Cas no 170682-38-9 (4-(4-Fluorophenyl)-3-nitropyridine)

4-(4-Fluorophenyl)-3-nitropyridine is a fluorinated nitropyridine derivative with significant utility in pharmaceutical and agrochemical research. Its structural features, including the electron-withdrawing nitro group and fluorophenyl moiety, make it a valuable intermediate in the synthesis of bioactive compounds. The fluorine substitution enhances metabolic stability and binding affinity, while the nitro group facilitates further functionalization through reduction or nucleophilic substitution. This compound exhibits high purity and consistent reactivity, making it suitable for applications in medicinal chemistry, particularly in the development of kinase inhibitors and antimicrobial agents. Its well-defined chemical properties ensure reliable performance in synthetic pathways, supporting advanced research and development efforts.
4-(4-Fluorophenyl)-3-nitropyridine structure
170682-38-9 structure
Product Name:4-(4-Fluorophenyl)-3-nitropyridine
CAS No:170682-38-9
MF:C11H7FN2O2
MW:218.183885812759
CID:2663965
PubChem ID:68705379
Update Time:2025-06-25

4-(4-Fluorophenyl)-3-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 3-NITRO-4-(4'-FLUOROPHENYL) PYRIDINE
    • 170682-38-9
    • SCHEMBL3591834
    • EN300-373930
    • 4-(4-fluorophenyl)-3-nitropyridine
    • JIYKGFBSWLSPFQ-UHFFFAOYSA-N
    • 4-(4-Fluorophenyl)-3-nitropyridine
    • Inchi: 1S/C11H7FN2O2/c12-9-3-1-8(2-4-9)10-5-6-13-7-11(10)14(15)16/h1-7H
    • InChI Key: JIYKGFBSWLSPFQ-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C=CN=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 218.04915563Da
  • Monoisotopic Mass: 218.04915563Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 249
  • 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: 2.4
  • Topological Polar Surface Area: 58.7?2

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Additional information on 4-(4-Fluorophenyl)-3-nitropyridine

Professional Introduction to 4-(4-Fluorophenyl)-3-nitropyridine (CAS No. 170682-38-9)

4-(4-Fluorophenyl)-3-nitropyridine is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and electronic properties. This compound, identified by the chemical abstracts service number CAS No. 170682-38-9, has garnered considerable attention due to its potential applications in the development of novel therapeutic agents. The presence of both a fluorophenyl moiety and a nitropyridine backbone imparts distinct reactivity and functionality, making it a valuable scaffold for medicinal chemists.

The structural features of 4-(4-Fluorophenyl)-3-nitropyridine contribute to its versatility in synthetic chemistry. The fluorine atom in the phenyl ring enhances lipophilicity and metabolic stability, which are critical factors in drug design. Additionally, the nitro group serves as a versatile handle for further functionalization, enabling the synthesis of diverse derivatives with tailored biological activities. These attributes have positioned this compound as a key intermediate in the pursuit of innovative pharmacological solutions.

In recent years, there has been growing interest in exploring the pharmacological potential of nitropyridine derivatives. The nitro group, when incorporated into a heterocyclic framework, can modulate receptor binding and metabolic pathways, offering opportunities for the development of drugs with enhanced efficacy and reduced side effects. For instance, studies have demonstrated that nitropyridines exhibit promising activity against various therapeutic targets, including enzymes and receptors implicated in inflammatory diseases and cancer.

The incorporation of a fluorophenyl substituent further enriches the pharmacological landscape of 4-(4-Fluorophenyl)-3-nitropyridine. Fluoroaromatic compounds are well-known for their improved pharmacokinetic profiles, including increased bioavailability and prolonged half-life. This makes them particularly attractive for drug development, where optimizing delivery and persistence in the body is paramount. The combination of these features in 4-(4-Fluorophenyl)-3-nitropyridine suggests its potential as a lead compound for further medicinal chemistry investigations.

Recent advancements in computational chemistry have also facilitated the exploration of 4-(4-Fluorophenyl)-3-nitropyridine's properties. Molecular modeling techniques allow researchers to predict binding affinities, metabolic stability, and other key parameters with high accuracy. These insights can guide the design of novel derivatives with optimized pharmacological profiles. For example, virtual screening has been used to identify analogs of 4-(4-Fluorophenyl)-3-nitropyridine that exhibit enhanced binding to specific biological targets, paving the way for structure-activity relationship studies.

The synthesis of 4-(4-Fluorophenyl)-3-nitropyridine involves multi-step organic transformations that highlight its synthetic utility. Key steps include nitration of the pyridine ring followed by functionalization of the phenyl group with fluorine atoms. These reactions require careful optimization to ensure high yields and purity. Advanced synthetic methodologies, such as transition metal-catalyzed cross-coupling reactions, have been employed to enhance efficiency and selectivity. The development of such techniques underscores the importance of innovative approaches in modern pharmaceutical synthesis.

The biological activity of 4-(4-Fluorophenyl)-3-nitropyridine has been extensively studied in various preclinical models. Initial investigations have revealed its potential as an inhibitor of enzymes involved in inflammatory pathways. The nitro group's ability to engage with heme-containing proteins has been particularly noteworthy, suggesting applications in treating conditions like rheumatoid arthritis and inflammatory bowel disease. Furthermore, preliminary data indicate that this compound may exhibit antitumor properties by modulating signaling pathways critical for cancer cell proliferation.

In conclusion, 4-(4-Fluorophenyl)-3-nitropyridine (CAS No. 170682-38-9) represents a compelling candidate for further exploration in drug discovery. Its unique structural features, combined with its synthetic accessibility and promising biological activity, make it an attractive scaffold for developing novel therapeutics. As research continues to uncover new applications for nitropyridine derivatives, compounds like this will undoubtedly play a pivotal role in shaping the future of pharmaceutical innovation.

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