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Merck

SML2413

Sigma-Aldrich

EU1794-27

≥98% (HPLC)

Synonym(e):

2-[[(2-Amino-4,5-dihydro-4-oxo-5-thiazolyl)acetyl]amino]-4,5,6,7-tetrahydro-1-benzo[b]thiophene-3-carboxylic acid tert-butyl ester, 2-[[(2-Imino-4-oxo-1,3-thiazolidin-5-yl)acetyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid tert-butyl ester, EU 1794-27, Tert-butyl 2-(2-(2-imino-4-oxothiazolidin-5-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

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About This Item

Empirische Formel (Hill-System):
C18H23N3O4S2
CAS-Nummer:
Molekulargewicht:
409.52
UNSPSC-Code:
12352200

Assay

≥98% (HPLC)

Form

powder

Farbe

white to light brown

Löslichkeit

DMSO: 2 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

O=C(C(CC(NC1=C(C(OC(C)(C)C)=O)C2=C(CCCC2)S1)=O)S3)NC3=N

Biochem./physiol. Wirkung

EU1794-27 is an N-methyl-d-aspartate (NMDA) receptor (NMDAR) positive allosteric modulator (PAM) toward GluN2A/B/C subtypes (EC50/Emax = 1.4 μM/130%/GluN2B, 2.8 μM/230%/GluN2C, 2.4 μM/250%/GluN2D with Glu/Gly = ECmax = 100/30 μM using xenopus oocytes co-expressing rat GluN1 and respective GluN2 subtype; EC50/Emax = 6.3 μM/400%/GluN2B, 5.0 μM/680%/GluN2C with Glu/Gly = 1/0.3 μM &,;2.4 μM/580%/GluN2D with Glu/Gly = 0.6/0.2 μM), while it exhibits Glu/Gly level-dependent GluN1-GluN2A-modulating activities (EC50/Emax = 7.4 μM/52%/GluN2A with Glu/Gly = 100/30 μM; 8.1 μM/340% with Glu/Gly = 2/0.6 μM).
NMDA receptor is important for glutamate neurotransmission. It is associated with learning ability and memory. NMDA receptor possesses two different subunits NMDAR1 and NMDAR2. Tyrosine phosphorylation controls the actions of NMDA receptors. It is also known to influence neuronal function.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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PSD-95 promotes Fyn-mediated tyrosine phosphorylation of the N-methyl-D-aspartate receptor subunit NR2A
Tezuka T, et al.
Proceedings of the National Academy of Sciences of the USA, 96(2), 435-440 (1999)
Riley Perszyk et al.
eLife, 7 (2018-05-25)
N-methyl-d-aspartate receptors (NMDARs) are an important receptor in the brain and have been implicated in multiple neurological disorders. Many non-selective NMDAR-targeting drugs are poorly tolerated, leading to efforts to target NMDAR subtypes to improve the therapeutic index. We describe here

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