Metaproterenol

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Orciprenaline
Systematic (IUPAC) name
5-[1-hydroxy-2-(1-methylethylamino)ethyl]benzene-1,3-diol
Identifiers
CAS number 586-06-1
ATC code R03AB03 R03CB03
R03CB53
PubChem 4086
Chemical data
Formula C11H17NO3 
Mol. mass 211.258 g/mol
SMILES eMolecules & PubChem
Physical data
Solubility in water 9.7 mg/mL (20 °C)
Pharmacokinetic data
Bioavailability 3% if inhaled, 40% if taken orally
Metabolism Gastrointestinal and hepatic
Half life 6 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

A(AU) C(US)
Legal status

℞-only(US)
Routes Inhalation / tablets

Orciprenaline (INN, also known as metaproterenol) is a bronchodilator used in the treatment of asthma. Orciprenaline is a moderately selective beta2-adrenergic receptor agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on alpha-adrenergic receptors. The pharmacologic effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of ATP to cAMP. Increased cAMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from many cells, especially from mast cells.

Brand names

Brand names for orciprenaline include Alotec, Alupent, Metaprel and Novasmasol.

v • d • e
Adrenergic agonists (models/most important in small caps)
α
β
Nonselective β
α and β
Epinephrine (α1+2, β1+2) · Norepinephrine (α1+2, β1) · Cirazoline · Etilefrine
Indirect/
mixed
Indirect (presynaptic norepinephrine release): Amphetamine · Tyramine

Mixed: Ephedrine · Pseudoephedrine

Cocaine
v • d • e
Drugs for obstructive airway diseases: asthma/COPD (R03)
Adrenergics, inhalants
other
Epinephrine • Hexoprenaline • Isoprenaline (Isoproterenol) • Orciprenaline (Metaproterenol)
Glucocorticoids
Anticholinergics/
muscarinic antagonist
Mast cell stabilizers
Xanthines
Leukotriene antagonists
Lipoxygenase inhibitor
Thromboxane receptor antagonists
Combination products
Tablets  This pharmacology-related article is a stub. You can help Wikipedia by expanding it.

Wikipedia content modification information:

  • This page was last modified on 11 September 2008, at 21:46.

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