Referenced in: none

Automatically associated channels: Kir2.3

Title: Chiral synthesis and pharmacological evaluation of NPS 1407: a potent, stereoselective NMDA receptor antagonist.

Authors: S T Moe, D L Smith, E G DelMar, S M Shimizu, B C Van Wagenen, M F Balandrin, Y E Chien, J L Raszkiewicz, L D Artman, H S White, A L Mueller

Journal, date & volume: Bioorg. Med. Chem. Lett., 2000 Nov 6 , 10, 2411-5

PubMed link: http://www.ncbi.nlm.nih.gov/pubmed/11078190

Abstract
The stereoselective synthesis and biological activity of NPS 1407 (4a), (S)-(-)-3-amino-1,1-bis(3-fluorophenyl)butane, a potent, stereoselective antagonist of the NMDA receptor, are described. The racemate (4) was found to be active at the NMDA receptor in an in vitro assay, prompting the synthesis of the individual stereoisomers. The S isomer (4a) was found to be 12 times more potent than the R isomer (4b). Compound 4a demonstrated in vivo pharmacological activity in neuroprotection and anticonvulsant assays.