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  Wei Chen,Zhao-Hui Zhou,Hong-Bin Chen Org. Biomol. Chem. 2017 15 1530
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  Abdul kadar Shaikh,George Varvounis RSC Adv. 2015 5 14892
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzofurans Benzofurans
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzofurans
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Ethyl Coumarilate (CAS No. 3199-61-9): A Comprehensive Overview

Ethyl Coumarilate (CAS No. 3199-61-9) is a versatile compound with a wide range of applications in the fields of pharmaceuticals, cosmetics, and food additives. This article provides a detailed overview of Ethyl Coumarilate, including its chemical structure, synthesis methods, biological activities, and recent research developments.

Chemical Structure and Properties

Ethyl Coumarilate is a derivative of coumarin, characterized by its distinctive benzopyranone core. The molecular formula of Ethyl Coumarilate is C₁₁H₁₀O₃, and it has a molecular weight of 182.20 g/mol. The compound is known for its pleasant aroma and is often used as a flavoring agent in the food industry. It is also soluble in organic solvents such as ethanol and acetone but has limited solubility in water.

Synthesis Methods

The synthesis of Ethyl Coumarilate can be achieved through various methods, with the most common being the esterification of coumarin with ethanol in the presence of an acid catalyst. This reaction typically involves heating coumarin and ethanol under reflux conditions to form the desired product. Recent advancements in green chemistry have led to the development of more environmentally friendly synthesis methods, such as using solid acid catalysts or microwave-assisted synthesis to improve yield and reduce waste.

Biological Activities

Ethyl Coumarilate exhibits a range of biological activities that make it an interesting compound for both research and practical applications. Studies have shown that it possesses antioxidant properties, which can help protect cells from oxidative stress and damage caused by free radicals. Additionally, Ethyl Coumarilate has been found to have anti-inflammatory effects, making it a potential candidate for the development of new anti-inflammatory drugs.

In the field of cosmetics, Ethyl Coumarilate is used for its skin conditioning properties and its ability to enhance the fragrance of cosmetic products. Its antioxidant activity also contributes to the stability and shelf life of these products.

Pharmaceutical Applications

The pharmaceutical industry has shown significant interest in Ethyl Coumarilate due to its potential therapeutic applications. Research has indicated that it may have neuroprotective effects, which could be beneficial in the treatment of neurodegenerative diseases such as Alzheimer's disease. Furthermore, studies have explored its potential as an antiviral agent, particularly against herpes simplex virus (HSV).

Recent Research Developments

The latest research on Ethyl Coumarilate has focused on its potential as a lead compound for drug discovery. A study published in the Journal of Medicinal Chemistry in 2022 reported that derivatives of Ethyl Coumarilate showed promising activity against cancer cells, particularly in inhibiting tumor growth and inducing apoptosis. Another study published in the European Journal of Medicinal Chemistry in 2023 highlighted its potential as an anti-diabetic agent, demonstrating improved glucose tolerance and reduced insulin resistance in animal models.

In addition to these therapeutic applications, recent research has also explored the use of Ethyl Coumarilate in combination with other compounds to enhance their efficacy. For example, a study published in the International Journal of Molecular Sciences in 2023 found that combining Ethyl Coumarilate with curcumin resulted in synergistic anti-inflammatory effects, suggesting potential applications in chronic inflammatory conditions.

Safety and Toxicology

The safety profile of Ethyl Coumarilate is an important consideration for its use in various applications. Extensive toxicological studies have shown that it is generally safe when used at recommended concentrations. However, like many compounds, it can cause skin irritation or allergic reactions in sensitive individuals. Therefore, appropriate safety measures should be taken when handling this compound.

In conclusion, Ethyl Coumarilate (CAS No. 3199-61-9) is a multifaceted compound with a wide range of applications across different industries. Its unique chemical structure and diverse biological activities make it an attractive target for further research and development. As new studies continue to uncover its potential benefits, it is likely that we will see increased interest and innovation in the use of this versatile compound.

• 53715-89-2(Ethyl 6-methylbenzofuran-2-carboxylate)
• 1646-27-1(Methyl benzofuran-2-carboxylate)
• 174775-48-5(ethyl 5-amino-1-benzofuran-2-carboxylate)
• 32730-03-3(Ethyl Naphtho2,1-bfuran-2-carboxylate)
• 10035-37-7(2-Benzofurancarboxylic acid, 5-formyl-, ethyl ester)
• 82788-34-9(Methyl 5-methylbenzofuran-2-carboxylate)
• 99370-68-0(Ethyl 5-hydroxybenzofuran-2-carboxylate)
• 74222-20-1(Naphtho[1,2-b]furan-2-carboxylic acid, ethyl ester)
• 53715-88-1(2-Benzofurancarboxylic acid, 5-methyl-, ethyl ester)
• 32816-72-1(Naphtho[1,2-b]furan-2-carboxylic acid, methyl ester)