Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Bioorganic & Medicinal Chemistry Letters called Design of potent and selective GPR119 agonists for type II diabetes, Author is Szewczyk, Jason W.; Acton, John; Adams, Alan D.; Chicchi, Gary; Freeman, Stanley; Howard, Andrew D.; Huang, Yong; Li, Cai; Meinke, Peter T.; Mosely, Ralph; Murphy, Elizabeth; Samuel, Rachel; Santini, Conrad; Yang, Meng; Zhang, Yong; Zhao, Kake; Wood, Harold B., which mentions a compound: 98006-90-7, SMILESS is CC1=CN=C(Br)C=N1, Molecular C5H5BrN2, Quality Control of 2-Bromo-5-methylpyrazine.
Screening of the Merck sample collection identified compound 1 (I) as a weakly potent GPR119 agonist (hEC50 = 3600 nM). Dual termini optimization of I led to compound II having improved potency, selectivity, and formulation profile, however, modest phys. properties (PP) hindered its utility. Design of a new core containing a cyclopropyl restriction yielded further PP improvements and when combined with the termini SAR optimizations yielded a potent and highly selective agonist III suitable for further preclin. development.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics