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7004-98-0

7004-98-0 Structure

7004-98-0 Structure
IdentificationBack Directory
[Name]

EPIMESTROL
[CAS]

7004-98-0
[Synonyms]

Org 817
Stimovul
NSC 55975
EPIMESTROL
Estriol Impurity 11
3-Methoxy-17-epiestriol
3-Methoxyestra-1,3,5(10)-triene-16.α.,17.α.-diol
3-Methoxy)estra-1,3,5(10)-triene-16alpha,17alpha-diol
(8R,9S,13S,14S,16R,17S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol
[EINECS(EC#)]

230-278-0
[Molecular Formula]

C19H26O3
[MDL Number]

MFCD00198991
[MOL File]

7004-98-0.mol
[Molecular Weight]

302.41
Chemical PropertiesBack Directory
[Melting point ]

158-160°
[alpha ]

D20 +48° (chloroform)
Hazard InformationBack Directory
[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
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