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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

Comprehensive Overview of 4-Methyl-1H-pyrrolo[2,3-c]pyridine (CAS No. 1190321-86-8): Properties, Applications, and Research Insights

The compound 4-Methyl-1H-pyrrolo[2,3-c]pyridine (CAS No. 1190321-86-8) is a heterocyclic organic molecule that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural framework. As a derivative of the pyrrolopyridine family, it features a fused bicyclic system combining pyrrole and pyridine rings, with a methyl group at the 4-position. This structural motif is increasingly explored for its potential in drug discovery, particularly in kinase inhibition and central nervous system (CNS) targeting applications.

Recent advancements in small-molecule therapeutics have highlighted the importance of nitrogen-containing heterocycles like 4-Methyl-1H-pyrrolo[2,3-c]pyridine. Its scaffold is frequently employed as a bioisostere for indole or purine systems, offering improved pharmacokinetic properties. Researchers are particularly interested in its role in modulating protein-protein interactions (PPIs), a hot topic in oncology and neurodegenerative disease research. The compound’s logP and hydrogen-bonding capacity make it a versatile building block for medicinal chemistry.

From a synthetic chemistry perspective, CAS 1190321-86-8 is often synthesized via Palladium-catalyzed cross-coupling or cyclization reactions, with yields optimized through microwave-assisted techniques. Its crystalline form has been characterized by X-ray diffraction, revealing planar geometry critical for molecular stacking in solid-state applications. These properties align with the growing demand for highly functionalized intermediates in automated synthesis platforms.

In material science, derivatives of 4-Methyl-1H-pyrrolo[2,3-c]pyridine have shown promise in organic electronics, particularly as electron-transport materials in OLEDs. Its conjugated π-system and tunable HOMO-LUMO gap are key factors driving this application. This intersects with the surge in searches for sustainable materials and green chemistry alternatives, as researchers seek eco-friendly synthetic routes for such compounds.

Analytical methods for 1190321-86-8 typically involve HPLC-MS and NMR spectroscopy, with purity thresholds exceeding 98% for pharmaceutical-grade material. Stability studies under various pH conditions and thermal stress are frequently documented, addressing industry concerns about compound degradants in formulation development. These data points are crucial for regulatory submissions, a recurring theme in preclinical research forums.

The commercial availability of 4-Methyl-1H-pyrrolo[2,3-c]pyridine through specialty chemical suppliers has expanded significantly, with custom synthesis options for isotopic labeling (¹³C, ¹⁵N) to support ADME studies. This responds to the pharmaceutical industry’s focus on drug metabolism and toxicology screening, where such labeled compounds are indispensable. Pricing trends reflect the compound’s niche status, with bulk procurement discounts becoming more prevalent.

Emerging publications suggest novel applications in bioconjugation chemistry, where the compound’s NH group serves as an anchor for proteolysis-targeting chimeras (PROTACs). This positions CAS 1190321-86-8 at the forefront of targeted protein degradation research—a field generating substantial academic and commercial interest. Patent analyses reveal a steady increase in claims incorporating this scaffold since 2020.

Environmental fate studies of pyrrolopyridine derivatives indicate moderate biodegradability, with QSAR models predicting low ecotoxicity—a critical consideration given tightening REACH regulations. These findings address growing consumer and regulatory demands for environmentally benign chemicals across industries. Such data also feature prominently in life cycle assessment (LCA) reports for sustainable manufacturing.

For researchers investigating structure-activity relationships (SAR), the methyl group at the 4-position offers strategic steric modulation opportunities. Computational chemistry studies utilizing density functional theory (DFT) have mapped its electrostatic potential surfaces, providing insights for rational drug design. These approaches align with the pharmaceutical industry’s shift toward AI-assisted molecular modeling.

In summary, 4-Methyl-1H-pyrrolo[2,3-c]pyridine (CAS No. 1190321-86-8) represents a multifaceted compound with expanding utility across drug discovery, materials science, and synthetic methodology development. Its evolving applications reflect broader trends in precision medicine and functional materials, ensuring sustained relevance in scientific literature and industrial pipelines alike.

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