mepivacaine (CHEBI:6759)

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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

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Formula

C15H22N2O

Net Charge

Average Mass

246.34800

Monoisotopic Mass

246.17321

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.

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

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

Last Modified

22 February 2017