Cas no 1028385-77-4 (B-2-(2-Naphthalenyl)ethenylboronic Acid)

B-2-(2-Naphthalenyl)ethenylboronic Acid is a boronic acid derivative featuring a naphthalene-substituted ethenyl group, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its structure enables efficient participation in Suzuki-Miyaura couplings, facilitating the formation of carbon-carbon bonds in complex molecule construction. The compound’s conjugated system enhances reactivity while maintaining stability under standard handling conditions. It is particularly useful in pharmaceutical and materials science research for constructing polyaromatic frameworks. High purity grades ensure reproducibility in catalytic applications. Proper storage under inert conditions is recommended to preserve its integrity. This reagent is favored for its versatility in designing advanced organic architectures.
B-2-(2-Naphthalenyl)ethenylboronic Acid structure
1028385-77-4 structure
Product Name:B-2-(2-Naphthalenyl)ethenylboronic Acid
CAS No:1028385-77-4
MF:C12H11BO2
MW:198.025543451309
CID:5047784
Update Time:2025-05-20

B-2-(2-Naphthalenyl)ethenylboronic Acid Chemical and Physical Properties

Names and Identifiers

    • Boronic acid, B-[2-(2-naphthalenyl)ethenyl]-
    • B-[2-(2-Naphthalenyl)ethenyl]boronic Acid
    • B-2-(2-Naphthalenyl)ethenylboronic Acid
    • Inchi: 1S/C12H11BO2/c14-13(15)8-7-10-5-6-11-3-1-2-4-12(11)9-10/h1-9,14-15H
    • InChI Key: VBSVPDIULROQSS-UHFFFAOYSA-N
    • SMILES: B(C=CC1=CC=C2C(=C1)C=CC=C2)(O)O

B-2-(2-Naphthalenyl)ethenylboronic Acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on B-2-(2-Naphthalenyl)ethenylboronic Acid

Introduction to B-2-(2-Naphthalenyl)ethenylboronic Acid (CAS No. 1028385-77-4) and Its Emerging Applications in Chemical Biology

B-2-(2-Naphthalenyl)ethenylboronic acid (CAS No. 1028385-77-4) is a highly specialized organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This boronic acid derivative, characterized by its unique structural motif, exhibits a range of intriguing chemical properties that make it a valuable tool in the development of novel therapeutic agents and diagnostic probes. The presence of a naphthalene ring and an ethenylboronic acid moiety endows this compound with both steric hindrance and electrophilic reactivity, which are critical for its role in various biochemical interactions.

The B-2-(2-Naphthalenyl)ethenylboronic acid structure is particularly noteworthy due to its ability to participate in boronate ester formation, a reaction that is widely exploited in medicinal chemistry for the synthesis of protease inhibitors and other bioactive molecules. The naphthalene ring, a prominent feature of this compound, contributes to its solubility and stability in biological environments, making it an ideal candidate for use in drug design. Furthermore, the ethenyl group introduces a degree of flexibility that allows for further functionalization, enabling chemists to tailor the compound’s properties for specific applications.

Recent advancements in the field have highlighted the potential of B-2-(2-Naphthalenyl)ethenylboronic acid as a key intermediate in the synthesis of small-molecule inhibitors targeting various disease-related enzymes. For instance, studies have demonstrated its utility in developing inhibitors of matrix metalloproteinases (MMPs), which are enzymes implicated in cancer progression, inflammation, and tissue remodeling. The boronic acid moiety interacts specifically with the catalytic zinc ion in MMPs, leading to the formation of stable boronate esters that inhibit enzyme activity. This mechanism has been successfully applied to create potent inhibitors with improved selectivity and reduced toxicity.

In addition to its role in enzyme inhibition, B-2-(2-Naphthalenyl)ethenylboronic acid has been explored as a component in fluorescent probes for cellular imaging. The naphthalene moiety can be coupled with fluorophores to generate probes that selectively label specific biomolecules or cellular compartments. Such probes are invaluable tools for researchers studying dynamic processes within cells, such as receptor trafficking and signal transduction. The ability to track these processes in real-time has significantly advanced our understanding of cellular mechanisms and has paved the way for the development of novel diagnostic strategies.

The compound’s versatility extends to its application in materials science, where it serves as a precursor for synthesizing functional polymers and coatings. The boronic acid group allows for cross-linking reactions with other molecules, resulting in materials with enhanced mechanical strength and chemical resistance. These properties make B-2-(2-Naphthalenyl)ethenylboronic acid particularly useful in the development of advanced materials for electronics, coatings, and even biomedical devices.

One of the most exciting recent developments involves the use of B-2-(2-Naphthalenyl)ethenylboronic acid in click chemistry applications. Click reactions are high-yielding, biocompatible reactions that allow for rapid assembly of complex molecular structures. The boronic acid functionality can participate in Suzuki-Miyaura cross-coupling reactions, which are widely used to construct biaryl compounds found in many natural products and pharmaceuticals. This compatibility has enabled researchers to streamline synthetic routes and develop new methodologies for drug discovery.

The pharmaceutical industry has also leveraged B-2-(2-Naphthalenyl)ethenylboronic acid in the development of next-generation therapeutics. By serving as a scaffold for drug design, this compound has facilitated the creation of molecules with enhanced binding affinity and selectivity towards target proteins. For example, derivatives of this compound have been investigated as potential treatments for neurological disorders, where precise modulation of protein-protein interactions is crucial.

Another area where this compound has shown promise is in green chemistry initiatives. The ability to functionalize B-2-(2-Naphthalenyl)ethenylboronic acid under mild conditions reduces waste generation and energy consumption during synthesis. This aligns with global efforts to develop sustainable chemical processes that minimize environmental impact while maintaining high yields and purity standards.

The diagnostic sector has not been left behind either. Researchers have utilized B-2-(2-Naphthalenyl)ethenylboronic acid to develop novel biosensors capable of detecting trace amounts of disease biomarkers in biological fluids. These sensors leverage the compound’s ability to form stable complexes with target analytes, providing highly sensitive detection methods that could revolutionize early disease diagnosis.

In conclusion, B-2-(2-Naphthalenyl)ethanyletheny boronic acid (CAS No 1028385-774) is a multifaceted compound with far-reaching applications across multiple scientific disciplines Its unique structural features make it an invaluable toolin pharmaceutical research, chemical biology, materials science,and diagnostics The ongoing explorationof its potential continuesto yield groundbreaking discoveries that will shape future advancementsin science and medicine

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