Development of CXCR3 antagonists. Part 2: Identification of 2-amino(4-piperidinyl)azoles as potent CXCR3 antagonists was written by Watson, Robert J.;Allen, Daniel R.;Birch, Helen L.;Chapman, Gayle A.;Hannah, Duncan R.;Knight, Roland L.;Meissner, Johannes W. G.;Owen, David A.;Thomas, Elizabeth J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Formula: C7H3BrClNS This article mentions the following:
Development of a lead series of piperidinylurea CXCR3 antagonists has led to the identification of mols. with alternative linkages which retain good potency. A novel 5-(piperidin-4-yl)amino-1,2,4-thiadiazole derivative (I) was found to have satisfactory in vitro metabolic stability and to be orally bioavailable in mice, giving high plasma concentrations and a half life of 5.4 h. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Formula: C7H3BrClNS).
6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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.Formula: C7H3BrClNS
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica