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(R)-(+)-Ketorolac

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(R)-(+)-Ketorolac Basic information

Product Name:
(R)-(+)-Ketorolac
Synonyms:
  • Ketorolac R-IsoMer
  • (1R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
  • Ketorolac impurity 1/Ketorolac R-Isomer
  • (R)-(+)-Ketorolac
  • (R)-Ketorolac
  • 1H-Pyrrolizine-1-carboxylic acid, 5-benzoyl-2,3-dihydro-, (1R)-
  • (R)-(+)-Ketorolac ISO 9001:2015 REACH
  • (R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
CAS:
66635-93-6
MF:
C15H13NO3
MW:
255.27
Product Categories:
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
66635-93-6.mol
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(R)-(+)-Ketorolac Chemical Properties

Melting point:
163-170°C
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
powder
color 
white to beige
optical activity
[α]/D +162 to +178°, c = 1 in methanol
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(R)-(+)-Ketorolac Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

(R)-Ketorolac is the R-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 R configuration. Unlike the S-enantiomer, it does not exhibit COX1 and COX2 inhibition, but does exhibit analgesic activity. Racemic keto olac, known simply as ketorolac, is used (mainly as a 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.

Biochem/physiol Actions

R-Ketorolac is potent and selective Rho-family GTPases Cdc42 (cell division control protein 42) and Rac1 (Ras-related C3 botulinum toxin substrate 1) allosteric inhibitor that modulates downstream GTPase-dependent physiologic responses critical to tumor metastasis. R-ketorolac significantly inhibits ovarian cancer cell adhesion, migration, and invasion.

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