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21362-69-6

21362-69-6 Structure

21362-69-6 Structure
IdentificationBack Directory
[Name]

Mepitiostane
[CAS]

21362-69-6
[Synonyms]

10364S
Mepitiostane
Mepitiostane (Contains ~15% 3α,4α-Epithio isomer)
2α,3α-Epithio-17β-(cyclopentylMethoxy)-5α-androstane
2a,3a-Epithio-17b-(cyclopentylmethoxy)-5a-androstane
2a,3a-Epithio-17b-(1-methoxycyclopentyloxy)-5a-androstane
2α,3α-Epithio-17β-(1-Methoxycyclopentyloxy)-5α-androstane
2,3-Epithio-1H-cyclopenta[a]phenanthrene, androstane deriv.
2a,3a-Epithio-5a-androstan-17b-yl 1-methoxycyclopentyl ether
2α,3α-Epithio-5α-androstan-17β-yl 1-Methoxycyclopentyl Ether
2α,3α-Epithio-5α-androstan-17β-yl Methyl Acetal Cyclopentanone
(2α,3α,5α,17β)-2,3-Epithio-17-[(1-Methoxycyclopentyl)oxy]androstane
5a-Androstane, 2a,3a-epithio-17b-[(1-methoxycyclopentyl)oxy]- (8CI)
Cyclopentanone, 2a,3a-epithio-5a-androstan-17b-yl methyl acetal (8CI)
Androstane, 2,3-epithio-17-[(1-methoxycyclopentyl)oxy]-, (2α,3α,5α,17β)-
Androstane, 2,3-epithio-17-[(1-methoxycyclopentyl)oxy]-, (2a,3a,5a,17b)- (9CI)
[Molecular Formula]

C25H40O2S
Chemical PropertiesBack Directory
[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)
Hazard InformationBack Directory
[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
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