682804-97-3

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-4-HYDROXYCINNAMIC ACID is used as an intermediate in the synthesis of pharmaceutical compounds for its versatile chemical structure and reactivity.
Used in Organic Synthesis:
2-CHLORO-4-HYDROXYCINNAMIC ACID is used as a building block for the synthesis of other organic compounds due to its unique molecular structure.
Used in Antioxidant Applications:
2-CHLORO-4-HYDROXYCINNAMIC ACID is used as a potential antioxidant for its ability to combat oxidative stress, which may have implications in the prevention and treatment of various diseases.
Used in Cancer Treatment Research:
2-CHLORO-4-HYDROXYCINNAMIC ACID is being investigated for its potential use in the treatment of cancer, as it may exhibit properties that could be beneficial in managing the disease.

Upstream product

• 704-96-1 trans-2-chlorocinnamic acid 
• 56962-11-9 2-chloro-4-hydroxybenzaldehyde 
• 141-82-2 malonic acid 

Relevant academic research and scientific papers

Vinylation of Unprotected Phenols Using a Biocatalytic System

Readily available substituted phenols were coupled with pyruvate in buffer solution under atmospheric conditions to afford the corresponding para-vinylphenol derivatives while releasing only one molecule of CO2 and water as the by-products. This transformation was achieved by designing a biocatalytic system that combines three biocatalytic steps, namely the C-C coupling of phenol and pyruvate in the presence of ammonia, which leads to the corresponding tyrosine derivative, followed by deamination and decarboxylation. The biocatalytic transformation proceeded with high regioselectivity and afforded exclusively the desired para products. This method thus represents an environmentally friendly approach for the direct vinylation of readily available 2-, 3-, or 2,3-disubstituted phenols on preparative scale (0.5 mmol) that provides vinylphenols in high yields (65-83%).

Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase

Cinnamate 4-hydroxylase (C4H), a monooxygenase in the plant phenylpropanoid pathway, was assayed for its ability to hydroxylate 29 substrate analogues. Nine of the tested analogues with various aromatic side chains, including 3-coumaric acid, were metabolized by C4H. Seven products from these reactive analogues were characterized using LC/MS, 1H NMR and 13C NMR spectroscopic analysis. For example, caffeic acid was the product of 3-coumaric acid. The products 4-hydroxy-2-chlorocinnamic acid and 4-hydroxy-2-ethoxycinnamic acid are novel compounds that have not been previously reported. The kinetic parameters of C4H towards these analogues were determined.