3-oxo-N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]butanamide | 82003-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-oxo-N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]butanamide
• CAS: 82003-76-7
• 化学式: C₂₃H₂₈N₂O₂
• 分子量: 364.488
• InChiKey: IAARQYAELYCSIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-oxo-N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]butanamide 在 氢氧化钾 、 对甲苯磺酰叠氮 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 15.0h， 生成 2-diazo-N-phenyl-N-<1-(2-phenylethyl)-4-piperidinyl>acetamide
  参考文献：
  名称：

  Potential affinity labels for the opiate receptor based on fentanyl and related compounds

  摘要：

  Derivatives of fentanyl, 3-methylfentanyl, sufentanil, and lofentanil, possessing chemo- or photoaffinity functionalities, were synthesized as potential affinity reagents for the opiate receptor. Opiate receptor binding constants (IC50) were determined in competition experiments with [3H]naloxone and [3H]naltrexone. Affinity-labeling experiments were generally unsuccessful, although some irreversible attachment was achieved with alpha-diazoamide 17 and aryl azide 23.

  DOI：

  10.1021/jm00350a006
• 作为产物：
  描述：

  双乙烯酮 、 N-苯基-1-(2-苯乙基)-4-哌啶胺 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 3-oxo-N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]butanamide
  参考文献：
  名称：

  Potential affinity labels for the opiate receptor based on fentanyl and related compounds

  摘要：

  Derivatives of fentanyl, 3-methylfentanyl, sufentanil, and lofentanil, possessing chemo- or photoaffinity functionalities, were synthesized as potential affinity reagents for the opiate receptor. Opiate receptor binding constants (IC50) were determined in competition experiments with [3H]naloxone and [3H]naltrexone. Affinity-labeling experiments were generally unsuccessful, although some irreversible attachment was achieved with alpha-diazoamide 17 and aryl azide 23.

  DOI：

  10.1021/jm00350a006

文献信息

• Potential affinity labels for the opiate receptor based on fentanyl and related compounds
  作者：Bruce E. Maryanoff、Eric J. Simon、Theresa Gioannini、H. Gorissen

  DOI：10.1021/jm00350a006

  日期：1982.8

  Derivatives of fentanyl, 3-methylfentanyl, sufentanil, and lofentanil, possessing chemo- or photoaffinity functionalities, were synthesized as potential affinity reagents for the opiate receptor. Opiate receptor binding constants (IC50) were determined in competition experiments with [3H]naloxone and [3H]naltrexone. Affinity-labeling experiments were generally unsuccessful, although some irreversible attachment was achieved with alpha-diazoamide 17 and aryl azide 23.