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User:Mr. Ibrahem/Fludrocortisone

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Fludrocortisone
Clinical data
Trade namesAstonin, Cortineff, Florinef, Florinefe, others
Other namesStC-1400; 9α-Fluorohydrocortisone; 9α-Fluorocortisol; 9α-Fluoro-17α-hydroxycorticosterone; 9α-Fluoro-11β,17α,21-trihydroxypregn-4-ene-3,20-dione
AHFS/Drugs.comMonograph
Pregnancy
category
  • C
Routes of
administration
By mouth
Drug classCorticosteroid; glucocorticoid; mineralocorticoid
Legal status
Legal status
Pharmacokinetic data
Protein bindingHigh
MetabolismLiver
Elimination half-life3.5 hours
Identifiers
  • (8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Chemical and physical data
FormulaC21H29FO5
Molar mass380.456 g·mol−1
3D model (JSmol)
  • O=C(CO)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]1(/C(=C\C(=O)CC1)CC[C@H]4[C@@H]2CC3)C)C
  • InChI=1S/C21H29FO5/c1-18-7-5-13(24)9-12(18)3-4-15-14-6-8-20(27,17(26)11-23)19(14,2)10-16(25)21(15,18)22/h9,14-16,23,25,27H,3-8,10-11H2,1-2H3/t14-,15-,16-,18-,19-,20-,21-/m0/s1 checkY
  • Key:AAXVEMMRQDVLJB-BULBTXNYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Fludrocortisone, sold under the brand name Florinef, among others, is a corticosteroid used to treat adrenogenital syndrome, postural hypotension, and adrenal insufficiency.[1][2] In adrenal insufficiency, it is generally taken together with hydrocortisone.[2] Fludrocortisone is taken by mouth[2] and is most commonly used in its acetate form.[4]

Common side effects include high blood pressure, swelling, heart failure, and low blood potassium.[2] Other serious side effects can include low immune system function, cataracts, muscle weakness, and mood changes.[2] It is unclear if use during pregnancy is safe for the baby.[5] Fludrocortisone is mostly a mineralocorticoid; however, it also has glucocorticoid effects.[2]

Fludrocortisone was patented in 1953.[6] It is on the World Health Organization's List of Essential Medicines.[7] In the United Kingdom it costs the NHS about 1.5 pounds per month.[8] In the United States the wholesale cost of a month of medications is about $12.[9]

References

[edit]
  1. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 558–. ISBN 978-1-4757-2085-3. Archived from the original on 5 November 2017.
  2. ^ a b c d e f g h "Fludrocortisone Acetate". The American Society of Health-System Pharmacists. Archived from the original on 5 July 2017. Retrieved 8 December 2016.
  3. ^ Cite error: The named reference who was invoked but never defined (see the help page).
  4. ^ Richard O. Day; Daniel E. Furst; Piet L.C.M. van Riel; Barry Bresnihan (30 May 2010). Antirheumatic Therapy: Actions and Outcomes. Springer Science & Business Media. pp. 21–. ISBN 978-3-7643-7726-7. Archived from the original on 5 November 2017.
  5. ^ "Fludrocortisone Use During Pregnancy | Drugs.com". www.drugs.com. Archived from the original on 24 December 2016. Retrieved 24 December 2016.
  6. ^ Fischer, Janos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 484. ISBN 9783527607495. Archived from the original on 2017-11-05.
  7. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  8. ^ British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. p. 494. ISBN 9780857111562.
  9. ^ "NADAC as of 2016-12-21 | Data.Medicaid.gov". Centers for Medicare and Medicaid Services. Archived from the original on 24 December 2016. Retrieved 24 December 2016.