Article date: 1985/8/1
PubMed ID: 2991521
Journal name: Journal of medicinal chemistry (ISSN: 0022-2623)
The pharmacological activities of the GABA agonist muscimol (1) and its dihydro analogue (2) have been shown to be almost identical. The closely related 4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol (THIP, 3), although biologically less active than muscimol, was selected for clinical trials. We report the synthesis of the so far elusive cis-2,3,3a,4,5,6,7,7a-octahydro-3-oxoisoxazolo[5,4-c]pyridine (cis-DH-THIP, cis-4), which–surprisingly–is devoid of any GABAergic activity.
Author List: Nordmann R, Graff P, Maurer R, Gähwiler B H
Publication Types: Comparative Study; Journal Article
Substances mentioned in the article: Anticonvulsants; Isoxazoles; Oxazoles; Receptors, GABA-A; Muscimol; 2,3,3a,4,5,6,7,7a-octahydro-3-oxoisoxazolo(5,4-c)pyridine; gaboxadol;
Mesh terms: Animals; Anticonvulsants; Cerebellum/drug effects; Electrophysiology; Female; Isoxazoles/chemical synthesis; Male; Mice; Muscimol/metabolism; Oxazoles/pharmacology; Rats; Receptors, GABA-A/drug effects;