cis-adamantane-2-spiro-3'-8'-[[[(2'-amino-2'-methylpropyl)amino]carbonyl]amino]-1',2',4'-trioxaspiro[4.5]decane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三氧戊环
• 英文名称: cis-adamantane-2-spiro-3'-8'-[[[(2'-amino-2'-methylpropyl)amino]carbonyl]amino]-1',2',4'-trioxaspiro[4.5]decane
• 化学式: C₂₁H₃₅N₃O₄
• 分子量: 393.527
• InChiKey: AYBZBSMETZAVEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cis-adamantane-2-spiro-3'-8'-[[[(2'-amino-2'-methylpropyl)amino]carbonyl]amino]-1',2',4'-trioxaspiro[4.5]decane 、 对甲苯磺酸 以 乙醇 、 水 为溶剂， 以0.16 g的产率得到cis-adamantane-2-spiro-3'-8'-[[[(2'-amino-2'-methylpropyl)amino]carbonyl]amino]-1',2',4'-trioxaspiro[4.5]decane p-tosylate
  参考文献：
  名称：

  The Structure−Activity Relationship of the Antimalarial Ozonide Arterolane (OZ277)

  摘要：

  The structure and stereochemistry of the cyclohexane substituents of analogues of arterolane (OZ277) had little effect on potency against in vitro. Weak base functional groups were not required for high antimalarial potency, but they were essential for high antimalarial efficacy in P. berghei-infected mice. Five new ozonides with antimalarial efficacy and ADME profiles superior or equal to that of arterolane were identified.

  DOI：

  10.1021/jm901473s
• 作为产物：
  描述：

  cis-adamantane-2-spiro-3'-8'-[[(4'-nitrophenoxy)carbonyl]amino]-1',2',4'-trioxaspiro-[4.5]decane 、 1,2-二氨基-2-甲基丙烷 以 甲醇 、 氯仿 为溶剂， 生成 cis-adamantane-2-spiro-3'-8'-[[[(2'-amino-2'-methylpropyl)amino]carbonyl]amino]-1',2',4'-trioxaspiro[4.5]decane
  参考文献：
  名称：

  The Structure−Activity Relationship of the Antimalarial Ozonide Arterolane (OZ277)

  摘要：

  The structure and stereochemistry of the cyclohexane substituents of analogues of arterolane (OZ277) had little effect on potency against in vitro. Weak base functional groups were not required for high antimalarial potency, but they were essential for high antimalarial efficacy in P. berghei-infected mice. Five new ozonides with antimalarial efficacy and ADME profiles superior or equal to that of arterolane were identified.

  DOI：

  10.1021/jm901473s

文献信息

• The Structure−Activity Relationship of the Antimalarial Ozonide Arterolane (OZ277)
  作者：Yuxiang Dong、Sergio Wittlin、Kamaraj Sriraghavan、Jacques Chollet、Susan A. Charman、William N. Charman、Christian Scheurer、Heinrich Urwyler、Josefina Santo Tomas、Christopher Snyder、Darren J. Creek、Julia Morizzi、Maria Koltun、Hugues Matile、Xiaofang Wang、Maniyan Padmanilayam、Yuanqing Tang、Arnulf Dorn、Reto Brun、Jonathan L. Vennerstrom

  DOI：10.1021/jm901473s

  日期：2010.1.14

  The structure and stereochemistry of the cyclohexane substituents of analogues of arterolane (OZ277) had little effect on potency against in vitro. Weak base functional groups were not required for high antimalarial potency, but they were essential for high antimalarial efficacy in P. berghei-infected mice. Five new ozonides with antimalarial efficacy and ADME profiles superior or equal to that of arterolane were identified.