• 1. Synthesis of facial cyclometalated iridium(iii) complexes triggered by tripodal ligands
  Toshiyuki Moriuchi,Lisheng Mao,Hsyueh-Liang Wu,Satoshi D. Ohmura,Masami Watanabe,Toshikazu Hirao Dalton Trans. 2012 41 9519
• 2. Efficient thermally activated delayed fluorescence of functional phenylpyridinato boron complexes and high performance organic light-emitting diodes
  Yi-Jiun Shiu,Yi-Ting Chen,Wei-Kai Lee,Chung-Chih Wu,Tzu-Chieh Lin,Shih-Hung Liu,Pi-Tai Chou,Chin-Wei Lu,I-Chen Cheng,Yi-Jyun Lien,Yun Chi J. Mater. Chem. C 2017 5 1452
• 3. Green-emitting iridium(iii) complexes containing sulfanyl- or sulfone-functionalized cyclometallating 2-phenylpyridine ligands
  Edwin C. Constable,Cathrin D. Ertl,Catherine E. Housecroft,Jennifer A. Zampese Dalton Trans. 2014 43 5343
• 4. [Ir(C^N)2(N^N)]+ emitters containing a naphthalene unit within a linker between the two cyclometallating ligands
  Andreas M. Bünzli,Antonio Pertegás,Cristina Momblona,José M. Junquera-Hernández,Edwin C. Constable,Henk J. Bolink,Enrique Ortí,Catherine E. Housecroft Dalton Trans. 2016 45 16379
• 5. Luminescent 1D heterometallic (Ir,Cd) coordination polymers based on bis-cyclometalated Ir(iii) metallatectons and trinuclear Cd(ii) dianionic nodes
  Maxime Florent,Nathalie Kyritsakas,Jean-Marc Planeix,Aurélie Guenet,Mir Wais Hosseini Dalton Trans. 2021 50 15924

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Phenylpyridines
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

2-(4-Fluorophenyl)pyridine: A Versatile Compound in Pharmaceutical and Chemical Research

2-(4-Fluorophenyl)pyridine (CAS No. 58861-53-3) is a significant compound in the fields of pharmaceutical and chemical research due to its unique structural properties and diverse applications. This article provides an in-depth overview of the compound, including its chemical structure, synthesis methods, biological activities, and recent advancements in its use.

Chemical Structure and Properties

2-(4-Fluorophenyl)pyridine is a heterocyclic aromatic compound with the molecular formula C₁₁H₈FNO. It consists of a pyridine ring fused to a 4-fluorophenyl group. The presence of the fluorine atom imparts unique electronic and steric properties to the molecule, making it highly versatile in various chemical reactions. The compound is typically a white to off-white solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).

Synthesis Methods

The synthesis of 2-(4-Fluorophenyl)pyridine can be achieved through several routes, each with its own advantages and limitations. One common method involves the reaction of 4-fluorobenzaldehyde with malononitrile followed by cyclization to form the pyridine ring. Another approach is the Pd-catalyzed coupling reaction between 4-fluoroiodobenzene and 2-chloropyridine. Recent advancements in green chemistry have led to the development of more environmentally friendly synthesis methods, such as microwave-assisted synthesis and the use of reusable catalysts.

Biological Activities

2-(4-Fluorophenyl)pyridine has been extensively studied for its biological activities, particularly in the context of drug discovery and development. It has shown potential as a lead compound for various therapeutic applications due to its ability to modulate specific biological targets. For instance, it has been reported to exhibit anti-inflammatory properties by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. Additionally, it has demonstrated activity against certain types of cancer cells by inducing apoptosis and inhibiting cell proliferation.

Pharmaceutical Applications

In the pharmaceutical industry, 2-(4-Fluorophenyl)pyridine serves as an important building block for the synthesis of more complex molecules with therapeutic potential. It has been used in the development of drugs targeting various diseases, including cardiovascular disorders, neurological conditions, and metabolic syndromes. Recent studies have also explored its use in combination therapies to enhance treatment efficacy and reduce side effects.

Recent Research Developments

The ongoing research on 2-(4-Fluorophenyl)pyridine continues to uncover new insights into its properties and applications. A notable study published in the Journal of Medicinal Chemistry highlighted its potential as a scaffold for designing selective inhibitors of kinases involved in cancer progression. Another study in Organic Letters described a novel synthetic route that significantly improved the yield and purity of the compound, making it more accessible for large-scale production.

Safety Considerations

While 2-(4-Fluorophenyl)pyridine is generally considered safe for laboratory use when proper handling protocols are followed, it is important to note that it should be handled with care due to its potential irritant properties. Appropriate personal protective equipment (PPE), such as gloves and goggles, should be worn during handling. Additionally, proper storage conditions should be maintained to ensure stability and prevent degradation.

Conclusion

In summary, 2-(4-Fluorophenyl)pyridine (CAS No. 58861-53-3) is a versatile compound with significant applications in pharmaceutical and chemical research. Its unique chemical structure and biological activities make it an attractive candidate for drug discovery and development. Ongoing research continues to expand our understanding of its potential uses, contributing to advancements in various fields of science.

• 632335-02-5(Isoquinoline, 1-(4-fluorophenyl)-)
• 500229-85-6(Pyridine, 2-(3,5-difluorophenyl)-)
• 58861-54-4(Pyridine, 2-(3-fluorophenyl)-)
• 110319-94-3(1H-Pyrrole,2-(4-fluorophenyl)-)
• 222551-24-8(2-(4-Fluorophenyl)-4-methylpyridine)
• 33777-85-4(Pyridine, 2,6-bis(4-fluorophenyl)-)
• 85237-65-6(2-(4-Fluorophenyl)-5-methylpyridine)
• 512171-81-2(5-Fluoro-2-phenylpyridine)
• 387827-69-2(Pyridine,2-(4-fluorophenyl)-6-methyl-)
• 1498-83-5(Pyridine,4-(4-fluorophenyl)-2,6-diphenyl-)