CH 223191
Chemical Name: 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide
Purity: ≥98%
Biological Activity
CH 223191 is a potent aryl hydrocarbon receptor (AhR) antagonist (IC50 = 30 nM). Exhibits no AhR agonist-like activity (at concentrations up to 100 μM). Inhibits 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD)-induced AhR-dependent transcription in vitro and reduces TCDD-induced toxicity in vivo. Attenuates Th17 differentiation of naive CD4 T cells and promotes expansion of hematopoietic stem cells in vitro.Technical Data
The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Background References
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CXCR4 activation maintains a stem cell population in tamoxifen-resistant breast cancer cells through AhR signalling.
Dubrovska A, Hartung A, Bouchez LC
Br. J. Cancer, 2012;107(1):43-52. -
Effects of Cigarette Smoke Condensate on Oxidative Stress, Apoptotic Cell Death, and HIV Replication in Human Monocytic Cells
PLoS ONE, 2016;11(5):e0155791. -
Malassezia-derived indoles activate the aryl hydrocarbon receptor and inhibit Toll-like receptor-induced maturation in monocyte-derived dendritic cells.
Br. J. Dermatol., 2012;167(3):496-505. -
Aryl hydrocarbon receptor antagonists promote the expansion of human hematopoietic stem cells.
Boitano et al.
Science, 2010;329:1345 -
Novel compound 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazo-phenyl)-amide (CH-223191) prevents 2,3,7,8-TCDD-induced toxicity by antagonizing the aryl hydrocarbon receptor.
Kim et al.
Mol.Pharmacol., 2006;69:1871 -
Natural agonists for aryl hydrocarbon receptor in culture medium are essential for optimal differentiation of TH17 T cells.
Veldhoen et al.
J.Exp.Med., 2009;206:43
Product Datasheets
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Citations for CH 223191
The citations listed below are publications that use Tocris products. Selected citations for CH 223191 include:
13 Citations: Showing 1 - 10
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STING is an intrinsic checkpoint inhibitor that restrains the TH17 cell pathogenic program.
Authors: Sergio Costa Et al.
Cell Rep 2022;39:110838
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Vitamin D Inhibits IL-22 Production Through a Repressive Vitamin D Response Element in the il22 Promoter.
Authors: Brian T Et al.
Front Immunol 2021;12:715059
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Hypoxia-Inducible Factor 1α (HIF1α) Suppresses Virus Replication in Human Cytomegalovirus Infection by Limiting Kynurenine Synthesis.
Authors: Yuecheng Et al.
MBio 2021;12
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Targeting Actomyosin Contractility Suppresses Malignant Phenotypes of Acute Myeloid Leukemia Cells.
Authors: Beom K Et al.
Int J Mol Sci 2020;21
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Control of tumor-associated macrophages and T cells in glioblastoma via AHR and CD39.
Authors: Howard L Et al.
Nat Neurosci 2019;22:729-740
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Gut Microbiota-Produced Tryptamine Activates an Epithelial G-Protein-Coupled Receptor to Increase Colonic Secretion.
Authors: Nicholas C Et al.
Cell Host Microbe 2018;23:775-785.e5
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Increasing kynurenine brain levels reduces ethanol consumption in mice by inhibiting dopamine release in nucleus accumbens.
Authors: Gimenez-Gomez Et al.
Neuropharmacology 2018;135:581
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Mechanisms of Skin Toxicity Associated with Metabotropic Glutamate Receptor 5 Negative Allosteric Modulators.
Authors: Alexandra E Et al.
Cell Chem Biol 2017;24:858-869.e5
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Effects of Cigarette Smoke Condensate on Oxidative Stress, Apoptotic Cell Death, and HIV Replication in Human Monocytic Cells.
Authors: Rao Et al.
PLoS One 2016;11:e0155791
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A TDO2-AhR Signaling Axis Facilitates Anoikis Resistance and Metastasis in Triple-Negative Breast Cancer.
Authors: D'Amato Et al.
Cancer Res 2015;75:4651
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Aryl Hydrocarbon Receptor Activity of Tryptophan Metabolites in Young Adult Mouse Colonocytes.
Authors: Stephen Et al.
Drug Metab Dispos 2015;43:1536-43
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IDO1 suppresses inhibitor development in hemophilia A treated with factor VIII.
Authors: Matino Et al.
Br J Pharmacol 2015;125:3766
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Regulation of plasmacytoid dendritic cell development in mice by aryl hydrocarbon receptor.
Authors: Liu Et al.
Immunol Cell Biol 2014;92:200
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Compound purity was as described. Efficacy in assays matched previously published results.
Dissolved in DMSO, avoid freeze/thawing.
