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P1999

Sigma-Aldrich

PEAQX tetrasodium hydrate

≥98% (HPLC)

Synonym(s):

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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5 MG
$196.20
25 MG
$685.80

$196.20

List Price$218.00Save 10%

Estimated to ship onApril 12, 2025

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5 MG
$196.20
25 MG
$685.80

About This Item

Empirical Formula (Hill Notation):
C17H13BrN3Na4O5P · xH2O
CAS Number:
459836-30-7
Molecular Weight:
542.14 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329820113
NACRES:
NA.77

$196.20

List Price$218.00Save 10%

Estimated to ship onApril 12, 2025

Request a Bulk Order

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

water: 10 mg/mL

storage temp.

−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

InChI key

SMGAGBKXHAHCGQ-VSYRWHDMSA-J

Application

PEAQX tetrasodium hydrate has been used N-methyl-D-aspartate (NMDA) receptor 2A (NR2A) antagonist in rats[1][2] and mice.[3]

Biochem/physiol Actions

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.[4]

Features and Benefits

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000239892
096M4609V
053M4622V
040M4601
036K46083

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

Sigma-Aldrich

M3262

N-Methyl-D-aspartic acid

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
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
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
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
Audrey M Wells et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 41(3), 675-685 (2015-07-24)
Environmentally induced relapse to cocaine seeking requires the retrieval of context-response-cocaine associative memories. These memories become labile when retrieved and must undergo reconsolidation into long-term memory storage to be maintained. Identification of the molecular underpinnings of cocaine-memory reconsolidation will likely
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