1,1?-{[3,5-Bis(dodecyloxycarbonyl)-4-(naphthalen-2-yl)-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis{4-[(E)-2-(naphthalen-2-yl)vinyl]pyridin-1-ium}dibromide

Synthesis of a double-charged cationic amphiphilic 1,4-dihydropyridine derivative with dodecyl ester groups at positions 3 and 5 the 1,4-DHP ring was performed starting from Hantzsch type cyclization acetoacetate, 2-naphthaldehyde ammonium acetate. Bromination this compound followed by nucleophilic substitution bromine (E)-4-(2-(naphthalen-2-yl)vinyl)pyridine gave desired 1,1?-{[3,5-bis(dodecyloxycarbonyl)-4-(naphthalen-2-yl)-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis{4-[(E)-2-(naphthalen-2-yl)vinyl]pyridin-1-ium}dibromide. The obtained target fully characterized IR, UV, 1H-NMR, 13C-NMR, HRMS microanalysis. characterization nanoparticles in an aqueous solution DLS measurements. results showed that formed average diameter around 300 nm, PDI value 490 zeta-potential 20 mV for freshly prepared samples. However, after one week storage room temperature, aggregation detected.