CHEBI:6917 - mexiletine hydrochloride

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ChEBI Name mexiletine hydrochloride
ChEBI ID CHEBI:6917
Definition A hydrochloride composed of equimolar amounts of mexiletine and hydrogen chloride.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H18ClNO
Net Charge 0
Average Mass 215.72000
Monoisotopic Mass 215.10769
InChI InChI=1S/C11H17NO.ClH/c1-8-5-4-6-9(2)11(8)13-7-10(3)12;/h4-6,10H,7,12H2,1-3H3;1H
InChIKey NFEIBWMZVIVJLQ-UHFFFAOYSA-N
SMILES [Cl-].CC([NH3+])COc1c(C)cccc1C
Roles Classification
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.
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ChEBI Ontology
Outgoing mexiletine hydrochloride (CHEBI:6917) has part mexiletine (CHEBI:6916)
mexiletine hydrochloride (CHEBI:6917) has role anti-arrhythmia drug (CHEBI:38070)
mexiletine hydrochloride (CHEBI:6917) is a hydrochloride (CHEBI:36807)
IUPAC Names
1-(2,6-dimethylphenoxy)propan-2-amine hydrochloride
1-(2,6-dimethylphenoxy)propan-2-aminium chloride
Synonyms Sources
(±)-1-methyl-2-(2,6-xylyloxy)ethylamine hydrochloride ChemIDplus
1-(2,6-dimethylphenoxy)-2-aminopropane hydrochloride ChemIDplus
1-(2,6-dimethylphenoxy)-2-propanamine hydrochloride ChemIDplus
1-methyl-2-(2,6-xylyloxy)ethylamine hydrochloride ChemIDplus
1-methyl-2-(2,6-xylyloxy)ethylammonium chloride ChemIDplus
mexiletine HCl ChemIDplus
Brand Name Source
Mexitil KEGG DRUG
Manual Xrefs Databases
D00639 KEGG DRUG
DB00379 DrugBank
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Registry Numbers Types Sources
4209895 Reaxys Registry Number Reaxys
5370-01-4 CAS Registry Number ChemIDplus
5370-01-4 CAS Registry Number KEGG DRUG
Last Modified
11 January 2011
General Comment
2011-01-11 A class Ib anti-arrhythmic, mexiletine has actions similar to those of lidocaine, to which it is structurally related, but is orally active. Administered as the hydrochloride salt, it is used for the treatment of ventricular arrhythmias. It has a narrow therapeutic ratio; many adverse effects are dose-related and respond to dose reduction.