Cismadinone

Cismadinone (INN), also known as 6α-chloro-17α-hydroxypregna-1,4-diene-3,20-dione or 6α-chloro-δ1-dehydro-17α-hydroxyprogesterone, is a steroidal progestin closely related to the 17α-hydroxyprogesterone derivatives that was never marketed.[1][2] An acetylated form, cismadinone acetate, also exists, but similarly to cismadinone, was never marketed.[1]

Not to be confused with Chlormadinone acetate.
Cismadinone
Clinical data
Other names6α-Chloro-1,2-didehydro-17α-hydroxyprogesterone
Identifiers
IUPAC name
  • (1S,2R,8S,10R,11S,14R,15S)-14-acetyl-8-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H27ClO3
Molar mass362.89 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)C1(CCC2C1(CCC3C2CC(C4=CC(=O)C=CC34C)Cl)C)O
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/h4,7,10,14-16,18,25H,5-6,8-9,11H2,1-3H3/t14-,15+,16+,18+,19-,20+,21+/m1/s1
  • Key:RNSISAJHBSCDGC-SCUQKFFVSA-N

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 284. ISBN 978-1-4757-2085-3.
  2. World Health Organization (2013), The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances (PDF), p. 104
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