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143510

5-Hydroxyindole-2-carboxylic acid

≥96.5%

Synonym(s):

NSC 117338

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About This Item

Empirical Formula (Hill Notation):
C9H7NO3
CAS Number:
21598-06-1
Molecular Weight:
177.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848591
EC Number:
244-468-6
Beilstein/REAXYS Number:
153214
MDL number:
MFCD00005615
Assay:
≥96.5%
Form:
powder
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Quality Segment

200

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

functional group

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)

InChI key

BIMHWDJKNOMNLD-UHFFFAOYSA-N

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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