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Safety Information

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:
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 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

H31859-500MG:
H31859-250MG:
H31859-50G:
H31859-VAR:
H31859-BULK:
H31859-250G:
H31859-25G:
H31859-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC6845
BCCB2415
BCBV3052
BCBR1283V
BCBQ0501V

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Sigma-Aldrich

511188

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Xiang-Qun Hu et al.
Neuropharmacology, 54(8), 1153-1165 (2008-04-26)
Allosteric modulation of ligand-gated ion channels can play important roles in shaping synaptic transmission. The function of the 5-hydroxytryptamine (serotonin) type 3 (5-HT(3)) receptor, a member of the Cys-loop ligand-gated ion channel superfamily, is modulated by a variety of compounds
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
Eva-Maria Karg et al.
Journal of medicinal chemistry, 52(11), 3474-3483 (2009-06-06)
Pharmacological suppression of leukotriene biosynthesis by inhibitors of 5-lipoxygenase (5-LO) is a strategy to intervene with inflammatory and allergic disorders. We recently presented 2-amino-5-hydroxy-1H-indoles as efficient 5-LO inhibitors in cell-based and cell-free assays. Structural optimization led to novel benzo[g]indole-3-carboxylates exemplified
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
Yu-Bo Wu et al.
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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