• 1. 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
• 2. Enantiomorphic symmetry breaking in crystallization of molten sodium chlorate?
  Martin R. Ward,Gary W. Copeland,Andrew J. Alexander Chem. Commun., 2010,46, 7634-7636
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  Xingqun Zheng,Lele Song,Xin Feng,Li Li,Zidong Wei J. Mater. Chem. A, 2020,8, 14145-14151
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

6-Bromo-2,3-dimethyl-2H-indazole (CAS No. 1142189-49-8): A Comprehensive Guide to Its Properties and Applications

6-Bromo-2,3-dimethyl-2H-indazole (CAS No. 1142189-49-8) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and chemical research. This brominated indazole derivative is widely used as a key intermediate in the synthesis of various biologically active molecules. Its unique structural features make it an important building block in medicinal chemistry.

The molecular formula of 6-Bromo-2,3-dimethyl-2H-indazole is C9H9BrN2, with a molecular weight of 225.09 g/mol. The compound features a bromine atom at the 6-position of the indazole ring, along with two methyl groups at positions 2 and 3. This specific substitution pattern contributes to its distinctive chemical properties and reactivity.

Recent studies have highlighted the importance of indazole derivatives in drug discovery, particularly in the development of kinase inhibitors and anti-inflammatory agents. The 6-bromo-2,3-dimethyl substitution pattern has shown promising results in enhancing the binding affinity of these compounds to their biological targets. Researchers are particularly interested in how this compound can be modified to create more potent and selective therapeutic agents.

From a synthetic chemistry perspective, 6-Bromo-2,3-dimethyl-2H-indazole serves as a versatile intermediate. Its bromine atom provides an excellent handle for further functionalization through various cross-coupling reactions, such as Suzuki, Stille, or Buchwald-Hartwig couplings. The indazole core structure is known for its stability and ability to participate in diverse chemical transformations.

The pharmaceutical industry has shown growing interest in this compound due to its potential applications in developing treatments for various conditions. Recent search trends indicate that researchers are particularly interested in "6-Bromo-2,3-dimethyl-2H-indazole synthesis," "indazole derivatives in drug discovery," and "CAS 1142189-49-8 applications." These search patterns reflect the compound's importance in current medicinal chemistry research.

In material science, 6-Bromo-2,3-dimethyl-2H-indazole has found applications in the development of organic electronic materials. Its conjugated system and ability to form stable complexes with various metals make it a candidate for creating novel materials with interesting optical and electronic properties. This aligns with current industry trends toward developing more efficient organic semiconductors.

The compound's physical properties include a melting point range of 145-148°C and good solubility in common organic solvents such as dimethyl sulfoxide (DMSO), methanol, and dichloromethane. These characteristics make it convenient to handle in laboratory settings and industrial applications. Proper storage conditions typically recommend keeping the compound in a cool, dry place away from light to maintain its stability.

Quality control of 6-Bromo-2,3-dimethyl-2H-indazole is crucial for research and industrial applications. Analytical methods such as HPLC, NMR spectroscopy, and mass spectrometry are commonly employed to verify the compound's purity and identity. The typical purity grade available for research purposes is ≥95%, with higher purity grades available for specialized applications.

From a safety perspective, while 6-Bromo-2,3-dimethyl-2H-indazole is not classified as hazardous under standard regulations, proper laboratory precautions should always be followed when handling any chemical compound. This includes using appropriate personal protective equipment and working in well-ventilated areas.

The market for indazole derivatives has been steadily growing, driven by increased research in pharmaceutical development and material science. Current market analysis suggests that the demand for high-quality 6-Bromo-2,3-dimethyl-2H-indazole is expected to rise in the coming years, particularly from contract research organizations and academic institutions.

Recent advancements in synthetic methodologies have made 6-Bromo-2,3-dimethyl-2H-indazole more accessible to researchers. Modern catalytic systems and optimized reaction conditions have improved the efficiency of its production, reducing costs and environmental impact. These developments align with the pharmaceutical industry's growing emphasis on green chemistry principles.

In conclusion, 6-Bromo-2,3-dimethyl-2H-indazole (CAS No. 1142189-49-8) represents an important compound in contemporary chemical research. Its versatile applications in medicinal chemistry and material science, combined with its unique structural features, make it a valuable tool for scientists across multiple disciplines. As research continues to uncover new potential uses for this compound, its significance in scientific and industrial applications is likely to grow even further.

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