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8-Quinolinol

Name: 8-Quinolinol
Brand: SIAL

puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99% (perchloric acid titration)

Synonym(s):

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

Beilstein:

114512

EC Number:

205-711-1

MDL number:

MFCD00006807

UNSPSC Code:

12352100

PubChem Substance ID:

57648688

NACRES:

NA.21

grade

ACS reagent
puriss. p.a.

Quality Level

200

Agency

reag. Ph. Eur.

Assay

≥99% (perchloric acid titration)

form

solid

technique(s)

titration: suitable

impurities

≤0.05% insoluble in ethanol

ign. residue

≤0.05% (as SO₄)

mp

72.5-74.0 °C
72.5-75 °C

anion traces

chloride (Cl^-): ≤10 mg/kg
sulfate (SO₄^2-): ≤100 mg/kg

suitability

passes test for suitability for Mg decision

antibiotic activity spectrum

fungi

Mode of action

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

InChI key

MCJGNVYPOGVAJF-UHFFFAOYSA-N

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General description

8-Quinolinol (QOH) forms complexes with heavy metals [Pt(II), Pb(II), Bi(III), Ir(III)]. These complexes show long-lived phosphorescence and excited state absorption in solutions. It has been reported to form metal chelate complexes. Immobilized 8-quinolinol has been widely used in the preconcentration step during the extraction of metals.

Chemical structure: quinolone

Pictograms

GHS06,GHS08,GHS05,GHS09

Signal Word

Danger

Hazard Statements

H301,H317,H318,H360D,H410

Precautionary Statements

P202 - P273 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis, crystal structure and spectral properties of VO (acetylacetone benzoylhydrazone)(8-quinolinol).

Liu SX and Gao S.

Polyhedron, 17(1), 81-84 (1998)

The reactions of 8-quinolinol.

Phillips JP.

Chemical Reviews, 56(2), 271-297 (1956)

Synthesis of silica-immobilized 8-quinolinol with (aminophenyl) trimethoxysilane.

Marshall MA and Mottola HA.

Analytical Chemistry, 55(13), 2089-2093 (1983)

Phosphorescent 8-quinolinol metal chelates. Excited-state properties and redox behavior.

Ballardini R, et al.

Inorganic Chemistry, 25(22), 3858-3865 (1986)

Novel tacrine-8-hydroxyquinoline hybrids as multifunctional agents for the treatment of Alzheimer's disease, with neuroprotective, cholinergic, antioxidant, and copper-complexing properties.

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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