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 It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.
Synonyms: rac-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Term information
- CAS:74103-06-3
- HMDB:HMDB0014608
- PMID:28166217
- PMID:10027870
- PMID:23088994
- PMID:17456651
- PMID:24112670
- PMID:10593468
- PMID:22191998
- PMID:23298250
- Patent:US4347186
- PMID:23473380
- PMID:23179562
- Patent:BE856681
- PMID:23702435
- KEGG:D08104
- Wikipedia:Ketorolac
- PMID:24022643
- Reaxys:413572
- PMID:23126437
- PMID:9549656
- PMID:23562034
- PMID:19281996
- DrugBank:DB00465
- Patent:US4089969
- KEGG:C07062
- PMID:23447046
- PMID:10223774
- PMID:23653032
3_STAR
KEGG:D08104
Reaxys:413572
PMID:10593468
PMID:23653032
PMID:10223774
PMID:23088994
PMID:23126437
PMID:28166217
PMID:17456651
PMID:23179562
KEGG:C07062
Patent:US4089969
PMID:23562034
HMDB:HMDB0014608
PMID:23447046
PMID:10027870
PMID:24112670
Patent:US4347186
PMID:19281996
CAS:74103-06-3
Patent:BE856681
PMID:23702435
PMID:9549656
PMID:23473380
PMID:24022643
PMID:22191998
Wikipedia:Ketorolac
DrugBank:DB00465
PMID:23298250
ketorolacum
ketorolac
(+-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
ketorolaco
rac-ketorolac
(+-)-ketorolac
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)