Cas no 633327-51-2 (6-Fluoro-5-nitro-1H-indazole)

6-Fluoro-5-nitro-1H-indazole is a fluorinated nitroindazole derivative with significant utility in pharmaceutical and agrochemical research. Its unique structure, featuring both fluorine and nitro substituents on the indazole core, enhances reactivity and binding affinity, making it a valuable intermediate in the synthesis of bioactive compounds. The electron-withdrawing properties of the nitro and fluoro groups contribute to its stability and versatility in nucleophilic substitution and reduction reactions. This compound is particularly useful in the development of kinase inhibitors, antimicrobial agents, and other heterocyclic scaffolds. High purity and consistent quality ensure reliable performance in synthetic applications.
6-Fluoro-5-nitro-1H-indazole structure
6-Fluoro-5-nitro-1H-indazole structure
Product Name:6-Fluoro-5-nitro-1H-indazole
CAS No:633327-51-2
MF:C7H4FN3O2
MW:181.123964309692
MDL:MFCD09261136
CID:1028073
PubChem ID:45933667
Update Time:2025-08-10

6-Fluoro-5-nitro-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Fluoro-5-nitroindazole
    • 6-Fluoro-5-nitro-1H-indazole
    • 5-nitro-6-fluoro-1H-indazole
    • PC5531
    • 1H-Indazole, 6-fluoro-5-nitro-
    • PubChem23146
    • CQWPKRSNPVUHQA-UHFFFAOYSA-N
    • SBB089752
    • FCH867803
    • RP03226
    • SB16278
    • AX8163090
    • Y5496
    • ST24029768
    • J-518740
    • 633327-51-2
    • DS-2350
    • DTXCID70623629
    • 6-fluoro-5-nitro-2H-indazole
    • PS-6712
    • AKOS006330307
    • DTXSID80672880
    • DB-073308
    • SCHEMBL2571492
    • MFCD09261136
    • EN300-704021
    • MDL: MFCD09261136
    • Inchi: 1S/C7H4FN3O2/c8-5-2-6-4(3-9-10-6)1-7(5)11(12)13/h1-3H,(H,9,10)
    • InChI Key: CQWPKRSNPVUHQA-UHFFFAOYSA-N
    • SMILES: FC1=CC2=C(C=NN2)C=C1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 181.02900
  • Monoisotopic Mass: 181.02875454g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 220
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 74.5
  • XLogP3: 1.5

Experimental Properties

  • Boiling Point: 401.2°C at 760 mmHg
  • PSA: 74.50000
  • LogP: 2.13340

6-Fluoro-5-nitro-1H-indazole Security Information

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Additional information on 6-Fluoro-5-nitro-1H-indazole

Introduction to 6-Fluoro-5-nitro-1H-indazole (CAS No: 633327-51-2)

6-Fluoro-5-nitro-1H-indazole, identified by its Chemical Abstracts Service (CAS) number 633327-51-2, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the indazole family, which is well-known for its diverse biological activities and potential applications in drug development. The presence of both fluoro and nitro substituents in its molecular structure imparts unique chemical and pharmacological properties, making it a valuable scaffold for further chemical modifications and biological evaluations.

The structural features of 6-Fluoro-5-nitro-1H-indazole include a nitrogen-containing indazole ring system, which is a common motif in many bioactive molecules. The fluorine atom at the 6-position and the nitro group at the 5-position are particularly noteworthy, as they can influence the compound's electronic properties, metabolic stability, and binding affinity to biological targets. These substituents are often strategically incorporated into drug candidates to enhance their pharmacokinetic profiles and therapeutic efficacy.

In recent years, there has been a growing interest in indazole derivatives due to their broad spectrum of biological activities. Studies have demonstrated that compounds containing the indazole scaffold exhibit properties such as antimicrobial, antiviral, anti-inflammatory, and anticancer effects. The introduction of fluorine and nitro groups into these molecules has further expanded their potential therapeutic applications. For instance, fluorinated indazoles have shown improved bioavailability and metabolic stability, while nitro-substituted derivatives often exhibit enhanced reactivity and binding interactions with biological targets.

One of the most compelling aspects of 6-Fluoro-5-nitro-1H-indazole is its versatility as a chemical intermediate. Researchers have leveraged this compound to synthesize novel derivatives with tailored biological activities. The fluoro group, in particular, is known for its ability to modulate drug-receptor interactions, leading to improved pharmacological outcomes. Similarly, the nitro group can serve as a handle for further functionalization, allowing chemists to explore new chemical spaces and discover innovative therapeutic agents.

The pharmacological profile of 6-Fluoro-5-nitro-1H-indazole has been the subject of several recent studies. Research has indicated that this compound exhibits promising activity against various disease targets. For example, studies have shown that it may have potential in inhibiting certain enzymes involved in cancer cell proliferation. Additionally, its ability to interact with specific protein targets has been explored in the context of developing treatments for infectious diseases. These findings highlight the compound's significance as a lead molecule in drug discovery efforts.

The synthesis of 6-Fluoro-5-nitro-1H-indazole involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The introduction of the fluoro and nitro substituents necessitates precise control over reaction conditions to avoid unwanted side products. Advances in synthetic methodologies have enabled more efficient and scalable production processes for this compound, making it more accessible for research purposes.

In conclusion, 6-Fluoro-5-nitro-1H-indazole (CAS No: 633327-51-2) is a structurally interesting and biologically relevant compound with significant potential in pharmaceutical research. Its unique combination of fluorine and nitro substituents makes it a valuable scaffold for developing novel therapeutic agents. As research continues to uncover new applications for this compound, it is likely to remain a key player in the discovery and development of next-generation drugs.

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