Oxymetholone

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Oxymetholone
Oxymetholone.svg
Systematic (IUPAC) name
17β-Hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone
Clinical data
AHFS/Drugs.comConsumer Drug Information
Pregnancy cat.
  • X
Legal status
  • Schedule III
    (US)
RoutesOral
Pharmacokinetic data
Bioavailability95%
MetabolismHepatic
Half-life8-9 hours
ExcretionUrinary:95%
Identifiers
CAS number434-07-1 N
ATC codeA14AA05
PubChemCID 5281034
ChemSpider4444502 YesY
UNIIL76T0ZCA8K YesY
KEGGD00490 YesY
ChEBICHEBI:7864 N
ChEMBLCHEMBL1200585 N
Chemical data
FormulaC21H32O3 
Mol. mass332.48 g/mol
 N (what is this?)  (verify)
 
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Oxymetholone
Oxymetholone.svg
Systematic (IUPAC) name
17β-Hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone
Clinical data
AHFS/Drugs.comConsumer Drug Information
Pregnancy cat.
  • X
Legal status
  • Schedule III
    (US)
RoutesOral
Pharmacokinetic data
Bioavailability95%
MetabolismHepatic
Half-life8-9 hours
ExcretionUrinary:95%
Identifiers
CAS number434-07-1 N
ATC codeA14AA05
PubChemCID 5281034
ChemSpider4444502 YesY
UNIIL76T0ZCA8K YesY
KEGGD00490 YesY
ChEBICHEBI:7864 N
ChEMBLCHEMBL1200585 N
Chemical data
FormulaC21H32O3 
Mol. mass332.48 g/mol
 N (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[edit]

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 selective estrogen receptor modulators such as tamoxifen or arimidex or clomifene are taken in conjunction with the drug, there is a significant risk of the appearance of estrogenic 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[edit]

  1. ^ "Anadrol-50". 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.