8,9-Bis-iodomethyl-hexadecane | 149454-05-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 8,9-Bis-iodomethyl-hexadecane
• 英文别名: 8,9-bis(iodomethyl)hexadecane
• CAS: 149454-05-7
• 化学式: C₁₈H₃₆I₂
• 分子量: 506.293
• InChiKey: NGPIBKNBOBIUHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.81
• 重原子数：
  20.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  8,9-Bis-iodomethyl-hexadecane 在 lithium aluminium tetrahydride 、 potassium tert-butylate 、 sodium hydride 作用下， 以 乙醚 、 甲苯 、 正丁醇 为溶剂， 反应 139.0h， 生成 1,2-diheptyl-4-(hydroxymethyl)cyclohexene methylether
  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-diheptyl-1,4-butanediol 在 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 丁酮 为溶剂， 反应 5.0h， 生成 8,9-Bis-iodomethyl-hexadecane
  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