143510

5-Hydroxy-indol-2-carbonsäure

≥96.5%

• Synonym(e): NSC 117338
• Empirische Formel (Hill-System): C₉H₇NO₃
• CAS-Nummer: 21598-06-1
• Molekulargewicht: 177.16
• Beilstein: 153214
• EG-Nummer: 244-468-6
• MDL-Nummer: MFCD00005615
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24848591
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥96.5%
• Form: powder
• mp (Schmelzpunkt): 249 °C (dec.) (lit.)
• Löslichkeit: chloroform/ethanol (1:1): soluble 50 mg/mL, clear to slightly hazy, yellow to brown
• Funktionelle Gruppe: carboxylic acid
• SMILES String: Oc1ccc2[nH]c(cc2c1)C(O)=O
• InChI: 1S/C9H7NO3/c11-6-1-2-7-5(3-6)4-8(10-7)9(12)13/h1-4,10-11H,(H,12,13)
• InChIKey: BIMHWDJKNOMNLD-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

5-Hydroxyindole-2-carboxylic acid on oxidation with KMnO₄ yields pyrrole-2,3,5-tricarboxylic acid.

Anwendung

5-Hydroxyindole-2-carboxylic acid was used in HPLC-amperometric detection of serotonin in plasma, platelets and urine.

• Reactant for preparation of indole C5-O-substituted seco-cyclopropylindole analogs as potential anticancer agents
• Reactant for microwave combinatorial synthesis of indolic arylpiperazine derivatives as ligands for 5-HT1A, 5-HT2A, and 5-HT2C receptors
• Reactant for preparation of melanins as novel nature-inspired radioprotectors
• Reactant for preparation of 5-Hydroxyindole-2-carboxylic acid amides as histamine-3 receptor inverse agonists for the treatment of obesity
• Reactant for preparation of conformationally constrained peptidomimetic inhibitors of signal transducer and activator of transcription 3 (Stat3)
• Reactant for preparation of oxadiazole analogs as nonpeptidic SH2 inhibitors of tyrosine kinase ZAP-70

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves