Diethylstilbestrol monobenzyl ether

Diethylstilbestrol monobenzyl ether (brand names Monozol, Hypantin, Pituitrope), also known as benzelstilbestrol, is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ether of diethylstilbestrol (DES) that is described as a pituitary gland inhibitor (antigonadotropin) and was formerly marketed but is now no longer available.[1][2] It was first synthesized by Wallace & Tiernan Company in 1952, and was described by them as having only weak estrogenic activity.[3] The drug was used to treat gynecological conditions and infertility in women.[2]

Diethylstilbestrol monobenzyl ether
Clinical data
Trade namesMonozol, Hypantin, Pituitrope
Other namesBenzelstilbestrol
Drug classNonsteroidal estrogen; Estrogen ether
Identifiers
IUPAC name
  • 4-[(E)-4-(4-phenylmethoxyphenyl)hex-3-en-3-yl]phenol
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H26O2
Molar mass358.481 g·mol−1
3D model (JSmol)
SMILES
  • CC/C(=C(/CC)\C1=CC=C(C=C1)OCC2=CC=CC=C2)/C3=CC=C(C=C3)O
InChI
  • InChI=1S/C25H26O2/c1-3-24(20-10-14-22(26)15-11-20)25(4-2)21-12-16-23(17-13-21)27-18-19-8-6-5-7-9-19/h5-17,26H,3-4,18H2,1-2H3/b25-24+
  • Key:FVLDPSZNPFWQQP-OCOZRVBESA-N

See also

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 397. ISBN 978-1-4757-2085-3.
  2. Marsh M, Ronner W (29 December 2010). The Fertility Doctor: John Rock and the Reproductive Revolution. JHU Press. pp. 144–. ISBN 978-1-4214-0208-6.
  3. Harrison RG (1957). Studies on Fertility. Blackwell. pp. 135–136.



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