Cas no 1806329-10-1 (2,4-Dibromo-5-(trifluoromethoxy)aniline)

2,4-Dibromo-5-(trifluoromethoxy)aniline is a halogenated aniline derivative featuring bromine substituents at the 2- and 4-positions and a trifluoromethoxy group at the 5-position. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the development of agrochemicals, pharmaceuticals, and specialty chemicals. The presence of bromine and trifluoromethoxy groups enhances its reactivity, making it valuable for cross-coupling reactions and further functionalization. Its electron-withdrawing properties contribute to its utility in constructing complex molecular frameworks. The compound is typically handled under controlled conditions due to its potential sensitivity. Its well-defined structure and purity are critical for reproducible results in research and industrial applications.
2,4-Dibromo-5-(trifluoromethoxy)aniline structure
1806329-10-1 structure
Product Name:2,4-Dibromo-5-(trifluoromethoxy)aniline
CAS No:1806329-10-1
MF:C7H4Br2F3NO
MW:334.915970802307
CID:4707432
Update Time:2025-10-29

2,4-Dibromo-5-(trifluoromethoxy)aniline Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dibromo-5-(trifluoromethoxy)aniline
    • Inchi: 1S/C7H4Br2F3NO/c8-3-1-4(9)6(2-5(3)13)14-7(10,11)12/h1-2H,13H2
    • InChI Key: WXFMYXSHIMFVSR-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C=C1OC(F)(F)F)N)Br

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 202
  • Topological Polar Surface Area: 35.2

2,4-Dibromo-5-(trifluoromethoxy)aniline Pricemore >>

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Additional information on 2,4-Dibromo-5-(trifluoromethoxy)aniline

Introduction to 2,4-Dibromo-5-(trifluoromethoxy)aniline (CAS No. 1806329-10-1) and Its Emerging Applications in Chemical Biology

2,4-Dibromo-5-(trifluoromethoxy)aniline, identified by the chemical compound code CAS No. 1806329-10-1, is a halogenated aromatic amine featuring a unique structural motif that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its two bromine substituents at the 2- and 4-positions and a trifluoromethoxy group at the 5-position of the aniline core, exhibits distinct electronic and steric properties that make it a versatile intermediate in synthetic chemistry and a promising candidate for drug discovery initiatives.

The structural configuration of 2,4-Dibromo-5-(trifluoromethoxy)aniline imparts a high degree of reactivity, enabling its participation in various chemical transformations such as nucleophilic aromatic substitution, cross-coupling reactions, and metal-catalyzed functionalizations. These reactions are pivotal in constructing more complex molecular architectures, which are often required for the development of novel therapeutic agents. The presence of both bromine atoms enhances its utility as a dibromo intermediate, facilitating further derivatization into pharmacologically relevant scaffolds.

Recent advancements in medicinal chemistry have highlighted the potential of halogenated anilines like 2,4-Dibromo-5-(trifluoromethoxy)aniline as key building blocks in the synthesis of small-molecule inhibitors targeting various biological pathways. For instance, studies have demonstrated its applicability in generating kinase inhibitors, where the electron-withdrawing nature of the trifluoromethoxy group and the electron-donating effects of the amino group contribute to optimal binding interactions with protein targets.

The trifluoromethoxy substituent is particularly noteworthy for its ability to modulate metabolic stability and binding affinity. In drug design, such functional groups are often incorporated to improve pharmacokinetic profiles, enhance binding to biological receptors, or increase resistance to enzymatic degradation. The dual halogenation at the 2- and 4-positions further enriches the compound’s reactivity profile, allowing for selective modifications that can fine-tune its biological activity.

In the realm of academic research, 2,4-Dibromo-5-(trifluoromethoxy)aniline has been utilized in exploratory studies aimed at understanding structure-activity relationships (SAR) within halogenated aniline derivatives. These investigations have provided valuable insights into how subtle modifications in the substituent pattern can influence receptor binding affinity and selectivity. Such knowledge is instrumental in guiding the rational design of next-generation therapeutic compounds with improved efficacy and reduced side effects.

The compound’s versatility extends to its role as a precursor in material science applications. Halogenated aromatic amines are increasingly being explored for their potential in organic electronics, including light-emitting diodes (OLEDs) and photovoltaic cells. The electron-deficient nature of 2,4-Dibromo-5-(trifluoromethoxy)aniline, coupled with its ability to form stable radicals upon oxidation, makes it a candidate for developing novel organic semiconductors with enhanced charge transport properties.

From a synthetic chemistry perspective, CAS No. 1806329-10-1 serves as a valuable scaffold for generating libraries of diversified compounds through combinatorial chemistry approaches. The ease with which it can be functionalized allows researchers to rapidly explore novel chemical space, accelerating the discovery process for bioactive molecules. This capability is particularly relevant in high-throughput screening campaigns where large numbers of derivatives are synthesized and evaluated for biological activity.

The growing interest in fluorinated compounds has also positioned 2,4-Dibromo-5-(trifluoromethoxy)aniline as an important reagent in fluorine chemistry. Fluoro-substituted molecules often exhibit superior pharmacological properties compared to their non-fluorinated counterparts due to changes in lipophilicity, metabolic stability, and cell membrane permeability. The strategic incorporation of fluorine atoms into drug candidates has become a cornerstone of modern medicinal chemistry.

Emerging research trends indicate that 2,4-Dibromo-5-(trifluoromethoxy)aniline may find utility in developing next-generation antiviral agents. The structural features present in this compound allow it to mimic natural substrates or inhibit key enzymes involved in viral replication cycles. Preliminary studies have suggested its potential efficacy against certain viral strains by disrupting essential metabolic pathways or interfering with host-virus interactions.

The compound’s stability under various reaction conditions makes it an attractive choice for large-scale synthesis operations within pharmaceutical companies and academic laboratories alike. Its compatibility with standard synthetic protocols ensures reproducibility and scalability, which are critical factors in industrial applications where consistency is paramount.

In conclusion,CAS No 1806329-10-1 represents more than just a chemical entity; it embodies the intersection of innovation and practicality in chemical biology research. Its unique structural attributes have positioned it as a cornerstone molecule for developing novel therapeutics across multiple disease areas while also serving as inspiration for new applications in materials science and advanced manufacturing processes.

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