Synthesis, antibacterial, and antioxidant activity of [3-(4-chlorophenyl)-3-(4-fluorophenyl)propyl]- substituted ammonium oxalates

Reduction of 3-(4-chlorophenyl)-3-(4-fluorophenyl)propionitrile produced 3-(4-chlorophenyl)-3-(4-fluorophenyl)propylamine, the reaction of which with aromatic and heterocyclic aldehydes and subsequent reduction with NaBH₄ yielded [3-(4-chlorophenyl)-3-(4-fluorophenyl)propyl]-substituted amines. Hydrolysis of the corresponding nitrile afforded 3-(4-chlorophenyl)-3-(4-fluorophenyl)propionic acid, acylation of the chloride of which with various amines led to amides that were reduced to amines. The corresponding ammonium oxalates were prepared from the amines. The antibacterial and antioxidant properties of the ammonium oxalates were studied. It was established that some of the compounds exhibited high antibacterial activity but in most cases did not neutralize superoxide radicals.