N4-[4-Ethyl-6-methoxy-5-(3-trifluoromethyl-phenoxy)-quinolin-8-yl]-pentane-1,4-diamine; hydrobromide | 98510-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N4-[4-Ethyl-6-methoxy-5-(3-trifluoromethyl-phenoxy)-quinolin-8-yl]-pentane-1,4-diamine; hydrobromide
• CAS: 98510-08-8
• 化学式: 2BrH*C₂₄H₂₈F₃N₃O₂
• 分子量: 609.324
• InChiKey: QBVOYZPCIZBGFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.73
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.4
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-硝基-4，5-二甲氧基苯胺 在 盐酸 、 tin 、 磷酸 、 氢溴酸 、 三乙胺 、 tin(ll) chloride 、 肼 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.83h， 生成 N4-[4-Ethyl-6-methoxy-5-(3-trifluoromethyl-phenoxy)-quinolin-8-yl]-pentane-1,4-diamine; hydrobromide
  参考文献：
  名称：

  4-Substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogs as potential antimalarial agents

  摘要：

  Five 4-substituted 5-[m-(trifluoromethyl)phenoxy]primaquine analogues were synthesized and tested for radical curative activity against Plasmodium cynomolgi in Rhesus monkeys and for blood schizonticidal antimalarial activity against Plasmodium berghei in mice. In addition, they were evaluated for causal prophylactic antimalarial activity against Plasmodium berghei yoelii in mice. One compound, 4-ethyl-5-[m-(trifluoromethyl)phenoxy]primaquine (2b), showed radical curative activity equivalent to 4-methyl-5-[m-(trifluoromethyl)phenoxy]primaquine (2a). A second compound showed radical curative activity slightly less than 2a and 2b; the remaining three compounds were not active against P. cynomolgi. All five compounds showed much higher blood schizonticidal activity and less toxicity than primaquine; however, none of the compounds were as active as 2a. Three of four compounds tested showed high activity against P. berghei yoelii.

  DOI：

  10.1021/jm00149a004