• 1. Index of subjects
  J. Chem. Soc. Abstr. 1923 124 ii1067
• 2. Organic chemistry
  J. Chem. Soc. Abstr. 1923 124 i641
• 3. Organic chemistry
  J. Chem. Soc. Abstr. 1923 124 i641
• 4. CCXCV.—The isomeric monohydroxyphenylalanines. Part II. Some halogen-substitution products and their reactions
  William Parker Dickinson,Philip Guy Marshall J. Chem. Soc. 1930 2289
• 5. ESI-MS reveals preferential complex formation of carbohydrates with Z-sinapinic acid compared with the E-isomer
  Tobías Schmidt De León,María Laura Salum,Yasuyuki Matsushita,Kazuhiko Fukushima,María Eugenia Monge,Rosa Erra-Balsells New J. Chem. 2022 46 18563

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Hydroxybenzaldehydes
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Professional Introduction to 3,5-Dibromo-4-hydroxybenzaldehyde (CAS No. 2973-77-5)

3,5-Dibromo-4-hydroxybenzaldehyde, identified by its Chemical Abstracts Service (CAS) number 2973-77-5, is a halogenated aromatic aldehyde that has garnered significant attention in the field of medicinal chemistry and synthetic organic chemistry. This compound, characterized by its two bromine atoms at the 3rd and 5th positions of the benzene ring and a hydroxyl group at the 4th position, serves as a versatile intermediate in the synthesis of various pharmacologically active molecules. Its unique structural features make it a valuable building block for designing novel therapeutic agents with distinct mechanisms of action.

The chemical structure of 3,5-Dibromo-4-hydroxybenzaldehyde imparts remarkable reactivity, enabling its participation in diverse organic transformations such as condensation reactions, oxidation processes, and cross-coupling reactions. These attributes have positioned it as a key component in the development of agrochemicals, dyes, and specialty chemicals. Moreover, its halogenated nature enhances its stability under various conditions, making it a preferred choice for industrial applications where thermal and chemical resistance are crucial.

In recent years, 3,5-Dibromo-4-hydroxybenzaldehyde has been extensively studied for its potential applications in drug discovery. The presence of both electron-withdrawing bromine substituents and an electron-donating hydroxyl group creates a balance that influences the compound's electronic properties, making it an excellent candidate for further functionalization. Researchers have leveraged these properties to develop derivatives with enhanced bioactivity against various diseases.

One of the most compelling aspects of 3,5-Dibromo-4-hydroxybenzaldehyde is its role in synthesizing bioactive molecules with therapeutic potential. For instance, studies have demonstrated its utility in constructing heterocyclic compounds that exhibit antimicrobial, anti-inflammatory, and anticancer properties. The bromine atoms can be selectively modified through palladium-catalyzed cross-coupling reactions, allowing chemists to introduce additional functional groups and tailor the pharmacological profile of the resulting compounds.

The pharmaceutical industry has been particularly interested in exploring the derivatives of 3,5-Dibromo-4-hydroxybenzaldehyde due to their promising biological activities. Researchers have reported the synthesis of novel benzaldehyde-based scaffolds that inhibit specific enzymes implicated in diseases such as cancer and neurodegeneration. The hydroxyl group at the 4th position provides a site for further derivatization, enabling the creation of molecules with optimized solubility and metabolic stability.

Advances in computational chemistry have further enhanced the understanding of 3,5-Dibromo-4-hydroxybenzaldehyde's reactivity and its potential applications. Molecular modeling studies have revealed insights into how this compound interacts with biological targets at the molecular level. These insights have guided the design of more effective drug candidates by predicting binding affinities and identifying key interaction sites.

The synthetic methodologies for preparing 3,5-Dibromo-4-hydroxybenzaldehyde have also seen significant advancements. Modern synthetic routes often involve efficient bromination strategies followed by selective hydroxyl group introduction. These methods prioritize scalability and sustainability, ensuring that the compound can be produced in large quantities without compromising environmental standards.

In conclusion,3,5-Dibromo-4-hydroxybenzaldehyde (CAS No. 2973-77-5) represents a cornerstone in medicinal chemistry due to its structural versatility and reactivity. Its role as an intermediate in synthesizing bioactive molecules underscores its importance in drug discovery efforts aimed at addressing unmet medical needs. As research continues to uncover new applications for this compound,3,5-Dibromo-4-hydroxybenzaldehyde is poised to remain a critical tool in the development of next-generation therapeutics.

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