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Merck

5.30389

GSK′872

≥98% (HPLC), solid, RIPK3 inhibitor, Calbiochem®

Synonym(s):

RIPK3 Inhibitor, GSK′872, N-(6-(Isopropylsulfonyl)quinolin-4-yl)benzo[d]thiazol-5-amine, RIP3 Kinase Inhibitor I, Receptor-Interacting Protein Kinase 3 Inhibitor I, GSK-872, Necrosis Inhibitor V, RIPK3 Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C19H17N3O2S2
CAS Number:
1346546-69-7
Molecular Weight:
383.49
MDL number:
MFCD30481302
UNSPSC Code:
12352200
NACRES:
NA.77

Product Name

RIPK3 Inhibitor, GSK′872,

SMILES string

[S](=O)(=O)(C(C)C)c1cc2c([nH]cc[c]2=Nc3cc4nc[s]c4cc3)cc1

InChI

1S/C19H17N3O2S2/c1-12(2)26(23,24)14-4-5-16-15(10-14)17(7-8-20-16)22-13-3-6-19-18(9-13)21-11-25-19/h3-12H,1-2H3,(H,20,22)

InChI key

ZCDBTQNFAPKACC-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
RIP3 Kinase
Reversible: yes

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable quinolinyl-benzothiazolamine compound that is reported to act as a RIP3-selective kinase inhibitor with >1,000-fold selectivity over a vast majority of more than 300 other kinases, including RIP1. RIP1 inhibitor Nec-1 (30 µM; Cat. Nos. 480065 & 505224 ) and genetic knockdown can be employed in conjunction with GSK′872 (3 µM) in delineating RIP1- vs. RIP3-dependency in Toll-like receptors- (TLRs) mediated necrosis and TNFR1-initiated necroptosis in the presence or absence of caspase inhibitor Z-VAD-FMK (25 µM; Cat. Nos. 627609 & 627610 ). While RIP3 and its downstream substrate MLKL are shown to mediate TLR3-initiated necrosis in the presence of Z-VAD-FMK in murine macrophage (BMDM & J774), fibroblast (3T3-SA & MEF), and endothelial (SVEC4-10) cultures, only in BMDM & J774 macrophage cultures is RIP1 involvement also seen in TLR3-mediated necrosis.

Other Notes

Kaiser, W.J., et al. 2013. J. Biol. Chem.288, 31268.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze 9-20°C). Stock solutions are stable for up to 3 months at -20°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)

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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Lei Wu et al.
Cancer immunology research, 8(5), 710-721 (2020-03-04)
Metabolic reprogramming is critical for the polarization and function of tumor-associated macrophages (TAM) and hepatocarcinogenesis, but how this reprogramming occurs is unknown. Here, we showed that receptor-interacting protein kinase 3 (RIPK3), a central factor in necroptosis, is downregulated in hepatocellular
Yun Wang et al.
Frontiers in cellular and infection microbiology, 9, 286-286 (2019-08-24)
Programmed cell death and especially necroptosis, a programmed and regulated form of necrosis, have been recently implicated in the progression and outcomes of influenza in mouse models. Moreover, Z-DNA/RNA binding protein 1 (ZBP1) has been identified as a key signaling

Global Trade Item Number

SKUGTIN
5.30389.000104055977260762

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