Synthesis of 4- and 5-arylthiazolinethiones as inhibitors of indoleamine 2,3-dioxygenase was written by Balti, Monaem;Plas, Aurelie;Meinguet, Celine;Haufroid, Marie;Themans, Quentin;Efrit, Mohamed Lotfi;Wouters, Johan;Lanners, Steve. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Quality Control of 2-Chloro-5-phenylthiazole This article mentions the following:
Docking studies of 4-phenylthiazolinethione on human IDO1 suggest complexation of the heme iron by the exocyclic sulfur atom further reinforced by hydrophobic interactions of the Ph ring within pocket A of the enzyme. On this basis, chem. modifications were proposed to increase inhibitory activity. Synthetic routes had to be adapted and optimized to yield the desired substituted 4- and 5-arylthiazolinethiones I (X = 2-OCH3, 3-F, 4-CN, etc.) and II (X = H, 2-OCH3, 3-Br, etc.). Their biol. evaluation shows that 5-aryl regioisomers are systematically less potent than the corresponding 4-aryl analogs. Substitution on the Ph ring does not significantly increase inhibition potency, except for 4-Br and 4-Cl derivatives In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Quality Control of 2-Chloro-5-phenylthiazole).
2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Quality Control of 2-Chloro-5-phenylthiazole
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica