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P1999

Sigma-Aldrich

PEAQX tetrasodium hydrate

≥98% (HPLC)

Synonyme(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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About This Item

Formule empirique (notation de Hill):
C17H13BrN3Na4O5P · xH2O
Numéro CAS:
459836-30-7
Poids moléculaire :
542.14 (anhydrous basis)
Code UNSPSC :
12352200
ID de substance PubChem :
329820113
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

water: 10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

SMGAGBKXHAHCGQ-VSYRWHDMSA-J

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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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