Preparation and Biological Activities of New Heterocyclic Azo Ligand and Some of Its Chelate Complexes

Siham Sami Al-Muhanaa, Abbas Hmood Al-Khafagy

Abstract

New azo ligand, 2[(Aminoantipyren) azo]-4,5-bis(4-Methoxyphenyl)-H imidazole, (AAMPI) was prepared through coupling reaction of 4-amino antipyrine with 4,5-bis (4-methoxyphenyl) imidazole. Then, complexation of ligand with ions Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Hg(II) were prepared to yield six complexes. The optimal conditions were studied for all complexes in the mole ratio between metal: ligand (M : L) as of 1 : 2 in the general formula [M(L)2]Cl2.H2O. Present results found the azo ligand was tridentate. The structures of ligand with complexes were identified by ultraviolet-visible spectroscopy (UV-Vis), Fourier-transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance (1HNMR), carbon-13 nuclear magnetic resonance (13CNMR), mass spectrometry, elemental analysis (CHN), magnetic susceptibility and molar conductance. All the complexes exhibit octahedral geometry around the metal center. The antibacterial activities of synthesized compound were tested against the gram-negative, gram-positive bacteria and fungus. The results showed that the metal complexes exhibited antibacterial and antifungal activities compared with free ligand.

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