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 was written by Lange, Jerzy;Karolak-Wojciechowska, Janina;Wejroch, Krystyna;Rump, Slawomir. And the article was included in Acta Poloniae Pharmaceutica in 2001.Electric Literature of C18H21N3 This article mentions the following:
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. Mol. electrostatic potential (MEP) and the HOMO and LUMO energies were calculated for the compounds by semi-empirical quantum chem. 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 quant. correlation of the biol. data with mol. parameters has revealed a significant dependence (r=0.954) of the binding affinity (IC50) on the deepest MEP min., in this case associated with the amide carbonyl oxygen atom. The lipophilicity parameters were found to be of lower significance. In the experiment, the researchers used many compounds, for example, N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5Electric Literature of C18H21N3).
N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Electric Literature of C18H21N3
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem