Fenestrel

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.[1][2][3][4] Synthesized by Ortho Pharmaceutical in 1961 and studied extensively, it was coined the "morning-after-pill" or "postcoital antifertility agent".[5] Fenestrel is a seco analogue of doisynolic acid, and a member of the cyclohexenecarboxylic acid series of estrogens.[6][7]

Not to be confused with Phenestrol or Fosfestrol.
Fenestrel
Clinical data
Other namesDemethoxycarbestrol; NSC-86465; 2-methyl-3-ethyl-4-phenyl-δ4-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
Chemical and physical data
FormulaC16H20O2
Molar mass244.334 g·mol−1
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

See also

References
  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 517–. ISBN 978-1-4757-2085-3.
  2. George W.A. Milne (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 (1971). "[Critical study of new contraceptive methods]". Schweiz Med Wochenschr (in French). 101 (3): 92–6. PMID 5544232.
  4. Kunjappu MJ (2011). "Pioneering studies of the "morning-after" pill". Yale J Biol Med. 84 (2): 109–11. PMC 3117403. PMID 21698041.
  5. Stanley R. Glasser; David W. Bullock (6 December 2012). Cellular and Molecular Aspects of Implantation. Springer Science & Business Media. pp. 478–. ISBN 978-1-4613-3180-3.
  6. Raymond Eller Kirk; Donald Frederick Othmer (1980). Encyclopedia of chemical technology. Wiley. p. 672. ISBN 978-0-471-02065-3.
  7. Acta europaea fertilitatis. Piccin Medical Books. 1969.


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