Estrazinol (INN), or as estrazinol hydrobromide (USAN) (developmental code name W-4454A), also known as 3-methoxy-8-aza-19-norpregna-1,3,5(10)-trien-20-yn-17-ol, is a synthetic, steroidal estrogen that was synthesized in 1968 and further characterized in 1973 but was never marketed.[1] It is described as a water-soluble estrogen.[2]

Estrazinol
Identifiers
  • (1R,3aR,10bR,12aS)-1-ethynyl-8-methoxy-12a-methyl-1,2,3,3a,5,6,10b,11,12,12a-decahydrocyclopenta[5,6]pyrido[2,1-a]isoquinolin-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H25NO2
Molar mass311.425 g·mol−1
3D model (JSmol)
  • CC12CCC3C4=C(CCN3C1CCC2(C#C)O)C=C(C=C4)OC
  • InChI=1S/C20H25NO2/c1-4-20(22)11-8-18-19(20,2)10-7-17-16-6-5-15(23-3)13-14(16)9-12-21(17)18/h1,5-6,13,17-18,22H,7-12H2,2-3H3/t17-,18-,19+,20+/m1/s1
  • Key:NTHOJXSFNBUDMY-ZRNYENFQSA-N

References

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  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 503. ISBN 978-1-4757-2085-3.
  2. ^ Rassaert CL, DiPasquale G, Giannina T, Manning JP, Meli A (1973). "Estrogenic profile on a water-soluble estrogen, estrazinol hydrobromide". Steroids Lipids Res. 4 (5): 333–40. PMID 4368700.