(3'R,3'aS,6'S,6aS,6bS,7'aR,9S,12aS,12bR)-4'-[2-(2-hydroxyethoxy)ethyl]-3',6',11,12b-tetramethylspiro[2,5,6,6a,6b,7,8,10,12,12a-decahydro-1H-naphtho[2,1-a]azulene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-3-one | 878205-20-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3'R,3'aS,6'S,6aS,6bS,7'aR,9S,12aS,12bR)-4'-[2-(2-hydroxyethoxy)ethyl]-3',6',11,12b-tetramethylspiro[2,5,6,6a,6b,7,8,10,12,12a-decahydro-1H-naphtho[2,1-a]azulene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-3-one
• CAS: 878205-20-0
• 化学式: C₃₂H₄₉NO₄
• 分子量: 511.745
• InChiKey: POZPSJCTQZWKPG-VPEWNQRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  IPI-269609 、 2-氯乙氧基乙醇 在 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以91%的产率得到(3'R,3'aS,6'S,6aS,6bS,7'aR,9S,12aS,12bR)-4'-[2-(2-hydroxyethoxy)ethyl]-3',6',11,12b-tetramethylspiro[2,5,6,6a,6b,7,8,10,12,12a-decahydro-1H-naphtho[2,1-a]azulene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-3-one
  参考文献：
  名称：

  半合成的环巴胺类似物作为有效的和口服可生物利用的刺猬途径拮抗剂。

  摘要：

  本文报道了衍生自环巴胺的一类新的刺猬拮抗剂的合成。利用化学选择性环丙烷化和立体选择性酸催化的重排序列，对环丙胺的酸敏感性D环进行同源化处理。将A / B环均烯丙醇进一步修饰为共轭酮导致发现了新的环巴胺类似物，其药物性能和体外效能（EC 50）均在10到1000 nM之间。

  DOI：

  10.1021/jm8008508

文献信息

• Peptide-based multimeric targeted contrast agents
  申请人：Zhang Zhaoda

  公开号：US20050074411A1

  公开（公告）日：2005-04-07

  Peptides and peptide-targeted multimeric contrast agents are described, as well as methods of making and using the contrast agents.

  本文描述了肽和肽靶向多聚对比剂，以及制备和使用对比剂的方法。
• Cyclopamine analogues and methods of use thereof
  申请人：Infinity Pharmaceuticals, Inc.

  公开号：EP2316832A1

  公开（公告）日：2011-05-04

  The present invention provides compositions for use in modulating smoothened dependent pathway activation. The present invention provides analogs of cyclopamine of formulas that can be used to counteract the phenotypic effects of unwanted activation of a hedgehog pathway, such as resulting from hedgehog gain-of-function, Ptc loss-of-function or smoothened gain-of-function mutations. The compounds of the present invention are particularly useful in treating cancers.

  本发明提供了用于调节平滑依赖性通路活化的组合物。本发明提供了形式如下的环丙胺类似物 可用于抵消刺猬通路不需要的活化的表型效应，例如由刺猬功能增益、Ptc 功能缺失或平滑依赖功能增益突变引起的表型效应。本发明的化合物尤其适用于治疗癌症。
• CYCLOPAMINE ANALOGUES AND METHODS OF USE THEREOF
  申请人：Infinity Pharmaceuticals, Inc.

  公开号：EP1817308B1

  公开（公告）日：2014-10-08
• Process for the preparation of Cyclopamine analogue compounds
  申请人：Infinity Pharmaceuticals, Inc.

  公开号：EP2316833B1

  公开（公告）日：2016-03-30
• Cyclopamine Analogues and Methods of Use Thereof
  申请人：Adams Julian

  公开号：US20110166353A1

  公开（公告）日：2011-07-07

  The present invention provides compositions and methods for modulating smoothened-dependent pathway activation. The present invention provides analogs of cyclopamine that can be used to counteract the phenotypic effects of unwanted activation of a hedgehog pathway, such as resulting from hedgehog gain-of-function, Ptc loss-of-function or smoothened gain-of-function mutations. The compounds of the present invention are particularly useful in treating cancers.