SYNTHESIS OF SOME 4-SUBSTITUTED 8-AMINO-6-METHOXYQUINOLINES AS POTENTIAL ANTI-MALARIALS

The 4-vinyl, 4-ethyl, and three 4-[β-(arylthio)ethyl)] derivatives of primaquine and other 8-aminoquinoline antimalarial agents were prepared for antimalarial evaluation. 8-[(4ʹ-Amino-lʹ-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 lesstoxic than primaquine, as measured in the Rane mouse screen. © 1979, American Chemical Society. All rights reserved.