• 1. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 2. Emerging enantiomeric resolution materials with homochiral nano-fabrications
  Ji-Ping Wei Nanoscale, 2015,7, 11815-11832
• 3. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
  Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
• 4. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 5. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

5-Methyl-6-nitro-1H-indazole (CAS No. 72521-00-7): A Comprehensive Overview of Properties and Applications

5-Methyl-6-nitro-1H-indazole (CAS No. 72521-00-7) is a heterocyclic organic compound belonging to the indazole family. This yellow crystalline powder has gained significant attention in pharmaceutical research and material science due to its unique structural features and versatile applications. With a molecular formula of C₈H₇N₃O₂ and molecular weight of 177.16 g/mol, this compound exhibits interesting chemical properties that make it valuable for various scientific applications.

The nitro group at position 6 and methyl group at position 5 on the indazole core structure contribute to its distinctive chemical behavior. Researchers are particularly interested in its potential as a building block for more complex molecules in drug discovery. Recent studies in medicinal chemistry have explored its role as a precursor for compounds with potential biological activity, though it's important to note that 5-Methyl-6-nitro-1H-indazole itself is primarily used in research settings.

From a physicochemical perspective, 5-Methyl-6-nitro-1H-indazole typically appears as a yellow to orange powder with moderate solubility in common organic solvents like dimethyl sulfoxide (DMSO) and methanol, but limited solubility in water. Its melting point ranges between 180-185°C, and it shows stability under normal storage conditions. These properties make it suitable for various laboratory applications where controlled reactions are required.

In the context of current research trends, 5-Methyl-6-nitro-1H-indazole has been investigated for its potential in developing novel small molecule therapeutics. The indazole scaffold is known to interact with various biological targets, and the presence of both electron-withdrawing (nitro group) and electron-donating (methyl group) substituents creates interesting electronic effects that can influence molecular interactions.

The synthesis of 5-Methyl-6-nitro-1H-indazole typically involves multi-step organic reactions starting from appropriately substituted benzene derivatives. Modern synthetic approaches aim to improve yield and purity while minimizing environmental impact, reflecting the growing emphasis on green chemistry principles in pharmaceutical research. Analytical characterization is performed using techniques such as HPLC, NMR spectroscopy, and mass spectrometry to ensure quality and purity.

From a commercial perspective, 5-Methyl-6-nitro-1H-indazole is primarily available through specialty chemical suppliers catering to research institutions and pharmaceutical companies. The global market for such fine chemicals has been growing steadily, driven by increasing R&D investments in drug discovery. Pricing varies depending on purity grade and quantity, with research-grade material typically being more accessible than analytical or pharmaceutical-grade products.

Safety considerations for handling 5-Methyl-6-nitro-1H-indazole include standard laboratory precautions such as wearing appropriate personal protective equipment and working in well-ventilated areas. While not classified as highly hazardous, proper storage away from strong oxidizers and in cool, dry conditions is recommended to maintain stability. Material Safety Data Sheets (MSDS) provide detailed handling instructions for this compound.

Recent scientific literature highlights several emerging applications for indazole derivatives like 5-Methyl-6-nitro-1H-indazole. These include potential uses in developing fluorescence probes for biological imaging, as ligands in catalysis, and as intermediates for functional materials. The compound's ability to participate in various chemical transformations makes it valuable for creating diverse molecular architectures.

Quality control for 5-Methyl-6-nitro-1H-indazole typically involves verification of identity through spectroscopic methods and determination of purity by chromatographic techniques. International standards such as those from the United States Pharmacopeia (USP) or European Pharmacopoeia (EP) may be referenced for certain high-purity grades. Batch-to-batch consistency is particularly important for research applications where reproducible results are essential.

Environmental considerations regarding 5-Methyl-6-nitro-1H-indazole focus on proper disposal methods to prevent contamination. While comprehensive ecotoxicological data may be limited for this specific compound, general guidelines for handling nitroaromatic compounds apply. Many research institutions have implemented programs to minimize waste and promote recycling of chemical byproducts.

The future outlook for 5-Methyl-6-nitro-1H-indazole research appears promising, with ongoing investigations into its potential applications in material science and pharmaceutical development. As synthetic methodologies advance and analytical techniques become more sophisticated, researchers continue to uncover new possibilities for this versatile compound. Its relatively simple structure combined with multiple reactive sites makes it an attractive starting point for various chemical modifications.

For researchers working with 5-Methyl-6-nitro-1H-indazole, access to reliable reference data is essential. Key resources include chemical databases like SciFinder and Reaxys, which provide information on physical properties, synthetic methods, and published applications. Peer-reviewed literature remains the primary source for detailed experimental procedures and safety information.

In summary, 5-Methyl-6-nitro-1H-indazole (CAS No. 72521-00-7) represents an important building block in modern chemical research. Its unique combination of structural features and chemical reactivity continues to make it valuable for diverse applications ranging from medicinal chemistry to materials science. As research progresses, new uses for this compound are likely to emerge, further solidifying its position as a useful tool in scientific discovery.

• 61920-58-9(1H-Indazole, 5,6-dimethyl-4,7-dinitro-)
• 62969-01-1(4,6-Dinitroindazole)
• 101420-67-1(4-Methyl-5-nitro-1H-indazole)
• 2942-40-7(4-Nitro-1H-indazole)
• 5401-94-5(5-nitro-1H-indazole)
• 7597-18-4(6-nitro-1H-indazole)
• 717881-06-6(6-Methyl-7-nitro-1H-indazole)
• 857773-68-3(6-Methyl-4-nitro-1H-indazole)
• 61920-55-6(1H-Indazole, 5-methyl-4,7-dinitro-)
• 81115-43-7(6-Methyl-5-nitro-1H-indazole)