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Abandoned drugs
Dimethylstilbestrol
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    Dimethylstilbestrol

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    Not to be confused with Diethylstilbestrol or Dimestrol.
    Dimethylstilbestrol
    Dimethylstilbestrol.svg
    Clinical data
    Other names DMS; (Ε)-α,α'-Dimethyl-4,4'-stilbenediol
    Drug class Nonsteroidal estrogen
    Identifiers
    • 4-[(E)-3-(4-hydroxyphenyl)but-2-en-2-yl]phenol
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    KEGG
    ChEBI
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    Formula C16H16O2
    Molar mass 240.302 g·mol−1
    3D model (JSmol)
    • C/C(=C(/C)\C1=CC=C(C=C1)O)/C2=CC=C(C=C2)O
    • InChI=1S/C16H16O2/c1-11(13-3-7-15(17)8-4-13)12(2)14-5-9-16(18)10-6-14/h3-10,17-18H,1-2H3/b12-11+
    • Key:XPINIPXARSNZDM-VAWYXSNFSA-N

    Dimethylstilbestrol (DMS) is a nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol which was never marketed. It is a so-called "weak", "impeded", or "short-acting" estrogen similarly to estriol and meso-butoestrol. The affinity of DMS for the ER was reported as about 10% of that of estradiol. For comparison, diethylstilbestrol had 140% of the affinity of estradiol for the ER.

    The endometrial proliferation dose of DMS in women is 20 mg. A single 12 mg intramuscular injection of DMS has a duration of approximately 12 days in humans.




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