Cas no 491843-49-3 (6-bromo-2,4-pyridinediamine)

6-Bromo-2,4-pyridinediamine is a brominated pyridine derivative featuring amine functional groups at the 2- and 4-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both bromine and amine groups allows for selective functionalization, enabling further derivatization through cross-coupling reactions, nucleophilic substitutions, or metal-catalyzed transformations. Its well-defined reactivity profile makes it valuable for constructing complex heterocyclic frameworks. The compound is typically handled under controlled conditions due to its sensitivity to moisture and light. High-purity grades are available to ensure consistency in synthetic applications.
6-bromo-2,4-pyridinediamine structure
6-bromo-2,4-pyridinediamine structure
Product Name:6-bromo-2,4-pyridinediamine
CAS No:491843-49-3
MF:C5H6BrN3
MW:188.025239467621
CID:1518693
PubChem ID:119022596
Update Time:2025-08-05

6-bromo-2,4-pyridinediamine Chemical and Physical Properties

Names and Identifiers

    • 6-bromo-2,4-pyridinediamine
    • 491843-49-3
    • DB-207479
    • 6-Bromopyridine-2,4-diamine
    • Inchi: 1S/C5H6BrN3/c6-4-1-3(7)2-5(8)9-4/h1-2H,(H4,7,8,9)
    • InChI Key: XDYKKWORHQPUON-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(N)=N1)N

Computed Properties

  • Exact Mass: 186.97458
  • 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

Experimental Properties

  • PSA: 64.93

6-bromo-2,4-pyridinediamine Pricemore >>

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6-bromo-2,4-pyridinediamine Related Literature

Additional information on 6-bromo-2,4-pyridinediamine

6-Bromo-2,4-Pyridinediamine (CAS No. 491843-49-3): A Comprehensive Overview

6-Bromo-2,4-pyridinediamine (CAS No. 491843-49-3) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has garnered considerable attention due to its potential as a building block for the synthesis of various bioactive molecules and drug candidates.

The chemical structure of 6-bromo-2,4-pyridinediamine consists of a pyridine ring with two amine groups at the 2 and 4 positions, and a bromine atom at the 6 position. This arrangement provides a rich platform for further chemical modifications, making it an attractive starting material for the development of novel therapeutic agents.

Recent advancements in the field have highlighted the importance of 6-bromo-2,4-pyridinediamine in the synthesis of compounds with diverse biological activities. For instance, studies have shown that derivatives of this compound exhibit potent anti-inflammatory, antiviral, and anticancer properties. These findings underscore the potential of 6-bromo-2,4-pyridinediamine as a key intermediate in drug discovery and development.

In the context of medicinal chemistry, 6-bromo-2,4-pyridinediamine has been utilized to synthesize a range of molecules with specific pharmacological targets. One notable example is its use in the development of inhibitors for kinases, which are enzymes involved in various cellular processes and are often implicated in diseases such as cancer. The ability to modulate kinase activity through targeted inhibitors has opened new avenues for therapeutic intervention.

Beyond its role in kinase inhibition, 6-bromo-2,4-pyridinediamine has also shown promise in the synthesis of compounds with antiviral properties. Research has demonstrated that certain derivatives of this compound can effectively inhibit viral replication by targeting specific viral enzymes or pathways. This makes it a valuable candidate for the development of antiviral drugs against a variety of pathogens.

The anti-inflammatory potential of 6-bromo-2,4-pyridinediamine-derived compounds has also been explored. Inflammation is a complex biological response that plays a crucial role in many diseases, including autoimmune disorders and chronic conditions. Compounds derived from 6-bromo-2,4-pyridinediamine have been shown to exhibit anti-inflammatory effects by modulating key signaling pathways involved in inflammation.

In addition to its biological applications, 6-bromo-2,4-pyridinediamine is also valued for its synthetic versatility. The presence of multiple functional groups (amine and bromine) allows for a wide range of chemical transformations, including substitution reactions, coupling reactions, and cyclization processes. This synthetic flexibility makes it an ideal starting material for the preparation of complex organic molecules with diverse functionalities.

The synthesis of 6-bromo-2,4-pyridinediamine typically involves multi-step procedures that require careful control over reaction conditions to achieve high yields and purity. Common synthetic routes include the bromination of 2,4-diaminopyridine followed by purification steps to ensure the desired product is obtained. Advances in synthetic methods have led to more efficient and environmentally friendly processes for producing this compound on both laboratory and industrial scales.

In conclusion, 6-bromo-2,4-pyridinediamine (CAS No. 491843-49-3) is a multifaceted compound with significant potential in various areas of chemical and pharmaceutical research. Its unique structural features and synthetic versatility make it an invaluable tool for the development of novel bioactive molecules and therapeutic agents. As ongoing research continues to uncover new applications and properties of this compound, its importance in the scientific community is likely to grow even further.

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