Mepitiostane
Mepitiostane Basic information
- Product Name:
- Mepitiostane
- Synonyms:
-
- Mepitiostane
- 10364S
- 2,3-Epithio-1H-cyclopenta[a]phenanthrene, androstane deriv.
- 2a,3a-Epithio-17b-(1-methoxycyclopentyloxy)-5a-androstane
- 2a,3a-Epithio-17b-(cyclopentylmethoxy)-5a-androstane
- 2a,3a-Epithio-5a-androstan-17b-yl 1-methoxycyclopentyl ether
- 5a-Androstane, 2a,3a-epithio-17b-[(1-methoxycyclopentyl)oxy]- (8CI)
- Androstane, 2,3-epithio-17-[(1-methoxycyclopentyl)oxy]-, (2a,3a,5a,17b)- (9CI)
- CAS:
- 21362-69-6
- MF:
- C25H40O2S
- MW:
- 404.65
- Product Categories:
-
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Steroids
- Mol File:
- 21362-69-6.mol
Mepitiostane Chemical Properties
- Melting point:
- 98-101°
- alpha
- D20 +22.5 ±0.5° (c = 1 in chloroform)
- Boiling point:
- 496.21°C (rough estimate)
- Density
- 0.9998 (rough estimate)
- refractive index
- 1.5200 (estimate)
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- White to Off-White
- Stability:
- Acid Sensitive
Mepitiostane Usage And Synthesis
Originator
Thioderon,Shionogi,Japan,1979
Uses
An orally active anabolic and androgenic steroid. It is a steroidal anti-estrogen with anti-mammary tumor activity.
Definition
ChEBI: Mepitiostane is an organic molecular entity.
Manufacturing Process
A mixture of 1.759 g of 2α,3α-epithio-5α-androstan-17β-ol, 2.3 ml of 1- methoxycyclopentene, 20 mg of pyridine salt of p-toluenesulfonic acid and 20 ml of t-butanol is stirred for 4 hours at room temperature. The reaction mixture is poured into an aqueous solution of sodium carbonate and the whole extracted with dichloromethane. The extract is dried over anhydrous sodium sulfate and evaporated to remove solvent. Purification of the residue by chromatography over alumina gives 1.487 g of 17β-(1-methoxycyclopentyl) oxy-2α,3α-epithio-5α-androstane. Yield 68.2%. MP 98°C to 101°C.
Therapeutic Function
Antiestrogen