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Details

Stereochemistry RACEMIC
Molecular Formula C12H20N2O3S
Molecular Weight 272.364
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOTALOL

SMILES

CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1

InChI

InChIKey=ZBMZVLHSJCTVON-UHFFFAOYSA-N
InChI=1S/C12H20N2O3S/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17/h4-7,9,12-15H,8H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C12H20N2O3S
Molecular Weight 272.364
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Sotalol has both beta-adrenoreceptor blocking and cardiac action potential duration prolongation antiarrhythmic properties. Sotalol inhibits response to adrenergic stimuli by competitively blocking β1-adrenergic receptors within the myocardium and β2-adrenergic receptors within bronchial and vascular smooth muscle. It is FDA approved for the treatment of ventricular arrhythmias, symptomatic atrial fibtillation, symptomatic atriall flutter. Common adverse reactions include bradyarrhythmia, chest pain, lightheadedness, palpitations, rash, nausea, dizziness, headache, dyspnea, fatigue. Proarrhythmic events were more common in sotalol treated patients also receiving digoxin. Sotalol should be administered with caution in conjunction with calcium blocking drugs because of possible additive effects on atrioventricular conduction or ventricular function. Patients treated with sotalol plus a catecholamine depletor should therefore be closely monitored for evidence of hypotension and/or marked bradycardia which may produce syncope.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.31 null [pKi]
141.0 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BETAPACE
Primary
BETAPACE
Primary
BETAPACE

Cmax

ValueDoseCo-administeredAnalytePopulation
781 ng/mL
80 mg single, oral
SOTALOL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
10402 ng × h/mL
80 mg single, oral
SOTALOL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
12 h
160 mg single, oral
SOTALOL plasma
Homo sapiens

Doses

AEs

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Initial dosage in adults is 80 mg twice daily. Increase the dose as needed in increments of 80 mg/day, every 3 days to a maximum 320 mg total daily dose.
Route of Administration: Other
In Vitro Use Guide
Sotalol caused significant stimulation of neutrophil motility at concentrations of more than 10−4 M.
Substance Class Chemical
Record UNII
A6D97U294I
Record Status Validated (UNII)
Record Version