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:
Molecular Weight:
177.16
Beilstein:
153214
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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