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Merck

553509

Ras/Rac Transformation Blocker, SCH 51344

A cell-permeable pyrazoloquinoline compound that acts as an effective blocker of Ras-induced malignant transformation and inhibits Ras/Rac-dependent dissociation of EMS1 from the actin-myosin II complex and membrane ruffling.

Synonym(s):

Ras/Rac Transformation Blocker, SCH 51344, 6-Methoxy-4-(2-((2-hydroxyethoxyl)-ethyl)amino)-3-methyl-1H-pyrazolo[3,4-b]quinoline

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About This Item

Empirical Formula (Hill Notation):
C16H20N4O3
CAS Number:
171927-40-5
Molecular Weight:
316.36
MDL number:
MFCD18447963
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

[nH]1nc(c2c1nc3c(c2NCCOCCO)cc(cc3)OC)C

InChI

1S/C16H20N4O3/c1-10-14-15(17-5-7-23-8-6-21)12-9-11(22-2)3-4-13(12)18-16(14)20-19-10/h3-4,9,21H,5-8H2,1-2H3,(H2,17,18,19,20)

InChI key

YWEGXZZAORIRQR-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

light yellow

solubility

DMSO: 20 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

General description

A cell-permeable pyrazoloquinoline compound that acts as an effective blocker of Ras-induced malignant transformation and inhibits Ras/Rac-dependent dissociation of EMS1 from the actin-myosin II complex and membrane ruffling. The effect of SCH 51344 is limited to Ras/Rac pathway(s) other than those involving ERK and JNK. Shown to directly target human mutT homolog MTH1/NUDT1 with a Kd of 49 nM and inhibit its catalytic activity (IC50 for pyrophosphate release during nucleotide triphosphate hydrolysis = 215, 410 and 675 nM against dGTP, 8-oxo-dGTP and 2-OH-dATP substrates, respectively).

Biochem/physiol Actions

Reversible: no
Primary Target
Ras/Rac
Cell permeable: yes
Product does not compete with ATP.

Packaging

Packaged under inert gas

Other Notes

Huber, K. V. M., et al. 2014. Nature In press.
He, H., et al. 1998. Mol. Cell. Biol.18, 3829.
Walsh, A.B., et al. 1997. Oncogene15, 2553.
Chandra Kumar, C., et al. 1995. Cancer Res.55, 5106.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

553509-1.1ML: + 553509-10MG: + 553509-MG:

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Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
553509-10MGCN04055977193688

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