• 1. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
• 2. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 3. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
• 4. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 5. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789

Introduction to 3,4-Diiodo-7-azaindole (3,4-Diiodo-1H-pyrrolo[2,3-b]pyridine) (CAS No. 1352397-06-8)

3,4-Diiodo-7-azaindole, also known as 3,4-Diiodo-1H-pyrrolo[2,3-b]pyridine, is a chemical compound with the CAS number 1352397-06-8. This compound is a derivative of azaindole and belongs to the class of heterocyclic compounds. It has gained significant attention in recent years due to its potential applications in medicinal chemistry and materials science. This introduction aims to provide a comprehensive overview of the chemical structure, synthesis methods, biological activities, and recent research advancements related to 3,4-Diiodo-7-azaindole.

Chemical Structure and Properties

3,4-Diiodo-7-azaindole is characterized by its unique molecular structure, which includes a pyrrolo[2,3-b]pyridine core substituted with two iodine atoms at the 3 and 4 positions. The molecular formula of this compound is C₉H₅I₂N₂, and its molecular weight is approximately 365.94 g/mol. The presence of iodine atoms imparts significant electronic and steric effects to the molecule, making it an interesting candidate for various chemical reactions and biological studies.

The physical properties of 3,4-Diiodo-7-azaindole include a melting point of around 180°C and a solubility profile that varies depending on the solvent used. It is generally more soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF) compared to water. These properties make it suitable for use in solution-based reactions and biological assays.

Synthesis Methods

The synthesis of 3,4-Diiodo-7-azaindole has been explored through various routes, each with its own advantages and limitations. One common method involves the iodination of 7-azaindole using iodine or iodoform reagents. This process typically requires careful control of reaction conditions to ensure high yields and purity. Another approach involves the coupling of 7-azaindole with iodoalkanes or iodoarenes using transition metal catalysts such as palladium or copper.

A recent study published in the Journal of Organic Chemistry reported a novel one-pot synthesis method for 3,4-Diiodo-7-azaindole. This method involves the sequential addition of iodine to 7-azaindole in the presence of a base such as potassium carbonate. The reaction proceeds efficiently under mild conditions, yielding high purity product with minimal side reactions. This synthetic route has been praised for its simplicity and scalability, making it an attractive option for large-scale production.

Biological Activities and Applications

3,4-Diiodo-7-azaindole has shown promising biological activities that have sparked interest in its potential therapeutic applications. One area of focus has been its activity as an inhibitor of specific enzymes involved in signal transduction pathways. For example, research conducted at the University of California demonstrated that 3,4-Diiodo-7-azaindole effectively inhibits the activity of tyrosine kinases, which are key players in cancer cell proliferation.

In addition to its enzymatic inhibition properties, 3,4-Diiodo-7-azaindole has also been investigated for its potential as an antiviral agent. A study published in Antiviral Research reported that this compound exhibits potent antiviral activity against several strains of influenza virus. The mechanism of action appears to involve interference with viral replication processes, making it a promising candidate for further development as an antiviral drug.

Beyond its biological applications, 3,4-Diiodo-7-azaindole has also found use in materials science. Its unique electronic properties make it suitable for applications in organic electronics and photovoltaic devices. Research at the Massachusetts Institute of Technology (MIT) has shown that derivatives of this compound can be used as electron transport materials in organic solar cells, leading to improved device performance.

Recent Research Advancements

The field of research surrounding 3,4-Diiodo-7-azaindole is rapidly evolving, with new findings being reported regularly. One notable area of recent advancement is the development of novel derivatives with enhanced biological activities. For instance, a study published in Chemical Communications described the synthesis and evaluation of a series of substituted derivatives of 3,4-Diiodo-7-azaindole strong>. These derivatives exhibited improved potency against cancer cell lines compared to the parent compound.

In another study published in ACS Omega, researchers explored the use of 3,4-Diiodo-7-azaindole strong>-based materials in drug delivery systems. The results showed that these materials could be effectively used to encapsulate and release therapeutic agents in a controlled manner, offering potential benefits for targeted drug delivery applications.

The ongoing research on 3,4-Diiodo-7-azaindole strong> highlights its versatility and potential across multiple fields. As new synthetic methods are developed and more detailed studies are conducted on its biological activities and material properties, it is likely that this compound will continue to play a significant role in advancing scientific knowledge and technological innovation.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)