CH-223191 - Moligand™,≥98% , CAS No.301326-22-7

CAS: 301326-22-7 Cat. No.: C303374 Molecular Weight: 333.39 EC Number: 683-682-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

Q27280162 | CBDivE_007629 | EX-A771 | 1H-Pyrazole-5-carboxamide, 1-methyl-N-(2-methyl-4-(2-(2-methylphenyl)diazenyl)phenyl)- | BCP12814 | 1-Methyl-N-(2-methyl-4-(o-tolyldiazenyl)phenyl)-1H-pyrazole-5-carboxamide | 1-methyl-N-{2-methyl-4-[2-(2-methylphenyl

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Q27280162 | CBDivE_007629 | EX-A771 | 1H-Pyrazole-5-carboxamide, 1-methyl-N-(2-methyl-4-(2-(2-methylphenyl)diazenyl)phenyl)- | BCP12814 | 1-Methyl-N-(2-methyl-4-(o-tolyldiazenyl)phenyl)-1H-pyrazole-5-carboxamide | 1-methyl-N-{2-methyl-4-[2-(2-methylphenyl

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Potent aryl hydrocarbon receptor (AhR) antagonist (IC50= 30 nM). Exhibits no AhR agonist-like activity (at concentrations up to 100μM). Inhibits 2, 3, 7, 8-Tetrachlorodibenzo-p-dioxin (TCDD)-induced AhR-dependent transcriptionin vitroand reduces TCDD-induced

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ANTAGONIST

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504762458
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504762458
• Canonical Smiles: CC1=CC=CC=C1N=NC2=CC(=C(C=C2)NC(=O)C3=CC=NN3C)C
• IUPAC Name: 2-methyl-N-[2-methyl-4-[(2-methylphenyl)diazenyl]phenyl]pyrazole-3-carboxamide
• InChIKey: LKTNEXPODAWWFM-UHFFFAOYSA-N
• 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)
• Isomeric SMILES: CC1=CC=CC=C1N=NC2=CC(=C(C=C2)NC(=O)C3=CC=NN3C)C
• Molecular Weight: 333.39
• Reaxy-Rn: 10571968
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10571968&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Anilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Anilides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aromatic anilides
• Alternative Parents: Azobenzenes Pyrazole-5-carboxamides 2-heteroaryl carboxamides Toluenes Heteroaromatic compounds Secondary carboxylic acid amides Azo compounds Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aromatic anilide - Azobenzene - 2-heteroaryl carboxamide - Pyrazole-5-carboxamide - Toluene - Azole - Pyrazole - Heteroaromatic compound - Azo compound - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

Discover Target: AHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 33.34, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 3.33, Max Conc. mM: 10
• Sensitivity: Air sensitive；Heat sensitive
• Molecular Weight: 333.400 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 333.159 Da
• Monoisotopic Mass: 333.159 Da
• Topological Polar Surface Area: 71.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 482.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yang Yang, Yue Tao, Xiaodong Yi, Guanyu Zhong, Yanyan Gu, Yunhe Cui, Ying Zhang.  (2023)  Crosstalk between aryl hydrocarbon receptor and Wnt/β-catenin signaling pathway: Possible culprit of di (2-ethylhexyl) phthalate-mediated cardiotoxicity in zebrafish larvae.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:37866606] [10.1016/j.scitotenv.2023.167907]

2. Jiani Zhan, Yijia Chen, Yuying Liu, Yunqiu Chen, Zhiyao Li, Xuewen Li, Zhenning He, Fangzhou Meng, Xiaoyang Qian, Lili Yang, Qing Yang.  (2025)  IDO1-mediated AhR activation up-regulates pentose phosphate pathway via NRF2 to inhibit ferroptosis in lung cancer.  BIOCHEMICAL PHARMACOLOGY,      [PMID:40164341] [10.1016/j.bcp.2025.116913]

3. Yunqiu Chen, Jiayun Ying, Zhiyao Li, Zhen Ning Tony He, Jiani Zhan, Heng Liang, Yuying Liu, Yijia Chen, Xuewen Li, Ting Zhu, Chunxiang Kuang, Guoping Lu, Qing Yang.  (2025)  IDO1 inhibitors block septic cytokine storm by suppressing the IDO1-AHR-CYP1A1 axis.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:40245547] [10.1016/j.biopha.2025.118054]

4. Yang Chuan, Xie Langlang, Deng Zihan, Ai Hongbo, Xiang Tingwen, Yan Xiaojing, Ling Zhiguo, Xiao Shiyu, Tang Yong, Huang Gang, Luo Fei, Chen Yueqi.  (2025)  An orally-administered nanotherapeutics with gold nanospheres supplying for rheumatoid arthritis therapy by re-shaping gut microbial tryptophan metabolism.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-22).  [PMID:40414887] [10.1186/s12951-025-03450-7]

5. Nan Zhao, Wei Song, Tianshu Sun, Weiwei Wu, Yongliang Feng, Ning Ma, Suping Wang.  (2025)  Nicotinamide metabolic dysregulation plays a key role in Benzo[a]pyrene-induced adverse birth outcomes: Evidence from multi-omics profiling, experimental and epidemiological validation.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:41032930] [10.1016/j.jhazmat.2025.140000]