Substance
ID:454
Names and Identifiers
IUPAC Traditional name
propranolol
IUPAC name
[2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine
Brand Name
AngilolApsololAvlocardylBeta-TimeletsElbrolIntermigranEuprovasinInderalOposimProprasylytSagittolServanololBedranolBetachronCardinolCorpendolDeralinObsidanPropranolol Hcl IntensolRapynogenReducor LineSloprololBetalongDocitonDuranolFrekvenInderal LaInnopran XLPylapronMigrastatBeta-NegBeta-PropranololIndoblocKemi SPrano-PurenPropanixProphyluxPropranurBerkololBeta-TablinenCaridololEfektololEtalongInderideReducorSumialTesnolBeprane
Synonyms
R,S-Propranolol HydrochloridePropranolol HclPropanololPropanalolPropranololDl-Propranolol HydrochloridePropranalolPropranolol Hydrochloridepropranolol
Properties
Physical Property
Hydrophobicity(logP)
3
Solubility
0.070 mg/mL (HCl salt)
Molecule Details
Drug Groups
approved; investigational
Description
A widely used non-cardioselective beta-adrenergic antagonist. Propranolol is used in the treatment or prevention of many disorders including acute myocardial infarction, arrhythmias, angina pectoris, hypertension, hypertensive emergencies, hyperthyroidism, migraine, pheochromocytoma, menopause, and anxiety. [PubChem]
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.
Toxicity
Symptoms of overdose include bradycardia, cardiac failure, hypotension, and brochospasm. LD50=565 mg/kg (orally in mice).
Affected Organisms
Humans and other mammals
Biotransformation
Hepatic
Absorption
Propranolol is almost completely absorbed from the GI tract; however, plasma concentrations attained are quite variable among individuals.
Half Life
4 hours
Protein Binding
More than 90%
Elimination
Propranolol is extensively metabolized with most metabolites appearing in the urine.
Distribution
* 4 L
References
•
Brunet A, Orr SP, Tremblay J, Robertson K, Nader K, Pitman RK: Effect of post-retrieval propranolol on psychophysiologic responding during subsequent script-driven traumatic imagery in post-traumatic stress disorder. J Psychiatr Res. 2007 Jun 21;.
[Pubmed]
•
Ohnishi ST, Sadanaga KK, Katsuoka M, Weidanz WP: Effects of membrane acting-drugs on plasmodium species and sickle cell erythrocytes. Mol Cell Biochem. 1989 Nov 23-Dec 19;91(1-2):159-65.
[Pubmed]
•
Singh N, Puri SK: Interaction between chloroquine and diverse pharmacological agents in chloroquine resistant Plasmodium yoelii nigeriensis. Acta Trop. 2000 Nov 2;77(2):185-93.
[Pubmed]
•
Murphy SC, Harrison T, Hamm HE, Lomasney JW, Mohandas N, Haldar K: Erythrocyte G protein as a novel target for malarial chemotherapy. PLoS Med. 2006 Dec;3(12):e528.
[Pubmed]
External Links
Molecular Spectra
No Data Available
Click here to submit data
References
• Murphy SC, Harrison T, Hamm HE, Lomasney JW, Mohandas N, Haldar K: Erythrocyte G protein as a novel target for malarial chemotherapy. PLoS Med. 2006 Dec;3(12):e528. Pubmed
• Brunet A, Orr SP, Tremblay J, Robertson K, Nader K, Pitman RK: Effect of post-retrieval propranolol on psychophysiologic responding during subsequent script-driven traumatic imagery in post-traumatic stress disorder. J Psychiatr Res. 2007 Jun 21;. Pubmed
• Singh N, Puri SK: Interaction between chloroquine and diverse pharmacological agents in chloroquine resistant Plasmodium yoelii nigeriensis. Acta Trop. 2000 Nov 2;77(2):185-93. Pubmed
• Ohnishi ST, Sadanaga KK, Katsuoka M, Weidanz WP: Effects of membrane acting-drugs on plasmodium species and sickle cell erythrocytes. Mol Cell Biochem. 1989 Nov 23-Dec 19;91(1-2):159-65. Pubmed