴 作用下， 生成 3-oxo-3-phenyl-2,2-dipiperidino-propionic acid ethyl ester
  参考文献：
  名称：

  Rapidly distinguishing reversible and irreversible CYP450 inhibitors by using fluorometric kinetic analyses

  摘要：

  In this study we have evaluated the reliability of a fluorescence-based method used for rapid identification of irreversible CYP inhibitors (mechanism-based inhibitors). This was accomplished by comparing the time-dependence pattern of IC50 values from fluorometric kinetic measurements. For irreversible CYP inhibitors, IC50 values decreased as incubation proceeded. This was due to progressive inactivation of corresponding enzymes by reactive metabolites generated during the incubation. This change pattern was confirmed using a number of known irreversible CYP inhibitors, including furafylline, midazolam, erythromycin, clarithromycin, oleandomycin, 17alpha-ethynylestradiol and verapamil. The pattern was different in reversible inhibition, depending upon the compounds tested in the fluorometric kinetic assay. For some compounds, such as clotrimazole, IC50 values remained relatively stable, whereas other compounds, such as miconazole, terfenadine and ketoconazole showed a significant increase with incubation time. Monitoring tested compounds by LC-MS/MS during the incubation confirmed that increases of IC50 were probably caused by the loss of inhibitors, resulting from either metabolic degradation, or non-specific binding to microsomal proteins.

  DOI：

  10.1007/bf03192339