9β,11β-oxido-1,4-androstadiene-3,17-dione | 70141-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 9β,11β-oxido-1,4-androstadiene-3,17-dione
• 英文别名: (1S,2S,10S,11S,15S,17S)-2,15-dimethyl-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-diene-5,14-dione
• CAS: 70141-45-6
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: GCLIXCGWTLQNCF-SMVSCOHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9β,11β-oxido-1,4-androstadiene-3,17-dione 、 丙炔 在 氢氟酸 、 potassium tert-butylate 作用下， 生成 11β,17β-dihydroxy-9α-fluoro-21-methyl-17α-pregna-1,4-dien-20-yn-3-one
  参考文献：
  名称：

  17α-Alkynyl-11β,17-dihydroxyandrostane derivatives : A new class of potent glucocorticoids.

  摘要：

  Replacement of the characteristic dihydroxyacetone side chain of corticoids by a 17 alpha-alkynyl-17 beta-hydroxy moiety was investigated. It was found that, in particular, the 17 alpha-propynyl substitution is favorable for high local anti-inflammatory activity with reduced systemic effects. Moreover, these compounds were found to be devoid of any affinity for the aldosterone receptor, and may thus be considered as pure glucocorticoids.

  DOI：

  10.1016/0039-128x(81)90084-2

文献信息

• Steroidal 17alpha-silyl ethers and process to corticoids and progesterones
  申请人：THE UPJOHN COMPANY

  公开号：EP0268400B1

  公开（公告）日：1992-04-29
• US4921638A
  申请人：——

  公开号：US4921638A

  公开（公告）日：1990-05-01
• US4977255A
  申请人：——

  公开号：US4977255A

  公开（公告）日：1990-12-11
• 17α-Alkynyl-11β,17-dihydroxyandrostane derivatives : A new class of potent glucocorticoids.
  作者：G. Teutsch、G. Costerousse、R. Deraedt、J. Benzoni、M. Fortin、D. Philibert

  DOI：10.1016/0039-128x(81)90084-2

  日期：1981.12

  Replacement of the characteristic dihydroxyacetone side chain of corticoids by a 17 alpha-alkynyl-17 beta-hydroxy moiety was investigated. It was found that, in particular, the 17 alpha-propynyl substitution is favorable for high local anti-inflammatory activity with reduced systemic effects. Moreover, these compounds were found to be devoid of any affinity for the aldosterone receptor, and may thus be considered as pure glucocorticoids.