11-(1,4-dihydro-2-methyl-1,4-dioxonaphthalen-3-yl)undecanoate triphenylphosphonium bromide | 1402665-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 11-(1,4-dihydro-2-methyl-1,4-dioxonaphthalen-3-yl)undecanoate triphenylphosphonium bromide
• 英文别名: [11-[(1,4-dihydro-2-methyl-1,4-dioxonaphthalen-3-yl)oxy]-11-oxoundecyl]triphenylphosphonium bromide；[11-(3-Methyl-1,4-dioxonaphthalen-2-yl)oxy-11-oxoundecyl]-triphenylphosphanium;bromide；[11-(3-methyl-1,4-dioxonaphthalen-2-yl)oxy-11-oxoundecyl]-triphenylphosphanium;bromide
• CAS: 1402665-83-1
• 化学式: Br*C₄₀H₄₂O₄P
• 分子量: 697.649
• InChiKey: IOESINOJACGBBI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  11-溴十一酰氯 、 2-羟基-3-甲基-1,4-萘醌 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 、 异丙醇 、 甲苯 为溶剂， 生成 11-(1,4-dihydro-2-methyl-1,4-dioxonaphthalen-3-yl)undecanoate triphenylphosphonium bromide
  参考文献：
  名称：

  1,4-Naphthoquinone Cations as Antiplasmodial Agents: Hydroxy-, Acyloxy-, and Alkoxy-Substituted Analogues

  摘要：

  Cations of hydroxy-substituted 1,4-naphthoquinones were synthesized and evaluated as antiplasmodial agents against Plasmodium falciparum. The atovaquone analogues were found to be inactive as antagonists of parasite growth, which was attributed to ionization of the acidic hydroxyl moiety. Upon modification to an alkoxy substituent, the antiplasmodial activity was restored in the sub-100 nM range. Optimal inhibitors were found to possess IC50 values of 17.4 49.5 nM against heteroresistant P. falciparum W2.

  DOI：

  10.1021/ml300242v