Cas no 1361825-40-2 ((6-(Trifluoromethoxy)pyridin-3-yl)methanol)

(6-(Trifluoromethoxy)pyridin-3-yl)methanol is a fluorinated pyridine derivative with a hydroxymethyl functional group at the 3-position and a trifluoromethoxy substituent at the 6-position. This compound is valued for its versatility as a synthetic intermediate in pharmaceutical and agrochemical research, particularly in the development of bioactive molecules. The trifluoromethoxy group enhances lipophilicity and metabolic stability, while the hydroxymethyl moiety offers a reactive site for further derivatization. Its well-defined structure and high purity make it suitable for precision applications in medicinal chemistry and material science. The compound is typically handled under standard laboratory conditions, ensuring compatibility with a range of organic transformations.
(6-(Trifluoromethoxy)pyridin-3-yl)methanol structure
1361825-40-2 structure
Product Name:(6-(Trifluoromethoxy)pyridin-3-yl)methanol
CAS No:1361825-40-2
MF:C7H6F3NO2
MW:193.123252391815
MDL:MFCD22495070
CID:2093237
PubChem ID:60150336
Update Time:2025-10-11

(6-(Trifluoromethoxy)pyridin-3-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (6-(Trifluoromethoxy)pyridin-3-yl)methanol
    • (6-Trifluoromethoxy-pyridin-3-yl)-methanol
    • [6-(trifluoromethoxy)pyridin-3-yl]methanol
    • [6-(Trifluoromethoxy)-3-pyridyl]methanol
    • SB54127
    • DB-179318
    • 1361825-40-2
    • SCHEMBL21922351
    • (6-Trifluoromethoxypyridin-3-yl)methanol
    • AKOS025287075
    • F12066
    • AS-82453
    • SSCKSSXOCYZTDK-UHFFFAOYSA-N
    • MDL: MFCD22495070
    • Inchi: 1S/C7H6F3NO2/c8-7(9,10)13-6-2-1-5(4-12)3-11-6/h1-3,12H,4H2
    • InChI Key: SSCKSSXOCYZTDK-UHFFFAOYSA-N
    • SMILES: FC(OC1C=CC(=CN=1)CO)(F)F

Computed Properties

  • Exact Mass: 193.03506292g/mol
  • Monoisotopic Mass: 193.03506292g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 162
  • 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: 42.4
  • XLogP3: 1.5

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(6-(Trifluoromethoxy)pyridin-3-yl)methanol Related Literature

Additional information on (6-(Trifluoromethoxy)pyridin-3-yl)methanol

Introduction to (6-(Trifluoromethoxy)pyridin-3-yl)methanol (CAS No. 1361825-40-2)

(6-(Trifluoromethoxy)pyridin-3-yl)methanol, with the CAS number 1361825-40-2, is a significant compound in the field of pharmaceutical and chemical research. This compound belongs to the pyridine derivative family, characterized by its unique structural and functional properties. The presence of a trifluoromethoxy group and a hydroxymethyl moiety makes it a versatile intermediate in the synthesis of various bioactive molecules.

The trifluoromethoxy group is particularly noteworthy due to its ability to influence the electronic properties of the molecule, making it valuable in medicinal chemistry for designing compounds with enhanced metabolic stability and improved binding affinity to biological targets. Recent studies have highlighted the role of trifluoromethyl-containing compounds in developing drugs with better pharmacokinetic profiles. For instance, the incorporation of this group has been shown to increase lipophilicity and reduce susceptibility to enzymatic degradation, which are critical factors in drug design.

In addition to its structural significance, (6-(Trifluoromethoxy)pyridin-3-yl)methanol has been explored in various synthetic pathways. Its methanol side chain provides a reactive site for further functionalization, enabling the creation of more complex molecules. Researchers have utilized this compound as a building block in the synthesis of kinase inhibitors, which are crucial in treating cancers and inflammatory diseases. The pyridine core is particularly important in these applications due to its ability to interact with metal ions and other small molecules, facilitating the development of targeted therapies.

Recent advancements in computational chemistry have further enhanced the understanding of (6-(Trifluoromethoxy)pyridin-3-yl)methanol's reactivity and potential applications. Molecular modeling studies have revealed that the compound can form stable complexes with certain enzymes, suggesting its utility in developing novel inhibitors. These findings are particularly relevant in the context of drug discovery, where identifying new binding sites and interaction modes is essential for overcoming resistance mechanisms.

The pharmaceutical industry has also shown interest in this compound due to its potential as a precursor for antiviral and antibacterial agents. The trifluoromethoxy group's electron-withdrawing nature can modulate the reactivity of adjacent functional groups, making it possible to design molecules with specific biological activities. For example, modifications at the 3-position of the pyridine ring have been investigated for their effects on antiviral potency. Such studies contribute to the growing body of evidence supporting the use of pyridine derivatives in addressing emerging infectious diseases.

Moreover, (6-(Trifluoromethoxy)pyridin-3-yl)methanol has found applications in materials science, particularly in the development of organic electronic materials. The combination of electron-withdrawing and donating groups within its structure allows for tuning its electronic properties, making it suitable for use in organic semiconductors and light-emitting diodes (OLEDs). These applications are part of a broader trend toward using tailored molecular architectures to enhance performance in electronic devices.

The synthesis of (6-(Trifluoromethoxy)pyridin-3-yl)methanol involves multi-step reactions that require precise control over reaction conditions. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions, have been employed to achieve high yields and purity. These methods are essential for producing compounds that meet the stringent requirements of pharmaceutical applications. The growing interest in green chemistry has also influenced synthetic approaches, with efforts focused on reducing waste and improving atom economy.

In conclusion, (6-(Trifluoromethoxy)pyridin-3-yl)methanol (CAS No. 1361825-40-2) is a multifaceted compound with significant potential across multiple domains of chemistry and biology. Its unique structural features make it a valuable intermediate in drug discovery, materials science, and other areas requiring tailored molecular functionality. As research continues to uncover new applications for this compound, its importance is likely to grow further, contributing to advancements in medicine and technology.

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