Chlormadinone

Chlormadinone is a progestin which was never marketed.[1][2] An acylated derivative, chlormadinone acetate, is used clinically as a pharmaceutical drug.[1][2]

This article is about a non-clinically used progestin compound. For the pharmaceutical drug, see chlormadinone acetate.
Chlormadinone
Clinical data
Other namesChlordione; 17α-Hydroxy-6-chloro-6-dehydroprogesterone; 17α-Hydroxy-6-chloropregna-4,6-diene-3,20-dione; 6-Chloro-17α-hydroxypregna-4,6-diene-3,20-dione
ATC code
Identifiers
IUPAC name
  • (8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-17-hydroxy-10,13-dimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.016.185
Chemical and physical data
FormulaC21H27ClO3
Molar mass362.89 g·mol−1
3D model (JSmol)
SMILES
  • O=C4\C=C3\C(\Cl)=C/[C@@H]1[C@H](CC[C@@]2([C@@](O)(C(=O)C)CC[C@@H]12)C)[C@@]3(C)CC4
InChI
  • InChI=1S/C21H27ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,14-16,25H,4-9H2,1-3H3/t14-,15+,16+,19-,20+,21+/m1/s1
  • Key:VUHJZBBCZGVNDZ-TTYLFXKOSA-N

It was patented in 1958 and approved for medical use in 1963.[3] While chlormadinone is sometimes used as a synonym for chlormadinone acetate, what is almost always being referred to is chlormadinone acetate and not chlormadinone.

See also

References
  1. Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 419. ISBN 978-0-412-46630-4. Retrieved 29 May 2012.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 215. ISBN 978-3-88763-075-1. Retrieved 29 May 2012.
  3. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 478. ISBN 9783527607495.



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