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Merck
CN

SML3299

Sigma-Aldrich

S-Ketorolac

≥98% (HPLC)

Synonym(s):

(-)-Ketorolac, (1S)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, (S)-Ketorolac

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About This Item

Empirical Formula (Hill Notation):
C15H13NO3
CAS Number:
66635-92-5
Molecular Weight:
255.27
MDL number:
MFCD00871493
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -165 to -185°, c = 0.5 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[n]21c(ccc2C(=O)c3ccccc3)[C@H](CC1)C(=O)O

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

Related Categories

Biochem/physiol Actions

S-Ketorolac is an active enantiomer of nonsteroidal anti-inflammatory drug Ketorolac. S-Ketorolac is a selective and potent cyclooxygenase 1/2 (COX-1/2) inhibitor which exhibits anti-inflammatory activities. It is significantly more potent than non-selective COX inhibitors indomethacin or diclofenac.
selective and potent COX-1/2 inhibitor

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000167576
0000167575
0000160686
0000167576
0000160686

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Pyry A Välitalo et al.
British journal of clinical pharmacology, 83(9), 1966-1975 (2017-04-22)
Although ketorolac analgesia is linked only to the S-enantiomer, there is limited information on the stereo-selective pharmacokinetics of this agent. We studied the stereo-selective pharmacokinetics of ketorolac in a pooled dataset of two studies, with women at delivery and 4-5 months
M F Jett et al.
The Journal of pharmacology and experimental therapeutics, 288(3), 1288-1297 (1999-02-23)
The marked analgesic efficacy of ketorolac in humans, relative to other nonsteroidal anti-inflammatory drugs (NSAIDs), has lead to speculation as to whether additional non-NSAID mechanism(s) contribute to its analgesic actions. To evaluate this possibility, we characterized (R,S)-ketorolac's pharmacological properties in
Laurie G Hudson et al.
Cancers, 11(8) (2019-07-28)
Cytoreductive surgery and chemotherapy are cornerstones of ovarian cancer treatment, yet disease recurrence remains a significant clinical issue. Surgery can release cancer cells into the circulation, suppress anti-tumor immunity, and induce inflammatory responses that support the growth of residual disease.

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