• 1. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 2. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
• 3. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 4. Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer?
  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 5. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Ethyl 5-bromo-2,4-diethoxybenzoate (CAS No. 1131587-93-3): A Versatile Intermediate in Modern Pharmaceutical Synthesis

Ethyl 5-bromo-2,4-diethoxybenzoate, identified by its CAS number 1131587-93-3, is a significant intermediate in the realm of pharmaceutical synthesis. This compound, characterized by its bromine and ethoxy substituents on a benzoate backbone, has garnered attention due to its utility in the development of various bioactive molecules. The strategic placement of these functional groups makes it a valuable building block for chemists and pharmacologists seeking to design novel therapeutic agents.

The structural features of Ethyl 5-bromo-2,4-diethoxybenzoate contribute to its versatility in synthetic chemistry. The presence of a bromine atom at the 5-position allows for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, which are pivotal in constructing complex molecular architectures. Additionally, the ethoxy groups at the 2 and 4 positions enhance the compound's reactivity and stability, making it an ideal candidate for multi-step synthetic pathways.

In recent years, there has been a surge in research focused on developing novel inhibitors targeting various disease pathways. One notable area is the inhibition of enzymes involved in cancer metabolism. Studies have demonstrated that compounds derived from brominated diethoxybenzoates exhibit promising anti-cancer properties. For instance, derivatives of Ethyl 5-bromo-2,4-diethoxybenzoate have shown efficacy in inhibiting key enzymes such as fatty acid synthase (FASN) and cyclooxygenase-2 (COX-2). These findings highlight the compound's potential as a lead structure in oncology drug discovery.

Moreover, the pharmaceutical industry has been exploring the use of Ethyl 5-bromo-2,4-diethoxybenzoate in the development of anti-inflammatory agents. The bromine substituent facilitates the introduction of additional functional groups that can modulate inflammatory pathways. Research indicates that certain analogs of this compound exhibit significant anti-inflammatory activity by inhibiting nuclear factor kappa B (NF-κB) signaling. This mechanism is crucial for developing treatments for chronic inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

The synthesis of Ethyl 5-bromo-2,4-diethoxybenzoate involves a series of well-established organic reactions. Typically, it begins with the bromination of diethoxybenzoic acid followed by esterification. The choice of reagents and conditions is critical to achieving high yields and purity. Advanced synthetic techniques, such as flow chemistry and catalytic hydrogenation, have been employed to optimize the process and minimize side reactions. These advancements not only improve efficiency but also enhance scalability for industrial production.

Recent advancements in computational chemistry have further accelerated the development of new derivatives of Ethyl 5-bromo-2,4-diethoxybenzoate. Molecular modeling studies have enabled researchers to predict the binding affinities and metabolic stability of various analogs with high accuracy. This approach has significantly reduced the time and cost associated with traditional high-throughput screening methods. By leveraging computational tools, scientists can now design more effective drug candidates with greater precision.

The environmental impact of synthesizing pharmaceutical intermediates like Ethyl 5-bromo-2,4-diethoxybenzoate is also a critical consideration. Green chemistry principles have been increasingly adopted to develop more sustainable synthetic routes. For example, solvent-free reactions and biocatalytic methods have been explored to reduce waste and energy consumption. These efforts align with global initiatives to promote sustainable pharmaceutical manufacturing practices.

In conclusion, Ethyl 5-bromo-2,4-diethoxybenzoate (CAS No. 1131587-93-3) represents a valuable intermediate in modern pharmaceutical synthesis. Its unique structural features make it a versatile tool for developing novel bioactive molecules targeting various diseases. With ongoing research focused on optimizing synthetic methodologies and exploring new therapeutic applications, this compound is poised to play a significant role in future drug discovery efforts.

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