Preferred Name

ketorolac

Synonyms

rac-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

ketorolaco

rac-ketorolac

ketorolacum

(+-)-ketorolac

ketorolac

(+-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Definitions

A racemate comprising equimolar amounts of (R)-(+)- and (S)-(-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid. While only the (S)-(-) enantiomer is a COX1 and COX2 inhibitor, the (R)-(+) enantiomer exhibits potent analgesic activity. A non-steroidal anti-inflammatory drug, ketorolac is mainly used (generally as the tromethamine salt) for its potent analgesic properties in the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.

ID

http://purl.obolibrary.org/obo/CHEBI_6129

charge

0

database_cross_reference

PMID:10593468

PMID:10223774

DrugBank:DB00465

Patent:BE856681

PMID:28166217

KEGG:C07062

PMID:23298250

PMID:24112670

PMID:23562034

Wikipedia:Ketorolac

PMID:23447046

PMID:17456651

Patent:US4347186

PMID:23126437

Reaxys:413572

KEGG:D08104

PMID:23702435

PMID:22191998

PMID:23179562

PMID:10027870

PMID:23088994

PMID:24022643

HMDB:HMDB0014608

PMID:23473380

PMID:23653032

PMID:19281996

CAS:74103-06-3

PMID:9549656

Patent:US4089969

definition

A racemate comprising equimolar amounts of (R)-(+)- and (S)-(-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid. While only the (S)-(-) enantiomer is a COX1 and COX2 inhibitor, the (R)-(+) enantiomer exhibits potent analgesic activity. A non-steroidal anti-inflammatory drug, ketorolac is mainly used (generally as the tromethamine salt) for its potent analgesic properties in the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.

formula

C15H13NO3

has part

http://purl.obolibrary.org/obo/CHEBI_76227

http://purl.obolibrary.org/obo/CHEBI_76228

has role

http://purl.obolibrary.org/obo/CHEBI_50629

http://purl.obolibrary.org/obo/CHEBI_35480

http://purl.obolibrary.org/obo/CHEBI_35475

http://purl.obolibrary.org/obo/CHEBI_50630

has_exact_synonym

rac-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

has_obo_namespace

chebi_ontology

has_related_synonym

ketorolaco

rac-ketorolac

ketorolacum

(+-)-ketorolac

ketorolac

(+-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

id

CHEBI:6129

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)

inchikey

OZWKMVRBQXNZKK-UHFFFAOYSA-N

is conjugate acid of

http://purl.obolibrary.org/obo/CHEBI_76229

label

ketorolac

mass

255.269

monoisotopicmass

255.08954

notation

CHEBI:6129

prefLabel

ketorolac

smiles

N12C(C(C(=O)O)CC1)=CC=C2C(=O)C3=CC=CC=C3

treeView

http://purl.obolibrary.org/obo/CHEBI_60911

subClassOf

http://purl.obolibrary.org/obo/CHEBI_60911

Delete Subject Author Type Created
No notes to display
Create mapping

Delete Mapping To Ontology Source
http://purl.obolibrary.org/obo/CHEBI_6129 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6129 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6129 DRON SAME_URI
http://purl.jp/bio/4/id/200906003996940140 IOBC LOOM
http://purl.obolibrary.org/obo/MESH_D020910 BERO LOOM
http://www.drugbank.ca/drugs/DB00465 FTC LOOM
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1219 NCIT LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000178380 NDFRT LOOM
http://www.phoc.org.cn/pmo/class/PMO_00017710 PMAPP-PMO LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D020910 RH-MESH LOOM
http://purl.bioontology.org/ontology/RCD/x01L6 RCD LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/372501008 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/ATC/M01AB15 ATC LOOM
http://purl.bioontology.org/ontology/RXNORM/35827 RXNORM LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.438.473.420.485 RH-MESH LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#14770 OCHV LOOM
http://purl.obolibrary.org/obo/OMIT_0020734 OMIT LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0073631 OCHV LOOM
http://id.nlm.nih.gov/mesh/D020910 MDM LOOM
http://purl.bioontology.org/ontology/LNC/MTHU007199 LOINC LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000040569 PDQ LOOM
http://scai.fraunhofer.de/AlzheimerOntology#ketorolac ADO LOOM
http://purl.bioontology.org/ontology/LNC/LP18986-7 LOINC LOOM
https://go.drugbank.com/drugs/DB00465 MDM LOOM
http://www.co-ode.org/ontologies/galen#Ketorolac GALEN LOOM
http://purl.obolibrary.org/obo/dinto_DB00465 DINTO LOOM
http://purl.bioontology.org/ontology/VANDF/4028637 VANDF LOOM
http://purl.obolibrary.org/obo/CHEBI_6129 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_6129 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_6129 DRON LOOM
http://purl.bioontology.org/ontology/MESH/D020910 MESH LOOM
http://purl.obolibrary.org/obo/NCIT_C1219 BERO LOOM
http://stirdf.jst.go.jp/id/200907064796679741 IOBC LOOM
http://purl.bioontology.org/ontology/ATC/S01BC05 ATC LOOM
http://purl.bioontology.org/ontology/NDDF/004812 NDDF LOOM