29950-12-7Relevant articles and documents
Responsive MR-imaging probes for N-methyl-d-aspartate receptors and direct visualisation of the cell-surface receptors by optical microscopy
Sim, Neil,Gottschalk, Sven,Pal, Robert,Engelmann, Joern,Parker, David,Mishra, Anurag
, p. 3148 - 3153 (2013)
A series of N-methyl-d-aspartate (NMDA) receptor-targeted MRI contrast agents has been developed, based on the known competitive NMDA antagonist, 3,4-diamino-3-cyclobutene-1,2-dione. Their use as responsive MR imaging probes has been evaluated in vitro an
Bioisosteric replacement of the α-amino carboxylic acid functionality in 2-amino-5-phosphonopentanoic acid yields unique 3,4-diamino-3-cyclobutene- 1,2-dione containing NMDA antagonists
Kinney,Lee,Garrison,Podlesny Jr.,Simmonds,Bramlett,Notvest,Kowal,Tasse
, p. 4720 - 4726 (2007/10/02)
In this report, a novel bioisostere of the α-amino acid, 3,4-diamino-3- cyclobutene-1,2-dione, has been incorporated into a series of compounds which are NMDA antagonists. These compounds, which are achiral and easily prepared, demonstrated good affinity at the NMDA receptor by their ability to displace [3H]CPP binding in vitro. In particular, the phosphonic acid 24 provided protection against NMDA-induced lethality in mice equivalent to 2-amino-7- phosphonoheptanoic acid (5). This was considered an encouraging result in lieu of the fact that 24, like 5, lacks the conformational rigidity of the more potent NMDA antagonists. In addition, analogs that incorporate the 1,2,4-oxadiazolidine-3,5-dione heterocycle of quisqualic acid and the unsaturation of kainic acid were prepared to explore selectivity at the non- NMDA receptor subtypes.
