17β-cyano-17α-methyl-6α,7α-methylene-15β,16β-methylene-19-nor-androst-4-en-3-one | 1092656-52-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 17β-cyano-17α-methyl-6α,7α-methylene-15β,16β-methylene-19-nor-androst-4-en-3-one
• 英文别名: (1S,2S,4S,10R,11S,14S,15S,16S,18R,19S)-14,15-dimethyl-7-oxohexacyclo[9.8.0.02,4.05,10.014,19.016,18]nonadec-5-ene-15-carbonitrile
• CAS: 1092656-52-4
• 化学式: C₂₂H₂₇NO
• 分子量: 321.462
• InChiKey: SWJZZEVOZLLWGB-LTOFVGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

文献信息

• 17Beta-CYANO-19-NOR-ANDROST-4-ENE DERIVATIVE, ITS USE AND MEDICAMENTS COMPRISING THE DERIVATIVE
  申请人：KUHNKE Joachim

  公开号：US20090048217A1

  公开（公告）日：2009-02-19

  The 17β-cyano-19-nor-androst-4-ene derivatives of the present invention possess gestagenic activity. They have the general chemical formula 1, in which Z is selected from the group comprising O, two hydrogen atoms, NOR and NNHSO 2 R, in which R is hydrogen or C 1 -C 4 -alkyl, R 4 is hydrogen or halogen, furthermore either: R 6a , R 6b together form methylene or 1,2-ethanediyl or R 6a is hydrogen and R 6b is selected from the group comprising hydrogen, methyl and hydroxymethylene, and R 7 is selected from the group comprising hydrogen, C 1 -C 4 -alkyl, C 2 -C 3 -alkenyl and cyclopropyl, or: R 6a is hydrogen and R 6b and R 7 together form methylene or are omitted with formation of a double bond between C 6 and C 7 , R 9 , R 10 are hydrogen or are omitted with formation of a double bond between C 9 and C 10 , R 15 , R 16 are hydrogen or together form methylene, R 17 is selected from the group comprising hydrogen, C 1 -C 4 -alkyl and allyl, where at least one of the substituents R 4 , R 6a , R 6b , R 7 , R 15 , R 16 and R 17 is unequal to hydrogen or R 6b and R 7 are omitted with formation of a double bond between C 6 and C 7 , and moreover comprise their solvates, hydrates, stereoisomers, diastereomers, enantiomers and salts.

  本发明的17β-氰基-19-去氢雄烯-4-烯衍生物具有孕激素活性。它们具有通用化学式1，其中Z选自包括O、两个氢原子、NOR和NNHSO2R的群，其中R是氢或C1-C4-烷基，R4是氢或卤素，此外：R6a，R6b共同形成亚甲基或1,2-乙二基或R6a是氢，R6b选自包括氢、甲基和羟甲基，R7选自包括氢、C1-C4-烷基、C2-C3-烯基和环丙基，或：R6a是氢，R6b和R7共同形成亚甲基或省略并在C6和C7之间形成双键，R9，R10是氢或省略并在C9和C10之间形成双键，R15，R16是氢或共同形成亚甲基，R17选自包括氢、C1-C4-烷基和烯丙基，其中至少一个取代基R4，R6a，R6b，R7，R15，R16和R17不等于氢或R6b和R7省略并在C6和C7之间形成双键，此外还包括它们的溶剂化物、水合物、立体异构体、对映异构体和盐。
• MATRIX METALLOPROTEINASE INHIBITORS
  申请人：Ranbaxy Laboratories Limited

  公开号：EP2074093A2

  公开（公告）日：2009-07-01
• 17ß-CYANO-19-NOR-ANDROST-4-EN-DERIVAT, DESSEN VERWENDUNG UND DAS DERIVAT ENTHALTENDE ARZNEIMITTEL
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2170925B1

  公开（公告）日：2012-10-24
• US8207150B2
  申请人：——

  公开号：US8207150B2

  公开（公告）日：2012-06-26
• [EN] MATRIX METALLOPROTEINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA MÉTALLOPROTÉINASE MATRICIELLE
  申请人：RANBAXY LAB LTD

  公开号：WO2008023336A2

  公开（公告）日：2008-02-28

  [EN] The present invention relates to ß-hydroxy and amino substituted carboxylic acids, which act as matrix metalloprotease inhibitors, particularly diastereomerically pure ß-hydroxy carboxylic acids, corresponding processes for the synthesis of and pharmaceutical compositions containing the compounds of the present invention. Compounds of the present invention are useful in the treatment of various inflammatory, autoimmune and allergic diseases, such as methods of treating asthma, rheumatoid arthritis, COPD, rhinitis, osteoarthritis, psoriatic arthritis, psoriasis, pulmonary fibrosis, wound healing disorders, pulmonary inflammation, acute respiratory distress syndrome, perodontitis, multiple sclerosis, gingivitis, atherosclerosis, neointimal proliferation, which leads to restenosis and ischemic heart failure, stroke, renal diseases, tumor metastasis, and other inflammatory disorders characterized by the over-expression and over- activation of a matrix metalloproteinase using the compounds.
  [FR] La présente invention concerne des acides carboxyliques à substitution ß-hydroxy et amino qui agissent en tant qu'inhibiteurs de la métalloprotéase matricielle, en particulier des acides ß-hydroxy carboxyliques purs sur le plan diastéréomérique. L'invention concerne également les procédés correspondants de synthèse des composés de la présente invention et des compositions pharmaceutiques contenant lesdits composés. Les composés de la présente invention sont utilisables pour le traitement de diverses maladies inflammatoires, auto-immunes et allergiques, telles que l'asthme, la polyarthrite rhumatoïde, la bronchopneumopathie chronique obstructive (Chronic Obstructive Pulmonary Disease : COPD), la rhinite, l'arthrose, le psoriasis arthropathique, le psoriasis, la fibrose pulmonaire, les retards de cicatrisation, l'inflammation pulmonaire, le syndrome de détresse respiratoire aiguë, la parodontite, la sclérose en plaques, la gingivite, l'athérosclérose, la prolifération néointimale qui conduit à la resténose et à l'insuffisance cardiaque ischémique, les attaques, les maladies rénales, la métastase tumorale et d'autres affections inflammatoires caractérisées par la sur-expression et la sur-activation d'une métalloprotéase matricielle, à l'aide des composés.