CHEBI:3172 - bretylium

ChEBI IDCHEBI:3172
ChEBI Namebretylium
Stars
DefinitionA quaternary ammonium cation having 2-bromobenzyl, ethyl and two methyl groups attached to the nitrogen. It blocks noradrenaline release from the peripheral sympathetic nervous system, and is used in emergency medicine, cardiology, and other specialties for the acute management of ventricular tachycardia and ventricular fibrillation.
Last Modified22 February 2017
DownloadsMolfile
FormulaC11H17BrN
Net Charge+1
Average Mass243.168
Monoisotopic Mass242.05389
SMILESCC[N+](C)(C)Cc1ccccc1Br
InChIInChI=1S/C11H17BrN/c1-4-13(2,3)9-10-7-5-6-8-11(10)12/h5-8H,4,9H2,1-3H3/q+1
InChIKeyAAQOQKQBGPPFNS-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
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.
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
ChEBI Ontology
Outgoing Relation(s)
bretylium (CHEBI:3172) has role adrenergic antagonist (CHEBI:37887)
bretylium (CHEBI:3172) has role anti-arrhythmia drug (CHEBI:38070)
bretylium (CHEBI:3172) has role antihypertensive agent (CHEBI:35674)
bretylium (CHEBI:3172) is a quaternary ammonium ion (CHEBI:35267)
Incoming Relation(s)
bretylium tosylate (CHEBI:3173) has part bretylium (CHEBI:3172)
IUPAC Name 
N-(2-bromobenzyl)-N,N-dimethylethanaminium
Synonyms  Source
N-ethyl-N,N-dimethyl-2-bromobenzenemethanaminiumChEBI
(2-bromobenzyl)ethyldimethylaminiumChEBI
2-bromo-N-ethyl-N,N-dimethylbenzenemethanaminiumChEBI
Manual XrefsDatabases
C06855KEGG COMPOUND
DB01158DrugBank
BretyliumWikipedia
LSM-5607LINCS
394DrugCentral
Registry NumbersSources
Beilstein:4135284Beilstein
CAS:59-41-6KEGG COMPOUND
CAS:59-41-6ChemIDplus