Diethylstilbestrol dipropionate

Diethylstilbestrol dipropionate
Clinical data
Synonyms Diethylstilbestrol dipropanoate; Stilboestrol dipropionate; Stilbestrol dipropionate
Routes of
administration		 Intramuscular injection
Drug class Nonsteroidal estrogen; Estrogen ester
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C24H28O4
Molar mass 380.48 g·mol−1
3D model (JSmol)

Diethylstilbestrol dipropionate (brand names Agostilben, Biokeral, Clinestrol, Cyclen, Estilbin, Estril, Neobenzoestrol, Orestol, Oroestrol, Ostregenin, Prostilbene, Stilbestriol DP, Stilboestrolum Dipropionicum, Stilboestrol, Synestrin, Willestrol, others), or diethylstilbestrol dipropanoate, also known as stilboestrol dipropionate (BANM), is a synthetic nonsteroidal estrogen of the stilbestrol group that was formerly marketed widely throughout Europe.[1][2] It is an ester of diethylstilbestrol with propionic acid,[1] and is more slowly absorbed in the body than diethylstilbestrol.[3] The drug is one of the most potent estrogens known.[4]

Oral potencies of estrogens
EstrogenTypeEPD
(mg/14 days)		EPD
(mg/day)		MSD
(mg/14 days)		MSD
(mg/day)
Estradiol (micronized)Bioidentical604.314–281.0–2.0
Estradiol valerateBioidentical604.314–281.0–2.0
EstriolBioidentical140–150a10.0–10.7a28–842.0–6.0
Estriol succinateBioidentical140–150a10.0–10.7a28–842.0–6.0
Conjugated estrogensNatural604.38.4–17.50.6–1.25
EthinylestradiolSynthetic1.0–1.50.071–0.110.280.02
MestranolSynthetic1.5–1.80.11–0.130.350.025
QuinestrolSynthetic2.0–4.00.14–0.29NDND
DiethylstilbestrolSynthetic20–301.4–2.1NDND
Diethylstilbestrol dipropionateSynthetic15–201.1–1.4NDND
Dienestrol diacetateSynthetic40–602.9–4.3NDND
Addendum: The ovulation-inhibiting dose (OID) of ethinylestradiol is 0.1 mg/day.[5] Footnotes: a = Taken in divided doses three times per day. Abbreviations: EPD = Endometrial proliferation dose. MSD = Menopausal substitution dose. Miscellaneous: Direct link to table. Sources: [6][7][8][9]
Parenteral potencies of estrogens
EstrogenTypeEPD (14 days)Duration
Estradiol benzoateBioidentical25–30 mg5 mg ≈ 5 days
Estradiol dipropionateBioidentical25–30 mg5 mg ≈ 5–8 days
Estradiol valerateBioidentical20 mg10 mg ≈ 14 days
Estradiol cypionateBioidentical25–30 mg5 mg ≈ 14 days
Polyestradiol phosphateBioidentical40–60 mg40 mg ≈ 28 days
DiethylstilbestrolSynthetic20 mg3 mg ≈ 3 days
Diethylstilbestrol dipropionateSynthetic15 mg2.5 mg ≈ 5 days
Addendum: An effective ovulation-inhibiting dose of estradiol undecylate is 20–30 mg/month.[10] Notes: All of the estrogens are by intramuscular injection. Abbreviations: EPD = Endometrial proliferation dose. Miscellaneous: Direct link to table. Sources: [11][12]

See also

References

  1. 1 2 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 397. ISBN 978-1-4757-2085-3.
  2. ↑ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 332–. ISBN 978-3-88763-075-1.
  3. ↑ Charles Owens Wilson; Ole Gisvold (1949). Organic Chemistry in Pharmacy. J. B. Lippincott. p. 168.
  4. ↑ G. Dallenbach-Hellweg (6 December 2012). Histopathology of the Endometrium. Springer Science & Business Media. pp. 200–. ISBN 978-3-642-96249-3.
  5. ↑ N. Rietbrock; A.H. Staib; D. Loew (11 March 2013). Klinische Pharmakologie: Arzneitherapie. Springer-Verlag. pp. 426–. ISBN 978-3-642-57636-2.
  6. ↑ Lauritzen C (September 1990). "Clinical use of oestrogens and progestogens". Maturitas. 12 (3): 199–214. doi:10.1016/0378-5122(90)90004-P. PMID 2215269.
  7. ↑ Alfred S. Wolf; H.P.G. Schneider (12 March 2013). Östrogene in Diagnostik und Therapie. Springer-Verlag. pp. 78–. ISBN 978-3-642-75101-1.
  8. ↑ Gunther Göretzlehner; Christian Lauritzen; Thomas Römer; Winfried Rossmanith (1 January 2012). Praktische Hormontherapie in der Gynäkologie. Walter de Gruyter. pp. 44–. ISBN 978-3-11-024568-4.
  9. ↑ Karl Knörr; Fritz K. Beller; Christian Lauritzen (17 April 2013). Lehrbuch der Gynäkologie. Springer-Verlag. pp. 212–213. ISBN 978-3-662-00942-0.
  10. ↑ Toppozada M (June 1977). "The clinical use of monthly injectable contraceptive preparations". Obstet Gynecol Surv. 32 (6): 335–47. doi:10.1097/00006254-197706000-00001. PMID 865726.
  11. ↑ Karl Knörr; Henriette Knörr-Gärtner; Fritz K. Beller; Christian Lauritzen (8 March 2013). Lehrbuch der Geburtshilfe und Gynäkologie: Physiologie und Pathologie der Reproduktion. Springer-Verlag. pp. 508–. ISBN 978-3-662-00526-2.
  12. ↑ Karl Knörr; Fritz K. Beller; Christian Lauritzen (17 April 2013). Lehrbuch der Gynäkologie. Springer-Verlag. pp. 212–213. ISBN 978-3-662-00942-0.



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