8-Fluoroimidazo [1, 2-a] pyridine: synthesis, physicochemical properties and evaluation as a bioisosteric replacement for imidazo [1, 2-a] pyrimidine in an allosteric …

…, E Gancia, MT Gilligan, S Goodacre, D Hallett…

Index: Humphries, Alexander C.; Gancia, Emanuela; Gilligan, Myra T.; Goodacre, Simon; Hallett, David; Merchant, Kevin J.; Thomas, Steve R. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1518 - 1522

Full Text: HTML

Citation Number: 70

Abstract

8-Fluoroimidazo [1, 2-a] pyridine has been established as a physicochemical mimic of imidazo [1, 2-a] pyrimidine, using both in silico and traditional techniques. Furthermore, a novel synthesis of a 3, 7-disubstituted-8-fluoroimidazopyridine 3 has been developed and the utility of the physicochemical mimicry has been demonstrated in an in vitro system. Here, the 8-fluoroimidazopyridine ring contained in ligand 3 acts as a bioisosteric replacement ...