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QuickView for propranolol (compound)


PubChem
Name: Propranolol
PubChem Compound ID: 105109
Description: A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.
Molecular formula: C17H24ClNO2
Molecular weight: 309.831 g/mol
Synonyms:
(1)-(2-Hydroxy-3-(naphthyloxy)propyl)isopropylammonium chloride; 3506-09-0; DL-Propranolol hydrochloride; 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, hydrochloride; 2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, hydrochloride, (+-)-; (+-)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride; EINECS 222-501-5; Inderal; d,l-Propranolol hydrochloride
DrugBank
Identification
Name: Propranolol
Name (isomeric): DB00571
Drug Type: small molecule
Description: A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.
Synonyms:
Propranalol; Propranolol Hydrochloride; Dl-Propranolol Hydrochloride; Propanalol; R,S-Propranolol Hydrochloride; Propranolol Hcl; Propanolol
Brand: Sloprolol, Proprasylyt, Indobloc, Beta-Tablinen, Oposim, Inderal, Euprovasin, Kemi S, Tesnol, Servanolol, Efektolol, Betachron, Beta-Timelets, Corpendol, Obsidan, Propanix, Beta-Propranolol, Bedranol, Dociton, Prano-Puren, Inderal La, Sumial, Cardinol, Reducor Line, Innopran XL, Elbrol, Rapynogen, Apsolol, Prophylux, Pylapron, Sagittol, Berkolol, Deralin, Reducor, Avlocardyl, Duranol, Beta-Neg, Etalong, Angilol, Caridolol, Frekven, Inderide, Betalong, Migrastat, Beprane, Propranur, Intermigran, Propranolol Hcl Intensol
Category: Vasodilator Agents, Adrenergic Agents, Anti-anxiety Agents, Antiarrhythmic Agents, Adrenergic beta-Antagonists, Anti-Arrhythmia Agents, Antihypertensive Agents
CAS number: 525-66-6
Pharmacology
Indication: For the prophylaxis of migraine.
Pharmacology: Propranolol, the prototype of the beta-adrenergic receptor antagonists, is a competitive, nonselective beta-blocker similar to nadolol without intrinsic sympathomimetic activity. Propanolol is a racemic compound; the l-isomer is responsible for adrenergic blocking activity.
Mechanism of Action: Propranolol competes with sympathomimetic neurotransmitters such as catecholamines for binding at beta(1)-adrenergic receptors in the heart, inhibiting sympathetic stimulation. This results in a reduction in resting heart rate, cardiac output, systolic and diastolic blood pressure, and reflex orthostatic hypotension.
Absorption: Propranolol is almost completely absorbed from the GI tract; however, plasma concentrations attained are quite variable among individuals.
Protein binding: More than 90%
Biotransformation: Hepatic
Route of elimination: Propranolol is extensively metabolized with most metabolites appearing in the urine.
Half Life: 4 hours
Toxicity: Symptoms of overdose include bradycardia, cardiac failure, hypotension, and brochospasm. LD50=565 mg/kg (orally in mice).
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid alcohol.
Avoid natural licorice.
Take with food.
Drug interaction:
IbuprofenRisk of inhibition of renal prostaglandins
MethyldopaPossible hypertensive crisis
ProcaterolAntagonism
SertralineThe SSRI, sertraline, may increase the bradycardic effect of the beta-blocker, propranolol.
GlycodiazineThe beta-blocker, propranolol, may decrease symptoms of hypoglycemia.
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