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User:Mr. Ibrahem/Flunisolide

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Mr. Ibrahem/Flunisolide
Clinical data
Trade namesAerospan, Aerobid, Nasalide, Nasarel, others
Synonyms6α-Fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione acetone cyclic 16,17-acetal
AHFS/Drugs.comInahled: Monograph
Nose: Monograph
MedlinePlusa681048
Routes of
administration
Inhaled, in the nose
Drug classCorticosteroid[1][2]
Pharmacokinetic data
Protein binding40% after inhalation
Elimination half-life1.8 hours
Identifiers
  • (1S,2S,4R,8S,9S,11S,12S,13R,19S)-19-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
Chemical and physical data
FormulaC24H31FO6
Molar mass434.50 g·mol−1
3D model (JSmol)
  • O=C\1\C=C/[C@]2(/C(=C/1)[C@@H](F)C[C@H]3[C@H]4[C@](C[C@H](O)[C@H]23)([C@@]5(OC(O[C@@H]5C4)(C)C)C(=O)CO)C)C
  • InChI=1S/C24H31FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h5-7,13-14,16-17,19-20,26,28H,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1 checkY
  • Key:XSFJVAJPIHIPKU-XWCQMRHXSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Flunisolide, sold under the brand name Aerospan among others, is a steroid used for allergic rhinitis, asthma, and serous otitis media.[2][1] Intranasal steroids are the most effective medication for controlling of allergic rhinitis.[3] For asthma it is inhaled.[2]

When used in the nose common side effects include stinging, nose bleed, watery eyes, and upper respiratory tract infection.[1] When inhaled common symptoms include throat inflammation, runny nose, headache, and cough.[2] Other side effects may include loss of smell and adrenal suppression.[1] It has strong glucocorticoid and weak mineralocorticoid effects and works by decreasing inflammation.[1][2]

Flunisolide was patented in 1958 and approved for medical use in 1978.[4] It is on the World Health Organization's List of Essential Medicines as an alternative to budesonide.[5] In the United States 25 ml of solution to spray in the nose costs about 26 USD, while 60 doses for inhaling costs about 102 USD as of 2021.[6][7]

References

[change | change source]
  1. 1.0 1.1 1.2 1.3 1.4 1.5 1.6 "Flunisolide (EENT) Monograph for Professionals". Drugs.com. Archived from the original on 7 April 2016. Retrieved 11 December 2021.
  2. 2.0 2.1 2.2 2.3 2.4 2.5 2.6 "Flunisolide Monograph for Professionals". Drugs.com. Archived from the original on 15 April 2017. Retrieved 11 December 2021.
  3. Wallace DV, Dykewicz MS, Bernstein DI, Blessing-Moore J, Cox L, Khan DA, et al. (August 2008). "The diagnosis and management of rhinitis: an updated practice parameter". The Journal of Allergy and Clinical Immunology. 122 (2 Suppl): S1-84. doi:10.1016/j.jaci.2008.06.003. PMID 18662584.
  4. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 486. ISBN 9783527607495. Archived from the original on 2021-08-28. Retrieved 2020-10-19.
  5. World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  6. "Flunisolide Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 9 July 2020. Retrieved 12 December 2021.
  7. "Aerospan HFA Prices, Coupons & Patient Assistance Programs". Drugs.com. Retrieved 12 December 2021.