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37640

Sigma-Aldrich

2,8-Quinolinediol

≥99.0% (HPLC)

Sinônimo(s):

2,8-Dihydroxyquinoline

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R$ 380,00

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R$ 380,00

About This Item

Fórmula empírica (Notação de Hill):
C9H7NO2
Número CAS:
Peso molecular:
161.16
Beilstein:
472906
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

R$ 380,00


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Ensaio

≥99.0% (HPLC)

Formulário

powder

pf

~290 °C (dec.)

cadeia de caracteres SMILES

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)

chave InChI

ZXZKYYHTWHJHFT-UHFFFAOYSA-N

Descrição geral

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]

Aplicação

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]

Pictogramas

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Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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)
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)
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
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

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