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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:
1953-54-4
Molecular Weight:
133.15
Beilstein/REAXYS Number:
112349
EC Number:
217-782-6
MDL number:
MFCD00005677
UNSPSC Code:
12352100
PubChem Substance ID:
24895561
NACRES:
NA.22

Quality Level

100

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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Related Categories

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

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

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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David Robinson et al.
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
Ribosomal synthesis of cyclic peptides with a fluorogenic oxidative coupling reaction.
Yusuke Yamagishi et al.
Chembiochem : a European journal of chemical biology, 10(9), 1469-1472 (2009-05-28)
Rui Shen Ong et al.
Drug testing and analysis, 12(2), 195-214 (2019-10-09)
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
Ruth Livingstone et al.
The Journal of chemical physics, 135(19), 194307-194307 (2011-11-25)
Time-resolved photoelectron spectroscopy was used to obtain new information about the dynamics of electronic relaxation in gas-phase indole and 5-hydroxyindole following UV excitation with femtosecond laser pulses centred at 249 nm and 273 nm. Our analysis of the data was
Gretchen Y López-Hernández et al.
Neuropharmacology, 56(4), 821-830 (2009-08-26)
One approach for the identification of therapeutic agents for Alzheimer's disease has focused on the research of alpha7 nAChR-selective agonists such as the partial agonists 3-(4-hydroxy,2-methoxybenzylidene)anabaseine (4OH-GTS-21) and, more recently, 2-[2-(4-bromophenyl)-2-oxoethyl]-1-methyl pyridinium (S 24795). An alternative approach for targeting alpha7
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