3β,17β-dihydroxy-17α-methylaminomethyl-5-androstene | 69269-10-9

• 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,17β-dihydroxy-17α-methylaminomethyl-5-androstene
• 英文别名: 17α-methylaminomethylandrost-5-ene-3β,17β-diol；(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-(methylaminomethyl)-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 69269-10-9
• 化学式: C₂₁H₃₅NO₂
• 分子量: 333.514
• InChiKey: UYYGLFKYOWCIIQ-GCOKGBOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  3β,17β-dihydroxy-17α-methylaminomethyl-5-androstene 在 环己酮 、 aluminum isopropoxide 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 40.0h， 生成 3-Oxo-androsta-1,4-diene-17S-spiro-5'-(2'-oxo-3'-methyl)oxazolidine
  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 、 甲胺 在 对甲苯磺酸 作用下， 生成 3β,17β-dihydroxy-17α-methylaminomethyl-5-androstene
  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

• Novel steroidspirooxazolidines and process for their preparation
  申请人：Richter Gedeon Vegyeszet, Gyar RT

  公开号：US04180505A1

  公开（公告）日：1979-12-25

  The invention relates to novel spirooxazolidines represented by the formula I ##STR1## wherein R.sub.1 is alkyl having from 1 to 4 carbon atoms; R.sub.2 is hydrogen, alkyl having from 1 to 4 carbon atoms, alkenyl having from 1 to 4 carbon atoms, or dialkylphosphinoxymethyl having in the alkyl moiety from 1 to 3 carbon atoms each; Z is one of the groups represented by the formulae III to XIV as subsequently defined therein.

  本发明涉及一种新型螺环氧杂环戊二烯，其结构如式I所示：##STR1##其中R1为具有1至4个碳原子的烷基；R2为氢、具有1至4个碳原子的烷基、具有1至4个碳原子的烯基或二烷基膦氧甲基，其中烷基部分各具有1至3个碳原子；Z为随后定义的式III至XIV所示的任一组。
• Neue 17-Spirosteroide, III. Synthese von Steroid-17-spiro-5′-(1′,2′,3′-oxathiazolidin)-2′-oxiden
  作者：Sándor Sólyom、Katalin Szilágyi、Lajos Toldy

  DOI：10.1002/jlac.198319830613

  日期：1983.6.15

  Aus den 17β-Hydroxy-17α-Hydroxy-17α-(methylaminomethyl)steroiden 1 wurden mit Thionylchlorid, N-Sulfinylamiden 3 und N,N′-Sulfinyldiaminen 6 die Steroid-17-spiro-5′-(1′,2′,3′-oxathiazolidin)-2′-oxide 2, eine neue Klasse des 17-Spirosteroide, hergestellt. Die neuen Spiroverbindungen entstehen als diastereomere Gemische. Je nach dem verwendeten Typ des Ringschlußreagenzes wurden verschiedene Diasteromeren-Verhältnisse

  从17β-羟基-17α-羟基17α-（甲基氨基甲基）甾体1与亚硫酰氯，N-亚磺酰胺3和N，N'-亚磺酰二胺6混合，甾体17-spiro-5'-（1'，2 '，3'-oxathiazolidine）-2'-oxide 2，这是一类新的17-螺类固醇。新的螺环化合物以非对映异构体混合物的形式出现。根据所使用的闭环试剂的类型，发现了不同的非对映异构体比率。借助1 H-NMR光谱确定异构体的结构。
• US4180505A
  申请人：——

  公开号：US4180505A

  公开（公告）日：1979-12-25
• US4342754A
  申请人：——

  公开号：US4342754A

  公开（公告）日：1982-08-03