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Merck
CN

SML0206

EAA-090

≥98% (HPLC)

别名:

P-[2-(8,9-dioxo-2,6-diazabicyclo[5.2.0]non-1(7)-en-2-yl)ethyl]-phosphonic acid, WAY-126090

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关于此项目

经验公式(希尔记法):
C9H13N2O5P
化学文摘社编号:
分子量:
260.18
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

light yellow to yellow

solubility

H2O: ≥2 mg/mL

originator

Wyeth

storage temp.

2-8°C

SMILES string

OP(O)(=O)CCN1CCCNC2=C1C(=O)C2=O

InChI

1S/C9H13N2O5P/c12-8-6-7(9(8)13)11(3-1-2-10-6)4-5-17(14,15)16/h10H,1-5H2,(H2,14,15,16)

InChI key

BDABGOLMYNHHTR-UHFFFAOYSA-N

Application

EAA-090 was used to study the role of glutamate receptor-mediated signaling in the formation of filipodia and secondary dendrites in rat hippocampal neurons.

Biochem/physiol Actions

EAA-090 inhibits the binding of ligands to glutamate receptors and blocks NMDA-induced currents. It is neuroprotective against glutamate and ischemia-induced toxicity.
EAA-090 is a potent NMDA receptor antagonist with neuroprotective properties. In isoflurane-anesthetized dogs, EAA-090 reduces the minimum alveolar concentration (MAC) of isoflurane and increases systolic, mean, and diastolic arterial blood pressure.
NMDA antagonist

Features and Benefits

This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

存储类别

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Frank Henle et al.
Naunyn-Schmiedeberg's archives of pharmacology, 385(2), 171-180 (2011-10-29)
GluN receptors are heteromers of obligatory GluN1 subunits and GluN2(A-D) subunits. In the present study, we addressed the question whether GluN2A and GluN2B subunits play distinct roles in the formation of filopodia and dendrites during the early development of hippocampal
Lucy Sun et al.
The Journal of pharmacology and experimental therapeutics, 310(2), 563-570 (2004-04-13)
Two novel N-methyl-d-aspartate (NMDA) antagonists with unique chemical structures, EAA-090 (2-[8,9-dioxo-2, 6-diazabicyclo[5.2.0]non-1(7)-en2-yl]ethylphosphonic acid) and EAB-318 (R-alpha-amino-5-chloro-1-(phosphonomethyl)-1H-benzimidazole-2-propanoic acid hydrochloride), were compared with CGS-19755 (Selfotel) in ligand binding, electrophysiology, and neuroprotection assays. CGS-19755, EAA-090 and EAB-318 inhibited [(3)H]3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid binding to NMDA



全球贸易项目编号

货号GTIN
SML0206-10MG04061832075150
SML0206-50MG04061832260785