Cas no 518987-93-4 (4-Fluoro-1H-indazole-3-carbaldehyde)

4-Fluoro-1H-indazole-3-carbaldehyde is a fluorinated indazole derivative featuring a reactive formyl group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of the fluorine substituent enhances its electronic properties, making it valuable for structure-activity relationship studies and the design of bioactive molecules. The aldehyde functionality allows for further derivatization through condensation, reduction, or nucleophilic addition reactions. Its well-defined structure and high purity make it suitable for research applications in medicinal chemistry and material science. Proper handling under controlled conditions is recommended due to its reactive nature.
4-Fluoro-1H-indazole-3-carbaldehyde structure
518987-93-4 structure
Product Name:4-Fluoro-1H-indazole-3-carbaldehyde
CAS No:518987-93-4
MF:C8H5FN2O
MW:164.136504888535
MDL:MFCD07781592
CID:936061
PubChem ID:22478017
Update Time:2025-05-23

4-Fluoro-1H-indazole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Fluoro-1H-indazole-3-carbaldehyde
    • 4-fluoro-2H-indazole-3-carbaldehyde
    • 4-fluoro-3-(1h)indazole carboxaldehyde
    • 4-fluoro-3-(1h)indazole carbaldehyde
    • SCHEMBL5953135
    • 4-FLUORO-1H-INDAZOLE-3-CARBOXALDEHYDE
    • DTXSID40625978
    • AKOS006285186
    • QJNGRCIRSHCFLE-UHFFFAOYSA-N
    • CS-0453240
    • 518987-93-4
    • MB04890
    • O11228
    • DB-412696
    • MDL: MFCD07781592
    • Inchi: 1S/C8H5FN2O/c9-5-2-1-3-6-8(5)7(4-12)11-10-6/h1-4H,(H,10,11)
    • InChI Key: QJNGRCIRSHCFLE-UHFFFAOYSA-N
    • SMILES: FC1=CC=CC2C1=C(C=O)NN=2

Computed Properties

  • Exact Mass: 164.03900
  • Monoisotopic Mass: 164.03859095g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 188
  • 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: 1.4
  • Topological Polar Surface Area: 45.8?2

Experimental Properties

  • PSA: 45.75000
  • LogP: 1.51450

4-Fluoro-1H-indazole-3-carbaldehyde Pricemore >>

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Additional information on 4-Fluoro-1H-indazole-3-carbaldehyde

Comprehensive Overview of 4-Fluoro-1H-indazole-3-carbaldehyde (CAS No. 518987-93-4): Properties, Applications, and Industry Insights

4-Fluoro-1H-indazole-3-carbaldehyde (CAS No. 518987-93-4) is a fluorinated indazole derivative that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. The compound belongs to the indazole family, a class of heterocyclic compounds known for their broad biological activities. With the increasing demand for fluorinated organic compounds in drug discovery, this aldehyde-functionalized indazole serves as a versatile intermediate for synthesizing novel bioactive molecules.

The presence of a fluoro substituent at the 4-position of the indazole ring enhances the compound's metabolic stability and binding affinity, making it a valuable scaffold in medicinal chemistry. Researchers frequently explore 4-Fluoro-1H-indazole-3-carbaldehyde for its potential in designing kinase inhibitors, antimicrobial agents, and anti-inflammatory drugs. Its aldehyde group offers a reactive handle for further derivatization, enabling the construction of diverse molecular libraries.

In recent years, the compound has been linked to trending topics such as targeted drug delivery and precision medicine. As the pharmaceutical industry shifts toward personalized therapies, the demand for specialized intermediates like 4-Fluoro-1H-indazole-3-carbaldehyde continues to rise. Its compatibility with modern synthetic techniques, including microwave-assisted synthesis and flow chemistry, further amplifies its appeal in high-throughput screening campaigns.

Beyond pharmaceuticals, this compound finds applications in material science, particularly in the development of fluorescent probes and organic electronic materials. The indazole core's rigid structure, combined with the electron-withdrawing fluoro group, contributes to tunable photophysical properties. Such characteristics are highly sought after in optoelectronic devices and sensor technologies.

From an industrial perspective, the synthesis and scalability of 4-Fluoro-1H-indazole-3-carbaldehyde have been optimized to meet Good Manufacturing Practice (GMP) standards. Suppliers emphasize its high purity (>98%) and consistent batch-to-batch reproducibility, addressing the stringent requirements of regulatory agencies. This reliability makes it a preferred choice for contract research organizations (CROs) and academic laboratories alike.

Environmental and safety considerations are also critical when handling this compound. While it is not classified as hazardous under current regulations, proper storage conditions (e.g., desiccated, under inert atmosphere) are recommended to maintain its stability. Researchers often inquire about its solubility profile and compatibility with green solvents, reflecting the growing emphasis on sustainable chemistry practices.

In summary, 4-Fluoro-1H-indazole-3-carbaldehyde (CAS No. 518987-93-4) represents a multifaceted building block with expanding applications across life sciences and advanced materials. Its alignment with cutting-edge research trends ensures its relevance in both academic and industrial settings, solidifying its position as a cornerstone in modern synthetic chemistry.

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