spiro[tricyclo[3.3.1.1(3.7)]decane]2,3'-[1,2,4,5]tetroxocane

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: spiro[tricyclo[3.3.1.1(3.7)]decane]2,3'-[1,2,4,5]tetroxocane
• 英文别名: Spiro[1,2,4,5-tetraoxocane-3,2'-adamantane]
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: IZFGHMIHSCLMCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 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 在 cesium hydroxide 、 甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.05h， 生成 spiro[tricyclo[3.3.1.1(3.7)]decane]2,3'-[1,2,4,5]tetroxocane
  参考文献：
  名称：

  Synthesis and Antimalarial Activity of Novel Medium-Sized 1,2,4,5-Tetraoxacycloalkanes

  摘要：

  CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n.-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro [7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.

  DOI：

  10.1021/jm010026g

文献信息

• Synthesis, crystal structure and anti-malarial activity of novel spiro-1,2,4,5-tetraoxacycloalkanes
  作者：Kaoru Tsuchiya、Yoshiaki Hamada、Araki Masuyama、Masatomo Nojima、Kevin J McCullough、Hye-Sook Kim、Yasuharu Shibata、Yusuke Wataya

  DOI：10.1016/s0040-4039(99)00653-x

  日期：1999.5

  (Cycloalkylidene)bishydroperoxides 3 react with 1,n-dihaloalkanes (n = 3-6) in the presence of CsOH-H2O in DMF affording the corresponding spiro-1,2,4,5-tetraoxacycloalkanes 4 in moderate yields. Compound 4ba exhibits significant antimalarial activity in vitro against P, falciparum. (C) 1999 Elsevier Science Ltd. All rights reserved.

  （环亚烷基）双过氧化物 3 在 CsOH-H2O 存在下与 1,n-二卤代烷（n = 3-6）在 DMF 中反应，生成相应的 spiro-1,2,4,5-四氧杂环烷烃 4，产率中等。化合物 4ba 对恶性疟原虫（P. falciparum）表现出显著的抗疟活性（体外实验）。© 1999 Elsevier Science Ltd. 保留所有权利。
• Novel Antischistosomal Agent
  申请人：Wataya Yusuke

  公开号：US20110172445A1

  公开（公告）日：2011-07-14

  An object of the present invention is to provide a novel antischistosomal agent, and more specifically, to provide a novel drug capable of inhibiting a growth of schistosomes in vivo to prevent development of liver dysfunction due to eggs of the schistosomes in the case of infection with the schistosomes. The novel antischistosomal agent includes as an active ingredient a peroxide derivative. Specifically, the novel antischistosomal agent includes as an active ingredient a peroxide derivative represented by the general formula (I): where C represents an alicyclic hydrocarbon ring group which may be substituted, and n represents an integer of 1 to 6.
• US8927596B2
  申请人：——

  公开号：US8927596B2

  公开（公告）日：2015-01-06
• Synthesis and Antimalarial Activity of Novel Medium-Sized 1,2,4,5-Tetraoxacycloalkanes
  作者：Hye-Sook Kim、Yukiko Nagai、Kanako Ono、Khurshida Begum、Yusuke Wataya、Yoshiaki Hamada、Kaoru Tsuchiya、Araki Masuyama、Masatomo Nojima、Kevin J. McCullough

  DOI：10.1021/jm010026g

  日期：2001.7.1

  CsOH- or Ag2O-mediated cycloalkylation of (alkylidene)bisperoxides 3 and 1,n.-dihaloalkanes (n = 3-8) provided the corresponding medium-sized 1,2,4,5-tetraoxacycloalkanes 4-8 in moderate yields. Subsequent evaluation of the antimalarial activity of the cyclic peroxides 4-8 in vitro and in vivo revealed that 1,2,6,7-tetraoxaspiro [7.11]nonadecane 4a has considerable potential as a new, inexpensive, and potent antimalarial drug.