Cas no 1211592-59-4 ((5-Bromo-6-chloropyridin-3-yl)methanamine)

(5-Bromo-6-chloropyridin-3-yl)methanamine is a halogenated pyridine derivative featuring both bromo and chloro substituents, along with an aminomethyl functional group. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients requiring selective halogenation. The presence of both bromine and chlorine enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the primary amine group allows for further derivatization. Its well-defined structure and high purity make it suitable for precision applications in medicinal chemistry, where regioselective modifications are critical. The compound is typically handled under controlled conditions due to its sensitivity.
(5-Bromo-6-chloropyridin-3-yl)methanamine structure
1211592-59-4 structure
Product Name:(5-Bromo-6-chloropyridin-3-yl)methanamine
CAS No:1211592-59-4
MF:C6H6BrClN2
MW:221.482239246368
MDL:MFCD18257860
CID:4563153
Update Time:2025-05-20

(5-Bromo-6-chloropyridin-3-yl)methanamine Chemical and Physical Properties

Names and Identifiers

    • (5-bromo-6-chloropyridin-3-yl)methanamine
    • AMY23934
    • (5-Bromo-6-chloropyridin-3-yl)methanamine
    • MDL: MFCD18257860
    • Inchi: 1S/C6H6BrClN2/c7-5-1-4(2-9)3-10-6(5)8/h1,3H,2,9H2
    • InChI Key: ICQQDVANKLBQOP-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=CC(=C1)CN)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • XLogP3: 1.4
  • Topological Polar Surface Area: 38.9

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 311.0±37.0 °C at 760 mmHg
  • Flash Point: 141.9±26.5 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

(5-Bromo-6-chloropyridin-3-yl)methanamine Security Information

(5-Bromo-6-chloropyridin-3-yl)methanamine Pricemore >>

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Additional information on (5-Bromo-6-chloropyridin-3-yl)methanamine

The Comprehensive Overview of (5-Bromo-6-chloropyridin-3-yl)methanamine (CAS No. 1211592-59-4)

(5-Bromo-6-chloropyridin-3-yl)methanamine, identified by the CAS registry number 1211592-59-4, is a chemically synthesized compound that has garnered significant attention in the fields of organic synthesis, pharmacology, and materials science. This compound is characterized by its unique structure, which combines a pyridine ring substituted with bromine and chlorine atoms at positions 5 and 6, respectively, along with a methanamine group attached at position 3. The combination of these functional groups imparts distinctive chemical properties, making it a valuable molecule for various applications.

The synthesis of (5-Bromo-6-chloropyridin-3-yl)methanamine typically involves multi-step organic reactions, often utilizing halogenation and nucleophilic substitution techniques. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and enhancing purity. Researchers have explored the use of transition metal catalysts, such as palladium complexes, to facilitate these reactions under mild conditions. These developments have significantly contributed to the scalability of this compound for industrial applications.

One of the most promising applications of (5-Bromo-6-chloropyridin-3-yl)methanamine lies in its potential as a building block in drug discovery. The compound's structure allows for further functionalization, enabling the creation of derivatives with diverse biological activities. For instance, studies have shown that certain analogs exhibit potent anti-inflammatory and antioxidant properties, making them candidates for therapeutic interventions in chronic diseases such as neurodegenerative disorders and cardiovascular conditions.

In addition to its pharmaceutical applications, (5-Bromo-6-chloropyridin-3-yl)methanamine has found utility in materials science. Its ability to coordinate with metal ions has led to its use in the development of coordination polymers and metal-organic frameworks (MOFs). These materials exhibit exceptional porosity and stability, making them ideal for gas storage and separation applications. Recent research has focused on optimizing the synthesis conditions to enhance the mechanical properties of these materials while maintaining their functionality.

The chemical stability of (5-Bromo-6-chloropyridin-3-yl)methanamine under various environmental conditions has also been a topic of interest. Studies have demonstrated that the compound exhibits remarkable resistance to thermal degradation and oxidative stress, attributes that are crucial for its application in high-performance materials. Furthermore, its electronic properties make it a potential candidate for use in organic electronics, particularly in the development of light-emitting diodes (LEDs) and photovoltaic devices.

From an environmental standpoint, understanding the ecological impact of (5-Bromo-6-chloropyridin-3-yl)methanamine is essential for its sustainable use. Recent eco-toxicological studies have evaluated its biodegradability and potential toxicity to aquatic organisms. These studies have provided valuable insights into safe handling practices and disposal methods, ensuring that its use aligns with environmental regulations.

In conclusion, (5-Bromo-6-chloropyridin-3-yl)methanamine (CAS No. 1211592-59-) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure, coupled with advancements in synthetic methodologies and material science applications, positions it as a key molecule in contemporary research and development efforts. As ongoing studies continue to uncover new properties and uses, this compound is poised to play an increasingly important role in both academic and industrial settings.

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