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5.04528

Sigma-Aldrich

NVP-AAM077 Tetrasodium Hydrate

Sinónimos:

NVP-AAM077 Tetrasodium Hydrate, NMDA Antagonist VII, NVP-AAM077, [[[(1S)-1-(4-Bromophenyl)ethyl]amino](1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl] phosphonic acid tetrasodium hydrate, PEAQX tetrasodium hydrate, NVP-AAM077, [[[(1S)-1-(4-Bromophenyl)ethyl]amino](1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl] phosphonic acid tetrasodium hydrate, PEAQX tetrasodium hydrate, NMDA Antagonist VII

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About This Item

Fórmula empírica (notación de Hill):
C17H17BrN3Na4O6P
Número de CAS:
459836-30-7
Peso molecular:
562.17
Código UNSPSC:
12352200
NACRES:
NA.77

Ensayo

≥99% (HPLC)

Nivel de calidad

100

Formulario

solid

fabricante / nombre comercial

Calbiochem®

condiciones de almacenamiento

OK to freeze
protect from light

color

white

solubilidad

water: 24 mg/mL

temp. de almacenamiento

−20°C

InChI

1S/C17H17BrN3O5P/c1-9(10-5-7-11(18)8-6-10)19-17(27(24,25)26)12-3-2-4-13-14(12)21-16(23)15(22)20-13/h2-9,17,19H,1H3,(H,20,22)(H,21,23)(H2,24,25,26)/t9-,17?/m0/s1

Clave InChI

XXZGNAZRWCBSBK-WFVOFKTRSA-N

Descripción general

A potent antagonist for NMDA receptors. Modestly higher selectivity for the NR2A than for the NR2B containing NMDA receptors (IC50 = 0.015 and 0.078 µM) but insufficient to discriminate between NR2A and NR2B-containing NMDA receptors. Widely used for researches in synaptic plastic, learning and memory, and epilepsy.

Acciones bioquímicas o fisiológicas

Primary Target
NMDA receptors
Target IC50: 0.015 and 0.078 µM for NR2A and NR2B, respectively.

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

Frizelle. P., et al. 2006. Mol. Pharmacol.70, 1022.
Milton, A., et al. 2013. J. Neurosci.33, 1109.
Kochlamazashvili, G., et al. 2012. J. Neurosci.32, 2263.
Kocsis, B., et al. 2012. Sleep.35, 1011.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Gaga Kochlamazashvili et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(7), 2263-2275 (2012-03-08)
Neural cell adhesion molecule (NCAM) is the predominant carrier of the unusual glycan polysialic acid (PSA). Deficits in PSA and/or NCAM expression cause impairments in hippocampal long-term potentiation and depression (LTP and LTD) and are associated with schizophrenia and aging.
Pamela A Frizelle et al.
Molecular pharmacology, 70(3), 1022-1032 (2006-06-17)
We have quantified the effects of the N-methyl-d-aspartate (NMDA) receptor antagonist (R)-[(S)-1-(4-bromo-phenyl)-ethylamino]-(2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)-methyl]-phosphonic acid (NVP-AAM077) at rat recombinant N-methyl-D-aspartate receptor (NR)1/NR2A and NR1/NR2B NMDA receptors expressed in Xenopus laevis oocytes. We observed no difference in the steady-state levels of inhibition produced
Bernat Kocsis
Sleep, 35(7), 1011-1016 (2012-07-04)
Sub-anesthetic doses of NMDA receptor antagonists suppress sleep and elicit continuous high-power gamma oscillations lasting for hours. This effect is subunit-specific, as it was also seen after preferential blockade of the NR2A but not of the NR2B subunit-containing receptors. The
Amy L Milton et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(3), 1109-1115 (2013-01-18)
Signaling at NMDA receptors (NMDARs) is known to be important for memory reconsolidation, but while most studies show that NMDAR antagonists prevent memory restabilization and produce amnesia, others have shown that GluN2B-selective NMDAR antagonists prevent memory destabilization, protecting the memory.

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