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Merck
CN

SML1774

BAY-876

≥98% (HPLC), powder, GLUT1 inhibitor

Synonym(s):

N4-[1-[(4-Cyanophenyl)methyl]-5-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]-7-fluoro-2,4-quinolinedicarboxamide

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About This Item

Empirical Formula (Hill Notation):
C24H16F4N6O2
CAS Number:
1799753-84-6
Molecular Weight:
496.42
UNSPSC Code:
12352200
PubChem Substance ID:
329826059
NACRES:
NA.77

Key Documents

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Product Name

BAY-876, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 25 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC1=CC=C2C(N=C(C(N)=O)C=C2C(NC3=C(C)N(CC4=CC=C(C#N)C=C4)N=C3C(F)(F)F)=O)=C1

InChI

1S/C24H16F4N6O2/c1-12-20(21(24(26,27)28)33-34(12)11-14-4-2-13(10-29)3-5-14)32-23(36)17-9-19(22(30)35)31-18-8-15(25)6-7-16(17)18/h2-9H,11H2,1H3,(H2,30,35)(H,32,36)

InChI key

BKLJDIJJOOQUFG-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

BAY-876 is a potent, highly selective, cell-permeable inhibitor of glucose transporter GLUT1. It had an IC50 value of 2 nM in vitro and inhibited glucose uptake by Hela-MaTu cells with an IC50 value of 3.2 nM. BAY-876 was at least 130-fold selective for GLUT1 relative to GLUT2, GLUT3, GLUT4 and a panel of 18 kinases and 68 proteins. For full characterization details, please visit the BAY-876 probe summary on the Structural Genomics Consortium (SGC) website.

BAY-588 is the negative control for the active probe, BAY-876. BAY-588 is available from Sigma. To learn more about and purchase BAY-588, click here.

To learn about other SGC chemical probes for protein targets, visit sigma.com/sgc
Potent, highly selective, cell-permeable inhibitor of glucose transporter GLUT1

Features and Benefits

BAY-876 is a chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC chemical probes, visit sigma.com/SGC.
This compound is a featured product for Nitric Oxide & Cell Stress research. Click here to discover more featured Nitric Oxide & Cell Stress products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

BAY-588 is used as a negative control and is available from Sigma. To learn more about and purchase BAY-588, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000506522
0000506520
0000506520
0000506522
0000440378

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Roman V Uzhachenko et al.
Cell reports, 35(1), 108944-108944 (2021-04-08)
Inhibitors of cyclin-dependent kinases 4 and 6 (CDK4/6i) delay progression of metastatic breast cancer. However, complete responses are uncommon and tumors eventually relapse. Here, we show that CDK4/6i can enhance efficacy of T cell-based therapies, such as adoptive T cell transfer or
Xiaoguang Liu et al.
Nature cell biology, 22(4), 476-486 (2020-04-02)
SLC7A11-mediated cystine uptake is critical for maintaining redox balance and cell survival. Here we show that this comes at a significant cost for cancer cells with high levels of SLC7A11. Actively importing cystine is potentially toxic due to its low
Yilei Zhang et al.
Cancer research, 80(11), 2243-2256 (2020-04-11)
Epigenetic regulation of gene transcription has been shown to coordinate with nutrient availability, yet the mechanisms underlying this coordination remain incompletely understood. Here, we show that glucose starvation suppresses histone 2A K119 monoubiquitination (H2Aub), a histone modification that correlates with

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