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lidocaine (CHEBI:6456)

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ChEBI Name lidocaine
ChEBI ID CHEBI:6456
Definition The monocarboxylic acid amide resulting from the formal condensation of N,N-diethylglycine with 2,6-dimethylaniline.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula Source
C14H22N2O KEGG DRUG
Net Charge 0
Average Mass 234.33736
InChI
InChI=1S/C14H22N2O/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4/h7-9H,5-6,10H2,1-4H3,(H,15,17)
InChIKey
NNJVILVZKWQKPM-UHFFFAOYSA-N
SMILES
CCN(CC)CC(=O)Nc1c(C)cccc1C
Roles Classification
Application(s): 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.
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.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing lidocaine (CHEBI:6456) has functional parent glycinamide (CHEBI:42843)
lidocaine (CHEBI:6456) has role anti-arrhythmia drug (CHEBI:38070)
lidocaine (CHEBI:6456) has role local anaesthetic (CHEBI:36333)
lidocaine (CHEBI:6456) is a monocarboxylic acid amide (CHEBI:29347)
lidocaine (CHEBI:6456) is a tertiary amino compound (CHEBI:50996)
Incoming lidocaine hydrochloride (CHEBI:50512) has part lidocaine (CHEBI:6456)
IUPAC Name
N-(2,6-dimethylphenyl)-N2,N2-diethylglycinamide
Synonyms Sources
2-(Diethylamino)-2',6'-acetoxylidide ChemIDplus
2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide ChemIDplus
α-diethylamino-2,6-dimethylacetanilide NIST Chemistry WebBook
Lidocaine KEGG DRUG
Brand Name Source
Lidoderm DrugBank
Database Links Databases
D00358 KEGG DRUG
DB00281 DrugBank
GB706409 Patent
GB758224 Patent
HMDB14426 HMDB
Lidocaine Wikipedia
US2441498 Patent
View more database links
Registry Numbers Types Sources
137-58-6 CAS Registry Number NIST Chemistry WebBook
137-58-6 CAS Registry Number ChemIDplus
2215784 Beilstein Registry Number Beilstein
2215784 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11106996 PubMed citation CiteXplore
11120381 PubMed citation CiteXplore
11431418 PubMed citation CiteXplore
11692349 PubMed citation CiteXplore
15056998 PubMed citation CiteXplore
16668583 PubMed citation CiteXplore
17214917 PubMed citation CiteXplore
18940244 PubMed citation CiteXplore
General Comments
2010-12-10 Lidocaine is an amide-type local anaesthetic with a rapid onset of action, as well as an anti-arrhythmic, used in the treatment of ventricular arrhythmias, especially after myocardial infarction. It is generally used as the hydrochloride or the hydrochloride monohydrate.
2014-07-14 Lidocaine can be found in blood and urine samples of individuals who have taken this drug.
 
Last Modified
14 July 2014

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