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C8124

CH-223191

≥98% (HPLC), powder, AhR antagonist

Synonym(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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Pack SizeSKUAvailabilityPrice
5 mg
Please contact Customer Service for Availability
PLN 609.00
25 mg
Please contact Customer Service for Availability
PLN 2,440.00

About This Item

Empirical Formula (Hill Notation):
C19H19N5O
CAS Number:
301326-22-7
Molecular Weight:
333.39
UNSPSC Code:
12352200
PubChem Substance ID:
329775161
NACRES:
NA.77
MDL number:
MFCD00377884
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

PLN 609.00

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Product Name

CH-223191,

assay

≥98% (HPLC)

Quality Level

100

form

powder

color

orange-brown

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

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+

InChI key

LKTNEXPODAWWFM-GHVJWSGMSA-N

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

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This Item
SML2384SML1061SML1276
CH-223191

Sigma-Aldrich

C8124

CH-223191

BAY 87-2243 ≥98% (HPLC)

Sigma-Aldrich

SML2384

BAY 87-2243

PF-04856264 ≥98% (HPLC)

Sigma-Aldrich

SML1061

PF-04856264

BAZ2-ICR ≥98% (HPLC)

Sigma-Aldrich

SML1276

BAZ2-ICR

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: ≥20 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

color

orange-brown

color

white to beige

color

white to light brown

color

white to beige

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000459475
0000459475
0000388488
0000388490
0000157504

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Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Nuclear Receptors (Non-Steroids)

We offer many products related to non-steroid nuclear receptors for your research needs.

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
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)
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Global Trade Item Number

SKUGTIN
C8124-5MG04061833521823
C8124-25MG04061833521816

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