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

Base Information

• Chemical Name: 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide
• CAS No.: 301326-22-7
• Molecular Formula: C19H19N5O
• Molecular Weight: 333.38706
• European Community (EC) Number: 683-682-8
• UNII: HYE7315Z4C
• DSSTox Substance ID: DTXSID5058698,DTXSID001045956
• Nikkaji Number: J3.005.551I
• Wikidata: Q27216129,Q27280162
• ChEMBL ID: CHEMBL1743245
• Mol file: 301326-22-7.mol

Synonyms: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;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

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

Chemical Property:

• Boiling Point: 469.4±45.0 °C(Predicted)
• PKA: 12.98±0.70(Predicted)
• PSA: 75.13000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 5.08860
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 333.15896025
• Heavy Atom Count: 25
• Complexity: 482

Purity/Quality:

99% ^*data from raw suppliers

CH 223191 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1N=NC2=CC(=C(C=C2)NC(=O)C3=CC=NN3C)C
• 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.

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

There total 1 articles about 1-Methyl-N-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl-1H-pyrazole-5-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

1-methyl-1H-pyrazole-5-carboxylic acid (16034-46-1) + o-aminoazotoluene (97-56-3) → (E)-1-methyl-N-(2-methyl-4-(o-tolyldiazenyl)phenyl)-1H-pyrazole-5-carboxamide (301326-22-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,2-dichloro-ethane; at 120 ℃; for 0.366667h; Microwave irradiation;

DOI:10.1124/mol.114.093369

upstream raw materials:

1-methyl-1H-pyrazole-5-carboxylic acid

o-aminoazotoluene

Refernces