4-Chlorodehydromethyltestosterone
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Chlorodehydromethyltestosterone (CDMT; brand name Oral Turinabol), also known as 4-chloro-17β-hydroxy17α-methylandrosta-1,4-dien-3-one, is an anabolic–androgenic steroid (AAS). It is the 4-chloro-substituted
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
metandienone Metandienone, also known as methandienone or methandrostenolone and sold under the brand name Dianabol (D-Bol) among others, is an androgen and anabolic steroid (AAS) medication which is still quite often used because of its affordability and eff ...
(dehydromethyltestosterone).


Side effects

*Chlorodehydromethyltestosterone


History

CDMT was the first original product of
Jenapharm Jenapharm is a pharmaceutical company from Jena, Germany. Founded in 1950 in East Germany, the company focused from the beginning on the production and development of steroids. Due to the economic circumstances of the Eastern Bloc, the company ini ...
, an
East German East Germany, officially the German Democratic Republic (GDR; german: Deutsche Demokratische Republik, , DDR, ), was a country that existed from its creation on 7 October 1949 until its dissolution on 3 October 1990. In these years the state ...
pharmaceutical company The pharmaceutical industry discovers, develops, produces, and markets drugs or pharmaceutical drugs for use as medications to be administered to patients (or self-administered), with the aim to cure them, vaccinate them, or alleviate sympto ...
. It was patented in 1961. The idea of combining the structures of 4-chlorotestosterone (clostebol) and metandienone originated with chemist Albert Stachowiak. At the time, this represented a unique dissociation of
anabolic Anabolism () is the set of metabolic pathways that construct molecules from smaller units. These reactions require energy, known also as an endergonic process. Anabolism is the building-up aspect of metabolism, whereas catabolism is the breaking ...
from
androgen An androgen (from Greek ''andr-'', the stem of the word meaning "man") is any natural or synthetic steroid hormone that regulates the development and maintenance of male characteristics in vertebrates by binding to androgen receptors. This in ...
ic effects after oral administration. The product was introduced for clinical use in 1965 and remained in use until 1994, when production was discontinued.


Society and culture


Doping in sports

CDMT was the key steroid administered to approximately ten thousand East German athletes as part of a secret doping program, known as State Plan Topic 14.25, often without their knowing the nature of the "vitamins" they were forced to take. The program remained in place from about 1968 until the collapse of the German Democratic Republic in 1989. In the 1990s, Franke and Berendonk examined GDR archives to elucidate the expansive scope of this operation, which had resulted in numerous medal wins and world-record performances. Following allegations of widespread doping, the
International Olympic Committee The International Olympic Committee (IOC; french: link=no, Comité international olympique, ''CIO'') is a non-governmental sports organisation based in Lausanne, Switzerland. It is constituted in the form of an association under the Swiss ...
reanalyzed samples from the
Beijing 2008 The 2008 Summer Olympics (), officially the Games of the XXIX Olympiad () and also known as Beijing 2008 (), were an international multisport event held from 8 to 24 August 2008, in Beijing, China. A total of 10,942 athletes from 204 Nat ...
and
London 2012 Olympic Games The 2012 Summer Olympics (officially the Games of the XXX Olympiad and also known as London 2012) was an international multi-sport event held from 27 July to 12 August 2012 in London, England, United Kingdom. The first event, the ...
using the spectrometric method developed by
Grigory Rodchenkov Grigory Mikhailovich Rodchenkov (russian: Григорий Михайлович Родченков; born 24 October 1958) is the former head of Russia's national anti-doping laboratory, the ''Anti-Doping Center''. Rodchenkov is known for his i ...
in 2011 for detecting long-lasting metabolites of CDMT. Weightlifters and sprinters in particular were found to have used CDMT. Most of the doped athletes came from Russia, Ukraine, and Belarus. In August 2017,
UFC Light Heavyweight Champion Ultimate Fighting Championship (UFC) champions are fighters who have won UFC championships. Historical notes At the time of the UFC's inception in 1993, mixed martial arts was not sanctioned in the United States, and did not include weight classe ...
Jon Jones Jonathan Dwight Jones (born July 19, 1987) is an American professional mixed martial artist currently signed to the Ultimate Fighting Championship (UFC), in which he has competed in the light heavyweight division. He is a former two-time UFC L ...
tested positive for turinabol following his victory over
Daniel Cormier Daniel Ryan Cormier (; born March 20, 1979) is an American former professional mixed martial artist, amateur wrestler, and current commentator for the UFC. He is a former Ultimate Fighting Championship (UFC) Light Heavyweight and Heavyweight Ch ...
at
UFC 214 ''UFC 214: Cormier vs. Jones 2'' was a mixed martial arts event produced by the Ultimate Fighting Championship and held on July 29, 2017 at the Honda Center in Anaheim, California. Background A PPV event was initially planned for Anaheim on Janu ...
the month prior. Colorado Rockies third baseman
Colton Welker Colton Welker (born October 9, 1997) is an American professional baseball third baseman in the San Francisco Giants organization. Welker was drafted by the Colorado Rockies in the fourth round of the 2016 MLB draft. He made his major league debut ...
tested positive in May 2021 while playing for the Triple-A
Albuquerque Isotopes The Albuquerque Isotopes are a Minor League Baseball team of the Pacific Coast League and the Triple-A affiliate of the Colorado Rockies. They play home games at Rio Grande Credit Union Field at Isotopes Park in Albuquerque, New Mexico, at an e ...
. He was suspended for eighty games.


See also

*
Chlorodehydromethylandrostenediol Chlorodehydromethylandrostenediol (CDMA), also known as 4-chloro-17α-methylandrost-1,4-diene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 4-androstenediol that was never mar ...
*
Chloromethylandrostenediol Chloromethylandrostenediol (CMA), also known as 4-chloro-17α-methyl-androst-4-ene-3β,17β-diol, is a synthetic, orally active anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 4-androstenediol that was never marketed. It ...


References

{{Androgen receptor modulators Tertiary alcohols Androgens and anabolic steroids Androstanes Hepatotoxins Enones Organochlorides Science and technology in East Germany World Anti-Doping Agency prohibited substances