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CHEBI:51211 - alprenolol

ChEBI IDCHEBI:51211
ChEBI Namealprenolol
Stars
DefinitionA secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a β-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.
Last Modified22 February 2017
SubmitterInma Spiteri
DownloadsMolfile
FormulaC15H23NO2
Net Charge0
Average Mass249.354
Monoisotopic Mass249.17288
SMILESC=CCc1ccccc1OCC(O)CNC(C)C
InChIInChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3
InChIKeyPAZJSJFMUHDSTF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
sympatholytic agent  Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
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:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
sympatholytic agent  Any compound which inhibits the postganglionic functioning of the sympathetic nervous system (SNS).
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)
alprenolol (CHEBI:51211) has role anti-arrhythmia drug (CHEBI:38070)
alprenolol (CHEBI:51211) has role antihypertensive agent (CHEBI:35674)
alprenolol (CHEBI:51211) has role sympatholytic agent (CHEBI:66991)
alprenolol (CHEBI:51211) has role β-adrenergic antagonist (CHEBI:35530)
alprenolol (CHEBI:51211) is a secondary alcohol (CHEBI:35681)
alprenolol (CHEBI:51211) is a secondary amino compound (CHEBI:50995)
Incoming Relation(s)
alprenolol hydrochloride (CHEBI:31191) has part alprenolol (CHEBI:51211)
IUPAC Name 
1-[2-(propen-2-ylphenoxy)]-3-(isopropylamino)propan-2-ol
INNs  Source
alprenololChemIDplus
alprénololWHO MedNet
alprenololWHO MedNet
alprenololumWHO MedNet
Synonyms  Source
1-(2-Allylphenoxy)-3-isopropylamino-2-propanolChemIDplus
1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanolChemIDplus
AlfeprolChemIDplus
Manual XrefsDatabases
D07156KEGG DRUG
DB00866DrugBank
NL6605692Patent
NL6612958Patent
AlprenololWikipedia
HMDB0015004HMDB
LSM-1238LINCS
137DrugCentral
Registry NumbersSources
Reaxys:1913441Reaxys
CAS:13655-52-2ChemIDplus
Citations