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N8141

Sigma-Aldrich

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
Beilstein:
165756
EC Number:
200-281-1
MDL number:
MFCD00006738
UNSPSC Code:
12352100
PubChem Substance ID:
57654464
NACRES:
NA.22

Assay

≥98%

color

yellow to brown

mp

154-156 °C (lit.)

solubility

acetone: soluble, clear to hazy

storage temp.

−20°C

SMILES string

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

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

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General description

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

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.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350

Hazard Classifications

Carc. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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Articles

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Carcinogenesis and Epigenetics

Protocols

US EPA Method 8270 (Appendix IX): GC Analysis of Semivolatiles on Equity®-5 (30 m x 0.25 mm I.D., 0.50 μm)

US EPA Method 8270 (Appendix IX): GC Analysis of Semivolatiles on Equity®-5 (30 m x 0.25 mm I.D., 0.50 μm)

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