Ouach, Aziz; Pin, Frederic; Bertrand, Emilie; Vercouillie, Johnny; Gulhan, Zuhal; Mothes, Celine; Deloye, Jean-Bernard; Guilloteau, Denis; Suzenet, Franck; Chalon, Sylvie; Routier, Sylvain published the artcile< Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies>, Safety of (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is triazole quinuclidinyl preparation alpha7 nicotinic acetylcholine receptor ligand; Alpha 7 nicotinic acetylcholine receptors; In vitro evaluation; Quinuclidine; SAR; Triazole synthesis; Tropane.
We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as α7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for α7 nAchR such as a (R)-quinuclidine configuration and a mono C-3 quinuclidine substitution. The triazole ring was substituted by a Ph ring bearing small OMe/CH2F groups or fluorine atom and by several heterocycles such as thiophenes, furans, benzothiophenes, or benzofurans. Among the 30 derivatives tested, the two derivatives I and II with Ki in the nanomolar range were identified (2.3 and 3 nM resp.). They exhibited a strict selectivity toward the α4β2 nicotinic receptor (up to 1 μM) but interacted with the 5HT3 receptors with Ki around 3 nM. Synthesis, SAR studies, and a full description of the derivatives are reported.
European Journal of Medicinal Chemistry published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Safety of (S)-3-Amino-1-azabicyclo[2.2.2]octane.
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider