Methandriol dipropionate (MADP), also known as methylandrostenediol dipropionate and sold under the brand names Arbolic, Durabolic, Or-Bolic, Probolik, and Protabolin among others, is a
synthetic,
injected anabolic-androgenic steroid
Anabolic steroids, also known more properly as anabolic–androgenic steroids (AAS), are steroidal androgens that include natural androgens like testosterone as well as synthetic androgens that are structurally related and have similar effects t ...
(AAS) and a
17α-alkylated derivative
In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. ...
of
5-androstenediol.
It is an
androgen ester
An androgen or anabolic steroid ester is an ester of an androgen/anabolic steroid (AAS) such as the natural testosterone or dihydrotestosterone (DHT) or the synthetic nandrolone (19-nortestosterone). Esterification renders AAS into metabolism-res ...
– specifically, the C3,17β
dipropionate
Propionic acid (, from the Greek words πρῶτος : ''prōtos'', meaning "first", and πίων : ''píōn'', meaning "fat"; also known as propanoic acid) is a naturally occurring carboxylic acid with chemical formula CH3CH2CO2H. It is a liqu ...
ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
of
methandriol
Methandriol (brand names Anabol, Crestabolic, Cytobolin, Diandren, Durabolic, Madiol, Mestenediol, Methabolic, Methydiol, Sterabolic, Stenediol), also known as methylandrostenediol, is an androgen and anabolic steroid (AAS) medication which was d ...
(17α-methyl-5-androstenediol) – and acts as a
prodrug of methandriol in the body.
Methandriol dipropionate is administered by
intramuscular injection
Intramuscular injection, often abbreviated IM, is the injection of a substance into a muscle. In medicine, it is one of several methods for parenteral administration of medications. Intramuscular injection may be preferred because muscles have ...
and, relative to methandriol, has an extended duration via this route of several days due to a
depot effect afforded by its
ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
.
It was marketed in the
United States
The United States of America (U.S.A. or USA), commonly known as the United States (U.S. or US) or America, is a country primarily located in North America. It consists of 50 U.S. state, states, a Washington, D.C., federal district, five ma ...
,
but is no longer available in this country.
See also
*
List of androgen esters § Esters of other synthetic AAS
*
Estradiol benzoate/progesterone/methandriol dipropionate
Estradiol benzoate/progesterone/methandriol dipropionate (EB/P4/MADP), sold under the brand name Progestandron (Organon), is an injectable combination medication of estradiol benzoate (EB), an estrogen, progesterone (P4), a progestogen, and metha ...
References
External links
*
Androgen esters
Androgens and anabolic steroids
Androstanes
Prodrugs
Propionate esters
World Anti-Doping Agency prohibited substances
{{Steroid-stub