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37640

Sigma-Aldrich

2,8-Quinolinediol

≥99.0% (HPLC)

Sinonimo/i:

2,8-Dihydroxyquinoline

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1 G
CHF 39.30

CHF 39.30


Spedizione prevista il21 maggio 2025


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Cambia visualizzazione
1 G
CHF 39.30

About This Item

Formula empirica (notazione di Hill):
C9H7NO2
Numero CAS:
Peso molecolare:
161.16
Beilstein:
472906
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 39.30


Spedizione prevista il21 maggio 2025


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Saggio

≥99.0% (HPLC)

Stato

powder

Punto di fusione

~290 °C (dec.)

Stringa SMILE

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)
ZXZKYYHTWHJHFT-UHFFFAOYSA-N

Descrizione generale

2,8-Quinolinediol is a quinolone derivative.[1] It has been reported as metabolite of 8-hydroxyquinoline-N-oxide in rabbits.[1] Synthesis of 2,8-quinolinediol has been reported.[1] It is reported as one of the six possible forms of 8-hydroxycarbostyril.[2] 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.[3]It is also known as 8-hydroxycarbostyril or 8-hydroxyquinolin-2(1H)-one.[4]
8-hydroxyquinolin-2(1H)-one has been reported as the tautomeric form of 2,8-quinolinediol.[2] 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.[5]

Applicazioni

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.[6] 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[4]

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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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
O P Shukla
Microbios, 59(238), 47-63 (1989-01-01)
A Gram-negative, oxidase positive, polar flagellated rod, characterised as Pseudomonas stutzeri, has been isolated from sewage by enrichment culture on quinoline. The organism utilizes quinoline as the sole source of carbon, nitrogen and energy, and liberates UV absorbing and phenolic
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
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
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)

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