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Levosalbutamol information


Levosalbutamol
Clinical data
Trade namesXopenex, other
Other namesevalbuterol
AHFS/Drugs.comInternational Drug Names
License data
  • US DailyMed: Levalbuterol
Pregnancy
category
  • AU: A
Routes of
administration
By mouth (tablets), inhalational (MDI)
Legal status
Legal status
  • US: WARNING[1]Rx-only
Pharmacokinetic data
MetabolismHepatic
Elimination half-life3.3–4 hours
ExcretionUrinary
Identifiers
IUPAC name
  • 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]- 2-(hydroxymethyl)phenol
CAS Number
  • 34391-04-3 checkY
PubChem CID
  • 123600
DrugBank
  • DB01001 ☒N
ChemSpider
  • 110192 checkY
UNII
  • EDN2NBH5SS
KEGG
  • D08124 ☒N
ChEBI
  • CHEBI:8746 checkY
ChEMBL
  • ChEMBL1002 checkY
CompTox Dashboard (EPA)
  • DTXSID80187964 Edit this at Wikidata
ECHA InfoCard100.113.688 Edit this at Wikidata
Chemical and physical data
FormulaC13H21NO3
Molar mass239.315 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • OCc1cc(ccc1O)[C@@H](O)CNC(C)(C)C
InChI
  • InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3/t12-/m0/s1 checkY
  • Key:NDAUXUAQIAJITI-LBPRGKRZSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Levosalbutamol, also known as levalbuterol, is a short-acting β2 adrenergic receptor agonist used in the treatment of asthma and chronic obstructive pulmonary disease (COPD). Evidence is inconclusive regarding the efficacy of levosalbutamol versus salbutamol or salbutamol-levosalbutamol combinations, though levosalbutamol is believed to have a better safety profile due to its more selective binding to β2 receptors (primarily in the lungs) versus β1 (primarily in heart muscle).[2][3]

The drug is the (R)-(−)-enantiomer of its prototype drug salbutamol. It is available in some countries in generic formulations from pharmaceutical companies including Cipla, Teva, and Dey, among others.

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ Jat KR, Khairwa A (April 2013). "Levalbuterol versus albuterol for acute asthma: a systematic review and meta-analysis". Pulmonary Pharmacology & Therapeutics. 26 (2): 239–248. doi:10.1016/j.pupt.2012.11.003. PMID 23207739.
  3. ^ Punj A, Prakash A, Bhasin A (November 2009). "Levosalbutamol vs racemic salbutamol in the treatment of acute exacerbation of asthma". Indian Journal of Pediatrics. 76 (11): 1131–1135. doi:10.1007/s12098-009-0245-4. PMID 20012785. S2CID 11566782.

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