Antimalarials. 3. 3-Substituted 1-naphthalenemethanols.

The synthesis and antimalarial activity of 22 3-substituted 1-naphthalenemethanols whose substitution was patterned after the antimalarial 2-substituted 4-quinolinemethanols are described. The compounds were active against Plasmodium berghei in mice, the most active being 6-chloro-alpha-(dibutylaminomethyl)-3-(3,4-dichlorophenyl)-1-naphthalenemethanol hydrochloride (3b). The naphthalenemethanols tested, 1b and 2b, were not photosensitizing to albino mice. Structure-activity relationships between the naphthalene and quinoline isosteres are discussed.