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CHEBI:238698 - bevantolol

ChEBI IDCHEBI:238698
ChEBI Namebevantolol
Stars
DefinitionA propanolamine that is 3-aminopropane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by 3-methylphenyl and one of the hydrogens attached to the nitrogen is substituted by 2-(3,4-dimethoxyphenyl)ethyl. A β1 adrenoceptor antagonist, it has been shown to be as effective as other β-blockers for the treatment of angina pectoris and hypertension.
Last Modified22 February 2017
DownloadsMolfile
FormulaC20H27NO4
Net Charge0
Average Mass345.439
Monoisotopic Mass345.19401
SMILESCOc1ccc(CCNCC(O)COc2cccc(C)c2)cc1OC
InChIInChI=1S/C20H27NO4/c1-15-5-4-6-18(11-15)25-14-17(22)13-21-10-9-16-7-8-19(23-2)20(12-16)24-3/h4-8,11-12,17,21-22H,9-10,13-14H2,1-3H3
InChIKeyHXLAFSUPPDYFEO-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
calcium channel blocker  One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
Applications:
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.
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.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
bevantolol (CHEBI:238698) has role anti-arrhythmia drug (CHEBI:38070)
bevantolol (CHEBI:238698) has role antihypertensive agent (CHEBI:35674)
bevantolol (CHEBI:238698) has role calcium channel blocker (CHEBI:38215)
bevantolol (CHEBI:238698) has role β-adrenergic antagonist (CHEBI:35530)
bevantolol (CHEBI:238698) is a propanolamine (CHEBI:35533)
Incoming Relation(s)
bevantolol hydrochloride (CHEBI:31282) has part bevantolol (CHEBI:238698)
(R)-bevantolol (CHEBI:59184) is a bevantolol (CHEBI:238698)
(S)-bevantolol (CHEBI:59185) is a bevantolol (CHEBI:238698)
IUPAC Name 
1-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-3-(3-methylphenoxy)propan-2-ol
INNs  Source
bevantololChemIDplus
bevantololumChemIDplus
bevantololWHO MedNet
bévantololWHO MedNet
Synonyms  Source
1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-olChEMBL
1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanolChemIDplus
1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanolChemIDplus
(±)-bevantololChEBI
1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-olChEBI
Manual XrefsDatabases
DB01295DrugBank
BE790165Patent
US3857891Patent
US4994618Patent
360DrugCentral
Registry NumbersSources
Reaxys:2769444Reaxys
CAS:59170-23-9ChemIDplus
Citations