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C8124

Sigma-Aldrich

CH-223191

≥98% (HPLC), powder, AhR antagonist

Sinónimos:

1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phen yl-1H-pyrazole-5-carboxamide, 2-Methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazo-phenyl)-amide

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5 MG
111,00 €
25 MG
442,00 €

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5 MG
111,00 €
25 MG
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About This Item

Fórmula empírica (notación de Hill):
C19H19N5O
Número de CAS:
301326-22-7
Peso molecular:
333.39
Número MDL:
MFCD00377884
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329775161
NACRES:
NA.77

111,00 €

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Nombre del producto

CH-223191,

Ensayo

≥98% (HPLC)

Nivel de calidad

100

Formulario

powder

color

orange-brown

solubilidad

DMSO: ≥20 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

Cc1cc(ccc1NC(=O)c2ccnn2C)\N=N\c3ccccc3C

InChI

1S/C19H19N5O/c1-13-6-4-5-7-17(13)23-22-15-8-9-16(14(2)12-15)21-19(25)18-10-11-20-24(18)3/h4-12H,1-3H3,(H,21,25)/b23-22+

Clave InChI

LKTNEXPODAWWFM-GHVJWSGMSA-N

Aplicación

CH-223191 has been used as aryl hydrocarbon receptor (AHR) antagonist in HepaRG cells,[1] TH17-IL-10+ cells[2] and organoids.[3]

Acciones bioquímicas o fisiológicas

CH-223191 is a potent and specific aryl hydrocarbon receptor (AhR) antagonist.
CH-223191 is a potent and specific aryl hydrocarbon receptor (AhR) antagonist. It inhibited TCDD-mediated nuclear translocation and DNA binding of AhR, and inhibited TCDD-induced luciferase activity with an IC50 of 30nM. Unlike some other AhR antagonists which display agonist activity at high concentrations, CH-223191 did not stimulate AhR-dependent transcription even at 100 micromolar. It is also specific for AhR, displaying no affinity for the estrogen receptor, as some other antagonists do.

Características y beneficios

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Certificados de análisis (COA)

Lot/Batch Number
0000388488
0000388490
0000157504
0000251839
0000322701

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Angela Rico de Souza et al.
Frontiers in immunology, 12, 630427-630427 (2021-03-05)
Cigarette smoke is a prevalent respiratory toxicant that remains a leading cause of death worldwide. Cigarette smoke induces inflammation in the lungs and airways that contributes to the development of diseases such as lung cancer and chronic obstructive pulmonary disease
Qin Wang et al.
Environmental health perspectives, 121(11-12), 1334-1343 (2013-09-24)
The aryl hydrocarbon receptor (AHR) is a ligand-activated transcription factor that regulates the expression of xenobiotic detoxification genes and is a critical mediator of gene-environment interactions. Many AHR target genes identified by genome-wide gene expression profiling have morphogenetic functions, suggesting
Down-regulation of the expression of alcohol dehydrogenase 4 and CYP2E1 by the combination of alpha-endosulfan and dioxin in HepaRG human cells
Attignon E, et al.
Toxicology in vitro, 45, 309-317 (2017)
Lactobacillus accelerates ISCs regeneration to protect the integrity of intestinal mucosa through activation of STAT3 signaling pathway induced by LPLs secretion of IL-22
Hou Q, et al.
Cell Death and Differentiation, 1-1 (2018)
An immunoregulatory and tissue-residency program modulated by c-MAF in human TH 17 cells
Aschenbrenner D, et al.
Nature Immunology, 19(10), 1126-1126 (2018)
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