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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:
Molecular Weight:
177.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-468-6
Beilstein/REAXYS Number:
153214
MDL number:
Assay:
≥96.5%
Form:
powder
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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

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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E Pussard et al.
Clinical chemistry, 42(7), 1086-1091 (1996-07-01)
We describe an isocratic liquid-chromatographic method with amperometric detection for determination of serotonin by rapid sample preparation. Platelet-poor plasma and platelets were injected after a single deproteinization step with perchloric acid. Addition of sodium borohydride to whole blood avoids oxidation
S Ito et al.
The Biochemical journal, 143(1), 207-217 (1974-10-01)
The reflecting material of the tapetum lucidum of the sea catfish (Arius felis) was chromatographed on Sephadex LH-20 in methanol-dimethyl sulphoxide-formic acid. Two components were present: one, showing an absorption maximum at 330nm, was tapetal pigment; the other, at 257nm
Zebin Lin et al.
Biomedical chromatography : BMC, 33(10), e4626-e4626 (2019-06-22)
N-Ethylpentylone (NEP) is a popular synthetic cathinone abused worldwide. To obtain more information about its pharmacokinetics and pharmacodynamics, a rapid, simple and sensitive liquid chromatography-tandem mass spectrometry method was developed for the determination of NEP, two important neurotransmitters, dopamine and



Global Trade Item Number

SKUGTIN
143510-5G04061832841557
143510-1G04061838346032