(1S)-1-[(8S,9S,13S,14S,17S)-3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethanol | 4772-12-7

• 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: (1S)-1-[(8S,9S,13S,14S,17S)-3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethanol
• CAS: 4772-12-7
• 化学式: C₂₁H₃₀O₂
• 分子量: 314.468
• InChiKey: SAMUNNKWOPDXFA-DATOPTFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S)-1-[(8S,9S,13S,14S,17S)-3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethanol 在 lithium hydroxide monohydrate 、 sodium acetate 、 pyridinium chlorochromate 、 zinc(II) iodide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Synthesis of novel estrone analogs by incorporation of thiophenols via conjugate addition to an enone side chain

  摘要：

  Functionalized estrogen analogs have received interest due their unique and differning activity compared th their parent compounds. The synthesis of a tionalized at the C17 position possessing both alkyl and described, along with their thiophenol conjugate addition to their unique and differing biological activnew class of 3-methoxyestrone analogs funcaryl substituted ot,alpha,beta-unsaturated ketones is products. (C) 2013 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2013.07.005
• 作为产物：
  描述：

  3-甲氧基雌酮 在 potassium tert-butylate 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 (1S)-1-[(8S,9S,13S,14S,17S)-3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethanol
  参考文献：
  名称：

  Synthesis of novel estrone analogs by incorporation of thiophenols via conjugate addition to an enone side chain

  摘要：

  Functionalized estrogen analogs have received interest due their unique and differning activity compared th their parent compounds. The synthesis of a tionalized at the C17 position possessing both alkyl and described, along with their thiophenol conjugate addition to their unique and differing biological activnew class of 3-methoxyestrone analogs funcaryl substituted ot,alpha,beta-unsaturated ketones is products. (C) 2013 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2013.07.005

文献信息

• Helix 12 directed pharmaceutical products
  申请人：Labrie Fernand

  公开号：US20050250749A1

  公开（公告）日：2005-11-10

  Compounds having the structure or their salts: are used to treat or reduce le likelihood of acquiring androgen-dependent diseases, such as prostate cancer, benign prostatic hyperplasia, polycystic ovarian syndrome, acne, hirsutism, seborrhea, androgenic alopecia and male baldness. They can be formulated together with pharmaceutically acceptable diluent or carrier or otherwise made into any pharmaceutical dosage form. Some of these compounds having tissue-specific antiandrogenic activity and tissue-specific androgenic activity can be used to treat or reduce the risk of developing diseases related to loss of androgenic stimulation. Combinations with other active pharmaceutical agents are also disclosed.

  具有以下结构或其盐的化合物：用于治疗或减少获得雄激素依赖性疾病的可能性，例如前列腺癌、良性前列腺增生、多囊卵巢综合症、痤疮、多毛症、脂溢性皮炎、雄激素性脱发和男性秃发。它们可以与药学上可接受的稀释剂或载体一起制成任何药物剂型。其中一些具有组织特异性抗雄激素活性和组织特异性雄激素活性的化合物可用于治疗或减少与雄激素刺激丧失相关的疾病的风险。还公开了与其他活性药物的组合。
• 19-substituted progesterone derivatives useful as 19-hydroxylase inhibitors
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0348910A2

  公开（公告）日：1990-01-03

  19-Substituted progesterone derivatives and related compounds which are active as 19-hydroxylase inhibitors and useful as antihypertensive agents are described herein. The compounds are prepared using appropriate synthetic pathways which will vary according to the nature of the specific 19-substituted progesterone or related compound desired.

  本文介绍了具有 19-羟化酶抑制剂活性并可用作降压药的 19-取代孕酮衍生物及相关化合物。这些化合物是通过适当的合成途径制备的，合成途径因所需的特定 19-取代孕酮或相关化合物的性质而异。
• US4910191A
  申请人：——

  公开号：US4910191A

  公开（公告）日：1990-03-20
• US9090651B2
  申请人：——

  公开号：US9090651B2

  公开（公告）日：2015-07-28
• Synthesis of novel estrone analogs by incorporation of thiophenols via conjugate addition to an enone side chain
  作者：Lucas C. Kopel、Mahmoud S. Ahmed、Fathi T. Halaweish

  DOI：10.1016/j.steroids.2013.07.005

  日期：2013.11

  Functionalized estrogen analogs have received interest due their unique and differning activity compared th their parent compounds. The synthesis of a tionalized at the C17 position possessing both alkyl and described, along with their thiophenol conjugate addition to their unique and differing biological activnew class of 3-methoxyestrone analogs funcaryl substituted ot,alpha,beta-unsaturated ketones is products. (C) 2013 Published by Elsevier Inc.