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SML1654

Sigma-Aldrich

R-Ketorolac

≥95% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C15H13NO3
Número CAS:
66635-93-6
Peso molecular:
255.27
Número MDL:
MFCD00871492
Código UNSPSC:
12352200
ID de substância PubChem:
329825993
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥95% (HPLC)

forma

powder

atividade óptica

[α]/D +162 to +178°, c = 1 in methanol

cor

white to beige

solubilidade

DMSO: 25 mg/mL, clear

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

OZWKMVRBQXNZKK-LLVKDONJSA-N

Ações bioquímicas/fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
The pharmacokinetics of ketorolac enantiomers following intramuscular administration of the racemate.
Hayball PJ, et al.
British Journal of Clinical Pharmacology, 37(1), 75-78 (1994)
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
Enantiomer?selective pharmacokinetics and metabolism of ketorolac in children.
Kauffman RE, et al.
Clinical Pharmacology and Therapeutics, 65(4), 382-388 (1999)
Tudor I Oprea et al.
PloS one, 10(11), e0142182-e0142182 (2015-11-13)
Rho family GTPases (including Rac, Rho and Cdc42) collectively control cell proliferation, adhesion and migration and are of interest as functional therapeutic targets in numerous epithelial cancers. Based on high throughput screening of the Prestwick Chemical Library® and cheminformatics we
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