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5.04535

QNZ46

Name: QNZ46
Brand: MM

Sinónimos:

QNZ46, NMDA Antagonist VIII, 4-[6-Methoxy-2-[(1E)-2-(3-nitrophenyl)ethenyl]-4-oxo-3(4H)-quinazolinyl]-Benzoic acid

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About This Item

Fórmula empírica (notación de Hill):

C₂₄H₁₇N₃O₆

Número de CAS:

1237744-13-6

Peso molecular:

443.41

Número MDL:

MFCD22666391

Código UNSPSC:

12352200

Análisis

≥98% (HPLC)

Nivel de calidad

100

formulario

powder

fabricante / nombre comercial

Calbiochem^®

condiciones de almacenamiento

OK to freeze
protect from light

color

yellow

solubilidad

DMSO: 5 mg/mL

temp. de almacenamiento

2-8°C

InChI

1S/C24H17N3O6/c1-33-19-10-11-21-20(14-19)23(28)26(17-8-6-16(7-9-17)24(29)30)22(25-21)12-5-15-3-2-4-18(13-15)27(31)32/h2-14H,1H3,(H,29,30)/b12-5+

Clave InChI

GNLVJIICVWDSNI-LFYBBSHMSA-N

Descripción general

A noncompetitive and voltage-independent antagonist selective for NR2C/D containing NMDA receptors (IC₅₀ = 6, 3, 229, and >300 µM for NR2C, NR2D, NR2A, and NR2B, respectively). Inhibition on NR2C/D containing NMDA receptors is glutamate-binding, but not glycine-binding, dependent. Represents a new class of noncompetitive subunit-selective NMDA receptor antagonists. With more than 100-fold selectivity for recombinant NMDA receptors over AMPA and kainate receptors.

Acciones bioquímicas o fisiológicas

Primary Target
NMDA receptors

Target IC₅₀: 6, 3, 229, and >300 →M for NR2C, NR2D, NR2A, and NR2B, respectively.

Advertencia

Toxicity: Standard Handling (A)

Nota de preparación

Slight warming is required for complete solubilization.

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

Mayer, M., et al. 2013. Annu. Rev. Physiol.75, 1.

Hansen, K., 2011. J. Neurosci.9, 3650.

Mosley, C., et al. 2010. J. Med. Chem.53, 5476.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Quinazolin-4-one derivatives: A novel class of noncompetitive NR2C/D subunit-selective N-methyl-D-aspartate receptor antagonists.

Cara A Mosley et al.

Journal of medicinal chemistry, 53(15), 5476-5490 (2010-08-06)

We describe a new class of subunit-selective antagonists of N-methyl D-aspartate (NMDA)-selective ionotropic glutamate receptors that contain the (E)-3-phenyl-2-styrylquinazolin-4(3H)-one backbone. The inhibition of recombinant NMDA receptor function induced by these quinazolin-4-one derivatives is noncompetitive and voltage-independent, suggesting that this family

Structural and mechanistic determinants of a novel site for noncompetitive inhibition of GluN2D-containing NMDA receptors.

Kasper B Hansen et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(10), 3650-3661 (2011-03-11)

NMDA receptors are ionotropic glutamate receptors that mediate excitatory synaptic transmission and have been implicated in several neurological diseases. We have evaluated the mechanism of action of a class of novel subunit-selective NMDA receptor antagonists, typified by (E)-4-(6-methoxy-2-(3-nitrostyryl)-4-oxoquinazolin-3(4H)-yl)-benzoic acid (QNZ46).

Functional insights from glutamate receptor ion channel structures.

Janesh Kumar et al.

Annual review of physiology, 75, 313-337 (2012-09-15)

X-ray crystal structures for the soluble amino-terminal and ligand-binding domains of glutamate receptor ion channels, combined with a 3.6-Å-resolution structure of the full-length AMPA receptor GluA2 homotetramer, provide unique insights into the mechanisms of the assembly and function of glutamate

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