Fluoxymesterone

Fluoxymesterone

Systematic (IUPAC) name
9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a682690
Pregnancy cat.	X
Legal status	Schedule III Controlled Substance
Pharmacokinetic data
Bioavailability	100% Oral
Metabolism	Hepatic
Half-life	9.5 hours
Excretion	urine
Identifiers
CAS number	76-43-7
ATC code	G03BA01
PubChem	CID 6446
DrugBank	APRD00981
ChemSpider	6205 Y
UNII	9JU12S4YFY Y
KEGG	D00327 Y
ChEBI	CHEBI:5120 Y
ChEMBL	CHEMBL1445 Y
Chemical data
Formula	C20H29FO3
Mol. mass	336.441 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1 Y Key:YLRFCQOZQXIBAB-RBZZARIASA-N Y
Y(what is this?)  (verify)

Fluoxymesterone (Halotestin) is an anabolic steroid with strong androgenic properties that has been used in the treatment of male hypogonadism, delayed puberty in males, and in the treatment of breast neoplasms in women. It is approximately 5 times as potent as methyltestosterone.^{[citation needed]} The antitumor activity of fluoxymesterone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.^{[citation needed]}

Like many C-17 alpha alkylated steroids, Fluoxymesterone (Halotestin) has poor binding to the AR. Even so, its actions are mediated by the androgen receptor, most-likely due to its prolonged plasma half-life.^[1]

Fluoxymesterone is only useful to a small select group of athletes who seeks very specific goals.^{[citation needed]} Athletes tend to use it to increase strength and aggression in the gym or in competitions such as strongman contests or fighting (like boxing or mixed martial arts). The lack of estrogenic activity^{[citation needed]} makes fluoxymesterone perfect for pre-fight usage – as weigh-ins would not be effected by water retention. Even in such an events, fluoxymesterone usage is usually limited to mere few weeks rather than cycled like real steroids for months.^{[citation needed]} It is considered a very toxic oral drug, and a poor choice in most bodybuilding/steroid use applications.^{[citation needed]}

The half-life of fluoxymesterone is commonly misunderstood. The rumored belief is that 30–90 minutes is the half-life but this rumor is false, the half-life of Fluoxymesterone is about 9.2 hours.^{[citation needed]}

Synthesis

Herr, M. E.; Hogg, J. A.; Levin, R. H.; J. Amer. Chem. Soc. 1956, 78, 501.

http://dx.doi.org/10.1021/ja01583a073

References

1. ^ Seth Roberts (2009). Anabolic Pharmacology .

Further reading

Daniels, R. C. (February 1, 2003). The Anabolic Steroid Handbook. Richard C Daniels. p. 80. ISBN 0-9548227-0-6. http://www.amazon.com/Anabolic-Steroid-Handbook-R-Daniels/. 

External links

• Fluoxymesterone and Heath Treatments- PubMed Study