(8S,9R,10S,11S,13S)-9-氟-11-羟基-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3,17-二酮 | 357-09-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: (8S,9R,10S,11S,13S)-9-氟-11-羟基-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3,17-二酮
• 中文别名: 2-环庚烯-1-酮,2-氯-3-甲氧基-
• 英文名称: 9α-fluoro-11β-hydroxy-4-androstene-3,17-dione
• 英文别名: fluorohydroxyandrostenedione；9-fluoro-11β-hydroxy-androst-4-ene-3,17-dione；9-Fluor-11β-hydroxy-androst-4-en-3,17-dion；9α-Fluor-11β-hydroxy-3,17-dioxo-androsten-4；(8S,9R,10S,11S,13S,14S)-9-fluoro-11-hydroxy-10,13-dimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,17-dione
• CAS: 357-09-5
• 化学式: C₁₉H₂₅FO₃
• 分子量: 320.404
• InChiKey: SHJZUHWENQCCJH-YQAXKJAASA-N

物化性质

• 密度：
  1.0811 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (8S,9R,10S,11S,13S)-9-氟-11-羟基-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3,17-二酮 生成 9-fluoro-11β,16α-dihydroxy-androst-4-ene-3,17-dione
  参考文献：
  名称：

  US2853502

  摘要：

  公开号：
• 作为产物：
  描述：

  醋酸阿奈可他 在 1,4-二氧六环 、 高氯酸 、 sodium bismuthate 、 乙醇 、 氢氟酸 、 potassium acetate 、 potassium carbonate 作用下， 生成 (8S,9R,10S,11S,13S)-9-氟-11-羟基-10,13-二甲基-1,2,6,7,8,11,12,14,15,16-十氢环戊烯并[a]菲-3,17-二酮
  参考文献：
  名称：

  Halogenated Corticoids. I. 9α-Halogen Derivatives of Cortisone and Hydrocortisone^*

  摘要：

  DOI：

  10.1021/ja01562a030

文献信息

• 4,5-Secoandrostanes
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US03984474A1

  公开（公告）日：1976-10-05

  4,5-Secoandrostanes having the formula ##SPC1## Have useful anti-inflammatory activity wherein R.sub.1 is hydrogen and R.sub.2 is hydroxyl, R.sub.1 is hydroxyl and R.sub.2 is hydrogen, R.sub.1 and R.sub.2 are each hydrogen, or together R.sub.1 and R.sub.2 are =0; R.sub.3 is hydrogen and R.sub.4 is hydroxyl, R.sub.3 is hydroxyl and R.sub.4 is hydrogen, R.sub.3 and R.sub.4 are each hydrogen, or together R.sub.3 and R.sub.4 are =0; R.sub.5 is hydrogen or hydroxyl; and R.sub.6 is hydrogen or halogen.

  具有以下式子的4,5-Secoandrostanes具有有用的抗炎活性，其中R.sub.1为氢，R.sub.2为羟基，R.sub.1为羟基，R.sub.2为氢，R.sub.1和R.sub.2均为氢，或者R.sub.1和R.sub.2在一起为=0; R.sub.3为氢，R.sub.4为羟基，R.sub.3为羟基，R.sub.4为氢，R.sub.3和R.sub.4均为氢，或者R.sub.3和R.sub.4在一起为=0; R.sub.5为氢或羟基; R.sub.6为氢或卤素。
• (17R)-Spiro-[androstane-17,1'-cyclobutan]-2'-ones, methods for their
  申请人：Schering Corporation

  公开号：US03968132A1

  公开（公告）日：1976-07-06

  (17R)-Spiro-[androstane-17,1'-cyclobutan]-2'-ones are prepared by the reaction of a 17-oxo androstane, wherein all other ketones are blocked, with a cyclopropylarylsulfide or with a cyclopropylarylsulfonium salt having a non-nucleophilic anion, in an organic solvent together with a strong base, followed by reaction in situ of the intermediate thereby formed with aqueous acid or water. Some (17R)-spiro-[androstan-17,1'-cyclobutan]-2'-ones are useful as intermediates in preparing (17R)-spiro-[3-oxo-4-androstene-17,1'-cyclobutan]-2'-ones which are aldosterone antagonists. Additionally, (17R)-spiro-[androstane-17,1'-cyclobutan]-2'-ones are useful as intermediates in preparing known 17.alpha.-pregnane-21,17.beta.-carbolactones, valuable aldosterone blocking agents.

  (17R)-spiro-[雄甾烷-17,1'-环丁基]-2'-酮是通过将17-酮雄甾烷（其中所有其他酮被阻断）与环丙基芳基硫醚或具有非亲核阴离子的环丙基芳基硫鎓盐在有机溶剂中与强碱反应，随后与水溶酸或水原位反应而制备的。一些(17R)-spiro-[雄甾烷-17,1'-环丁基]-2'-酮可用作制备(17R)-spiro-[3-氧代-4-雄烷烯-17,1'-环丁基]-2'-酮的中间体，后者是醛固酮拮抗剂。此外，(17R)-spiro-[雄甾烷-17,1'-环丁基]-2'-酮可用作制备已知的17α-孕烷-21,17β-羧内酯，这是有价值的醛固酮阻滞剂的中间体。
• The Synthesis of 9α-Substituted-Δ⁴-androstene-11β-ol-3,17-diones
  作者：Robert H. Lenhard、Seymour Bernstein

  DOI：10.1021/ja01629a092

  日期：1955.12
• US3984474A
  申请人：——

  公开号：US3984474A

  公开（公告）日：1976-10-05
• US3968132A
  申请人：——

  公开号：US3968132A

  公开（公告）日：1976-07-06