SML1654
R-Ketorolac
≥95% (HPLC), GTPases/ Cdc42 /Rac1 inhibitor, powder
Synonym(s):
(+)-Ketorolac, (1R)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid;, (R)-(+)-ketorolac, (R)-Ketorolac
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About This Item
Empirical Formula (Hill Notation):
C15H13NO3
CAS Number:
Molecular Weight:
255.27
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
R-Ketorolac, ≥95% (HPLC)
Quality Level
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
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.
R-Ketorolac is potent and selective Rho-family GTPases Cdc42 and Rac1 allosteric inhibitor.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Enantiomer?selective pharmacokinetics and metabolism of ketorolac in children.
Kauffman RE, et al.
Clinical Pharmacology and Therapeutics, 65(4), 382-388 (1999)
Yuna Guo et al.
Molecular cancer therapeutics, 14(10), 2215-2227 (2015-07-25)
Cdc42 (cell division control protein 42) and Rac1 (Ras-related C3 botulinum toxin substrate 1) are attractive therapeutic targets in ovarian cancer based on established importance in tumor cell migration, adhesion, and invasion. Despite a predicted benefit, targeting GTPases has not
Tudor I Oprea et al.
Drug discovery today. Therapeutic strategies, 8(3-4), 61-69 (2012-03-01)
Academia and small business research units are poised to play an increasing role in drug discovery, with drug repurposing as one of the major areas of activity. Here we summarize project status for a number of drugs or classes of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1654-25MG | 04061832983707 |
| SML1654-5MG | 04061832983714 |