164984
8-Hydroxyquinoline
≥99%
Synonym(s):
8-Quinolinol, 8-Hydroxyquinoline, 8-Oxychinolin, Oxine
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About This Item
Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
Molecular Weight:
145.16
EC Number:
205-711-1
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
114512
assay
≥99%
mp
72.5-74.0 °C
antibiotic activity spectrum
fungi
mode of action
DNA synthesis | interferes, enzyme | inhibits
SMILES string
Oc1cccc2cccnc12
InChI
1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
InChI key
MCJGNVYPOGVAJF-UHFFFAOYSA-N
General description
Chemical structure: quinolone
Application
Metal-chelating agent
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signalword
Danger
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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María Isabel Fernández-Bachiller et al.
Journal of medicinal chemistry, 53(13), 4927-4937 (2010-06-16)
Tacrine and PBT2 (an 8-hydroxyquinoline derivative) are well-known drugs that inhibit cholinesterases and decrease beta-amyloid (Abeta) levels by complexation of redox-active metals, respectively. In this work, novel tacrine-8-hydroxyquinoline hybrids have been designed, synthesized, and evaluated as potential multifunctional drugs for
Mahmud Tareq Hassan Khan et al.
Journal of medicinal chemistry, 52(1), 48-61 (2008-12-17)
In the present work, 22 compounds of the U.S. NCI compound library (size 273K) were identified as putative thermolysin binders by structure based virtual screening with the ICM software (ICM-VLS). In vitro competitive binding assays confirmed that 12 were thermolysin
David M Rubush et al.
Journal of the American Chemical Society, 134(33), 13554-13557 (2012-08-09)
The desymmetrization of p-peroxyquinols using a Brønsted acid-catalyzed acetalization/oxa-Michael cascade was achieved in high yields and selectivities for a variety of aliphatic and aryl aldehydes. Mechanistic studies suggest that the reaction proceeds through a dynamic kinetic resolution of the peroxy