CHEBI:9611 - tocainide

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ChEBI Name tocainide
ChEBI ID CHEBI:9611
Definition A monocarboxylic acid amide in which 2,6-dimethylphenylaniline and isobutyric acid have combined to form the amide bond; used as a local anaesthetic.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:106722
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Formula C11H16N2O
Net Charge 0
Average Mass 192.25750
Monoisotopic Mass 192.126
InChI InChI=1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,12H2,1-3H3,(H,13,14)
InChIKey BUJAGSGYPOAWEI-UHFFFAOYSA-N
SMILES CC(N)C(=O)Nc1c(C)cccc1C
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
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.
local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing tocainide (CHEBI:9611) has role anti-arrhythmia drug (CHEBI:38070)
tocainide (CHEBI:9611) has role local anaesthetic (CHEBI:36333)
tocainide (CHEBI:9611) has role sodium channel blocker (CHEBI:38633)
tocainide (CHEBI:9611) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
N-(2,6-dimethylphenyl)alaninamide
INNs Sources
tocainida ChemIDplus
tocainide ChemIDplus
tocainidum ChemIDplus
Synonyms Sources
2-Amino-2',6'-propionoxylidide ChemIDplus
2-amino-N-(2,6-dimethylphenyl)propanamide ChEBI
2-Amino-N-(2,6-dimethylphenyl)propionamid ChemIDplus
Alanyl-2,6-xylidide ChemIDplus
Manual Xrefs Databases
2686 DrugCentral
C07142 KEGG COMPOUND
D06172 KEGG DRUG
DB01056 DrugBank
LSM-1909 LINCS
Tocainide Wikipedia
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Registry Numbers Types Sources
2416564 Beilstein Registry Number Beilstein
2416564 Reaxys Registry Number Reaxys
41708-72-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12543515 PubMed citation Europe PMC
9989796 PubMed citation Europe PMC
Last Modified
22 February 2017