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Merck

A8486

Sigma-Aldrich

N-(p-Amylcinnamoyl)anthranilic acid

≥98% (HPLC)

Sinónimos:

2-[[1-oxo-3-(4-Pentylphenyl)-2-propen-1-yl]amino]-benzoic acid, ACA, N-(4-Pentylcinnamoyl)anthranilic acid

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About This Item

Fórmula empírica (notación de Hill):
C21H23NO3
Número de CAS:
Peso molecular:
337.41
Número MDL:
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to off-white

solubilidad

DMSO: ≥20 mg/mL

temp. de almacenamiento

room temp

cadena SMILES

CCCCCc1ccc(\C=C\C(=O)Nc2ccccc2C(O)=O)cc1

InChI

1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)/b15-14+

Clave InChI

GAMRBCZMOOMBSQ-CCEZHUSRSA-N

Categorías relacionadas

Descripción general

N-(p-Amylcinnamoyl)anthranilic acid (ACA) functions as a broad spectrum phospholipase A2 inhibitor and blocks transient receptor potential (TRP) channels. It inhibits calcium activated chloride current in cardiac ventricular myocytes. ACA regulates various ion channels.

Aplicación

N-(p-Amylcinnamoyl)anthranilic acid has been used as a transient receptor potential cation channel subfamily M member 2 (TRPM2) inhibitor, in studying its role in regulating the production of reactive oxygen species (ROS).
N-(p-Amylcinnamoyl)anthranilic acid is a broad spectrum PLA2 inhibitor and TRP channel blocker. N-(p-Amylcinnamoyl)anthranilic acid has been used to study the functional expression of TRPM2 channels in dopaminergic SNc neurons.

Acciones bioquímicas o fisiológicas

Broad spectrum phospholipase A2 (PLA2) inhibitor and TRP channel blocker.

Características y beneficios

This compound is featured on the Phospholipase A2 page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Environment

Palabra de señalización

Warning

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Aquatic Acute 1 - Aquatic Chronic 1

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


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Visite la Librería de documentos

Bo Pang et al.
Pflugers Archiv : European journal of physiology, 463(2), 309-318 (2011-10-25)
Sustained increase in [Ca(2+)](c) (Δ[Ca(2+)](c)) is a critical early signal from T-cell receptor (TCR/CD3). In general, Ca(2+)-release activated Ca(2+) channels (CRAC) are responsible for the Ca(2+) influx and Δ[Ca(2+)](c) after TCR/CD3 stimulation. However, T cells also express Ca(2+)-permeable nonselective cation
N-(p-amylcinnamoyl) anthranilic acid (ACA): a phospholipase A2 inhibitor and TRP channel blocker
Harteneck C, et al.
Cardiovascular Drug Reviews, 25(1), 61-75 (2007)
Mathias Gelderblom et al.
Stroke, 45(11), 3395-3402 (2014-09-23)
Brain injury during stroke results in oxidative stress and the release of factors that include extracellular Ca(2+), hydrogen peroxide, adenosine diphosphate ribose, and nicotinic acid adenine dinucleotide phosphate. These alterations of the extracellular milieu change the activity of transient receptor
M Göl et al.
Archives italiennes de biologie, 157(1), 24-36 (2019-05-22)
N-(p-amylcinnamoyl) anthranilic acid (ACA) is a blocker of transient receptor potential melastatin-2 (TRPM2) which is a non-selective, Ca2+-permeable and oxidative stress sensor cation channel. Intracerebroventricular (ICV) streptozotocin (STZ) induction successfully generates spatial memory deficits in rats. The purpose of this
Aminobenzoic Acids-Advances in Research and Application (2012)

Artículos

Phospholipase A2 (PLA2) enzymes hydrolyze glycerophospholipids, yielding arachidonic acid; inhibition targets eicosanoid biosynthesis.

Phospholipase A2 (PLA2) enzymes hydrolyze glycerophospholipids, yielding arachidonic acid; inhibition targets eicosanoid biosynthesis.

Phospholipase A2 (PLA2) enzymes hydrolyze glycerophospholipids, yielding arachidonic acid; inhibition targets eicosanoid biosynthesis.

Phospholipase A2 (PLA2) enzymes hydrolyze glycerophospholipids, yielding arachidonic acid; inhibition targets eicosanoid biosynthesis.

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