17α-(3-furyl)-androst-5-ene-3β, 17β-diol | 159080-88-3

• 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-(3-furyl)-androst-5-ene-3β, 17β-diol
• 英文别名: (3S,8R,9S,10R,13S,14S,17S)-17-(furan-3-yl)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 159080-88-3
• 化学式: C₂₃H₃₂O₃
• 分子量: 356.505
• InChiKey: RORRUUFLEVZPCC-HPTKSSEUSA-N

物化性质

• 沸点：
  431.150±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.191±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-氯乙基)吡咯烷 、 3β-(2-(1-Pyrrolidinyl)ethoxy)-17α-(furan-3-yl)-5β-androstan-17β-ol 、 17α-(3-furyl)-androst-5-ene-3β, 17β-diol 生成 3β, 17β-Bis(2-(1-pyrrolidinyl)ethoxy)-17α-(3-furyl)-androst-5-ene
  参考文献：
  名称：

  Cyclopentanperhydrophenanthren-17.beta.-(hydroxy or

  摘要：

  本发明涉及新的环戊烷基氢化苯并环十七醇基或烷氧基)-十七芳基或杂环烷基)-3-β-衍生物，对心血管系统具有活性，以及其制备方法和含有它们的药物组合物。该发明涉及一般式（I）的化合物 ##STR1## 其中X为O或S，R、R.sup.1和R.sup.2选择自不同的基团。

  公开号：

  US05521167A1
• 作为产物：
  描述：

  (3S)-3-tert-butyldimethylsilyloxyandrost-5-en-17-one 在 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 17α-(3-furyl)-androst-5-ene-3β, 17β-diol
  参考文献：
  名称：

  Inhibition of steroid C17(20) lyase with C-17-heteroaryl steroids

  摘要：

  Steroids bearing a heteroaromatic substituent at C-17 were designed as inhibitors of C-17(20) lyase. The thiazoles, furans, and thiophenes appended to the steroid nucleus were positioned on the alpha-face and the beta-face of the steroid, and conjugated with a 16,17-olefin, to test their ability to coordinate the heme iron of the P450 enzyme complex. The position of the heterocycle with respect to the steroid skeleton was determined to be important for optimum affinity and, in general, compounds with the heterocycle attached to a trigonal center at C-17, had the best affinity for C-17(20) lyase. Simple molecular models were used to compare the three types of heterocyclic-substituted steroids. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00135-6

文献信息

• New cyclopentanperhydrophenanthren-17beta-(hydroxy or alkoxy)-17alpha-(aryl or heterocyclyl)-3beta-derivatives active on the cardiovascular system, processes for their preparation and pharmaceutical compositions containing same
  申请人：Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP0590489A2

  公开（公告）日：1994-04-06

  Cyclopentanperhydrophenanthren-17-(hydroxy or alkoxy)-17-(aryl or heterocyclyl)-3β-derivatives of general formula (I): wherein: the symbol means that the hydrogen in position 5 can have an a or configuration; the symbol represents either a single or a double bond; and X, R, R1 and R2 have the meanings given in the description; a process for producing same and their use for the preparation of a medicament for the treatment of cardiavascular disorders such as heart failure and hypertension is disclosed.

  通式(I)的环戊四氢菲-17-(羟基或烷氧基)-17-(芳基或杂环基)-3β-衍生物： 其中 符号表示位置 5 的氢可以是 a 或构型； 符号表示单键或双键； X、R、R1 和 R2 具有说明中给出的含义； 本发明公开了制备上述物质的工艺及其用于制备治疗心血管疾病（如心力衰竭和高血压）的药物。
• US5521167A
  申请人：——

  公开号：US5521167A

  公开（公告）日：1996-05-28