Cas no 142598-53-6 (1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl-)

1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl-, is a heterocyclic carboxylic acid derivative with a pyrazole core structure. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate in organic synthesis. The presence of both a carboxylic acid functional group and a phenyl substituent enhances its reactivity, enabling its use in amide coupling, esterification, and other derivatization reactions. Its well-defined structure and stability make it suitable for applications in medicinal chemistry, particularly in the development of bioactive molecules. The compound is typically characterized by high purity and consistent performance in synthetic workflows.
1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl- structure
142598-53-6 structure
Product Name:1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl-
CAS No:142598-53-6
MF:C11H10N2O2
MW:202.209302425385
MDL:MFCD24481633
CID:3737656
PubChem ID:15032474
Update Time:2025-10-31

1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl- Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl-
    • 1-?Methyl-?4-?phenyl-?1H-?pyrazole-?5-?carboxylic acid
    • 2-methyl-4-phenylpyrazole-3-carboxylic acid
    • AS-78257
    • Z1508940811
    • D94401
    • 1-Methyl-4-phenyl-1H-pyrazole-5-carboxylic acid
    • BNJPPGUQUVZCBA-UHFFFAOYSA-N
    • SCHEMBL9955454
    • EN300-5320147
    • DB-132910
    • 142598-53-6
    • 2-methyl-4-phenyl-2H-pyrazole-3-carboxylic acid
    • 973-540-6
    • MDL: MFCD24481633
    • Inchi: 1S/C11H10N2O2/c1-13-10(11(14)15)9(7-12-13)8-5-3-2-4-6-8/h2-7H,1H3,(H,14,15)
    • InChI Key: BNJPPGUQUVZCBA-UHFFFAOYSA-N
    • SMILES: OC(C1=C(C=NN1C)C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 202.074227566g/mol
  • Monoisotopic Mass: 202.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 239
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 55.1?2

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Additional information on 1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl-

1H-Pyrazole-5-carboxylic Acid, 1-Methyl-4-Phenyl

The compound 1H-Pyrazole-5-carboxylic acid, 1-methyl-4-phenyl (CAS No: 142598-53-6) is a heterocyclic aromatic compound with significant potential in various fields of chemistry and materials science. This compound belongs to the class of pyrazole derivatives, which are widely studied due to their unique electronic properties and versatile applications in drug discovery, organic electronics, and advanced materials.

Pyrazole, a five-membered ring containing two nitrogen atoms, forms the core structure of this compound. The substitution pattern at the 1-methyl and 4-phenyl positions introduces additional functional groups that enhance its reactivity and versatility. The presence of the carboxylic acid group at the 5-position further increases its chemical functionality, making it a valuable building block for synthesizing more complex molecules.

Recent studies have highlighted the importance of pyrazole derivatives in drug design, particularly in targeting specific biological pathways and enzymes. For instance, researchers have explored the potential of 1H-pyrazole-5-carboxylic acid derivatives as inhibitors of histone deacetylases (HDACs), which are implicated in various diseases, including cancer and neurodegenerative disorders. The methyl and phenyl substituents in this compound contribute to its ability to interact with biological targets, making it a promising candidate for further pharmacological studies.

In the field of organic electronics, pyrazole-based materials have gained attention due to their ability to act as electron-deficient platforms for π-conjugation. The 1-methyl-4-phenyl substitution pattern in this compound enhances its electronic properties, making it suitable for applications in organic light-emitting diodes (OLEDs) and photovoltaic devices. Recent advancements in synthetic methodologies have enabled the precise control of substitution patterns, further expanding the potential of this compound in electronic applications.

The synthesis of 1H-pyrazole-5-carboxylic acid, 1-methyl-4-phenyl involves a combination of nucleophilic aromatic substitution and condensation reactions. Researchers have optimized reaction conditions to achieve high yields and purity, ensuring its availability for both academic and industrial applications. The use of microwave-assisted synthesis has also been explored to accelerate reaction times while maintaining product quality.

From a materials science perspective, this compound serves as a precursor for constructing advanced materials such as metal-organic frameworks (MOFs) and coordination polymers. Its carboxylic acid group facilitates coordination with metal ions, enabling the formation of porous structures with applications in gas storage and catalysis. Recent studies have demonstrated the potential of pyrazole-based MOFs in capturing greenhouse gases like CO?, highlighting their role in environmental sustainability.

In conclusion, 1H-pyrazole-5-carboxylic acid, 1-methyl-4-phenyl (CAS No: 142598-53-6) is a multifaceted compound with diverse applications across chemistry and materials science. Its unique structure and functional groups make it a valuable tool for advancing drug discovery efforts and developing next-generation electronic materials. As research continues to uncover new properties and applications, this compound is poised to play an increasingly important role in both academic research and industrial innovation.

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