CHEBI:2380 - acebutolol hydrochloride

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ChEBI Name acebutolol hydrochloride
ChEBI ID CHEBI:2380
Definition The hydrochloride salt of acebutolol, prepared using equimolar amounts of acebutolol and hydrogen chloride.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H28N2O4.HCl
Net Charge 0
Average Mass 372.88664
Monoisotopic Mass 372.18159
InChI InChI=1S/C18H28N2O4.ClH/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3;/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23);1H
InChIKey KTUFKADDDORSSI-UHFFFAOYSA-N
SMILES Cl[H].CCCC(=O)Nc1ccc(OCC(O)CNC(C)C)c(c1)C(C)=O
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.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
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.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acebutolol hydrochloride (CHEBI:2380) has part acebutolol(1+) (CHEBI:62101)
acebutolol hydrochloride (CHEBI:2380) has role β-adrenergic antagonist (CHEBI:35530)
acebutolol hydrochloride (CHEBI:2380) has role anti-arrhythmia drug (CHEBI:38070)
acebutolol hydrochloride (CHEBI:2380) has role antihypertensive agent (CHEBI:35674)
acebutolol hydrochloride (CHEBI:2380) has role sympathomimetic agent (CHEBI:35524)
acebutolol hydrochloride (CHEBI:2380) is a hydrochloride (CHEBI:36807)
IUPAC Name
N-{3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}butanamide hydrochloride
Synonyms Sources
(±)-3'-acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide monohydrochloride ChemIDplus
3'-acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide hydrochloride ChemIDplus
Acebutolol hydrochloride KEGG COMPOUND
dl-1-(2-acetyl-4-butyramidophenoxy)-2-hydroxy-3-isopropylaminopropane hydrochloride ChemIDplus
Brand Names Sources
Neptal ChemIDplus
Prent ChemIDplus
Sectral ChemIDplus
Manual Xrefs Databases
C07677 KEGG COMPOUND
D00597 KEGG DRUG
DB01193 DrugBank
View more database links
Registry Numbers Types Sources
2181029 Gmelin Registry Number Gmelin
34381-68-5 CAS Registry Number KEGG COMPOUND
34381-68-5 CAS Registry Number ChemIDplus
6080568 Beilstein Registry Number Beilstein
Last Modified
16 May 2011
General Comment
2011-05-16 A cardioselective beta-blocker, acebutolol hydrochloride is used for the management of hypertension, angina pectoris, and cardiac arrhythmias.