Potential antimalarials. II. N4-Substituted 2-Methoxy(and 2-hydroxy)-1,5-naphthyridin-4-amines

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Abstract
Several new N4-substituted 2-methoxy(and 2-hydroxy)-1,5-naphthyridin-4-amines have been prepared from ethyl 3-aminopyridine-2-carboxylate. 2,4-Dichloro-1,5-naphthyridine with methanolic sodium methoxide gave 4-chloro-2-methoxy-1,5-naphthyridine but with methanolic hydrogen chloride afforded 4-chloro-1,5-naphthyridin-2-ol. The N4-substituted 1,5-naphthyridin-4-amines showed no significant antimalarial activity compared to chloroquine or primaquine in a preliminary in vivo screen against Plasmodium vinckei vinckei in mice.