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.
D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000627:therapeutic use; D008288:Malaria / Q000188:drug therapy; D000432:Methanol / Q000138:chemical synthesis / Q000627:therapeutic use; D051379:Mice; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000627:therapeutic use; D010962:Plasmodium berghei; D013329:Structure-Activity Relationship
D000962:Antimalarials; D009281:Naphthalenes; D000432:Methanol