Nomenclature
CAS number: 521-18-6
(5α,17β)-17-Hydroxyandrostan-3-one; 17β-hydroxy-3-androstanone; 3-oxo-17β-hydroxyandrostane; androstan-17β-ol-3-one; 4-dihydrotestosterone; androstanolone; Anabolex (Samil); Andractim (Besins-Iscovesco); Androlone (Orma).
C
19H
30O
2; mol wt 290.44.
C 78.57%, H 10.41%, O 11.02%.
Description and references
Prepd by hydrogenation of testosterone: Butenandt et al., Ber. 68, 2097 (1935); from dehydroepiandrosterone: Ruzicka, Kagi, Helv. Chim. Acta 20, 1557 (1937);
Ruzicka et al., ibid. 24, 1151 (1941); from 3,17-androstandione: Oliveto,
Hershburg, US 2927921 (1960 to Schering).
Properties
Crystals from ethyl acetate + hexane. Sublimes0.01 135°. mp 181°. [α]D20 +32.4° (alcohol). Infrared absorption
data: J. Am. Chem. Soc. 75, 903 (1953). Sol in acetone, ether, alcohol, ethyl acetate.
Practically insol in water.Note
This is a controlled substance (anabolic
steroid): 21 CFR, 1308.13, as defined in 1300.01.Therapeutic Category
Androgen.
Keywords
Androgen