Cas no 480450-96-2 (3-chloro-5-fluoro-1H-Indole-2-carboxylic acid)

3-Chloro-5-fluoro-1H-indole-2-carboxylic acid is a halogenated indole derivative with significant utility in pharmaceutical and agrochemical research. Its structural features, including the chloro and fluoro substituents, enhance its reactivity and potential as a building block for heterocyclic synthesis. The carboxylic acid moiety allows for further functionalization, making it valuable in the development of bioactive compounds. This compound exhibits high purity and stability, ensuring reliable performance in synthetic applications. Its unique substitution pattern also contributes to its role in studying structure-activity relationships in medicinal chemistry. Suitable for use in small-molecule drug discovery, it serves as a versatile intermediate for targeted modifications.
3-chloro-5-fluoro-1H-Indole-2-carboxylic acid structure
480450-96-2 structure
Product Name:3-chloro-5-fluoro-1H-Indole-2-carboxylic acid
CAS No:480450-96-2
MF:C9H5ClFNO2
MW:213.592904806137
CID:1112896
PubChem ID:22934705
Update Time:2025-10-13

3-chloro-5-fluoro-1H-Indole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid
    • G25994
    • AKOS022225577
    • DB-378991
    • AB00995644-01
    • 480450-96-2
    • EN300-37116
    • SCHEMBL213472
    • Z381037218
    • Inchi: 1S/C9H5ClFNO2/c10-7-5-3-4(11)1-2-6(5)12-8(7)9(13)14/h1-3,12H,(H,13,14)
    • InChI Key: XJYRDCVQRZSDJH-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)NC2C=CC(=CC=21)F

Computed Properties

  • Exact Mass: 212.9992843g/mol
  • Monoisotopic Mass: 212.9992843g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 251
  • 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: 53.1?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 437.1±40.0 °C at 760 mmHg
  • Flash Point: 218.1±27.3 °C
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

3-chloro-5-fluoro-1H-Indole-2-carboxylic acid Security Information

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Additional information on 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid

Comprehensive Overview of 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid (CAS No. 480450-96-2)

3-chloro-5-fluoro-1H-Indole-2-carboxylic acid (CAS No. 480450-96-2) is a halogenated indole derivative that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound, characterized by the presence of chloro and fluoro substituents on the indole ring, serves as a versatile intermediate in the synthesis of biologically active molecules. Its carboxylic acid functional group further enhances its reactivity, making it a valuable building block in medicinal chemistry.

The growing interest in halogenated indoles like 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid is driven by their potential applications in drug discovery. Researchers are increasingly exploring this compound for its role in developing small-molecule inhibitors targeting enzymes such as kinases and proteases. Recent studies highlight its utility in designing anticancer agents and anti-inflammatory drugs, aligning with the current focus on precision medicine and targeted therapies. Additionally, its fluorinated moiety is of particular interest due to the enhanced metabolic stability and bioavailability often associated with fluorine-containing compounds.

From a synthetic perspective, 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid is often utilized in cross-coupling reactions and amide bond formations, which are critical steps in constructing complex molecular architectures. Its compatibility with modern catalytic methods, such as palladium-catalyzed couplings, makes it a preferred choice for chemists working on high-throughput screening libraries. The compound’s crystalline form and solubility profile also facilitate its use in structure-activity relationship (SAR) studies, a hot topic in contemporary drug design.

Environmental and regulatory considerations are another area where 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid is being evaluated. With the increasing demand for green chemistry and sustainable synthesis routes, researchers are investigating eco-friendly methods to produce this compound. Questions like "How to optimize the synthesis of halogenated indoles?" or "What are the alternatives to traditional halogenation methods?" are frequently searched in academic and industrial circles, reflecting the compound’s relevance in modern chemical innovation.

In the agrochemical sector, 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid is explored for its potential as a precursor to herbicides and plant growth regulators. The fluoro and chloro substituents contribute to the compound’s ability to interact with biological targets in plants, offering a pathway to develop novel crop protection agents. This aligns with the global push toward sustainable agriculture and the need for low-residue pesticides, topics that dominate current discussions in the field.

Analytical characterization of 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid involves advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography. These methods are essential for confirming the compound’s purity and structural integrity, which are critical for its application in high-stakes research. Searches related to "How to characterize halogenated indoles?" or "What are the challenges in analyzing fluorine-containing compounds?" underscore the technical nuances associated with this molecule.

In summary, 3-chloro-5-fluoro-1H-Indole-2-carboxylic acid (CAS No. 480450-96-2) is a multifaceted compound with broad applications in pharmaceuticals, agrochemicals, and materials science. Its unique halogenated indole structure, combined with its carboxylic acid functionality, positions it as a key player in the development of next-generation therapeutics and sustainable chemicals. As research continues to uncover its potential, this compound is poised to remain a focal point in scientific innovation.

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