Bifluranol

From WikiMD's Wellness Encyclopedia

Bifluranol
INN
Drug class Nonsteroidal estrogen
Routes of administration
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status
CAS Number 34633-34-6
PubChem 71713
DrugBank
ChemSpider 64763
KEGG


Bifluranol (INN , BAN

brand name Prostarex; former developmental code name BX-341) is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol that has been used as an antiandrogen in the United Kingdom in the treatment of benign prostatic hyperplasia.[1][2][3][4][5][6] It is a polyfluorinated biphenyl that is related to polybrominated and polychlorinated biphenyls and diethylstilbestrol.[4][7][8] The drug is described as a weak estrogen, and possesses about one-eighth the potency of diethylstilbestrol.[3][7][9]

In spite of the fact that it is widely referred to as an antiandrogen in the literature, bifluranol is actually a pure estrogen and does not significantly bind to the androgen receptor or directly antagonize the action of androgens.[3] It exerts functional antiandrogen effects by binding to and activating the estrogen receptor in the pituitary gland, consequently suppressing the secretion of luteinizing hormone (and hence acting as an antigonadotropin) and thereby reducing gonadal androgen production and systemic androgen levels.[3] Bifluranol has also been found to act as a 17α-hydroxylase/17,20 lyase inhibitor, though with less potency than ketoconazole, and this action may contribute to its efficacy in benign prostatic hyperplasia by further helping to lower androgen levels.[10][11][12]

Related drugs include pentafluranol (BX-430) and terfluranol (BX-428), which are also estrogens.[13]

See also[edit | edit source]

References[edit | edit source]

  1. ↑ {{{last}}}, J. Elks, The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. online version, Springer, ISBN 978-1-4757-2085-3, Pages: 152,
  2. ↑ , Index Nominum 2000: International Drug Directory. online version, Taylor & Francis, ISBN 978-3-88763-075-1, Pages: 124–,
  3. ↑ 3.0 3.1 3.2 3.3 , Anti-prostatic activity of bifluranol, a fluorinated bibenzyl., British Journal of Pharmacology, 1980, Vol. 71(Issue: 1), pp. 11–16, DOI: 10.1111/j.1476-5381.1980.tb10903.x, PMID: 6258683, PMC: 2044395,
  4. ↑ 4.0 4.1 , Bifluranol, a novel fluorinated bibenzyl anti-androgen, its chemistry and disposition in different animal species, Journal of Pharmacy and Pharmacology, 1981, Vol. 33(Issue: 1), pp. 297–301, DOI: 10.1111/j.2042-7158.1981.tb13784.x, PMID: 6116777,
  5. ↑ , Bifluranol in the treatment of benign prostatic hyperplasia (BPH), The Prostate, 1985, Vol. 7(Issue: 4), pp. 357–361, DOI: 10.1002/pros.2990070403,
  6. ↑ , Response of the Benign Hypertrophied Prostate to Treatment with an LHRH Analogue, British Journal of Urology, 1988, Vol. 62(Issue: 2), pp. 163–165, DOI: 10.1111/j.1464-410X.1988.tb04299.x, PMID: 2457404,
  7. ↑ 7.0 7.1 , 3rd World Congress of Animal Feeding. online version, Industrias Gráficas España, 1978, ISBN 978-84-7391-022-4,
  8. ↑ , Annual Reports in Medicinal Chemistry. online version, Academic Press, ISBN 978-0-08-058365-5, Pages: 182–,
  9. ↑ {{{last}}}, M. K. Agarwal, Receptor mediated antisteroid action. online version, De Gruyter, 1987, ISBN 978-0-89925-374-9,
  10. ↑ , Inhibition of 17α-hydroxylase/C17-C20 lyase by bifluranol and its analogues, Journal of Steroid Biochemistry, 1989, Vol. 33(Issue: 6), pp. 1191–1195, DOI: 10.1016/0022-4731(89)90429-9, PMID: 2559252,
  11. ↑ , Inhibitors of enzymes of androgen biosynthesis: cytochrome P45017α and 5α-steroid reductase, Natural Product Reports, 1998, Vol. 15(Issue: 5), pp. 495, DOI: 10.1039/a815495y,
  12. ↑ , Biochemistry and pharmacokinetics of potent non-steroidal cytochrome P45017α inhibitors, The Journal of Steroid Biochemistry and Molecular Biology, 1997, Vol. 60(Issue: 5-6), pp. 347–351, DOI: 10.1016/S0960-0760(96)00225-7,
  13. ↑ {{{last}}}, Polska Akademia Nauk. Komitet Badania Polonii, II Kongres Uczonych Polskiego Pochodzenia: zbiór materiałów. online version, Zakład Narodowy im. Ossolińskich, 1984, ISBN 978-83-04-01670-5,





Bifluranol Resources
Wikipedia
Progesterone-3D-vdW.png
   This article is a drug stub. You can help WikiMD by expanding it!
Medicine-stub.png
This article is a stub related to medicine. You can help WikiMD by expanding it!
WikiMD
Navigation: Wellness - Encyclopedia - Health topics - Disease Index‏‎ - Drugs - World Directory - Gray's Anatomy - Keto diet - Recipes

Search WikiMD

Ad.Tired of being Overweight? Try W8MD's physician weight loss program.
Semaglutide (Ozempic / Wegovy and Tirzepatide (Mounjaro / Zepbound) available.
Advertise on WikiMD

WikiMD's Wellness Encyclopedia

Let Food Be Thy Medicine
Medicine Thy Food - Hippocrates

Medical Disclaimer: WikiMD is not a substitute for professional medical advice. The information on WikiMD is provided as an information resource only, may be incorrect, outdated or misleading, and is not to be used or relied on for any diagnostic or treatment purposes. Please consult your health care provider before making any healthcare decisions or for guidance about a specific medical condition. WikiMD expressly disclaims responsibility, and shall have no liability, for any damages, loss, injury, or liability whatsoever suffered as a result of your reliance on the information contained in this site. By visiting this site you agree to the foregoing terms and conditions, which may from time to time be changed or supplemented by WikiMD. If you do not agree to the foregoing terms and conditions, you should not enter or use this site. See full disclaimer.
Credits:Most images are courtesy of Wikimedia commons, and templates Wikipedia, licensed under CC BY SA or similar.

Retrieved from "https://wikimd.com/w/index.php?title=Bifluranol&oldid=5174416"

Contributors: Prab R. Tumpati, MD