Selective inhibitors of GABA uptake: synthesis and molecular pharmacology of 4-N-methylamino-4, 5, 6, 7-tetrahydrobenzo [d] isoxazol-3-ol analogues

…, A Schousboe, P Krogsgaard-Larsen

Index: Clausen, Rasmus P.; Moltzen, Ejner K.; Perregaard, Jens; Lenz, Sibylle M.; Sanchez, Connie; Falch, Erik; Frolund, Bente; Bolvig, Tina; Sarup, Alan; Larsson, Orla M.; Schousboe, Arne; Krogsgaard-Larsen, Povl Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 3 p. 895 - 908

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Citation Number: 56

Abstract

A series of lipophilic diaromatic derivatives of the glia-selective GABA uptake inhibitor (R)-4- amino-4, 5, 6, 7-tetrahydrobenzo [d] isoxazol-3-ol [(R)-exo-THPO, 4] were synthesized via reductive amination of 3-ethoxy-4, 5, 6, 7-tetrahydrobenzo [d] isoxazol-4-one (9) or via N- alkylation of O-alkylatedracemic 4. The effects of the target compounds on GABA uptake mechanisms in vitro were measured using a rat brain synaptosomal preparation or ...