17α-isopropylaminomethylandrost-5-ene-3β,17β-diol | 69269-18-7

• 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: 17α-isopropylaminomethylandrost-5-ene-3β,17β-diol
• 英文别名: (3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(propan-2-ylamino)methyl]-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 69269-18-7
• 化学式: C₂₃H₃₉NO₂
• 分子量: 361.568
• InChiKey: VAZVGQONIRCMLC-HPTKSSEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17α-isopropylaminomethylandrost-5-ene-3β,17β-diol 在 环己酮 、 aluminum isopropoxide 作用下， 以 甲苯 为溶剂， 生成 (8R,9S,10R,13S,14S,17S)-3'-isopropyl-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,5'-oxazolidine]-2',3(2H)-dione
  参考文献：
  名称：

  Synthesis of new spiro-steroids, II: Steroid-17-spiro-oxazolidinones*1

  摘要：

  New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13 beta-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of considerable endocrine activities. 3-Oxo-13 beta-ethyl-gona-4,9(10),11-triene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine shows significant antiandrogen activity on s.c., but none on p.o. administration.

  DOI：

  10.1016/0039-128x(80)90138-5
• 作为产物：
  描述：

  3β-hydroxyspiro 、 异丙胺 在 对甲苯磺酸 作用下， 以82%的产率得到17α-isopropylaminomethylandrost-5-ene-3β,17β-diol
  参考文献：
  名称：

  Synthesis of new spiro-steroids, II: Steroid-17-spiro-oxazolidinones*1

  摘要：

  New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13 beta-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of considerable endocrine activities. 3-Oxo-13 beta-ethyl-gona-4,9(10),11-triene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine shows significant antiandrogen activity on s.c., but none on p.o. administration.

  DOI：

  10.1016/0039-128x(80)90138-5

文献信息

• US4180505A
  申请人：——

  公开号：US4180505A

  公开（公告）日：1979-12-25