Cas no 885277-92-9 (7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid)

7-(Trifluoromethoxy)-1H-indazole-3-carboxylic acid is a fluorinated indazole derivative with significant utility in pharmaceutical and agrochemical research. Its trifluoromethoxy substituent enhances lipophilicity and metabolic stability, making it a valuable intermediate for drug discovery, particularly in the development of bioactive molecules. The carboxylic acid moiety allows for further functionalization, enabling the synthesis of amides, esters, and other derivatives. This compound’s rigid indazole core contributes to its potential as a scaffold for kinase inhibitors and other therapeutic agents. Its high purity and well-defined structure ensure reproducibility in synthetic applications, supporting advanced medicinal chemistry and material science research.
7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid structure
885277-92-9 structure
Product Name:7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid
CAS No:885277-92-9
MF:C9H5F3N2O3
MW:246.142812490463
MDL:MFCD06804529
CID:711473
PubChem ID:29946861
Update Time:2025-10-19

7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 1H-Indazole-3-carboxylicacid, 7-(trifluoromethoxy)-
    • 7-(trifluoromethoxy)-1H-indazole-3-carboxylic acid
    • 7-Trifluoromethoxy-1H-indazole-3-carboxylic acid
    • 1H-Indazole-3-carboxylicacid,7-(trifluoromethoxy)
    • 7-(Trifluoromethoxy)-1H-indazole-3-carboxylic acid (ACI)
    • DTXSID20652383
    • AB30322
    • DB-077731
    • LAJOFHIWXSUJIE-UHFFFAOYSA-N
    • CS-0080652
    • 7-(Trifluoromethoxy)-1H-indazole-3-carboxylicacid
    • 885277-92-9
    • 7-(Trifluoromethoxy)1H-indazole-3-carboxylic acid
    • SY343655
    • MFCD06804529
    • SCHEMBL2857475
    • 7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid
    • MDL: MFCD06804529
    • Inchi: 1S/C9H5F3N2O3/c10-9(11,12)17-5-3-1-2-4-6(5)13-14-7(4)8(15)16/h1-3H,(H,13,14)(H,15,16)
    • InChI Key: LAJOFHIWXSUJIE-UHFFFAOYSA-N
    • SMILES: O=C(C1C2C(=C(C=CC=2)OC(F)(F)F)NN=1)O

Computed Properties

  • Exact Mass: 246.02500
  • Monoisotopic Mass: 246.02522651g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 310
  • 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: 2.6
  • Topological Polar Surface Area: 75.2?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 239.0±40.0 °C at 760 mmHg
  • Flash Point: 98.3±27.3 °C
  • PSA: 75.21000
  • LogP: 2.15970
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid Security Information

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Additional information on 7-(Trifluoromethoxy)-1h-Indazole-3-Carboxylic Acid

Professional Introduction to 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid (CAS No. 885277-92-9)

7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid, with the CAS number 885277-92-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical research and development. This compound belongs to the indazole family, a heterocyclic aromatic structure that has been widely studied for its potential biological activities. The presence of a trifluoromethoxy group and a carboxylic acid moiety in its molecular structure imparts unique chemical properties, making it a valuable scaffold for designing novel therapeutic agents.

The indazole core is a fused bicyclic system consisting of an aromatic benzene ring and a pyrrole ring, which is known for its versatility in medicinal chemistry. The introduction of the trifluoromethoxy group at the 7-position of the indazole ring enhances the lipophilicity and metabolic stability of the molecule, which are critical factors for drug efficacy and bioavailability. Additionally, the carboxylic acid functionality at the 3-position provides a site for further chemical modification, allowing for the synthesis of derivatives with tailored pharmacological properties.

In recent years, there has been growing interest in indazole derivatives due to their demonstrated activity across a range of biological targets. Studies have shown that compounds containing the indazole scaffold exhibit promising effects in areas such as anti-inflammatory, antimicrobial, and anticancer applications. The structural features of 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid make it an attractive candidate for further investigation in these contexts.

One of the most compelling aspects of this compound is its potential as a building block for drug discovery. The combination of the trifluoromethoxy group and the carboxylic acid moiety allows for diverse chemical transformations, including esterification, amidation, and coupling reactions. These modifications can be strategically employed to optimize pharmacokinetic profiles and target specificity. For instance, esters derived from this compound have shown enhanced solubility and improved oral bioavailability in preclinical studies.

The pharmaceutical industry has increasingly recognized the importance of fluorinated compounds in drug development. Fluoro substituents are known to modulate drug properties such as metabolic stability, binding affinity, and cell membrane permeability. The incorporation of a trifluoromethoxy group into 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid leverages these benefits, potentially leading to more effective therapeutic interventions.

Recent research has also highlighted the role of indazole derivatives in modulating immune responses. Compounds with similar structural motifs have been investigated for their ability to interact with immune receptors and signaling pathways. The specific arrangement of functional groups in 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid suggests that it may possess immunomodulatory properties, which could be exploited in the development of novel immunotherapies.

In addition to its pharmacological potential, this compound has interesting chemical characteristics that make it suitable for synthetic applications. The carboxylic acid group serves as a versatile handle for conjugation reactions, enabling the attachment of various biomolecules such as peptides, sugars, or polymers. Such conjugates could be developed as prodrugs or targeted delivery systems, further expanding the therapeutic applications of this compound.

The synthesis of 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid involves multi-step organic transformations that highlight its synthetic accessibility. Advanced synthetic methodologies have been employed to achieve high yields and purity levels, ensuring that researchers can reliably utilize this compound in their studies. The availability of well-characterized synthetic routes also facilitates rapid screening and optimization processes in drug discovery programs.

Electrochemical methods have emerged as a powerful tool for synthesizing complex organic molecules with high precision. In the context of this compound, electrochemical approaches have been explored to introduce fluorinated groups efficiently. These methods offer advantages such as mild reaction conditions and reduced byproduct formation, making them particularly appealing for large-scale production.

The role of computational chemistry in drug design cannot be overstated. Molecular modeling techniques have been used to predict the binding affinity and interactions of 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid with biological targets. These simulations provide valuable insights into its mechanism of action and help guide the design of more potent derivatives.

The impact of this compound extends beyond academic research; it holds promise for industrial applications as well. Pharmaceutical companies are increasingly investing in novel scaffolds like indazole derivatives due to their proven track record in generating successful drugs. The unique properties of 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid position it as a key candidate for future clinical development.

In conclusion, 7-(Trifluoromethoxy)-1H-Indazole-3-Carboxylic Acid (CAS No. 885277-92-9) is a multifaceted compound with significant potential in pharmaceutical research. Its structural features, combined with its synthetic versatility and promising biological activities, make it an invaluable asset for drug discovery efforts. As research continues to uncover new applications for indazole derivatives, this compound is poised to play a crucial role in shaping the future of medicinal chemistry.

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