Cas no 1289127-50-9 (5-amino-6-bromopyridine-2-carbaldehyde)

5-Amino-6-bromopyridine-2-carbaldehyde is a versatile heterocyclic building block used in organic synthesis and pharmaceutical research. This compound features both an aldehyde and an amino group on a brominated pyridine scaffold, enabling diverse functionalization opportunities. The bromine substituent facilitates cross-coupling reactions, while the aldehyde group serves as a reactive handle for condensation or nucleophilic addition. Its amino group further enhances reactivity, making it valuable for constructing complex heterocycles or bioactive molecules. The compound is particularly useful in medicinal chemistry for developing targeted small-molecule inhibitors or agrochemical intermediates. High purity grades ensure consistent performance in demanding synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity.
5-amino-6-bromopyridine-2-carbaldehyde structure
1289127-50-9 structure
Product Name:5-amino-6-bromopyridine-2-carbaldehyde
CAS No:1289127-50-9
MF:C6H5BrN2O
MW:201.020700216293
MDL:MFCD28715191
CID:4898558
PubChem ID:131169239
Update Time:2025-05-22

5-amino-6-bromopyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-6-bromopicolinaldehyde
    • 5-amino-6-bromopyridine-2-carbaldehyde
    • MDL: MFCD28715191
    • Inchi: 1S/C6H5BrN2O/c7-6-5(8)2-1-4(3-10)9-6/h1-3H,8H2
    • InChI Key: WOBLDFYWWYLQQM-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CC(C=O)=N1)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 131
  • XLogP3: 1
  • Topological Polar Surface Area: 56

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Additional information on 5-amino-6-bromopyridine-2-carbaldehyde

5-Amino-6-Bromopyridine-2-Carbaldehyde: A Comprehensive Overview

The compound 5-amino-6-bromopyridine-2-carbaldehyde (CAS No. 1289127-50-9) is a heterocyclic aromatic compound with significant potential in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which includes a pyridine ring substituted with an amino group at position 5, a bromine atom at position 6, and an aldehyde group at position 2. The combination of these functional groups makes it a versatile building block for further chemical modifications and applications.

Recent studies have highlighted the importance of 5-amino-6-bromopyridine-2-carbaldehyde in the development of novel bioactive molecules. Researchers have explored its role in medicinal chemistry, particularly in the design of kinase inhibitors and other enzyme-targeting agents. The presence of the aldehyde group provides opportunities for conjugation with other biomolecules, while the amino and bromine substituents contribute to the compound's electronic properties and reactivity.

The synthesis of 5-amino-6-bromopyridine-2-carbaldehyde involves a multi-step process that typically begins with the bromination of a pyridine derivative. Subsequent steps include amino group introduction and aldehyde functionalization. These steps are carefully optimized to ensure high yields and purity, as impurities can significantly affect the compound's performance in downstream applications.

One of the most promising applications of 5-amino-6-bromopyridine-2-carbaldehyde is in the field of drug discovery. Its structure allows for easy modification to create libraries of compounds with diverse pharmacological profiles. For instance, researchers have investigated its potential as a lead compound for anti-cancer therapies, where it has shown selective activity against certain cancer cell lines. The compound's ability to modulate key cellular pathways makes it a valuable tool in this area.

In addition to its medicinal applications, 5-amino-6-bromopyridine-2-carbaldehyde has also been explored for its use in agrochemicals. Its ability to inhibit specific enzymes involved in plant pathogenesis has led to its consideration as a potential fungicide or herbicide. Recent studies have demonstrated its efficacy against several plant pathogens, suggesting that it could play a role in sustainable agricultural practices.

The physical and chemical properties of 5-amino-6-bromopyridine-2-carbaldehyde are well-documented, with a molecular weight of approximately 244 g/mol and a melting point around 180°C. Its solubility in common solvents such as water and ethanol has been characterized, making it easier to handle in laboratory settings. The compound is stable under normal storage conditions but should be protected from light and moisture to prevent degradation.

From an environmental perspective, the ecological impact of 5-amino-6-bromopyridine-2-carbaldehyde has been studied to ensure its safe use. Research indicates that it biodegrades under aerobic conditions, reducing concerns about long-term environmental persistence. However, further studies are needed to fully understand its fate in different ecosystems.

In conclusion, 5-amino-6-bromopyridine-2-carbaldehyde (CAS No. 1289127-50-9) is a versatile compound with significant potential across multiple industries. Its unique structure and functional groups make it an attractive candidate for further research and development. As new applications continue to emerge, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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