Synthesis of novel complexes derived from methyl or benzyl 4-amino antipyrinyl dithiocarbamtes with divalent Mn(II), Co(II), Ni(II), Zn(II) and Cu(II)

Abstract

Two new ligands, methyl 4-amino antipyrinyl dithiocarbamates (MAC) and benzyl 4-amino antipyrinyl dithiocarbamates (BAC), were synthesized from 4-amino antipyrine and corresponding methyl or benzyl halides with potassium hydroxide in dimethylformamide. Then they were coordinated with five divalent transition metals: M = Mn, Co, Ni, Zn, and Cu(II) to produce ten novel complexes, [M(MAC)2]Cl₂ I(a-e) and [M(BAC)₂]Cl₂ II(a-e), which were characterized by some physical properties and spectral methods, elemental analyses, molar conductance, and magnetic susceptibility, in addition to ¹H NMR, FT-IR and UV-Vis. Spectroscopy proved that all metal complexes I(a-d) and II(a-d) have octahedral geometries, except those of copper complexes (Ie) and (IIe), which have square planer geometry (D4h). Following screening for biological activity against Gram-positive bacteria (Streptococcus pyogenes) and Gram-negative bacteria (Pseudomonas aeruginosa), the results of these novel complexes' investigations showed no effect except the complexes of [Zn(BAC)₂]Cl₂ II(a), [Zn(MAC)₂]Cl₂, I(a), [Mn(MAC)₂]Cl₂, I(b) and the ligand (MAC) are given promising data.

KEY WORDS: 4-Amino antipyrine, Dithiocarbamates, Dithiocarbamate complexes, Biological activity

Bull. Chem. Soc. Ethiop. 2025, 39(3), 447-457.                                                          

DOI: https://dx.doi.org/10.4314/bcse.v39i3.5