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Merck
CN

37640

2,8-Quinolinediol

≥99.0% (HPLC)

Synonym(s):

2,8-Dihydroxyquinoline

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About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
NACRES:
NA.22
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
472906
Assay:
≥99.0% (HPLC)
Form:
powder
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Quality Level

assay

≥99.0% (HPLC)

form

powder

mp

~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)

InChI key

ZXZKYYHTWHJHFT-UHFFFAOYSA-N

General description

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.

Application

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


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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
Muhammad Bilal et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 183, 417-424 (2017-05-06)
A green tunable dispersive liquid-liquid micro extraction (TDLLME) technique was established for the simultaneous enrichment of lead (Pb) and cadmium (Cd) from different lakes water before analysis by flame atomic absorption spectrometry (FAAS). A solvent known as tunable polarity solvent



Global Trade Item Number

SKUGTIN
37640-1G-F04061831835182
37640-5G-F04061833348345