4,8,16,20-tetraaza-1,23-diphenyltricosane tetrahydrochloride | 131275-62-2

• 英文名称: 4,8,16,20-tetraaza-1,23-diphenyltricosane tetrahydrochloride
• CAS: 131275-62-2
• 化学式: C₃₁H₅₂N₄*4ClH
• 分子量: 626.624
• InChiKey: WKDZUPCJXQERRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  36.0
• 可旋转键数：
  24.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  48.12
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4,8,16,20-tetraaza-4,8,16,20-tetrakis(tert-butoxycarbonyl)-1,23-diphenyltricosane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以67%的产率得到4,8,16,20-tetraaza-1,23-diphenyltricosane tetrahydrochloride
  参考文献：
  名称：

  Antimalarial polyamine analogs

  摘要：

  A series of novel tetraamines of the general formula RNH(CH2)(x)NH(CH2)(y)(NH(CH2)(x)NHR was synthesized and examined for activity against growth of Plasmodium falciparum in vitro. Within the series, dibenzyl analogues (R = benzyl) were found to be the most effective growth inhibitors, with IC50 values of about 10-6 M. Further modifications of the tetraamine provided the optimum chain length for antimalarial activity of y = 7, x = 3. Compound 8 (MDL 27,695) with the structure y = 7, x = 3, R = benzyl, in combination with the ornithine decarboxylase inhibitor alpha-(difluoromethyl)ornithine, resulted in radical cures when tested against experimental Plasmodium berghei infections in mice. The structure-activity relationships of the series are discussed.

  DOI：

  10.1021/jm00106a015