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
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
| Molecular Formula | C15H13NO3 |
| Molecular Weight | 255.2686 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
(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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Preclinical enantioselective pharmacology of (R)- and (S)- ketorolac. | 1998-02 |
|
| Racemization of ketorolac in aqueous solution. | 1995-09 |
|
| Determination of ketorolac enantiomers in plasma using enantioselective liquid chromatography on an alpha 1-acid glycoprotein chiral stationary phase and ultraviolet detection. | 1994-08-05 |
|
| Absolute configuration of (-)-5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-alpha]pyrrole-1-carboxylic acid, the active enantiomer of ketorolac. | 1986-04 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:45:49 GMT 2025
by
admin
on
Mon Mar 31 23:45:49 GMT 2025
|
| Record UNII |
10A5O25ILE
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
66635-93-6
Created by
admin on Mon Mar 31 23:45:49 GMT 2025 , Edited by admin on Mon Mar 31 23:45:49 GMT 2025
|
PRIMARY | |||
|
76227
Created by
admin on Mon Mar 31 23:45:49 GMT 2025 , Edited by admin on Mon Mar 31 23:45:49 GMT 2025
|
PRIMARY | |||
|
10A5O25ILE
Created by
admin on Mon Mar 31 23:45:49 GMT 2025 , Edited by admin on Mon Mar 31 23:45:49 GMT 2025
|
PRIMARY | |||
|
DTXSID801317579
Created by
admin on Mon Mar 31 23:45:49 GMT 2025 , Edited by admin on Mon Mar 31 23:45:49 GMT 2025
|
PRIMARY | |||
|
181818
Created by
admin on Mon Mar 31 23:45:49 GMT 2025 , Edited by admin on Mon Mar 31 23:45:49 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
RACEMATE -> ENANTIOMER |
| Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
|---|---|---|---|---|---|---|
| Biological Half-life | PHARMACOKINETIC |
|
|
|||