Synthesis of 2,5-thiazole butanoic acids as potent and selective αvβ3 integrin receptor antagonists with improved oral pharmacokinetic properties was written by Wendt, John A.;Wu, Hongwei;Stenmark, Heather G.;Boys, Mark L.;Downs, Victoria L.;Penning, Thomas D.;Chen, Barbara B.;Wang, Yaping;Duffin, Tiffany;Finn, Mary Beth;Keene, Jeffery L.;Engleman, V. Wayne;Freeman, Sandra K.;Hanneke, Melanie L.;Shannon, Kristen E.;Nickols, Maureen A.;Steininger, Christina N.;Westlin, Marissa;Klover, Jon A.;Westlin, William;Nickols, G. Allen;Russell, Mark A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2006.Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine This article mentions the following:
A series of 2,5-thiazoles, e.g. I [R = 3-FC6H4, 3,4-(MeO)2C6H3, 6-methoxy-3-pyridyl, 2-phenyl-5-thiazolyl, etc.], which are potent antagonists of the integrin αvβ3 and show selectivity relative to the other integrins, such as αIIbβ3 and αvβ6, has been synthesized. These analogs were demonstrated to have high bioavailability relative to other relative heterocyclic analogs. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine).
3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine