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Merck
CN

424048

2,6-二喹啉二醇

别名:

2,6-Dihydroxyquinoline, 6-Hydroxycarbostyril

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经验公式(希尔记法):
C9H7NO2
化学文摘社编号:
分子量:
161.16
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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InChI

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

SMILES string

Oc1ccc2nc(O)ccc2c1

InChI key

AQLYZDRHNHZHIS-UHFFFAOYSA-N

mp

>300 °C (lit.)

General description

2,6-Quinolinediol is a substituted quinoline compound. It has been prepared starting from 6-methoxyquinoline. It has been reported to be one of the UV-absorbing compounds (UAC) found in cow milk.

Application

2,6-Quinolinediol may be used as a test compound to investigate the carcinogenicity of the naturally occurring quinoline metabolite of tryptophan. The study was conducted by suspending tryptophan metabolites in cholesterol pellets, followed by the surgical implantation of the pellets into the mice bladder. It may be used as a reactant in the synthesis of 2-chloro-6-quinolinol by reacting with POCl3 (phosphorus oxychloride).
Reactant involved in synthesis of:
  • (Benzyloxy)methylquinolinone derivatives for use as PDE3 inhibitors
  • Substances related to cilostazol
  • 2,6-Quinolinyl derivatives for use as VLA-4 / VCAM-1 antagonists

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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2, 6-Quinolinyl derivatives as potent VLA-4 antagonists.
Lassoie MA, et al.
Bioorganic & Medicinal Chemistry Letters, 17(1), 142-146 (2007)
Mouse bladder carcinogenicity of certain tryptophan metabolites and other aromatic nitrogen compounds suspended in cholesterol.
Bryan GT, et al.
Cancer Research, 24(4), 596-602 (1964)
In vivo elution of tryptophan metabolites and other aromatic nitrogen compounds from cholesterol pellets implanted into mouse bladders.
Bryan GT, et al.
Cancer Research, 24(4), 586-595 (1964)
Pascal Rouge et al.
Food chemistry, 141(3), 1888-1894 (2013-07-23)
The aim of this work was to characterise new UV-absorbing compounds (UAC) in cow milk in order to gain an overview of the molecular diversity of the minor bioactive constituents, that could be used to trace animal feed or that

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