Mepitiostane Property

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

Hazard and Precautionary Statements (GHS)

Mepitiostane Chemical Properties,Usage,Production

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