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Keeping it small, polar, and non-flat: diversely functionalized building blocks containing the privileged 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]- and [1,5-a]pyridine cores

Author:
Mishchuk, Alexander, Shtil, Natalia, Poberezhnyk, Mykola, Nazarenko, Konstiantyn, Savchenko, Timur, Tolmachev, Andrey, Krasavin, Mikhail
Source:
Tetrahedron letters 2016 v.57 pp. 1056-1059
ISSN:
0040-4039
Subject:
amines, chemical reactions, chemical structure, glucagon-like peptide 1, pyridines, secretion
Abstract:
Six sets of functionalized building blocks based on 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine as well as 5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine cores have been prepared. These compounds are non-flat, bicyclic heterocycles that are likely to find utility as privileged motifs for lead-like compound design. One set of building blocks, (5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-6-ylmethyl)amines, proved useful as a scaffold for developing compounds that stimulate glucagon-like peptide-1 (GLP-1) secretion and are novel anti-diabetes drug leads.
Agid:
5292800