578. AMPA
Nomenclature
CAS number: 77521-29-0
α-Amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid; α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid. C7H10N2O4; mol wt 186.17.
C 45.16%, H 5.41%, N 15.05%, O 34.38%.
Description and references
Synthetic excitatory amino acid that characterizes a specific subset of ionotropic glutamate receptors in the CNS, consequently known as AMPA-receptors. The activity resides primarily in the l-isomer. Prepn: J. J. Hansen, P. Krogsgaard-Larsen, J. Chem. Soc. Perkin Trans. 1 1980, 1826; M. Begtrup, F. A. Slok, Synthesis 1993, 861. Characterization of neuroexcitatory activity: P. Krogsgaard-Larsen et al., Nature 284, 64 (1980). Resolution of enantiomers and stereospecific activity: J. J. Hansen et al., J. Med. Chem. 26, 901 (1983). Review of AMPA receptors: K. Borges, R. Dingledine, Prog. Brain Res. 116, 153-170 (1998); and potential for pharmacological intervention: G. J. Lees, Drugs 59, 33-78 (2000).
Properties
Crystals from water as the monohydrate, mp 252° (dec).Derivative
l-AMPA.Nomenclature
CAS number: 83643-88-3
S-AMPA.