TUG-499

• CAT Number: I042481
• CAS Number: 1206629-08-4
• Molecular Formula: C16H11Cl2NO2
• Molecular Weight: 320.17
• Purity: ≥95%
• Synonyms: 3-[4-[2-(2,6-dichloropyridin-4-yl)ethynyl]phenyl]propanoic acid
• InChI: InChI=1S/C16H11Cl2NO2/c17-14-9-13(10-15(18)19-14)6-5-11-1-3-12(4-2-11)7-8-16(20)21/h1-4,9-10H,7-8H2,(H,20,21)
• InChIKey: GCWBKYDSSJIRNJ-UHFFFAOYSA-N
• SMILES: C1=CC(=CC=C1CCC(=O)O)C#CC2=CC(=NC(=C2)Cl)Cl

TUG-499 is a selective free fatty acid receptor 1 (FFAR1 or GPR40) (Free Fatty Acid Receptor) agonist with a pEC50 of 7.39. TUG-499 exhibits >100-fold selectivity over the related receptors FFA2, FFA3, and the nuclear receptor PPARγ and other diverse receptors, ion channels, and transporters. TUG-499 can be used for the research of type 2 diabetes[1]. TUG-499 is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
TUG-499 (compound 7) demonstrates high chemical stability, no inhibition of selected CYP enzymes or P-glycoprotein, and excellent Caco-2 permeability. TUG-499 has potent activity on recombinant human FFA1 receptors and on the rat insulinoma cell line INS-1E[1].

Reference

[1]. Elisabeth Christiansen, et al. Identification of a potent and selective free fatty acid receptor 1 (FFA1/GPR40) agonist with favorable physicochemical and in vitro ADME properties. J Med Chem. 2011 Oct 13;54(19):6691-703.
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