[Antimalarial 6-aminoquinolines XV. 6- and 4-aminoquinolines with a tertiary basic alkylated amino group]. / Gegen Malaria wirksame 6-Aminochinoline. XV. Mitt.: 6- und 4-aminochinoline mit tertiärer, basisch alkylierter amino-gruppe.

Antimalarial 6-aminoquinolines (1a-c) were acylated (3a-c, 5a) and alkylated (4a-c, 6a) at the secondary aromatic 6-amino group with the aim of studying the influence of a tertiary aromatic 6-amino group on antimalarial activity and toxicity. 4 derivatives (9e-g) of 4-amino-7-chloroquinoline with a tertiary aromatic 4-amino group were synthesized to study the influence of such a variation on the biological activity of the 4-aminoquinolines. The N-alkylated derivatives 4a-c, 6a, 9f-g were active against malaria (P. vinckei/mice).

[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]. / 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.

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.

[Antimalarial 6-aminoquinolines. XIII. 5,8-Dialkoxyderivatives of 6-(4-diethylamino-1-methylbutylamino)-2-methyl- and 6-(4-diethylamino-1-methylbutylamino)-2,4-dimethylquinoline (author's transl)]. / Gegen Malaria wirksame 6-Aminochinoline. XIII. 5,8-Dialkoxyderivate von 6-(4-Diäthylamino-1-methylbutylamino)-2-methyl- und 6-(4-Diäthylamino-1-methylbutylamino)-2,4-dimethylchinolin.

13 analogues 3c-p of 6-(4-diethylamino-1-methylbutylamino)-5,8-dimethoxy-2-methylquinoline (2a) and 6-(4-diethylamino-1-methylbutylamino)-5,8-dimethoxy-2,4-dimethylquinoline (2b) were synthesized with variations of alkoxysubstituents (-O-n-C4H9, -O-n-C8H17, -O CH(CH3)2, -O(CH2)2OCH3, -O(CH2-CH2O)2CH3, -O(CH2)2N(C2H5)2) in positions 5 and(or) 8 with the aim of studying the influence on antimalarial activity and toxicity. All derivatives were active against P, vinckei (mouse).