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(S)-Ketorolac

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(S)-Ketorolac Basic information

Product Name:
(S)-Ketorolac
Synonyms:
  • Ketorolac S-IsoMer
  • Ketorolac impurity 2/Ketorolac S-Isomer
  • 1H-Pyrrolizine-1-carboxylic acid, 5-benzoyl-2,3-dihydro-, (1S)-
  • (S)-Ketorolac ISO 9001:2015 REACH
  • Phosphorousacid,tris(1,5-dimethylethyl)ester
CAS:
66635-92-5
MF:
C15H13NO3
MW:
255.27
Product Categories:
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
66635-92-5.mol
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(S)-Ketorolac Chemical Properties

Melting point:
160-167?C
Boiling point:
493.2±40.0 °C(Predicted)
Density 
1.33±0.1 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Chloroform: Slightly; Ethanol: >1mg/ml; Methanol: Slightly
form 
A crystalline solid
pka
4.29±0.20(Predicted)
color 
White to off-white
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(S)-Ketorolac Usage And Synthesis

Description

(S)-Ketorolac is a non-selective COX inhibitor and non-steroidal anti-inflammatory drug (NSAID; IC50s = 0.1 and 2.7 μM for COX-1 and COX-2, respectively). (S)-Ketorolac is approximately twice as potent as the racemic mixture and 60 times more potent than (R)-ketorolac in a rat pain assay. (S)-Ketorolac is cleared from rat kidney and liver more quickly than (R)-ketorolac. Formulations containing ketorolac have been used to manage postoperative pain as well as an ophthalmic solution to treat ocular pain and inflammation.

Chemical Properties

Off-White Solid

Uses

The R-enantiomer of Ketorolac. The (S)-enantiomer is about 60 times more potent than (R)-enantiomer. Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

Uses

(S)-Ketorolac is the S-enantiomer of Ketorolac. The (S)-enantiomer is about 60 times more potent than (R)-enantiomer. Prostaglandin biosynthesis inhibitor. Analgesic; anti-inflammatory.

Definition

ChEBI: A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has S configuration. While (S)-ketorolac is a COX1 and COX2 inhibitor, both enantiomers exhibit analgesic effects. Racemic ketorolac, known s mply as ketorolac, is used (mainly as the tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.

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