The discovery of N-(1,3-thiazol-2-yl)pyridin-2-amines as potent inhibitors of KDR kinase was written by Bilodeau, Mark T.;Rodman, Leonard D.;McGaughey, Georgia B.;Coll, Kathleen E.;Koester, Timothy J.;Hoffman, William F.;Hungate, Randall W.;Kendall, Richard L.;McFall, Rosemary C.;Rickert, Keith W.;Rutledge, Ruth Z.;Thomas, Kenneth A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2004.Product Details of 329794-40-3 This article mentions the following:
An azo-dye lead was modified to a N-(1,3-thiazol-2-yl)pyridin-2-amine series of KDR kinase inhibitors through the use of rapid analog libraries. The two lead compounds were N-butyl-N,3-dimethyl-4-[(5-nitro-2-thiazolyl)azo]benzenamine and N-(5-phenyl-2-thiazolyl)benzamide. This class has been found to be potent, selective, and of low mol. weight Mol. modeling has postulated an interesting conformational preference and binding mode for these compounds in the active site of the enzyme. A binding mode was proposed for the lead compound N-(5-phenyl-2-thiazolyl)-2-pyridinamine (I) in the KDR kinase active site. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Product Details of 329794-40-3).
2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Product Details of 329794-40-3
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica