Potential Antimalarials. IV. 4-[7'-Bromo(and Chloro)-1′,5′-Naphthyridin-4′-Ylamino]Phenols and N⁴-Substituted 7-Chloro-1,5-Naphthyridin-4-Amines

Abstract

A series of nine mono- and di-Mannich bases, for example 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)-2,6-bis( dimethylaminomethyl )phenol derived from 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)phenol and several other N⁴-substituted 7-bromo- and 7-chloro-1,5-naphthyridin-4- amines have been prepared. ′

All these compounds showed significant antimalarial activity when injected intraperitoneally in a single dose of 100-200 mg/kg to mice infected with Plasmodium vinckei vinckei. The di-Mannich bases appeared to be the most potent and effective in parasite control; however, no deaths were observed in infected mice treated with the mono- Mannich compounds.