6-[1-[4-[2-[4-(1-Spiro[1,2,4-trioxane-3,2'-adamantane]-6-ylethenyl)phenoxy]ethoxy]phenyl]ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane] | 1092501-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-[1-[4-[2-[4-(1-Spiro[1,2,4-trioxane-3,2'-adamantane]-6-ylethenyl)phenoxy]ethoxy]phenyl]ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane]
• CAS: 1092501-56-8
• 化学式: C₄₂H₅₀O₈
• 分子量: 682.854
• InChiKey: KRIAAQCKBBQRMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  金刚烷酮 、 2-Hydroperoxy-3-[4-[2-[4-(3-hydroperoxy-4-hydroxybut-1-en-2-yl)phenoxy]ethoxy]phenyl]but-3-en-1-ol 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 生成 6-[1-[4-[2-[4-(1-Spiro[1,2,4-trioxane-3,2'-adamantane]-6-ylethenyl)phenoxy]ethoxy]phenyl]ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane]
  参考文献：
  名称：

  Novel Bis- and Tris-1,2,4-trioxanes: Synthesis and Antimalarial Activity against Multidrug-Resistant Plasmodium yoelii in Swiss Mice

  摘要：

  A new series of bis-1,2,4-trioxanes 12a-h, 13a-h, and 14a-h and tris-1,2,4-trioxanes 12i-14i were prepared and evaluated against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Cyclopentane-based bis-trioxanes 12a, 12b, 12f-h and cyclohexane-based bis-trioxanes 13a, 13f, and 13g showed promising activity. All the tris-1,2,4-trioxanes were found to be inactive. Bis-trioxane 12a, the most active compound of the series, provided 100% and 80% protection to infected mice at 48 and 24 mg/kg x 4 days, respectively. Clinically useful drug P-arteether provided 100% and 20% protection at similar doses.

  DOI：

  10.1021/jm801006v

文献信息

• Novel Bis- and Tris-1,2,4-trioxanes: Synthesis and Antimalarial Activity against Multidrug-Resistant <i>Plasmodium yoelii</i> in Swiss Mice
  作者：Chandan Singh、Ved Prakash Verma、Niraj Krishna Naikade、Ajit Shankar Singh、Mohammad Hassam、Sunil K. Puri

  DOI：10.1021/jm801006v

  日期：2008.12.11

  A new series of bis-1,2,4-trioxanes 12a-h, 13a-h, and 14a-h and tris-1,2,4-trioxanes 12i-14i were prepared and evaluated against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Cyclopentane-based bis-trioxanes 12a, 12b, 12f-h and cyclohexane-based bis-trioxanes 13a, 13f, and 13g showed promising activity. All the tris-1,2,4-trioxanes were found to be inactive. Bis-trioxane 12a, the most active compound of the series, provided 100% and 80% protection to infected mice at 48 and 24 mg/kg x 4 days, respectively. Clinically useful drug P-arteether provided 100% and 20% protection at similar doses.