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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
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
Sunil S Patil et al.
Acta poloniae pharmaceutica, 69(6), 1087-1093 (2013-01-05)
Mixed ligand Th(IV) complexes of the type [M(Q)(L)(NO3)2] x 2 H2O have been synthesized using 8-hydroxyquinoline (HQ) as a primary ligand and N- and/or O- donor amino acids (HL) such as L-lysine, L-aspartic acid and L-cysteine as secondary ligands. The
T A Chupakhina et al.
Bioorganicheskaia khimiia, 38(4), 482-488 (2012-11-30)
In the phase transfer system solid calcium carbonate--acetonitrile per acetylated O-beta-D-glucosaminides of 8-quinolinol, 2-methyl-8-quinolinol and 5-chloro-8-quinolinol were synthesized. Zemplen deacetylation was led to corresponding trioles. Obtained O-beta-D-glucosaminides were identified with 1H-NMR spectroscopy. Antimicrobial activity of deacetylated forms has been studied
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