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SML1654 Sigma-Aldrich

R-Ketorolac

≥95% (HPLC)

Synonym: (+)-Ketorolac, (1R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid;, (R)-(+)-ketorolac, (R)-Ketorolac

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, G Protein Function,
Quality Level   100
assay   ≥95% (HPLC)
form   powder
optical activity   [α]/D +162 to +178°, c = 1 in methanol
color   white to beige
solubility   DMSO: 25 mg/mL, clear
storage temp.   −20°C
SMILES string   O=C(O)[C@H]1C2=CC=C(C(C3=CC=CC=C3)=O)N2CC1
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
InChI key   OZWKMVRBQXNZKK-LLVKDONJSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Ketorolac ((rac)-5-benzoyl-1,2-3H-pyrrolo[1,2a] pyrrole1-carboxylic acid) is a non-steroidal anti-inflammatory drug (NSAID). It is used as a racemic mixture that contains a 1:1 ratio of the R(+) and S(−) stereoisomers. It is broadly used off-label as a parenteral analgesic in children. Ketorolac serves as a non-narcotic analgesic. It prevents the synthesis of prostaglandins, peripheral to the central nervous system.

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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