Journal of Medicinal Chemistry p. 1109 - 1111 (1985)
Update date:2022-08-04
Topics:
Nordmann
Graff
Maurer
Gahwiler
The pharmacological activities of the GABA agonist muscimol and its dihydro analogue have been shown to be almost identical. The closely related 4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol (THIP) 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), which - surprisingly - is devoid of any GABAergic activity.
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