CHEBI:4856 - esmolol

ChEBI IDCHEBI:4856
ChEBI Nameesmolol
Stars
DefinitionA racemate comprising equimolar amounts of (R)- and (S)-esmolol. A cardioselective and short-acting β1 receptor blocker with rapid onset but lacking intrinsic sympathomimetic and membrane-stabilising properties, it is used as the hydrochloride salt in the management of supraventricular arrhythmias, and for the control of hypertension and tachycardia during surgery. While the S enantiomer possesses all of the heart rate control, both enantiomers contribute to lowering blood pressure.
Secondary ChEBI IDCHEBI:143354
Last Modified29 September 2025
Formula
Net Charge0
Average Mass295.379
Wikipedia
Roles Classification
Biological Role:
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.
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)
esmolol (CHEBI:4856) has functional parent 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoic acid (CHEBI:143310)
esmolol (CHEBI:4856) has part (R)-esmolol (CHEBI:60074)
esmolol (CHEBI:4856) has part (S)-esmolol (CHEBI:60075)
esmolol (CHEBI:4856) has role anti-arrhythmia drug (CHEBI:38070)
esmolol (CHEBI:4856) has role β-adrenergic antagonist (CHEBI:35530)
esmolol (CHEBI:4856) is a racemate (CHEBI:60911)
Incoming Relation(s)
esmolol hydrochloride (CHEBI:4857) has part esmolol (CHEBI:4856)
IUPAC Name 
rac-methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate
INNs  Source
esmololChemIDplus
esmololWHO MedNet
esmololWHO MedNet
esmololumWHO MedNet
Synonyms  Source
EsmololKEGG COMPOUND
3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionic acid methyl esterChEMBL
ESMOLOLChEMBL
Methyl 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoateChemIDplus
(±)-esmololChemIDplus
methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamateChEBI
Manual XrefsDatabases
C06980KEGG COMPOUND
D07916KEGG DRUG
EP41491Patent
EP53435Patent
US4593119Patent
DB00187DrugBank
EsmololWikipedia
HMDB0014333HMDB
Registry NumbersSources
Reaxys:5287174Reaxys
CAS:103598-03-4KEGG COMPOUND
CAS:81147-92-4ChemIDplus
CAS:103598-03-4ChemIDplus
Citations