Fluticasone propionate

For other uses, see Fluticasone.

Fluticasone propionate
Names
Trade namesFlovent, Flixotide, Flonase, others
IUPAC name
  • S-(fluoromethyl)-6α,9-difluoro-11β, 17-dihydroxy-16α-methyl-3-oxoandrosta-1, 4-diene-17β-carbothioate, 17-propanoate
Clinical data
Drug classSteroids and steroid derivatives
Pregnancy
category
  • AU: B3[1]
  • US: N (Not classified yet)[1]
    Routes of
    use    		Intranasal,[2] inhaled,[3] topical[4]
    Defined daily dose0.2 mg (nasal)[5]
    0.6 to 1.5 mg (inhaled)[6]
    External links
    AHFS/Drugs.comMonograph
    US NLMFluticasone propionate
    MedlinePlusa695002
    Legal
    License data
    Legal status
    Pharmacokinetics
    Bioavailability0.51% (intranasal)
    Protein binding91%
    MetabolismIntranasal
    Liver (CYP3A4-mediated)
    Elimination half-life10 hours
    ExcretionKidney
    Chemical and physical data
    FormulaC25H31F3O5S
    Molar mass500.57 g·mol−1
    3D model (JSmol)
    SMILES
    • CCC(=O)OC1(C(CC2C1(CC(C3(C2CC(C4=CC(=O)C=CC43C)F)F)O)C)C)C(=O)SCF
    InChI
    • InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1 checkY
    • Key:WMWTYOKRWGGJOA-CENSZEJFSA-N checkY

    Fluticasone propionate, sold under the brand names Flovent and Flonase among others, is a steroid medication.[8] When inhaled it is used for the long term management of asthma and COPD.[8] In the nose it is used for hay fever and nasal polyps.[9][10] It can also be used for mouth ulcers.[11]

    Common side effects when inhaled include upper respiratory tract infections, sinusitis, thrush, and cough.[8] Common side effects when used in the nose include nosebleeding and sore throat.[9] It works by decreasing inflammation.[8]

    Fluticasone propionate was patented in 1980, and approved for medical use in 1990.[12] It is available as a generic medication.[10] In the United States the wholesale cost per spray is about 0.33 USD as of 2018.[13] In the United Kingdom, it costs the NHS about 0.13 GBP per spray as of 2019.[10] In 2018, it was the sixteenth most commonly prescribed medication in the United States, with more than 34 million prescriptions.[14][15]

    Medical uses

    Fluticasone propionate is used by powder or aerosol inhalation for the prophylaxis of asthma.[3][8] The nasal spray is used for prevention and treatment of allergic rhinitis.[2] Nasal drops are used in the treatment of nasal polyps. The nasal spray can also be used in the mouth for mouth ulcers.[11]

    Fluticasone propionate in a topical form can be used to treat skin conditions such as eczema, psoriasis, and rashes.[16]

    Dosage

    The defined daily dose is 0.2 mg in the nose,[5] and 0.6 to 1.5 mg inhaled.[6]

    Side effects

    If taken correctly, the nasal spray and oral inhaler formulation have fewer corticosteroid side effects than the tablet formulation because they limit systemic (blood) absorption.[2] However, the systemic absorption is not negligible even with correct administration.[2] Using the spray or inhaler at higher than recommended doses or with other corticosteroids can increase the risk for serious, systemic corticosteroid induced side effects.[2][3] These side effects include weakened immune system, increased risk of systemic infections, osteoporosis, and elevated pressure in the eyes.[17]

    Nasal spray

    Flonase nasal spray

    Common side effects may include nasal irritation (burning, stinging, bleeding), headache, upset stomach (nausea, vomiting), and diarrhea. Rare side effects include infection (evidenced by, e.g., fever, sore throat, and cough), vision problems, severe swelling, hoarse voice, and difficulty breathing or swallowing.[18][9][2]

    Inhaled

    Common side effects may include upper respiratory tract infection, throat irritation, thrush, cough, and headache. Rare side effects include bruising, swelling of the face/neck, depression, tiredness, and shortness of breath.[19][8][3] It comes as 110 ug to 220 ug per puff.

    Interactions

    Fluticasone propionate is broken down by CYP3A4 (Cytochrome P450 3A4), and has been shown to interact with strong CYP3A4 inhibitors such as ritonavir and ketoconazole.[2][3]

    Ritonavir is a common drug used in the treatment of HIV. Coadministration of ritonavir and fluticasone may lead to increased levels of fluticasone in the body, which may lead to Cushing's Syndrome and adrenal insufficiency.[20]

    Ketoconazole, an antifungal drug, has also been shown to increase fluticasone concentration leading to systemic corticosteroid side effects.[2][3]

    Pharmacology

    Fluticasone propionate is a highly selective agonist at the glucocorticoid receptor with negligible activity at androgen, estrogen, or mineralocorticoid receptors, thereby producing anti-inflammatory and vasoconstriction effects. It has been shown to have a wide range of inhibitory effects on multiple cell types (e.g. mast cell, eosinophil, neutrophil, macrophages, and lymphocytes) and mediators (e.g. histamine, eicosanoids, leukotrienes, and cytokines) involved in inflammation. Fluticasone propionate is stated to exert a topical effect on the lungs without significant systemic effects at usual doses, due to its low systemic bioavailability.

    Society and culture

    Cost

    In the United States the wholesale cost per spray is about 0.33 USD as of 2018.[13] In the United Kingdom, it costs the NHS about 0.13 GBP per spray as of 2019.[10] In 2017, fluticasone was the 15th most commonly prescribed medication in the United States, with more than 32 million prescriptions (up from 16th place & 29 million in 2016).[21][22]

    • Fluticasone costs (US)
      Fluticasone costs (US)
    • Fluticasone prescriptions (US)
      Fluticasone prescriptions (US)

    See also

    Fluticasone

    References

    1. 1 2 "Fluticasone Use During Pregnancy". Drugs.com. 9 January 2019. Archived from the original on 26 March 2019. Retrieved 31 January 2020.
    2. 1 2 3 4 5 6 7 8 "Flonase Allergy Relief- fluticasone propionate spray, metered". DailyMed. 30 May 2019. Archived from the original on 2 December 2020. Retrieved 31 January 2020.
    3. 1 2 3 4 5 6 "Flovent Diskus- fluticasone propionate powder, metered". DailyMed. 7 January 2019. Archived from the original on 7 December 2019. Retrieved 31 January 2020.
    4. ↑ "Cutivate- fluticasone propionate ointment". DailyMed. 18 February 2019. Archived from the original on 28 August 2021. Retrieved 31 January 2020.
    5. 1 2 "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 19 August 2020. Retrieved 9 September 2020.
    6. 1 2 "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 20 August 2020. Retrieved 9 September 2020.
    7. ↑ "Flixonase Aqueous Nasal Spray - Summary of Product Characteristics (SmPC)". (emc). 25 October 2019. Archived from the original on 31 January 2020. Retrieved 31 January 2020.
    8. 1 2 3 4 5 6 "Fluticasone Propionate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 28 February 2019. Retrieved 27 February 2019.
    9. 1 2 3 "Fluticasone Propionate eent Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 28 February 2019. Retrieved 27 February 2019.
    10. 1 2 3 4 British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 262, 1172. ISBN 9780857113382.
    11. 1 2 "Flixonase aqueous spray" (PDF). Sheffield Teaching Hospitals. June 2018. Archived (PDF) from the original on 25 September 2019. Retrieved 31 January 2020.
    12. ↑ Fischer, János; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 487. ISBN 9783527607495. Archived from the original on 28 February 2019. Retrieved 28 February 2019.
    13. 1 2 "NADAC as of 2018-12-19". Centers for Medicare and Medicaid Services. Archived from the original on 19 December 2018. Retrieved 22 December 2018.
    14. ↑ "The Top 300 of 2021". ClinCalc. Archived from the original on 12 February 2021. Retrieved 18 February 2021.
    15. ↑ "Fluticasone - Drug Usage Statistics". ClinCalc. Archived from the original on 12 April 2020. Retrieved 18 February 2021.
    16. ↑ "Drugs & Medications". www.webmd.com. Archived from the original on 22 October 2020. Retrieved 13 April 2020.
    17. ↑ "Prednisone and other corticosteroids: Balance the risks and benefits". Archived from the original on 25 May 2017. Retrieved 4 March 2018.
    18. ↑ "Fluticasone Nasal Spray". AHFS Consumer Medication Information [Internet]. Bethesda (MD): American Society of Health-System Pharmacists, Inc. 1 September 2010 [2008]. Archived from the original on 3 November 2014. Retrieved 2 November 2014.
    19. ↑ "Fluticasone Oral Inhalation". AHFS Consumer Medication Information [Internet]. Bethesda (MD): American Society of Health-System Pharmacists, Inc. 1 September 2010 [2008]. Archived from the original on 3 November 2014. Retrieved 2 November 2014.
    20. ↑ Foisy MM, Yakiwchuk EM, Chiu I, Singh AE (July 2008). "Adrenal suppression and Cushing's syndrome secondary to an interaction between ritonavir and fluticasone: a review of the literature". HIV Medicine. 9 (6): 389–96. doi:10.1111/j.1468-1293.2008.00579.x. PMID 18459946.
    21. ↑ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
    22. ↑ "Fluticasone - Drug Usage Statistics". ClinCalc. Archived from the original on 12 April 2020. Retrieved 11 April 2020.
    Identifiers:
    • "Fluticasone propionate". Drug Information Portal. U.S. National Library of Medicine. Archived from the original on 31 January 2020. Retrieved 31 January 2020.
    • "Fluticasone". Drug Information Portal. U.S. National Library of Medicine. Archived from the original on 31 January 2020. Retrieved 31 January 2020.
    • "Fluticasone Topical". MedlinePlus. Archived from the original on 31 January 2020. Retrieved 31 January 2020.
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