title: [Antimalarial 6-aminoquinolines. XIV. 6-(4-Diethylamino-1-methylbutylamino)-4-methoxy-2-methyl- and -2,4-dimethylquinolines with variations of substituents in positions 5 and 8].
abstract: 3 derivatives 2g--i of 6-(4-diethylamino-1-methylbutylamino)-4-methoxy-2-methylquinoline and 6 derivatives 2k--p of 6-(4-diethylamino-1-methylbutylamino)-2,4-dimethylquinoline were synthesized with variations of substituents in positions 5 and 8 (--H, --OH, --OCH3, --CH3, --Cl) with the aim of studying the influence of these substituents, which facilitate, complicate or prevent oxidation to o- and (or) p-quinones, on antimalarial activity and toxicity. One methoxy group is necessary for activity against Plasmodium vinckei in position 5 or 8, no substituent that prevents oxidation is allowed in para position to this methoxy group.
mesh_terms: D000634:Aminoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000633:toxicity; D051379:Mice; D008970:Molecular Weight; D010084:Oxidation-Reduction; D010961:Plasmodium / Q000187:drug effects
chemical_list: D000634:Aminoquinolines; D000962:Antimalarials
vernacular_title: Gegen Malaria wirksame 6-Aminochinoline. XIV. 6-(4-Diethylamino-1-methylbutylamino)-4-methoxy-2-methyl- und -2,4-dimethylchinoline mit Variationen der Substituenten in 5- und 8-Stellung.