DIMETHISTERONE
DIMETHISTERONE Basic information
- Product Name:
- DIMETHISTERONE
- Synonyms:
-
- DIMETHISTERONE
- 17β-Hydroxy-6α-methyl-17-(1-propynyl)androst-4-en-3-one
- 6α,21-Dimethylethisterone
- Lutogan
- Ovin
- P 5048
- Secrosteron
- 6α-Methyl-17-(1-propynyl)testosterone
- CAS:
- 79-64-1
- MF:
- C23H32O2
- MW:
- 340.5
- EINECS:
- 201-215-4
- Mol File:
- 79-64-1.mol
DIMETHISTERONE Chemical Properties
- Melting point:
- 102°
- alpha
- D20 +10° (c = 1 in chloroform)
- Boiling point:
- 416.28°C (rough estimate)
- Density
- 1.0555 (rough estimate)
- refractive index
- 1.4480 (estimate)
- pka
- 13.03±0.70(Predicted)
- EPA Substance Registry System
- Dimethisterone (79-64-1)
DIMETHISTERONE Usage And Synthesis
Originator
Oracon,Mead Johnson,US,1965
Uses
Dimethisterone-d3 is the labeled analogue of Dimethisterone (D460430), an oral contraceptive steroid.
Definition
ChEBI: Dimethisterone is a 3-hydroxy steroid. It has a role as an androgen.
Manufacturing Process
A solution of a Grignard reagent, employing 1-propyne (8 grams) was prepared. To this reagent there was added the 3,3 ethylenedioxy derivative (4 grams) of 6-α-methylandrost-4-ene-3,17-dione in tetrahydrofuran (100 ml), and the mixture heated under reflux for 3 hours. After decomposition of the complex with aqueous ammonium chloride, the product was isolated with ether and treated with 90% acetic acid (50 ml) for 30 minutes at 100°C. The product obtained by pouring the mixture into water and extracting with ether was crystallized from aqueous methanol. 17β-Hydroxy-6α-methyl-17α-(prop- 1-ynyl)androst-4-en-3-one formed plates MP 99° to 102°C.
Therapeutic Function
Progestin
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