α-prorenone | 49848-04-6

• 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: α-prorenone
• 英文别名: prorenone；alpha-Prorenone；(1'R,2'S,4'S,5R,10'R,11'S,14'S,18'S)-10',14'-dimethylspiro[oxolane-5,15'-pentacyclo[9.7.0.02,4.05,10.014,18]octadec-5-ene]-2,7'-dione
• CAS: 49848-04-6
• 化学式: C₂₃H₃₀O₃
• 分子量: 354.489
• InChiKey: RRHHMFQGHCFGMH-LAPLKBAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-prorenone 在 platinum(IV) oxide chromium(VI) oxide 、 硫酸 、 氢气 作用下， 生成 3-(17β-hydroxy-6α,7α-methylene-3-oxo-5β-androstan-17α-yl)propionic acid γ-lactone
  参考文献：
  名称：

  醛固酮拮抗剂。2.11，12-脱氢戊二烯衍生物的合成和生物活性。

  摘要：

  合成了几种具有δ11-孕烷骨架，具有17-γ-螺内酯功能的类固醇衍生物，以评估其抗醛固酮活性并阐明其与盐皮质激素受体（MR）的结合亲和力与盐皮质激素和/或抗盐皮质激素活性之间的关系。虽然许多合成的化合物显示出对MR和醛固酮激动剂活性的强结合亲和力，但3-（17β-羟基-3-氧代雄甾烯1,4,6,11-四烯-17α-基）丙酸γ-内酯在体内试验中显示出良好的醛固酮拮抗剂活性。还发现其体内抗雄激素活性相对较弱。

  DOI：

  10.1021/jm00392a022

文献信息

• Pharmaceutical preparation comprising an active dispersed on a matrix
  申请人：——

  公开号：US20040058896A1

  公开（公告）日：2004-03-25

  The present invention relates to the field of pharmaceutical technology and describes a novel advantageous preparation for an active ingredient. The novel preparation is suitable for producing a large number of pharmaceutical dosage forms. In the new preparation an active ingredient is present essentially uniformly dispersed in an excipient matrix composed of one or more excipients selected from the group of fatty alcohol, triglyceride, partial glyceride and fatty acid ester.

  本发明涉及制药技术领域，描述了一种新的有利的活性成分制备方法。这种新的制备方法适合生产大量的药物剂型。在这种新的制备方法中，活性成分基本上均匀地分散在由脂肪醇、甘油三酯、部分甘油酯和脂肪酸酯等一种或多种赋形剂组成的赋形剂基质中。
• Structure-activity relationship study of spirolactones. Contribution of the cyclopropane ring to antimineralocorticoid activity
  作者：Leland J. Chinn、Karlene W. Salamon、Bipin N. Desai

  DOI：10.1021/jm00141a020

  日期：1981.9

  A series of spirolactones containing a cyclopropane ring in the molecule was examined for its effects on the mineralocorticoid receptor. The results were compared with those of a similar series of spirolactones in which the cyclopropane ring was replaced by a double bond. Insertion of a double bond or an alpha-cyclopropane ring into the 1,2 or the 6,7 position leads to a reduction in the binding affinity. The pi-bonding system of the beta-cyclopropane ring at C-6 and C-7 does not promote binding to the receptor. The presence of the 6 beta, 7 beta-cyclopropane ring may deter metabolic activation to account for the enhanced in vivo activity.
• Aldosterone antagonists. 2. Synthesis and biological activities of 11,12-dehydropregnane derivatives
  作者：Susumu Kamata、Takeaki Matsui、Nobuhiro Haga、Masuhisa Nakamura、Kunihiro Odaguchi、Takako Itoh、Toshikatsu Shimizu、Tetsuro Suzuki、Masahiro Ishibashi

  DOI：10.1021/jm00392a022

  日期：1987.9

  their antialdosterone activity and to elucidate the relation between their binding affinity to mineralocorticoid receptor (MR) and their mineralo- and/or antimineralocorticoid activity. Although many of the synthesized compounds showed strong binding affinity for the MR and aldosterone agonist activity, 3-(17 beta-hydroxy-3-oxoandrosta-1,4,6,11-tetraen-17 alpha-yl)propionic acid gamma-lactone exhibited

  合成了几种具有δ11-孕烷骨架，具有17-γ-螺内酯功能的类固醇衍生物，以评估其抗醛固酮活性并阐明其与盐皮质激素受体（MR）的结合亲和力与盐皮质激素和/或抗盐皮质激素活性之间的关系。虽然许多合成的化合物显示出对MR和醛固酮激动剂活性的强结合亲和力，但3-（17β-羟基-3-氧代雄甾烯1,4,6,11-四烯-17α-基）丙酸γ-内酯在体内试验中显示出良好的醛固酮拮抗剂活性。还发现其体内抗雄激素活性相对较弱。