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G6416

Sigma-Aldrich

GW5074

powder

Synonym(s):

3-(3,5-Dibromo-4-hydroxybenzyliden)-5-iodo-1,3-dihydroindol-2-one

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About This Item

Empirical Formula (Hill Notation):
C15H8Br2INO2
CAS Number:
220904-83-6
Molecular Weight:
520.94
MDL number:
MFCD03453076
UNSPSC Code:
12352200
PubChem Substance ID:
24278455
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow to orange-brown

solubility

DMSO: 5 mg/mL, clear

storage temp.

room temp

SMILES string

Oc1c(Br)cc(cc1Br)\C=C2/C(=O)Nc3ccc(I)cc23

InChI

1S/C15H8Br2INO2/c16-11-4-7(5-12(17)14(11)20)3-10-9-6-8(18)1-2-13(9)19-15(10)21/h1-6,20H,(H,19,21)/b10-3-

InChI key

LMXYVLFTZRPNRV-KMKOMSMNSA-N

Gene Information

human ... RAF1(5894)

Application

GW5074 has been used as a specific inhibitor of cRaf1 in C2 murine skeletal myoblasts, HT-29 colorectal adenocarcinoma cell line and neutrophils.

Biochem/physiol Actions

GW5074 is a cRaf1 kinase inhibitor, which is placed immediately downstream of Ras in the Motogen activated protein kinase (MAPK) signaling pathway. It elicits protection in GW5074 prevents degeneration in Huntington′s disease and also have therapeutic potential in treating neurodegenerative disorders. GW5074 in combination with anti-inflammatory drug, dexamethasone, attenuates sidestream smoke-induced airway inflammation.

Other Notes

light sensitive

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Human intestinal epithelial cells respond to beta-glucans via Dectin-1 and Syk
Cohen-Kedar S, et al.
European Journal of Immunology, 44(12), 3729-3740 (2014)
ERK12 and p38-MAPK signalling pathways, through MSK1, are involved in NF-kappaB transactivation during oxidative stress in skeletal myoblasts
Kefaloyianni E, et al.
Cellular Signalling, 18(12), 2238-2251 (2006)
Kaia Mobraten et al.
Lipids in health and disease, 12, 101-101 (2013-07-16)
Omega-3 PUFAs are known to have anti-inflammatory properties, and different mechanisms are involved. GPR120 is a G-protein coupled receptor that has recently received attention because of its anti-inflammatory signalling properties after binding omega-3 PUFAs. However, both omega-3 and omega-6 PUFAs
The c-Raf inhibitor GW5074 provides neuroprotection in vitro and in an animal model of neurodegeneration through a MEK-ERK and Akt-independent mechanism
Chin PC, et al.
Journal of Neurochemistry, 90(3), 595-608 (2004)
The Raf-1 inhibitor GW5074 and dexamethasone suppress sidestream smoke-induced airway hyperresponsiveness in mice
Lei Y, et al.
Respiratory Research, 9(1), 71-71 (2008)
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