• 1. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 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
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400
• 3. Excited state potential energy surfaces and their interactions in FeIVO active sites
  Shaun D. Wong,Edward I. Solomon Dalton Trans., 2014,43, 17567-17577
• 4. Fc microparticles can modulate the physical extent and magnitude of complement activity?
  David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
• 5. 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

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzopyrazoles Indazoles

Introduction to 4-Bromo-6-nitro-1H-indazole (CAS No. 885518-54-7)

4-Bromo-6-nitro-1H-indazole, identified by the Chemical Abstracts Service Number (CAS No.) 885518-54-7, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the indazole family, a class of molecules known for their diverse biological activities and potential applications in drug development. The structural features of 4-Bromo-6-nitro-1H-indazole, particularly the presence of both bromine and nitro substituents, make it a versatile scaffold for further chemical modifications and functionalization, enabling its exploration in various therapeutic contexts.

The indazole core is a fused bicyclic structure consisting of a benzene ring and a pyrazole ring. This configuration imparts unique electronic and steric properties to the molecule, which can be exploited to modulate its interactions with biological targets. In particular, the bromo and nitro groups attached to the indazole ring are key functional handles that allow for selective reactions such as cross-coupling, reduction, or nucleophilic substitution, facilitating the synthesis of derivatives with tailored pharmacological properties.

Recent advancements in medicinal chemistry have highlighted the importance of indazole derivatives in the development of novel therapeutic agents. Studies have demonstrated that modifications at the 4-bromo-6-nitro positions can significantly influence the biological activity of indazole-based compounds. For instance, research has shown that such derivatives exhibit promising effects in inhibiting certain enzymes and receptors involved in inflammatory pathways, making them potential candidates for treating chronic inflammatory diseases.

One of the most compelling aspects of 4-Bromo-6-nitro-1H-indazole is its utility as a building block for more complex molecules. The bromine atom at the 4-position can be readily transformed into other functional groups through palladium-catalyzed cross-coupling reactions, such as Suzuki or Heck couplings, which are widely used in drug discovery to introduce aryl or vinyl moieties. Similarly, the nitro group at the 6-position can be reduced to an amine, opening up possibilities for further derivatization into amides, sulfonamides, or other pharmacophores.

The interest in 4-Bromo-6-nitro-1H-indazole has been further fueled by its role in synthesizing small-molecule inhibitors targeting specific disease-related pathways. For example, recent studies have explored its derivatives as potential inhibitors of kinases and other enzymes implicated in cancer progression. The ability to fine-tune the electronic properties of the indazole ring through strategic substitutions has allowed researchers to optimize binding affinity and selectivity against these targets.

In addition to its applications in oncology, 4-Bromo-6-nitro-1H-indazole has shown promise in addressing neurological disorders. The indazole scaffold is known to interact with various neurotransmitter systems, and modifications at the 4-bromo and 6-nitro positions can modulate these interactions. Preliminary research suggests that certain derivatives may exhibit neuroprotective effects or enhance cognitive function, although further investigation is needed to fully elucidate their mechanisms of action.

The synthesis of 4-Bromo-6-nitro-1H-indazole typically involves a multi-step process starting from commercially available precursors. Common synthetic routes include bromination of nitro-substituted indazoles or nitration of bromo-substituted indazoles under controlled conditions. The choice of reagents and reaction conditions is critical to achieving high yields and purity, as side reactions can often complicate the synthesis.

Quality control and analytical characterization are essential steps in ensuring the identity and purity of 4-Bromo-6-nitro-1H-indazole before it is used in further studies. Techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and high-performance liquid chromatography (HPLC) are commonly employed to confirm structural integrity and assess impurity profiles. These analytical methods provide crucial data for understanding the compound's behavior in biological systems.

The pharmacokinetic properties of 4-Bromo-6-nitro-1H-indazole and its derivatives are also areas of active investigation. Factors such as solubility, stability, metabolic clearance rates, and distribution within biological tissues can significantly impact its therapeutic efficacy. Researchers are exploring strategies to improve these properties through structural optimization, leading to more effective drug candidates.

In conclusion,4-Bromo-6-nitro-1H-indazole (CAS No. 885518-54-7) represents a valuable intermediate in pharmaceutical research due to its versatile structural framework and potential applications across multiple therapeutic areas. The presence of both bromine and nitro substituents offers numerous opportunities for chemical modification, enabling the development of novel compounds with enhanced biological activity. As ongoing research continues to uncover new insights into its pharmacological properties,4-Bromo-6-nitro-1H-indazole is poised to play an increasingly important role in drug discovery and development.

• 65750-02-9(6-Nitroindazole)
• 885518-46-7(6-Bromo-4-nitro-1H-indazole)
• 2942-40-7(4-Nitro-1H-indazole)
• 7597-18-4(6-nitro-1H-indazole)
• 885519-42-6(3,6-Dibromo-4-nitro-1H-indazole)
• 885519-49-3(3,4-Dibromo-6-nitro-1H-indazole)
• 67400-25-3(3-Bromo-5-nitro-1H-indazole)
• 71785-49-4(5-Bromo-6-nitro-1H-indazole)
• 70315-68-3(3-bromo-6-nitro-1H-indazole)
• 74209-17-9(3-Bromo-4-nitro-1H-indazole)