Octanoic acid [1-(octanoylamino-methyl)-2-(tetrahydro-pyran-2-yloxy)-ethyl]-amide | 145827-40-3

• 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: Octanoic acid [1-(octanoylamino-methyl)-2-(tetrahydro-pyran-2-yloxy)-ethyl]-amide
• CAS: 145827-40-3
• 化学式: C₂₄H₄₆N₂O₄
• 分子量: 426.64
• InChiKey: UEDRSBLJHZKBOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  30.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Octanoic acid [1-(octanoylamino-methyl)-2-(tetrahydro-pyran-2-yloxy)-ethyl]-amide 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.33h， 生成 2,3-dioctanamido-1-propanol
  参考文献：
  名称：

  Synthesis of diacylglycerol analogues as potential second-messenger antagonists and inhibitors of protein kinase C

  摘要：

  A series of analogues of diacylglycerol has been prepared and tested as inhibitors of protein kinase C (PKC). The diketone analogues, 10-hydroxymethyl-8,13-eicosanedione (24), 10-acetoxymethyl-8,13-eicosanedione (25), and 10-methoxymethyl-8,13-eicosanedione (26) each inhibited PKC activated by 2-0-acetyl-1-0-oleoylglycerol. Compound 24 was the most effective inhibitor of the growth of MR4 and HT29 cells in culture, and 26 was more effective than 24 against HL60 cells.

  DOI：

  10.1016/0008-6215(92)85036-y
• 作为产物：
  描述：

  2,3-diamino-1-tetrahydropyran-2-yloxypropane 、 辛酰氯 在 吡啶 作用下， 以70%的产率得到Octanoic acid [1-(octanoylamino-methyl)-2-(tetrahydro-pyran-2-yloxy)-ethyl]-amide
  参考文献：
  名称：

  Synthesis of diacylglycerol analogues as potential second-messenger antagonists and inhibitors of protein kinase C

  摘要：

  A series of analogues of diacylglycerol has been prepared and tested as inhibitors of protein kinase C (PKC). The diketone analogues, 10-hydroxymethyl-8,13-eicosanedione (24), 10-acetoxymethyl-8,13-eicosanedione (25), and 10-methoxymethyl-8,13-eicosanedione (26) each inhibited PKC activated by 2-0-acetyl-1-0-oleoylglycerol. Compound 24 was the most effective inhibitor of the growth of MR4 and HT29 cells in culture, and 26 was more effective than 24 against HL60 cells.

  DOI：

  10.1016/0008-6215(92)85036-y