Umeclidinium bromide

Chemical compound
  • US DailyMed: Umeclidinium bromide
Routes of
administrationInhalation (DPI)ATC code
  • R03BB07 (WHO)
    R03AL03 (WHO) (+vilanterol)
Legal statusLegal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only[2]
  • UK: POM (Prescription only)
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic dataProtein binding~89%[3]MetabolismLiver (CYP2D6)Elimination half-life11 hoursExcretionFeces (58%) and urine (22%)Identifiers
  • Diphenyl-[1-(2-phenylmethoxyethyl)-1-azoniabicyclo[2.2.2]octan-4-yl]methanol bromide
CAS Number
  • 869113-09-7
PubChem CID
  • 11519069
ChemSpider
  • 9693857
UNII
  • 7AN603V4JV
KEGG
  • D10181
ChEBI
  • CHEBI:79040
CompTox Dashboard (EPA)
  • DTXSID50235966 Edit this at Wikidata
ECHA InfoCard100.166.375 Edit this at WikidataChemical and physical dataFormulaC29H34BrNO2Molar mass508.500 g·mol−13D model (JSmol)
  • Interactive image
  • OC(c1ccccc1)(c1ccccc1)C12CC[N+](CCOCc3ccccc3)(CC1)CC2.[Br-]
  • InChI=1S/C29H34NO2.BrH/c31-29(26-12-6-2-7-13-26,27-14-8-3-9-15-27)28-16-19-30(20-17-28,21-18-28)22-23-32-24-25-10-4-1-5-11-25;/h1-15,31H,16-24H2;1H/q+1;/p-1
  • Key:PEJHHXHHNGORMP-UHFFFAOYSA-M

Umeclidinium bromide, sold under the brand name Incruse Ellipta, is a long-acting muscarinic antagonist approved for the maintenance treatment of chronic obstructive pulmonary disease (COPD).[3] It is also approved for this indication in combination with vilanterol (as umeclidinium bromide/vilanterol)[4][5] and also as a triple-therapy combination as fluticasone furoate/umeclidinium bromide/vilanterol.[6]

It is on the World Health Organization's List of Essential Medicines.[7] In 2020, it was the 245th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[8][9]

References

  1. ^ "Prescription medicines: registration of new chemical entities in Australia, 2014". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 10 April 2023.
  2. ^ "Product monograph brand safety updates". Health Canada. 7 July 2016. Retrieved 3 April 2024.
  3. ^ a b "Incruse Ellipta (umeclidinium inhalation powder) for Oral Inhalation Use. Full Prescribing Information" (PDF). GlaxoSmithKline, Research Triangle Park, NC 27709. Archived from the original (PDF) on 10 July 2018. Retrieved 22 February 2016.
  4. ^ Feldman GJ, Edin A (December 2013). "The combination of umeclidinium bromide and vilanterol in the management of chronic obstructive pulmonary disease: current evidence and future prospects". Therapeutic Advances in Respiratory Disease. 7 (6): 311–9. doi:10.1177/1753465813499789. PMID 24004659. S2CID 5744282.
  5. ^ "FDA Approves Umeclidinium and Vilanterol Combo for COPD". Medscape. December 18, 2013.
  6. ^ "TRELEGY ELLIPTA Package Insert" (PDF). GlaxoSmithKline. September 2017. Retrieved 11 July 2020.
  7. ^ 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.
  8. ^ "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  9. ^ "Umeclidinium - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.
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Receptor/signaling modulators
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