Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I).

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Zheng J, Wen R, Luo X, Lin G, Zhang J, Xu L, Guo L, Jiang H

Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I).

Bioorg Med Chem Lett. 2006 Jan 1;16(1):225-7. Epub 2005 Oct 21.

PubMed ID

16246548 [ View in PubMed

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Abstract

Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as gamma-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic hydrochloride possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Tiagabine	Sodium- and chloride-dependent GABA transporter 1	IC 50 (nM)	280	N/A	N/A	Details