P. Vanelle et al., PREPARATION AND IN-VITRO ANTIPROTOZOAN ACTIVITY OF NEW NAPHTHOIMIDAZOLEDIONES, European journal of medicinal chemistry, 32(6), 1997, pp. 523-528
The original compound bearing the coplanar quinone and imidazole syste
ms, hydro-1-methyl-1H-naphtho[2,3-d]imidazol-4,9-dione reacted with va
rious nitronate anions to afford, in moderate to good yields, new naph
thoimidazolediones bearing a trisubstituted ethylenic double bond at t
he 2-position. These compounds were evaluated as potential antiprotozo
an agents. Some derivatives were found to have a significant activity,
but the naphthoquinone was found to be a less efficient pharmacophore
than the nitro group.