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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Tomoko Nishimura et al.
PloS one, 3(7), e2558-e2558 (2008-07-04)
Selective serotonin reuptake inhibitors (SSRIs) have been widely used and are a major therapeutic advance in psychopharmacology. However, their pharmacology is quite heterogeneous. The SSRI fluvoxamine, with sigma-1 receptor agonism, is shown to potentiate nerve-growth factor (NGF)-induced neurite outgrowth in
Entamoeba histolytica induce signaling via Raf/MEK/ERK for neutrophil extracellular trap (NET) formation
Fonseca Z, et al.
Frontiers in Cellular and Infection Microbiology, 8(12), 226-226 (2018)
Yuan Zhang et al.
Scientific reports, 7(1), 10385-10385 (2017-09-06)
Enterovirus 71 (EV71) is a major pathogen of hand, foot, and mouth disease (HFMD). To date, no antiviral drug has been approved to treat EV71 infection. Due to the essential role that EV71 3 C protease (3C
Raf-1 interferes with Ras and Rap1A effector functions in yeast.
Ruggieri R, et al.
Molecular Biology of the Cell, 5(2), 173-181 (1994)
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)
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