89075-53-6Relevant academic research and scientific papers
Na2S2O4: A versatile reagent for the one-pot synthesis of 2-aryl-1h-imidazo[4,5-c]pyridines from 4-amino-3- nitropyridine and aldehydes via reductive cyclization
Dubey,Chowdary,Ramesh,Reddy, P. V. V. Prasada
experimental part, p. 697 - 708 (2011/03/19)
A highly efficient and versatile method for the synthesis of 2-aryl-1H-imidazo[4,5-c]pyridines 3 was achieved in one step via reductive cyclization of 4-amino-3-nitro-pyridines 4 with aromatic aldehydes in the presence of Na2S2O
Structure-activity relationships of arylimidazopyridine cardiotonics: Discovery and inotropic activity of 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-c]pyridine
Robertson,Beedle,Krushinski,Pollock,Wilson,Wyss,Hayes
, p. 717 - 727 (2007/10/02)
Recently several noncatecholamine, nonglycoside cardiotonic drugs have been discovered that possess both inotropic and vasodilator activities in experimental animals and man. Prototypical compounds include amrinone, sulmazole, and fenoximone. We investigated the structural requirements necessary for optimal inotropic activity in a series of molecules containing a heterocyclic ring fused to 2-phenylimidazole and discovered that 2-phenylimidazo[4,5-c]pyridines were generally 5-10-fold more potent than analogous 2-phenylimidazo[4,5-b]pyridines (e.g., sulmazole) or 8-phenylpurines. Furthermore, all imidazo[4,5-c]pyridine analogues we tested were orally active; in contrast, only one of the imidazo[4,5-b]pyridine derivatives, sulmazole, was significantly active. One of several highly active compounds in the [4,5-c] series was 50 (LY175326, 2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H- imidazo[4,5-c]pyridine hydrochloride). The structure-activity relationship of this series is presented and compared to that of the imidazo[4,5-b]pyridine and purine series.
