oxymetholone

Also known as 17β-Hydroxy-2-hydroxymethylidene-17α-methyl-3-androstanone, Oximetolona, Oxymetholon, Oxymétholone, Oxymetholonum

Key facts

Drug.C: 21
Drug.H: 32
Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 462267488
Drug.IUPAC_name: (2Z,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2-(hydroxymethylidene)-10,13,17-trimethyl-1,4,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
Drug.image: Oxymetholone.svg
Drug.image_class: skin-invert-image
Drug.width: 250px
Drug.tradename: Anadrol, Anapolon, others
Drug.pregnancy_category: X
Drug.legal_BR: C5
Drug.legal_CA: Schedule IV
Drug.legal_UK: Class C
Drug.legal_US: Schedule III
Drug.dependency_liability: Moderate
Drug.addiction_liability: Moderate
Drug.routes_of_administration: By mouth

via Wikipedia infobox

Research

529 papers

Oxymetholone.BETA : bulletin of experimental treatments for AIDS : a publication of the San Francisco AIDS Foundation · 1998
Oxymetholone.Report on carcinogens : carcinogen profiles · 2004
Oxymetholone.Report on carcinogens : carcinogen profiles · 2011
Oxymetholone.Report on carcinogens : carcinogen profiles · 2002
Review of oxymetholone: a 17alpha-alkylated anabolic-androgenic steroid.Clinical therapeutics · 2001

via PubMed

Wikidata facts

Mass: 332.235145

Show 4 more facts

chemical formula: C₂₁H₃₂O₃
canonical SMILES: CC12CCC3C(C1CCC2(C)O)CCC4C3(CC(=CO)C(=O)C4)C
isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(C/C(=C/O)/C(=O)C4)C
Commons category: Oxymetholone

Sources (5)

via Wikidata · CC0

~7 min read

Article

17 sections

Contents

Medical uses
Non-medical uses
Side effects
Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
History
Society and culture
Generic names
Brand names
Availability
United States
Other countries
Legal status
References
Further reading

Oxymetholone, sold under the brand names Anadrol and Anapolon among others, is an androgen and anabolic steroid (AAS) medication which is used primarily in the treatment of anemia. It is also used to treat osteoporosis, HIV/AIDS wasting syndrome, and to promote weight gain and muscle growth in certain situations. It is taken by mouth.

Side effects of oxymetholone include increased sexual desire as well as symptoms of masculinization like acne, increased hair growth, and voice changes. It can also cause liver damage. The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). It has strong anabolic effects and weak androgenic effects.