365213-40-7Relevant articles and documents
Preparation method of imidazole [1, 2-a] pyridine-containing secondary amine and tertiary amine derivatives
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Paragraph 0096-0104, (2021/09/04)
The invention provides a preparation method of imidazo [1, 2-a] pyridine-containing secondary amine and tertiary amine derivatives from triazine compounds and imidazo [1, 2-a] pyridine, and relates to the field of medicinal chemistry. According to the present invention, the triazine compound is reacted with the imidazo [1, 2-a] pyridine compound, the Lewis acid catalysis is performed, the reaction conditions such as the reaction temperature and the reaction time are controlled, and the controllable cracking and the fixed-point selectivity of the triazine compound are utilized to synthesize different imidazo [1, 2-a] pyridine-containing secondary amine and tertiary amine derivatives, such that the synthesis method is simple, the multi-step reaction is not required, the product purity and yield are high, selectable substrate range is wide, and the preparation method can be well applied to the field of pharmacy.
A structure-activity relationship study of the affinity of selected imidazo[1,2-a]pyridine derivatives, congeners of zolpidem, for the ω1-subtype of the benzodiazepine receptor
Lange,Karolak-Wojciechowska,Wejroch,Rump
, p. 43 - 52 (2007/10/03)
A series of 6-substituted 2-aryl-N,N-dimethylimidazol [1,2-a]pyridine-3-acetamides, congeners of zolpidem and alpidem, was synthesized and tested in vitro for binding with the benzodiazepine receptor in the competition with 3H-zolpidem as an ω1-selective radioligand. Molecular electrostatic potential (MEP) and the HOMO and LUMO energies were calculated for the compounds by semi-empirical quantum chemistry methods. The lipophilicity parameter of the compounds, expressed as the logarithm of the octanol-water partition coefficient (log P), was calculated; alternatively, standard values of the Hansch hydrophobic substituent constants π were used. In agreement with earlier investigations on the benzodiazepine receptor ligands with a high preference for the ω1-subtype, a quantitative correlation of the biological data with molecular parameters has revealed a significant dependence (r=0.954) of the binding affinity (IC50) on the deepest MEP minimum, in this case associated with the amide carbonyl oxygen atom. The lipophilicity parameters were found to be of lower significance.