CHEBI:63622 - sotalol

ChEBI IDCHEBI:63622
ChEBI Namesotalol
Stars
DefinitionA 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 β-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.
Secondary ChEBI IDCHEBI:9206
Last Modified14 April 2022
DownloadsMolfile
FormulaC12H20N2O3S
Net Charge0
Average Mass272.370
Monoisotopic Mass272.11946
SMILESCC(C)NCC(O)c1ccc(NS(C)(=O)=O)cc1
InChIInChI=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
InChIKeyZBMZVLHSJCTVON-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
beta-adrenergic antagonist  An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Applications:
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
beta-adrenergic antagonist  An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
ChEBI Ontology
Outgoing Relation(s)
sotalol (CHEBI:63622) has role anti-arrhythmia drug (CHEBI:38070)
sotalol (CHEBI:63622) has role environmental contaminant (CHEBI:78298)
sotalol (CHEBI:63622) has role xenobiotic (CHEBI:35703)
sotalol (CHEBI:63622) has role β-adrenergic antagonist (CHEBI:35530)
sotalol (CHEBI:63622) is a ethanolamines (CHEBI:23981)
sotalol (CHEBI:63622) is a secondary alcohol (CHEBI:35681)
sotalol (CHEBI:63622) is a secondary amino compound (CHEBI:50995)
sotalol (CHEBI:63622) is a sulfonamide (CHEBI:35358)
sotalol (CHEBI:63622) is conjugate base of sotalol(1+) (CHEBI:63647)
Incoming Relation(s)
sotalol(1+) (CHEBI:63647) is conjugate acid of sotalol (CHEBI:63622)
IUPAC Name 
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide
INNs  Source
sotalolChemIDplus
sotalolumChemIDplus
Synonyms  Source
SotalolKEGG COMPOUND
4'-(1-hydroxy-2-(isopropylamino)ethyl)methane sulfonanilideChemIDplus
β-cardoneChemIDplus
Manual XrefsDatabases
C07309KEGG COMPOUND
DB00489DrugBank
SotalolWikipedia
D08525KEGG DRUG
HMDB0014632HMDB
LSM-1465LINCS
2464DrugCentral
Registry NumbersSources
Reaxys:2380820Reaxys
CAS:3930-20-9KEGG COMPOUND
CAS:3930-20-9ChemIDplus
Citations