Concerning steric effects in antimalarial agents.
Acridine, the parent nucleus of atabrine, is much more toxic than its 4,5-dimethyl derivative. The 4,5-dimethyl derivative of atabrine was therefore synthesized in the hope of producing a better-tolerated drug. The analogue was considerably more toxic than atabrine.
Newman
M S
MS
Chemistry Department, Ohio State University, Columbus 43210.
D000166:Acridines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000633:toxicity; D055598:Chemical Phenomena; D002621:Chemistry; D004361:Drug Tolerance; D005260:Female; D009682:Magnetic Resonance Spectroscopy; D008288:Malaria / Q000188:drug therapy / Q000469:parasitology; D008297:Male; D051379:Mice; D010962:Plasmodium berghei / Q000187:drug effects; D011796:Quinacrine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity
D000166:Acridines; D000962:Antimalarials; C018274:dimethylquinacrine; D011796:Quinacrine