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Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (CAS No. 1881328-63-7): A Comprehensive Overview

Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (CAS No. 1881328-63-7) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, holds potential applications in the development of novel therapeutic agents. In this article, we will delve into the chemical properties, synthesis methods, and recent research advancements associated with this compound.

The molecular formula of Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate is C₁₄H₁₂BrN₂O₂, and its molecular weight is approximately 304.16 g/mol. The compound features a pyrrolo[2,3-b]pyridine core with a bromo and methyl substituent at the 5 and 6 positions, respectively, and a carboxylate ester group at the 3 position. These structural elements contribute to its unique chemical and biological properties.

The synthesis of Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate has been extensively studied in the literature. One common approach involves the reaction of 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine with methyl chloroformate in the presence of a base such as triethylamine or pyridine. This method yields high purity and good yields of the desired product. Alternative synthetic routes have also been explored to optimize the process for large-scale production.

In recent years, Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate has been investigated for its potential therapeutic applications. Studies have shown that compounds with similar structures exhibit promising biological activities, including anti-inflammatory, anti-cancer, and neuroprotective effects. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of pyrrolo[2,3-b]pyridines demonstrated significant inhibition of tumor growth in vitro and in vivo models.

The bromo substituent at the 5-position of Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate plays a crucial role in modulating its biological activity. The presence of this functional group can enhance the compound's binding affinity to specific protein targets, making it an attractive scaffold for drug design. Additionally, the methyl group at the 6-position contributes to the overall stability and solubility of the molecule.

Recent advancements in computational chemistry have further elucidated the pharmacological properties of Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate. Molecular docking studies have provided insights into its interactions with various protein targets, such as kinases and receptors. These findings have paved the way for rational drug design strategies aimed at optimizing the compound's therapeutic potential.

In addition to its potential as a therapeutic agent, Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate has also been explored as a valuable intermediate in organic synthesis. Its unique structural features make it an ideal building block for constructing more complex molecules with diverse biological activities. Researchers have utilized this compound to synthesize novel derivatives with enhanced pharmacological profiles.

The safety profile of Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate is an important consideration in its development as a pharmaceutical candidate. Preclinical studies have demonstrated that it exhibits low toxicity and good pharmacokinetic properties. However, further investigations are necessary to fully understand its safety and efficacy in human subjects.

In conclusion, Methyl 5-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (CAS No. 1881328-63-7) is a promising compound with potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activities make it an attractive target for further investigation and development. As research continues to advance, it is likely that new insights and applications will emerge, contributing to the advancement of drug discovery and development.

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