ChemicalBook > CAS DataBase List > 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide

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;CH223191;CH 223191;CH-223191 301326-22-7;AhR Antagonist - CAS 301326-22-7 - Calbiochem;2-methyl-N-[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]pyrazole-3-c
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
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
182705
Product name
AhR Antagonist
Packaging
10mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
16154
Product name
CH 223191
Purity
≥95%
Packaging
5mg
Price
$60
Updated
2024/03/01
Cayman Chemical
Product number
16154
Product name
CH 223191
Purity
≥95%
Packaging
10mg
Price
$112
Updated
2024/03/01
Sigma-Aldrich
Product number
C8124
Product name
CH-223191
Packaging
25mg
Price
$475
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) Kim et al. (2006), 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; Mol. Pharmacol., 69 1871 2) Veldhoen et al. (2009), Natural agonists for aryl hydrocarbon receptor in culture medium are essential for optimal differentiation of Th17 T cells; J. Exp. Med., 206 43 3) Carlin et al. (2013), T-cell potential of human adult and cord blood hemopoietic stem cells expanded with the use of aryl hydrocarbon receptor antagonists; Cytotherapy, 15 224 4) Lahoti et al. (2013), Aryl hydrocarbon receptor antagonism mitigates cytokine-mediated inflammatory signaling in primary human fibroblast-like synoviocytes; Ann. Rheum. Dis, 72 1708 5) Petroff et al. (2011), The aryl hydrocarbon receptor agonist 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) alters early embryonic development in a rat IVF exposure model; Reprod. Toxicol., 32 286

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

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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 Weibang 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
Hebei Mojin Biotechnology Co., Ltd
Product
1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide 301326-22-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-13
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:


  • 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
  • 301326-22-7
  • Inhibitors