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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

NMDA receptor antagonist.
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.

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
096M4609V
053M4622V
040M4601
036K46083
036K46082

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

Sigma-Aldrich

M3262

N-Methyl-D-Asparaginsäure

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
Da Song et al.
Neurobiology of learning and memory, 155, 435-445 (2018-09-24)
The CA3 subregion of the hippocampus is important for rapid encoding, storage and retrieval of associative memories. Lesions and pharmacological inhibitions of hippocampal CA3 suggest that it is essential for different memories. However, how CA3 functions in spatial and episodic
Bihua Feng et al.
British journal of pharmacology, 141(3), 508-516 (2004-01-14)
(2S*,3R*)-1-(biphenyl-4-carbonyl)piperazine-2,3-dicarboxylic acid (PBPD) is a moderate affinity, competitive N-methyl-d-aspartate (NMDA) receptor antagonist with an atypical pattern of selectivity among NMDA receptor 2 subunit (NR2) subunits. We now describe the activity of several derivatives of PBPD tested at both rat brain
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
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
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