Cas no 1196156-67-8 (2-Amino-6-bromo-pyridine-3-carbaldehyde)

2-Amino-6-bromo-pyridine-3-carbaldehyde is a versatile heterocyclic compound featuring both an amino and a formyl functional group on a brominated pyridine scaffold. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of reactive sites—bromine for substitution reactions, an aldehyde for condensation or reduction, and an amino group for further derivatization—enhances its utility in constructing complex molecular frameworks. Its well-defined reactivity profile and stability under standard conditions facilitate precise modifications, making it a preferred choice for researchers in medicinal chemistry and materials science.
2-Amino-6-bromo-pyridine-3-carbaldehyde structure
1196156-67-8 structure
Product Name:2-Amino-6-bromo-pyridine-3-carbaldehyde
CAS No:1196156-67-8
MF:C6H5BrN2O
MW:201.020700216293
MDL:MFCD13190076
CID:2359341
PubChem ID:72212598
Update Time:2025-05-20

2-Amino-6-bromo-pyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-6-bromo-pyridine-3-carbaldehyde
    • 2-amino-6-bromopyridine-3-carbaldehyde
    • 3-Pyridinecarboxaldehyde, 2-amino-6-bromo-
    • DB-182036
    • WXB15667
    • PDUINDAMJWUPTI-UHFFFAOYSA-N
    • AKOS027344960
    • AS-44137
    • MFCD13190076
    • 2-Amino-6-bromo-3-pyridinecarboxaldehyde
    • 2-AMINO-6-BROMONICOTINALDEHYDE
    • SCHEMBL15873266
    • 1196156-67-8
    • AB69709
    • CS-0038663
    • DTXSID001273937
    • MDL: MFCD13190076
    • Inchi: 1S/C6H5BrN2O/c7-5-2-1-4(3-10)6(8)9-5/h1-3H,(H2,8,9)
    • InChI Key: PDUINDAMJWUPTI-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C=O)C(N)=N1

Computed Properties

  • Exact Mass: 199.95853g/mol
  • Monoisotopic Mass: 199.95853g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 131
  • 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: 1.5
  • Topological Polar Surface Area: 56?2

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Additional information on 2-Amino-6-bromo-pyridine-3-carbaldehyde

2-Amino-6-Bromo-Pyridine-3-Carbaldehyde: A Comprehensive Overview

2-Amino-6-Bromo-Pyridine-3-Carbaldehyde, also known by its CAS registry number CAS No. 1196156-67-8, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a pyridine ring substituted with an amino group at position 2, a bromo group at position 6, and a carbaldehyde group at position 3. The combination of these functional groups makes it a versatile molecule with potential applications in drug design, material science, and environmental chemistry.

The synthesis of 2-Amino-6-Bromo-Pyridine-3-Carbaldehyde involves a series of well-established organic reactions. Typically, the starting material is a pyridine derivative, which undergoes substitution and alkylation reactions to introduce the amino and bromo groups. The carbaldehyde group is then introduced through oxidation or condensation reactions. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound, reducing production costs and minimizing environmental impact.

One of the most promising areas of research involving CAS No. 1196156-67-8 is its application in drug discovery. The compound has shown potential as a lead molecule in the development of anti-cancer agents due to its ability to inhibit key enzymes involved in cell proliferation. For instance, studies have demonstrated that 2-Amino-6-Bromo-Pyridine-3-Carbaldehyde can selectively target and inhibit the activity of histone deacetylases (HDACs), which are overexpressed in various cancers. This property makes it a valuable candidate for the design of epigenetic therapies.

In addition to its pharmacological applications, 2-Amino-6-Bromo-Pyridine-3-Carbaldehyde has also been explored for its role in materials science. The compound's ability to form coordination complexes with transition metals has led to its use in the development of novel catalysts for industrial processes. For example, recent research has highlighted its potential as a ligand in palladium-catalyzed cross-coupling reactions, which are widely used in the synthesis of complex organic molecules.

The environmental impact of CAS No. 1196156-67-8 has also been a topic of interest. Studies have shown that the compound exhibits moderate biodegradability under aerobic conditions, making it less persistent in aquatic environments compared to other synthetic chemicals. However, further research is needed to fully understand its ecological fate and potential risks to non-target organisms.

In conclusion, 2-Amino-6-Bromo-Pyridine-3-Carbaldehyde, or CAS No. 1196156-67-8, is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical structure and functional groups make it an attractive candidate for further research and development. As new insights into its properties continue to emerge, this compound is poised to play an increasingly important role in advancing both scientific knowledge and practical applications.

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