CHEBI:4856 - esmolol

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ChEBI Name esmolol
ChEBI ID CHEBI:4856
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:143354
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Formula C16H25NO4
Net Charge 0
Average Mass 295.375
Roles Classification
Biological Role(s): beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
Application(s): beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
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.
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ChEBI Ontology
Outgoing 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 β-adrenergic antagonist (CHEBI:35530)
esmolol (CHEBI:4856) has role anti-arrhythmia drug (CHEBI:38070)
esmolol (CHEBI:4856) is a racemate (CHEBI:60911)
Incoming 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 Sources
esmolol WHO MedNet
esmolol WHO MedNet
esmolol ChemIDplus
esmololum WHO MedNet
Synonyms Sources
(±)-esmolol ChemIDplus
(±)-methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate ChEBI
3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionic acid methyl ester ChEMBL
ESMOLOL ChEMBL
Esmolol KEGG COMPOUND
Methyl 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate ChemIDplus
methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate ChEBI
Database Links Databases
C06980 KEGG COMPOUND
D07916 KEGG DRUG
DB00187 DrugBank
EP41491 Patent
EP53435 Patent
Esmolol Wikipedia
HMDB0014333 HMDB
US4593119 Patent
View more database links
Registry Numbers Types Sources
103598-03-4 CAS Registry Number KEGG COMPOUND
103598-03-4 CAS Registry Number ChemIDplus
5287174 Reaxys Registry Number Reaxys
5287174 Beilstein Registry Number Beilstein
81147-92-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16118074 PubMed citation Europe PMC
24500140 PubMed citation Europe PMC
25105423 PubMed citation Europe PMC
25575405 PubMed citation Europe PMC
26073350 PubMed citation Europe PMC
26137757 PubMed citation Europe PMC
26316443 PubMed citation Europe PMC
Last Modified
22 February 2017