• 1. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
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• 2. Emulsion technologies for multicellular tumour spheroid radiation assays?
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• 3. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
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• 4. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
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• 5. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

2,6-Dimethyl-1H-pyrrolo[2,3-b]pyridine (CAS 1255099-47-8): A Versatile Heterocyclic Compound with Emerging Applications

2,6-Dimethyl-1H-pyrrolo[2,3-b]pyridine (CAS 1255099-47-8) is a nitrogen-containing heterocyclic compound that has gained significant attention in recent years due to its unique structural features and potential applications in various fields. This bicyclic system, which combines pyrrole and pyridine rings, offers interesting electronic properties that make it valuable for pharmaceutical research, material science, and organic synthesis.

The molecular structure of 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine features two methyl groups at positions 2 and 6 of the pyrrolopyridine core. This substitution pattern influences the compound's reactivity and physical properties, making it particularly useful in medicinal chemistry where such scaffolds are often employed as privileged structures for drug discovery. Recent studies have shown that derivatives of this core structure exhibit promising biological activities, though the parent compound itself is primarily used as a building block for more complex molecules.

In pharmaceutical research, pyrrolopyridine derivatives like 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine are increasingly important due to their ability to interact with various biological targets. The compound's heterocyclic framework is structurally similar to many naturally occurring alkaloids and pharmacologically active molecules, which explains the growing interest from drug discovery teams. Researchers are particularly interested in how modifications to this core structure might lead to new treatments for neurological disorders or inflammatory conditions, topics that currently dominate biomedical discussions.

The synthesis of 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine typically involves multi-step organic reactions that carefully construct the bicyclic system. Modern synthetic approaches emphasize atom economy and green chemistry principles, reflecting the current industry focus on sustainable synthesis methods. The compound's relatively high stability and solubility in common organic solvents make it convenient for further chemical transformations, a property highly valued in process chemistry.

Beyond pharmaceutical applications, 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine has shown potential in materials science. Its conjugated π-system and nitrogen-rich structure make it interesting for developing organic electronic materials, particularly in the field of organic semiconductors. This aligns with current research trends toward novel materials for flexible electronics and energy storage devices, areas that receive substantial funding and media attention.

The commercial availability of 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine (CAS 1255099-47-8) has improved in recent years as demand from research institutions and pharmaceutical companies has grown. Suppliers typically offer the compound with high purity (>95%) for research purposes, though custom synthesis services are also available for larger quantities or specific isotopic labeling needs. The price point varies depending on quantity and purity requirements, but it remains accessible for most academic and industrial research budgets.

Analytical characterization of 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine typically involves standard techniques such as NMR spectroscopy, mass spectrometry, and HPLC analysis. These methods confirm the compound's identity and purity, which are crucial for research applications. The compound's spectral data are well-documented in the literature, facilitating its identification and use in various synthetic protocols.

Safety considerations for handling 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine follow standard laboratory practices for organic compounds. While not classified as highly hazardous, proper personal protective equipment (PPE) including gloves and safety glasses should be used when working with this material. Storage recommendations typically suggest keeping the compound in a cool, dry place away from strong oxidizers, reflecting common handling procedures for nitrogen-containing heterocycles.

The future outlook for 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine appears promising as research into nitrogen-rich heterocycles continues to expand. Its structural features make it a valuable scaffold for developing new chemical entities in drug discovery programs, particularly in areas targeting protein-protein interactions or allosteric modulation. Additionally, the growing interest in organic electronic materials may create new opportunities for this compound and its derivatives in material science applications.

For researchers seeking more information about 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine (CAS 1255099-47-8), numerous scientific databases and supplier catalogs provide detailed specifications. The compound's increasing popularity ensures that new synthetic methods and applications continue to emerge in the literature, making it worthwhile to monitor recent publications in organic chemistry and medicinal chemistry journals for the latest developments involving this interesting heterocyclic system.

• 23612-48-8(2-Methyl-7-Azaindole)
• 28732-71-0(Pyrido[2,3-d]pyrimidine,4-methyl-)
• 14759-23-0(1,8-Naphthyridine, 2,5-dimethyl-)
• 1569-16-0(2-Methyl-1,8-naphthyridine)
• 119707-35-6(7H-Pyrrolo[2,3-d]pyrimidine,4,6-dimethyl-)
• 824-51-1(6-Methyl-1H-pyrrolo[2,3-b]pyridine)
• 394223-03-1(1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde)
• 26786-73-2(6-Methyl-7H-pyrrolo[2,3-d]pyrimidine)
• 145901-16-2(6-ethynyl-1H-Pyrrolo[2,3-b]pyridine)
• 14903-78-7(2,7-dimethyl-1,8-Naphthyridine)