Cas no 1260850-28-9 (6-Bromopyridine-2,5-diamine)

6-Bromopyridine-2,5-diamine is a brominated diaminopyridine derivative with significant utility in organic synthesis and pharmaceutical applications. Its key advantages include a reactive bromine substituent and two amine groups, enabling versatile functionalization for constructing complex heterocyclic frameworks. The compound serves as a valuable intermediate in the synthesis of agrochemicals, dyes, and active pharmaceutical ingredients (APIs). Its well-defined reactivity profile allows for selective modifications, facilitating efficient cross-coupling and nucleophilic substitution reactions. The presence of both electron-donating (amine) and electron-withdrawing (bromine) groups enhances its utility in designing tailored molecular structures. High purity and stability further ensure consistent performance in demanding synthetic processes.
6-Bromopyridine-2,5-diamine structure
6-Bromopyridine-2,5-diamine structure
Product Name:6-Bromopyridine-2,5-diamine
CAS No:1260850-28-9
MF:C5H6BrN3
MW:188.025239467621
MDL:MFCD13193511
CID:1081812
PubChem ID:71748498
Update Time:2025-05-24

6-Bromopyridine-2,5-diamine Chemical and Physical Properties

Names and Identifiers

    • 6-Bromopyridine-2,5-diamine
    • AS-59697
    • 2,5-Pyridinediamine, 6-bromo-
    • CS-0160523
    • DTXSID80857599
    • 1260850-28-9
    • AKOS022175787
    • D70612
    • MDL: MFCD13193511
    • Inchi: 1S/C5H6BrN3/c6-5-3(7)1-2-4(8)9-5/h1-2H,7H2,(H2,8,9)
    • InChI Key: MAVOVYAOKTWFBH-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CC(N)=N1)N

Computed Properties

  • Exact Mass: 186.97451g/mol
  • Monoisotopic Mass: 186.97451g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 98.2
  • 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: 0.8
  • Topological Polar Surface Area: 64.9?2

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Additional information on 6-Bromopyridine-2,5-diamine

6-Bromopyridine-2,5-diamine

6-Bromopyridine-2,5-diamine (CAS No: 1260850-28-9) is a highly versatile and intriguing compound in the realm of organic chemistry. This compound, also referred to as bromo-pyridine diamine, has garnered significant attention due to its unique structural properties and potential applications in various fields such as pharmaceuticals, materials science, and catalysis. The molecule consists of a pyridine ring with bromine and two amino groups strategically positioned at the 6, 2, and 5 positions, respectively.

The synthesis of 6-Bromopyridine-2,5-diamine involves a series of well-established organic reactions, including bromination and amination processes. Recent advancements in synthetic methodologies have enabled researchers to achieve higher yields and improved purity levels, making this compound more accessible for large-scale applications. The compound's ability to undergo further functionalization has opened new avenues for its use in drug design and material synthesis.

One of the most promising applications of 6-Bromopyridine-2,5-diamine lies in its role as a precursor in the synthesis of advanced materials. For instance, researchers have explored its potential in creating covalent organic frameworks (COFs) and metal-organic frameworks (MOFs). These materials exhibit exceptional properties such as high surface area, tunable pore sizes, and excellent catalytic activity, making them ideal for gas storage, separation, and catalytic processes.

In the pharmaceutical sector, 6-Bromopyridine-2,5-diamine has shown potential as a building block for developing bioactive molecules. Its ability to form hydrogen bonds and coordinate with metal ions makes it an attractive candidate for designing drugs targeting various therapeutic areas such as anticancer, antimicrobial, and anti-inflammatory agents. Recent studies have highlighted its role in the development of small-molecule inhibitors for protein kinases, which are critical targets in cancer therapy.

The electronic properties of 6-Bromopyridine-2,5-diamine also make it a valuable component in the field of electrochemistry. Its conjugated system allows for efficient electron transfer, which is essential for applications in batteries and supercapacitors. Researchers have investigated its use as an electrode material in lithium-ion batteries, where it has demonstrated enhanced energy storage capabilities compared to conventional materials.

Moreover, the compound's reactivity has been leveraged in various catalytic processes. For example, it has been used as a ligand in transition-metal-catalyzed reactions such as cross-couplings and hydrogenations. Its ability to stabilize metal centers while facilitating substrate binding makes it an effective catalyst for industrial-scale reactions.

Recent studies have also explored the environmental applications of 6-Bromopyridine-2,5-diamine, particularly in pollution control. Its adsorption properties have been tested for removing heavy metals from aqueous solutions, offering a sustainable solution to water contamination issues.

In conclusion, 6-Bromopyridine-2,5-diamine (CAS No: 1260850-28-9) is a multifaceted compound with vast potential across diverse scientific domains. Its unique structure enables it to serve as a versatile building block for advanced materials and bioactive molecules while contributing to innovative solutions in energy storage and environmental remediation.

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