Practolol

Synonyms :
(+-)-Practolol, 1-(4-Acetamidophenoxy)-3-isopropylamino-2-propanol, 4′-(2-Hydroxy-3-(isopropylamino)propoxy)acetanilide, N-(4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)acetamide, Practololum, Tocris-0831

Status : approved

Category

Adrenergic beta-1 Receptor Antagonists

Therapeutic Classification

BETA BLOCKING AGENTS

CARDIOVASCULAR SYSTEM
BETA BLOCKING AGENTS
BETA BLOCKING AGENTS
Anti-Arrhythmia Agents

Description

A beta-adrenergic antagonist that has been used in the emergency treatment of cardiac arrhythmias. [PubChem]

Used

Used in the emergency treatment of cardiac arrhythmias.

Mechanism Of Action

Like other beta-adrenergic antagonists, practolol competes with adrenergic neurotransmitters such as catecholamines for binding at sympathetic receptor sites. Like propranolol and timolol, practolol 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.

Pharmacodynamics

Practolol is a beta-adrenergic receptor antagonist that has been used in the emergency treatment of cardiac arrhythmias. Beta blockers inhibit normal epinephrine-mediated sympathetic actions, but have minimal effect on resting subjects. That is, they reduce the effect of excitement/physical exertion on heart rate and force of contraction and dilation of blood vessels.

Toxic Effect

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

Chemical Classification

This compound belongs to the class of organic compounds known as acetanilides. These are organic compounds containing an acetamide group conjugated to a phenyl group.

Acetanilides

Organic compounds

Benzenoids

Benzene and substituted derivatives

Anilides

Chemical Name

(+-)-Practolol

Food Interactions

  • Avoid alcohol., Avoid natural licorice.

Calculated Property

kind Value Source
logP 0.53 ALOGPS
logS -2.7 ALOGPS
Water Solubility 4.90e-01 g/l ALOGPS
logP 0.83 ChemAxon
IUPAC Name N-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamide ChemAxon
Traditional IUPAC Name practolol ChemAxon
Molecular Weight 266.3361 ChemAxon
Monoisotopic Weight 266.16304258 ChemAxon
SMILES CC(C)NCC(O)COC1=CC=C(NC(C)=O)C=C1 ChemAxon
Molecular Formula C14H22N2O3 ChemAxon
InChI InChI=1S/C14H22N2O3/c1-10(2)15-8-13(18)9-19-14-6-4-12(5-7-14)16-11(3)17/h4-7,10,13,15,18H,8-9H2,1-3H3,(H,16,17) ChemAxon
InChIKey InChIKey=DURULFYMVIFBIR-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 70.59 ChemAxon
Refractivity 75.24 ChemAxon
Polarizability 30.39 ChemAxon
Rotatable Bond Count 7 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 14.03 ChemAxon
pKa (strongest basic) 9.67 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Beta-1 adrenergic receptor : in Human