Cas no 908600-72-6 (4-fluoro-1H-Indole-5-carboxylic acid)

4-Fluoro-1H-Indole-5-carboxylic acid is a fluorinated indole derivative with a carboxylic acid functional group at the 5-position. This compound serves as a versatile intermediate in organic synthesis and pharmaceutical research, particularly in the development of bioactive molecules. The fluorine substitution enhances metabolic stability and binding affinity, making it valuable for medicinal chemistry applications. Its carboxylic acid group allows for further derivatization, enabling the synthesis of amides, esters, and other functionalized indole derivatives. The compound is characterized by high purity and consistent quality, ensuring reliability in research and industrial applications. Its structural features make it suitable for exploring structure-activity relationships in drug discovery.
4-fluoro-1H-Indole-5-carboxylic acid structure
908600-72-6 structure
Product Name:4-fluoro-1H-Indole-5-carboxylic acid
CAS No:908600-72-6
MF:C9H6FNO2
MW:179.147845745087
MDL:MFCD12924428
CID:1011955
PubChem ID:11608020
Update Time:2025-06-07

4-fluoro-1H-Indole-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 4-fluoro-1H-Indole-5-carboxylic acid
    • 1H-Indole-5-carboxylic acid, 4-fluoro-
    • 1H-INDOLE-5-CARBOXYLIC ACID,4-FLUORO
    • 4-Fluoro-1H-indole-5-carboxylic acid (ACI)
    • CS-0096139
    • DTXSID401291428
    • 908600-72-6
    • AKOS022910681
    • F13711
    • 4-Fluoroindole-5-carboxylic Acid
    • 4-fluoro-1H-indole-5-carboxylicAcid
    • EN300-1608563
    • MFCD12924428
    • CS-16366
    • SB39803
    • MDL: MFCD12924428
    • Inchi: 1S/C9H6FNO2/c10-8-5-3-4-11-7(5)2-1-6(8)9(12)13/h1-4,11H,(H,12,13)
    • InChI Key: ZXISWOXQFGXSET-UHFFFAOYSA-N
    • SMILES: O=C(C1C(F)=C2C(NC=C2)=CC=1)O

Computed Properties

  • Exact Mass: 179.03825660g/mol
  • Monoisotopic Mass: 179.03825660g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 222
  • 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: 1.7
  • Topological Polar Surface Area: 53.1?2

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4-fluoro-1H-Indole-5-carboxylic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  5 min, 25 °C
Reference
In search of simplicity and flexibility: a rational access to twelve fluoroindolecarboxylic acids
Schlosser, Manfred; Ginanneschi, Assunta; Leroux, Frederic, European Journal of Organic Chemistry, 2006, (13), 2956-2969

4-fluoro-1H-Indole-5-carboxylic acid Raw materials

4-fluoro-1H-Indole-5-carboxylic acid Preparation Products

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