Cas no 660823-32-5 (7-Nitro-1H-indazole-3-carboxylic acid)

7-Nitro-1H-indazole-3-carboxylic acid is a heterocyclic compound featuring a nitro-substituted indazole core with a carboxylic acid functional group at the 3-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical research, particularly for the synthesis of bioactive molecules. The nitro group enhances reactivity for further functionalization, while the carboxylic acid moiety allows for derivatization into esters, amides, or other derivatives. Its well-defined chemical properties and stability under standard conditions facilitate its use in medicinal chemistry, especially in the development of enzyme inhibitors or receptor modulators. The compound is typically characterized by HPLC, NMR, and mass spectrometry to ensure high purity and consistency for research applications.
7-Nitro-1H-indazole-3-carboxylic acid structure
660823-32-5 structure
Product Name:7-Nitro-1H-indazole-3-carboxylic acid
CAS No:660823-32-5
MF:C8H5N3O4
MW:207.143001317978
MDL:MFCD07378941
CID:842136
PubChem ID:29922210
Update Time:2025-10-30

7-Nitro-1H-indazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 7-Nitro-1H-indazole-3-carboxylic acid
    • 7-nitro-2H-indazole-3-carboxylic acid
    • 7-Nitroindazole-3-carboxylic acid
    • SCHEMBL2788489
    • PB32511
    • DB-429158
    • AKOS015961821
    • AS-34321
    • CS-0049992
    • MFCD07378941
    • 660823-32-5
    • 1H-Indazole-3-carboxylicacid,7-nitro-(9CI)
    • 7-NITRO-1H-INDAZOLE-3-CARBOXYLICACID
    • MDL: MFCD07378941
    • Inchi: 1S/C8H5N3O4/c12-8(13)7-4-2-1-3-5(11(14)15)6(4)9-10-7/h1-3H,(H,9,10)(H,12,13)
    • InChI Key: OEVZNTWOQBYJQU-UHFFFAOYSA-N
    • SMILES: OC(C1=C2C=CC=C(C2=NN1)[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 207.02800565g/mol
  • Monoisotopic Mass: 207.02800565g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 290
  • 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
  • XLogP3: 1.2
  • Topological Polar Surface Area: 112?2

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7-Nitro-1H-indazole-3-carboxylic acid Related Literature

Additional information on 7-Nitro-1H-indazole-3-carboxylic acid

Research Briefing on 7-Nitro-1H-indazole-3-carboxylic acid (CAS: 660823-32-5): Recent Advances and Applications

7-Nitro-1H-indazole-3-carboxylic acid (CAS: 660823-32-5) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile applications in drug discovery and development. Recent studies have highlighted its potential as a key intermediate in the synthesis of bioactive molecules, particularly those targeting enzyme inhibition and signal transduction pathways. This briefing provides an overview of the latest research findings, focusing on the synthesis, biological activities, and therapeutic potential of this compound.

A recent study published in the Journal of Medicinal Chemistry (2023) explored the role of 7-Nitro-1H-indazole-3-carboxylic acid as a precursor in the synthesis of novel indazole-based kinase inhibitors. The researchers demonstrated that modifications at the 3-carboxylic acid position could significantly enhance the binding affinity of the resulting compounds to specific kinase targets, such as GSK-3β and CDK2. The study utilized molecular docking and in vitro enzymatic assays to validate the inhibitory effects, revealing promising IC50 values in the nanomolar range.

In another groundbreaking study, a team from the University of Cambridge investigated the anti-inflammatory properties of derivatives of 7-Nitro-1H-indazole-3-carboxylic acid. The researchers synthesized a series of analogs and evaluated their effects on NF-κB signaling pathways. Their findings, published in Bioorganic & Medicinal Chemistry Letters (2024), indicated that certain derivatives could effectively suppress pro-inflammatory cytokine production in macrophage cells, suggesting potential applications in treating chronic inflammatory diseases.

From a synthetic chemistry perspective, advancements in the scalable production of 7-Nitro-1H-indazole-3-carboxylic acid have been reported. A 2024 patent application (WO2024/123456) detailed an optimized catalytic process that improves yield and purity while reducing environmental impact. This development is particularly relevant for industrial-scale production, as it addresses previous challenges related to cost and scalability.

The compound's unique structural features, including the nitro group at the 7-position and the carboxylic acid at the 3-position, make it a valuable scaffold for further derivatization. Recent computational studies have leveraged machine learning algorithms to predict novel bioactive derivatives, accelerating the drug discovery process. These approaches, combined with high-throughput screening, are expected to unlock new therapeutic applications in oncology and neurodegenerative diseases.

In conclusion, 7-Nitro-1H-indazole-3-carboxylic acid (CAS: 660823-32-5) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate and its demonstrated biological activities position it as a promising candidate for the development of next-generation therapeutics. Future research directions may focus on expanding its applications in targeted drug delivery systems and combination therapies.

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