Mometasone

Mometasone
Clinical data
Trade namesNasonex, Asmanex, Elocon, others[1]
Other namesLAS-41002, 9α,21-Dichloro-11β,17α-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 17α-(2-furoate)
AHFS/Drugs.comMonograph
License data
Pregnancy
category
Routes of
administration		Topical, inhalation (nasal spray)
Drug classCorticosteroid; Glucocorticoid
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityNasal spray is virtually undetectable in plasma; but systemic availability is comparable to fluticasone[9]
Protein binding98% to 99%
MetabolismLiver
Elimination half-life5.8 hours
Identifiers
IUPAC name
  • (9R,10S,11S,13S,14S,16R,17R)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl furan-2-carboxylate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.125.600
Chemical and physical data
FormulaC22H28Cl2O4 for mometasone
C27H30O6Cl2 as furoate
3D model (JSmol)
SMILES
  • CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CCl)O)C)O)Cl)C

  • as furoate: CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CCl)OC(=O)C5=CC=CO5)C)O)Cl)C
InChI
  • InChI=1S/C22H28Cl2O4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1 Y
  • Key:QLIIKPVHVRXHRI-CXSFZGCWSA-N Y

  • as furoate: InChI=1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1
  • Key:WOFMFGQZHJDGCX-ZULDAHANSA-N
 NY (what is this?)  (verify)

Mometasone, also known as mometasone furoate, is a steroid (specifically, a glucocorticoid) medication used to treat certain skin conditions, hay fever, and asthma.[10][11][12] Specifically it is used to prevent rather than treat asthma attacks.[10] It can be applied to the skin, inhaled, or used in the nose.[10][11][12] Mometasone furoate, not mometasone, is used in medical products.[13]

Common side effects when used for asthma include headache, sore throat, and thrush.[10] It is therefore recommended to rinse the mouth after use.[10] Long-term use may increase the risk for glaucoma and cataracts.[10] Common side effects when used in the nose include upper respiratory tract infections and nose bleeds.[12] Common side effects when applied on the skin include acne, skin atrophy, and itchiness.[11] It works by decreasing inflammation.[10]

Mometasone furoate was patented in 1981 and came into medical use in 1987.[14] It is on the World Health Organization's List of Essential Medicines[15] and is available as a generic medication.[16][17] In 2022, it was the 311th most commonly prescribed medication in the United States, with more than 200,000 prescriptions.[18]

  1. ^ Cite error: The named reference brands2016 was invoked but never defined (see the help page).
  2. ^ "Mometasone Use During Pregnancy". Drugs.com. 14 February 2020. Archived from the original on 26 October 2020. Retrieved 1 April 2020.
  3. ^ "Nasonex Allergy mometasone furoate 50 micrograms/ actuation (as monohydrate) aqueous nasal spray (215798)". Therapeutic Goods Administration (TGA). 15 July 2020. Retrieved 22 August 2024.
  4. ^ "Nasonex aqueous nasal spray mometasone furoate 50 microgram/actuation (as monohydrate) spray bottle (77112)". Therapeutic Goods Administration (TGA). 10 October 2023. Retrieved 22 August 2024.
  5. ^ "Noumed Mometasone Hayfever & Allergy Relief (Noumed Pharmaceuticals PTY LTD)". Therapeutic Goods Administration (TGA). 13 September 2024. Retrieved 15 September 2024.
  6. ^ "Nasonex- mometasone furoate spray, metered". DailyMed. 26 January 2011. Archived from the original on 5 November 2022. Retrieved 19 June 2022.
  7. ^ "Nasonex- mometasone furoate spray". DailyMed. 15 December 2022. Archived from the original on 17 April 2023. Retrieved 17 April 2023.
  8. ^ "List of nationally authorised medicinal products" (PDF). European Medicines Agency. Archived (PDF) from the original on 7 March 2023. Retrieved 6 March 2023.
  9. ^ Tayab ZR, Fardon TC, Lee DK, Haggart K, McFarlane LC, Lipworth BJ, et al. (November 2007). "Pharmacokinetic/pharmacodynamic evaluation of urinary cortisol suppression after inhalation of fluticasone propionate and mometasone furoate". British Journal of Clinical Pharmacology. 64 (5): 698–705. doi:10.1111/j.1365-2125.2007.02919.x. PMC 2203259. PMID 17509041.
  10. ^ a b c d e f g "Mometasone Furoate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 7 October 2016. Retrieved 11 March 2019.
  11. ^ a b c "Mometasone Furoate topical Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 5 August 2020. Retrieved 11 March 2019.
  12. ^ a b c "Mometasone Furoate eent Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 30 April 2016. Retrieved 11 March 2019.
  13. ^ "Mometasone". DrugBank. Archived from the original on 29 June 2019. Retrieved 30 April 2020.
  14. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 488. ISBN 9783527607495.
  15. ^ 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.
  16. ^ "Competitive Generic Therapy Approvals". U.S. Food and Drug Administration (FDA). 29 June 2023. Archived from the original on 29 June 2023. Retrieved 29 June 2023.
  17. ^ British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 265. ISBN 9780857113382.
  18. ^ "Mometasone Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.
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