ouabagenin 1β,19-acetonide 3β,11α-dichloroacetate | 166530-37-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: ouabagenin 1β,19-acetonide 3β,11α-dichloroacetate
• CAS: 166530-37-6
• 化学式: C₃₀H₄₀Cl₂O₁₀
• 分子量: 631.548
• InChiKey: WIXOBSBHGQEWCC-SDSCQHESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  42.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  137.82
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ouabagenin 1β,19-acetonide 3β,11α-dichloroacetate 在 溶剂黄146 作用下， 以82%的产率得到ouabagenin 3β,11α-dichloroacetate
  参考文献：
  名称：

  Iodoacetylated ouabagenins: Their syntheses, spectroscopic characterizations, and stability studies

  摘要：

  Ouabain shows high binding ability to myocardial Na+,K+-ATPase and, therefore, a suitably radiolabeled derivative of this compound may find use in myocardial imaging. In this pilot experiment we report the preparation of several chloroacetylated and iodoacetylated ouabagenins. These intermediates may possess the potential for conversion to Tc-99m-labeled tracer by a reported procedure with which the imaging of myocardial Na+,K+-ATPase may be possible. Appropriate analytical and spectroscopic data for these intermediates are reported for the first time. To determine the stability of the iodoacetylated ouabagenins, corresponding I-131 derivatives were synthesized which showed sufficient stability for incorporating a suitable radiometal-binding chelating moiety to these steroid molecules.

  DOI：

  10.1016/0039-128x(95)00002-8
• 作为产物：
  描述：

  ouabagenin 1,19-monoacetonide 、 氯乙酸酐 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以60%的产率得到ouabagenin 1β,19-acetonide 3β,11α-dichloroacetate
  参考文献：
  名称：

  Iodoacetylated ouabagenins: Their syntheses, spectroscopic characterizations, and stability studies

  摘要：

  Ouabain shows high binding ability to myocardial Na+,K+-ATPase and, therefore, a suitably radiolabeled derivative of this compound may find use in myocardial imaging. In this pilot experiment we report the preparation of several chloroacetylated and iodoacetylated ouabagenins. These intermediates may possess the potential for conversion to Tc-99m-labeled tracer by a reported procedure with which the imaging of myocardial Na+,K+-ATPase may be possible. Appropriate analytical and spectroscopic data for these intermediates are reported for the first time. To determine the stability of the iodoacetylated ouabagenins, corresponding I-131 derivatives were synthesized which showed sufficient stability for incorporating a suitable radiometal-binding chelating moiety to these steroid molecules.

  DOI：

  10.1016/0039-128x(95)00002-8