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H31859

5-Hydroxyindole

Name: 5-Hydroxyindole
Brand: ALDRICH

97%

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Synonym(s):

5-Indolol, 5-Hydroxyindole, NSC 87503

Empirical Formula (Hill Notation):

C₈H₇NO

CAS Number:

1953-54-4

Molecular Weight:

133.15

Beilstein:

112349

EC Number:

217-782-6

MDL number:

MFCD00005677

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

Heterocyclic Building Blocks

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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

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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

Positive modulation of alpha7 nAChR responses in rat hippocampal interneurons to full agonists and the alpha7-selective partial agonists, 4OH-GTS-21 and S 24795.

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

Electronic structure of 5-hydroxyindole: from gas phase to explicit solvation.

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

Simultaneous analysis of 29 synthetic cannabinoids and metabolites, amphetamines, and cannabinoids in human whole blood by liquid chromatography-tandem mass spectrometry - A New Zealand perspective of use in 2018.

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

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