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GW806742X

SIGMA/SML1990 - ≥98% (HPLC)

Synonym: 3-(4-(Methyl(4-(3-(4-(trifluoromethoxy)phenyl)ureido)phenyl)amino)pyrimidin-2-ylamino)benzenesulfonamide

CAS Number: 579515-63-2
Empirical Formula (Hill Notation): C25H22F3N7O4S
Molecular Weight: 573.55
MDL Number: MFCD29036385
Linear Formula: C25H22F3N7O4S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1990-5MG 5 mg
 $152.00
1/EA		 Add To Favorites
45-SML1990-25MG 25 mg
 $584.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C25H22F3N7O4S/c1-35(22-13-14-30-23(34-22)31-18-3-2-4-21(15-18)40(29,37)38)19-9-5-16(6-10-19)32-24(36)33-17-7-11-20(12-8-17)39-25(26,27)28/h2-15H,1H3,(H2,29,37,38)(H,30,31,34)(H2,32,33,36)
InChI key SNRUTMWCDZHKKM-UHFFFAOYSA-N
SMILES string CN(C1=NC(NC2=CC(S(=O)(N)=O)=CC=C2)=NC=C1)C3=CC=C(NC(NC4=CC=C(OC(F)(F)F)C=C4)=O)C=C3
solubility DMSO: 2 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: ATP site-targeting kinase inhibitor and an anti-necroptosis agent that targets MLKL pseudokinase domain.
Biochem/physiol Actions: Originally characterized an ATP site-targeing kinase inhibitor (IC50 in nM = 2/VEGFR2, 15/SRC, 47/C-FMS, 851/GSK3, 9016/ERBB2, 9120/FGFR) with potent antiproliferation activity against cancer cultures (IC50 in nM = 5/HUVEC-v, 424/HUVEC-b, 81/HEF, 453/MDA468, 470/A375P, 693/HT29, 734/PC3), GW806742X is now better known as Compound 1 for its anti-necroptosis activity via affinity interaction with MLKL pseudokinase domain (Kd = 9.3 μM), thereby preventing the 4HB domain from exerting its necroptototic effect following RIPK3-mediated pseudokinase domain phosphorylation. GW806742X inhibits TSQ (1 ng/mL TNF, 500 nM Smac-mimetic, 10 μM Q-VD-Oph) treatment-induced necroptosis of mouse dermal fibroblasts (IC50 <50 nM) with >50-fold greater potency than Nec-1, while reduced efficiency is only observed in the presence of supraphysiological TNF concentrations of 100 ng/mL (IC50 = 100-500 nM; Max efficacy ~50%).
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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