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5.04528

Sigma-Aldrich

NVP-AAM077 Tetrasodium Hydrate

Synonyme(s) :

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

Formule empirique (notation de Hill):
C17H17BrN3Na4O6P
Numéro CAS:
459836-30-7
Poids moléculaire :
562.17
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥99% (HPLC)

Niveau de qualité

100

Forme

solid

Fabricant/nom de marque

Calbiochem®

Conditions de stockage

OK to freeze
protect from light

Couleur

white

Solubilité

water: 24 mg/mL

Température de stockage

−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

Clé InChI

XXZGNAZRWCBSBK-WFVOFKTRSA-N

Description générale

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.

Actions biochimiques/physiologiques

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

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

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

Autres remarques

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.

Informations légales

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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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