Mepivacaine

Mepivacaine
Clinical data
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa603026
Pregnancy
category
ATC code
Identifiers
  • (RS)-N-(2,6-dimethylphenyl)- 1-methyl-piperidine-2-carboxamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.313
Chemical and physical data
FormulaC15H22N2O
Molar mass246.354 g·mol−1
3D model (JSmol)
  • O=C(Nc1c(cccc1C)C)C2N(C)CCCC2
  • 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) Y
  • Key:INWLQCZOYSRPNW-UHFFFAOYSA-N Y
  (verify)

Mepivacaine /mɛˈpɪvəkn/ is a local anesthetic of the amide type. Mepivacaine has a reasonably rapid onset (less rapid than that of procaine) and medium duration of action (longer than that of procaine) and is marketed under various trade names including Carbocaine and Polocaine.

Mepivacaine became available in the United States in the 1960s.

Mepivacaine is used in any infiltration and local anesthesia.

It is supplied as the hydrochloride salt of the racemate, which consists of R(-)-mepivacaine and S(+)-mepivacaine in equal proportions. These two enantiomers have markedly different pharmacokinetic properties.

Mepivacaine was originally synthesized in Sweden at the laboratory of Bofors Nobelkrut in 1956.