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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H13NO3
Molecular Weight 255.2686
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

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

SMILES

OC(=O)[C@@H]1CCN2C1=CC=C2C(=O)C3=CC=CC=C3

InChI

InChIKey=OZWKMVRBQXNZKK-LLVKDONJSA-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-/m1/s1

HIDE SMILES / InChI
(R)- enantiomer does not exhibit COX inhibition – it was > 100-fold less active than (S)- enantiomer on both COX subtypes. (R)- enantiomer is about 60 times less potent than the (-)-S isomer in the carrageenan edema test and ca. 230 times less active than the (-)-S isomer in the mouse phenylquinone writhing assay. R-ketorolac is an inhibitor of fatty acid amide hydrolase, but not at physiological concentrations.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
34.0 nM [IC50]
50.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
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
Preclinical enantioselective pharmacology of (R)- and (S)- ketorolac.
1998 Feb
Patents

Sample Use Guides

Rat: 60,120 or 200 ug
Route of Administration: Other
In Vitro Use Guide
(R)-ketorolac showed 12% inhibition of [3H]pCl-Phe-DPDPE binding to delta opioid receptor at 10(-5) M.
Name Type Language
KETOROLAC, (R)-
Common Name English
1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-BENZOYL-2,3-DIHYDRO-, (1R)-
Systematic Name English
(+)-KETOROLAC
Common Name English
(R)-KETOROLAC
Common Name English
R-(+)-KETOROLAC
Common Name English
(1R)-5-BENZOYL-2,3-DIHYDRO-1H-PYRROLIZINE-1-CARBOXYLIC ACID
Systematic Name English
1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-BENZOYL-2,3-DIHYDRO-, (R)-
Common Name English
Code System Code Type Description
CAS
66635-93-6
Created by admin on Sat Dec 16 11:18:31 UTC 2023 , Edited by admin on Sat Dec 16 11:18:31 UTC 2023
PRIMARY
CHEBI
76227
Created by admin on Sat Dec 16 11:18:31 UTC 2023 , Edited by admin on Sat Dec 16 11:18:31 UTC 2023
PRIMARY
FDA UNII
10A5O25ILE
Created by admin on Sat Dec 16 11:18:31 UTC 2023 , Edited by admin on Sat Dec 16 11:18:31 UTC 2023
PRIMARY
PUBCHEM
181818
Created by admin on Sat Dec 16 11:18:31 UTC 2023 , Edited by admin on Sat Dec 16 11:18:31 UTC 2023
PRIMARY