ABSTRACT
Thirty-two 5-alkoxyprimaquines have been synthesized and evaluated as blood schizonticides (Plasmodium berghei, mouse) and tissue schizonticides (Plasmodium cynomolgi, monkey). Several of these compounds were extremely active in both screens. Such a broad spectrum of antimalarial efficacy offers the possibility of a single drug that could cure the various relapsing and nonrelapsing malarias.
Subject(s)
Antimalarials/chemical synthesis , Primaquine/analogs & derivatives , Animals , Antimalarials/pharmacology , Malaria/drug therapy , Mice , Structure-Activity RelationshipABSTRACT
A number of 5-phenylthio and 5-anilino derivatives of primaquine have been prepared which are less toxic but less active than primaquine itself in murine and monkey antimalarial screens. It is apparent that the toxicity of primaquine can be diminished by introduction at position 5 of phenylthio, anilino, or phenoxy groups. However, the best hope for concomitant retention of high activity would seem to reside with the phenoxy moieties.
Subject(s)
Antimalarials/chemical synthesis , Primaquine/analogs & derivatives , Animals , Antimalarials/therapeutic use , Haplorhini , Macaca mulatta , Malaria/drug therapy , Mice , Plasmodium berghei , Primaquine/chemical synthesis , Primaquine/pharmacology , Primaquine/therapeutic useABSTRACT
Various 5-phenoxy derivatives of primaquine have been prepared which are more active and less toxic than the parent compound in murine and monkey antimalarial screens. An improved method for the phthalimido alkylation of amines is described.
Subject(s)
Antimalarials/chemical synthesis , Primaquine/analogs & derivatives , Animals , Antimalarials/therapeutic use , Haplorhini , Macaca mulatta , Malaria/drug therapy , Mice , Plasmodium berghei , Primaquine/chemical synthesis , Primaquine/pharmacology , Primaquine/therapeutic useABSTRACT
A series of new 9-phenanthrene amino alcohols has been prepared in which each compound bears from one to five halogen or halogen-containing moieties. A number of these compounds are extremely active against Plasmodium berghei in the mouse. Some structural requirements for optimal efficacy are considered.
