EPIMESTROL
EPIMESTROL Basic information
- Product Name:
- EPIMESTROL
- Synonyms:
-
- EPIMESTROL
- Stimovul
- Org 817
- NSC 55975
- 3-Methoxy-17-epiestriol
- 3-Methoxy)estra-1,3,5(10)-triene-16alpha,17alpha-diol
- Estriol Impurity 11
- 3-Methoxyestra-1,3,5(10)-triene-16.α.,17.α.-diol
- CAS:
- 7004-98-0
- MF:
- C19H26O3
- MW:
- 302.41
- EINECS:
- 230-278-0
- Mol File:
- 7004-98-0.mol
EPIMESTROL Chemical Properties
- Melting point:
- 158-160°
- alpha
- D20 +48° (chloroform)
- Boiling point:
- 450.8±45.0 °C(Predicted)
- Density
- 1.185±0.06 g/cm3(Predicted)
- pka
- 14.53±0.60(Predicted)
EPIMESTROL Usage And Synthesis
Originator
Stimovul,Organon,W. Germany,1976
Uses
Anterior pituitary activator.
Definition
ChEBI: Epimestrol is a steroid. It derives from a hydride of an estrane.
Manufacturing Process
Reduction of 16-keto-17(α)-hydroxyestratrienol-3-methyl to 16,17- dihydroxyestratrienol-3-methyl ether: A solution of 800 mg of the alpha ketol methyl ether in 100 cc of ethanol and 10 cc of acetic acid was carefully maintained at 40°C (water bath), and 200 g of freshly prepared sodium amalgam (2%) were added in small pieces with efficient swirling. Before all ofthe amalgam had been added, a precipitation of sodium acetate occurred, and at this point an additional 100 cc of 50% acetic acid were added. After all the reducing agent had been added, the mixture was transferred to a separatory funnel with ether and water. The mercury plus aqueous phase was separated, after partitioning, from the ether; the latter may be further washed with water, with 0.5N sodium hydroxide, and again with water to purify the alpha glycol. Evaporation of the ethereal phase yielded a crystalline residue of the isomeric transoid (16(β),17(α)-dihydroxy-steroid-3-methyl ether and cisoid 16(α),17(α)dihydroxy-steroid-3-methyl ether.
Therapeutic Function
Anterior pituitary activator