Molecular Identity
sotalol
N-[4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide
PubChem CID: 5253
Sotalol is a sulfonamide that is N-phenylmethanesulfonamide in which the phenyl group is substituted at position 4 by a 1-hydroxy-2-(isopropylamino)ethyl group. It has both beta-adrenoreceptor blocking (Vaughan Williams Class II) and cardiac action potential duration prolongation (Vaughan Williams Class III) antiarrhythmic properties. It is used (usually as the hydrochloride salt) for the management of ventricular and supraventricular arrhythmias. It has a role as a beta-adrenergic antagonist, a xenobiotic, an anti-arrhythmia drug and an environmental contaminant. It is a member of ethanolamines, a sulfonamide, a secondary alcohol and a secondary amino compound. It is a conjugate base of a sotalol(1+).
2D Structure
Properties
C12H20N2O3S
Molecular Formula
272.37
Molecular Weight
g/mol
272.1195
Exact Mass
Da
0.2
XLogP
Drug-like (Lipinski: < 5)
86.8
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
330
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
sotalol3930-20-9beta-CardoneDL-SotalolSotalolumDarob mite4'-(1-Hydroxy-2-(isopropylamino)ethyl)methane sulfonanilideMethanesulfonanilide, 4'-(1-hydroxy-2-(isopropylamino)ethyl)-DTXSID0023589C07AA07A6D97U294IN-(4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl)methanesulfonamideMethanesulfonamide, N-(4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)phenyl)-DTXCID303589CHEBI:63622
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to sotalol
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