Cas no 1335110-45-6 (4-Nitro-2-phenylpyridine)

4-Nitro-2-phenylpyridine is a nitro-substituted pyridine derivative with a phenyl group at the 2-position, serving as a versatile intermediate in organic synthesis. Its structure combines the electron-withdrawing nitro group with the aromatic pyridine and phenyl rings, making it useful for further functionalization or as a building block in pharmaceutical and agrochemical research. The compound exhibits stability under standard conditions and is amenable to nucleophilic substitution or reduction reactions, enabling the synthesis of more complex heterocyclic systems. Its well-defined reactivity profile and compatibility with common synthetic methodologies make it a valuable reagent for developing novel compounds in medicinal and materials chemistry.
4-Nitro-2-phenylpyridine structure
4-Nitro-2-phenylpyridine structure
Product Name:4-Nitro-2-phenylpyridine
CAS No:1335110-45-6
MF:C11H8N2O2
MW:200.193422317505
CID:1095548
PubChem ID:56647198
Update Time:2025-10-28

4-Nitro-2-phenylpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Nitro-2-phenylpyridine
    • p-nitrophenylpyridine
    • HS-5396
    • 1335110-45-6
    • 2-Phenyl-4-nitropyridine
    • Inchi: 1S/C11H8N2O2/c14-13(15)10-6-7-12-11(8-10)9-4-2-1-3-5-9/h1-8H
    • InChI Key: DRWYDMOHRDXTSH-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CN=C(C=1)C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 200.058577502g/mol
  • Monoisotopic Mass: 200.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 221
  • 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: 2.7
  • Topological Polar Surface Area: 58.7?2

4-Nitro-2-phenylpyridine Pricemore >>

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4-Nitro-2-phenylpyridine Related Literature

Additional information on 4-Nitro-2-phenylpyridine

Chemical Profile of 4-Nitro-2-phenylpyridine (CAS No. 1335110-45-6)

4-Nitro-2-phenylpyridine, with the chemical formula C?H?N?O? and CAS number 1335110-45-6, is a nitro-substituted heterocyclic compound that has garnered significant attention in the field of organic synthesis and pharmaceutical research. This compound belongs to the pyridine family, characterized by a six-membered aromatic ring containing one nitrogen atom. The presence of a nitro group at the 4-position and a phenyl group at the 2-position introduces unique electronic and steric properties, making it a versatile intermediate in the synthesis of more complex molecules.

The structural features of 4-Nitro-2-phenylpyridine contribute to its reactivity and potential applications. The nitro group is a well-known electrophile, facilitating nucleophilic substitution reactions, while the phenyl ring provides additional stability and allows for further functionalization. These attributes have positioned this compound as a valuable building block in medicinal chemistry, particularly in the development of bioactive molecules.

In recent years, 4-Nitro-2-phenylpyridine has been explored in various research avenues, particularly in the synthesis of pharmaceutical intermediates. Its nitro-substituted pyridine core is a common motif in drug discovery, often serving as a scaffold for compounds targeting neurological disorders, inflammatory diseases, and infectious diseases. The nitro group can be reduced to an amine, introducing a reactive site for further derivatization, or it can be used in metal-catalyzed coupling reactions to introduce other functional groups.

One of the most compelling aspects of 4-Nitro-2-phenylpyridine is its role in the development of novel therapeutic agents. For instance, researchers have utilized this compound as a precursor in the synthesis of kinase inhibitors, which are critical in treating cancers and other chronic diseases. The pyridine ring is a common pharmacophore in these inhibitors, and the nitro group can be strategically positioned to modulate binding affinity and selectivity. Recent studies have demonstrated that derivatives of 4-Nitro-2-phenylpyridine exhibit promising activity against various kinases, including those implicated in tyrosine kinase-driven cancers.

The pharmaceutical industry has also shown interest in 4-Nitro-2-phenylpyridine for its potential in developing antimicrobial agents. The structural complexity of this compound allows for interactions with biological targets that are distinct from traditional antibiotics. By leveraging its reactivity and functional groups, chemists have synthesized analogs that demonstrate efficacy against resistant bacterial strains. This underscores the importance of heterocyclic compounds like 4-Nitro-2-phenylpyridine in addressing emerging challenges in antimicrobial therapy.

Beyond pharmaceutical applications, 4-Nitro-2-phenylpyridine has found utility in materials science and agrochemical research. Its ability to participate in various chemical transformations makes it a valuable intermediate for synthesizing dyes, polymers, and specialty chemicals. Additionally, researchers have explored its use in developing novel pesticides and herbicides, where its structural features contribute to bioactivity against target pests while maintaining environmental safety.

The synthesis of 4-Nitro-2-phenylpyridine typically involves nitration of 2-phenylpyridine or condensation reactions followed by functional group modifications. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that researchers have access to high-quality starting materials for their investigations. Techniques such as catalytic hydrogenation and palladium-catalyzed cross-coupling reactions have been employed to introduce additional functionality into the molecule with high precision.

In conclusion,4-Nitro-2-phenylpyridine (CAS No. 1335110-45-6) is a multifaceted compound with significant potential across multiple scientific disciplines. Its unique structural features make it an invaluable intermediate for pharmaceutical synthesis, offering opportunities for developing novel therapeutics against various diseases. Furthermore, its applications in materials science and agrochemicals highlight its versatility beyond traditional medicinal chemistry applications. As research continues to uncover new uses for this compound,4-Nitro-2-phenylpyridine is poised to remain at the forefront of chemical innovation.

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