Synthesis of some 4-substituted 8-amino-6-methoxyquinolines as potential antimalarials.
The 4-vinyl, 4-ethyl, and three 4-[beta-(arylthio)ethyl] derivatives of primaquine and other 8-aminoquinoline antimalarial agents were prepared for antimalarial evaluation. 8-[(4'-Amino-1'-methylbutyl)amino]-4-ethyl-6-methoxyquinoline (4-ethylprimaquine), which showed activity approximately equal to that of primaquine against Plasmodia cynomolgi in Rhesus monkey, was the most active of the compounds tested. 4-Ethylprimaquine was also less toxic than primaquine, as measured in the Rane mouse screen.
D000634:Aminoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000627:therapeutic use; D004305:Dose-Response Relationship, Drug; D000882:Haplorhini; D008253:Macaca mulatta; D008288:Malaria / Q000188:drug therapy / Q000517:prevention & control; D051379:Mice; D010962:Plasmodium berghei; D011319:Primaquine / Q000627:therapeutic use
D000634:Aminoquinolines; D000962:Antimalarials; D011319:Primaquine