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22019

Sigma-Aldrich

8-Hydroxychinolin

≥99% (perchloric acid titration)

Synonym(e):

8-Chinolinol, 8-Oxychinolin, Oxin

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About This Item

Empirische Formel (Hill-System):
C9H7NO
CAS-Nummer:
148-24-3
Molekulargewicht:
145.16
Beilstein:
114512
EG-Nummer:
205-711-1
MDL-Nummer:
MFCD00006807
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57647959

Assay

≥99% (perchloric acid titration)

Form

solid

Glührückstand

≤0.05% (as SO4)

mp (Schmelzpunkt)

70-76 °C
72.5-74.0 °C

Anionenspuren

chloride (Cl-): ≤20 mg/kg
sulfate (SO42-): ≤100 mg/kg

Wirkungsspektrum von Antibiotika

fungi

Wirkungsweise

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

InChIKey

MCJGNVYPOGVAJF-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: quinolone

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

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Mahmud Tareq Hassan Khan et al.
Journal of medicinal chemistry, 52(1), 48-61 (2008-12-17)
In the present work, 22 compounds of the U.S. NCI compound library (size 273K) were identified as putative thermolysin binders by structure based virtual screening with the ICM software (ICM-VLS). In vitro competitive binding assays confirmed that 12 were thermolysin
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
Tomoko Fukuuchi et al.
Bioorganic & medicinal chemistry letters, 16(23), 5982-5987 (2006-09-22)
Various compounds were evaluated for ability to inhibit the formation of the abnormal protease-resistant form of prion protein (PrP-res) in two cell lines infected with different prion strains. Examination of the structure-activity relationships indicated that compounds with copper-selective chelating ability
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
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