A new synthetic method and GABA transporter inhibitory activities of Tiagabine and its analogues are described. The key intermediates 4-tosyl-1,1-diaryl/heteroaryl-1-butene 10a-10e were synthesized by Wittig reaction, and followed by W-alkylation with (R)-3-piperidinecarboxylate. The resulting N-diheterocyclylalkenylpiperidine-3-carboxylic acid ester 11a-11e were saponified and then acidified to-get the target compounds 1a-1e. The preliminary bioassays show that compounds 1a-1e exhibited excellent inhibition of [3H]-GABA uptake in vitro of culture cells.
- GABA transporter inhibitor
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