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Dianol

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Dianol
Identifiers
  • 4-[(1E)-3-(4-Hydroxyphenyl)-2-methylpent-1-en-1-yl]phenol
Chemical and physical data
FormulaC18H20O2
Molar mass268.356 g·mol−1
3D model (JSmol)
  • CCC(\C(C)=C\C1=CC=C(O)C=C1)C1=CC=C(O)C=C1
  • InChI=1/C18H20O2/c1-3-18(15-6-10-17(20)11-7-15)13(2)12-14-4-8-16(19)9-5-14/h4-12,18-20H,3H2,1-2H3/b13-12
  • Key:LYDGPZXLJYBDEM-OUKQBFOZNA-N

Dianol is a synthetic, nonsteroidal estrogen that was never marketed.[1] It is a dimer and impurity of anol, and was, along with hexestrol, involved in erroneous findings of highly potent estrogenic activity with anol.[2][3][4] Although a potent estrogen, it requires a dose of 100 μg to show activity, whereas hexestrol shows activity with a mere dose of 0.2 μg.[5]

See also

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References

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  1. ^ Dodds EC (2008). "Synthetic œstrogens in treatment". The Irish Journal of Medical Science. 25 (7): 305–314. doi:10.1007/BF02950685. ISSN 0021-1265. S2CID 58062466.
  2. ^ Maximov PY, McDaniel RE, Jordan VC (23 July 2013). "Discovery and Pharmacology of Nonsteroidal Estrogens and Antiestrogens". Tamoxifen: Pioneering Medicine in Breast Cancer. Milestones in Drug Therapy. Springer Science & Business Media. pp. 3–. doi:10.1007/978-3-0348-0664-0_1. ISBN 978-3-0348-0664-0.
  3. ^ Dodds EC (1 January 1945). "Possibilities in the Realm of Synthetic Estrogens". In Harris RS, Thimann KV (eds.). Vitamins and Hormones. Vol. 3. Academic Press. pp. 232–. doi:10.1016/S0083-6729(08)61113-9. ISBN 978-0-08-086600-0.
  4. ^ Ravina E (11 January 2011). "Nature as a Source of Drugs: Drugs from Natural Products". The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. John Wiley & Sons. pp. 177–. ISBN 978-3-527-32669-3.
  5. ^ Solmssen UV (December 1945). "Synthetic estrogens and the relation between their structure and their activity". Chemical Reviews. 37 (3): 481–598. doi:10.1021/cr60118a004. PMID 21013428.
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