Dimestrol

Source: Wikipedia, the free encyclopedia.
Not to be confused with Dimethylstilbestrol.
Dimestrol
Estrogen ether
Identifiers
  • 1-methoxy-4-[(E)-4-(4-methoxyphenyl)hex-3-en-3-yl]benzene
JSmol)
  • CCC(=C(CC)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC
  • InChI=1S/C20H24O2/c1-5-19(15-7-11-17(21-3)12-8-15)20(6-2)16-9-13-18(22-4)14-10-16/h7-14H,5-6H2,1-4H3/b20-19+
  • Key:VQOAQMIKPYNCMV-FMQUCBEESA-N

Dimestrol (brand names Depot-Cyren, Depot-Oestromon), also known as dianisylhexene, 4,4'-dimethoxy-α,α'-diethylstilbene, diethylstilbestrol dimethyl ether, and dimethoxydiethylstilbestrol, is a

secondary sexual characteristics in the case of female delayed puberty or hypogonadism.[3] The drug has also been used as a growth promoter in livestock.[4][5]

DES is a known endocrine disrupting chemical. Molecularly, it is known to increase the risk of aneuploidy via interference with microtubule assembly.[6]

Prior to the 1950s, DES was widely prescribed to pregnant women to prevent miscarriage and preterm labor. A study released in the 1950s found that women who were exposed to DES were at increased risk for cervical and vaginal clear cell adenocarcinoma. Shortly after this finding, the FDA discouraged the prescription of DES to pregnant women. Children were also affected by the maternal use of DES during their gestation. Study findings showed that daughters were more likely to develop fertility complications such as premature delivery, neonatal death, miscarriage, ectopic pregnancy, stillbirth, infertility, and preeclampsia. DES exposed sons may also experience genital abnormalities but no conclusive increased risk of infertility.[7]

In the case of suspected or known exposure to DES before, women are encouraged to receive pelvic examinations, PAP tests, biopsies, and breast examinations. Men should receive routine examinations from their physician in the case of suspected or potential exposure.[7]

The medication has a long

duration of action of 6 weeks given by intramuscular injection.[8]

Parenteral potencies and durations of nonsteroidal estrogens
Estrogen Form Major brand name(s) EPD (14 days) Duration
Diethylstilbestrol (DES) Oil solution Metestrol 20 mg 1 mg ≈ 2–3 days; 3 mg ≈ 3 days
Diethylstilbestrol dipropionate Oil solution Cyren B 12.5–15 mg 2.5 mg ≈ 5 days
Aqueous suspension ? 5 mg ? mg = 21–28 days
Dimestrol (DES dimethyl ether) Oil solution Depot-Cyren, Depot-Oestromon, Retalon Retard 20–40 mg ?
Fosfestrol (DES diphosphate)a Aqueous solution Honvan ? <1 day
Dienestrol diacetate Aqueous suspension Farmacyrol-Kristallsuspension 50 mg ?
Hexestrol dipropionate Oil solution Hormoestrol, Retalon Oleosum 25 mg ?
Hexestrol diphosphatea Aqueous solution Cytostesin, Pharmestrin, Retalon Aquosum ? Very short
Note: All by
intravenous injection
. Sources: See template.

See also

References

  1. ISBN 978-1-4757-2085-3
    .
  2. ISBN 978-0-8155-1856-3
    .
  3. ^ Soviet Genetics. Consultants Bureau. 1982.
  4. ISBN 9780598358813
    . NAP:14582.
  5. ^ "Diethylstilbestrol". MeSH. NCBI.
  6. PMID 1861692
    .
  7. ^ a b "Diethylstilbestrol (DES) and Cancer". 2011-10-05.
  8. ISBN 978-3-7091-5694-0
    .
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