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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Indoles and derivatives Indoles

Comprehensive Overview of 1-(6-Bromo-1H-indol-3-yl)ethan-1-one (CAS No. 316181-82-5)

1-(6-Bromo-1H-indol-3-yl)ethan-1-one, with the CAS number 316181-82-5, is a brominated indole derivative that has garnered significant attention in pharmaceutical and organic chemistry research. This compound, often referred to as 6-bromo-3-acetylindole, serves as a versatile intermediate in the synthesis of various biologically active molecules. Its unique structural features, including the bromine substitution at the 6-position and the acetyl group at the 3-position, make it a valuable building block for drug discovery and material science applications.

The growing interest in indole derivatives stems from their prevalence in natural products and pharmaceuticals. Researchers frequently search for "6-bromoindole synthesis" or "3-acetylindole applications," reflecting the compound's relevance in modern chemistry. Recent studies highlight its potential in developing kinase inhibitors and antioxidant agents, aligning with current trends in targeting oxidative stress-related diseases. The compound's molecular weight of 238.08 g/mol and melting point range (typically 150-155°C) are critical physicochemical properties often queried in academic databases.

From a synthetic perspective, 1-(6-Bromo-1H-indol-3-yl)ethan-1-one is typically prepared via Friedel-Crafts acylation of 6-bromoindole, a process frequently optimized for yield improvement and purity enhancement. Analytical techniques such as HPLC, NMR, and mass spectrometry are essential for characterizing this compound, addressing common search queries like "how to analyze bromoacetylindole purity." The bromine atom's presence enables further functionalization through cross-coupling reactions, particularly valuable in creating heterocyclic libraries for high-throughput screening.

In material science, this compound's electronic properties have sparked investigations into organic semiconductors and photovoltaic materials. The indole core's electron-rich nature combined with the bromine substituent offers tunable optoelectronic characteristics, responding to industry demands for sustainable electronics. Environmental considerations have also driven research into green chemistry approaches for its synthesis, with scientists exploring catalyst recycling and solvent-free conditions to minimize ecological impact.

Quality control of CAS 316181-82-5 remains a critical topic, with analytical chemists emphasizing impurity profiling and stability studies under various storage conditions. Regulatory compliance, particularly regarding REACH and ICH guidelines, frequently appears in discussions about this compound's commercial production. The pharmaceutical industry's focus on patent landscapes surrounding indole derivatives further underscores the strategic importance of this chemical entity in intellectual property development.

Emerging applications in agrochemical research have expanded the compound's utility beyond human health. Its structural motif shows promise in developing plant growth regulators and eco-friendly pesticides, addressing global concerns about food security and sustainable agriculture. These diverse applications explain why search volumes for "bromoacetylindole suppliers" and "custom synthesis 316181-82-5" continue to rise across scientific procurement platforms.

From a safety perspective, proper handling of 1-(6-Bromo-1H-indol-3-yl)ethan-1-one requires standard laboratory precautions, with particular attention to personal protective equipment and ventilation systems. While not classified as hazardous under normal conditions, material safety data sheets (MSDS) recommend avoiding prolonged exposure and inhalation of dust, reflecting standard practices for fine chemical handling.

The future research directions for this compound likely involve structure-activity relationship studies and computational modeling to predict its behavior in complex biological systems. With increasing interest in personalized medicine and targeted therapies, the demand for specialized indole derivatives like CAS 316181-82-5 is expected to grow substantially in coming years.

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