SML1960 Sigma-Aldrich


≥98% (HPLC)

Synonym: 6-(tert-Butylsulfonyl)-N-(5-fluoro-1H-indazol-3-yl)quinolin-4-amine, GSK′583, GSK-2616583A, GSK583

  • CAS Number 1346547-00-9

  • Empirical Formula (Hill Notation) C20H19FN4O2S

  • Molecular Weight 398.45



Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, G
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
  protect from light
color   white to beige
solubility   DMSO: 20 mg/mL, clear
storage temp.   2-8°C


Biochem/physiol Actions

GSK583 is a cell-permeable indazolylquinolinamine that acts as an ATP-competitive (IC50 = 2 & 5 nM using rat & human RIPK2, respectively) inhibitor against RIPK2 kinase activity (66.6% inhibition at 1 μM; [ATP] = 10 μM), exhibiting much reduced or no inhibitory potency against a panel of 209 other kinases <34% inhibition at 1 μM; [ATP] = 10 ?M). GSK583 selectively inhibits against NOD1- and NOD2-, but not TLR2-, TLR4-, TLR7-. IL-1R-, or TNFR-dependent pro-inflammatory cytokines release (>95% inhibition vs. <40% inhibition at 1 ?M using primary human monocytes stimulated with respective ligands). GSK583 effectively inhibits TNF? and IL-6 production from Crohn′s disease (CD) and ulcerative colitis (UC) patients intestinal explant cultures ex vivo (IC50 = 200 nM) and is efficacious against NOD1 ligand FK156- and NOD2 ligand MDP-induced inflammatory responses in mice and rats (10 mg/kg p.o.) in vivo.

Safety & Documentation

Safety Information

NONH for all modes of transport


Certificate of Analysis

Protocols & Articles
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