922184-80-3Relevant academic research and scientific papers
Design, synthesis, and biological evaluation of the N-diarylalkenyl- piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)
Zheng, Jianbin,Wen, Ren,Luo, Xiaomin,Lin, Guoqiang,Zhang, Jiange,Xu, Linfeng,Guo, Lihe,Jiang, Hualiang
, p. 225 - 227 (2007/10/03)
Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as γ-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3- butenyl]-3-piperidinecarboxylic hydro
The Synthesis of Novel GABA Uptake Inhibitors. 1. Elucidation of the Structure-Activity Studies Leading to the Choice of (R)-1--3-piperidinecarboxylic Acid (Tiagabine) as an Anticonvulsant Drug Candidate
Andersen, Knud Erik,Braestrup, Claus,Groenwald, Frederik C.,Joergensen, Anker S.,Nielsen, Erik B.,et al.
, p. 1716 - 1725 (2007/10/02)
A series of different synthetic approaches to novel GABA uptake inhibitors are described, leading to examples which are derivatives of nipecotic acid and guvacine, substituted at nitrogen by 4,4-diaryl-3-butenyl or 2-(diphenylmethoxy)ethyl moieties.The in vitro value for inhibition of 3H>-GABA uptake in rat synaptosomes was determined for each compound.It was found that the most potent examples are those having a substituent in an "ortho" position in one or both aromatic/heteroatomic groups.The majority of the compounds described are structurally related to tiagabine, (R)-1--3-piperidinecarboxylic acid hydrochloride (NNC 05-0328) and some of the reasoning behind the selection of this compound as a drug candidate is summarized.
