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55100

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:
3760550
EC Number:
205-137-1
MDL number:
MFCD00013095
UNSPSC Code:
12352100
PubChem Substance ID:
57651498
NACRES:
NA.22
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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.[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC8613
BCCB2757
BCBZ7581
BCBW8256
BCBW7445

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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
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
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
Jean-Philippe Hauzeur et al.
International orthopaedics, 37(1), 131-136 (2012-11-28)
The aim of the study was to control the in vivo localisation of implanted cells in cell-based therapies. Labelling cells with (111)indium-oxine is one of the most interesting methods proposed. We evaluated this method in the setting of autologous osteoblast
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
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