1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide

Product Name: 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide
CAS No.: 301326-22-7
Chemical Name: 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide
Synonyms: CS-2720;CH 223191;NSC264495;NSC 264495;NSC-264495;AhR Antagonist;C8124 CH-223191;CH223191;CH 223191;CH-223191 301326-22-7;CH-223191, 10 mM in DMSO
CBNumber: CB22518866
Molecular Formula: C19H19N5O
Formula Weight: 333.39
MOL File: 301326-22-7.mol

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1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide Property

Melting point:: >164°C (dec.)
Boiling point:: 469.4±45.0 °C(Predicted)
Density: 1.20±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO: ≥20mg/mL
form: powder
pka: 12.98±0.70(Predicted)
color: orange-brown
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChIKey: LKTNEXPODAWWFM-GHVJWSGMSA-N

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Safety

Hazard Codes: Xn
Risk Statements: 22
Safety Statements: 22
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C8124
Product name: CH-223191
Packaging: 5mg
Price: $114.95
Updated: 2025/07/31

Sigma-Aldrich

Product number: 182705
Product name: AhR Antagonist
Packaging: 10mg
Price: $233
Updated: 2025/07/31

TCI Chemical

Product number: C4042
Product name: CH-223191
Packaging: 10MG
Price: $157
Updated: 2025/07/31

TCI Chemical

Product number: C4042
Product name: CH-223191
Packaging: 50MG
Price: $471
Updated: 2025/07/31

Cayman Chemical

Product number: 16154
Product name: CH 223191
Purity: ≥95%
Packaging: 5mg
Price: $60
Updated: 2024/03/01

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1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide Chemical Properties,Usage,Production

Description

CH-221391 (CAS 301326-22-7) is an arylhydrocarbon (AhR) receptor antagonist, IC50=30 nM.1 Blocks endogenous AhR agonist-induced differentiation of Th17 cells.2?? Promotes expansion of human hematopoietic stem cells.3 Mitigates cytokine-mediated inflammatory signaling in human fibroblast-like synoviocytes.4 An important tool for probing the involvement of AhR in the toxicity of various environmental toxins such as TCDD and other dioxins.5

Uses

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

Definition

ChEBI: 2-methyl-N-[2-methyl-4-(2-methylphenyl)azophenyl]-3-pyrazolecarboxamide is an aromatic amide.

Biochem/physiol Actions

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.

storage

Store at +4°C

References

[1] SUN-HEE KIM. 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.[J]. Molecular Pharmacology, 2006, 69 6: 1871-1878. DOI:10.1124/mol.105.021832
[2] MARC VELDHOEN. Natural agonists for aryl hydrocarbon receptor in culture medium are essential for optimal differentiation of Th17 T cells.[J]. ACS Chemical Health & Safety, 2009: 43-49. DOI:10.1084/jem.20081438
[3] STEPHEN M. CARLIN John J M David D Ma. T-cell potential of human adult and cord blood hemopoietic stem cells expanded with the use of aryl hydrocarbon receptor antagonists[J]. Cytotherapy, 2013, 15 2: Pages 224-230. DOI:10.1016/j.jcyt.2012.10.014
[4] TEJAS S LAHOTI. Aryl hydrocarbon receptor antagonism mitigates cytokine-mediated inflammatory signalling in primary human fibroblast-like synoviocytes.[J]. Annals of the Rheumatic Diseases, 2013, 72 10: 1708-1716. DOI:10.1136/annrheumdis-2012-202639
[5] BRIAN K. PETROFF . The aryl hydrocarbon receptor agonist 2,3,7,8-tetrachloro-dibenzo-p-dioxin (TCDD) alters early embryonic development in a rat IVF exposure model[J]. Reproductive toxicology, 2011, 32 3: Pages 286-292. DOI:10.1016/j.reprotox.2011.07.005

1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide Suppliers

China 143 India 1 United Kingdom 3 United States 17 Global 164

Shanghai Boyle Chemical Co., Ltd.

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View Lastest Price from 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: CH-223191 301326-22-7
Price: US $0.00/G
Min. Order: 1G
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-01

Career Henan Chemical Co

Product: 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide 301326-22-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98-100%
Supply Ability: 1000kg
Release date: 2018-08-20

301326-22-7, 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamideRelated Search:

CIGLITAZONE Rosiglitazone maleate L-KYNURENINE KL001

1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide

CH 223191

1-Methyl-N-[2-methyl-4-[(2-methylphenyl)azo]phenyl]-1H-pyrazole-5-carboxamide

CH223191;CH 223191

CS-2720

AhR Antagonist

2-methyl-N-[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]pyrazole-3-carboxamide

2-Methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazo-phenyl)-amide

(E)-1-methyl-N-(2-methyl-4-(o-tolyldiazenyl)phenyl)-1H-pyrazole-5-carboxamide

2-methyl-N-[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]pyrazole-3-c

AhR Antagonist - CAS 301326-22-7 - Calbiochem

1H-Pyrazole-5-carboxamide, 1-methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl]-

1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide USP/EP/BP

1-Methyl-N-(2-methyl-4-(o-tolyldiazenyl)phenyl)-1H-pyrazole-5-carboxamide

NSC 264495

NSC264495

NSC-264495

CH-223191 301326-22-7

CH-223191, 10 mM in DMSO

C8124 CH-223191

301326-22-7

Inhibitors