Modified Biginelli-type reaction with various metallophthalocyanines

In this study, novel phthalonitriles 3,13,14 and their corresponding metal-free 4 and metallo phthalocyanine derivatives (5,6,7,15,16,17,18) bearing differents groups were synthesized and characterized. 3,4-dihydropyrimidinones have been synthesized in good yields by a modified Biginelli-type reaction with various metallophthalocyanines 8-23 as catalysts. Among the various metallophthalocyanines studied, cobalt(II)- phthalocyanine was found to be most active for this transformation. The newly prepared compounds were characterized using elemental analyses,MS, IR, 1H/13C NMR, and UV¿vis spectroscopy. In addition; the 3,4-dihydropyrimidinones 8-12 were investigated for anti-oxidant activities by super oxide radical; DPPH (2,2-Diphenyl-1-picrylhydrazyl); and hydroxyl radical scavenging assays; in which most of them displayed significant antioxidant activities. Furthermore; compounds 8-12 were evaluated for anti-inflammatory activity by indirect haemolytic and lipoxygenase inhibition assays and revealed good activity.