MK-0591

MK-0591 is an inhibitor of 5-lipoxygenase-activating protein (FLAP, IC50 = 1.6 nM for the human enzyme). It inhibits leukotriene B4 (LTB4, Cay-20110) biosynthesis in isolated rat neutrophils stimulated with the calcium ionophore A23187 (Cay-11016, IC50 = 6 nM) but does not inhibit 5-lipoxygenase (5-LO) in a cell-free assay (IC50 = > 4 µM for the rat enzyme). MK-0591 (0.3 and 1 mg/kg) prevents increases in airway resistance and decreases in dynamic compliance in Ascaris antigen-induced squirrel monkeys. It decreases proteinuria and reduces decreases in renal LTC4 synthase activity in a rat model of glomerulonephritis induced by nephrotoxic rabbit serum when administered at a dose of 60 mg/kg. MK-0591 (8 µM) also induces apoptosis in LNCaP prostate cancer cells.Formal Name: 1-[(4-chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-alpha,alpha-dimethyl-5-(2-quinolinylmethoxy)-1H-indole-2-propanoic acid. CAS Number: 136668-42-3. Synonyms: L-686,708, Quiflapon. Molecular Formula: C34H35ClN2O3S. Formula Weight: 587.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: 50 mg/ml. lambdamax: 230 nm. SMILES: O=C(C(C)(CC1=C(C2=C(N1CC3=CC=C(C=C3)Cl)C=CC(OCC4=NC5=C(C=C4)C=CC=C5)=C2)SC(C)(C)C)C)O. InChi Code: InChI=1S/C34H35ClN2O3S/c1-33(2,3)41-31-27-18-26(40-21-25-15-12-23-8-6-7-9-28(23)36-25)16-17-29(27)37(20-22-10-13-24(35)14-11-22)30(31)19-34(4,5)32(38)39/h6-18H,19-21H2,1-5H3,(H,38,39). InChi Key: NZOONKHCNQFYCI-UHFFFAOYSA-N.