Cas no 2385124-34-3 (3-bromo-5-fluoro-N-methylpyridin-2-amine)

3-Bromo-5-fluoro-N-methylpyridin-2-amine is a halogenated pyridine derivative with a bromo and fluoro substituent at the 3- and 5-positions, respectively, along with an N-methylamine group at the 2-position. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients requiring selective functionalization. The presence of both bromo and fluoro groups enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the N-methylamine moiety offers further derivatization potential. Its well-defined structure and stability make it a valuable building block for constructing complex heterocyclic frameworks in medicinal chemistry and material science applications.
3-bromo-5-fluoro-N-methylpyridin-2-amine structure
2385124-34-3 structure
Product Name:3-bromo-5-fluoro-N-methylpyridin-2-amine
CAS No:2385124-34-3
MF:C6H6BrFN2
MW:205.027643680573
CID:6016013
PubChem ID:158428430
Update Time:2025-06-19

3-bromo-5-fluoro-N-methylpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinamine, 3-bromo-5-fluoro-N-methyl-
    • 3-Bromo-5-fluoro-N-methylpyridin-2-amine
    • 2385124-34-3
    • EN300-22930585
    • 3-bromo-5-fluoro-N-methylpyridin-2-amine
    • Inchi: 1S/C6H6BrFN2/c1-9-6-5(7)2-4(8)3-10-6/h2-3H,1H3,(H,9,10)
    • InChI Key: HBIQQNDVDNPBIH-UHFFFAOYSA-N
    • SMILES: C1(NC)=NC=C(F)C=C1Br

Computed Properties

  • Exact Mass: 203.96984g/mol
  • Monoisotopic Mass: 203.96984g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • 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
  • Topological Polar Surface Area: 24.9?2

Experimental Properties

  • Density: 1.673±0.06 g/cm3(Predicted)
  • Boiling Point: 225.8±40.0 °C(Predicted)
  • pka: 2.93±0.10(Predicted)

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Additional information on 3-bromo-5-fluoro-N-methylpyridin-2-amine

Professional Introduction to 3-bromo-5-fluoro-N-methylpyridin-2-amine (CAS No. 2385124-34-3)

3-bromo-5-fluoro-N-methylpyridin-2-amine is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. With the CAS number 2385124-34-3, this compound represents a critical intermediate in the synthesis of various biologically active molecules. Its unique structural features, including the presence of both bromo and fluoro substituents, make it a valuable building block for developing novel therapeutic agents.

The< strong>3-bromo-5-fluoro-N-methylpyridin-2-amine molecule is characterized by a pyridine core, which is a common scaffold in many pharmacologically relevant compounds. The bromo and fluoro groups introduce specific electronic and steric properties that can be exploited in drug design. For instance, the bromine atom can serve as a handle for further functionalization via cross-coupling reactions, while the fluorine atom is known for its ability to modulate metabolic stability and binding affinity.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting various disease pathways. The< strong>3-bromo-5-fluoro-N-methylpyridin-2-amine compound has been extensively studied as a precursor in the synthesis of kinase inhibitors, particularly those targeting tyrosine kinases involved in cancer therapy. The pyridine ring's ability to interact with aromatic pockets in protein targets makes it an ideal candidate for designing selective inhibitors.

One of the most compelling aspects of< strong>3-bromo-5-fluoro-N-methylpyridin-2-amine is its role in the development of next-generation antiviral agents. The fluoro substituent, in particular, has been shown to enhance the pharmacokinetic properties of antiviral drugs by improving their resistance profile against enzymatic degradation. This has led to several innovative drug candidates being explored in clinical trials, with promising results in treating viral infections.

The< strong>2385124-34-3 compound's versatility extends beyond its applications in oncology and virology. It has also been utilized in the synthesis of central nervous system (CNS) drugs, where its ability to cross the blood-brain barrier is highly advantageous. Researchers have leveraged its structural motif to develop novel compounds with potential therapeutic effects in neurodegenerative disorders such as Alzheimer's and Parkinson's disease.

The synthesis of< strong>3-bromo-5-fluoro-N-methylpyridin-2-amine involves multi-step organic transformations that highlight the compound's synthetic utility. The bromination and fluorination steps are particularly well-studied, with recent advances in catalytic methods allowing for higher yields and selectivity. These improvements have not only streamlined the production process but also opened up new avenues for derivative synthesis.

In conclusion, the< strong>3-bromo-5-fluoro-N-methylpyridin-2-amine (CAS No. 2385124-34-3) is a cornerstone compound in modern medicinal chemistry. Its unique structural attributes and broad applicability make it indispensable in the quest for novel therapeutic interventions. As research continues to uncover new biological targets and mechanisms, this compound will undoubtedly play a pivotal role in shaping the future of drug discovery and development.

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