6α,9α,difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carbothioic acid S-(fluoromethyl)ester

• 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
• 英文名称: 6α,9α,difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carbothioic acid S-(fluoromethyl)ester
• 英文别名: 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carbothioic acid S-(fluoromethyl)ester；fluticasone propionate；[(6S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate；[(6S,9R,10S,11S,13S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
• 化学式: C₂₅H₃₁F₃O₅S
• 分子量: 500.579
• InChiKey: WMWTYOKRWGGJOA-WYZONABHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carboxylic acid 生成 6α,9α,difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carbothioic acid S-(fluoromethyl)ester
  参考文献：
  名称：

  Method for the isolation of 6alpha, 9alpha-difluoro-11beta, 17alpha-dihydroxy-16alpha-methylpregna-3-oxo-1,4-diene-17beta-carboxylic acid

  摘要：

  本发明提供了一种制备和分离化合物2的方法，包括以下步骤：1.在低于30℃的温度下，用过碘酸氧化四氢呋喃-水混合物中的氟甲松；2.将反应混合物冷却至低于10℃的温度；3.加入预冷却至低于10℃的抗溶剂；4.通过过滤分离沉淀的晶体，从而得到至少98％的化合物2产率和至少99％的色谱纯度。

  公开号：

  US20040010155A1

文献信息

• Method for the Production of Fluoromethyl Esters of Androstan-17 beta Carboxylic Acids
  申请人：HOVIONE INTER. LTD

  公开号：US20140200341A1

  公开（公告）日：2014-07-17

  Described herein are processes for the preparation of monofluoromethylated organic biologically active compounds, starting from protected intermediates and/or reagents to obtain compounds such as fluticasone propionate and fluticasone furoate, in presence of decarboxylating reagents XeF 2 and BrF 3 , or using FCH 2 SH as a reagent.

  本文描述了从保护中间体和/或试剂出发制备单氟甲基有机生物活性化合物的过程，以获得如丙酸氟替卡松和富马酸氟替卡松等化合物，其中使用脱羧试剂XeF2和BrF3或使用FCH2SH作为试剂。
• PROCESS FOR PREPARING FLUTICASONE PROPIONATE/FUROATE
  申请人：Solanki Kirtipalsinh

  公开号：US20140148593A1

  公开（公告）日：2014-05-29

  The present invention relates to an improved process for the preparation of substituted Fluticasone derivatives. The invention also reveals the processes for the purification of Fluticasones and related intermediates to provide the highly pure product.

  本发明涉及一种改进的制备取代氟替卡松衍生物的过程。该发明还揭示了用于纯化氟替卡松和相关中间体的过程，以提供高纯度产品。
• A process for preparing highly pure androstane 17-beta-carboxylic acids and androstane 17-beta-carbothioic acid fluoromethyl esters
  申请人：S.N.I.F.F. Italia S.P.A.

  公开号：EP1526139A1

  公开（公告）日：2005-04-27

  The present invention relates to an oxidation process for preparing the androstane 17-β-carboxylic acid of general formula (I) with a high purity degree by oxidative demolition of the carbon atom 21 of the compound of general formula (II) by using hydrogen peroxide in a basic environment in a polar solvent optionally in the presence of water.

  本发明涉及一种氧化过程，用氢过氧化物在碱性环境中，在极性溶剂中（可选地在水的存在下），通过氧化破坏通式（II）化合物的21号碳原子，制备具有高纯度的通式（I）的雄甾烷17-β-羧酸。
• Process for preparing highly pure androstane 17-beta-carboxylic acids and 17-beta-carbothioic acid fluoromethyl esters thereof
  申请人：Vetturini Emanuela

  公开号：US20050090675A1

  公开（公告）日：2005-04-28

  The present invention relates to an oxidation process for preparing the androstane 17-β-carboxylic acid of general formula (I) with a high purity degree by oxidative demolition of the carbon atom 21 of the compound of general formula (II) by using hydrogen peroxide in a basic environment in a polar solvent optionally in the presence of water.

  本发明涉及一种氧化工艺，通过在极性溶剂中使用双氧水，在碱性环境中氧化破坏通式（II）化合物的21号碳原子，可选地在水的存在下，制备通式（I）的雄甾烷17-β-羧酸，其具有高纯度度数。
• FATTY ACID ESTERS OF GLUCOCORTICOIDS AS ANTI-INFLAMMATORY AND ANTI-CANCER AGENTS
  申请人：Finn Myhren

  公开号：US20100099654A1

  公开（公告）日：2010-04-22

  The present invention relates to certain unsaturated fatty acid derivatives of therapeutically active glucocorticoides-fatty acid esters of glucocorticoids as anti-inflammatory and anti-cancer agents and pharmaceutical formulations containing them.

  本发明涉及治疗活性糖皮质激素的某些不饱和脂肪酸衍生物 - 糖皮质激素脂肪酸酯作为抗炎和抗癌剂，以及含有它们的制药配方。