Sotalol hydrochloride (CHEM016415)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:30:57 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016415
Identification
Common NameSotalol hydrochloride
ClassSmall Molecule
DescriptionA hydrochloride salt that is the monohydrochloride of sotalol. 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.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4'-(1-Hydroxy-2-(isopropylamino)ethyl)methanesulfonanilide monohydrochlorideChEBI
4-(2-Isopropylamino-1-hydroxyaethyl)methanesulfonailid hydrochloridChEBI
BetapaceChEBI
Betapace afChEBI
Isopropylaminohydroxyethylmethanesulfonanilide hydrochlorideChEBI
N-(2-Hydroxy-2-{4-[(methylsulfonyl)amino]phenyl}ethyl)propan-2-aminium chlorideChEBI
N-Isopropyl-beta-(4-methanesulfonamidophenyl)ethanolamine hydrochlorideChEBI
Sotalol HCLChEBI
Sotalol monohydrochlorideChEBI
SorineKegg
4'-(1-Hydroxy-2-(isopropylamino)ethyl)methanesulphonanilide monohydrochlorideGenerator
4-(2-Isopropylamino-1-hydroxyaethyl)methanesulphonailid hydrochloridGenerator
Isopropylaminohydroxyethylmethanesulphonanilide hydrochlorideGenerator
N-(2-Hydroxy-2-{4-[(methylsulphonyl)amino]phenyl}ethyl)propan-2-aminium chlorideGenerator
N-Isopropyl-b-(4-methanesulfonamidophenyl)ethanolamine hydrochlorideGenerator
N-Isopropyl-b-(4-methanesulphonamidophenyl)ethanolamine hydrochlorideGenerator
N-Isopropyl-beta-(4-methanesulphonamidophenyl)ethanolamine hydrochlorideGenerator
N-Isopropyl-β-(4-methanesulfonamidophenyl)ethanolamine hydrochlorideGenerator
N-Isopropyl-β-(4-methanesulphonamidophenyl)ethanolamine hydrochlorideGenerator
SotalolMeSH
DarobMeSH
Knoll pharmaceutical brand OF sotalolMeSH
Chemical FormulaC12H21ClN2O3S
Average Molecular Mass308.825 g/mol
Monoisotopic Mass308.096 g/mol
CAS Registry Number959-24-0
IUPAC NameN-(4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl)methanesulfonamide hydrochloride
Traditional Namesotalol hydrochloride
SMILESCl.CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1
InChI IdentifierInChI=1S/C12H20N2O3S.ClH/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;1H
InChI KeyVIDRYROWYFWGSY-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassSulfanilides
Direct ParentSulfanilides
Alternative Parents
Substituents
  • Sulfanilide
  • Aralkylamine
  • Organic sulfonic acid amide
  • Organosulfonic acid amide
  • Aminosulfonyl compound
  • Organic sulfonic acid or derivatives
  • Sulfonyl
  • Organosulfonic acid or derivatives
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Secondary aliphatic amine
  • Secondary amine
  • Organopnictogen compound
  • Alcohol
  • Aromatic alcohol
  • Organic nitrogen compound
  • Organic oxygen compound
  • Hydrochloride
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.78 g/LALOGPS
logP0.85ALOGPS
logP-0.4ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)10.07ChemAxon
pKa (Strongest Basic)9.43ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.43 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity71.12 m³·mol⁻¹ChemAxon
Polarizability28.97 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-066r-1914652000-3f95fb86355ba47201feSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03dj-2960000000-d0ec945e4feb335c1288Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0390000000-98c132351df8fc7921ddSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-2911100000-b5c0adee286389b1f3a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0009000000-b405d7beb830b3e7204aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0009000000-b405d7beb830b3e7204aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0009000000-b405d7beb830b3e7204aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-24cecb80ae920d993d49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009000000-24cecb80ae920d993d49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0009000000-24cecb80ae920d993d49Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000318
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSotalol
Chemspider IDNot Available
ChEBI ID9207
PubChem Compound ID66245
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available