5-aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols. A novel class of anorectic agents.
A series of 5-aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols (IV), prepared by the LiA1H4 reduction of the corresponding 9b-aryl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones (II), was evaluated for suppression of food consumption in rats. One member of this series, 5-p-chlorophenyl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ol (6, mazindol), was evaluated in squirrel and capuchin monkeys and found to have anorexic activity approximately equal to d-amphetamine.
D000818:Animals; D001066:Appetite / Q000187:drug effects; D001067:Appetite Depressants / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D001522:Behavior, Animal / Q000187:drug effects; D003864:Depression, Chemical; D005247:Feeding Behavior / Q000187:drug effects; D000882:Haplorhini; D007093:Imidazoles / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D007928:Lethal Dose 50; D008297:Male; D051381:Rats; D013056:Spectrophotometry, Ultraviolet
D001067:Appetite Depressants; D007093:Imidazoles; D007211:Indoles