7-(4'-氨基)苯硫基雄甾烯二酮 | 67340-72-1

• 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
• 中文名称: 7-(4'-氨基)苯硫基雄甾烯二酮
• 英文名称: 7α-(4'-amino)phenylthio-4-androstene-3,17-dione
• 英文别名: 7alpha-Apta；(7R,8R,9S,10R,13S,14S)-7-(4-aminophenyl)sulfanyl-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
• CAS: 67340-72-1
• 化学式: C₂₅H₃₁NO₂S
• 分子量: 409.593
• InChiKey: OFMCSMLOQKMMIX-RGJWXQDMSA-N

物化性质

• 沸点：
  610.3±55.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  85.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(4'-氨基)苯硫基雄甾烯二酮 在 盐酸 、 sodium azide 、 sodium nitrite 作用下， 生成 7α-(4'-azido)phenylthio-4-androstenene-3,17-dione
  参考文献：
  名称：

  A photoaffinity inhibitor of aromatase

  摘要：

  Several 7 alpha-substituted 4-androstene-3,17-diones are potent inhibitors of the biosynthesis of estrogens, with the most effective being 7 alpha-(4'-amino)phenylthio-4-androstene-3,17-dione. An azide derivative of this 7 alpha-thioether compound has been prepared as a potential photoaffinity inhibitor. The enzyme kinetics of the azide analog were examined under both dark conditions and UV irradiation. In the dark, the azide was a very potent competitive inhibitor, with an apparent Ki of 1.3 nM. Under UV-irradiation, a time-dependent loss of aromatase activity was also observed. These studies indicate that the 7 alpha-substituent enhances the affinity of the steroidal analogs for the enzyme site.

  DOI：

  10.1016/0039-128x(82)90009-5
• 作为产物：
  描述：

  4,6-雄烯二醇-3,17-二酮 、 4-氨基苯硫酚 在 sodium 作用下， 以 1,4-二氧六环 为溶剂， 反应 120.0h， 以91%的产率得到7-(4'-氨基)苯硫基雄甾烯二酮
  参考文献：
  名称：

  7种雄烯二酮的α-取代衍生物作为雌激素生物合成的抑制剂。

  摘要：

  为了获得有关7种芳香酶的α-（苯硫基）雄烯二酮抑制剂之间的构效关系的更多信息，合成了一系列同时具有给电子和吸电子环取代基的化合物，并测试了其对芳香酶的抑制作用。活动。在取代基电子效应和抑制活性之间没有观察到线性相关性。含卤素的化合物，特别是8种，似乎是非常有效的抑制剂。为了评估在测定条件下消除侧链的可能性，合成了8的125I类似物。在测定条件下，大约90％的[125I] -8保持完整状态长达1小时。

  DOI：

  10.1021/jm00383a019

文献信息

• composition and uses for influencing hair growth
  申请人：Schmidt Alfred

  公开号：US20110117218A1

  公开（公告）日：2011-05-19

  The invention describes a combination of at least one aromatase inhibitor selected from the group of chemical-synthetic aromatase inhibitors and aromatase inhibition exhibiting extracts of soya beans and rapeseed, respectively, and at least one plant extract that contains one or more active ingredient substance(s) extracted from the plant, which is(are) selected from the group of 5α reductase type I and/or type II inhibitors and androgen receptor blockers, said combination being contained for example in a composition and having special properties for influencing hair growth. Uses of this combination are also described.

  该发明描述了一种组合物，该组合物包括至少一种从化学合成芳香化酶抑制剂和大豆和油菜籽提取物中选择的芳香化酶抑制剂和至少一种植物提取物，该植物提取物含有从植物中提取的一个或多个活性成分，所述活性成分从5α还原酶I型和/或II型抑制剂和雄激素受体阻断剂中选择，该组合物例如包含在一种组合物中，并具有影响头发生长的特殊性质。还描述了该组合物的用途。
• Composition and uses for influencing hair growth
  申请人：S.W. Patentverwertungs Limited

  公开号：US11052059B2

  公开（公告）日：2021-07-06

  The invention describes a combination of at least one aromatase inhibitor selected from the group of chemical-synthetic aromatase inhibitors and aromatase inhibition exhibiting extracts of soya beans and rapeseed, respectively, and at least one plant extract that contains one or more active ingredient substance(s) extracted from the plant, which is(are) selected from the group of 5α reductase type I and/or type II inhibitors and androgen receptor blockers, said combination being contained for example in a composition and having special properties for influencing hair growth. Uses of this combination are also described.

  本发明描述了至少一种芳香化酶抑制剂（分别选自化学合成芳香化酶抑制剂和具有芳香化酶抑制作用的大豆和油菜籽萃取物）与至少一种植物萃取物的组合，该植物萃取物含有一种或多种从植物中提取的活性成分物质，这些活性成分物质选自 5α 还原酶 I 型和/或 II 型抑制剂以及雄激素受体阻断剂。此外，还介绍了这种组合物的用途。
• ZUSAMMENSETZUNG UND VERWENDUNGEN ZUR BEEINFLUSSUNG DES HAARWACHSTUMS
  申请人：LUCOLAS-M.D. Ltd.

  公开号：EP2262471B1

  公开（公告）日：2015-10-28
• Substances and agents for positively influencing collagen
  申请人：Wieland Heinrich

  公开号：US20070148123A1

  公开（公告）日：2007-06-28

  The invention relates to the use of a substance and/or substances or a composition containing said substance and/or substances, whereby said substance and/or substances inhibit(s) the formation and/or the effect of estrogen to stabilize, increase and/or restore collagen. The appropriate substances are aromatase inhibitors and/or anti-estrogens. Optionally, 5-alpha-reductase inhibitors are also used.
• COMPOSITION AND USES FOR INFLUENCING HAIR GROWTH
  申请人：S.W. Patentverwertungs Limited

  公开号：US20130142890A1

  公开（公告）日：2013-06-06

  The invention describes a combination of at least one aromatase inhibitor selected from the group of chemical-synthetic aromatase inhibitors and aromatase inhibition exhibiting extracts of soya beans and rapeseed, respectively, and at least one plant extract that contains one or more active ingredient substance(s) extracted from the plant, which is(are) selected from the group of 5α reductase type I and/or type II inhibitors and androgen receptor blockers, said combination being contained for example in a composition and having special properties for influencing hair growth. Uses of this combination are also described.