17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid | 78261-67-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid
• 英文别名: Wgz946T9TP；(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carboxylic acid
• CAS: 78261-67-3
• 化学式: C₂₀H₂₄O₅
• 分子量: 344.408
• InChiKey: VMPHCYUBONNNJN-ZHCMNPPYSA-N

物化性质

• 沸点：
  574.3±50.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid 在 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 ethyl 17α-dichloroacetoxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylate
  参考文献：
  名称：

  Csanadi; Horvath; Szekeres, Pharmazie, 2004, vol. 59, # 5, p. 349 - 359

  摘要：

  DOI：
• 作为产物：
  描述：

  泼尼松 在 sodium periodate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以84%的产率得到17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid
  参考文献：
  名称：

  Csanadi; Horvath; Szekeres, Pharmazie, 2004, vol. 59, # 5, p. 349 - 359

  摘要：

  DOI：

文献信息

• Oxygen atom transfer from iodylbenzene to diphenyl diselenide - a convenient method for dehydrogenation of steroidal 3-ketones
  作者：Derek H. R. Barton、Jacek W. Morzycki、William B. Motherwell、Steven V. Ley

  DOI：10.1039/c39810001044

  日期：——

  Steroidal 3-ketones are smoothly dehydrogenated in high yield using benzeneseleninic anhydride generated in situ by oxygen atom transfer from iodylbenzene, PhIO2, to catalytic amounts of diphenyl diselenide; use of meta-iodylbenzoic acid in the above cycle has led to the development of an economical and experimentally convenient method avoiding chromatographic separations and with recovery of the m-iodobenzoic

  使用通过氧原子从碘苯PhIO 2转移到催化量的二苯基二硒化物而就地生成的苯硒酸酐，可以平稳地高产率地将甾类3-酮脱氢。使用的元在上述周期-iodylbenzoic酸导致的经济的和实验上便利的方法避免了色谱分离，并与回收的发展米-iodobenzoic羧酸和二苯基二硒化物。
• ANDROSTENE DERIVATIVES
  申请人：Soft Drugs, Inc.

  公开号：EP0902789B1

  公开（公告）日：2002-01-23
• ENHANCEMENT OF ACTIVITY AND/OR DURATION OF ACTION OF SOFT ANTI-INFLAMMATORY STEROIDS FOR TOPICAL OR OTHER LOCAL APPLICATION
  申请人：BODOR, Nicholas S.

  公开号：EP1653974B1

  公开（公告）日：2010-01-06
• Enhancement of activity and/or duration of action of selected anti-inflammatory steroids for topical or other local application
  申请人：Bodor S. Nicholas

  公开号：US20050020551A1

  公开（公告）日：2005-01-27

  Methods and compositions for enhancing the activity and/or duration of action of soft anti-inflammatory steroids of the haloalkyl 17α-alkoxy-11β-hydroxyandrost-4-en-3-one-17β-carboxylate type and the corresponding Δ 1,4 compounds and of anti-inflammatory steroids of the hydrocortisone and prednisolone type are described. The enhancing agents have the formula: wherein R is H or C 1 -C 4 alkyl; Z 1 is carbonyl or β-hydroxymethylene; X 1 is —O— or —S—; R 5 is —OH, —OR 6 , —OCOOR 6 or —OCOR 7 wherein R 6 is C 1 -C 4 alkyl and R 7 is C 1 -C 4 alkyl, fluoromethyl or chloromethyl; and the dotted line in ring A indicates that the 1,2-linkage is saturated or unsaturated; with the proviso that when R is C 1 -C 4 alkyl, then R 5 is —OH.
• Enhancement of activity and/or duration of action of soft anti-inflammatory steroids for topical or other local application
  申请人：Bodor S. Nicholas

  公开号：US20050026892A1

  公开（公告）日：2005-02-03

  Methods and compositions for enhancing the activity and/or duration of action of loteprednol etabonate and other soft anti-inflammatory steroids of the haloalkyl 17α-alkoxycarbonyloxy-11β-hydroxyandrost-4-en-3-one-17β-carboxylate type and the corresponding Δ 1,4 -compounds are described. The enhancing agents have the formula: wherein R is H or C 1 -C 4 alkyl; Z 1 is carbonyl or β-hydroxymethylene; X 1 is —O— or —S—; R 5 is —OH, —OR 6 , —OCOOR 6 or —OCOR 7 wherein R 6 is C 1 -C 4 alkyl and R 7 is C 1 -C 4 alkyl, fluoromethyl or chloromethyl; and the dotted line in ring A indicates that the 1,2-linkage is saturated or unsaturated; with the proviso that when R is C 1 -C 4 alkyl, then R 5 is —OH.