Levosalbutamol (Levalbuterol)


34391-04-03 Categories: , ,
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Product Details:

  • Product Name: Levosalbutamol (Levalbuterol)
  • CAS #: 34391-04-03
  • Mode of Action:

    Activation of β2 adrenergic receptors on airway smooth muscle leads to the activation of adenylate cyclase and to an increase in the intracellular concentration of 3',5'-cyclic adenosine monophosphate (cyclic AMP). The increase in cyclic AMP is associated with the activation of protein kinase A, which in turn, inhibits the phosphorylation of myosin and lowers intracellular ionic calcium concentrations, resulting in muscle relaxation.
    Levosalbutamol relaxes the smooth muscles of all airways, from the trachea to the terminal bronchioles. Increased cyclic AMP concentrations are also associated with the inhibition of the release of mediators from mast cells in the airways. Levosalbutamol acts as a functional agonist that relaxes the airway irrespective of the spasmogen involved, thereby protecting against all bronchoconstrictor challenges.

  • Pharmacodynamics:

    Like other bronchodilators, it acts by relaxing smooth muscle in the bronchial tubes, and thus shortening or reversing an acute "attack" of shortness of breath or difficulty breathing.

  • Metabolism:

    Pure (R)-salbutamol formulation known as levosalbutamol is metabolised up to 12 times faster than (S)-salbutamol by intestine.

  • IUPAC: 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
  • PubChem: 123600
  • DrugBank: DB13139 (DB05761)
  • Formula: C13-H21-NO3
  • Molecular Mass: Average: 239.3107 Monoisotopic: 239.152143543
  • Synonyms: Levalbuterol, Levosalbutamol, R-salbutamol
  • SMILES: CC(C)(C)NC[C@H](O)C1=CC(CO)=C(O)C=C1
  • InChl: 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
  • General Reference:

    Boulton DW, Fawcett JP: The pharmacokinetics of levosalbutamol: what are the clinical implications? Clin Pharmacokinet. 2001 Jan;40(1):23-40. [PubMed:11236808]

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