143510

5-Hydroxyindole-2-carboxylic acid

≥96.5%

• Synonyme(s) : NSC 117338
• Formule empirique (notation de Hill) : C₉H₇NO₃
• CAS Number: 21598-06-1
• Poids moléculaire : 177.16
• Beilstein: 153214
• Numéro CE : 244-468-6
• Numéro MDL: MFCD00005615
• Code UNSPSC : 12352100
• ID de substance PubChem : 24848591
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Essai: ≥96.5%
• Forme: powder
• Pf: 249 °C (dec.) (lit.)
• Solubilité: chloroform/ethanol (1:1): soluble 50 mg/mL, clear to slightly hazy, yellow to brown
• Groupe fonctionnel: carboxylic acid
• Chaîne SMILES: 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)
• Clé InChI: BIMHWDJKNOMNLD-UHFFFAOYSA-N

Description

Description générale

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

Application

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves