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Sigma-Aldrich

8-Quinolinol hemisulfate salt

≥98.0% (dry substance, T), yellow

Synonym(s):

8-Hydroxyquinoline hemisulfate salt

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About This Item

Empirical Formula (Hill Notation):
C18H14N2O2 · H2SO4
CAS Number:
134-31-6
Molecular Weight:
388.39
Beilstein/REAXYS Number:
3760550
EC Number:
205-137-1
MDL number:
MFCD00013095
UNSPSC Code:
12352100
PubChem Substance ID:
57651498
NACRES:
NA.22

description

C9H7NO · ½H2SO4 (Linear Formula)

assay

≥98.0% (dry substance, T)

impurities

~5% water

color

yellow

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

OS(O)(=O)=O.Oc1cccc2cccnc12.Oc3cccc4cccnc34

InChI

1S/2C9H7NO.H2O4S/c2*11-8-5-1-3-7-4-2-6-10-9(7)8;1-5(2,3)4/h2*1-6,11H;(H2,1,2,3,4)

InChI key

YYVFXSYQSOZCOQ-UHFFFAOYSA-N

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General description

Chemical structure: quinolone

Application

8-Quinolinol hemisulfate salt (8-OHQ) may be used in the preparation of Cu[8-OHQ]2, which shows proteasome-inhibitory activity.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kenyon G Daniel et al.
Biochemical pharmacology, 67(6), 1139-1151 (2004-03-10)
Here we report that organic copper complexes can potently and selectively inhibit the chymotrypsin-like activity of the proteasome in vitro and in vivo. Several copper compounds, such as NCI-109268 and bis-8-hydroxyquinoline copper(II) [Cu(8-OHQ)(2)], can inhibit the chymotrypsin-like activity of purified
Meng Zhang et al.
Inorganic chemistry, 51(21), 11315-11323 (2012-10-09)
An artificial peptide with three pendant hydroxyquinoline (hq) ligands on a palindromic backbone was designed and used to form multimetallic assemblies. Reaction of the tripeptide with zinc acetate led to a highly fluorescent tripeptide duplex with three Zn(II) coordinative cross-links.
Steve Comby et al.
Inorganic chemistry, 51(19), 10158-10168 (2012-09-15)
A novel near-infrared (NIR) emissive lanthanide-based zinc sensor was designed, based on the self-assembly in aqueous solution between the nonemissive coordinatively unsaturated Yb(III) cyclen complex 2·Yb and the sulfonated 8-hydroxyquinoline (8-HQS) chromophore, which was employed as a sensitizing antenna. The
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
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
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