Abstract
Di-Mannich bases have been prepared by the reaction of 2-nitrophenol and formaldehyde with dimethylamine, diethylamine, dipropylamine, pyrrolidine, piperidine, 2-, 3- and 4-methylpiperidine, 3,5-dimethylpiperidine and morpholine. The nitro compounds were reduced catalytically to the corresponding 2-aminophenols which with 4-chloro-7-trifluoromethylquinoline gave the di-Mannich bases of 2-(7′-trifluoromethylquinolin-4′-ylamino)phenol. Analogous compounds were synthesized from 3-and 5-methyl-2-nitrophenols, and pyrrolidine. The mono-Mannich compounds, 6-(3′-methylpiperidin-1′-ylmethyl)- and 6-(pyrrolidin-1′- ylmethyl)-2-(7″-trifluoromethylquinolin-4″-ylamino)pheno, were also prepared. The results for tests against a chloroquine-sensitive isolate (FCQ-27) and chloroquine-resistant isolate (K-1) of Plasmodium falciparum are reported.
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