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Merck

H6878

8-Hydroxyquinoline

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
UNSPSC Code:
12352005
NACRES:
NA.21
PubChem Substance ID:
24895771
EC Number:
205-711-1
Beilstein/REAXYS Number:
114512
MDL number:
MFCD00006807

Key Documents

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InChI key

MCJGNVYPOGVAJF-UHFFFAOYSA-N

InChI

1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H

SMILES string

Oc1cccc2cccnc12

assay

≥98.5%

mp

72.5-74.0 °C

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes, enzyme | inhibits

Quality Level

200

form

powder (or crystalline powder or flakes)

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General description

Chemical structure: quinolone

Application

Used as a lipophilic monoprotic bidentate chelating agent.

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

148-24-3

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
0000506795
0000506795
0000463312
0000463312
0000463311

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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
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
Saverio Tardito et al.
Journal of medicinal chemistry, 55(23), 10448-10459 (2012-11-23)
This study reports the structure-activity relationship of a series of 8-hydroxoquinoline derivatives (8-HQs) and focuses on the cytotoxic activity of 5-Cl-7-I-8-HQ (clioquinol, CQ) copper complex (Cu(CQ)). 8-HQs alone cause a dose-dependent loss of viability of the human tumor HeLa and
Huiguo Lai et al.
Antiviral research, 97(1), 74-80 (2012-11-07)
Four serotypes of dengue virus (DENV1-4), mosquito-borne members of Flaviviridae family cause frequent epidemics causing considerable morbidity and mortality in humans throughout tropical regions of the world. There is no vaccine or antiviral therapeutics available for human use. In a
Erik H J G Aarntzen et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 19(6), 1525-1533 (2013-02-06)
Anticancer dendritic cell (DC) vaccines require the DCs to relocate to lymph nodes (LN) to trigger immune responses. However, these migration rates are typically very poor. Improving the targeting of ex vivo generated DCs to LNs might increase vaccine efficacy
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