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5.04528

Sigma-Aldrich

NVP-AAM077 Tetrasodium Hydrate

Synonym(e):

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

Empirische Formel (Hill-System):
C17H17BrN3Na4O6P
CAS-Nummer:
459836-30-7
Molekulargewicht:
562.17
UNSPSC-Code:
12352200
NACRES:
NA.77

Assay

≥99% (HPLC)

Qualitätsniveau

100

Form

solid

Hersteller/Markenname

Calbiochem®

Lagerbedingungen

OK to freeze
protect from light

Farbe

white

Löslichkeit

water: 24 mg/mL

Lagertemp.

−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

InChIKey

XXZGNAZRWCBSBK-WFVOFKTRSA-N

Allgemeine Beschreibung

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.

Biochem./physiol. Wirkung

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

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

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

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

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
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
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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