Cas no 222551-24-8 (2-(4-Fluorophenyl)-4-methylpyridine)

2-(4-Fluorophenyl)-4-methylpyridine is a fluorinated pyridine derivative with a molecular structure combining a 4-fluorophenyl group and a methyl-substituted pyridine ring. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate in organic synthesis. The fluorine substituent enhances its electron-withdrawing properties, influencing reactivity and binding interactions in medicinal chemistry applications. The methyl group on the pyridine ring may improve metabolic stability and lipophilicity, making it useful in the design of bioactive molecules. Its well-defined structure allows for precise modifications, facilitating the development of novel compounds with tailored properties for specialized applications.
2-(4-Fluorophenyl)-4-methylpyridine structure
222551-24-8 structure
Product Name:2-(4-Fluorophenyl)-4-methylpyridine
CAS No:222551-24-8
MF:C12H10FN
MW:187.212906360626
CID:254309
PubChem ID:11672810
Update Time:2025-06-09

2-(4-Fluorophenyl)-4-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Fluorophenyl)-4-methylpyridine
    • Pyridine,2-(4-fluorophenyl)-4-methyl-
    • 2-(4-Fluoro-phenyl)-4-methyl-pyridi
    • 2-(4-FLUORO-PHENYL)-4-METHYL-PYRIDINE
    • 2-(p-fluorophenyl)-4-methyl-pyridine
    • 4-Me-4'-F-ppy
    • 4-methyl-2-(4-fluorophenyl)pyridine
    • MFCD09031946
    • 222551-24-8
    • LNUBZXLVNZUZTH-UHFFFAOYSA-N
    • DTXSID60470381
    • AKOS006288137
    • S)-1-Boc-pyrrolidine-1,3-dicarboxylate
    • SCHEMBL842265
    • Inchi: 1S/C12H10FN/c1-9-6-7-14-12(8-9)10-2-4-11(13)5-3-10/h2-8H,1H3
    • InChI Key: LNUBZXLVNZUZTH-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C=C(C)C=CN=1

Computed Properties

  • Exact Mass: 187.08000
  • Monoisotopic Mass: 187.079727485g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 175
  • 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: 3
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • Density: 1.111
  • Boiling Point: 282.4°Cat760mmHg
  • Flash Point: 124.6°C
  • Refractive Index: 1.551
  • PSA: 12.89000
  • LogP: 3.19610

2-(4-Fluorophenyl)-4-methylpyridine Pricemore >>

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Additional information on 2-(4-Fluorophenyl)-4-methylpyridine

Introduction to 2-(4-Fluorophenyl)-4-methylpyridine (CAS No. 222551-24-8)

2-(4-Fluorophenyl)-4-methylpyridine, identified by the Chemical Abstracts Service Number (CAS No.) 222551-24-8, is a significant compound in the realm of pharmaceutical and chemical research. This heterocyclic aromatic amine features a pyridine core substituted with a 4-fluorophenyl group and a methyl group at the 4-position. Its unique structural attributes make it a valuable intermediate in the synthesis of various bioactive molecules, particularly in drug discovery and development.

The presence of a fluorine atom at the para position of the phenyl ring introduces unique electronic and steric properties, which can influence the compound's reactivity, solubility, and metabolic stability. This feature is particularly exploited in medicinal chemistry, where fluorinated aromatic compounds are known to enhance binding affinity and reduce susceptibility to enzymatic degradation. The methylpyridine moiety further contributes to the compound's versatility, allowing for further functionalization and diversification of its pharmacological profile.

In recent years, 2-(4-fluorophenyl)-4-methylpyridine has garnered attention in academic and industrial research due to its potential applications in the development of novel therapeutic agents. Its structural framework is conducive to serving as a scaffold for small-molecule drugs targeting various diseases, including neurological disorders, cancer, and infectious diseases. The compound's ability to undergo selective modifications at multiple positions makes it an attractive candidate for structure-activity relationship (SAR) studies.

One of the most compelling aspects of 2-(4-fluorophenyl)-4-methylpyridine is its role in the synthesis of kinase inhibitors, which are critical in oncology research. Kinases play a pivotal role in cell signaling pathways, and their dysregulation is often associated with abnormal cell growth and proliferation. By incorporating this compound into drug candidates, researchers aim to develop selective kinase inhibitors that can modulate these pathways effectively. The fluorophenyl group enhances interactions with the enzyme's active site, while the methylpyridine moiety provides steric hindrance to minimize off-target effects.

Furthermore, studies have explored the use of 2-(4-fluorophenyl)-4-methylpyridine as a precursor in the synthesis of antiviral agents. The structural motif is believed to interact with viral proteases and polymerases, inhibiting their activity and thereby reducing viral replication. Preliminary findings suggest that derivatives of this compound exhibit promising antiviral properties against certain RNA viruses. These findings underscore the importance of fluorinated pyridines in developing next-generation antiviral therapeutics.

The compound's chemical properties also make it suitable for applications in material science and agrochemicals. For instance, its ability to form stable complexes with metal ions has been explored in catalytic systems. Additionally, fluorinated pyridines are increasingly used in agrochemical formulations due to their enhanced stability under environmental conditions, contributing to more effective crop protection agents.

Recent advancements in synthetic methodologies have further expanded the utility of 2-(4-fluorophenyl)-4-methylpyridine. Transition-metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, have enabled efficient introduction of diverse functional groups onto its core structure. These techniques have facilitated the rapid generation of libraries of derivatives for high-throughput screening (HTS), accelerating drug discovery efforts.

The pharmacokinetic profile of 2-(4-fluorophenyl)-4-methylpyridine and its derivatives is another area of active investigation. Researchers are focusing on optimizing bioavailability by modulating lipophilicity and metabolic stability. Computational modeling techniques, such as molecular dynamics simulations and quantum mechanics calculations, are being employed to predict how structural changes will impact pharmacokinetic properties.

In conclusion, 2-(4-fluorophenyl)-4-methylpyridine (CAS No. 222551-24-8) represents a versatile and valuable building block in modern chemical biology and pharmaceutical research. Its unique structural features offer opportunities for designing novel therapeutic agents with improved efficacy and reduced side effects. As research continues to uncover new applications for this compound, its significance in advancing scientific understanding and therapeutic innovation is likely to grow.

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