CHEBI:6759 - mepivacaine

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ChEBI Name mepivacaine
ChEBI ID CHEBI:6759
Definition A piperidinecarboxamide in which N-methylpipecolic acid and 2,6-dimethylaniline have combined to form the amide bond. It is used as a local amide-type anaesthetic.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:247981
Supplier Information
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Formula C15H22N2O
Net Charge 0
Average Mass 246.34800
Monoisotopic Mass 246.173
InChI InChI=1S/C15H22N2O/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18)
InChIKey INWLQCZOYSRPNW-UHFFFAOYSA-N
SMILES CN1CCCCC1C(=O)Nc1c(C)cccc1C
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
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.
drug allergen
Any drug which causes the onset of an allergic reaction.
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ChEBI Ontology
Outgoing mepivacaine (CHEBI:6759) has role drug allergen (CHEBI:88188)
mepivacaine (CHEBI:6759) has role local anaesthetic (CHEBI:36333)
mepivacaine (CHEBI:6759) is a piperidinecarboxamide (CHEBI:48592)
Incoming mepivacaine hydrochloride (CHEBI:6760) has functional parent mepivacaine (CHEBI:6759)
IUPAC Name
N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide
INNs Sources
mepivacaina ChemIDplus
mepivacaine ChemIDplus
mepivacainum ChemIDplus
Synonyms Sources
(+-)-1-Methyl-2',6'-pipecoloxylidide ChemIDplus
1-methyl-2',6'-pipecoloxylidide NIST Chemistry WebBook
Carbocaine NIST Chemistry WebBook
DL-Mepivacaine NIST Chemistry WebBook
N-(2,6-Dimethylphenyl)-1-methyl-2-piperidinecarboxamide NIST Chemistry WebBook
N-(2,6-Dimethylphenyl)-1-methylpiperidine-2-carboxamide ChemIDplus
Manual Xrefs Databases
1700 DrugCentral
C07528 KEGG COMPOUND
D08181 KEGG DRUG
DB00961 DrugBank
HMDB0015096 HMDB
LSM-4306 LINCS
Mepivacaine Wikipedia
US2799679 Patent
View more database links
Registry Numbers Types Sources
211230 Reaxys Registry Number Reaxys
211230 Beilstein Registry Number Beilstein
96-88-8 CAS Registry Number NIST Chemistry WebBook
96-88-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
13760073 PubMed citation Europe PMC
13859098 PubMed citation Europe PMC
25369391 PubMed citation Europe PMC
25827158 PubMed citation Europe PMC
26169676 PubMed citation Europe PMC
26780408 PubMed citation Europe PMC
9013953 PubMed citation Europe PMC
9425972 PubMed citation Europe PMC
9989796 PubMed citation Europe PMC
Last Modified
22 February 2017