Drug/Small Molecule:
oxprenolol

2D structure

Overview

Generic Names: (+)-1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol; (+-)-oxprenolol; (1)-1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol; 1-(Isopropylamino)-2-hydroxy-3-(o-(allyloxy)phenoxy)propane; 1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)-2-propanol; 1-[2-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanol; DL-oxprenolol; Osprenololo [dcit]; Oxprenololum [inn-latin]
Trade Names: Coretal; Laracor; Slow-pren; Trasacor; Trasicor
PharmGKB Accession Id: PA10284

Description

A beta-adrenergic antagonist used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety. PubChem (source: Drug Bank)

Indication

Used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety. (source: Drug Bank)

ATC Therapeutic Category

  • C07AA:Beta blocking agents, non-selective

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Like other beta-adrenergic antagonists, oxprenolol competes with adrenergic neurotransmitters such as catecholamines for binding at sympathetic receptor sites. Like propranolol and timolol, oxprenolol binds at beta(1)-adrenergic receptors in the heart and vascular smooth muscle, inhibiting the effects of the catecholamines epinephrine and norepinephrine and decreasing heart rate, cardiac output, and systolic and diastolic blood pressure. It also blocks beta-2 adrenergic receptors located in bronchiole smooth muscle, causing vasoconstriction. By binding beta-2 receptors in the juxtaglomerular apparatus, oxprenolol inhibits the production of renin, thereby inhibiting angiotensin II and aldosterone production. Oxprenolol therefore inhibits the vasoconstriction and water retention due to angiotensin II and aldosterone, respectively. (source: Drug Bank)

Pharmacology

Oxprenolol is a non-selective beta blocker with some intrinsic sympathomimetic activity. Oxprenolol is a lipophilic beta blocker which passes the blood-brain barrier more easily than water soluble beta blockers. As such, it is associated with a higher incidence of CNS-related side effects than hydrophilic ligands such as atenolol, sotalol and nadolol. Oxprenolol is an potent beta-blocker and should not be administered to asthmatics because it can cause irreversible airway failure and inflammation. (source: Drug Bank)

Food Interactions

Avoid alcohol.
Avoid natural licorice.
Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. (source: Drug Bank)

Absorption

Oral bioavailability is 20-70%. (source: Drug Bank)

Toxicity

Symptoms of overdose include abdominal irritation, central nervous system depression, coma, extremely slow heartbeat, heart failure, lethargy, low blood pressure, and wheezing. (source: Drug Bank)

Isomeric SMILES Code:

CC(C)NCC(COc1ccccc1OCC=C)O (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ADRB1 Uncurated Annotation (source: Drug Bank)
ADRB2 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
chlorpropamide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
clonidine Uncurated Annotation Increased hypertension when clonidine stopped (source: Drug Bank)
epinephrine Uncurated Annotation Hypertension, then bradycardia (source: Drug Bank)
ergonovine Uncurated Annotation Ischemia with risk of gangrene (source: Drug Bank)
fenoterol Uncurated Annotation Antagonism (source: Drug Bank)
formoterol Uncurated Annotation Antagonism (source: Drug Bank)
glibenclamide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
gliclazide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
glipizide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
ibuprofen Uncurated Annotation Risk of inhibition of renal prostaglandins (source: Drug Bank)
indomethacin Uncurated Annotation Risk of inhibition of renal prostaglandins (source: Drug Bank)
isoproterenol Uncurated Annotation Antagonism (source: Drug Bank)
l-methyldopa Uncurated Annotation Possible hypertensive crisis (source: Drug Bank)
lidocaine Uncurated Annotation The beta-blocker increases the effect and toxicity of lidocaine (source: Drug Bank)
orciprenaline Uncurated Annotation Antagonism (source: Drug Bank)
pirbuterol Uncurated Annotation Antagonism (source: Drug Bank)
piroxicam Uncurated Annotation Risk of inhibition of renal prostaglandins (source: Drug Bank)
prazosin Uncurated Annotation Risk of hypotension at the beginning of therapy (source: Drug Bank)
repaglinide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
salbutamol Uncurated Annotation Antagonism (source: Drug Bank)
salmeterol Uncurated Annotation Antagonism (source: Drug Bank)
terbutaline Uncurated Annotation Antagonism (source: Drug Bank)
tolbutamide Uncurated Annotation The beta-blocker decreases the symptoms of hypoglycemia (source: Drug Bank)
verapamil Uncurated Annotation Increased effect of both drugs (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01580
PubChem Compound ID:
4631
PubChem Substance ID:
10354504

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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