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

Introduction to 1-(5-Benzofuranyl)ethanone (CAS No. 190775-71-4)

1-(5-Benzofuranyl)ethanone, also known by its CAS number 190775-71-4, is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes a benzofuran moiety and an ethanone group, making it a valuable building block for the synthesis of various bioactive molecules.

The chemical formula of 1-(5-Benzofuranyl)ethanone is C₁₀H₈O₂, and its molecular weight is 164.17 g/mol. The compound is a white to off-white crystalline solid at room temperature, with a melting point ranging from 83 to 85°C. Its solubility in common organic solvents such as ethanol, methanol, and dichloromethane makes it highly suitable for various synthetic processes and analytical techniques.

In recent years, 1-(5-Benzofuranyl)ethanone has gained considerable attention due to its potential therapeutic applications. Research has shown that compounds containing the benzofuran scaffold exhibit a wide range of biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2022 demonstrated that derivatives of 1-(5-Benzofuranyl)ethanone exhibit potent inhibitory effects on the growth of human breast cancer cells (MCF-7) and prostate cancer cells (PC-3).

The benzofuran moiety in 1-(5-Benzofuranyl)ethanone is particularly interesting due to its ability to interact with various biological targets. This structural feature allows the compound to modulate key signaling pathways involved in cell proliferation, apoptosis, and inflammation. For example, a study conducted by researchers at the University of California, Los Angeles (UCLA) found that certain derivatives of 1-(5-Benzofuranyl)ethanone can effectively inhibit the activity of cyclooxygenase-2 (COX-2), an enzyme implicated in chronic inflammatory conditions such as arthritis.

Beyond its therapeutic potential, 1-(5-Benzofuranyl)ethanone is also used as an intermediate in the synthesis of other valuable compounds. Its reactivity and functional group versatility make it an attractive starting material for the development of novel pharmaceuticals and agrochemicals. For instance, a recent publication in the Tetrahedron Letters described a novel synthetic route to produce substituted benzofuran derivatives using 1-(5-Benzofuranyl)ethanone as a key intermediate.

The synthesis of 1-(5-Benzofuranyl)ethanone can be achieved through several methods, including Friedel-Crafts acylation and Claisen condensation reactions. These synthetic routes are well-documented in the literature and have been optimized to yield high-purity products suitable for both research and industrial applications. The choice of synthetic method often depends on factors such as cost, scalability, and environmental impact.

In terms of safety and handling, 1-(5-Benzofuranyl)ethanone should be stored in a cool, dry place away from direct sunlight and incompatible materials. It is recommended to handle this compound using appropriate personal protective equipment (PPE), such as gloves and safety goggles, to minimize exposure risks. While not classified as a hazardous material under current regulations, it is important to follow standard laboratory safety protocols when working with this compound.

The future prospects for 1-(5-Benzofuranyl)ethanone are promising. Ongoing research continues to explore new derivatives and analogs with enhanced biological activities and improved pharmacological profiles. Additionally, advancements in synthetic chemistry are expected to lead to more efficient and sustainable methods for producing this valuable compound.

In conclusion, 1-(5-Benzofuranyl)ethanone (CAS No. 190775-71-4) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and diverse biological activities make it an important molecule for both academic studies and industrial applications. As research in this area progresses, it is likely that new insights and applications will continue to emerge, further solidifying the importance of this compound in the scientific community.

• 95333-15-6(Ethanone,1-(4-benzofuranyl)-)
• 95333-16-7(1-(1-benzofuran-7-yl)ethan-1-one)
• 865760-13-0(Ethanone,1-(6-benzofuranyl)-)
• 844891-02-7(1-(1-Benzofuran-5-Yl)-2-Bromo-1-Ethanone)
• 6407-29-0(2-Benzoyldibenzofuran)
• 109103-97-1(2-bromo-1-dibenzo[b,d]furan-2-ylethanone)
• 63556-91-2(Ethanone, 1,1'-[1,4-phenylenebis(carbonyl-8,2-dibenzofurandiyl)]bis- (9CI))
• 55525-12-7(Ethanone, 1,1'-(2,8-dibenzofurandiyl)bis-)
• 67174-33-8(1-Propanone, 1-(2-dibenzofuranyl)-)
• 66611-15-2(1-(1-Benzofuran-3-yl)ethanone)