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182705

CH-223191

Name: CH-223191
Brand: MM

The AhR Antagonist, also referenced under CAS 301326-22-7, controls the biological activity of AhR.

Synonym(s):

AhR Antagonist, 2-Methyl-2H-pyrazole-3-carboxylic acid-(2-methyl-4- o-tolyl-azophenyl)-amide, CH-223191, 2-Methyl-2H-pyrazole-3-carboxylic acid-(2-methyl-4-o-tolyl-azophenyl)-amide, CH-223191

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₉N₅O

CAS Number:

301326-22-7

Molecular Weight:

333.39

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00377884

Assay:

≥95% (HPLC)

Form:

(Orange-brown)

Storage condition:

OK to freeze, protect from light

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Properties

Product Name

AhR Antagonist, The AhR Antagonist, also referenced under CAS 301326-22-7, controls the biological activity of AhR.

Quality Segment

100

assay

≥95% (HPLC)

form

(Orange-brown)

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

orange-brown

solubility

DMSO: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[n]1(nccc1C(=O)Nc2c(cc(cc2)\N=N\c3c(cccc3)C)C)C

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

Description

General description

A cell-permeable pyrazolo-amide compound that potently blocks the binding of TCDD (2,3,7,8-tetrachlorodibenzo-p-dioxin) to AhR (aryl hydrocarbon receptor) in a dose-dependent manner. Shown to Inhibit TCDD-induced AhR transcription activity in HepG2 cells in vitro (IC₅₀ = 30 nM) and prevent TCDD-elicited liver toxicity and wasting syndrome in mice in vivo. Unlike the commonly used AhR antagonist flavone, this inhibitor has no effect on estrogen receptor transcription activity, nor does it exhibit TCDD-like agonist activity even at concentrations as high as 10 µM.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
AhR (aryl hydrocarbon receptor)

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 30 nM in blocking TCDD-induced AhR transcription activity in HepG2 cells in vitro

Packaging

Packaged under inert gas

Other Notes

Kim, S.H., et al. 2006. Mol. Pharmacol.69, 1871.

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c