• 1. Regioselective deoxygenative chalcogenation of 7-azindole N-oxides promoted by I2/PEG-200
  Shanshan Liu,Heng Yang,Lin-Yu Jiao,Jian-Hua Zhang,Chen Zhao,Yangmin Ma,Xiufang Yang Org. Biomol. Chem. 2019 17 10073
• 2. Rhodium(iii)-catalyzed C–C coupling of 7-azaindoles with vinyl acetates and allyl acetates
  Shuai-Shuai Li,Cheng-Qi Wang,Hui Lin,Xiao-Mei Zhang,Lin Dong Org. Biomol. Chem. 2016 14 229
• 3. The acid-catalysed synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines and their antimicrobial activity
  Tlabo C. Leboho,Sandy F. van Vuuren,Joseph P. Michael,Charles B. de Koning Org. Biomol. Chem. 2014 12 307
• 4. The application of nitrogen heterocycles in mitochondrial-targeting fluorescent markers with neutral skeletons
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

5-Bromo-7-azaindole (CAS No. 183208-35-7): A Versatile Compound in Pharmaceutical Research

5-Bromo-7-azaindole (CAS No. 183208-35-7) is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical research due to its unique structural and chemical properties. This compound, also known as 5-bromo-1H-pyrido[2,3-b]indole, is a derivative of 7-azaindole, a bioisostere of indole that exhibits enhanced pharmacological activity and metabolic stability.

The chemical structure of 5-Bromo-7-azaindole consists of a pyrido[2,3-b]indole core with a bromine atom at the 5-position. This bromine substitution imparts unique reactivity and biological properties, making it a valuable building block in the synthesis of various bioactive molecules. The presence of the bromine atom also allows for facile functionalization through various chemical reactions, such as Suzuki coupling and nucleophilic substitution, which are crucial for the development of drug candidates.

In recent years, 5-Bromo-7-azaindole has been extensively studied for its potential applications in drug discovery and development. One of the key areas of research has been its use as a scaffold for the design of selective serotonin reuptake inhibitors (SSRIs) and other central nervous system (CNS) active compounds. Studies have shown that derivatives of 5-Bromo-7-azaindole exhibit potent serotonin reuptake inhibition activity, making them promising candidates for the treatment of depression and anxiety disorders.

Beyond its role in CNS disorders, 5-Bromo-7-azaindole has also shown promise in cancer research. Several studies have demonstrated that certain derivatives of this compound possess antiproliferative activity against various cancer cell lines. For instance, a recent study published in the Journal of Medicinal Chemistry reported that a series of 5-bromo-7-azaindole derivatives exhibited significant cytotoxicity against human breast cancer cells (MCF-7) and colon cancer cells (HCT116). The mechanism of action was attributed to the induction of apoptosis and cell cycle arrest, highlighting the potential of these compounds as novel anticancer agents.

The versatility of 5-Bromo-7-azaindole extends to its use in the development of kinase inhibitors. Kinases are key enzymes involved in cellular signaling pathways and are often dysregulated in various diseases, including cancer and inflammatory disorders. Research has shown that certain derivatives of 5-Bromo-7-azaindole can selectively inhibit specific kinases, such as Aurora A kinase and PI3K. These findings have opened new avenues for the development of targeted therapies for these diseases.

In addition to its biological activities, the synthetic accessibility of 5-Bromo-7-azaindole is another factor contributing to its popularity in pharmaceutical research. The compound can be synthesized through various routes, including palladium-catalyzed cross-coupling reactions and sequential nucleophilic substitutions. These synthetic methods provide researchers with a flexible platform to introduce diverse functional groups and optimize the pharmacological properties of the final products.

The physicochemical properties of 5-Bromo-7-azaindole, such as its solubility and stability, are also important considerations in drug development. Studies have shown that this compound exhibits good solubility in common organic solvents and moderate stability under physiological conditions. These properties make it suitable for use in both in vitro and in vivo experiments, facilitating its evaluation as a potential drug candidate.

In conclusion, 5-Bromo-7-azaindole (CAS No. 183208-35-7) is a highly versatile compound with significant potential in pharmaceutical research. Its unique chemical structure, coupled with its diverse biological activities and synthetic accessibility, makes it an attractive scaffold for the development of novel therapeutics. Ongoing research continues to uncover new applications and mechanisms of action for this compound, further solidifying its importance in the field.

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