11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal) | 93748-54-0

• 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: 11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal)
• 英文别名: 11β-(4-dimethylaminophenyl)-3,3-(2,2-dimethyl-trimethylene-1,3-dioxy)-5α-hydroxy-estr-9-en-17-one；(5'R,8'S,11'R,13'S,14'S)-11'-[4-(dimethylamino)phenyl]-5'-hydroxy-5,5,13'-trimethylspiro[1,3-dioxane-2,3'-2,4,6,7,8,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene]-17'-one
• CAS: 93748-54-0
• 化学式: C₃₁H₄₃NO₄
• 分子量: 493.687
• InChiKey: DNYDCTSKRITKFO-YVAAILABSA-N

物化性质

• 沸点：
  648.5±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal) 在 正丁基锂 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 4.08h， 生成 11β-(4-dimethylaminophenyl)-17β-ethynyl-17α-hydroxy-13α-methyl-gona-4,9-dien-3-one
  参考文献：
  名称：

  New steroids with antiprogestational and antiglucocorticoid activities

  摘要：

  A number of 11-substituted 19-norsteroids with inverse configuration at C-13 were synthesized. 11 beta-Aryl compounds in this series were found to possess antiprogestational and antiglucocorticoid activities.

  DOI：

  10.1016/s0039-128x(84)80027-6
• 作为产物：
  描述：

  (5R,8S,11R,13S,14S,17S)-11-[4-(dimethylamino)phenyl]-5',5',13-trimethylspiro[1,2,4,6,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxane]-5,17-diol 在 aluminum isopropoxide 作用下， 以 环己酮 、 甲苯 为溶剂， 反应 4.0h， 以80.5%的产率得到11β-[4-(dimethylamino)phenyl]-5-hydroxy-5α-estr-9-ene-3,17-dione cyclic 3-(2,2-dimethyl-1,3-propanediyl acetal)
  参考文献：
  名称：

  New steroids with antiprogestational and antiglucocorticoid activities

  摘要：

  A number of 11-substituted 19-norsteroids with inverse configuration at C-13 were synthesized. 11 beta-Aryl compounds in this series were found to possess antiprogestational and antiglucocorticoid activities.

  DOI：

  10.1016/s0039-128x(84)80027-6

文献信息

• Synthetic variations of the progesterone antagonist RU 38 486
  作者：Günter Neef、Gerhard Sauer、Arne Seeger、Rudolf Wiechert

  DOI：10.1016/s0040-4039(01)91037-8

  日期：1984.1
• Beneficial effects of fluorine in the anti-progestin ZK 230211
  作者：Arwed Cleve、Ulrich Klar、Wolfgang Schwede

  DOI：10.1016/j.jfluchem.2004.08.004

  日期：2005.2

  A novel. highly potent progesterone receptor antagonist, ZK 230211, has been identified. Introduction of a 17 alpha-pentafluoroethyl side chain into the D-ring of the steroidal skeleton resulted in a compound that combines a pure anti-progestagenic endocrinological profile with high potency. Additions of perfluoroalkyl groups to steroidal 17-ketones following modified Prakash and Gassman protocols are described. (c) 2004 Elsevier B.V. All rights reserved.
• J. Steroid. Biochem. 1987, 27, 851-858
  作者：

  DOI：——

  日期：——
• Steroids 1984, 44, 349-372
  作者：

  DOI：——

  日期：——
• NEEF, G.;SAUER, G.;WIECHERT, R.;BEIER, S.;ELGER, W.;HENDERSON, D.;ROHDE, +
  作者：NEEF, G.、SAUER, G.、WIECHERT, R.、BEIER, S.、ELGER, W.、HENDERSON, D.、ROHDE, +

  DOI：——

  日期：——