161689-52-7Relevant academic research and scientific papers
Structure-activity relationship study of prion inhibition by 2-aminopyridine-3,5-dicarbonitrile-based compounds: Parallel synthesis, bioactivity, and in vitro pharmacokinetics
May, Barnaby C. H.,Zorn, Julie A.,Witkop, Juanita,Sherrill, John,Wallace, Andrew C.,Legname, Giuseppe,Prusiner, Stanley B.,Cohen, Fred E.
, p. 65 - 73 (2007/10/03)
2-Aminopyridine-3,5-dicarbonitrile compounds were previously identified as mimetics of dominant-negative prion protein mutants and inhibit prion replication in cultured cells. Here, we report findings from a comprehensive structure-activity relationship study of the 6-aminopyridine-3,5-dicarbonitrile scaffold. We identify compounds with significantly improved bioactivity (approximately 40-fold) against replication of the infectious prion isoform (PrPSc) and suitable pharmacokinetic profiles to warrant evaluation in animal models of prion disease.
CYCLIZATION REACTIONS OF NITRILES. LIV. SYNTHESIS AND PROPERTIES OF 6-AMINO-4-ARYL-3,5-DICYANOPYRIDIN-2(1H)-ONES, THE CORRESPONDING THIONES, THE PYRIDYLIDENEMALONONITRILES, AND THEIR HYDROGENATED ANALOGS
Sharanin, Yu. A.,Krivokolysko, S. G.,Dyachenko, V. D.
, p. 620 - 626 (2007/10/02)
The reactions of arylmethylenecyanothioacetamides with cyanoacetamide, cyanothioacetamide, and the malononitrile dimer in the presence of N-methylmorpholine lead to the formation of substituted 1,4-dihydropyridyn-2-olates, 1,4-dihydropyridine-2-thiolates, and N-methylmorpholinium dicyanomethanides.During acidification 1,4-dihydropyridine-2-thiolates give 3,4-dihydropyridine- and pyridine-2(1H)-thiones.The latter were used in the synthesis of alkylthiopyridines and 1,4-dihydropyridines and also the corresponding thienopyridines and thiazolopyridinium triiodide.
