11β-Aethyl-17β-hydroxy-4-estren-3-on | 67020-45-5

• 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-Aethyl-17β-hydroxy-4-estren-3-on
• 英文别名: 11β-ethyl-17β-hydroxyestr-4-en-3-one；11beta-Ethyl-17beta-hydroxyestr-4-en-3-one；(8R,9S,10R,11S,13S,14S,17S)-11-ethyl-17-hydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 67020-45-5
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: XUEWKFOMCNSFDB-XNZCGPSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸十二烷基酯 、 11β-Aethyl-17β-hydroxy-4-estren-3-on 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到11β-ethyl-17β-dodecyloxycarbonyloxyestr-4-en-3-one
  参考文献：
  名称：

  WO2006/83618

  摘要：

  公开号：
• 作为产物：
  描述：

  11β-ethyl-17β-hydroxy-4,9-estradien-3-one 在 氨 、 lithium 、 盐酸 作用下， 以 四氢呋喃 、 叔丁醇 、 水 、 甲醇 为溶剂， 反应 4.75h， 以27%的产率得到11β-Aethyl-17β-hydroxy-4-estren-3-on
  参考文献：
  名称：

  WO2006/83618

  摘要：

  公开号：

文献信息

• Nandrolone 17 Beta-Carbonates
  申请人：Blye Richard P.

  公开号：US20080167283A1

  公开（公告）日：2008-07-10

  Disclosed are compounds of the formula (I) wherein R is C 1 -C 30 alkyl, which may be optionally further substituted with one or more C 5 -C 8 cycloalkyl groups, or a C 5 -C 12 cycloalkyl, which may be optionally substituted with one or more C 1 -C 30 alkyl groups, R′ is hydrogen or lower alkyl, R″ is a C 1 -C 30 alkyl or halo, and the bond between C14 and C15 can be a single bond or double bond. Also disclosed are pharmaceutical compositions comprising such compounds and methods of use thereof. These compounds can find use in treating a number of diseases or conditions such as hypogonadism, hypergonadism, osteoporosis, and anemia, in providing hormonal therapy and contraception, as an anabolic agent, and in suppressing the release of hormones such as the luteinizing hormone.

  本发明涉及式（I）的化合物，其中R是C1-C30烷基，可以选择性地进一步取代一个或多个C5-C8环烷基基团或C5-C12环烷基，可以选择性地取代一个或多个C1-C30烷基基团，R′是氢或较低的烷基，R″是C1-C30烷基或卤素，并且C14和C15之间的键可以是单键或双键。本发明还涉及包含这样的化合物的制药组合物以及使用它们的方法。这些化合物可以用于治疗多种疾病或症状，例如性腺功能减退症，性腺功能亢进症，骨质疏松症和贫血，提供激素疗法和避孕，作为一种合成代谢物和抑制黄体生成素释放的荷尔蒙。
• Nandrolone 17β-carbonates
  申请人：The United States of America as represented by the Department of Health and Human Services

  公开号：US07820642B2

  公开（公告）日：2010-10-26

  Disclosed are compounds of the formula (I) wherein R is C1-C30 alkyl, which may be optionally further substituted with one or more of C5-C8 cycloalkyl groups, or a C5-C12 cycloalkyl, which may be optionally substituted with one or more C1-C30 alkyl groups, R′ is hydrogen or lower alkyl, R″ is a C1-C30 alkyl or halo, and the bond between C14 and C15 can be a single bond or double bond. Also disclosed are pharmaceutical compositions comprising such compounds and methods of use thereof. These compounds can find use in treating a number of diseases or conditions such as hypogonadism, osteoporosis, and anemia, in providing hormonal therapy and contraception, as an anabolic agent, and in suppressing the release of hormones such as the luteinizing hormone.

  本发明涉及化合物(I)的公式，其中R是C1-C30烷基，可以选择性地进一步取代一个或多个C5-C8环烷基，或C5-C12环烷基，可以选择性地取代一个或多个C1-C30烷基，R'是氢或低烷基，R"是C1-C30烷基或卤素，并且C14和C15之间的键可以是单键或双键。本发明还涉及包含这种化合物的药物组合物以及其使用方法。这些化合物可以用于治疗多种疾病或症状，例如性腺功能减退，骨质疏松和贫血，提供激素疗法和避孕，作为一种合成代谢剂，并抑制黄体生成素等激素的释放。
• Strategy in drug reseabch. Synthesis and study of the psogestational and ovulation inhibitory activity of a series of 11β-substituted-17α-ethynyl-4-estren-17β-ols
  作者：A.J.v.d. Broek、A.I.A. Broess、M.J.v.d. Heuvel、H.P. de Jongh、J. Leemhuis、K.H. Schonemann、J. Smits、J. de Visser、N.P. van Vliet、F.J. Zeelen

  DOI：10.1016/0039-128x(77)90095-2

  日期：1977.10

  Using the strategy based on the Hansch method which analyses effects of substituents on biological activity in terms of their hydrophobic, electronic and steric effects we selectively synthesised a series of 11beta-substituted-17alpha-ethynyl-4-estren-17beta-ols that combine ease of synthesis with good discrimination between these factors aiming at finding the compounds with optimum biological activity in that series. The compounds were tested quantitatively in the Clauberg test (rabbit) and the ovulation inhibition test (rat). The differences in biological activity could reasonably be correlated with two steric effects introduced by the 11beta-substituent. These were a change in the overall shape of the 11beta-substituent and the angular methyl group, and direct steric hindrance of the steroid-receptor protein binding. Some exceptions were found possibly due to metabolic conversion of these compounds to the corresponding 11beta-substituted-17alpha-ethynyl-1,3,5(10)-estra-triene-3,17beta-diols.
• NANDROLONE 17ß-CARBONATES
  申请人：Government of the United States of America, Represented by the Secretary, Department of Health and Human Services

  公开号：EP1846434B1

  公开（公告）日：2009-03-25
• US7820642B2
  申请人：——

  公开号：US7820642B2

  公开（公告）日：2010-10-26