LY-83583

• CAT Number: R000024
• CAS Number: 91300-60-6
• Molecular Formula: C15H10N2O2
• Molecular Weight: 250.257
• Purity: ≥95%
• Synonyms: 6-Anilinoquinoline-5,8-quinone; 5,8-Dihydro-5,8-dioxo-6-(phenylamino)quinoline; 6-(phenylamino)-5,8-quinolinedione; LY 83583
• Target: Guanylate Cyclase
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: 6-anilinoquinoline-5,8-dione
• InChI: InChI=1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H
• InChIKey: GXIJYWUWLNHKNW-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)NC2=CC(=O)C3=C(C2=O)C=CC=N3

LY83583 is a Msp1 inhibitor, a guanylate cyclase inhibitor and a cGMP modulator. LY83583 inhibits soluble guanylate cyclase in human platelets with an IC50 value of 2 µM. LY83583 also inhibits leukotriene synthesis in guinea pig lung and rat peritoneal cells with an IC50 value of 1.8 µM and is a noncompetitive inhibitor of glutathione reductase in bovine intestinal mucosa with a Ki value of 3 µM.

Reference

1:Naunyn Schmiedebergs Arch Pharmacol. 1989 Jul;340(1):119-25. LY 83583 (6-anilino-5,8-quinolinedione) blocks nitrovasodilator-induced cyclic GMP increases and inhibition of platelet activation.Mülsch A,Lückhoff A,Pohl U,Busse R,Bassenge E, PMID: 2552329 Abstract: We studied the effects and the mechanism of action of the cyclic GMP-lowering substance 6-anilino-5,8-quinolinedione (LY 83583) on cyclic GMP-mediated inhibition of platelet function. The activation of washed human platelets by thrombin was counteracted by 8-bromo-cyclic GMP and the direct activators of soluble guanylate cyclase, sodium nitroprusside and endothelium-derived relaxant factor (EDRF = nitric oxide). LY 83583 significantly antagonized the inhibitory effect of sodium nitroprusside and EDRF, but not that of 8-bromo-cyclic GMP, on thrombin-induced aggregation, ATP-release, adhesion to native endothelial cells and increase in concentration of free intracellular calcium ions. In accordance, increases in intracellular cyclic GMP by sodium nitroprusside and EDRF were attenuated by LY 83583. The inhibition of cyclic GMP-mediated effects on platelets by LY 83583 could be related to inhibition of platelet soluble guanylate cyclase, as the activation of the purified enzyme from platelets by sodium nitroprusside was directly inhibited by LY 83583. This effect of LY 83583 was attenuated in the presence of superoxide dismutase. Our findings support the hypothesis that sodium nitroprusside and EDRF inhibit platelet activation by stimulation of soluble guanylate cyclase via nitric oxide. Consequently, inhibition of nitric oxide-induced cyclic GMP formation by LY 83583, which may act by intracellular generation of superoxide anions, facilitates platelet activation.