General Description

4-Bromo-7-azaindole is a stable compound with a bromine atom attached to the 4-position of the azaindole ring. It has a high stability and moderate solubility in common organic solvents. This compound serves as a valuable building block in the synthesis of various biologically active molecules and finds applications in medicinal chemistry and drug discovery research. It has potential as an anticancer and antimicrobial agent. Additionally, 4-Bromo-7-azaindole is crucial for the synthesis of substituted azaindole products, which have diverse biological activities. It is also used in the synthesis of tyrosine kinase inhibitors and has applications in materials science and organic electronics. However, it should be handled with care due to its toxic and irritant properties.

Figure 1. 4-Bromo-7-azaindole

Properties

4-Bromo-7-azaindole is a chemical compound that belongs to the class of heterocyclic organic compounds. It has a molecular formula of C7H5BrN2 and a molecular weight of 197.03 g/mol. This compound is characterized by the presence of a bromine atom attached to the 4-position of the azaindole ring. One of the notable properties of 4-Bromo-7-azaindole is its high stability under normal conditions. It is a solid, crystalline substance with a melting point of approximately 178-183°C. It has a moderate solubility in common organic solvents such as ethanol, methanol, and dichloromethane. This compound exhibits interesting pharmacological activities and has found applications in medicinal chemistry and drug discovery research. It acts as a valuable building block in the synthesis of various biologically active molecules, including pharmaceuticals and agrochemicals. Additionally, 4-Bromo-7-azaindole has been investigated for its potential as an anticancer and antimicrobial agent. In summary, 4-Bromo-7-azaindole is a stable compound with a bromine atom attached to the 4-position of the azaindole ring. It possesses interesting pharmacological properties and is widely used as a building block in the synthesis of biologically active molecules. ¹

Applications

4-Bromo-7-azaindole is a crucial organic intermediate that serves as a building block for the synthesis of substituted azaindole products. Azaindoles are organic compounds known for their diverse range of biological activities, including anticancer, antiviral, and antibacterial properties. As such, substituted azaindoles have become an important area of research in medicinal chemistry. Moreover, 4-Bromo-7-azaindole is also used as a chemical reagent in the synthesis of tyrosine kinase inhibitors. Tyrosine kinase inhibitors are a class of drugs that target specific enzymes involved in cell growth and division, and are commonly used in the treatment of cancer. The incorporation of 4-Bromo-7-azaindole into these inhibitors has been shown to enhance their specificity and potency. In addition, 4-Bromo-7-azaindole has also found applications in other fields, such as materials science and organic electronics. It has been used as a building block in the synthesis of organic semiconductors, which are important components in the development of electronic devices such as solar cells and transistors. Overall, 4-Bromo-7-azaindole is an important intermediate that has wide-ranging applications in various fields, particularly in medicinal chemistry and materials science. Its versatility and potential make it a valuable compound for further research and development. ²

Safety

4-Bromo-7-azaindole is a chemical compound that is commonly used in the pharmaceutical industry for the synthesis of various drugs. While it has many useful properties, it is important to handle this compound with care due to its potential safety hazards. Firstly, 4-Bromo-7-azaindole is toxic if swallowed. Ingestion of this compound can cause severe damage to the digestive system and other organs, leading to serious health consequences. It is therefore essential to avoid any accidental ingestion and take necessary precautions such as wearing gloves and a mask when handling this compound. Secondly, 4-Bromo-7-azaindole can cause skin irritation upon contact. It is important to avoid direct skin contact with the compound as it can cause redness, itching, and other allergic reactions. In case of any contact, it is recommended to rinse the affected area thoroughly with water and seek medical attention if necessary. Thirdly, this compound can cause serious eye damage if it comes into contact with the eyes. It is essential to wear protective goggles when handling this compound to prevent any accidental splashes or exposure to the eyes. Finally, 4-Bromo-7-azaindole may also cause respiratory irritation. Inhalation of this compound can lead to coughing, wheezing, and difficulty in breathing. In conclusion, 4-Bromo-7-azaindole is a useful compound with many applications in the pharmaceutical industry. However, it is crucial to handle this compound with caution and take necessary precautions to ensure safety and avoid any potential hazards. ³

Reference

1. PubChem. COMPOUND SUMMARY: 4-bromo-1H-pyrrolo[2,3-b]pyridine. National Library of Medicine, PubChem CID: 22273643.

2. ?tarha P, Trávní?ek Z, Popa I, Dvo?ák Z. Synthesis, characterization and in vitro antitumor activity of platinum(II) oxalato complexes involving 7-azaindole derivatives as coligands. Molecules. 2014 Jul 25;19(8):10832-10844.

3. 4-Bromo-1H-pyrrolo[2,3-b]pyridine. European Chemicals Agency, EC / List no. 625-999-6.