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 Y
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
 N(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. The antitumor activity of fluoxymesterone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.

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. 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 makes fluoxymesterone perfect for pre-fight usage – as weigh-ins would not be affected 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. It is considered a very toxic oral drug, and a poor choice in most bodybuilding/steroid use applications.

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.

Contents

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