Metenolone

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Not to be confused with metandienone (methandrostenolone).
Metenolone
Metenolone.svg
Clinical data
AHFS/Drugs.com International Drug Names
ATC code
Legal status
Legal status
Identifiers
Synonyms Methenolone; Methylandrostenolone; 1-Methyl-5α-androst-1-en-17β-ol-3-one; 1-Methyl-4,5α-dihydro-δ1-testosterone; 1-Methyl-δ1-DHT
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard 100.005.285
Chemical and physical data
Formula C20H30O2
Molar mass 302.46 g·mol−1
3D model (Jmol)
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Metenolone (brand names Primobolan, Nibal) or methenolone, also known as methylandrostenolone, as well as 1-methyl-4,5α-dihydro-δ1-testosterone (1-methyl-δ1-DHT) or as 1-methyl-5α-androst-1-en-17β-ol-3-one, is a long-acting anabolic-androgenic steroid (AAS) that is marketed for medical use.[1] It is a naturally occurring steroid, found within the adrenal glands of pregnant domesticated felines.[citation needed] Metenolone itself is not used in medicine; as a pharmaceutical drug, it is supplied as metenolone acetate for oral administration and as metenolone enanthate for depot intramuscular injection.[2] Adult doses for the treatment of aplastic anemia are usually in a range of 1–3 mg/kg per day.

Side effects[edit]

Adverse side effects include fluid and electrolyte retention, hypercalcaemia, increased bone growth and skeletal weight. In men, additional side priapism, azoospermia, hirsutism, male pattern baldness, acne and oedema. In women, side effects include virilization, amenorrhoea, menstrual irregularities, suppressed lactation, and increased libido. In children, side effects may include virilization symptoms. Metenolone may enhance effects of antidiabetics, ciclosporin, levothyroxine, warfarin. Resistance to the effects of neuromuscular blockers may occur, and metenolone also has the potential to interfere with glucose tolerance and thyroid function tests.

Use in sports[edit]

As an AAS, the use of metenolone is banned from use in sports governed by the World Anti-Doping Agency.[3] Belarusian shot putter Nadzeya Ostapchuk was stripped of her gold medal after testing positive for metenolone at the London 2012 Olympic Games.[4]

The NBA and NBPA also banned the use of methenolone under the Anti-Drug Program. In February 2013, Hedo Türkoğlu of the Orlando Magic was suspended for 20 games without pay by the league after testing positive for methenolone.[5]

In December 2013, Natalia Volgina was stripped of her 2013 Old Mutual Two Oceans Marathon title and received a two-year competition ban, subsequent to a final guilty verdict for using metenolone.[6]

The infamous "duchess" cocktail administered to Russian athletes at the Sochi Winter Olympics consisted of Oxandrolone, Methenolone and Trenbolone.[7]

See also[edit]

References[edit]