Ropivacaine

Ropivacaine

Clinical data
Trade names	Naropin, Rocaine
AHFS/Drugs.com	Monograph
Pregnancy category	AU: B1
Routes of administration	Parenteral
ATC code	N01BB09 (WHO)
Legal status
Legal status	AU: S4 (Prescription only)
Pharmacokinetic data
Bioavailability	87%–98% (epidural)
Metabolism	Liver (CYP1A2-mediated)
Elimination half-life	1.6–6 hours (varies with administration route)
Excretion	Kidney 86%
Identifiers
IUPAC name (S)-N-(2,6-dimethylphenyl)- 1-propylpiperidine-2-carboxamide
CAS Number	84057-95-4 Y
PubChem CID	175805
IUPHAR/BPS	7602
DrugBank	DB00296 Y
ChemSpider	153165 Y
UNII	7IO5LYA57N
KEGG	D08490 Y as HCl: D04048 Y
ChEBI	CHEBI:8890 Y
ChEMBL	ChEMBL1077896 Y
CompTox Dashboard (EPA)	DTXSID4040187
ECHA InfoCard	100.128.244
Chemical and physical data
Formula	C17H26N2O
Molar mass	274.408 g·mol−1
3D model (JSmol)	Interactive image
Melting point	144 to 146 °C (291 to 295 °F)
SMILES O=C(Nc1c(cccc1C)C)[C@H]2N(CCC)CCCC2
InChI InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1 Y Key:ZKMNUMMKYBVTFN-HNNXBMFYSA-N Y
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Ropivacaine (rINN) /roʊˈpɪvəkeɪn/ is a local anaesthetic drug belonging to the amino amide group. The name ropivacaine refers to both the racemate and the marketed S-enantiomer. Ropivacaine hydrochloride is commonly marketed by AstraZeneca under the brand name Naropin.