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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives p-Hydroxybenzoic acid alkyl esters

Ethyl 3,4-dihydroxybenzoate (CAS No. 3943-89-3): A Comprehensive Overview

Ethyl 3,4-dihydroxybenzoate, identified by its Chemical Abstracts Service (CAS) number 3943-89-3, is a compound of significant interest in the field of chemical and pharmaceutical research. This ester derivative of resorcinol exhibits a unique structure that lends itself to various applications, particularly in the development of bioactive molecules and functional materials. The presence of hydroxyl groups at the 3 and 4 positions enhances its reactivity and potential utility in synthetic chemistry.

The compound's molecular formula, C₉H₈O₄, reflects its composition as an ester of 3,4-dihydroxybenzoic acid. This structure makes it a valuable intermediate in organic synthesis, serving as a precursor for more complex molecules. The hydroxyl groups contribute to its solubility in polar solvents, facilitating its use in various chemical reactions and formulations.

In recent years, Ethyl 3,4-dihydroxybenzoate has garnered attention for its potential applications in pharmaceuticals. Its derivatives have been explored as intermediates in the synthesis of active pharmaceutical ingredients (APIs). Specifically, researchers have investigated its role in the development of compounds with anti-inflammatory and antioxidant properties. The hydroxyl groups enable hydrogen bonding interactions, which can be leveraged to enhance binding affinity in drug design.

One of the most promising areas of research involving Ethyl 3,4-dihydroxybenzoate is its use as a building block for natural product-inspired molecules. These derivatives often exhibit biological activity due to their ability to mimic structural motifs found in bioactive natural products. For instance, studies have shown that certain esters derived from this compound exhibit inhibitory effects on enzymes implicated in metabolic disorders. This has sparked interest in exploring its potential as a lead compound for drug discovery.

The chemical properties of Ethyl 3,4-dihydroxybenzoate also make it suitable for applications beyond pharmaceuticals. In materials science, for example, it has been investigated as a monomer for polymer synthesis. Its ability to participate in esterification and condensation reactions allows for the creation of polymers with tailored properties. These polymers may find applications in coatings, adhesives, and other functional materials.

Furthermore, Ethyl 3,4-dihydroxybenzoate has been studied for its potential role in agrochemical formulations. Derivatives of this compound have shown promise as intermediates in the synthesis of herbicides and pesticides. The hydroxyl groups facilitate interactions with biological targets, making it a valuable component in designing molecules that can modulate plant growth or protect crops from pests.

The synthesis of Ethyl 3,4-dihydroxybenzoate typically involves the esterification of 3,4-dihydroxybenzoic acid with ethanol under acidic conditions. This reaction is well-established and can be optimized for high yields and purity. Advances in catalytic methods have further improved the efficiency of this process, making it more sustainable and scalable for industrial applications.

In conclusion, Ethyl 3,4-dihydroxybenzoate (CAS No. 3943-89-3) is a versatile compound with a wide range of potential applications. Its unique structural features make it valuable in pharmaceutical research, materials science, and agrochemical development. As research continues to uncover new uses for this compound, its importance is likely to grow further. The ongoing exploration of its derivatives and synthetic modifications promises to yield novel bioactive molecules and functional materials that could benefit various industries.

• 2150-43-8(Methyl 3,4-dihydroxybenzoate)
• 39630-68-7(Diethyl 5-hydroxyisophthalate)
• 80003-86-7(Benzoic acid, 3,4-dihydroxy-, phenylmethyl ester)
• 77513-40-7(Benzoic acid, 3-hydroxy-, phenylmethyl ester)
• 121-79-9(Propyl gallate)
• 105603-53-0(Propan-2-yl 3,4-Dihydroxybenzoate)
• 141186-31-4(1,3-Benzenedicarboxylic acid, 5-hydroxy-, bis(phenylmethyl) ester)
• 7781-98-8(Ethyl 3-hydroxybenzoate)
• 68162-50-5(Benzoic acid,3,4,5-trihydroxy-, 2-hydroxyethyl ester)
• 831-61-8(Ethyl gallate)