Cas no 1374659-37-6 (3-(Difluoromethyl)-5-fluoropyridine)

3-(Difluoromethyl)-5-fluoropyridine is a fluorinated pyridine derivative with notable applications in pharmaceutical and agrochemical synthesis. Its key structural features include a difluoromethyl group at the 3-position and a fluorine substituent at the 5-position, enhancing its reactivity and stability in various chemical transformations. This compound serves as a valuable intermediate in the development of active ingredients, particularly in the design of fluorinated heterocycles. Its well-defined regiochemistry and high purity make it suitable for precision synthesis. The presence of fluorine atoms contributes to improved metabolic stability and bioavailability in target molecules, underscoring its utility in advanced research and industrial applications.
3-(Difluoromethyl)-5-fluoropyridine structure
1374659-37-6 structure
Product Name:3-(Difluoromethyl)-5-fluoropyridine
CAS No:1374659-37-6
MF:C6H4F3N
MW:147.097871780396
MDL:MFCD22199297
CID:4697709
PubChem ID:60623010
Update Time:2025-05-20

3-(Difluoromethyl)-5-fluoropyridine Chemical and Physical Properties

Names and Identifiers

    • 3-(difluoromethyl)-5-fluoropyridine
    • 3-(Difluoromethyl)-5-fluoro-pyridine
    • CS-0445492
    • 1374659-37-6
    • AKOS008901347
    • F81891
    • SY265895
    • Pyridine, 3-(difluoromethyl)-5-fluoro-
    • MFCD22199297
    • DTXSID101296655
    • 3-(Difluoromethyl)-5-fluoropyridine
    • MDL: MFCD22199297
    • Inchi: 1S/C6H4F3N/c7-5-1-4(6(8)9)2-10-3-5/h1-3,6H
    • InChI Key: KRFIQWCTWWRYLT-UHFFFAOYSA-N
    • SMILES: FC(C1C=NC=C(C=1)F)F

Computed Properties

  • Exact Mass: 147.02958362g/mol
  • Monoisotopic Mass: 147.02958362g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 107
  • 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
  • Topological Polar Surface Area: 12.9
  • XLogP3: 1.6

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3-(Difluoromethyl)-5-fluoropyridine Related Literature

Additional information on 3-(Difluoromethyl)-5-fluoropyridine

Introduction to 3-(Difluoromethyl)-5-fluoropyridine (CAS No. 1374659-37-6)

3-(Difluoromethyl)-5-fluoropyridine, with the CAS number 1374659-37-6, is a versatile compound that has gained significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, including a difluoromethyl group and a fluorine atom, which contribute to its chemical stability and reactivity. The compound's structure and properties make it an attractive candidate for various applications, particularly in the development of novel pharmaceuticals and agrochemicals.

The chemical structure of 3-(Difluoromethyl)-5-fluoropyridine consists of a pyridine ring with a difluoromethyl group attached to the 3-position and a fluorine atom at the 5-position. The presence of these substituents imparts distinct electronic and steric effects, which can influence the compound's biological activity and pharmacological properties. Recent studies have highlighted the importance of fluorinated pyridines in drug discovery, as they can enhance the potency, selectivity, and metabolic stability of lead compounds.

In the context of medicinal chemistry, 3-(Difluoromethyl)-5-fluoropyridine has been explored as a building block for the synthesis of various bioactive molecules. One notable application is in the development of inhibitors for specific enzymes or receptors. For example, researchers have synthesized derivatives of 3-(Difluoromethyl)-5-fluoropyridine that exhibit potent inhibitory activity against kinases, which are key targets in cancer therapy. These derivatives have shown promising results in preclinical studies, demonstrating their potential as therapeutic agents.

Beyond its use in drug discovery, 3-(Difluoromethyl)-5-fluoropyridine has also found applications in the synthesis of agrochemicals. Fluorinated pyridines are known for their ability to enhance the efficacy and selectivity of herbicides and pesticides. By incorporating 3-(Difluoromethyl)-5-fluoropyridine into these formulations, scientists aim to develop more effective and environmentally friendly agricultural products. This approach not only improves crop yields but also reduces the environmental impact associated with traditional agrochemicals.

The synthesis of 3-(Difluoromethyl)-5-fluoropyridine has been extensively studied, and several efficient routes have been reported in the literature. One common method involves the reaction of 5-fluoro-2-pyridylamine with difluoroacetic acid or its derivatives. This reaction typically proceeds via a multistep process that includes nucleophilic substitution, deprotection, and cyclization steps. The choice of reagents and reaction conditions can significantly affect the yield and purity of the final product.

In addition to its synthetic utility, 3-(Difluoromethyl)-5-fluoropyridine has been investigated for its potential as a probe molecule in chemical biology. Fluorescent probes derived from this compound have been used to study protein-protein interactions and cellular processes. The unique electronic properties of the difluoromethyl group make these probes highly sensitive and selective, allowing researchers to gain insights into complex biological systems.

The safety profile of 3-(Difluoromethyl)-5-fluoropyridine is an important consideration in its use for both pharmaceutical and agrochemical applications. Toxicological studies have shown that this compound is generally well-tolerated at therapeutic doses, with minimal adverse effects observed in preclinical models. However, as with any chemical compound, proper handling and storage protocols should be followed to ensure safety.

In conclusion, 3-(Difluoromethyl)-5-fluoropyridine (CAS No. 1374659-37-6) is a valuable compound with a wide range of applications in medicinal chemistry, pharmaceutical research, and agrochemical development. Its unique structural features make it an attractive building block for synthesizing bioactive molecules with enhanced potency and selectivity. Ongoing research continues to uncover new opportunities for this compound, further solidifying its importance in modern chemical science.

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