Cas no 62202-39-5 (3-bromo-4-(trifluoromethyl)aniline hydrochloride)

3-Bromo-4-(trifluoromethyl)aniline hydrochloride is a halogenated aniline derivative with a trifluoromethyl substituent, offering unique reactivity and stability for synthetic applications. The bromo and trifluoromethyl groups enhance its utility as a versatile intermediate in pharmaceutical and agrochemical synthesis, enabling selective functionalization. The hydrochloride salt form improves solubility and handling in polar solvents, facilitating downstream reactions. Its electron-withdrawing properties make it valuable for constructing complex aromatic systems, particularly in cross-coupling and nucleophilic substitution reactions. The compound's well-defined structure ensures consistent performance in high-precision chemical transformations, making it a reliable choice for research and industrial applications requiring controlled modifications of aniline scaffolds.
3-bromo-4-(trifluoromethyl)aniline hydrochloride structure
62202-39-5 structure
Product Name:3-bromo-4-(trifluoromethyl)aniline hydrochloride
CAS No:62202-39-5
MF:C7H6BrClF3N
MW:276.481450557709
CID:454641
PubChem ID:71388900
Update Time:2025-06-14

3-bromo-4-(trifluoromethyl)aniline hydrochloride Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 3-bromo-4-(trifluoromethyl)-, hydrochloride
    • 3-bromo-4-(trifluoromethyl)aniline,hydrochloride
    • 3-bromo-4-(trifluoromethyl)aniline hydrochloride
    • EN300-173332
    • 3-BROMO-4-(TRIFLUOROMETHYL)ANILINEHYDROCHLORIDE
    • 62202-39-5
    • DTXSID00810949
    • 3-Bromo-4-(trifluoromethyl)aniline--hydrogen chloride (1/1)
    • Inchi: 1S/C7H5BrF3N.ClH/c8-6-3-4(12)1-2-5(6)7(9,10)11;/h1-3H,12H2;1H
    • InChI Key: RBYMFEVCDLQSSG-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1C(F)(F)F)N.Cl

Computed Properties

  • Exact Mass: 274.93248
  • Monoisotopic Mass: 274.93242g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 159
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • PSA: 26.02

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Additional information on 3-bromo-4-(trifluoromethyl)aniline hydrochloride

Recent Advances in the Application of 3-Bromo-4-(trifluoromethyl)aniline Hydrochloride (CAS: 62202-39-5) in Chemical Biology and Pharmaceutical Research

3-Bromo-4-(trifluoromethyl)aniline hydrochloride (CAS: 62202-39-5) is a halogenated aniline derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by the presence of a bromine atom and a trifluoromethyl group on the aromatic ring, serves as a key intermediate in the synthesis of various bioactive molecules. Its unique structural features make it particularly valuable in the development of novel therapeutic agents, including kinase inhibitors, antimicrobial compounds, and agrochemicals. Recent studies have explored its potential in targeted drug design and as a building block for complex molecular architectures.

One of the most notable advancements in the application of 3-bromo-4-(trifluoromethyl)aniline hydrochloride is its role in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and the incorporation of this compound into inhibitor scaffolds has been shown to enhance binding affinity and selectivity. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited potent inhibitory activity against EGFR (epidermal growth factor receptor) mutants, which are often implicated in non-small cell lung cancer. The researchers attributed this activity to the electron-withdrawing effects of the trifluoromethyl group, which stabilizes the inhibitor-receptor interaction.

In addition to its applications in oncology, 3-bromo-4-(trifluoromethyl)aniline hydrochloride has been investigated for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters highlighted its utility as a precursor for the development of novel antibacterial agents. The study reported that sulfonamide derivatives synthesized from this compound displayed broad-spectrum activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The presence of the bromine atom was found to be crucial for disrupting bacterial cell wall synthesis, while the trifluoromethyl group contributed to improved pharmacokinetic properties.

The compound's utility extends beyond human therapeutics into agrochemical research. A 2024 publication in Pest Management Science described the synthesis of new herbicidal agents using 3-bromo-4-(trifluoromethyl)aniline hydrochloride as a key intermediate. The resulting compounds exhibited potent activity against broadleaf weeds, with the trifluoromethyl group enhancing their stability and bioavailability in soil. This research underscores the compound's potential in addressing challenges related to herbicide resistance and environmental sustainability.

From a synthetic chemistry perspective, recent advances have focused on optimizing the preparation and functionalization of 3-bromo-4-(trifluoromethyl)aniline hydrochloride. A 2023 paper in Organic Process Research & Development outlined a scalable, cost-effective synthesis route that minimizes hazardous byproducts. The authors emphasized the importance of controlling reaction conditions to prevent debromination, a common side reaction that can reduce yields. These methodological improvements are expected to facilitate broader adoption of this compound in industrial and academic settings.

In conclusion, 3-bromo-4-(trifluoromethyl)aniline hydrochloride (CAS: 62202-39-5) continues to be a valuable tool in chemical biology and pharmaceutical research. Its diverse applications, ranging from kinase inhibitors to antimicrobial agents and herbicides, highlight its versatility. Ongoing research is likely to uncover additional uses for this compound, particularly as synthetic methodologies advance and our understanding of its structure-activity relationships deepens. For researchers in the field, this compound represents a promising scaffold for the development of next-generation therapeutics and agrochemicals.

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