Propargyl-Containing Derivatives of Remantadine, 4-Aminoantipyrine and Streptocide Linked by Hydroxybenzaldehyde Linkers

(E)-Azomethines were synthesized in 70–77% yields by condensation of rimantadine, 4-aminoantipyrine, and streptocide with propargyl ethers of hydroxybenzaldehydes. Varying the mutual arrangement of the pharmacophoric groups linked via hydroxybenzaldehyde linkers allows to form structures of various geometries. Using two propargyl-containing azomethines (4-aminoantipyrine derivatives) as an example, 1,4-disubstituted 1,2,3-triazoles were obtained under the conditions of the Cu(I)-catalyzed azide-alkyne cycloaddition reaction.