17β-hydroxy-7α-ethyl-4-androsten-3-one | 60533-46-2

• 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: 17β-hydroxy-7α-ethyl-4-androsten-3-one
• 英文别名: 7α-ethyl testosterone；(7R,8R,9S,10R,13S,14S,17S)-7-ethyl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 60533-46-2
• 化学式: C₂₁H₃₂O₂
• 分子量: 316.484
• InChiKey: WZWGQZHIDGDMDS-AQIMLMOCSA-N

物化性质

• 沸点：
  451.6±45.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  17β-hydroxy-7α-ethyl-4-androsten-3-one 、 氯甲酸丁酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以81 mg的产率得到
  参考文献：
  名称：

  [EN] MONOMERIC AND OLIGOMERIC COMPOUND EMBODIMENTS AS CONTRACEPTIVES AND THERAPIES AND METHODS OF MAKING AND USING THE SAME
  [FR] MODES DE RÉALISATION DE COMPOSÉS MONOMÈRES ET OLIGOMÈRES EN TANT QUE CONTRACEPTIFS ET THÉRAPIES ET PROCÉDÉS DE FABRICATION ET D'UTILISATION ASSOCIÉS

  摘要：

  公开号：

  WO2021252761A3
• 作为产物：
  描述：

  丙酸睾酮EP杂质E 在 氢氧化钾 、 水 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 为溶剂， 反应 1.25h， 生成 17β-hydroxy-7α-ethyl-4-androsten-3-one
  参考文献：
  名称：

  Conjugate addition of Grignard reagents to enones and dienones

  摘要：

  DOI：

  10.1021/jo00271a014

文献信息

• Antiprogestational agents. The synthesis of 7-alkyl steroidal ketones with anti-implantational and antidecidual activity
  作者：Joyce F. Grunwell、Harvey D. Benson、J.O'Neal Johnston、Vladimir Petrow

  DOI：10.1016/0039-128x(76)90136-7

  日期：1976.6

  A series of 7alpha- and 7beta- alkyl derivatives of steroidal 4-en- and 5-en-3-ones were prepared by 1,6-conjugate addition of organocopper reagents to various steroidal 4,6-dien-3-ones of the androstane, estrane and gonane series. Biological study of these and related compounds revealed that 17beta-hydroxy-7alpha-methyl-5-androsten-3-one (2), 17beta-hydroxy-7alpha-methyl-5-estren-3-one acetate and 17beta-hydroxy-7alpha-methyl-4-estren-3-one acetate had significant anti-implantational and antidecidual activities. The contragestative effects were associated with the latter anti-hormonal properties, and not with the androgenicity of these compounds.
• 7α-Alkyltestosterone derivatives: Synthesis and activity as androgens and as aromatase inhibitors
  作者：Alan J. Solo、Claude Caroli、Michael V. Darby、Thomas McKay、W.David Slaunwhite、Peter Hebborn

  DOI：10.1016/0039-128x(82)90001-0

  日期：1982.12

  The 7 alpha-ethyl,propyl,butyl,3'-t-butoxypropyl,allyl,3'-hydroxypropyl 17-acetate, and 3'-chloropropyl 17-acetate derivatives of testosterone and the 7 alpha-3'-t-butoxypropyl, 3'-hydroxypropyl,3'-acetoxypropyl,3'-bromoacetoxypropyl, 3'-chloropropyl, and 2'-oxo-3'-bromopropyl derivatives of 4-androstene-3,17-dione were synthesized. The testosterone derivatives were found to lose androgenic and anabolic activity rapidly as the size of the group at the 7 position increased. Many of the compounds were tested as inhibitors of aromatase. The 17-keto compounds were more active than the corresponding alcohols and the enzyme was found to tolerate at least the bulk of a hydroxypropyl group at the C-7 alpha position.
• MODI, SANDEEP P.;GARDNER, JOHN O.;MILOWSKY, ARNOLD;WIERZBA, MARK;FORGIONE+, J. ORG. CHEM., 54,(1989) N0, C. 2317-2321
  作者：MODI, SANDEEP P.、GARDNER, JOHN O.、MILOWSKY, ARNOLD、WIERZBA, MARK、FORGIONE+

  DOI：——

  日期：——