Chemistry:Fluticasone furoate

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Short description: Chemical compound
Fluticasone furoate
Fluticasone furoate.svg
Clinical data
Trade namesFlonase Sensimist, Veramyst, Arnuity Ellipta, others
AHFS/Drugs.comMonograph
License data
Pregnancy
category
Routes of
administration
Intranasal, by mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability0.51% (Intranasal)
Protein binding91%
MetabolismIntranasal
Liver (CYP3A4-mediated)
Elimination half-life15 hours
ExcretionKidney
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC27H29F3O6S
Molar mass538.58 g·mol−1
3D model (JSmol)

Fluticasone furoate, sold under the brand name Flonase Sensimist among others, is a corticosteroid for the treatment of non-allergic and allergic rhinitis administered by a nasal spray.[8] It is also available as an inhaled corticosteroid to help prevent and control symptoms of asthma. It is derived from cortisol.[9] Unlike fluticasone propionate, which is only approved for children four years and older, fluticasone furoate is approved in children as young as two years of age when used for allergies.[5][10]

It was approved for medical use in the United States in April 2007, and in the European Union in November 2008.[11][7] In 2021, fluticasone was the 23rd most commonly prescribed medication in the United States, with more than 25 million prescriptions.[12][13]

Medical uses

Fluticasone furoate is indicated for the treatment of the symptoms of allergic rhinitis,[7] and asthma.[5][6]

Society and culture

Brand names

In the US it is marketed by GlaxoSmithKline for asthma as Arnuity Ellipta and is only available with a prescription.[6] It is sold over-the-counter for allergic rhinitis as Flonase Sensimist.[5] The Veramyst brand name was discontinued in the US.[5][10]

The combination drugs fluticasone furoate/umeclidinium bromide/vilanterol, marketed as Trelegy Ellipta, and fluticasone furoate/vilanterol, marketed as Breo Ellipta (US, Canada, New Zealand) and Relvar Ellipta (EU, UK),[14][15][16] are approved for use in the United States for long-term maintenance treatment of airflow obstruction in people with chronic obstructive pulmonary disease (COPD).[14] They are also approved for the treatment of asthma.[14][17]

The combination fluticasone propionate/salmeterol (Advair Diskus) is indicated for the treatment of asthma and chronic obstructive pulmonary disease.[18]

References

  1. "Fluticasone Use During Pregnancy". 9 January 2019. https://www.drugs.com/pregnancy/fluticasone.html. 
  2. "AVAMYS fluticasone furoate nasal spray bottle (131443)". https://www.tga.gov.au/resources/artg/131443. 
  3. "Arnuity Elliptafluticasone furoate 50 microgram powder for inhalation dry powder inhaler (300141)". https://www.tga.gov.au/resources/artg/300141. 
  4. "Avamys 27.5 micrograms/spray, nasal spray suspension - Summary of Product Characteristics (SmPC)". 4 June 2021. https://www.medicines.org.uk/emc/product/6439/smpc. 
  5. 5.0 5.1 5.2 5.3 5.4 "Flonase Sensimist Allergy Relief- fluticasone furoate spray, metered". 30 May 2019. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=107100af-7ca2-44e8-b067-c0ab0a19a6dc. 
  6. 6.0 6.1 6.2 "Arnuity Ellipta- fluticasone furoate powder". 26 June 2019. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=50f193ee-1691-486d-9370-a664df63695c. 
  7. 7.0 7.1 7.2 "Avamys EPAR". 17 September 2018. https://www.ema.europa.eu/en/medicines/human/EPAR/avamys. 
  8. "Intranasal corticosteroids and adrenal suppression". Neuroimmunomodulation 16 (5): 353–62. 2009. doi:10.1159/000216193. PMID 19571596. https://www.karger.com/Article/PDF/000216193. Retrieved 18 May 2019. 
  9. Kaliner, Michael A. (2011). Rhinitis, An Issue of Immunology and Allergy Clinics - E-Book. Elsevier Health Sciences. ISBN 9781455709328. https://books.google.com/books?id=JPN1scGz7csC&pg=PA548. 
  10. 10.0 10.1 "Veramyst- fluticasone furoate spray, metered". 1 March 2010. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=8eaee9bf-91c7-484b-b8b1-b8242198181f. 
  11. "Drug Approval Package: Veramyst (fluticasone furoate) NDA #022051". 30 August 2010. https://www.accessdata.fda.gov/drugsatfda_docs/nda/2007/022051_veramyst_toc.cfm. 
  12. "The Top 300 of 2021". https://clincalc.com/DrugStats/Top300Drugs.aspx. 
  13. "Fluticasone - Drug Usage Statistics". https://clincalc.com/DrugStats/Drugs/Fluticasone. 
  14. 14.0 14.1 14.2 "Breo Ellipta- fluticasone furoate and vilanterol trifenatate powder". 7 January 2019. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=96428df1-ea05-431a-98d3-1ec2c4b63878. 
  15. "Relvar Ellipta 92 micrograms/22 micrograms inhalation powder, pre-dispensed - Summary of Product Characteristics (SmPC)". 3 January 2019. https://www.medicines.org.uk/emc/product/5226/smpc. 
  16. "Relvar Ellipta EPAR". 17 September 2018. https://www.ema.europa.eu/en/medicines/human/EPAR/relvar-ellipta. 
  17. "Is Trelegy used for asthma?". https://www.drugs.com/medical-answers/trelegy-asthma-3552199/. 
  18. "Advair Diskus- fluticasone propionate and salmeterol powder". 20 October 2020. https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4eeb5f6a-593f-4a9e-9692-adefa2caf8fc.