365213-38-3Relevant academic research and scientific papers
Preparation method of imidazole [1, 2-a] pyridine-containing secondary amine and tertiary amine derivatives
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Paragraph 0105-01123, (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.
Synthesis and Structure?Activity Relationships of Imidazopyridine/Pyrimidine- and Furopyridine-Based Anti-infective Agents against Trypanosomiases
Silva, Daniel G.,Junker, Anna,de Melo, Shaiani M. G.,Fumagalli, Fernando,Gillespie, J. Robert,Molasky, Nora,Buckner, Frederick S.,Matheeussen, An,Caljon, Guy,Maes, Louis,Emery, Flavio S.
supporting information, p. 966 - 975 (2020/12/04)
Neglected tropical diseases remain among the most critical public health concerns in Africa and South America. The drug treatments for these diseases are limited, which invariably leads to fatal cases. Hence, there is an urgent need for new antitrypanosomal drugs. To address this issue, a large number of diverse heterocyclic compounds were prepared. Straightforward synthetic approaches tolerated pre-functionalized structures, giving rise to a structurally diverse set of analogs. We report on a set of 57 heterocyclic compounds with selective activity potential against kinetoplastid parasites. In general, 29 and 19 compounds of the total set could be defined as active against Trypanosoma cruzi and T. brucei brucei, respectively (antitrypanosomal activities 10 μM). The present work discusses the structure?activity relationships of new fused-ring scaffolds based on imidazopyridine/pyrimidine and furopyridine cores. This library of compounds shows significant potential for anti-trypanosomiases drug discovery.
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.
