Synthesis and QSAR studies of novel 1-substituted-2-aminobenzimidazoles derivatives

A series of novel 1-substituted-2-aminobenzimidazole derivatives were synthesized. The structures of the synthesized compounds were confirmed by 1H-NMR spectra and by elemental analysis. Acute toxicities of these compounds were detected on mice via toxicity (logLD50). QSAR analysis of these chemicals was studied on the relationship between acute toxicity and the octanol/water partition coefficient (LogP). The products were identified by the results of elemental analysis and 1H-NMR spectra. The toxicity (logLD50) of 2-aminobenzimidazole 1-substituents were correlated well with the partition coefficient LogP, r = 0.9243. The bioactivity (toxicity) of 2-aminobenzimidazoles can be predicted by the molecular structural parameter such as LogP.

Graphical abstract the synthesis process of compoundsEight compounds were synthesized as described below: the potassium salt of 2-aminobenzimidazole was first prepared by reaction with powdered potassium hydroxide in acetone at room temperature, and then submitted to the reaction with a slight excess of the alkyl halides to give the desired monoalkylated products.Figure optionsDownload full-size imageDownload as PowerPoint slide