Fluticasone

Fluticasone is a manufactured glucocorticoid used to treat nasal symptoms.[1][2][3][4][5] Both the esters, fluticasone furoate and fluticasone propionate, are also used as topical anti-inflammatories and inhaled corticosteroids, and are used much more commonly in comparison.[3][2][4][6]

Fluticasone
Clinical data
Other names6α,9α-Difluoro-11β,17α-dihydroxy-16α-methyl-21-thia-21-fluoromethylpregna-1,4-dien-3,20-dione; S-(Fluoromethyl)-6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carbothioate
Routes of
administration		Intranasal, inhaled, topical
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability0.51% (Intranasal)
Protein binding91.0%
MetabolismIntranasal
Liver (CYP3A4-mediated)
Elimination half-life10 hours
ExcretionKidney
Identifiers
IUPAC name
  • S-fluoromethyl (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carbothioate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H27F3O4S
Molar mass444.51 g·mol−1
3D model (JSmol)
SMILES
  • O=C(SCF)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
InChI
  • InChI=1S/C22H27F3O4S/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-19(15,2)21(14,25)17(27)9-20(13,3)22(11,29)18(28)30-10-23/h4-5,7,11,13-14,16-17,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1 Y
  • Key:MGNNYOODZCAHBA-GQKYHHCASA-N Y
 NY (what is this?)  (verify)

It is on the World Health Organization's List of Essential Medicines.[7] In 2020, it was the 23rd most commonly prescribed medication in the United States, with more than 24 million prescriptions,[8][9] although it is also sold over the counter.[10]

See also

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 574–. ISBN 978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1337–. ISBN 978-3-88763-075-1.
  3. Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 124–. ISBN 978-94-011-4439-1.
  4. "Fluticasone - FDA prescribing information, side effects and uses".
  5. Briggs GG, Freeman RK, Yaffe SJ (2012). Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk. Lippincott Williams & Wilkins. p. 600. ISBN 978-1451153590.
  6. Spratto GR, Woods AL (2012). Delmar Nurse's Drug Handbook 2012. Cengage Learning. p. 748. ISBN 978-1111310653.
  7. World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.
  8. "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  9. "Fluticasone - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.
  10. "Fluticasone Nasal Spray". Retrieved 21 October 2022.
  • "Fluticasone". Drug Information Portal. U.S. National Library of Medicine.


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