Journal of Harmonized Research in Pharmacy

SYNTHESIS AND CHARACTERIZATION OF 2-[(8HYDROXYQUINOLINYL)-5- AMINOMETHYL]-3-(4-METHOXYPHENYL)6-BROMO-3(H)QUINAZOLIN-4-ONE AND ITS METAL CHELATES WITH Cu(II), Ni(II), Mn(II), Co(II) AND Zn(II) IONS.

Abstract

Author(s): R. T. Vashi*, S. B. Patel

Synthesis and characterization of 2-[(8-hydroxyquinolinyl)-5-aminomethyl]-3-(4-methoxyphenyl)— 6-bromo-3(H)-quinazolin-4-one ligand called HAMQ (HL9) was studied. To prepare this ligand anthranilic acid was converted into 5-bromo–N-Chloroacetyl anthranilic acid then into 2- chloromethyl–3-(4-methoxyphenyl)-6-bromo-3(H)-quinazoline-4-one. This compound was finally condensed with 5-amino-8-hydroxyquinoline. The transition metal complexes of Cu2+ , Ni2+, Zn2+ , Mn2+ and Co2+ of this ligand HAMQ were prepared and characterized by reflectance, NMR as well as IR spectroscopy, elemental analysis and magnetic measurements. The stoichiometry of the complexes has been found to be 1: 2 (Metal: ligand). The data suggested an octahedral geometry around Co2+, Ni2+ and Mn2+ complexes, a distorted octahedral geometry around Cu 2+ and a tetrahedral geometry around Zn2+ have been proposed. These complexes have been tested for their antifungal activities.