Cas no 5489-72-5 (Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-)

Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-, is a brominated aromatic amine compound characterized by its high bromine content, which imparts significant flame-retardant properties. Its molecular structure, featuring multiple bromine substituents, enhances thermal stability and effectiveness in inhibiting combustion. This compound is primarily utilized as an additive flame retardant in polymers and synthetic materials, where it contributes to reduced flammability without compromising material integrity. Its compatibility with various industrial processing methods makes it suitable for applications in electronics, textiles, and construction materials. The compound's persistent bromination also ensures long-term performance under demanding conditions. Proper handling is advised due to its halogenated nature.
Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- structure
5489-72-5 structure
Product Name:Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-
CAS No:5489-72-5
MF:C18H9Br6N
MW:718.694760084152
CID:353357
PubChem ID:11468208
Update Time:2025-10-29

Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-
    • 2,4-dibromo-N,N-bis(2,4-dibromophenyl)aniline
    • tris(2,4-dibromophenyl)amine
    • FT-0741279
    • DTXSID00466768
    • SCHEMBL1874361
    • 5489-72-5
    • E85166
    • Inchi: 1S/C18H9Br6N/c19-10-1-4-16(13(22)7-10)25(17-5-2-11(20)8-14(17)23)18-6-3-12(21)9-15(18)24/h1-9H
    • InChI Key: KLOKRJIOLRCMRK-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1N(C1C=CC(=CC=1Br)Br)C1C=CC(=CC=1Br)Br)Br

Computed Properties

  • Exact Mass: 712.58337
  • Monoisotopic Mass: 712.58352g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 3
  • Complexity: 376
  • 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: 9.3
  • Topological Polar Surface Area: 3.2?2

Experimental Properties

  • PSA: 3.24

Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- Pricemore >>

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Additional information on Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-

Recent Advances in the Study of Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- (CAS: 5489-72-5)

Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- (CAS: 5489-72-5) is a brominated aromatic amine compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its multiple bromine substitutions, exhibits unique chemical properties that make it a promising candidate for various biomedical applications. Recent studies have explored its synthesis, structural characteristics, and biological activities, shedding light on its potential as a therapeutic agent or a chemical probe.

One of the key areas of research has focused on the synthetic pathways for producing Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-. A study published in the Journal of Organic Chemistry (2023) detailed an optimized method for its synthesis, highlighting improved yields and purity. The researchers employed a palladium-catalyzed coupling reaction, which proved to be highly efficient for introducing the bromine substituents. This advancement is critical for ensuring the compound's availability for further biological testing and application development.

In addition to its synthesis, the structural and electronic properties of Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- have been investigated using computational and experimental techniques. Density functional theory (DFT) calculations revealed that the bromine atoms significantly influence the compound's electron distribution, leading to enhanced reactivity in certain chemical environments. These findings were corroborated by X-ray crystallography, which provided detailed insights into the compound's molecular geometry and packing in the solid state.

The biological activities of Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- have also been a focal point of recent research. Preliminary in vitro studies have demonstrated its potential as an inhibitor of specific enzymes involved in inflammatory pathways. For instance, a 2023 study in Bioorganic & Medicinal Chemistry Letters reported that the compound exhibited moderate inhibitory activity against cyclooxygenase-2 (COX-2), an enzyme implicated in inflammation and pain. These results suggest that further optimization of the compound's structure could lead to the development of novel anti-inflammatory agents.

Another promising avenue of research involves the use of Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- as a chemical probe for studying protein-ligand interactions. Its unique bromine pattern allows for easy modification and labeling, making it a versatile tool for bioconjugation and imaging studies. Recent work published in Chemical Communications (2024) showcased its application in fluorescence-based assays, where it was used to track the binding dynamics of a target protein in real time.

Despite these advancements, challenges remain in the development and application of Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)-. Issues such as solubility, stability, and potential toxicity need to be addressed to fully realize its potential in biomedical applications. Ongoing research is exploring various derivatization strategies to improve these properties while retaining the compound's desirable activities.

In conclusion, Benzenamine, 2,4-dibromo-N,N-bis(2,4-dibromophenyl)- (CAS: 5489-72-5) represents a compound of growing interest in the chemical biology and pharmaceutical fields. Recent studies have advanced our understanding of its synthesis, structure, and biological activities, paving the way for its potential use in drug discovery and chemical biology tools. Future research will likely focus on optimizing its properties and expanding its applications, making it a compound to watch in the coming years.

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