• 1. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 2. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 3. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 4. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 5. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792

Introduction to 3-bromo-2-methyl-5-nitrobenzoic acid (CAS No. 1269292-02-5)

3-bromo-2-methyl-5-nitrobenzoic acid, identified by the Chemical Abstracts Service (CAS) number 1269292-02-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of nitroaromatic acids, characterized by the presence of a nitro group and a bromine substituent on a benzene ring, which is further modified by a methyl group. The structural features of 3-bromo-2-methyl-5-nitrobenzoic acid make it a versatile intermediate in synthetic chemistry, particularly in the development of novel bioactive molecules.

The nitro group in 3-bromo-2-methyl-5-nitrobenzoic acid is a key functional moiety that influences its reactivity and biological properties. Nitroaromatic compounds are well-documented for their role in various pharmacological applications, including antimicrobial, anti-inflammatory, and anticancer agents. The electron-withdrawing nature of the nitro group enhances the electrophilicity of the aromatic ring, making it susceptible to nucleophilic substitution reactions. This property is exploited in multi-step synthetic pathways to introduce additional functional groups or to construct more complex molecular architectures.

The bromine substituent at the 3-position of the benzene ring in 3-bromo-2-methyl-5-nitrobenzoic acid adds another layer of reactivity, enabling further derivatization through cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. These reactions are pivotal in constructing biaryl structures, which are prevalent in many pharmacologically active compounds. The presence of both the nitro and bromine groups makes 3-bromo-2-methyl-5-nitrobenzoic acid a valuable building block for medicinal chemists seeking to develop innovative therapeutic agents.

The methyl group at the 2-position contributes to the steric and electronic environment of the benzene ring, influencing its interaction with biological targets. In drug design, subtle modifications at this position can significantly alter the binding affinity and selectivity of a compound. Recent studies have highlighted the importance of methyl-substituted aromatic compounds in modulating enzyme activity and receptor binding. For instance, derivatives of benzoic acids with methyl groups have been shown to exhibit potent inhibitory effects on various enzymes involved in metabolic pathways.

Recent advancements in computational chemistry and molecular modeling have further enhanced our understanding of how structural modifications in compounds like 3-bromo-2-methyl-5-nitrobenzoic acid affect their biological activity. These tools allow researchers to predict the binding modes of potential drug candidates with high precision, thereby accelerating the drug discovery process. The integration of experimental data with computational methods has led to more efficient synthesis strategies and improved yields of target compounds.

In addition to its synthetic utility, 3-bromo-2-methyl-5-nitrobenzoic acid has been explored in several preclinical studies for its potential therapeutic applications. The nitroaromatic scaffold is known for its ability to interact with biological macromolecules such as proteins and nucleic acids. Researchers have investigated its derivatives for their antimicrobial properties, particularly against resistant bacterial strains. The combination of bromine and nitro groups enhances its bioavailability and metabolic stability, making it an attractive candidate for further development.

The pharmaceutical industry continues to leverage natural product-inspired scaffolds to discover new drugs. Compounds derived from benzoic acid derivatives are among those that have shown promise in treating a variety of diseases. For example, modified benzoic acids have been reported to exhibit anti-inflammatory effects by inhibiting key pro-inflammatory cytokines. The structural diversity offered by compounds like 3-bromo-2-methyl-5-nitrobenzoic acid allows for extensive chemical manipulation, enabling the optimization of pharmacokinetic profiles and target engagement.

Another area where 3-bromo-2-methyl-5-nitrobenzoic acid finds application is in materials science. Nitroaromatic compounds are known for their photochemical properties, making them useful in organic electronics and optoelectronic devices. The ability to functionalize these compounds with various substituents allows for fine-tuning their electronic characteristics, which is crucial for developing advanced materials such as organic semiconductors and light-emitting diodes (OLEDs).

The synthesis of 3-bromo-2-methyl-5-nitrobenzoic acid typically involves multi-step organic reactions starting from commercially available precursors. The process often begins with nitration followed by bromination and methylation steps, each requiring careful control of reaction conditions to ensure high yield and purity. Advances in green chemistry principles have also influenced synthetic methodologies, leading to more sustainable approaches that minimize waste and hazardous byproducts.

In conclusion,3-bromo-2-methyl-5-nitrobenzoic acid (CAS No. 1269292-02-5) is a multifaceted compound with significant potential in pharmaceutical research and industrial applications. Its unique structural features enable diverse chemical modifications, making it a valuable intermediate for synthesizing bioactive molecules. The ongoing exploration of its derivatives continues to yield promising results in drug discovery and material science, underscoring its importance as a research tool.

• 6307-83-1(3-Bromo-5-nitrobenzoic acid)
• 631911-95-0(Benzoic acid, 2-bromo-3-methyl-5-nitro-)
• 16426-64-5(2-Bromo-4-nitrobenzoic acid)
• 885519-05-1(Methyl 3-bromo-2-methyl-5-nitrobenzoate)
• 408533-82-4(4-Bromo-3-methyl-5-nitrobenzoic acid)
• 943-14-6(2-Bromo-5-nitrobenzoic acid)
• 1048917-99-2(4-bromo-6-nitro-1(3H)-Isobenzofuranone)
• 34345-20-5(3-Bromo-4-methyl-5-nitrobenzoic acid)
• 107650-20-4(5-Bromo-2-methyl-3-nitrobenzoic Acid)
• 34545-20-5(3-Bromo-4-methyl-5-nitrobenzoic acid)