ropivacaine   Click here for help

GtoPdb Ligand ID: 7602

Synonyms: 1-propyl-2',6'-pipecoloxylidide | AL-381 | LEA-103 | Naropin® | ropivacaine hydrochloride
Approved drug
ropivacaine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Ropivacaine is an amino amide local anaesthetic. We show the (S) enantiomer here, but the name can also be used to refer to the racemic mixture of optical isomers.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: ropivacaine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 32.34
Molecular weight 274.2
XLogP 3
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CCCN1CCCCC1C(=O)Nc1c(C)cccc1C
Isomeric SMILES CCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
5376 ropivacaine
Synonyms Click here for help
1-propyl-2',6'-pipecoloxylidide | AL-381 | LEA-103 | Naropin® | ropivacaine hydrochloride
Database Links Click here for help
CAS Registry No. 84057-95-4
ChEMBL Ligand CHEMBL1077896
DrugBank Ligand DB00296
DrugCentral Ligand 2403
GtoPdb PubChem SID 223365937
PubChem CID 175805
Search Google for chemical match using the InChIKey ZKMNUMMKYBVTFN-HNNXBMFYSA-N
Search Google for chemicals with the same backbone ZKMNUMMKYBVTFN
Search PubMed clinical trials ropivacaine
Search PubMed titles ropivacaine
Search PubMed titles/abstracts ropivacaine
UniChem Compound Search for chemical match using the InChIKey ZKMNUMMKYBVTFN-HNNXBMFYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZKMNUMMKYBVTFN-HNNXBMFYSA-N
Wikipedia Ropivacaine