Cas no 2091376-51-9 (2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol)

2,2,2-Trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol is a fluorinated pyridine derivative with potential applications in pharmaceutical and agrochemical synthesis. The presence of a trifluoroethyl alcohol moiety enhances its reactivity and metabolic stability, making it a valuable intermediate for designing bioactive compounds. The 6-methylpyridin-2-yl group contributes to its structural diversity, enabling selective modifications. This compound exhibits favorable physicochemical properties, including moderate solubility and stability under standard conditions. Its unique structure allows for further functionalization, facilitating its use in cross-coupling reactions or as a chiral building block. The trifluoromethyl group may also improve lipophilicity, influencing bioavailability in drug development. Handling requires standard laboratory precautions due to its organic nature.
2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol structure
2091376-51-9 structure
Product Name:2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol
CAS No:2091376-51-9
MF:C9H9F3O
MW:190.162373304367
MDL:MFCD21781476
CID:5521077
PubChem ID:66466772
Update Time:2025-06-22

2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 6-Methyl-α-(trifluoromethyl)-2-pyridinemethanol
    • alpha-(Trifluoromethyl)-6-methylpyridine-2-methanol
    • 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol
    • MDL: MFCD21781476
    • Inchi: 1S/C9H9F3O/c1-6-3-2-4-7(5-6)8(13)9(10,11)12/h2-5,8,13H,1H3
    • InChI Key: MTCMVMYGHLVKTA-UHFFFAOYSA-N
    • SMILES: C1=C(C(C(F)(F)F)O)C=C(C)C=C1

Computed Properties

  • Exact Mass: 191.05579836g/mol
  • Monoisotopic Mass: 191.05579836g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 171
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 33.1?2

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Additional information on 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol

2,2,2-Trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol

The compound 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol (CAS No. 2091376-51-9) is a highly specialized organic compound with significant applications in the fields of pharmaceuticals and agrochemicals. This compound is characterized by its unique structure, which combines a trifluoroethyl group with a substituted pyridine ring. The trifluoroethyl group contributes to the compound's stability and lipophilicity, while the pyridine ring provides a platform for further functionalization and biological activity.

Recent studies have highlighted the importance of fluorinated alcohols like this compound in drug design. Fluorine substitution is known to enhance the bioavailability and metabolic stability of molecules, making them more suitable for therapeutic applications. The trifluoroethyl alcohol moiety in this compound is particularly valuable due to its ability to modulate physicochemical properties such as solubility and permeability.

The 6-methylpyridin-2-yl substituent adds another layer of complexity to the molecule. Pyridine derivatives are widely used in medicinal chemistry due to their ability to act as hydrogen bond donors and acceptors, which are critical for molecular recognition and binding. The methyl group at position 6 of the pyridine ring further enhances the molecule's stability and may influence its pharmacokinetic profile.

From a synthetic perspective, the preparation of 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol involves a multi-step process that typically begins with the synthesis of the pyridine derivative. This is followed by nucleophilic substitution or coupling reactions to introduce the trifluoroethyl group. Recent advancements in catalytic methods have made these transformations more efficient and environmentally friendly.

In terms of applications, this compound has shown promise in various biological assays. For instance, it has been evaluated for its potential as an antimicrobial agent, where its fluorinated structure contributes to enhanced activity against bacterial pathogens. Additionally, it has been explored as a lead compound in the development of new drugs targeting specific enzyme systems or receptors.

One of the most exciting developments involving this compound is its role in structure-based drug design. Researchers have utilized computational methods to predict how modifications to the molecule could improve its binding affinity to target proteins. These studies have provided valuable insights into optimizing the compound's pharmacodynamic properties.

The integration of fluorinated alcohols into medicinal chemistry has opened new avenues for drug discovery. Compounds like 2,2,2-trifluoro-1-(6-methylpyridin-2-yl)ethan-1-ol exemplify how subtle structural changes can significantly impact a molecule's biological activity and therapeutic potential.

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