An Efficient Synthetic Route to New Imidazo[1,2-a]pyridines by Cross-Coupling Reactions in Aqueous Medium

Antikinetoplastid SAR study in 3-nitroimidazopyridine series: Identification of a novel non-genotoxic and potent anti-T. b. brucei hit-compound with improved pharmacokinetic properties

“…A bromine atom was not included in the pharmacomodulation study considering that we previously noted that molecules belonging to this series and bearing a bromine atom at position 6 showed the same level of antiparasitic activity as their chlorinated analogs, these latter presenting the advantage to show a better aqueous solubility. Thus, in parallel with the previously described 6chloro analogue 1c of hit A, new derivatives 2c and 3c were obtained through a 3-steps synthesis procedure (Scheme 1) that was previously reported [18,19].…”

“…To complete SAR data and allow comparison with hit B, nine derivatives (11)(12)(13)(14)(15)(16)(17)(18)(19) bearing a 4chlorophenylthio moiety at position 8 were synthesized, applying a protocol that we previously reported in various nitroaromatic series with antiparasitic potential [22,23] (Scheme 5).…”

Synthesis of imidazo[1,2-a]pyridinones via a visible light-photocatalyzed functionalization of alkynes/nitrile insertion/cyclization tandem sequence using micro-flow technology

“…Imidazo [1,2-a]pyridinone compounds, which are a class of very important nitrogen-containing condensed heterocyclic compounds, have become the research focus of organic chemists and pharmaceutical chemists on account of their specific physiological activities and structural similarity with indole, azaindole, etc. 1 Many imidazo[1,2-a]pyridinone compounds have obvious inhibitory effects on many target enzymes, [2][3][4] and have antiviral, antibacterial, and antimicrobial properties. Some imidazo [1,2-a]pyridinone compounds can be used as drugs to treat gastric ulcers, diabetes and psychosis, [5][6][7] especially in the treatment of tumors.…”