LH-isobudiol-ketal-4-SO2-pyran | 941713-22-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: LH-isobudiol-ketal-4-SO2-pyran
• 英文别名: 3,3-bis[[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]methyl]-1,4-dioxa-8lambda6-thiaspiro[4.5]decane 8,8-dioxide；3,3-bis[[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]methyl]-1,4-dioxa-8λ6-thiaspiro[4.5]decane 8,8-dioxide
• CAS: 941713-22-0
• 化学式: C₃₉H₆₀O₁₂S
• 分子量: 752.964
• InChiKey: NHBCHVLDNMXNDH-VOMMLHBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  52
• 可旋转键数：
  4
• 环数：
  12.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (3R,3'R,5aS,5a'S,6R,6'R,8aS,8a'S,9R,9'R,10R,10'R,12R,12aR,12'R,12a'R)-10,10'-((1,4-dioxa-8-thiaspiro[4.5]decane-2,2-diyl)bis(methylene))bis(3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene) 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 反应 1.5h， 以46 mg的产率得到LH-isobudiol-ketal-4-SO2-pyran
  参考文献：
  名称：

  Malaria-Infected Mice Are Cured by Oral Administration of New Artemisinin Derivatives

  摘要：

  In four or five chemical steps from the 1,2,4-trioxane artemisinin, a new series of 23 trioxane dimers has been prepared. Eleven of these new trioxane dimers cure malaria-infected mice via oral dosing at 3 x 30 mg/kg. The clinically used trioxane drug sodium artesunate prolonged mouse average survival to 7.2 days with this oral dose regimen. In comparison, animals receiving no drug die typically on day 6-7 postinfection. At only 3 x 10 mg/kg oral dosing, seven dimers prolong the lifetime of malaria-infected mice to days 14-17, more than double the chemotherapeutic effect of sodium artesunate. Ten new trioxane dimers at only a single oral dose of 30 mg/kg prolong mouse average survival to days 8.7-13.7, and this effect is comparable to that of the fully synthetic trioxolane drug development candidate OZ277, which is in phase 11 clinical trials.

  DOI：

  10.1021/jm701168h

文献信息

• WO2007/67333
  申请人：——

  公开号：——

  公开（公告）日：——