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Fenestrel

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Chemical compound Not to be confused with Phenestrol or Fosfestrol. Pharmaceutical compound
Fenestrel
Clinical data
Other namesDemethoxycarbestrol; NSC-86465; 2-methyl-3-ethyl-4-phenyl-δ-cyclohexenecarboxylic acid
ATC code
  • None
Identifiers
IUPAC name
  • 5-Ethyl-6-methyl-4-phenylcyclohex-3-ene-1-carboxylic acid
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H20O2
Molar mass244.334 g·mol
3D model (JSmol)
SMILES
  • CCC1C(C(CC=C1C2=CC=CC=C2)C(=O)O)C
InChI
  • InChI=1S/C16H20O2/c1-3-13-11(2)14(16(17)18)9-10-15(13)12-7-5-4-6-8-12/h4-8,10-11,13-14H,3,9H2,1-2H3,(H,17,18)
  • Key:CLMFEXDZPBGYQQ-UHFFFAOYSA-N

Fenestrel (INN, USAN) (developmental code name ORF-3858) is a synthetic, nonsteroidal estrogen that was developed as a postcoital contraceptive in the 1960s but was never marketed. Synthesized by Ortho Pharmaceutical in 1961 and studied extensively, it was coined the "morning-after-pill" or "postcoital antifertility agent". Fenestrel is a seco analogue of doisynolic acid, and a member of the cyclohexenecarboxylic acid series of estrogens.

See also

References

  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 517–. ISBN 978-1-4757-2085-3.
  2. Milne GW (8 May 2018). Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. pp. 1407–. ISBN 978-1-351-78989-9.
  3. Revaz C, Goldenberg B, Achtari H (January 1971). "". Schweizerische Medizinische Wochenschrift (in French). 101 (3): 92–96. PMID 5544232.
  4. Kunjappu MJ (June 2011). "Pioneering studies of the "morning-after" pill". The Yale Journal of Biology and Medicine. 84 (2): 109–111. PMC 3117403. PMID 21698041.
  5. Hahn DW, McGuire JL (6 December 2012). "The Use of Pharmacological Agents to Study Implantation". In Glasser SR, Bullock DW (eds.). Cellular and Molecular Aspects of Implantation. Springer Science & Business Media. pp. 478–. ISBN 978-1-4613-3180-3.
  6. Kirk RE, Othmer DF (1980). Encyclopedia of chemical technology. Wiley. p. 672. ISBN 978-0-471-02065-3.
  7. Acta europaea fertilitatis. Piccin Medical Books. 1969.
Estrogen receptor modulators
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
  • Coregulator-binding modulators: ERX-11
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
See also
Receptor/signaling modulators
Estrogens and antiestrogens
Androgen receptor modulators
Progesterone receptor modulators
List of estrogens
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