1,6-bis(2-oxo-1-piperidinyl)hexane | 4789-10-0

• 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: 1,6-bis(2-oxo-1-piperidinyl)hexane
• 英文别名: Hexamethylen-bis-(2-piperidon)；1-[6-(2-Oxopiperidin-1-yl)hexyl]piperidin-2-one
• CAS: 4789-10-0
• 化学式: C₁₆H₂₈N₂O₂
• 分子量: 280.411
• InChiKey: IOCHFCXTYMJBIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,6-二溴己烷 、 哌啶酮 在 sodium hydride 作用下， 生成 1,6-bis(2-oxo-1-piperidinyl)hexane
  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

• DRISEOLL, JOHN S.;HACES, ALBERTE;BREITMAN, THEODORE
  作者：DRISEOLL, JOHN S.、HACES, ALBERTE、BREITMAN, THEODORE

  DOI：——

  日期：——
• 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.