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, archived from the original (PDF) on August 8, 2016
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