(3β,5α)-3-aminoandrostan-17-one

• 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: (3β,5α)-3-aminoandrostan-17-one
• 英文别名: 3β-amine-5α-androstan-17-one；3β-amino-5α-androstan-17-one；(3S,5S,8R,9S,10S,13S,14S)-3-amino-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
• 化学式: C₁₉H₃₁NO
• 分子量: 289.461
• InChiKey: WFEJUWNQVAYWJS-LUJOEAJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 (3β,5α)-3-aminoandrostan-17-one 反应 0.25h， 生成 (3β,5α)-3-aminoandrostan-17-one acetate
  参考文献：
  名称：

  A novel scalable and stereospecific synthesis of 3α- and 3β-amino-5α-androstan-17-ones and 3α- and 3β-amino-5α-pregnan-20-ones

  摘要：

  A novel scalable stereoselective synthesis of 3 alpha- and 3 beta-amino-5 alpha-androstan-17-ones and 3 alpha- and 3 beta-amino-5 alpha-pregnan-20-ones has been developed using phthalimide based Mitsunobu chemistry. In all four cases, the products were isolated as single diastereoisomers in high chemical yield and purity without the need for chromatography at any stage in their syntheses. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.124
• 作为产物：
  描述：

  雄酮 在 三苯基膦 、 偶氮二甲酸二乙酯 、 三甲基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 15.17h， 生成 (3β,5α)-3-aminoandrostan-17-one
  参考文献：
  名称：

  一些 3-氨基甾体支架的便捷立体选择性合成

  摘要：

  摘要 以叠氮为氨等价物，基于光信反应，开发了一种有效的立体选择性合成 3α- 和 3β-aminoandrostan-17-one 和 3α-amino dehydroepiandrosten-17-one。所有产物均以高产率分离。图形概要

  DOI：

  10.1080/00397911.2019.1590602

文献信息

• Novel Steroid Inhibitors of Glucose 6-Phosphate Dehydrogenase
  作者：Niall M. Hamilton、Martin Dawson、Emma E. Fairweather、Nicola S. Hamilton、James R. Hitchin、Dominic I. James、Stuart D. Jones、Allan M. Jordan、Amanda J. Lyons、Helen F. Small、Graeme J. Thomson、Ian D. Waddell、Donald J. Ogilvie

  DOI：10.1021/jm300317k

  日期：2012.5.10

  Novel derivatives of the steroid DHEA 1, a known uncompetitive inhibitor of G6PD, were designed, synthesized, and tested for their ability to inhibit this dehydrogenase enzyme. Several compounds with approximately 10-fold improved potency in an enzyme assay were identified, and this improved activity translated to efficacy in a cellular assay. The SAR for steroid inhibition of G6PD has been substantially

  类固醇DHEA 1的新型衍生物设计，合成并测试了一种已知的G6PD非竞争性抑制剂G6PD抑制这种脱氢酶的能力。鉴定了几种在酶测定中具有约10倍改进的效力的化合物，并且这种改进的活性转化为细胞测定中的功效。用于类固醇抑制G6PD的SAR已得到实质性发展。3β-醇可用3β-H键供体代替，例如磺酰胺，磺酰胺，尿素和氨基甲酸酯。如果存在C-20酮，可以通过用孕烷核替换雄烷核来实现更高的效能。对于pregnan-20-ones，掺入21-羟基通常是有益的。新化合物通常具有良好的理化性质和令人满意的体外DMPK参数。
• [EN] INHIBITORS OF GLUCOSE-6-PHOSPHATE DEHYDROGENASE FOR TREATING CARDIOVASCULAR AND PULMONARY CONDITIONS<br/>[FR] INHIBITEURS DE LA GLUCOSE-6-PHOSPHATE DÉSHYDROGÉNASE PERMETTANT DE TRAITER DES AFFECTIONS CARDIOVASCULAIRES ET PULMONAIRES
  申请人：GUPTE SACHIN A

  公开号：WO2018093856A1

  公开（公告）日：2018-05-24

  The present disclosure provides for methods of treating or preventing a cardiovascular disorder and/or a related pulmonary disorder in a subject. In certain embodiments, the method comprises administering a therapeutically effective amount of an inhibitor of Glucose-6-phosphate dehydrogenase (G6PD), or a pharmaceutically acceptable salt, non-salt amorphous form, solvate, poly-morph, tautomer or prodrug thereof.

  本公开提供了用于治疗或预防受试者的心血管疾病和/或相关肺部疾病的方法。在某些实施例中，该方法包括向受试者投予治疗有效量的葡萄糖-6-磷酸脱氢酶（G6PD）抑制剂，或其药用可接受的盐、非盐非晶形态、溶剂合物、多形态、互变异构体或前药。
• Inhibitors of glucose-6-phosphate dehydrogenase for treating cardiovascular and pulmonary conditions
  申请人：ICHOR, LLC.

  公开号：US11185552B2

  公开（公告）日：2021-11-30

  The present disclosure provides for methods of treating or preventing a cardiovascular disorder and/or a related pulmonary disorder in a subject. In certain embodiments, the method comprises administering a therapeutically effective amount of an inhibitor of Glucose-6-phosphate dehydrogenase (G6PD), or a pharmaceutically acceptable salt, non-salt amorphous form, solvate, poly-morph, tautomer or prodrug thereof.

  本公开提供了治疗或预防受试者心血管疾病和/或相关肺部疾病的方法。 在某些实施方案中，该方法包括施用治疗有效量的葡萄糖-6-磷酸脱氢酶（G6PD）抑制剂或其药学上可接受的盐、非盐无定形形式、溶液、多晶型、同系物或原药。
• Reyes, Mayra; Rosado, Anielka; Alvarez, Yoanna Ma., Journal of Chemical Research - Part S, 2003, # 4, p. 234 - 235
  作者：Reyes, Mayra、Rosado, Anielka、Alvarez, Yoanna Ma.、Ruiz, Jose A.、Agueero, Juan、Velez, Herman

  DOI：——

  日期：——
• INHIBITORS OF GLUCOSE-6-PHOSPHATE DEHYDROGENASE FOR TREATING CARDIOVASCULAR AND PULMONARY CONDITIONS
  申请人：Ichor, LLC.

  公开号：EP3542160A1

  公开（公告）日：2019-09-25