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H31859

Sigma-Aldrich

5-Hydroxyindole

97%

Synonym(s):

5-Indolol, 5-Hydroxyindole, NSC 87503

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About This Item

Empirical Formula (Hill Notation):
C8H7NO
CAS Number:
Molecular Weight:
133.15
Beilstein:
112349
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

106-108 °C (lit.)

SMILES string

Oc1ccc2[nH]ccc2c1

InChI

1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H

InChI key

LMIQERWZRIFWNZ-UHFFFAOYSA-N

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Application

  • Reactant for preparation of (oxoimidazolidinyl/oxopyrimidinyl)benzenesulfonates as antitumor agents and tubulin inhibitors
  • Reactant for preparation of anthranilic acids
  • Reactant for preparation of indole compounds as dopamine D2 receptor antagonists
  • Reactant for preparation of naphthalimide- or carbazole-containing human β-adrenoceptor ligands
  • Reactant for preparation of melanins as nature-inspired radioprotectors
  • Reactant for preparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitors

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(20-21), 1847-1855 (2009-06-02)
To make analytes amenable for fluorescence (FL) detection, polymer monolith microextraction (PMME) coupled to high-performance liquid chromatography with FL detection was developed for the simultaneous determination of catechols and 5-hydroxyindoleamines (5-HIAs) from urine samples. In this method, a two-step pre-column
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Based on 2-(4-phenoxybenzoyl)-5-hydroxyindole (2), a novel structural class of CaMKII inhibitors were synthesized and further optimized. The strong acidity of the hydroxyl group and the lipophilic group at the 4 and 6-positions were found to be necessary for strong CaMKII
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We describe the validation of a method for the simultaneous analysis of 29 synthetic cannabinoids (SCs) and metabolites, 4 amphetamines, and 2 cannabinoids in human whole blood. This method enables one analysis to cover what previously required multiple analyses for
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The journal of physical chemistry. B, 113(8), 2535-2541 (2009-02-07)
We have investigated the absorption and emission spectrum of 5-hydroxyindole in the gas phase and in various solvents. 5-Hydroxyindole is the fluorophore of the non-natural amino acid 5-hydroxytryptophan, which has attracted recent interest as a novel intrinsic probe for protein

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