I5400

Indol-5-carbonsäure

99%

• Synonym(e): 5-Carboxyindole
• Empirische Formel (Hill-System): C₉H₇NO₂
• CAS-Nummer: 1670-81-1
• Molekulargewicht: 161.16
• Beilstein: 124391
• EG-Nummer: 216-799-6
• MDL-Nummer: MFCD00005678
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24896068
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• mp (Schmelzpunkt): 211-213 °C (lit.)
• SMILES String: OC(=O)c1ccc2[nH]ccc2c1
• InChI: 1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
• InChIKey: IENZCGNHSIMFJE-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Indole-5-carboxylic acid is an indole derivative. On electropolymerization, it affords electroactive polymer film of poly(indole-5-carboxylic-acid).[1] Different concentrations of indole-5-carboxylic acid in sulfuric acid solution has been investigated for the preventive action against mild steel corrosion.[2] On electropolymerization it affords a trimeric product. Characterization studies of the trimeric product by ¹H NMR and various one- and two-dimensional NMR techniques have been reported.[3]

Anwendung

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst
• Reactant for synthesis of indirubin derivatives
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity

Indole-5-carboxylic acid is the suitable reagent used to study the intramolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy.[4] It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films.[5]

Sicherheitshinweise

• Lagerklassenschlüssel: 13 - Non Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)