Norethisterone-3-oxime | 714964-42-8

• 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: Norethisterone-3-oxime
• 英文别名: (3E,8R,9S,10R,13S,14S,17R)-17-ethynyl-3-hydroxyimino-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
• CAS: 714964-42-8
• 化学式: C₂₀H₂₇NO₂
• 分子量: 313.4
• InChiKey: CACLDHHVRLSJEY-ONWYLSRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  炔诺酮 、 盐酸羟胺 在 吡啶 、 乙醚 、 水合甲醇 、 甲醇 作用下， 以 吡啶 为溶剂， 反应 48.25h， 以to yield 1.93 g (95%) of norethindrone oxime, mp 121.5°-123°C的产率得到Norethisterone-3-oxime
  参考文献：
  名称：

  Prolonged release of antifertility drugs

  摘要：

  具有增强效果和延长释放抗生育药物的抗生育药物复合物。该复合物包括抗生育药物、多元酸和多价金属离子。抗生育药物以碱性胺衍生物的形式存在。

  公开号：

  US03968105A1

文献信息

• Process for the preparation of 3-oximino steroids
  申请人：Villa Marco

  公开号：US20060035872A1

  公开（公告）日：2006-02-16

  The present invention provides a method of preparing norelgestromin or norgestimate by reacting the corresponding 3-oxosteroid precursor with hydroxylamine HCl and a base to obtain a reaction mixture forming norelgestromin or norgestimate; monitoring the anti/syn ratio of the norelgestromin or norgestimate produced in the reaction mixture; adding a base to the reaction mixture to neutralize acidity in the reaction mixture when a desired anti/syn ratio is detected; and isolating the norelgestromin or norgestimate. The present invention also provides a process allowing a control of the formation of the anti isomer and syn isomer of norelgestromin or norgestimate by reacting the corresponding 3-oxosteroid precursor with hydroxylamine HCl and a base to obtain a reaction mixture forming norelgestromin or norgestimate; regulating the acidity of the reaction mixture to adjust the anti/syn ratio of the norelgestromin or norgestimate produced in the reaction mixture; adding a base to the reaction mixture to neutralize acidity in the reaction mixture when a desired anti/syn ratio is detected; and isolating the norelgestromin or norgestimate.

  本发明提供了一种通过将相应的3-氧代类固醇前体与羟胺盐酸和碱反应以获得形成诺酮炔酮或诺酮炔酮的反应混合物的方法；监测在反应混合物中产生的诺酮炔酮或诺酮炔酮的反式/顺式比例；当检测到所需的反式/顺式比例时，向反应混合物中添加碱以中和反应混合物中的酸性；并分离诺酮炔酮或诺酮炔酮。本发明还提供了一种允许控制诺酮炔酮或诺酮炔酮的反式异构体和顺式异构体形成的过程，该过程包括通过将相应的3-氧代类固醇前体与羟胺盐酸和碱反应以获得形成诺酮炔酮或诺酮炔酮的反应混合物；调节反应混合物的酸性以调整在反应混合物中产生的诺酮炔酮或诺酮炔酮的反式/顺式比例；当检测到所需的反式/顺式比例时，向反应混合物中添加碱以中和反应混合物中的酸性；并分离诺酮炔酮或诺酮炔酮。
• PROCESS FOR THE PREPARATION OF 3-OXIMINO STEROIDS
  申请人：Sicor Inc.

  公开号：EP1778716A1

  公开（公告）日：2007-05-02
• US3968105A
  申请人：——

  公开号：US3968105A

  公开（公告）日：1976-07-06
• [EN] PROCESS FOR THE PREPARATION OF 3-OXIMINO STEROIDS<br/>[FR] PROCEDE DE PREPARATION DE STEROIDES 3-OXYMINO
  申请人：SICOR INC

  公开号：WO2006020885A1

  公开（公告）日：2006-02-23

  The present invention provides a method of preparing norelgestromin or norgestimate by reacting the corresponding 3-oxosteroid precursor with hydroxylamine HCl and a base to obtain a reaction mixture forming norelgestromin or norgestimate; monitoring the anti/syn ratio of the norelgestromin or norgestimate produced in the reaction mixture; adding a base to the reaction mixture to neutralize acidity in the reaction mixture when a desired anti/syn ratio is detected; and isolating the norelgestromin or norgestimate. The present invention also provides a process allowing a control of the formation of the anti isomer and syn isomer of norelgestromin or norgestimate by reacting the corresponding 3-oxosteroid precursor with hydroxylamine HCl and a base to obtain a reaction mixture forming norelgestromin or norgestimate; regulating the acidity of the reaction mixture to adjust the anti/syn ratio of the norelgestromin or norgestimate produced in the reaction mixture; adding a base to the reaction mixture to neutralize acidity in the reaction mixture when a desired anti/syn ratio is detected; and isolating the norelgestromin or norgestimate.