N,N'-diacetyloctanediamide | 105859-86-7

• 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,N'-diacetyloctanediamide
• 英文别名: Octanediamide,N'-diacetyl-
• CAS: 105859-86-7
• 化学式: C₁₂H₂₀N₂O₄
• 分子量: 256.302
• InChiKey: BMIXEHOSGORCRH-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C(Solv: ethanol (64-17-5))
• 沸点：
  465.9±28.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰胺 、 1,8-二辛酰氯 在 吡啶 作用下， 反应 20.0h， 以52%的产率得到N,N'-diacetyloctanediamide
  参考文献：
  名称：

  Chemical differentiating agents. Differentiation of HL-60 cells by hexamethylenebis[acetamide]analogs

  摘要：

  Hexamethylenebis[acetamide] (HMBA) is an agent in clinical trial that induces differentiation of certain types of tumor cells to nonmalignant phenotypes. In an attempt to discover a more potent compound, a number of bis-functionalized amides, imides, and hydrazine derivatives of HMBA were prepared and evaluated in vitro with the HL-60 human promyelocytic leukemia cell line. Among the compounds evaluated, the 5,5-dimethylhydantoin derivative is almost 10 times more potent than HMBA in inducing differentiation. The bis-imide, diacetyl-HMBA, is both more potent and effective than its parent compound. Six of the 16 compounds evaluated cause at least 20% differentiation. An inverse relationship between the degree of differentiation and the percentage of viable cells is described for HMBA and its analogues.

  DOI：

  10.1021/jm00385a025

文献信息

• HACES A.; BREITMAN T. R.; DRISCOLL J. S., J. MED. CHEM., 30,(1987) N 2, 405-409
  作者：HACES A.、 BREITMAN T. R.、 DRISCOLL J. S.

  DOI：——

  日期：——
• Chemical differentiating agents. Differentiation of HL-60 cells by hexamethylenebis[acetamide]analogs
  作者：Alberto Haces、Theodore R. Breitman、John S. Driscoll

  DOI：10.1021/jm00385a025

  日期：1987.2

  Hexamethylenebis[acetamide] (HMBA) is an agent in clinical trial that induces differentiation of certain types of tumor cells to nonmalignant phenotypes. In an attempt to discover a more potent compound, a number of bis-functionalized amides, imides, and hydrazine derivatives of HMBA were prepared and evaluated in vitro with the HL-60 human promyelocytic leukemia cell line. Among the compounds evaluated, the 5,5-dimethylhydantoin derivative is almost 10 times more potent than HMBA in inducing differentiation. The bis-imide, diacetyl-HMBA, is both more potent and effective than its parent compound. Six of the 16 compounds evaluated cause at least 20% differentiation. An inverse relationship between the degree of differentiation and the percentage of viable cells is described for HMBA and its analogues.