1,18-bis-(1H-imidazol-1-yl)octadecane | 912916-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,18-bis-(1H-imidazol-1-yl)octadecane
• 英文别名: 1-(18-Imidazol-1-yloctadecyl)imidazole
• CAS: 912916-98-4
• 化学式: C₂₄H₄₂N₄
• 分子量: 386.624
• InChiKey: CDRZWEQVRYJCNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  28
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,18-bis-(1H-imidazol-1-yl)octadecane 、 碘甲烷 以 异丙醇 为溶剂， 反应 24.0h， 以90%的产率得到1,18-bis-(3-methyl-1H-imidazolium-1-yl)octadecane diiodide
  参考文献：
  名称：

  The anti-malarial activity of bivalent imidazolium salts

  摘要：

  A series of compounds containing bivalent imidazolium rings and one triazolium analog were synthesized and evaluated for their ability to inhibit the replication of Plasmodium falciparum cultures. The activity and selectivity of the compounds for P. falciparum cultures were found to depend on the presence of electron-deficient rings that were spaced an appropriate distance apart. The activity of the compounds was not critically dependent on the nature of the linker between the electron-deficient rings, an observation that suggests that the rings were responsible for the primary interaction with the molecular target of the compounds in the parasite. The bivalent imidazolium and triazolium compounds disrupted the process whereby merozoites gain entry into erythrocytes, however, they did not appear to prevent merozoites from forming. The compounds were also found to be active in a murine Plasmodium berghei infection, a result consistent with the compounds specifically interacting with a parasite component that is required for replication and is conserved between two Plasmodium species. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.002
• 作为产物：
  描述：

  十八烷二酸 在 lithium aluminium tetrahydride 、 磷酸 、 phosphorus pentoxide 、 potassium iodide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 134.5h， 生成 1,18-bis-(1H-imidazol-1-yl)octadecane
  参考文献：
  名称：

  The anti-malarial activity of bivalent imidazolium salts

  摘要：

  A series of compounds containing bivalent imidazolium rings and one triazolium analog were synthesized and evaluated for their ability to inhibit the replication of Plasmodium falciparum cultures. The activity and selectivity of the compounds for P. falciparum cultures were found to depend on the presence of electron-deficient rings that were spaced an appropriate distance apart. The activity of the compounds was not critically dependent on the nature of the linker between the electron-deficient rings, an observation that suggests that the rings were responsible for the primary interaction with the molecular target of the compounds in the parasite. The bivalent imidazolium and triazolium compounds disrupted the process whereby merozoites gain entry into erythrocytes, however, they did not appear to prevent merozoites from forming. The compounds were also found to be active in a murine Plasmodium berghei infection, a result consistent with the compounds specifically interacting with a parasite component that is required for replication and is conserved between two Plasmodium species. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.002