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Merck

341305

Fasentin

Synonym(s):

Fasentin, 6094911, N-(4-Chloro-3-(trifluoromethyl)phenyl)-3-oxobutanamide, Glucose Transporter Inhibitor, Glucose Transporter Inhibitor, 6094911, N-(4-Chloro-3-(trifluoromethyl)phenyl)-3-oxobutanamide

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About This Item

Empirical Formula (Hill Notation):
C11H9ClF3NO2
CAS Number:
392721-37-8
Molecular Weight:
279.64
UNSPSC Code:
12352200
NACRES:
NA.54
MDL number:
MFCD01001285

Key Documents

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SMILES string

FC(F)(F)c1c(ccc(c1)NC(=O)CC(=O)C)Cl

InChI

1S/C11H9ClF3NO2/c1-6(17)4-10(18)16-7-2-3-9(12)8(5-7)11(13,14)15/h2-3,5H,4H2,1H3,(H,16,18)

InChI key

GNYIJZMBLZXJEJ-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 20 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable oxobutananilide compound that is predicted to interact with Glut (Glucose Transporter) at an intracellular site based on a virtual docking study and shown to inhibit Glut-mediated cellular glucose uptake (50% and 80% inhibition of 2-deoxy-D-glucose uptake in Glut1- and Glut4-overexpressing L6 myoblasts, respectively, at 300 µM). Fas-resistant cell lines that are made Fas-responsive upon medium glucose deprivation are also shown to be sensitized by Fasentin to Fas-mediated cell death (ED50 = 35 µM in PPC-1 cultures), while cells that remain Fas-resistant upon glucose deprivation, e.g. DU145, are shown not to be sensitized by Fasentin to Fas-mediated death.

Other Notes

Wood, T.E., et al. 2008. Mol. Cancer Ther.7, 3546
Schimmer, A.D., et al. 2006. Cancer Res.66, 2367.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -2°C.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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