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Sigma-Aldrich

2,8-Chinolindiol

≥99.0% (HPLC)

Synonym(e):

2,8-Dihydroxy-chinolin

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About This Item

Empirische Formel (Hill-System):
C9H7NO2
CAS-Nummer:
15450-76-7
Molekulargewicht:
161.16
Beilstein:
472906
MDL-Nummer:
MFCD00216696
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57649744
NACRES:
NA.22

Assay

≥99.0% (HPLC)

Form

powder

mp (Schmelzpunkt)

~290 °C (dec.)

SMILES String

Oc1ccc2cccc(O)c2n1

InChI

1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)

InChIKey

ZXZKYYHTWHJHFT-UHFFFAOYSA-N

Allgemeine Beschreibung

2,8-Quinolinediol is a quinolone derivative. It has been reported as metabolite of 8-hydroxyquinoline-N-oxide in rabbits. Synthesis of 2,8-quinolinediol has been reported. It is reported as one of the six possible forms of 8-hydroxycarbostyril. It has been detected as new UV-absorbing compound (UAC) in cow milk and its structure was elucidated using HRMS and by 1H, 13C and 1H ×13C NMR.It is also known as 8-hydroxycarbostyril or 8-hydroxyquinolin-2(1H)-one.
8-hydroxyquinolin-2(1H)-one has been reported as the tautomeric form of 2,8-quinolinediol. 2,8-Quinolinediol (2,8-Dihydroxyquinoline) has been identified as one of the metabolite of quinolone formed in the culture medium of gram-negative bacteria, Pseudomonas stutzeri.

Anwendung

2,8-Quinolinediol is suitable for use as standard in a study to identify the urinary metabolites for the toxicity related processes and pathogenesis induced by doxorubicin (DOX) to rats by online and off-line LC-MS techniques. It may be used as starting reagent for the preparation of two powerful β2-adrenergic receptor agonists, used for the treatment of asthma:
  • Procaterol
  • Indacaterol

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Two polymorphs of 8-hydroxycarbostyril: X-ray crystallography, solid-state NMR and DFT calculations.
Nieto CI, et al.
Journal of Molecular Structure, 1008, 88-94 (2012)
Jiangshan Wang et al.
Metabolomics : Official journal of the Metabolomic Society, 5(4), 407-418 (2010-01-05)
A metabolomics-based systems toxicology approach was used to profile the urinary metabolites for the toxicity related processes and pathogenesis induced by doxorubicin (DOX) to rats. Endogenous metabolite profiles were obtained with ultra performance liquid chromatography-mass spectrometry (UPLC-MS) for rats receiving
O P Shukla
Applied and environmental microbiology, 51(6), 1332-1342 (1986-06-01)
A Pseudomonas sp. isolated from sewage by enrichment culture on quinoline metabolized this substrate by a novel pathway involving 8-hydroxycoumarin. During early growth of the organism on quinoline, 2-hydroxyquinoline accumulated as the intermediate; 8-hydroxycoumarin accumulated as the major metabolite on
Polymorphism in 8-Hydroxyquinolin-2(1H)-one by X-ray Crystallography, Solid-State NMR and DFT Calculations.
Claramunt RM, et al.
Acta Crystallographica, A67, C816-C817 (2011)
The identification of 2,8-quinolinediol in the urine of rats fed a diet containing corn.
K Inagami et al.
The Journal of biological chemistry, 240(9), 3682-3684 (1965-09-01)
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