Orciprenaline
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Orciprenaline
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| Systematic (IUPAC) name | |
| 5-[1-hydroxy-2-(1-methylethylamino)ethyl]benzene-1,3-diol | |
| Identifiers | |
| CAS number | |
| ATC code | R03 R03CB03 R03CB53 |
| PubChem | |
| Chemical data | |
| Formula | C11H17NO3 |
| Mol. mass | 211.258 g/mol |
| SMILES | search in , |
| 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. |
C |
| Legal status | |
| 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 cells, especially from mast cells.
[edit] Brand names
Alotec, Alupent, Metaprel, Metaproterenol Polistirex, Metaproterenol Sulfate Novasmasol, Orciprenaline, Orciprenalina [Inn-Spanish], Orciprenalinum [Inn-Latin].
| Medications commonly used in asthma and COPD (primarily R03) | |
|---|---|
| Anticholinergics | Ipratropium, Tiotropium |
| Short acting β2-agonists | Salbutamol, Terbutaline |
| Long acting β2-agonists (LABA) | Bambuterol, Clenbuterol, Fenoterol, Formoterol, Salmeterol |
| Corticosteroids | Beclometasone, Budesonide, Ciclesonide, Fluticasone |
| Leukotriene antagonists | Montelukast, Pranlukast, Zafirlukast |
| Xanthines | Aminophylline, Theobromine, Theophylline |
| Mast cell stabilizers | Cromoglicate, Nedocromil |
| Combination products | Budesonide/formoterol, Fluticasone/salmeterol, Ipratropium/salbutamol |
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