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182705

Sigma-Aldrich

AhR Antagonist

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
MDL number:
MFCD00377884
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

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

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

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

Warning

Toxicity: Irritant (B)

Other Notes

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

Legal Information

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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