Nedocromil

Nedocromil sodium is a medication considered as mast cell stabilizer which acts to prevent wheezing, shortness of breath, and other breathing problems caused by asthma. It is administered by an inhaler under the brand name Tilade, and as an eye drop under the brand name Alocril.[1][2] The effects of nedocromil versus asthma are gradual rather than fast-acting and it is not indicated for acute respiratory distress compared to fast acting bronchodilators like albuterol or other well-known inhaler medications. Liquid preparations of nedocromil are available in the UK under the name Rapitil for use for allergic eye reactions.[3] Nedocromil sodium has been shown to be effective in alleviating symptoms of allergic conjunctivitis.[4]

Nedocromil
Clinical data
Trade namesAlocril
AHFS/Drugs.comMonograph
MedlinePlusa601243
Routes of
administration
Inhalation and eye drops
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Protein binding89%
Metabolismnot metabolized
Elimination half-life~3.3 hours
Excretionexcreted unchanged
Identifiers
IUPAC name
  • 9-ethyl-4,6-dioxo-10-propyl-6,9-dihydro-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.233.208
Chemical and physical data
FormulaC19H17NO7
Molar mass371.345 g·mol−1
3D model (JSmol)
SMILES
  • O=C\1c3c(N(/C(C(=O)O)=C/1)CC)c(c2O/C(=C\C(=O)c2c3)C(=O)O)CCC
InChI
  • InChI=1S/C19H17NO7/c1-3-5-9-16-10(13(21)7-12(18(23)24)20(16)4-2)6-11-14(22)8-15(19(25)26)27-17(9)11/h6-8H,3-5H2,1-2H3,(H,23,24)(H,25,26) Y
  • Key:RQTOOFIXOKYGAN-UHFFFAOYSA-N Y
  (verify)

Nedocromil is classified as a benzopyrone. Nedocromil acts as a mast cell stabilizer, inhibits the degranulation of mast cells, prevents release of histamine and tryptase, so preventing the synthesis of prostaglandins and leukotrienes. US Production of inhaled nedocromil ceased in April 2008 because it used CFCs as propellant.[5]

References

Media related to Nedocromil at Wikimedia Commons

  1. "ALOCRIL Product Information". Allergan. Archived from the original on 8 May 2013. Retrieved 17 May 2013.
  2. Allen H. Dajani S (ed.). "ALOCRIL (nedocromil sodium) solution/ drops". DailyMed. U.S. National Institutes of Health. Retrieved 17 May 2013.
  3. "Nedocromil eye drops". Patient.info. 2007-02-02. Retrieved 2009-08-04.
  4. Castillo M, Scott NW, Mustafa MZ, Mustafa MS, Azuara-Blanco A (June 2015). "Topical antihistamines and mast cell stabilisers for treating seasonal and perennial allergic conjunctivitis" (PDF). The Cochrane Database of Systematic Reviews. 6 (6): CD009566. doi:10.1002/14651858.CD009566.pub2. hdl:2164/6048. PMID 26028608.
  5. "Questions and Answers:Phase-Out of CFC Metered-Dose Inhalers Containing flunisolide, triamcinolone, metaproterenol, pirbuterol, albuterol and ipratropium in combination, cromolyn, and nedocromil". U.S. Food and Drug Administration. 13 April 2010. Archived from the original on 2 February 2012.
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