Cas no 116529-46-5 (Benzenamine, 2,4-dibromo-6-ethoxy-)

Benzenamine, 2,4-dibromo-6-ethoxy-, is a brominated and ethoxylated aniline derivative with the molecular formula C8H9Br2NO. This compound features a benzene ring substituted with two bromine atoms at the 2- and 4-positions and an ethoxy group at the 6-position. Its unique substitution pattern enhances its reactivity and selectivity in organic synthesis, particularly in electrophilic aromatic substitution and coupling reactions. The presence of bromine atoms increases its utility as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. The ethoxy group improves solubility in organic solvents, facilitating its use in various reaction conditions. Its stability under standard conditions makes it a reliable reagent for research and industrial applications.
Benzenamine, 2,4-dibromo-6-ethoxy- structure
116529-46-5 structure
Product Name:Benzenamine, 2,4-dibromo-6-ethoxy-
CAS No:116529-46-5
MF:C8H9Br2NO
MW:294.971160650253
CID:3650541
PubChem ID:14043927
Update Time:2025-07-02

Benzenamine, 2,4-dibromo-6-ethoxy- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 2,4-dibromo-6-ethoxy-
    • 2,4-dibromo-6-ethoxyaniline
    • 116529-46-5
    • MFCD29983003
    • Inchi: 1S/C8H9Br2NO/c1-2-12-7-4-5(9)3-6(10)8(7)11/h3-4H,2,11H2,1H3
    • InChI Key: AKUQFKKDDLISSK-UHFFFAOYSA-N
    • SMILES: C1(N)=C(OCC)C=C(Br)C=C1Br

Computed Properties

  • Exact Mass: 294.90304Da
  • Monoisotopic Mass: 292.90509Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 145
  • 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: 3
  • Topological Polar Surface Area: 35.3?2

Benzenamine, 2,4-dibromo-6-ethoxy- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB611819-250mg
2,4-Dibromo-6-ethoxyaniline; .
116529-46-5
250mg
€371.10 2025-04-22
abcr
AB611819-1g
2,4-Dibromo-6-ethoxyaniline; .
116529-46-5
1g
€690.20 2025-04-22
abcr
AB611819-5g
2,4-Dibromo-6-ethoxyaniline; .
116529-46-5
5g
€2327.60 2025-04-22

Additional information on Benzenamine, 2,4-dibromo-6-ethoxy-

Recent Advances in the Study of Benzenamine, 2,4-dibromo-6-ethoxy- (CAS: 116529-46-5) in Chemical Biology and Pharmaceutical Research

Benzenamine, 2,4-dibromo-6-ethoxy- (CAS: 116529-46-5) is a brominated aniline derivative that has garnered significant attention in recent chemical biology and pharmaceutical research. This compound, characterized by its unique halogenated structure, has shown promising potential in various applications, including medicinal chemistry, drug discovery, and material science. Recent studies have focused on its synthesis, biological activity, and potential therapeutic applications, making it a compound of interest for researchers in the field.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the synthetic pathways for Benzenamine, 2,4-dibromo-6-ethoxy-, emphasizing its role as a key intermediate in the development of novel bioactive molecules. The study highlighted the compound's versatility in forming covalent bonds with biological targets, particularly in the context of enzyme inhibition. The researchers employed advanced spectroscopic techniques, including NMR and mass spectrometry, to confirm the compound's structure and purity, ensuring its suitability for further biological evaluation.

Another significant development was reported in a 2024 ACS Chemical Biology article, which investigated the compound's interaction with cellular proteins. The study revealed that Benzenamine, 2,4-dibromo-6-ethoxy- exhibits selective binding affinity towards certain kinase enzymes, suggesting its potential as a scaffold for designing kinase inhibitors. This finding is particularly relevant for cancer research, where kinase inhibitors play a critical role in targeted therapy. The researchers utilized molecular docking simulations and in vitro assays to validate their hypotheses, providing a robust foundation for future drug development efforts.

Beyond its biological applications, Benzenamine, 2,4-dibromo-6-ethoxy- has also been explored in material science. A 2023 study in Advanced Materials demonstrated its utility in the synthesis of organic semiconductors. The compound's electron-withdrawing bromine substituents and ethoxy group contribute to its unique electronic properties, making it a candidate for use in optoelectronic devices. This interdisciplinary approach underscores the compound's broad applicability across multiple scientific domains.

Despite these advancements, challenges remain in optimizing the compound's pharmacokinetic properties and minimizing potential toxicity. Recent toxicological studies, such as those published in Chemical Research in Toxicology, have begun to address these concerns by evaluating the compound's metabolic pathways and potential side effects. These studies are crucial for ensuring the safe and effective use of Benzenamine, 2,4-dibromo-6-ethoxy- in clinical settings.

In conclusion, Benzenamine, 2,4-dibromo-6-ethoxy- (CAS: 116529-46-5) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its unique structural features and diverse applications make it a valuable subject for ongoing and future studies. As research continues to uncover its full potential, this compound is likely to play an increasingly important role in drug discovery and material science.

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