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Key Documents

W0145

Sigma-Aldrich

WAY-213613

≥98% (HPLC)

Synonym(s):

N4-[4-(2-Bromo-4,5-difluorophenoxy)phenyl)]-L-asparagine

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About This Item

Empirical Formula (Hill Notation):
C16H13BrF2N2O4
CAS Number:
Molecular Weight:
415.19
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

N[C@@H](CC(=O)Nc1ccc(Oc2cc(F)c(F)cc2Br)cc1)C(O)=O

InChI

1S/C16H13BrF2N2O4/c17-10-5-11(18)12(19)6-14(10)25-9-3-1-8(2-4-9)21-15(22)7-13(20)16(23)24/h1-6,13H,7,20H2,(H,21,22)(H,23,24)/t13-/m0/s1

InChI key

BNYDDAAZMBUFRG-ZDUSSCGKSA-N

Biochem/physiol Actions

WAY-213613 is a selective GLT-1/EAAT2 inhibitor. GLT-1, aka excitatory amino acid transporter (EAAT)2, is a glutamate transporter highly expressed in both neurons and astrocytes. Members of the EAAT family function to prevent excitotoxicity by removing glutamate from the synapse in the normal brain and may be therapeutic targets for diseases characterized by decreased glutamatergic function. WAY-213613 is a novel EAAT2 inhibitor and is more potent than the general EAAT inhibitor trans-2,4-PDC. WAY-213613 is selective for EAAT2 as compared to EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. WAY-213613 is not a substrate for the transporters themselves, nor does it have activity at glutamate ionotropic or metabotropic receptors.
WAY-213613 is a selective inhibitor of the GLT-1/EAAT2 (glutamate transporter/excitatory amino acid transporter) in neurons and astrocytes. Members of the EAAT family function to moderate excitation by removing glutamate from the synapse; they may be therapeutic targets for diseases of glutamatergic function. WAY-213613 is more potent than the general EAAT inhibitor trans-2,4-PDC, and is selective for EAAT2 over EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. It is neither a substrate for the transporters themselves, nor an agonist at glutamate ionotropic or metabotropic receptors.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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