A non-selective COX inhibitor
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(S)-Ketorolac

Item No. 11348

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
CAS Number
66635-92-5
Synonyms
  • (−)-Ketorolac
Molecular Formula
C15H13NO3
Formula Weight
255.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: SlightlyEthanol: >1mg/mlMethanol: Slightly
λmax
245, 312 nm
SMILES
O=C(C1=CC=C2N1CC[C@@H]2C(O)=O)C3=CC=CC=C3
InChi Code
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-/m0/s1
InChi Key
OZWKMVRBQXNZKK-NSHDSACASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $117

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    5 mg

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    Product 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).1 (S)-Ketorolac is approximately twice as potent as the racemic mixture (Item No. 9001148) and 60 times more potent than (R)-ketorolac in a rat pain assay.2 (S)-Ketorolac is cleared from rat kidney and liver more quickly than (R)-ketorolac.3 Formulations containing ketorolac have been used to manage postoperative pain as well as an ophthalmic solution to treat ocular pain and inflammation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Handley, D.A., Cervoni, P., McCray, J.E., et al. Preclinical enantioselective pharmacology of (R)- and (S)- ketorolac. J. Clin. Pharmacol. 38, 25S-35S (1998).

    2. Guzmán, A., Yuste, F., Toscano, R.A., et al. Absolute configuration of (−)-5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-alpha]pyrrole-1-carboxylic acid, the active enantiomer of ketorolac. J. Med. Chem. 29(4), 589-591 (1986).

    3. Dubey, S.K., Anand, A., and Saha, R.N. Enantioselective tissue distribution of ketorolac and its enantiomers in rats. Drug Res. (Stuttg.) 65(8), 428-431 (2015).

    4. Gordon, S.M., Brahim, J.S., Rowan, J., et al. Pharmacodynamics and drug action. Peripheral prostanoid levels and nonsteroidal anti-inflammatory drug analgesia: Replicate clinical trials in a tissue injury model. Clin. Pharmacol. Ther. 72(2), 175-183 (2002).