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Norgestrel

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Norgestrel Basic information
Norgestrel Chemical Properties
  • Melting point:239-241 °C(lit.)
  • Boiling point:392.36°C (rough estimate)
  • Density 1.0697 (rough estimate)
  • refractive index 1.4900 (estimate)
  • storage temp. 2-8°C
  • form neat
  • pka13.09±0.40(Predicted)
  • color Crystals from diethyl ether-hexane
  • InChIKeyWWYNJERNGUHSAO-XUDSTZEESA-N
  • CAS DataBase Reference6533-00-2(CAS DataBase Reference)
  • EPA Substance Registry SystemNorgestrel (6533-00-2)
Safety Information
MSDS
Norgestrel Usage And Synthesis
  • Chemical PropertiesWhite Solid
  • UsesProgestogen; oral contraceptive. The bioactive enantiomer is levorotatory
  • UsesA metabolite of Norgestrel.
  • UsesProtected D-(-)-Norgestrel
  • UsesA glucuronide metabolite of Levonorgestrel.
  • UsesAn intermediate to the glucuronide metabolite of Levonorgestrel.
  • UsesIt is an excellent progestational and ovulation inhibiting steroid. The bioactive enantiomer is levorotatory. Progestogen; oral contraceptive.
  • Usesanalgesic, antipyretic
  • brand nameOvrette (Wyeth).
  • General DescriptionNorgestrel, (17α)-(±)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one, and levonorgestrel, (17α)-(-)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one,have a C13 ethyl group instead of the C13 methyl but haveprogestational properties similar to those of norethindrone,with decreased androgenic effects. The ethyl group apparentlyprovides unfavorable steric interactions with the ARthat reduce the affinity compared with that with the PRs.Norgestrel is a racemic mixture, while levonorgestrel is thesingle active levorotatory enantiomer. Norgestrel is usedonly in oral contraceptives. Levonorgestrel is used in bothoral combination birth control products and polymeric implantsthat provide contraception for up to 5 years.
  • Safety ProfileHuman reproductive effects byingestion and implant: menstrual cycle changes ordisorders and female fertility index changes. Anexperimental teratogen. Experimental reproductiveeffects. Questionable carcinogen with experimentalneoplastigenic data. An o
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