Cas no 62538-16-3 (1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl-)

1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl-, is a fluorinated pyrazole derivative with a molecular structure featuring a 4-fluorophenyl substituent at the 4-position and a methyl group at the 5-position. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate in the synthesis of biologically active molecules. The presence of the fluorine atom enhances metabolic stability and binding affinity in target interactions, while the pyrazole core offers a rigid scaffold for further functionalization. Its well-defined structure and purity make it suitable for applications in medicinal chemistry, particularly in the development of kinase inhibitors or antimicrobial agents.
1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- structure
62538-16-3 structure
Product Name:1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl-
CAS No:62538-16-3
MF:C10H10FN3
MW:191.204905033112
MDL:MFCD00112674
CID:441216
PubChem ID:2727334
Update Time:2025-06-22

1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl-
    • 4-(4-fluorophenyl)-3-methyl-1H-pyrazol-5-amine
    • Oprea1_849737
    • MFCD00112674
    • 1119390-95-2
    • EN300-75645
    • 62538-16-3
    • CS-0260723
    • SCHEMBL758310
    • Z274538286
    • AKOS000266212
    • 4-(4-Fluoro-phenyl)-5-methyl-2H-pyrazol-3-ylamine
    • LRMAIRSHUYHWRN-UHFFFAOYSA-N
    • AKOS037646323
    • AS-68171
    • W16449
    • 4-(4-fluorophenyl)-5-methyl-2,3-dihydro-1H-pyrazol-3-imine
    • 4-(4-fluorophenyl)-5-methyl-1H-pyrazol-3-amine
    • MDL: MFCD00112674
    • Inchi: 1S/C10H10FN3/c1-6-9(10(12)14-13-6)7-2-4-8(11)5-3-7/h2-5H,1H3,(H3,12,13,14)
    • InChI Key: LRMAIRSHUYHWRN-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C(N)=NNC=1C

Computed Properties

  • Exact Mass: 191.086
  • Monoisotopic Mass: 191.08587549g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 192
  • 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: 2
  • Topological Polar Surface Area: 54.7?2

Experimental Properties

  • PSA: 54.7

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Additional information on 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl-

Introduction to 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- (CAS No. 62538-16-3) and Its Emerging Applications in Chemical Biology

The compound 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- (CAS No. 62538-16-3) represents a significant advancement in the realm of heterocyclic chemistry, particularly within the pyrazole scaffold. Pyrazoles, known for their structural versatility and biological relevance, have been extensively studied for their pharmacological properties. The introduction of fluorine and methyl substituents at specific positions in this molecule enhances its potential as a pharmacophore, making it a valuable candidate for drug discovery and therapeutic development.

In recent years, the integration of fluorine atoms into pharmaceutical molecules has gained considerable attention due to their ability to modulate metabolic stability, binding affinity, and selectivity. The presence of a 4-fluorophenyl group in 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- contributes to its unique electronic properties, which can influence interactions with biological targets. This modification has been shown to improve the compound's solubility and bioavailability, critical factors in the development of novel therapeutics.

The 5-methyl substituent further enhances the structural stability of the pyrazole ring, preventing unwanted side reactions that could compromise its efficacy. This dual substitution pattern makes 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- a promising intermediate in the synthesis of more complex molecules designed for specific biological activities. Researchers have leveraged this compound in the development of inhibitors targeting various enzymes and receptors implicated in diseases such as cancer, inflammation, and neurodegeneration.

One of the most compelling aspects of this compound is its potential application in the design of kinase inhibitors. Kinases play a pivotal role in cell signaling pathways, and dysregulation of these pathways is often associated with chronic diseases. The fluorinated aromatic ring in 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- provides a scaffold that can be fine-tuned to interact with specific kinase domains. Preliminary studies have demonstrated that derivatives of this compound exhibit inhibitory effects on certain kinases, suggesting their utility in developing targeted therapies.

Additionally, the pyrazole core is well-documented for its role in antimicrobial and antiviral applications. The structural features of 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- contribute to its ability to disrupt microbial cell wall synthesis or interfere with viral replication mechanisms. Recent research has highlighted its potential as a lead compound in the development of novel antimicrobial agents against drug-resistant pathogens.

The synthesis of 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- involves multi-step organic reactions that showcase the ingenuity of modern synthetic chemistry. Advanced techniques such as palladium-catalyzed cross-coupling reactions have been employed to introduce the fluorine substituent efficiently. These methods not only ensure high yields but also minimize byproduct formation, aligning with green chemistry principles aimed at sustainable pharmaceutical production.

In conclusion, 1H-Pyrazol-3-amine, 4-(4-fluorophenyl)-5-methyl- (CAS No. 62538-16-3) stands as a testament to the power of heterocyclic chemistry in addressing complex biological challenges. Its unique structural features and demonstrated biological activity make it an indispensable tool for researchers striving to develop innovative therapeutic solutions. As our understanding of molecular interactions continues to evolve, compounds like this will undoubtedly play a central role in shaping the future of drug discovery and medicine.

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