title: Synthesis and antimalarial effects of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl] -6-alkylphenols and their N omega-oxides.
abstract: A series of 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-6-alkylphenols and their N omega-oxides were synthesized by the condensation of 4,7-dichloroquinoline and 4,7-dichloroquinoline N omega-oxide with appropriately substituted 4-amino-2-[(diethylamino)methyl]-6-alkylphenol dihydrochlorides. The latter precursors were prepared in a six-step synthesis starting from available 2-alkylphenols. Several of the title compounds display potent antimalarial activity in mice.
mesh_terms: D000634:Aminoquinolines / Q000138:chemical synthesis / Q000627:therapeutic use*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003497:Cyclic N-Oxides / Q000138:chemical synthesis / Q000627:therapeutic use; D008288:Malaria / Q000188:drug therapy*; D051379:Mice; D010636:Phenols / Q000138:chemical synthesis / Q000627:therapeutic use*; D010962:Plasmodium berghei; D013329:Structure-Activity Relationship
chemical_list: D000634:Aminoquinolines; D003497:Cyclic N-Oxides; D010636:Phenols