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SML1654

Sigma-Aldrich

R-Ketorolac

≥95% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C15H13NO3
Numero CAS:
66635-93-6
Peso molecolare:
255.27
Numero MDL:
MFCD00871492
Codice UNSPSC:
12352200
ID PubChem:
329825993
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥95% (HPLC)

Stato

powder

Attività ottica

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

Colore

white to beige

Solubilità

DMSO: 25 mg/mL, clear

Temperatura di conservazione

−20°C

Stringa SMILE

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
OZWKMVRBQXNZKK-LLVKDONJSA-N

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
066M4746V

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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
Enantiomer?selective pharmacokinetics and metabolism of ketorolac in children.
Kauffman RE, et al.
Clinical Pharmacology and Therapeutics, 65(4), 382-388 (1999)
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
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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