EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:238698 - bevantolol

Default Structure
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:
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.
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.
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)
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
bevantololWHO MedNet
bevantololChemIDplus
bévantololWHO MedNet
bevantololumChemIDplus
Synonyms  Source
1-((2-(3,4-dimethoxyphenyl)ethyl)amino)-3-(3-methylphenoxy)-2-propanolChemIDplus
1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-m-tolyloxy-propan-2-olChEMBL
1-(3,4-dimethoxyphenethylamino)-3-(m-tolyloxy)-2-propanolChemIDplus
1-(3,4-dimethoxyphenethylamino)-3-m-tolyloxy-propan-2-olChEBI
(±)-bevantololChEBI
Manual XrefsDatabases
360DrugCentral
BE790165Patent
DB01295DrugBank
US3857891Patent
US4994618Patent
Registry NumbersSources
Reaxys:2769444Reaxys
CAS:59170-23-9ChemIDplus
Citations