• 1. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
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• 2. Fe3O4 nanosphere@microporous organic networks: enhanced anode performances in lithium ion batteries through carbonization?
  Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk Son Chem. Commun., 2014,50, 7723-7726
• 3. Etching of glass microchips with supercritical water?
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• 4. Emerging investigator series: kinetics of diopside reactivity for carbon mineralization in mafic–ultramafic rocks
  BrianaAguila,LandonHardee,H.ToddSchaef,SiavashZare,MohammadJavadAbdolhosseiniQomi,JarrodV.Crum,JadeE.HollimanJr.,ElenaTajueloRodriguez,LawrenceM.Anovitz,KevinM.Rosso,QuinR.S.Miller
• 5. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
  Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Imidazoles Substituted imidazoles

Introduction to 2-Bromo-1H-imidazole-5-carbaldehyde (CAS No. 933690-26-7)

2-Bromo-1H-imidazole-5-carbaldehyde, with the chemical formula C?H?BrN?O, is a highly versatile and significant compound in the field of pharmaceutical and chemical research. This heterocyclic aldehyde derivative has garnered considerable attention due to its unique structural properties and broad applicability in synthetic chemistry, medicinal chemistry, and drug discovery. The presence of both a bromine substituent and an aldehyde group makes it a valuable intermediate for constructing more complex molecules, particularly in the development of novel therapeutic agents.

The compound's molecular structure consists of an imidazole ring, which is a six-membered aromatic heterocycle containing two nitrogen atoms. The bromine atom at the 2-position and the aldehyde group at the 5-position introduce reactivity that allows for further functionalization. This dual functionality makes 2-Bromo-1H-imidazole-5-carbaldehyde an excellent building block for the synthesis of pharmacophores targeting various biological pathways.

In recent years, there has been a growing interest in imidazole derivatives as scaffolds for drug development. Imidazole-based compounds exhibit a wide range of biological activities, including antiviral, antibacterial, antifungal, and anticancer properties. The introduction of halogen atoms, such as bromine, into these structures often enhances their binding affinity to biological targets. For instance, studies have shown that brominated imidazoles can interact with enzymes and receptors in ways that modulate cellular processes.

The aldehyde functionality in 2-Bromo-1H-imidazole-5-carbaldehyde provides another layer of reactivity, enabling condensation reactions with amines to form Schiff bases or further oxidation to carboxylic acids. These transformations are crucial in medicinal chemistry for generating libraries of compounds with diverse chemical profiles. The ability to easily modify the imidazole core allows researchers to fine-tune the electronic and steric properties of the molecule, optimizing its pharmacological activity.

One of the most compelling applications of 2-Bromo-1H-imidazole-5-carbaldehyde is in the synthesis of kinase inhibitors. Kinases are enzymes that play a central role in cell signaling pathways and are frequently implicated in diseases such as cancer. By designing molecules that selectively inhibit specific kinases, researchers can develop targeted therapies with improved efficacy and reduced side effects. The bromine atom in 2-Bromo-1H-imidazole-5-carbaldehyde can be used to introduce structural elements that mimic natural substrates or allosteric sites on kinases, while the aldehyde group serves as a handle for further derivatization.

Recent advancements in computational chemistry have also highlighted the potential of 2-Bromo-1H-imidazole-5-carbaldehyde as a starting material for de novo drug design. Molecular modeling studies suggest that small modifications to this core structure can significantly alter binding interactions with protein targets. For example, computational screens have identified derivatives of 2-Bromo-1H-imidazole-5-carbaldehyde that exhibit high affinity for Bruton's tyrosine kinase (BTK), a key enzyme involved in B-cell development whose inhibition has therapeutic potential in autoimmune disorders.

The synthesis of 2-Bromo-1H-imidazole-5-carbaldehyde typically involves multi-step organic transformations starting from commercially available precursors such as imidazole or its derivatives. The bromination step is often performed using halogenating agents like N-bromosuccinimide (NBS) under controlled conditions to ensure regioselectivity. Subsequent formylation at the 5-position can be achieved through Vilsmeier-Haack reaction or other aldehyde-forming methods.

In industrial settings, process optimization is crucial for scaling up the production of 2-Bromo-1H-imidazole-5-carbaldehyde while maintaining high purity standards. Continuous flow chemistry has emerged as an effective approach for this purpose, offering advantages such as improved yield, reduced waste generation, and enhanced reproducibility. Additionally, green chemistry principles are being increasingly adopted to minimize hazardous byproducts and energy consumption during synthesis.

The role of 2-Bromo-1H-imidazole-5-carbaldehyde extends beyond academic research; it is also being explored in industrial drug development programs. Major pharmaceutical companies are leveraging this compound as a key intermediate in their pipelines for novel small-molecule drugs. Its versatility and well-documented synthetic protocols make it an attractive choice for both exploratory research and large-scale manufacturing.

Quality control is paramount when handling 2-Bromo-1H-imidazole-5-carbaldehyde, given its sensitivity to moisture and air oxidation. Analytical techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) are routinely employed to confirm purity and identify impurities. Strict adherence to Good Manufacturing Practices (GMP) ensures that batches of this compound meet the highest standards for consistency and reliability.

The future prospects for 2-Bromo-1H-imidazole-5-carbaldehyde are promising, with ongoing research uncovering new synthetic methodologies and applications. Innovations in biocatalysis and enzymatic transformations may provide alternative routes to functionalized imidazoles without relying on traditional organic solvents or harsh reagents. Furthermore, advances in crystal engineering could lead to new forms of this compound with enhanced stability or solubility properties.

In conclusion,2-Bromo-1H-imidazole-5-carbaldehyde (CAS No. 933690-26-7) represents a cornerstone molecule in modern chemical synthesis and pharmaceutical innovation. Its unique structural features enable diverse applications across multiple disciplines, from academic research laboratories to industrial drug development facilities. As our understanding of biological systems continues to evolve, compounds like 2-Bromo-1H-imidazole-5-carbaldehyde will undoubtedly play an integral role in shaping the future of medicine.

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