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H31859

5-Hydroxyindole

Name: 5-Hydroxyindole
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24895561

EC Number:

217-782-6

Beilstein/REAXYS Number:

112349

MDL number:

MFCD00005677

Assay:

97%

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Properties

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

Description

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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The L293 residue in transmembrane domain 2 of the 5-HT3A receptor is a molecular determinant of allosteric modulation by 5-hydroxyindole.

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

Structural optimization and biological evaluation of 2-substituted 5-hydroxyindole-3-carboxylates as potent inhibitors of human 5-lipoxygenase.

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

Following the excited state relaxation dynamics of indole and 5-hydroxyindole using time-resolved photoelectron spectroscopy.

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

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Global Trade Item Number

SKU	GTIN
H31859-1G	04061833792858