Production Method 1

214360-73-3

80460-73-7

Reaction Conditions

1.1 Reagents: Methylboronic acid Catalysts: Trifluoroacetic acid Solvents: Dichloromethane ;  3 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Virtues of Volatility: A Facile Transesterification Approach to Boronic Acids

Hinkes, Stefan P. A.; et al, Organic Letters, 2019, 21(9), 3048-3052

(4-aminophenyl)boronic acid;hydrochloride Raw materials

• 4-Aminophenylboronic acid pinacol ester

(4-aminophenyl)boronic acid;hydrochloride Preparation Products

• (4-aminophenyl)boronic acid;hydrochloride (80460-73-7)

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• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Introduction to (4-Aminophenyl)boronic Acid;Hydrochloride and Its Significance in Modern Chemical Biology

(4-Aminophenyl)boronic acid;hydrochloride, with the CAS number 80460-73-7, is a compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its boronic acid functional group and amine substituent on a phenyl ring, has garnered attention due to its versatile applications in drug development, diagnostic imaging, and material science. The unique structural and chemical properties of this molecule make it a valuable tool for researchers exploring innovative therapeutic strategies.

The boronic acid moiety in (4-aminophenyl)boronic acid;hydrochloride is particularly noteworthy for its ability to form stable complexes with diols and other boronate esters. This reactivity has been exploited in various biochemical processes, including the development of protease inhibitors and glucose-responsive materials. The hydrochloride salt form enhances the solubility and stability of the compound, making it more suitable for pharmaceutical applications.

In recent years, significant advancements have been made in understanding the role of boronic acids in medicinal chemistry. One of the most prominent areas of research involves the use of boronic acids as inhibitors of enzymes that play crucial roles in disease pathways. For instance, studies have demonstrated the potential of (4-aminophenyl)boronic acid;hydrochloride as an inhibitor of glycosidases, which are implicated in various metabolic disorders. The ability of this compound to selectively interact with specific enzymatic targets makes it a promising candidate for the development of novel therapeutics.

The amine group present in (4-aminophenyl)boronic acid;hydrochloride also contributes to its versatility, allowing for further functionalization through various chemical reactions such as condensation, coupling, and derivatization. This flexibility has enabled researchers to design complex molecules with tailored properties for specific applications. For example, the incorporation of this compound into polymeric materials has led to the development of stimuli-responsive hydrogels that can be used in drug delivery systems.

Another area where (4-aminophenyl)boronic acid;hydrochloride has shown promise is in diagnostic imaging. Boronated compounds have been utilized in positron emission tomography (PET) scans due to their ability to selectively accumulate in tumor tissues. The interaction between boronic acids and biologically relevant molecules can be exploited to develop targeted imaging agents that enhance the accuracy of disease detection. Research is ongoing to optimize the properties of (4-aminophenyl)boronic acid;hydrochloride for use as a PET tracer, with initial studies indicating encouraging results.

The compound's potential extends beyond pharmaceuticals and diagnostics into the realm of materials science. Boronic acids are known for their ability to form coordination complexes with metals, leading to the development of novel catalysts and functional materials. The unique electronic properties of (4-aminophenyl)boronic acid;hydrochloride make it an attractive candidate for designing advanced materials with applications in electronics and energy storage.

In conclusion, (4-aminophenyl)boronic acid;hydrochloride (CAS no 80460-73-7) is a multifaceted compound with a wide range of applications in chemical biology and pharmaceutical research. Its unique structural features, including the boronic acid and amine functionalities, enable its use in various biochemical processes and material science innovations. As research continues to uncover new applications for this compound, its significance in advancing medical treatments and technological developments is likely to grow.

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