Nomenclature
CAS number: 58-18-4
(17β)-17-Hydroxy-17-methylandrost-4-en-3-one; 17α-methyl-Δ
4-androsten-17β-ol-3-one; Android (Valeant); Metandren (Novartis); Neohombreol M (Organon); Oreton Methyl (Schering); Testred (Valeant).
C
20H
30O
2; mol wt 302.45.
C 79.42%, H 10.00%, O 10.58%.
Description and references
Prepn from 17-methyl-Δ5,6-androstene-3,17-diol:
Oppenauer, Rec. Trav. Chim. 56, 137 (1937); US 2384335 (1945 to Alien Property Custodian); from 17-methyl-Δ4-androsten-17-ol with CrO3: Miescher, Wettstein, US 2374370; US 2374369 (both 1945 to Ciba); from androstenedione 3-enol ethyl ether: Miescher, US 2386331 (1945 to Ciba); from dehydroandrosterone: Julian et al., US 2435013 (1945 to Glidden).
Properties
Crystals from hexane. mp 161-166°. Stable in air. [α]D25 +69 to +75° (dioxane). Soluble in alcohol, methanol, ether and in other
organic solvents. Sparingly sol in vegetable oils. Practically insol
in water.Note
This is a controlled substance (anabolic
steroid): 21 CFR, 1308.13, as defined in 1300.01.Therapeutic Category
Androgen.
Therapeutic Category (Veterinary)
Has been used as an androgenic agent.
Keywords
Androgen