Cas no 1400581-05-6 (5-Bromo-2-(difluoromethoxy)pyrimidine)

5-Bromo-2-(difluoromethoxy)pyrimidine is a halogenated pyrimidine derivative featuring a difluoromethoxy substituent at the 2-position and a bromine atom at the 5-position. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients requiring pyrimidine scaffolds. The presence of the difluoromethoxy group enhances metabolic stability and lipophilicity, while the bromine atom offers a reactive site for further functionalization via cross-coupling reactions. 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 inert conditions due to its sensitivity to moisture and light.
5-Bromo-2-(difluoromethoxy)pyrimidine structure
1400581-05-6 structure
Product Name:5-Bromo-2-(difluoromethoxy)pyrimidine
CAS No:1400581-05-6
MF:C5H3BrF2N2O
MW:224.990926980972
MDL:MFCD28660234
CID:4698543
Update Time:2025-06-07

5-Bromo-2-(difluoromethoxy)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-(difluoromethoxy)pyrimidine
    • Pyrimidine, 5-bromo-2-(difluoromethoxy)-
    • UJJGOUHKQXTPRE-UHFFFAOYSA-N
    • 5-Bromo-2-(difluoromethoxy)pyrimidine
    • MDL: MFCD28660234
    • Inchi: 1S/C5H3BrF2N2O/c6-3-1-9-5(10-2-3)11-4(7)8/h1-2,4H
    • InChI Key: UJJGOUHKQXTPRE-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=NC=1)OC(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • Topological Polar Surface Area: 35

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Additional information on 5-Bromo-2-(difluoromethoxy)pyrimidine

5-Bromo-2-(difluoromethoxy)pyrimidine: A Comprehensive Overview

5-Bromo-2-(difluoromethoxy)pyrimidine, also known by its CAS number 1400581-05-6, is a heterocyclic compound with significant potential in various fields of chemistry and pharmacology. This compound belongs to the pyrimidine family, a class of organic compounds that are widely studied due to their structural versatility and biological activity. The molecule features a bromine atom at the 5-position and a difluoromethoxy group at the 2-position, making it a unique derivative with distinct chemical properties.

The synthesis of 5-Bromo-2-(difluoromethoxy)pyrimidine involves advanced organic chemistry techniques, often requiring precise control over reaction conditions to achieve high yields and purity. Recent studies have explored novel synthetic pathways that enhance the efficiency of producing this compound, leveraging modern catalysts and reaction mechanisms. These advancements not only improve the scalability of production but also pave the way for its broader application in research and industry.

In terms of applications, 5-Bromo-2-(difluoromethoxy)pyrimidine has shown promise in drug discovery efforts. Its structural features make it an attractive candidate for designing bioactive molecules targeting specific cellular pathways. For instance, researchers have investigated its potential as an inhibitor of kinase enzymes, which are critical in various disease states, including cancer and inflammatory disorders. The bromine substituent at the 5-position contributes to the compound's electronic properties, enhancing its ability to interact with biological targets.

The difluoromethoxy group at the 2-position introduces additional functionality, such as increased lipophilicity and improved pharmacokinetic profiles. These attributes are essential for developing drugs with optimal absorption, distribution, metabolism, and excretion (ADME) characteristics. Recent studies have highlighted the importance of such substituents in modulating drug efficacy and reducing off-target effects.

Beyond pharmacology, 5-Bromo-2-(difluoromethoxy)pyrimidine has also found applications in materials science. Its ability to form stable coordination complexes makes it a valuable component in the design of new materials for sensing and catalysis. For example, researchers have utilized this compound as a ligand in metalloporphyrin systems, demonstrating its potential in creating highly sensitive sensors for environmental monitoring.

The latest research on 5-Bromo-2-(difluoromethoxy)pyrimidine has focused on its role in nucleic acid chemistry. The compound's ability to intercalate into DNA structures has been explored for its potential in developing new antiviral agents. By targeting viral replication mechanisms, this compound could serve as a lead molecule for designing therapies against emerging infectious diseases.

In conclusion, 5-Bromo-2-(difluoromethoxy)pyrimidine, with its unique structure and versatile properties, continues to be a focal point in both academic and industrial research. Its applications span drug discovery, materials science, and nucleic acid chemistry, underscoring its importance as a valuable tool in modern chemical research. As ongoing studies uncover new insights into its potential, this compound is poised to play an increasingly significant role in advancing scientific innovation.

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