Cas no 887973-72-0 (5-(3-fluorophenyl)pyridine-3-carbaldehyde)

5-(3-Fluorophenyl)pyridine-3-carbaldehyde is a fluorinated aromatic aldehyde with a pyridine core, offering versatile reactivity for synthetic applications. The presence of both the aldehyde group and the fluorophenyl moiety makes it a valuable intermediate in pharmaceutical and agrochemical research, particularly for constructing heterocyclic scaffolds. The fluorine substituent enhances electronic properties, influencing binding interactions in target molecules. Its well-defined structure ensures consistency in coupling reactions, such as condensations or nucleophilic additions. This compound is suitable for use in cross-coupling reactions, metal-catalyzed transformations, and as a precursor for further functionalization. High purity and stability under standard conditions make it a reliable choice for advanced organic synthesis.
5-(3-fluorophenyl)pyridine-3-carbaldehyde structure
887973-72-0 structure
Product Name:5-(3-fluorophenyl)pyridine-3-carbaldehyde
CAS No:887973-72-0
MF:C12H8FNO
MW:201.196426391602
MDL:MFCD06410218
CID:1033643
PubChem ID:24729821
Update Time:2025-06-18

5-(3-fluorophenyl)pyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-(3-Fluorophenyl)nicotinaldehyde
    • 5-(3-Fluorophenyl)nicotildehyde
    • 5-(3-FLUOROPHENYL)PYRIDINE-3-CARBALDEHYDE
    • DTXSID30646990
    • CS-0269144
    • J-516172
    • 887973-72-0
    • EN300-716019
    • A1-14878
    • AB24148
    • DB-295689
    • 5-(3-fluorophenyl)pyridine-3-carbaldehyde
    • MDL: MFCD06410218
    • Inchi: 1S/C12H8FNO/c13-12-3-1-2-10(5-12)11-4-9(8-15)6-14-7-11/h1-8H
    • InChI Key: AJZZECYHNUGAKP-UHFFFAOYSA-N
    • SMILES: FC1=CC=CC(=C1)C1C=NC=C(C=O)C=1

Computed Properties

  • Exact Mass: 201.058992041g/mol
  • Monoisotopic Mass: 201.058992041g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 222
  • 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: 30?2

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Additional information on 5-(3-fluorophenyl)pyridine-3-carbaldehyde

5-(3-Fluorophenyl)pyridine-3-carbaldehyde: An Overview of Its Properties and Applications

5-(3-Fluorophenyl)pyridine-3-carbaldehyde (CAS No. 887973-72-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a pyridine ring and a fluorinated phenyl group, making it an attractive candidate for various applications, particularly in the development of novel therapeutic agents.

The molecular formula of 5-(3-fluorophenyl)pyridine-3-carbaldehyde is C11H8FNO, and its molecular weight is approximately 191.19 g/mol. The presence of the fluorine atom in the phenyl ring imparts unique electronic and steric properties to the molecule, which can significantly influence its reactivity and biological activity. These properties make 5-(3-fluorophenyl)pyridine-3-carbaldehyde a valuable intermediate in the synthesis of more complex molecules, including pharmaceuticals and agrochemicals.

In recent years, there has been a growing interest in the use of 5-(3-fluorophenyl)pyridine-3-carbaldehyde as a building block for the development of new drugs. One of the key areas of research has been its potential as a ligand for various biological targets, such as G protein-coupled receptors (GPCRs) and enzymes. For instance, studies have shown that derivatives of 5-(3-fluorophenyl)pyridine-3-carbaldehyde can exhibit potent activity against specific GPCRs, making them promising candidates for the treatment of neurological disorders and other diseases.

The synthetic accessibility of 5-(3-fluorophenyl)pyridine-3-carbaldehyde has also contributed to its popularity in academic and industrial research. Several efficient synthetic routes have been developed to produce this compound, including transition-metal-catalyzed cross-coupling reactions and multistep sequences involving functional group transformations. These methods have enabled researchers to synthesize 5-(3-fluorophenyl)pyridine-3-carbaldehyde on both small and large scales, facilitating its use in various applications.

In addition to its role as a synthetic intermediate, 5-(3-fluorophenyl)pyridine-3-carbaldehyde has been investigated for its potential biological activities. Studies have demonstrated that this compound can exhibit anti-inflammatory and antioxidant properties, which are crucial for the development of new therapeutic agents. For example, research published in the Journal of Medicinal Chemistry reported that certain derivatives of 5-(3-fluorophenyl)pyridine-3-carbaldehyde showed significant anti-inflammatory effects in vitro and in vivo, suggesting their potential use in treating inflammatory diseases.

The structural diversity of 5-(3-fluorophenyl)pyridine-3-carbaldehyde-based compounds has also led to their exploration in other areas of medicinal chemistry. For instance, these compounds have been studied for their ability to modulate ion channels and transporters, which are important targets for the treatment of cardiovascular diseases. Research published in Bioorganic & Medicinal Chemistry Letters highlighted the development of novel ion channel modulators derived from 5-(3-fluorophenyl)pyridine-3-carbaldehyde, demonstrating their potential as lead compounds for further drug discovery efforts.

Beyond medicinal applications, 5-(3-fluorophenyl)pyridine-3-carbaldehyde has also found use in materials science and chemical sensing. The unique electronic properties of this compound make it suitable for the design of luminescent materials and sensors. For example, researchers have synthesized luminescent materials based on 5-(3-fluorophenyl)pyridine-3-carbaldehyde-derived ligands that exhibit high sensitivity and selectivity towards specific analytes, such as metal ions and small organic molecules.

In conclusion, 5-(3-fluorophenyl)pyridine-3-carbaldehyde (CAS No. 887973-72-0) is a multifaceted compound with a wide range of applications in medicinal chemistry, pharmaceutical research, materials science, and chemical sensing. Its unique structural features and synthetic accessibility make it an attractive candidate for the development of new drugs and materials. Ongoing research continues to uncover new possibilities for this compound, highlighting its importance in various scientific disciplines.

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