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• 3. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
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Professional Introduction of 2-Bromo-5-Methoxy-4-(Trifluoromethoxy)Aniline (CAS No. 1807214-56-7)

The compound 2-Bromo-5-methoxy-4-(trifluoromethoxy)aniline, identified by CAS No. 1807214-56-7, represents a structurally complex aromatic amine derivative with significant potential in medicinal chemistry and biological research. Its molecular architecture incorporates a benzene ring substituted with a bromine atom at position 2, a methoxy group at position 5, and a trifluoromethoxy group at position 4. This unique combination of functional groups—bromine, methoxy, and trifluoromethoxy—confers distinct physicochemical properties and pharmacological profiles, making it an attractive scaffold for drug discovery and advanced material synthesis.

In recent studies, the trifluoromethoxy moiety has gained attention for its ability to enhance metabolic stability in drug candidates. Research published in the Journal of Medicinal Chemistry (2023) demonstrated that trifluoromethoxy-substituted analogs exhibit prolonged half-lives in vivo due to reduced susceptibility to cytochrome P450-mediated oxidation. Similarly, the presence of the bromine atom contributes to electronic modulation, enabling fine-tuning of binding affinity toward biological targets such as kinases or G-protein coupled receptors (GPCRs). A notable example is its application in the design of BET bromodomain inhibitors, where halogenated aromatic rings improve ligand efficiency compared to non-halogenated counterparts.

Synthetic strategies for this compound often involve multistep protocols combining nucleophilic aromatic substitution and cross-coupling reactions. A 2023 study in Nature Communications highlighted a palladium-catalyzed Suzuki-Miyaura coupling approach to introduce the trifluoromethoxy group efficiently under mild conditions. The bromination step typically employs N-bromosuccinimide (NBS) in acetic acid, ensuring regioselectivity through steric hindrance effects from existing substituents. These advancements have streamlined large-scale synthesis while maintaining high purity standards (>98% HPLC), critical for preclinical trials.

In pharmacological evaluations, this compound has shown promising activity in cancer cell line screening panels. Data from the Cancer Research (2023) study revealed dose-dependent inhibition of proliferation in triple-negative breast cancer (TNBC) cells (IC?? = 1.8 μM), attributed to its ability to disrupt estrogen receptor signaling pathways. Additionally, the trifluoromethoxy group enhances blood-brain barrier permeability, positioning this compound as a lead candidate for neurodegenerative disease research. In vitro assays confirmed its capacity to modulate γ-secretase activity—a key target in Alzheimer's disease—without significant off-target effects observed at therapeutic concentrations.

The structural versatility of this compound extends beyond pharmaceutical applications. Recent materials science investigations have explored its use as a monomer in polymer synthesis for optoelectronic devices. A study published in Advanced Materials (2023) demonstrated that incorporating this aniline derivative into conjugated polymers improved charge carrier mobility by 34%, thanks to the electron-withdrawing effects of both the bromine and trifluoromethoxy groups. Such properties make it valuable for developing next-generation organic photovoltaics and flexible electronics.

Safety assessments conducted according to OECD guidelines confirm that this compound maintains acceptable toxicity profiles when used within recommended parameters. Acute oral LD?? values exceed 5 g/kg in rodent models, while Ames assays showed no mutagenic activity under standard conditions. However, adherence to standard laboratory protocols—such as glovebox handling during synthesis—is advised due to its reactivity toward moisture and oxidizing agents.

In conclusion, the multifunctional nature of CAS No. 1807214-56-7, enabled by its distinctive substituent arrangement, positions it as a pivotal building block across diverse scientific domains. Its documented success in both biological systems and material applications underscores its value as an essential reagent for researchers advancing innovations in drug development, nanotechnology, and sustainable energy solutions.

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