| Identification | Back Directory | [Name]
(S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID | [CAS]
389888-02-2 | [Synonyms]
(S)-CPW 399
(S)-α-Amino-2,3,4,5,6,7-hexahydro-2,4-dioxo-1H-cyclopentapyrimidine-1-propanoicacid
(2S)-2-amino-3-(2,4-dioxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-1-yl)propanoic acid
(S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID
1H-Cyclopentapyrimidine-1-propanoic acid, α-amino-2,3,4,5,6,7-hexahydro-2,4-dioxo-, (αS)- | [Molecular Formula]
C10H13N3O4 | [MDL Number]
MFCD06798372 | [MOL File]
389888-02-2.mol | [Molecular Weight]
239.23 |
| Chemical Properties | Back Directory | [Melting point ]
>163°C (dec.) | [storage temp. ]
Desiccate at -20°C | [solubility ]
Aqueous Acid (Slightly, Heated, Sonicated), DMSO (Slightly) | [form ]
Solid | [color ]
Pale Brown to Brown |
| Hazard Information | Back Directory | [Uses]
(S)-CPW 399 is a subtype-selective weakly desensitising AMPA agonist. | [Biological Activity]
Novel subtype-selective and weakly desensitizing AMPA receptor partial agonist (K i values are 44, 109, 223, 1890 and 2090 nM at GluR5, GluR1, GluR2, GluR3 and GluR4 receptors respectively). Exhibits potent agonist activity at GluR1 and GluR2 subunit-containing AMPA receptors (EC 50 values are 24.9 and 13.9 μM respectively) and is excitotoxic in vitro . | [References]
[1]. campiani g, morelli e, nacci v, et al. characterization of the 1h-cyclopentapyrimidine-2,4(1h,3h)-dione derivative (s)-cpw399 as a novel, potent, and subtype-selective ampa receptor full agonist with partial desensitization properties. j med chem, 2001, 44(26): 4501-4504.
[2]. sinclair c, reavy h, grieve a, et al. inherent desensitisation-preventing properties of a novel, subtype-selective ampa receptor agonist, (s)-cpw 399, as a possible explanation for its excitotoxic action in cultured cerebellar granule cells. neurochem int, 2003, 42(6): 499-510.
[3]. salonen v, kallinen s, lopez-picon fr, et al. ampa/kainate receptor-mediated up-regulation of gabaa receptor delta subunit mrna expression in cultured rat cerebellar granule cells is dependent on nmda receptor activation. brain res, 2006, 1087(1): 33-40.
[4]. butini s, pickering ds, morelli e, et al. 1h-cyclopentapyrimidine-2,4(1h,3h)-dione-related ionotropic glutamate receptors ligands. structure-activity relationships and identification of potent and selective iglur5 modulators. j med chem, 2008, 51(20): 6614-6618. |
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