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Merck

N8141

4-Nitroquinoline N-oxide

≥98%

Synonym(s):

4-NQO, 4-Nitroquinoline 1-oxide

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About This Item

Empirical Formula (Hill Notation):
C9H6N2O3
CAS Number:
56-57-5
Molecular Weight:
190.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57654464
EC Number:
200-281-1
Beilstein/REAXYS Number:
165756
MDL number:
MFCD00006738

Key Documents

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Product Name

4-Nitroquinoline N-oxide, ≥98%

assay

≥98%

InChI

1S/C9H6N2O3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6H

InChI key

YHQDZJICGQWFHK-UHFFFAOYSA-N

SMILES string

[O-][N+](=O)c1cc[n+]([O-])c2ccccc12

color

yellow to brown

mp

154-156 °C (lit.)

solubility

acetone: soluble, clear to hazy

storage temp.

−20°C

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Application

4-Nitroquinoline N-oxide has been used as a model compound to study its carcinogenic effects.

Biochem/physiol Actions

Skin and lung tumor initiator under experimental conditions.

General description

4-Nitroquinoline N-oxide is a quinoline derivative widely used in chemical research and development.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H350

Hazard Classifications

Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6760V
WXBD5722V
WXBD4730V
WXBD3423V
WXBD1945V

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The antimutagenic effect of monoterpenes against UV-irradiation-, 4NQO-and t-BOOH-induced mutagenesis in coli.
Nikolic B, et al.
Archives of Biological Sciences, 63(1), 117-128 (2011)
Interplay of DNA repair, homologous recombination, and DNA polymerases in resistance to the DNA damaging agent 4-nitroquinoline-1-oxide in Escherichia coli.
Williams AB, et al.
DNA Repair, 9(10), 1090-1097 (2010)
Ye Du et al.
Environment international, 135, 105369-105369 (2019-12-17)
Effluents from wastewater treatment plants (WWTPs) may contain various pollutants with potential toxic effects. Ozonation is widely applied to purify wastewater, which may influence the toxicity and water quality indices simultaneously. The main goal of this study was to reveal
Jing Li et al.
Oral oncology, 49(4), 299-305 (2012-11-29)
Lymph node metastasis is one of the most important prognostic factors in oral squamous cell carcinoma. However, regional lymph node metastasis from oral cancer has barely been investigated in 4-nitroquinoline-1-oxide (4NQO) models. In this study, we developed a 4NQO-treated mouse
Ting-Hui Chu et al.
Cancer letters, 337(1), 115-124 (2013-06-04)
miR-211 up-regulation and transforming growth factor-β type II receptor (TGFβRII) down-regulation are associated with poor prognosis of head and neck squamous cell carcinoma (HNSCC). miR-211 directly targets TGFβRII with the miR-211-TGFβRII-c-Myc axis promoting HNSCC progression. An inverse correlation of miR-211
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