• 1. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 2. Ester-directed orthogonal dual C–H activation and ortho aryl C–H alkenylation via distal weak coordination?
  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
• 3. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
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• 4. Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications
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• 5. Fe3O4 nanoclusters highly dispersed on a porous graphene support as an additive for improving the hydrogen storage properties of LiBH4?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

Comprehensive Overview of 5-Bromo-1H-indazole-3-carbonitrile (CAS No. 201227-39-6): Properties, Applications, and Industry Insights

5-Bromo-1H-indazole-3-carbonitrile (CAS No. 201227-39-6) is a high-value heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated indazole derivative features a nitrile group at the 3-position, making it a versatile building block for synthesizing complex molecules. Its molecular formula, C₈H₄BrN₃, and molecular weight of 222.04 g/mol underscore its compact yet functionally rich structure.

The compound's unique indazole core is a privileged scaffold in drug discovery, often associated with kinase inhibition and antimicrobial activity. Researchers frequently explore its potential in cancer therapeutics, a trending topic in biomedical circles. Recent studies highlight how 5-Bromo-1H-indazole-3-carbonitrile derivatives may modulate cell signaling pathways, aligning with the growing interest in targeted therapy approaches.

From a synthetic chemistry perspective, the nitrile group offers multiple transformation possibilities – it can be hydrolyzed to carboxylic acids, reduced to amines, or participate in cycloaddition reactions. This reactivity profile makes CAS No. 201227-39-6 particularly valuable for medicinal chemistry applications, where structural diversification is crucial for optimizing drug candidates.

Analytical characterization of 5-Bromo-1H-indazole-3-carbonitrile typically involves HPLC (High-Performance Liquid Chromatography) for purity assessment and NMR spectroscopy for structural confirmation. The bromine atom generates distinctive splitting patterns in ¹H NMR spectra, while the nitrile group appears as a sharp singlet around 110-120 ppm in ¹³C NMR. These features facilitate quality control in chemical synthesis workflows.

In material science applications, this compound has shown promise as a precursor for organic electronic materials. The indazole moiety's electron-deficient nature, combined with the nitrile's dipole moment, contributes to interesting charge transport properties. This aligns with current industry focus on energy-efficient materials for optoelectronic devices.

Handling 5-Bromo-1H-indazole-3-carbonitrile requires standard laboratory precautions. While not classified as hazardous under normal conditions, proper personal protective equipment (PPE) including gloves and safety glasses is recommended. Storage should be in cool, dry conditions away from strong oxidizers to maintain stability.

The global market for indazole derivatives has grown steadily, driven by pharmaceutical R&D investments. CAS No. 201227-39-6 occupies a niche position in this market, with suppliers offering custom synthesis and bulk quantities. Pricing trends reflect the compound's technical complexity and purity requirements, typically ranging from research-grade (95-98%) to ultra-pure (>99%) specifications.

Environmental considerations for 5-Bromo-1H-indazole-3-carbonitrile include proper waste disposal methods. The bromine content necessitates halogen-specific treatment protocols, a subject of increasing regulatory focus. Sustainable chemistry approaches are being developed to minimize ecological impact during production.

Future research directions may explore the compound's potential in bioconjugation chemistry or as a ligand in catalytic systems. The rise of AI-assisted drug discovery has also created new opportunities for virtual screening of indazole-based compounds, potentially uncovering novel applications for this molecular scaffold.

For researchers sourcing 5-Bromo-1H-indazole-3-carbonitrile, verification of CAS No. 201227-39-6 through analytical certificates (CoA) is essential. Reputable suppliers provide detailed technical data sheets including solubility profiles (typically soluble in DMSO, DMF), melting point data, and spectroscopic references to ensure material consistency across batches.

• 50264-88-5(3-cyano-1h-indazole)
• 90322-83-1(5-Methyl-1H-indazole-3-carbonitrile)
• 552331-16-5(5-Bromo-3-methyl-1H-indazole)
• 1159511-73-5(4-Bromo-3-methyl-1H-indazole)
• 29984-94-9(3-Cyano-4-iodo 1H-indazole)
• 90221-46-8(6-Bromo-3-methyl-1H-indazole)
• 7746-27-2(6-Bromo-3-methyl-1H-indazole)
• 885278-24-0(6-Bromo-1H-indazole-3-carbonitrile)
• 858227-54-0(6-methyl-1H-indazole-3-carbonitrile)
• 1167055-55-1(4-Bromo-1H-indazole-3-carbonitrile)