Metenolone, or methenolone, is an androgen and anabolic steroid (AAS) which is used in the form of such as metenolone acetate (brand name Primobolan, Nibal) and metenolone enanthate (brand name Primobolan Depot, Nibal Injection).
of metenolone esters include of virilization like acne, hirsutism, voice deepening, and increased libido.
Metenolone esters were introduced for medical use in the early 1960s.
Medical uses
Metenolone, as its esters, is used almost exclusively in the treatment of
anemia due to bone marrow failure.
It has also been used to treat
due to major
surgery,
infection, long-term
corticosteroid therapy,
malnutrition, or other causes.
It has also been used to treat
osteoporosis and
sarcopenia, to inhibit the natural loss of
muscle mass with
aging, and to promote
weight gain in underweight
premature birth infants and children.
Side effects
of metenolone and its esters include
virilization among others.
Pharmacology
Pharmacodynamics
Due to its
double bond between the C1 and C2 positions, metenolone is resistant to
metabolism by 3α-hydroxysteroid dehydrogenase (3α-HSD).
As such, unlike DHT and the closely related DHT derivatives
mestanolone (17α-methyl-DHT) and
mesterolone (1α-methyl-DHT), metenolone has considerable anabolic effects.
Pharmacokinetics
Metenolone has very low affinity for human serum sex hormone-binding globulin (SHBG), about 16% of that of testosterone and 3% of that of DHT.
Chemistry
Metenolone, also known as 1-methyl-4,5α-dihydro-δ
1-testosterone (1-methyl-δ
1-DHT) or as 1-methyl-5α-androst-1-en-17β-ol-3-one, is a synthetic
androstane steroid and derivative of dihydrotestosterone (DHT).
A closely related AAS is
mesterolone (1α-methyl-DHT).
Society and culture
Generic names
Metenolone is the
generic term of the drug and its , while
methenolone is its .
It has also been referred to as
methylandrostenolone.
This synonym should not be confused with
methandrostenolone, which is another name for a different AAS known as
metandienone.
Doping in sports
Metenolone and its esters are banned from use in sports governed by the World Anti-Doping Agency.
The
NBA and NBPA also banned the use of metenolone and its esters under the Anti-Drug Program. There are known cases of doping in sports with metenolone esters by professional
.
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