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QuickView for Orciprenaline (compound)


PubChem
Name: Metaproterenol
PubChem Compound ID: 22167
Description: A beta-2 adrenergic agonist used in the treatment of ASTHMA and BRONCHIAL SPASM.
Molecular formula: C26H44N2O6S
Molecular weight: 512.703 g/mol
Synonyms:
Alupent; BENZYL ALCOHOL, 3,6-DIHYDROXY-alpha-((ISOPROPYLAMINO)METHYL)-, SULFATE (2:1) (sa; Metaprel; Benzyl alcohol, 3,5-dihydroxy-alpha-((isopropylamino)methyl)-, sulfate (2:1) (salt); 5874-97-5; Orciprenaline sulfate; 1,3-Benzenediol, 5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, sulfate (2:1) (salt); Metaproterenol sulfate; Orciprenaline sulphate; Novasmasol.
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DrugBank
Identification
Name: Metaproterenol
Name (isomeric): DB00816
Drug Type: small molecule
Description: A beta-2 adrenergic agonist used in the treatment of ASTHMA and BRONCHIAL SPASM.
Synonyms:
Metaproterenol; Orciprenalina [INN-Spanish]; Orciprenalinum [INN-Latin]; Metaproterenol Sulfate; Orciprenaline Sulfate
Brand: Metaprel, Metaproterenol Polistirex, Alupent, Alotec, Prometa, Novasmasol
Category: Tocolytic Agents, Adrenergic beta-Agonists, Sympathomimetics, Bronchodilator Agents
CAS number: 586-06-1
Pharmacology
Indication: For the treatment of bronchospasm, chronic bronchitis, asthma, and emphysema.
Pharmacology:
Orciprenaline (also known as metaproterenol), a synthetic amine, is structurally and pharmacologically similar to isoproterenol. Orciprenaline is used exclusively as a bronchodilator. The pharmacologic effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors ...
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Mechanism of Action:
Orciprenaline is a moderately selective beta(2)-adrenergic 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. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta s...
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Absorption: 3% (oral bioavailability of 40%)
Biotransformation: Hepatic and gastric. The major metabolite, orciprenaline-3-0-sulfate, is produced in the gastrointestinal tract. Orciprenaline is not metabolized by catechol-0-methyltransferase nor have glucuronide conjugates been isolated to date.
Half Life: 6 hours
Toxicity: Symptoms of overdose include angina, hypertension or hypotension, arrhythmias, nervousness, headache, tremor, dry mouth, palpitation, nausea, dizziness, fatigue, malaise and insomnia. LD50=42 mg/kg (orally in rat).
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid high doses of caffeine.
Take without regard to meals.
Drug interaction:
PhenelzineIncreased arterial pressure
ClomipramineThe tricyclic antidepressant, clomipramine, increases the sympathomimetic effect of orciprenaline.
AlseroxylonIncreased arterial pressure
ReserpineIncreased arterial pressure
BevantololAntagonism
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Targets