《Enantiopure substituted pyridines as promising antimalarial drug candidates》 was published in Tetrahedron in 2020. These research results belong to Bentzinger, Guillaume; Pair, Etienne; Guillon, Jean; Marchivie, Mathieu; Mullie, Catherine; Agnamey, Patrice; Dassonville-Klimpt, Alexandra; Sonnet, Pascal. Formula: C5H3Br2N The article mentions the following:
The enantioselective synthesis and biol. evaluation of 4-(2-amino-1-hydroxyethyl)pyridines I [R1 = n-Bu, n-pentyl, n-hexyl, n-heptyl] as new antimalarial drug candidates was described. In particular, two routes to obtain the key-intermediate 4-vinyl-pyridine were studied. These routes were based on a Krohnke-type cyclization or on metal-catalyzed reactions. The Krohnke-type cyclization route was faster but only efficient at low scale since this pathway involved a Wittig reaction that requires severe temperature-control. Consequently, we designed a second route based on metal-catalyzed reactions. This way was longer but the 4-vinyl-pyridine could be obtained on a 5 g scale at least. Finally, a regioselective SN2 ring-opening of enantiopure epoxides by alkyl primary amines allowed the synthesis of eight I with global yields up to 41%. These compounds showed strong in vitro antimalarial activity against P. falciparum strains and were more active that chloroquine and mefloquine. These results demonstrated that I were promising antimalarial drug candidates. In the experimental materials used by the author, we found 2,6-Dibromopyridine(cas: 626-05-1Formula: C5H3Br2N)
2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Formula: C5H3Br2N