Fluticasone propionate

Fluticasone propionate
Clinical data
Trade names	Flovent, Flixotide, Flonase, others
AHFS/Drugs.com	Monograph
MedlinePlus	a695002
License data	US DailyMed: Fluticasone propionate;
Pregnancy; category	AU: B3; ;
Routes of; administration	Intranasal, inhalation, topical
Drug class	Steroids and steroid derivatives
ATC code	D07AC17 (WHO) R01AD08 (WHO) R03BA05 (WHO) R01AD58 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: P (Pharmacy medicines) / POM (Prescription); US: OTC / Rx-only;
Pharmacokinetic data
Bioavailability	0.51% (Intranasal)
Protein binding	91%
Metabolism	Intranasal; Liver (CYP3A4-mediated)
Elimination half-life	10 hours
Excretion	Kidney
Identifiers
	IUPAC name S-(fluoromethyl)-6α,9-difluoro-11β, 17-dihydroxy-16α-methyl-3-oxoandrosta-1, 4-diene-17β-carbothioate, 17-propanoate;
CAS Number	80474-14-2 ;
PubChem CID	444036;
IUPHAR/BPS	7080;
DrugBank	DB00588 ;
ChemSpider	392059 ;
UNII	O2GMZ0LF5W;
KEGG	D01708;
ChEBI	CHEBI:31441 ;
ChEMBL	ChEMBL1473 ;
CompTox Dashboard (EPA)	DTXSID8045511 ;
ECHA InfoCard	100.129.097
Chemical and physical data
Formula	C25H31F3O5S
Molar mass	500.57 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:WMWTYOKRWGGJOA-CENSZEJFSA-N ;
	(verify)

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] It works by decreasing inflammation.

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]

Fluticasone propionate was patented in 1980, and approved for medical use in 1990.^[12] It is available as a generic medication.^[10] In 2021, fluticasone was the 23rd most commonly prescribed medication in the United States, with more than 25 million prescriptions.^[13]^[14]

^ "Fluticasone Use During Pregnancy". Drugs.com. 9 January 2019. Archived from the original on 26 March 2019. Retrieved 31 January 2020.
^ Cite error: The named reference Flonase Allergy Relief FDA label was invoked but never defined (see the help page).
^ Cite error: The named reference Flovent Diskus FDA label was invoked but never defined (see the help page).
^ ^a ^b "Cutivate- fluticasone propionate lotion". DailyMed. 8 August 2018. Archived from the original on 20 February 2022. Retrieved 19 February 2022.
^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
^ "Respiratory health". Health Canada. 9 May 2018. Retrieved 13 April 2024.
^ "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.
^ ^a ^b ^c "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.
^ ^a ^b "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.
^ ^a ^b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 262, 1172. ISBN 9780857113382.
^ "Flixonase aqueous spray" (PDF). Sheffield Teaching Hospitals. June 2018. Archived from the original (PDF) on 25 September 2019. Retrieved 31 January 2020.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 487. ISBN 9783527607495. Archived from the original on 28 November 2023. Retrieved 19 September 2020.
^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
^ "Fluticasone - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

[Drugs.com_pregnancy-1] "Fluticasone Use During Pregnancy". Drugs.com. 9 January 2019. Archived from the original on 26 March 2019. Retrieved 31 January 2020.

[Flonase_Allergy_Relief_FDA_label-2] Cite error: The named reference Flonase Allergy Relief FDA label was invoked but never defined (see the help page).

[Flovent_Diskus_FDA_label-3] Cite error: The named reference Flovent Diskus FDA label was invoked but never defined (see the help page).

[Cutivate_FDA_label-4] "Cutivate- fluticasone propionate lotion". DailyMed. 8 August 2018. Archived from the original on 20 February 2022. Retrieved 19 February 2022.

[5] "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.

[6] "Respiratory health". Health Canada. 9 May 2018. Retrieved 13 April 2024.

[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.

[AHFS2019Inhaled-8] "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.

[AHFS2019ENT-9] "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.

[BNF76-10] British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 262, 1172. ISBN 9780857113382.

[She2019-11] "Flixonase aqueous spray" (PDF). Sheffield Teaching Hospitals. June 2018. Archived from the original (PDF) on 25 September 2019. Retrieved 31 January 2020.

[12] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 487. ISBN 9783527607495. Archived from the original on 28 November 2023. Retrieved 19 September 2020.

[13] "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.

[14] "Fluticasone - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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