Synthesis of 2-[(R-phenyl)amine]-1,4-naphthalenediones and their biological activity

ORGN 116

Lluvia Itzel López, Elisa Leyva, and Juan C. Racero. Department of chemistry, Universidad Autonoma de San Luis Potosi, San Luis Potosi, 78210, Mexico
The structure of 1,4-naphthoquinone is found extensively distributed in nature. It has been found that a great variety of compounds derived from this structure have biological activity. In this paper we present the synthesis of several 2-[(chlorophenyl)amine]-1,4-naphthalenediones (Cl-PAN) using Lewis acids as catalysts (ZnCl2, AlCl3, and CeCl3), found very high yields. Moreover, we report the synthesis of other R-PAN derivatives that exhibit antibacterial and analgesic activity. An experimental procedure to prepare these compounds is presented. Products are characterized by UV-VIS, IR and NMR spectroscopy.