H31859
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:
Molecular Weight:
133.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-782-6
Beilstein/REAXYS Number:
112349
MDL number:
Product Name
5-Hydroxyindole, 97%
InChI key
LMIQERWZRIFWNZ-UHFFFAOYSA-N
InChI
1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H
SMILES string
Oc1ccc2[nH]ccc2c1
assay
97%
mp
106-108 °C (lit.)
Quality Level
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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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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
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
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
Uday Praful Kundap et al.
Pharmaceuticals (Basel, Switzerland), 13(6) (2020-05-30)
Epilepsy is a serious neurological disorder affecting around 70 million people globally and is characterized by spontaneous recurrent seizures. Recent evidence indicates that dysfunction in metabolic processes can lead to the alteration of neuronal and network excitability, thereby contributing to
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