(3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E)-4-methyl-3-oxo-1-octenyl]-2H-cyclopenta[b]furan-2-one | 1065008-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E)-4-methyl-3-oxo-1-octenyl]-2H-cyclopenta[b]furan-2-one
• 英文别名: [(3aR,4R,5R,6aS)-4-[(E)-4-methyl-3-oxooct-1-enyl]-2-oxo-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-5-yl] benzoate
• CAS: 1065008-64-1
• 化学式: C₂₃H₂₈O₅
• 分子量: 384.472
• InChiKey: GOCNRMVMQSWTCL-GGUWPQBPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E)-4-methyl-3-oxo-1-octenyl]-2H-cyclopenta[b]furan-2-one 在 甲醇 、 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (1S,5R,6R,7R)-6-[(E)-(3S,4RS)-3-hydroxy-4-methyl-1-octenyl]-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one 、 (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E,3R)-3-hydroxy-4-methyl-1-octenyl]-2H-cyclopenta[b]furan-2-one
  参考文献：
  名称：

  Novel 5-cyano-prostacyclin derivatives and their use as agents for the treatment of influenza a viral infection

  摘要：

  本发明涉及以下式(I)的化合物：其中A、B、D、E、m和R1 - R5如本文所述，可以是单个立体异构体或立体异构体混合物，或其药学上可接受的盐、包合物或前药，这些化合物在治疗与流感A病毒相关的呼吸道疾病方面有用，例如H5N1及其突变体。还公开了包含本发明化合物的药物组合物和制备本发明化合物的方法。

  公开号：

  EP1975163A1
• 作为产物：
  描述：

  2-乙基己酸甲酯 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.17h， 生成 (3aR,4R,5R,6aS)-5-(benzoyloxy)hexahydro-4-[(1E)-4-methyl-3-oxo-1-octenyl]-2H-cyclopenta[b]furan-2-one
  参考文献：
  名称：

  WO2008/116670

  摘要：

  公开号：

文献信息

• Novel 5-cyano-prostacyclin derivatives as agents for the treatment of autoimmune diseases
  申请人：Guilford William

  公开号：US20080242713A1

  公开（公告）日：2008-10-02

  This invention is directed to compounds of formula (I): where A, B, D, E, m, and R 1 -R 5 are as described herein, as single stereoisomers or as mixtures of stereoisomers, or pharmaceutically acceptable salts, clathrates, or prodrugs thereof, which compounds are useful in treating autoimmune diseases. Pharmaceutical compositions comprising the compounds of the invention and methods of preparing the compounds of the invention are also disclosed.

  本发明涉及具有以下结构的化合物（I）：其中A、B、D、E、m和R1-R5如本文所述，可以是单一立体异构体或立体异构体混合物，或其药学上可接受的盐、包合物或前药，这些化合物可用于治疗自身免疫疾病。本发明还涉及包含所述化合物的药物组合物以及制备所述化合物的方法。
• Novel 5-cyano-prostacyclin derivatives as agents for the treatment of influenza a viral infection
  申请人：Guilford William

  公开号：US20080242714A1

  公开（公告）日：2008-10-02

  This invention is directed to compounds of formula (I): where A, B, D, E, m, and R 1 -R 5 are as described herein, as single stereoisomers or as mixtures of stereoisomers, or pharmaceutically acceptable salts, clathrates, or prodrugs thereof, which compounds are useful in treating respiratory diseases associated with influenza A viruses, such as for example H5N1 and its mutations. Pharmaceutical compositions comprising the compounds of the invention and methods of preparing the compounds of the invention are also disclosed.

  该发明涉及式(I)的化合物： 其中A、B、D、E、m和R1-R5如本文所述，可以是单一立体异构体或立体异构体混合物，或其药学上可接受的盐、包合物或前药。这些化合物可用于治疗与流感A病毒相关的呼吸道疾病，例如H5N1及其突变体。本发明还涉及包含所述化合物的药物组合物以及制备所述化合物的方法。
• 5-cyano-prostacyclin derivatives as agents for the treatment of influenza a viral infection
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：US07776896B2

  公开（公告）日：2010-08-17

  This invention is directed to compounds of formula (I): where A, B, D, E, m, and R1-R5 are as described herein, as single stereoisomers or as mixtures of stereoisomers, or pharmaceutically acceptable salts, clathrates, or prodrugs thereof, which compounds are useful in treating respiratory diseases associated with influenza A viruses, such as for example H5N1 and its mutations. Pharmaceutical compositions comprising the compounds of the invention and methods of preparing the compounds of the invention are also disclosed.

  本发明涉及式(I)的化合物：其中A、B、D、E、m和R1-R5如本文所述，可以作为单一立体异构体或立体异构体混合物，或其药学上可接受的盐、包合物或前药，这些化合物在治疗与流感A病毒相关的呼吸系统疾病方面有用，例如H5N1及其突变体。本发明还公开了包含该化合物的制药组合物和制备该化合物的方法。
• Novel 5-cyano-prostacyclin derivatives and their use as agents for the treatment of autoimmune diseases
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP1988087A1

  公开（公告）日：2008-11-05

  This invention is directed to compounds of formula (I): where A, B, D, E, m, and R1 - R5 are as described herein, as single stereoisomers or as mixtures of stereoisomers, or pharmaceutically acceptable salts, clathrates, or prodrugs thereof, which compounds are useful in treating autoimmune diseases. Pharmaceutical compositions comprising the compounds of the invention and methods of preparing the compounds of the invention are also disclosed.

  本发明涉及式 (I) 化合物： 其中 A、B、D、E、m 和 R1 - R5 如本文所述，为单一立体异构体或立体异构体混合物，或其药学上可接受的盐、凝胶体或原药，这些化合物可用于治疗自身免疫性疾病。还公开了包含本发明化合物的药物组合物和制备本发明化合物的方法。
• NOVEL 5-CYANO-PROSTACYCLIN DERIVATIVES AND THEIR USE AS AGENTS FOR THE TREATMENT OF INFLUENZA A VIRAL INFECTION
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP2142524A1

  公开（公告）日：2010-01-13