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norgestimate

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Also known as ORF-10131, d-13beta-ethyl-17alpha-ethynyl-17beta-acetoxygon-4-en-3-one oxime, (17alpha)-17-(acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime, (+)-13-ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one oxime acetate (ester), D-13beta-ethyl-17alpha-ethynyl-17beta-acetoxygon-4-en-3-one oxime

Norgestimate, sold under the brand name Ortho Tri-Cyclen among others, is a progestin medication which is used in birth control pills for women and in menopausal hormone therapy. The medication is available in combination with an estrogen and is not available alone. It is taken by mouth.

Research

431 papers

via PubMed

Wikidata facts

Mass
369.230394
Show 5 more facts
chemical formula
C₂₃H₃₁NO₃
World Health Organisation international non-proprietary name
norgestimate
canonical SMILES
CCC12CCC3C(C1CCC2(C#C)OC(=O)C)CCC4=CC(=NO)CCC34
isomeric SMILES
CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C)CCC4=C/C(=N/O)/CC[C@H]34
Commons category
Norgestimate
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~15 min read

Article

21 sections
Contents
  • Medical uses
  • Available forms
  • Contraindications
  • Side effects
  • Overdose
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Progestogenic activity
  • Androgenic activity
  • Other activities
  • Pharmacokinetics
  • Chemistry
  • History
  • Society and culture
  • Generic names
  • Brand names
  • Availability
  • Research
  • References
  • Further reading

Norgestimate, sold under the brand name Ortho Tri-Cyclen among others, is a progestin medication which is used in birth control pills for women and in menopausal hormone therapy. The medication is available in combination with an estrogen and is not available alone. It is taken by mouth.

Side effects of the combination of an estrogen and norgestimate include menstrual irregularities, headaches, nausea, abdominal pain, breast tenderness, mood changes, and others. Norgestimate is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has very weak androgenic activity and no other important hormonal activity. The medication is a prodrug of norelgestromin and to a lesser extent of levonorgestrel in the body.

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