Chlormadinone acetate

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Chlormadinone acetate
Chlormadinone acetate.svg
Systematic (IUPAC) name
(8ξ,10ξ,13ξ,17α)-6-chloro-3,20-dioxopregn-4-en-17-yl acetate
Clinical data
Legal status
  • Prescription only
Routes Oral
Pharmacokinetic data
Half-life 34-38 hours
Identifiers
CAS number 302-22-7
ATC code G03DB06
PubChem CID 9324
ChemSpider 23089253
ChEMBL CHEMBL110691
Chemical data
Formula C23H29ClO4 
Mol. mass 404.92696 g/mol

Chlormadinone acetate (INN, USAN, BAN, JAN; sold under brand names including Clordion, Gestafortin, Lormin, Non-Ovlon, Normenon, Verton, and many others), sometimes abbreviated as CMA, is a steroidal progestin with additional antiandrogen and antigonadotropic (and thus also antiestrogenic) effects.[1][2][3][4] It is used clinically as a hormonal contraceptive, and in part due to its lowering of estrogen levels, but also for improved effectiveness in contraception, chlormadinone is frequently combined with ethinyl estradiol for this purpose.[5] It is the acetate ester of chlormadinone.[1][2]

Synthesis[edit]

Chlormadinone acetate synthesis:[6]

See also[edit]

References[edit]

  1. ^ a b F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 419. ISBN 978-0-412-46630-4. Retrieved 29 May 2012. 
  2. ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 215. ISBN 978-3-88763-075-1. Retrieved 29 May 2012. 
  3. ^ Raudrant D, Rabe T (2003). "Progestogens with antiandrogenic properties". Drugs 63 (5): 463–92. doi:10.2165/00003495-200363050-00003. PMID 12600226. 
  4. ^ Chassard D, Schatz B (2005). "[The antigonadrotropic activity of chlormadinone acetate in reproductive women]". Gynécologie, Obstétrique & Fertilité (in French) 33 (1-2): 29–34. doi:10.1016/j.gyobfe.2004.12.002. PMID 15752663. 
  5. ^ Bouchard P (2005). "Chlormadinone acetate (CMA) in oral contraception--a new opportunity". The European Journal of Contraception & Reproductive Health Care : the Official Journal of the European Society of Contraception. 10 Suppl 1: 7–11. doi:10.1080/13625180500434889. PMID 16356876. 
  6. ^ Brückner, K.; Hampel, B.; Johnsen, U. (1961). "Darstellung und Eigenschaften monohalogenierter 3-Keto-Δ4.6-dien-steroide". Chemische Berichte 94 (5): 1225. doi:10.1002/cber.19610940510.  edit