CHEBI:4857 - esmolol hydrochloride

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ChEBI Name esmolol hydrochloride
ChEBI ID CHEBI:4857
Definition The hydrochloride salt of esmolol. A cardioselective and short-acting β1 receptor blocker with rapid onset but lacking intrinsic sympathomimetic and membrane-stabilising properties, it is used in the management of supraventricular arrhythmias, and for the control of hypertension and tachycardia during surgery.
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Formula C16H26ClNO4
Net Charge 0
Average Mass 331.83500
Monoisotopic Mass 331.15504
InChI InChI=1S/C16H25NO4.ClH/c1-12(2)17-10-14(18)11-21-15-7-4-13(5-8-15)6-9-16(19)20-3;/h4-5,7-8,12,14,17-18H,6,9-11H2,1-3H3;1H
InChIKey GEKNCWBANDDJJL-UHFFFAOYSA-N
SMILES [Cl-].COC(=O)CCc1ccc(OCC(O)C[NH2+]C(C)C)cc1
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): 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 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.
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ChEBI Ontology
Outgoing esmolol hydrochloride (CHEBI:4857) has part esmolol (CHEBI:4856)
esmolol hydrochloride (CHEBI:4857) has role β-adrenergic antagonist (CHEBI:35530)
esmolol hydrochloride (CHEBI:4857) has role anti-arrhythmia drug (CHEBI:38070)
esmolol hydrochloride (CHEBI:4857) is a hydrochloride (CHEBI:36807)
IUPAC Name
2-hydroxy-3-[4-(3-methoxy-3-oxopropyl)phenoxy]-N-(propan-2-yl)propan-1-aminium chloride
Synonyms Sources
(±)-esmolol hydrochloride ChEBI
(±)-methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate hydrochloride ChemIDplus
4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoic acid methyl ester HCl ChemIDplus
4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoic acid methyl ester hydrochloride ChEBI
esmolol HCl ChemIDplus
methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate hydrochloride IUPAC
methyl p-(2-hydroxy-3-(isopropylamino)propoxy)hydrocinnamate hydrochloride ChEBI
Manual Xrefs Databases
D00644 KEGG DRUG
DB00187 DrugBank
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Registry Numbers Types Sources
5185568 Beilstein Registry Number Beilstein
81161-17-3 CAS Registry Number ChemIDplus
81161-17-3 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
1642945 PubMed citation Europe PMC
Last Modified
17 August 2010