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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H13NO3
Molecular Weight 255.2692
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KETOROLAC, (S)-

SMILES

c1ccc(cc1)C(=O)c2ccc3[C@]([H])(CCn32)C(=O)O

InChI

InChIKey=OZWKMVRBQXNZKK-NSHDSACASA-N
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)/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H13NO3
Molecular Weight 255.2692
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(S)-ketorolac is the enantiomer of ketorolac, a nonsteroidal anti-inflammatory drug. (S)-ketorolac exhibited potent cyclooxygenase (COX1 and COX2) enzyme inhibition. (S)-ketorolac is considered to be active enantiomer of racemic ketorolac.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.46 µM [IC50]
1.46 µM [IC50]
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Absolute configuration of (-)-5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-alpha]pyrrole-1-carboxylic acid, the active enantiomer of ketorolac.
1986 Apr
The pharmacokinetics of ketorolac enantiomers following intramuscular administration of the racemate.
1994 Jan
Preclinical enantioselective pharmacology of (R)- and (S)- ketorolac.
1998 Feb
Inhibition of anandamide hydrolysis by the enantiomers of ibuprofen, ketorolac, and flurbiprofen.
1999 Feb 15
Synergistic antiallodynic effects of spinal morphine with ketorolac and selective COX1- and COX2-inhibitors in nerve-injured rats.
1999 Jul
Characterization of the analgesic and anti-inflammatory activities of ketorolac and its enantiomers in the rat.
1999 Mar
Body weight, gender and pregnancy affect enantiomer-specific ketorolac pharmacokinetics.
2017 Sep

Sample Use Guides

rats: 0.01–1 mg/kg s.c.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 06:09:32 UTC 2021
Edited
by admin
on Sat Jun 26 06:09:32 UTC 2021
Record UNII
5H3TJ0A81K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
KETOROLAC, (S)-
Common Name English
(-)-KETOROLAC
Common Name English
1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-BENZOYL-2,3-DIHYDRO-, (1S)-
Systematic Name English
S-(-)-KETOROLAC
Common Name English
(1S)-5-BENZOYL-2,3-DIHYDRO-1H-PYRROLIZINE-1-CARBOXYLIC ACID
Systematic Name English
(S)-KETOROLAC
Common Name English
1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-BENZOYL-2,3-DIHYDRO-, (S)-
Common Name English
Code System Code Type Description
FDA UNII
5H3TJ0A81K
Created by admin on Sat Jun 26 06:09:32 UTC 2021 , Edited by admin on Sat Jun 26 06:09:32 UTC 2021
PRIMARY
PUBCHEM
181817
Created by admin on Sat Jun 26 06:09:32 UTC 2021 , Edited by admin on Sat Jun 26 06:09:32 UTC 2021
PRIMARY
CAS
66635-92-5
Created by admin on Sat Jun 26 06:09:32 UTC 2021 , Edited by admin on Sat Jun 26 06:09:32 UTC 2021
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC