Mepivacaine

Mepivacaine

Clinical data
AHFS/Drugs.com	Consumer Drug Information
MedlinePlus	a603026
Pregnancy category	C, use w/ 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 /mɛˈpɪvəkeɪn/ is a local anesthetic of the amide type. Mepivacaine has a reasonably rapid onset (more rapid than that of procaine) and medium duration of action (shorter 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.

External links

• Mepivacaine at RxList