6-[1-(4-Naphthalen-1-yloxyphenyl)ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane] | 1242930-76-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[1-(4-Naphthalen-1-yloxyphenyl)ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane]
• CAS: 1242930-76-2
• 化学式: C₃₀H₃₀O₄
• 分子量: 454.566
• InChiKey: PZWNTBLZPJNMSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  金刚烷酮 、 2-hydroperoxy-3-(4-(naphthalen-1-yloxy)phenyl)but-3-en-1-ol 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以49%的产率得到6-[1-(4-Naphthalen-1-yloxyphenyl)ethenyl]spiro[1,2,4-trioxane-3,2'-adamantane]
  参考文献：
  名称：

  6-(4′-Aryloxy-phenyl)vinyl-1,2,4-trioxanes: A new series of orally active peroxides effective against multidrug-resistant Plasmodium yoelii in Swiss mice

  摘要：

  A new series of 6-(4'-aryloxy-phenyl)vinyl-1,2,4-trioxanes 10a-d, 11a-d, and 12a-d have been synthesized and evaluated for their antimalarial activity against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Trioxanes 10b and 10c, the two most active compounds of the series, provided 100% protection to the infected mice at 48 mg/kg x 4 days. Clinically useful drug beta-arteether provided 100% and 20% protection at 48 mg/kg x 4 days and 24 mg/kg x 4 days, respectively, in this model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.045

文献信息

• 6-(4′-Aryloxy-phenyl)vinyl-1,2,4-trioxanes: A new series of orally active peroxides effective against multidrug-resistant Plasmodium yoelii in Swiss mice
  作者：Chandan Singh、Ved Prakash Verma、Niraj Krishna Naikade、Ajit Shankar Singh、Mohammad Hassam、Sunil. K. Puri

  DOI：10.1016/j.bmcl.2010.06.045

  日期：2010.8

  A new series of 6-(4'-aryloxy-phenyl)vinyl-1,2,4-trioxanes 10a-d, 11a-d, and 12a-d have been synthesized and evaluated for their antimalarial activity against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Trioxanes 10b and 10c, the two most active compounds of the series, provided 100% protection to the infected mice at 48 mg/kg x 4 days. Clinically useful drug beta-arteether provided 100% and 20% protection at 48 mg/kg x 4 days and 24 mg/kg x 4 days, respectively, in this model. (C) 2010 Elsevier Ltd. All rights reserved.