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R-Ketorolac

Name: R-Ketorolac
Brand: SIGMA

≥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:

66635-93-6

Molecular Weight:

255.27

UNSPSC Code:

12352200

PubChem Substance ID:

329825993

NACRES:

NA.77

MDL number:

MFCD00871492

Assay:

≥95% (HPLC)

Form:

powder

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Properties

Product Name

R-Ketorolac, ≥95% (HPLC)

Quality Segment

100

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

Description

Biochem/physiol Actions

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.

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.

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This Item	SML3299	K1136	I117
Sigma-Aldrich SML1654 R-Ketorolac	Sigma-Aldrich SML3299 S-Ketorolac	Sigma-Aldrich K1136 Ketorolac tris salt	Sigma-Aldrich I117 R(+)-IAA-94
description ≥95% (HPLC)	description ≥98% (HPLC)	description ≥99%, crystalline	description ≥98% (HPLC), solid
assay ≥95% (HPLC)	assay ≥98% (HPLC)	assay ≥99%	assay ≥98% (HPLC)
form powder	form powder	form crystalline	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. room temp	storage temp. 2-8°C
solubility DMSO: 25 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility H₂O: soluble 15 mg/mL, clear, colorless to faintly yellow (stable at least one month at −20 °C.)	solubility DMSO: >20 mg/mL, dilute aqueous acid: insoluble, ethanol: 20 mg/mL, H₂O: 0.2 mg/mL, 0.1 M NaOH: 2.8 mg/mL
color white to beige	color white to beige	color -	color white

signalword

Warning

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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