Skip to Content
Merck
All Photos(1)

Key Documents

H31859

Sigma-Aldrich

5-Hydroxyindole

97%

Synonym(s):

5-Indolol, 5-Hydroxyindole, NSC 87503

Sign Into View Organizational & Contract Pricing


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

Looking for similar products? Visit Product Comparison Guide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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
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
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
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service