Cyproterone

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This article is about a non-clinically used antiandrogen compound. For the pharmaceutical drug, see cyproterone acetate.
Cyproterone
Cyproterone.png
Systematic (IUPAC) name
6-chloro-17-hydroxy-1α,2α-methylenepregna-4,6-diene-3,20-dione
Identifiers
CAS Number 2098-66-0 YesY
ATC code G03HA01 (WHO)
PubChem CID 5284537
DrugBank DB04839 YesY
ChemSpider 4447594 YesY
ChEMBL CHEMBL142130 YesY
Chemical data
Formula C22H27ClO3
Molar mass 374.901 g/mol
 NYesY (what is this?)  (verify)

Cyproterone (INN) is a steroidal, pure antiandrogen that was never marketed.[1][2][3] An acylated derivative, cyproterone acetate, is widely used clinically as an antiandrogen and progestin.[1][2][3] While cyproterone is sometimes used as a synonym for cyproterone acetate, what is almost always being referred to is actually cyproterone acetate and not cyproterone.

Cyproterone has approximately three-fold lower potency as an antiandrogen relative to CPA,[4] and, unlike CPA, which is an extremely potent progestin, cyproterone is completely devoid of progestogenic activity.[5] In clinical studies, cyproterone was found to be far less potent and effective as an antiandrogen relative to CPA, likely due to its lack of antigonadotropic action.[6]

See also[edit]

References[edit]

  1. ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 289. ISBN 978-3-88763-075-1. Retrieved 29 May 2012. 
  2. ^ a b F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 557. ISBN 978-0-412-46630-4. Retrieved 29 May 2012. 
  3. ^ a b Christoph Zink (1 January 1988). Dictionary of Obstetrics and Gynecology. Walter de Gruyter. p. 61. ISBN 978-3-11-085727-6. Retrieved 29 May 2012. 
  4. ^ Giorgi EP, Shirley IM, Grant JK, Stewart JC (1973). "Androgen dynamics in vitro in the human prostate gland. Effect of cyproterone and cyproterone acetate". Biochem. J. 132 (3): 465–74. PMC 1177610. PMID 4125095. 
  5. ^ A. Hughes; S. H. Hasan; G. W. Oertel; et al. (27 November 2013). Androgens II and Antiandrogens / Androgene II und Antiandrogene. Springer Science & Business Media. pp. 491–. ISBN 978-3-642-80859-3. 
  6. ^ Constantin E. Orfanos; Rudolf Happle (1990). Hair and Hair Diseases. Springer Science & Business Media. pp. 1197–. ISBN 978-3-642-74612-3.