Cas no 1214340-31-4 (3-(4-Fluorophenyl)pyridine-2-carbonitrile)

3-(4-Fluorophenyl)pyridine-2-carbonitrile is a fluorinated pyridine derivative with a nitrile functional group, offering versatile reactivity for pharmaceutical and agrochemical applications. Its structure combines a fluorophenyl moiety with a pyridine-carbonitrile scaffold, enhancing its potential as an intermediate in medicinal chemistry, particularly in the synthesis of bioactive molecules. The fluorine substitution improves metabolic stability and binding affinity, while the nitrile group provides a handle for further functionalization. This compound is valued for its high purity and consistent performance in cross-coupling reactions, cyclizations, and other transformations. Its well-defined properties make it suitable for research and development in drug discovery and material science.
3-(4-Fluorophenyl)pyridine-2-carbonitrile structure
1214340-31-4 structure
Product Name:3-(4-Fluorophenyl)pyridine-2-carbonitrile
CAS No:1214340-31-4
MF:C12H7FN2
MW:198.19578576088
MDL:MFCD14698978
CID:1024862
PubChem ID:46312083
Update Time:2025-05-20

3-(4-Fluorophenyl)pyridine-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-(4-Fluorophenyl)picolinonitrile
    • 3-(4-fluorophenyl)pyridine-2-carbonitrile
    • CS-0210616
    • 3-(4-Fluorophenyl)-2-pyridinecarbonitrile
    • 2-Pyridinecarbonitrile, 3-(4-fluorophenyl)-
    • A891753
    • MFCD14698978
    • BS-20925
    • SB53564
    • DB-410164
    • DTXSID00673339
    • SCHEMBL3711809
    • 1214340-31-4
    • AKOS015999379
    • 3-(4-Fluorophenyl)pyridine-2-carbonitrile
    • MDL: MFCD14698978
    • Inchi: 1S/C12H7FN2/c13-10-5-3-9(4-6-10)11-2-1-7-15-12(11)8-14/h1-7H
    • InChI Key: LOZMHXYWGONKCM-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C(C#N)=NC=CC=1

Computed Properties

  • Exact Mass: 198.05900
  • Monoisotopic Mass: 198.05932639g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 250
  • 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: 2.6
  • Topological Polar Surface Area: 36.7?2

Experimental Properties

  • PSA: 36.68000
  • LogP: 2.75938

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3-(4-Fluorophenyl)pyridine-2-carbonitrile Production Method

Additional information on 3-(4-Fluorophenyl)pyridine-2-carbonitrile

Recent Advances in the Study of 3-(4-Fluorophenyl)pyridine-2-carbonitrile (CAS: 1214340-31-4) in Chemical Biology and Pharmaceutical Research

3-(4-Fluorophenyl)pyridine-2-carbonitrile (CAS: 1214340-31-4) is a fluorinated pyridine derivative that has garnered significant attention in recent chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been explored for its potential applications in drug discovery, particularly as a key intermediate or active pharmaceutical ingredient (API) in the development of novel therapeutics. Recent studies have highlighted its role in modulating various biological targets, including kinases and G-protein-coupled receptors (GPCRs), making it a promising candidate for further investigation.

One of the most notable advancements in the study of 3-(4-Fluorophenyl)pyridine-2-carbonitrile is its application in the synthesis of kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is often associated with cancer and other diseases. Researchers have successfully incorporated this compound into the scaffold of several kinase inhibitors, demonstrating its versatility in drug design. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported the development of a series of potent and selective kinase inhibitors using 3-(4-Fluorophenyl)pyridine-2-carbonitrile as a core building block. The study emphasized the compound's ability to enhance binding affinity and selectivity, thereby improving the therapeutic profile of the resulting inhibitors.

In addition to its role in kinase inhibition, 3-(4-Fluorophenyl)pyridine-2-carbonitrile has also been investigated for its potential in targeting GPCRs. GPCRs are a large family of membrane proteins involved in numerous physiological processes, and they represent a major class of drug targets. A recent preprint on bioRxiv described the use of this compound in the development of allosteric modulators for specific GPCR subtypes. The researchers employed structure-activity relationship (SAR) studies to optimize the compound's interactions with the receptor, leading to improved efficacy and reduced off-target effects. These findings underscore the compound's utility in the design of next-generation GPCR-targeted therapies.

Beyond its pharmacological applications, 3-(4-Fluorophenyl)pyridine-2-carbonitrile has also been the subject of synthetic chemistry research. Advances in catalytic methods, such as palladium-catalyzed cross-coupling reactions, have enabled more efficient and scalable synthesis of this compound. A 2022 article in Organic Letters detailed a novel one-pot synthesis approach that significantly reduces the number of steps and improves yield compared to traditional methods. Such innovations are critical for facilitating the large-scale production of this compound, which is essential for both preclinical and clinical studies.

Despite these promising developments, challenges remain in the full exploitation of 3-(4-Fluorophenyl)pyridine-2-carbonitrile's potential. For example, its metabolic stability and pharmacokinetic properties require further optimization to ensure its suitability as a drug candidate. Ongoing research is focused on addressing these limitations through structural modifications and formulation strategies. Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate progress in this area, paving the way for the eventual translation of this compound into clinically viable therapeutics.

In conclusion, 3-(4-Fluorophenyl)pyridine-2-carbonitrile (CAS: 1214340-31-4) represents a versatile and valuable tool in chemical biology and pharmaceutical research. Its applications in kinase inhibition, GPCR modulation, and synthetic chemistry highlight its broad utility, while ongoing studies continue to refine its properties for therapeutic use. As research in this area advances, this compound is likely to play an increasingly important role in the discovery and development of novel drugs.

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