Mepivacaine

Mepivacaine /mɛˈpɪvəkeɪn/ is a local anesthetic^[1] 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)^[2][3] and is marketed under various trade names including Carbocaine and Polocaine.

AHFS/Drugs.comConsumer Drug Information

MedlinePlusa603026

Pregnancy
category

• C; use with caution, may cause fetal bradycardia

ATC code

• N01BB03 (WHO)

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Mepivacaine

Clinical data
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a603026
Pregnancy category	C; use with caution, may cause fetal bradycardia
ATC code	N01BB03 (WHO)
Identifiers
IUPAC name (RS)-N-(2,6-dimethylphenyl)- 1-methyl-piperidine-2-carboxamide
CAS Number	96-88-8 Y
PubChem CID	4062
IUPHAR/BPS	7224
DrugBank	DB00961 Y
ChemSpider	3922 Y
UNII	B6E06QE59J
KEGG	D08181 Y
ChEBI	CHEBI:6759 Y
ChEMBL	ChEMBL1087 Y
CompTox Dashboard (EPA)	DTXSID9023259
ECHA InfoCard	100.002.313
Chemical and physical data
Formula	C15H22N2O
Molar mass	246.354 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(Nc1c(cccc1C)C)C2N(C)CCCC2
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) Y Key:INWLQCZOYSRPNW-UHFFFAOYSA-N Y
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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,^[4] which consists of R(-)-mepivacaine and S(+)-mepivacaine in equal proportions. These two enantiomers have markedly different pharmacokinetic properties.^[4]

Mepivacaine was originally synthesized in Sweden at the laboratory of Bofors Nobelkrut by Ekenstam and Pattersson in 1957^[5].