1-(4-((8-hydroxyquinolin-5-yl)diazenyl)phenyl)-2-(4-ethylpiperazin-1-yl)ethanone (AEPEHQ) was synthesized by diazotization reaction of 8-hyroxyquinolinol (HQ) and 1-(4-aminophenyl)-2-(4-ethylpiperazin-1-yl)ethanone (AEPE), which was characterized by elemental analysis and spectral studies. The transition metal chelates Cu(II), Ni(II), Co(II), Mn(II) and Zn(II) of AEPEHQ were prepared and characterized by metal-ligand (M:L) ratio, IR ,reflectance spectroscopies and magnetic properties. The antifungal activity of AEPEHQ and its metal chelates was screened against various fungi. The results show that all these samples show good antifungal agents.