(S)-CPW 399 - CAS 389888-02-2
Category: Inhibitor
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Molecular Formula:
C10H13N3O4
Molecular Weight:
239.23
COA:
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Targets:
AMPAR
Description:
(S)-CPW 399 has been found to be a subtype-selective weakly desensitising AMPA agonist.
Purity:
≥98% by HPLC
Appearance:
White Solid
Synonyms:
(S)-CPW 399; (S)-CPW399; (S)-CPW-399; (S)-α-Amino-2,3,4,5,6,7-hexahydro-2,4-dioxo-1H-cyclopentapyrimidine-1-propanoic acid
MSDS:
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InChIKey:
VSGUEKZRMJVQOH-LURJTMIESA-N
InChI:
InChI=1S/C10H13N3O4/c11-6(9(15)16)4-13-7-3-1-2-5(7)8(14)12-10(13)17/h6H,1-4,11H2,(H,15,16)(H,12,14,17)/t6-/m0/s1
Canonical SMILES:
C1CC2=C(C1)N(C(=O)NC2=O)CC(C(=O)O)N
1.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.
Sinclair C;Reavy H;Grieve A;Schousboe A;Morelli E;Novellino E;Campiani G;Griffiths R Neurochem Int. 2003 May;42(6):499-510.
The synthesis and pharmacological characterisation of (S)-CPW 399 as a novel, potent and subtype-selective agonist of the AMPA receptor was recently reported. Studies have been extended to investigate its excitotoxic action in primary cultures of mouse cerebellar granule cells. (S)-CPW 399 induced neuronal cell death in a time- and concentration-dependent manner (EC(50) approximately 70 microM) at 24-h exposure. (S)-CPW-induced neuronal death could be prevented by co-administration with either of the AMPA/kainate selective receptor antagonists 6-cyano-7-nitro-quinoxaline-2,3-dione (CNQX) and 6-nitro-7-sulphamoylbenzo[f]quinoxaline-2,3-dione (NBQX) or by the 2,3-benzodiazepine, GYKI 53655 (a selective AMPA receptor antagonist); while no protection was afforded by either the NMDA receptor antagonist D,L(+/-)-2-amino-5-phosphonopentanoate (APV) or by nifedipine (an L-type calcium channel antagonist) when used alone or in combination. Cyclothiazide, which blocks AMPA receptor desensitisation, caused minimal potentiation of (S)-CPW 399-induced neuronal death, supporting accumulating evidence that (S)-CPW 399 is a full AMPA receptor agonist that markedly prevents a receptor desensitised conformation.
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CAS 389888-02-2 (S)-CPW 399

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