17,17-dimethyl-18-nor-5α-androst-13(14)-en-3-one | 1423-85-4

• 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: 17,17-dimethyl-18-nor-5α-androst-13(14)-en-3-one
• 英文别名: 17.17-Dimethyl-18-nor-5α-androst-13-en-3-on；(5S,8R,9S,10S)-10,17,17-trimethyl-1,2,4,5,6,7,8,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 1423-85-4
• 化学式: C₂₀H₃₀O
• 分子量: 286.458
• InChiKey: UCNCYNKLWONRLX-MLZJRGSSSA-N

物化性质

• 熔点：
  135-137 °C(Solv: acetone (67-64-1))
• 沸点：
  393.7±42.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  美雄诺龙 在 盐酸 作用下， 反应 0.25h， 以65%的产率得到17,17-dimethyl-18-nor-5α-androst-13(14)-en-3-one
  参考文献：
  名称：

  Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement

  摘要：

  A simple and convenient method has been developed to prepare sulfates of anabolic 17-beta-hydroxy-17-alpha-methyl steroids. The sulfates of methandienone, 17-alpha-methyltestosterone, mestanolone, oxandrolone, and stanozolol were prepared. Different A-ring functions were not affected under the sulfation condition. The buffered hydrolyses of these sulfates provided the 17-epimers of the original steroids and 17, 17-dimethyl-18-nor-13(14)-ene steroids, presumably via the 17-carbocations.

  DOI：

  10.1016/0039-128x(92)90048-e

文献信息

• Anti-androgenic activity of 17,17-dimethyl-18-norandrost-13-enes
  作者：Albert Segaloff、R. Bruce Gabbard

  DOI：10.1016/0039-128x(64)90156-4

  日期：1964.9
• DERMATICA
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0218647A1

  公开（公告）日：1987-04-22
• US4859659A
  申请人：——

  公开号：US4859659A

  公开（公告）日：1989-08-22
• [EN] SKIN TREATMENT AGENTS
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：WO1986006078A1

  公开（公告）日：1986-10-23

  (EN) The claims cover skin treatment agents which are characterized by the fact that as active ingredients they contain one or two 17$g(b)-methyl-18-norsteroids of the general formula (I), in which ..... represents a simple link or a double link, R1 represents a hydrogen atom or a methyl group and R2 represents, as the case may be, an alkyl group with at most six carbon atoms substituted by an alkanoyloxy group containing from 2 to 6 carbon atoms.(FR) Agents de traitement dermatologique caractérisés en ce qu'ils contiennent comme ingrédient actif un ou deux 17$g(b)-méthyl-18-norstéroïdes de formule générale (I) dans laquelle ..... représente une liaison simple ou une liaison double, R1 représente un atome d'hydrogène ou un groupe méthyle et R2 représente un groupe alkyle avec au maximum six atomes de carbonne, éventuellement substitué par un groupe alcanoyloxy contenant de deux à six atomes de carbone.
• Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement
  作者：Honggang Bi、Robert Massé、George Just

  DOI：10.1016/0039-128x(92)90048-e

  日期：1992.7

  A simple and convenient method has been developed to prepare sulfates of anabolic 17-beta-hydroxy-17-alpha-methyl steroids. The sulfates of methandienone, 17-alpha-methyltestosterone, mestanolone, oxandrolone, and stanozolol were prepared. Different A-ring functions were not affected under the sulfation condition. The buffered hydrolyses of these sulfates provided the 17-epimers of the original steroids and 17, 17-dimethyl-18-nor-13(14)-ene steroids, presumably via the 17-carbocations.