Norgestrel

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Norgestrel
Levonorgestrel.svg Dextronorgestrel.svg
Systematic (IUPAC) name
(8R/S,9S/R,10R/S,13S/R,14S/R,17S/R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a602008
Legal status
Pharmacokinetic data
Half-life 5–14 hours
Identifiers
CAS number 6533-00-2 YesY
ATC code G03AA06 G03FA10 G03FB01 (only combinations with estrogens)
PubChem CID 16051930
ChemSpider 10481953 YesY
UNII 3J8Q1747Z2 YesY
KEGG D00954 YesY
ChEBI CHEBI:7630 N
Chemical data
Formula C21H28O2 
Mol. mass 312.446 g/mol
 N (what is this?)  (verify)

Norgestrel is an old progestin that has been used in hormonal contraceptives. Norgestrel is a mixture of two stereoisomers, dextro-norgestrel (CAS# 797-64-8 ) and levo-norgestrel (CAS# 797-63-7 ).[1] Only levonorgestrel is biologically active.[2] Therefore, while some medications may contain dextronorgestrel, they are often labeled in terms of their levonorgestrel content only, ignoring the inert isomer.[citation needed]

Norgestrel has also been used as an emergency contraceptive in the Yuzpe regimen.[3]

See also[edit]

References[edit]

  1. ^ Mutschler, Ernst; Schäfer-Korting, Monika (2001). Arzneimittelwirkungen (in German) (8 ed.). Stuttgart: Wissenschaftliche Verlagsgesellschaft. pp. 442f. ISBN 3-8047-1763-2. 
  2. ^ Benagiano, G; Carrara, S; Filippi, V (2009). "Safety, efficacy and patient satisfaction with continuous daily administration of levonorgestrel/ethinylestradiol oral contraceptives". Patient preference and adherence 3: 131–43. PMC 2778424. PMID 19936155.  edit
  3. ^ Yuzpe, A. A.; Smith, R. P.; Rademaker, A. W. (1982). "A multicenter clinical investigation employing ethinyl estradiol combined with dl-norgestrel as postcoital contraceptive agent". Fertility and sterility 37 (4): 508–13. PMID 7040117.  edit