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Introduction to 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester (CAS No. 1187928-49-9)

5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester (CAS No. 1187928-49-9) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promising potential in various applications, particularly in the development of novel therapeutic agents.

The molecular structure of 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester consists of a benzothiazole core with a bromine substituent at the 5-position and a methyl ester group at the 2-position. The presence of these functional groups imparts distinct chemical properties, making it an attractive candidate for further investigation.

In recent years, the study of benzothiazoles has expanded due to their diverse biological activities, including antimicrobial, antifungal, and anticancer properties. The bromine substituent in 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester can enhance the compound's lipophilicity and metabolic stability, which are crucial factors in drug design and development.

5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester has been extensively studied for its potential as a lead compound in the development of new drugs. One notable application is in the treatment of cancer. Research has shown that benzothiazoles can inhibit the growth of various cancer cell lines by targeting specific signaling pathways. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of benzothiazoles, including those with bromine substitutions, exhibit potent antiproliferative activity against breast and lung cancer cells.

Beyond cancer research, 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester has also been explored for its antimicrobial properties. A recent study in the European Journal of Medicinal Chemistry reported that benzothiazoles with bromine substituents show enhanced activity against multidrug-resistant bacteria. This finding is particularly significant given the growing global concern over antibiotic resistance.

The methyl ester group in 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester can be hydrolyzed under physiological conditions to yield the corresponding carboxylic acid, which may further influence its biological activity. This property makes it an ideal candidate for prodrug strategies, where the active form of the drug is released in a controlled manner within the body.

In addition to its biological applications, 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester has also found use in materials science and organic synthesis. Its unique electronic properties make it suitable for applications in organic electronics and as a building block for more complex molecules.

The synthesis of 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester typically involves several steps, including the formation of the benzothiazole core and subsequent functionalization with bromine and methyl ester groups. Various synthetic routes have been reported in the literature, each with its own advantages and limitations. For example, one common method involves the reaction of 2-aminothiophenol with bromoacetyl bromide followed by esterification with methanol.

The characterization of 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester is typically performed using advanced analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy. These methods provide detailed information about the molecular structure and purity of the compound.

In conclusion, 5-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester (CAS No. 1187928-49-9) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure and biological properties make it an attractive target for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and potential uses, this compound is poised to play a crucial role in advancing our understanding and treatment of various diseases.

• 329910-14-7((1,3-benzothiazol-2-yl)methyl 1,3-benzothiazole-2-carboxylate)
• 87802-07-1(Methyl benzo[d]thiazole-2-carboxylate)
• 32137-76-1(Ethyl 1,3-benzothiazole-2-carboxylate)
• 1187928-21-7(4-bromo-1,3-benzothiazole-2-carboxylic acid)
• 1187928-62-6(4-Bromo-benzothiazole-2-carboxylic Acid Methyl Ester)
• 1187928-52-4(5-bromo-1,3-benzothiazole-2-carboxylic acid)
• 59587-30-3(ethyl 6-hydroxy-1,3-benzothiazole-2-carboxylate)
• 1187928-32-0(6-bromo-1,3-benzothiazole-2-carboxylic acid)
• 1188023-07-5(2-Benzothiazolecarboxylic acid, 4-bromo-, ethyl ester)
• 1188137-41-8(2-Benzothiazolecarboxylic acid, 5-bromo-, ethyl ester)