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C8124

Sigma-Aldrich

CH-223191

≥98% (HPLC), powder, AhR antagonist

Synonyme(s) :

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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About This Item

Formule empirique (notation de Hill):
C19H19N5O
Numéro CAS:
301326-22-7
Poids moléculaire :
333.39
Numéro MDL:
MFCD00377884
Code UNSPSC :
12352200
ID de substance PubChem :
329775161
Nomenclature NACRES :
NA.77

product name

CH-223191,

Pureté

≥98% (HPLC)

Niveau de qualité

100

Forme

powder

Couleur

orange-brown

Solubilité

DMSO: ≥20 mg/mL

Température de stockage

2-8°C

Chaîne 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+

Clé InChI

LKTNEXPODAWWFM-GHVJWSGMSA-N

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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)
A D van den Brand et al.
Molecular and cellular endocrinology, 496, 110520-110520 (2019-07-29)
Some environmental contaminants and pharmaceuticals increase the incidence of uterine tumors in toxicological studies with rats. These tumors can result from a hormonal imbalance due to rat-specific disrupted pituitary prolactin regulation, and are therefore of questionable relevance for humans. In
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
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
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)
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