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Oxymetholone

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Oxymetholone
File:Oxymetholone.svg
Systematic (IUPAC) name
17β-Hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone
Clinical data
AHFS/Drugs.com Consumer Drug Information
  • X
  • Schedule III
    (US)
Oral
Pharmacokinetic data
Bioavailability 95%
Metabolism Hepatic
Half-life 8-9 hours
Excretion Urinary:95%
Identifiers
434-07-1 7pxN
A14AA05
PubChem CID 5281034
ChemSpider 4444502 7pxY
UNII L76T0ZCA8K 7pxY
KEGG D00490 7pxY
ChEBI CHEBI:7864 7pxN
ChEMBL CHEMBL1200585 7pxN
Chemical data
Formula C21H32O3
332.48 g/mol
 14pxN (what is this?)  (verify)

Oxymetholone, marketed as Anadrol and Anapolon, is a synthetic anabolic steroid developed in 1960 by Zoltan 'Anadrol Z' F.[citation needed] Its primary clinical applications include treatment of osteoporosis and anaemia, as well as stimulating muscle growth in malnourished or underdeveloped patients. The drug was approved for human use by the FDA. Later, non-steroidal drugs such as epoetin alfa were developed and proven to be more effective as a treatment for anaemia and osteoporosis without the side effects of oxymetholone. The drug remained available despite this and eventually found a new use in treating HIV wasting syndrome. Presented most commonly as a 50 mg tablet, oxymetholone is one of the strongest androgenic steroids available.[1] Similarly, there is a risk of side effects.[2][3] Despite very low binding affinity with the androgen receptor, oxymetholone is highly effective in promoting extensive gains in body mass,[citation needed] mostly by greatly improving protein synthesis. For this reason, it is often used by bodybuilders and athletes.

Side effects

The side-effects of oxymetholone include swelling, rapid weight gain, priapism, changes in skin color, urination problems, nausea, vomiting, stomach pain, loss of appetite, jaundice, breast swelling in men, feeling restless or excited, insomnia, and diarrhea.[2] In women, side effects also include acne, changes in menstrual periods, deepened voice, hair growth on the chin or chest, male pattern baldness, enlarged clitoris, and changes in sex drive.[2] In addition, unless an antiprogestans such as stanozolol are taken in conjunction with the drug, there is a significant risk of the appearance of progesteronic effects such as gynecomastia over time.[citation needed] Because of its 17α-alkylated structure, oxymetholone is highly hepatotoxic. Long term use of the drug can cause a variety of serious ailments, including hepatitis, liver cancer, and cirrhosis; therefore periodic liver function tests are recommended for those taking oxymetholone.[3] It is dangerous to take oxymetholone in high dosages for periods of time exceeding four weeks.[medical citation needed]

References

  1. ^ "Anadrol-50" (PDF). Meda Pharmaceuticals. December 2006. Retrieved 8 January 2012. 
  2. ^ a b c "Oxymetholone Side Effects". drugs.com. 
  3. ^ a b "Anadrol Official FDA Information, Side Effects and Uses". drugs.com.