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143510

Sigma-Aldrich

5-Hydroxyindole-2-carboxylic acid

≥96.5%

Sinónimos:

NSC 117338

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About This Item

Fórmula empírica (notación de Hill):
C9H7NO3
Número de CAS:
21598-06-1
Peso molecular:
177.16
Beilstein/REAXYS Number:
153214
EC Number:
244-468-6
MDL number:
MFCD00005615
UNSPSC Code:
12352100
PubChem Substance ID:
24848591
NACRES:
NA.22

assay

≥96.5%

form

powder

mp

249 °C (dec.) (lit.)

solubility

chloroform/ethanol (1:1): soluble 50 mg/mL, clear to slightly hazy, yellow to brown

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)

InChI key

BIMHWDJKNOMNLD-UHFFFAOYSA-N

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General description

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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