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P1999

Sigma-Aldrich

PEAQX tetrasodium hydrate

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C17H13BrN3Na4O5P · xH2O
CAS-Nummer:
459836-30-7
Molekulargewicht:
542.14 (anhydrous basis)
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329820113
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

water: 10 mg/mL

Lagertemp.

−20°C

SMILES String

[Na+].[Na+].[Na+].[Na+].[H]O[H].C[C@H](NC(c1cccc2nc([O-])c([O-])nc12)P([O-])([O-])=O)c3ccc(Br)cc3

InChI

1S/C17H17BrN3O5P.4Na.H2O/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);;;;;1H2/q;4*+1;/p-4/t9-,17?;;;;;/m0...../s1

InChIKey

SMGAGBKXHAHCGQ-VSYRWHDMSA-J

Anwendung

PEAQX tetrasodium hydrate has been used N-methyl-D-aspartate (NMDA) receptor 2A (NR2A) antagonist in rats and mice.

Biochem./physiol. Wirkung

PEAQX is more specific for N-methyl-D-aspartate (NMDA) receptor 2A (NR2A) than N-methyl-D-aspartate (NMDA) receptor 2B (NR2B) and induces striatal apoptosis. It is less potent in activating caspase-3 than its stereomer NVP-AAM007.
NMDA receptor antagonist.

Leistungsmerkmale und Vorteile

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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N-Methyl-D-Asparaginsäure ≥98% (TLC), solid

Sigma-Aldrich

M3262

N-Methyl-D-Asparaginsäure

Melissa Morales et al.
Behavioural brain research, 250, 18-22 (2013-05-09)
Adolescents display high levels of interactions with peers relative to other age groups, with these interactions further enhanced by ethanol under some circumstances. Understanding of the neural mechanisms underlying these high levels of social interactions is important given that alcohol
Melissa Morales et al.
Psychopharmacology, 231(8), 1797-1807 (2013-09-18)
NMDA antagonists consistently produce social inhibition in adult animals, although effects of these manipulations on social behavior of adolescents are relatively unknown. The aim of this study was to assess potential age differences in the socially inhibitory effects of the
Yves P Auberson et al.
Bioorganic & medicinal chemistry letters, 12(7), 1099-1102 (2002-03-23)
NMDA antagonists derived from 5-phosphonomethyl-1,4-dihydroquinoxaline-2,3-dione (3a) are potent anticonvulsant agents, and display strong protective effects in the electroshock-induced convulsion assay in mice. Their preference for the human NMDAR 1A/2A over 1A/2B subunit composition was optimized, leading to (1RS,1'S)-PEAQX (9r), which
N C Anastasio et al.
Neuroscience, 163(4), 1181-1191 (2009-08-06)
The mechanism underlying phencyclidine (PCP)-induced apoptosis in perinatal rats and the development of schizophrenia-like behaviors is incompletely understood. We used antagonists for N-methyl-D-aspartate (NMDA) receptor subunit NR2A- and NR2B-containing NMDA receptor to test the hypothesis that the behavioral and apoptotic
Eleanor J Taylor et al.
Molecular biology of the cell, 21(13), 2202-2216 (2010-05-07)
Recycling of eIF2-GDP to the GTP-bound form constitutes a core essential, regulated step in eukaryotic translation. This reaction is mediated by eIF2B, a heteropentameric factor with important links to human disease. eIF2 in the GTP-bound form binds to methionyl initiator
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