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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H13NO3.C4H11NO3
Molecular Weight 376.4044
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

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

SMILES

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

InChI

InChIKey=BWHLPLXXIDYSNW-MERQFXBCSA-N
InChI=1S/C15H13NO3.C4H11NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13;5-4(1-6,2-7)3-8/h1-7,11H,8-9H2,(H,18,19);6-8H,1-3,5H2/t11-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C4H11NO3
Molecular Weight 121.1352
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Inhibition of anandamide hydrolysis by the enantiomers of ibuprofen, ketorolac, and flurbiprofen.
1999 Feb 15
Characterization of the analgesic and anti-inflammatory activities of ketorolac and its enantiomers in the rat.
1999 Mar

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 15:19:18 UTC 2021
Edited
by admin
on Sat Jun 26 15:19:18 UTC 2021
Record UNII
E84R314D35
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
KETOROLAC TROMETHAMINE, (S)-
Common Name English
1,3-PROPANEDIOL, 2-AMINO-2-(HYDROXYMETHYL)-, (1S)-5-BENZOYL-2,3-DIHYDRO-1H-PYRROLIZINE-1-CARBOXYLATE (SALT)
Common Name English
1H-PYRROLIZINE-1-CARBOXYLIC ACID, 5-BENZOYL-2,3-DIHYDRO-, (1S)-, COMPD. WITH 2-AMINO-2-(HYDROXYMETHYL)-1,3-PROPANEDIOL (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
E84R314D35
Created by admin on Sat Jun 26 15:19:18 UTC 2021 , Edited by admin on Sat Jun 26 15:19:18 UTC 2021
PRIMARY
CAS
156699-13-7
Created by admin on Sat Jun 26 15:19:18 UTC 2021 , Edited by admin on Sat Jun 26 15:19:18 UTC 2021
PRIMARY
PUBCHEM
73416230
Created by admin on Sat Jun 26 15:19:18 UTC 2021 , Edited by admin on Sat Jun 26 15:19:18 UTC 2021
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER