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 It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.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 It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.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 | ||
has role |
http://purl.obolibrary.org/obo/CHEBI_50629 http://purl.obolibrary.org/obo/CHEBI_35480 |
|
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 | ||
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 | ||
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 | ||
subClassOf |