5α-Oestran-3-on | 25824-83-3

• 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: 5α-Oestran-3-on
• 英文别名: (5S,8R,9R,10S,13S,14S)-13-methyl-2,4,5,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 25824-83-3
• 化学式: C₁₈H₂₈O
• 分子量: 260.42
• InChiKey: QENZOBLYOJSARN-SDAJNKIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5α-Oestran-3-on 在 sodium hydride 作用下， 生成 2-Methoxycarbonyl-19-nor-5α-androstanon-(3)
  参考文献：
  名称：

  Optical Rotatory Dispersion Studies. XC.¹ The Octant Rule and the Isopropyl Group. Synthesis of Steroidal Isopropyl Ketones²

  摘要：

  DOI：

  10.1021/ja01055a020
• 作为产物：
  描述：

  Oest-4-en-3-on 生成 5α-Oestran-3-on
  参考文献：
  名称：

  Optical Rotatory Dispersion Studies. XC.¹ The Octant Rule and the Isopropyl Group. Synthesis of Steroidal Isopropyl Ketones²

  摘要：

  DOI：

  10.1021/ja01055a020

文献信息

• Stéréochimie-LVII
  作者：Alain Calvet、Marcel Jozefowicz、Jacques Levisalles

  DOI：10.1016/s0040-4020(01)97635-5

  日期：——

  Absolute rates of bromination were measured for two series of derivatives of steroidal ketones 3, enol acetates 1 and enol methyl ether 2. Axial substituents exhibited a large effect on rates, which increased by 15,000 fold on going from (X=CH3; Y=CN) to (X=Y=H). From the bromide ion effect it was concluded that the first step (formation of an intermediate bromonium ion) was reversible and that the

  测量了甾族酮3的两个系列衍生物，烯醇乙酸酯1和烯醇甲基醚2的溴化绝对速率。轴向取代基对速率表现出很大的影响，从（X = CH 3； Y = CN）变为（X = Y = H）时，轴向取代基增加了15,000倍。从溴离子效应可以得出结论，第一步（中间体溴离子的形成）是可逆的，并且第二步（卤代酮4或5或卤代缩醛8或9的形成）与第一步相比较慢。推断该中间体是高度不对称的溴离子，而不是纯的氧碳鎓离子。
• Microbiological hydroxylation of steroids. Part IV. The pattern of dihydroxylation of mono-oxygenated 5α-androstanes with cultures of the fungus Calonectria decora
  作者：A. M. Bell、P. C. Cherry、I. M. Clark、W. A. Denny、Ewart R. H. Jones、G. D. Meakins、P. D. Woodgate

  DOI：10.1039/p19720002081

  日期：——

  concerned with the relation between the pattern of the dihydroxylation by Calonectria decora of mono-oxygenated 5α-androstane derivatives (mainly ketones), and the position of the oxygen function in the substrate. Terminal ring ketones (3, 4, 16, and 17) are converted, in useful yields, into one or two dihydroxy-ketones. (Ring B and C ketones are much less satisfactory as substrates.) The structures of most

  该工作涉及单加氧的5α-雄烷衍生物（主要是酮）的Calonectria decora的二羟基化的图案与底物中的氧官能团的位置之间的关系。将末端环酮（3、4、16和17）以有用的产率转化为一个或两个二羟基酮。（环丁酮和丙环酮作为底物要令人满意的多。）大多数产品的结构是通过光谱研究得出的。必要时通过化学相关性对这种方法进行补充
• 19-nor neuroactive steroids and methods of use thereof
  申请人：Sage Therapeutics, Inc.

  公开号：US10822370B2

  公开（公告）日：2020-11-03

  Provided herein are 3,3-disubstituted 19-nor-steroidal compounds according to Formula (I): and pharmaceutical compositions thereof. Such compounds are contemplated useful for the prevention and treatment of a variety of CNS-related conditions, for example, treatment of sleep disorders, mood disorders, schizophrenia spectrum disorders, disorders of memory and/or cognition, movement disorders, personality disorders, autism spectrum disorders, pain, traumatic brain injury, vascular diseases, substance abuse disorders and/or withdrawal syndromes, tinnitus, status epilepticus.

  本文提供的是符合式（I）的 3,3-二取代 19-去甲类固醇化合物及其药物组合物。 此类化合物可用于预防和治疗各种中枢神经系统相关疾病，例如，治疗睡眠障碍、情绪障碍、精神分裂症谱系障碍、记忆和/或认知障碍、运动障碍、人格障碍、自闭症谱系障碍、疼痛、脑外伤、血管疾病、药物滥用障碍和/或戒断综合征、耳鸣、癫痫状态。
• 19-nor C3, 3-disubstituted C21-N-pyrazolyl steroids and methods of use thereof
  申请人：Sage Therapeutics, Inc.

  公开号：US11241446B2

  公开（公告）日：2022-02-08

  Provided herein are 19-nor C3,3-disubstituted C21-pyrazolyl steroids of Formula (I): and pharmaceutically acceptable salts thereof; wherein , R1, R2, R3a, R3b, R4a, R4b, R5, R6, and R7 are as defined herein. Such compounds are contemplated useful for the prevention and treatment of a variety of CNS-related conditions, for example, treatment of sleep disorders, mood disorders, schizophrenia spectrum disorders, convulsive disorders, disorders of memory and/or cognition, movement disorders, personality disorders, autism spectrum disorders, pain, traumatic brain injury, vascular diseases, substance abuse disorders and/or withdrawal syndromes, and tinnitus.

  本文提供的是式 (I) 的 19-去 C3,3-二取代 C21-吡唑类固醇： 及其药学上可接受的盐；其中 ，R1、R2、R3a、R3b、R4a、R4b、R5、R6 和 R7 如本文所定义。此类化合物可用于预防和治疗各种中枢神经系统相关疾病，例如，治疗睡眠障碍、情绪障碍、精神分裂症谱系障碍、抽搐障碍、记忆和/或认知障碍、运动障碍、人格障碍、自闭症谱系障碍、疼痛、脑外伤、血管疾病、药物滥用障碍和/或戒断综合征以及耳鸣。
• Alais,J. et al., Bulletin de la Societe Chimique de France, 1971, p. 3737 - 3741
  作者：Alais,J. et al.

  DOI：——

  日期：——