(S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID Chemical Properties

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

Water Solubility 

Soluble to 50 mM in water

(S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID Usage And Synthesis

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.

(S)-ALPHA-AMINO-2,3,4,5,6,7-HEXAHYDRO-2,4-DIOXO-1H-CYCLOPENTAPYRIMIDINE-1-PROPANOIC ACID(389888-02-2)Related Product Information

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