H6878

8-Hydroxyquinoline

Name: 8-Hydroxyquinoline
Brand: SIAL

Synonym(s):

8-Quinolinol, 8-Hydroxyquinoline, 8-Oxychinolin, Oxine

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About This Item

Empirical Formula (Hill Notation):

C₉H₇NO

CAS Number:

148-24-3

Molecular Weight:

145.16

Beilstein/REAXYS Number:

114512

EC Number:

205-711-1

MDL number:

MFCD00006807

UNSPSC Code:

12352005

PubChem Substance ID:

24895771

NACRES:

NA.21

Key Documents

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assay

≥98.5%

Quality Level

200

form

powder

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

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Show Differences

1 of 4

This Item	1.07098	13-2510	36524
Sigma-Aldrich H6878 8-Hydroxyquinoline	Supelco 1.07098 8-Hydroxyquinoline	Sigma-Aldrich 13-2510 8-Quinolinol	Supelco 36524 8-Quinolinol
mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action -	mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action DNA synthesis \| interferes, enzyme \| inhibits
antibiotic activity spectrum fungi	antibiotic activity spectrum -	antibiotic activity spectrum fungi	antibiotic activity spectrum fungi
Quality Level 200	Quality Level 200	Quality Level -	Quality Level 100
form powder	form solid	form solid	form -
assay ≥98.5%	assay -	assay ≥99.0%	assay 98-100% (GC)
mp 72.5-74.0 °C	mp 72.5-74.0 °C	mp 72.5-74.0 °C	mp 72.5-74.0 °C

General description

Chemical structure: quinolone

Application

Used as a lipophilic monoprotic bidentate chelating agent.

pictograms

GHS06,GHS08,GHS05,GHS09

signalword

Danger

hcodes

H301,H317,H318,H360D,H410

pcodes

P202 - P273 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000463312

0000463311

0000438824

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Generalized enzymatic mechanism of catalysis by tetrameric L-asparaginases from mesophilic bacteria.

Pawel Strzelczyk et al.

Scientific reports, 10(1), 17516-17516 (2020-10-17)

The mechanism of catalysis by the L-glutaminase-asparaginase from Pseudomonas 7A (PGA) was investigated using structural, mass spectrometry, and kinetic data. We had previously proposed mechanism of hydrolysis of L-Asn by the type II L-asparaginase from E. coli (EcAII), but that

Novel tacrine-8-hydroxyquinoline hybrids as multifunctional agents for the treatment of Alzheimer's disease, with neuroprotective, cholinergic, antioxidant, and copper-complexing properties.

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

An asymmetric synthesis of 1,2,4-trioxane anticancer agents via desymmetrization of peroxyquinols through a Brønsted acid catalysis cascade.

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

Intra-arterial infusion of human bone marrow-derived mesenchymal stem cells results in transient localization in the brain after cerebral ischemia in rats.

Bhimashankar Mitkari et al.

Experimental neurology, 239, 158-162 (2012-10-13)

Cell therapies from various sources have been under intense research in stroke. Efficient homing of the cells to the injured brain without complications is necessary to realize the therapeutic potential of cell therapy. Intra-arterial (IA) infusion of cells bypasses the

Type I Interferon Response Dysregulates Host Iron Homeostasis and Enhances Candida glabrata Infection.

Michael Riedelberger et al.

Cell host & microbe, 27(3), 454-466 (2020-02-23)

Type I interferons (IFNs-I) fulfil multiple protective functions during pathogenic infections, but they can also cause detrimental effects and enhance immunopathology. Here, we report that IFNs-I promote the dysregulation of iron homeostasis in macrophages during systemic infections with the intracellular

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