• 1. Enantiomorphic symmetry breaking in crystallization of molten sodium chlorate?
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• 2. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
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• 3. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
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• 4. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 5. Excimer–monomer switch: a reaction-based approach for selective detection of fluoride?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenyl-1,3-oxazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Oxazoles Phenyl-1,3-oxazoles

Introduction to 2-(3-Bromophenyl)-1,3-benzoxazole (CAS No. 99586-31-9)

2-(3-Bromophenyl)-1,3-benzoxazole (CAS No. 99586-31-9) is a significant compound in the field of pharmaceutical chemistry and medicinal biology, recognized for its versatile applications in drug discovery and molecular research. This heterocyclic aromatic compound features a benzoxazole core substituted with a 3-bromophenyl group, which imparts unique electronic and steric properties, making it a valuable scaffold for designing novel bioactive molecules.

The benzoxazole moiety is a well-documented pharmacophore in medicinal chemistry, known for its role in various biological processes, including enzyme inhibition and receptor binding. The introduction of a bromine atom at the 3-position of the phenyl ring enhances the electrophilicity of the aromatic system, facilitating further functionalization and diversification of the molecular structure. This attribute has been exploited in synthetic chemistry to develop libraries of derivatives with potential therapeutic significance.

In recent years, 2-(3-Bromophenyl)-1,3-benzoxazole has garnered attention in academic and industrial research due to its utility as an intermediate in the synthesis of pharmacologically active compounds. Its structural framework is particularly relevant in the development of small-molecule inhibitors targeting diseases such as cancer, inflammation, and neurodegenerative disorders. The bromine substituent allows for convenient coupling reactions via cross-coupling methodologies like Suzuki-Miyaura or Buchwald-Hartwig couplings, enabling the construction of complex molecules with high precision.

One of the most compelling aspects of this compound is its role in modulating biological pathways associated with disease progression. For instance, studies have demonstrated that benzoxazole derivatives can interact with specific enzymes and receptors, influencing cellular signaling cascades. The 3-bromophenyl group plays a critical role in determining the binding affinity and selectivity of these derivatives, making it a key factor in optimizing drug-like properties. Researchers have leveraged this compound to develop novel agents that exhibit inhibitory activity against kinases, proteases, and other therapeutic targets.

The synthesis of 2-(3-Bromophenyl)-1,3-benzoxazole typically involves multi-step organic transformations starting from commercially available precursors. A common synthetic route includes the condensation of 2-aminophenol with an appropriate carbonyl compound to form the benzoxazole core, followed by bromination at the phenyl ring using brominating agents such as N-bromosuccinimide (NBS). The introduction of the 3-bromophenyl group can be achieved through selective bromination or by introducing a bromo-substituted phenol precursor during the initial cyclization step.

Recent advancements in synthetic methodologies have improved the efficiency and scalability of producing this compound. For example, transition-metal-catalyzed reactions have enabled more streamlined routes with reduced byproduct formation. These innovations have not only enhanced the accessibility of 2-(3-Bromophenyl)-1,3-benzoxazole but also facilitated its integration into larger synthetic schemes for drug development.

In drug discovery pipelines, this compound serves as a versatile building block for generating structure-activity relationship (SAR) data. By systematically modifying various functional groups within its framework, researchers can explore how different chemical entities influence biological activity. This approach has been instrumental in identifying lead compounds that exhibit promising pharmacological profiles for further optimization.

The growing interest in 2-(3-Bromophenyl)-1,3-benzoxazole is also reflected in its application as a starting material for exploring new chemical spaces. Medicinal chemists have utilized its scaffold to design molecules with improved solubility, metabolic stability, and pharmacokinetic properties. These efforts align with current trends in drug development aimed at addressing unmet medical needs more effectively.

Moreover, computational chemistry has played a pivotal role in understanding the interactions between 2-(3-Bromophenyl)-1,3-benzoxazole derivatives and biological targets. Molecular docking studies have provided insights into binding modes and key interactions responsible for biological activity. These computational approaches complement experimental efforts by predicting potential lead compounds before they are synthesized and tested.

The future prospects of this compound are promising, with ongoing research focusing on expanding its applications in therapeutic areas such as oncology and immunology. Novel derivatives are being designed to enhance target specificity and reduce off-target effects—a critical consideration in modern drug design. Collaborative efforts between academia and industry are driving innovation by combining expertise in organic synthesis with advanced biophysical techniques.

In conclusion,2-(3-Bromophenyl)-1,3-benzoxazole (CAS No. 99586-31-9) represents a valuable asset in pharmaceutical research due to its structural versatility and functional attributes. Its role as an intermediate in synthesizing bioactive molecules underscores its importance in drug discovery initiatives aimed at addressing complex diseases. As synthetic methodologies continue to evolve and computational tools become more sophisticated,this compound will likely remain at the forefront of medicinal chemistry innovation.

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• 77316-45-1(BENZO[1,2-D:5,4-D']BISOXAZOLE, 2,6-BIS(4-BROMOPHENYL)-)