4-Chlorodehydromethyltestosterone

4-Chlorodehydromethyltestosterone
Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)-4-chloro-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
Clinical data
Oral
Pharmacokinetic data
Bioavailability 100% Oral
Metabolism Hepatic
Half-life 16 hours
Excretion Undocumented
Identifiers
2446-23-3 
PubChem CID 98521
ChemSpider 88972 Yes
UNII ZPZ473F40K 
Synonyms 4-Chlordehydromethyltestosterone; Dehydrochloromethyltestosterone; 4-Chloromethandienone
Chemical data
Formula C20H27ClO2
334.89 g/mol
  (what is this?)  (verify)

4-Chlorodehydromethyltestosterone, sold under the brand name Oral Turinabol, is an anabolic steroid. It is a chlor-substituted version of methandrostenolone (Dianabol). Turinabol was the first original product of Jenapharm, an East German pharmaceutical company. The patent registration took place in 1961. The idea of combining the structures of 4-chlorotestosterone and methandrostenolone originated from the chemist Albert Stachowiak. At the time this represented a unique dissociation of anabolic and androgenic effects after oral administration.[1] The product had been introduced for clinical use in 1965. Turinabol was the key steroid administered to approximately 10,000 athletes from East Germany (GDR). The doping program was run by the East German Government from about 1968 until 1989 when the Berlin wall was destroyed. The doping program was known as STASI 14.25. The doping was done in secret and it was only in the 1990s when Franke and Berendonk looked closely at the original archived information was the true scope of just how well-planned and successful the doping regime had been (in terms of medal success and world record performances).[2]

References

  1. ↑ Schwarz S, Onken D, Schubert A (July 1999). "The steroid story of Jenapharm: from the late 1940s to the early 1970s". Steroids 64 (7): 439–45. doi:10.1016/S0039-128X(99)00003-3. PMID 10443899.
  2. ↑ Franke WW, Berendonk B (July 1997). "Hormonal doping and androgenization of athletes: a secret program of the German Democratic Republic government". Clin. Chem. 43 (7): 1262–79. PMID 9216474.