4186. Fluoxymesterone

Nomenclature

CAS number: 76-43-7
(11β,17β)-9-Fluoro-11,17-dihydroxy-17-methylandrost-4-en-3-one; 11β,17β-dihydroxy-9α-fluoro-17α-methyl-4-androsten-3-one; 9α-fluoro-11β-hydroxy-17α-methyltestosterone; Halotestin (Pfizer).
C20H29FO3; mol wt 336.44.
C 71.40%, H 8.69%, F 5.65%, O 14.27%.

Description and references

Prepn: Herr et al., J. Am. Chem. Soc. 78, 501 (1956). cf. Herr, US 2813881 (1957 to Upjohn). Comprehensive description: J. Kirschbaum, Anal. Profiles Drug Subs. 7, 251-275 (1978).

Chemical structure

Properties

Crystals, dec 270°. [α]D +109° (ethanol). uv max (ethanol): 240 nm (ε 16700). Sol in pyridine; slightly sol in acetone, chloroform; sparingly sol in methanol. Practically insol in water, ether, benzene, hexanes.

Note

This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.

Therapeutic Category

Androgen.

Keywords

Androgen