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Details

Stereochemistry ACHIRAL
Molecular Formula C9H6N2O3
Molecular Weight 190.1555
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-NITROQUINOLINE-N-OXIDE

SMILES

[O-][N+](=O)C1=C2C=CC=CC2=[N+]([O-])C=C1

InChI

InChIKey=YHQDZJICGQWFHK-UHFFFAOYSA-N
InChI=1S/C9H6N2O3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6H

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
p53 protein activates the transcription of human proliferating cell nuclear antigen in response to 4-nitroquinoline N-oxide treatment.
2005-02
Dietary zinc modulation of COX-2 expression and lingual and esophageal carcinogenesis in rats.
2005-01-05
Differential regulation of gene expression by RNA polymerase II in response to DNA damage.
2004-12-17
Suppressive effects of a selective cyclooxygenase-2 inhibitor, etodolac, on 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis.
2004-12
Therapeutic efficacy of green tea polyphenols on cellular thiols in 4-Nitroquinoline 1-oxide-induced oral carcinogenesis.
2004-10-15
Hot spots for modulating toxicity identified by genomic phenotyping and localization mapping.
2004-10-08
Ectopic expression of tyrosinase increases melanin synthesis and cell death following UVB irradiation in fibroblasts from familial atypical multiple mole and melanoma (FAMMM) patients.
2004-10
Genomic instability in non-neoplastic oral mucosa cells can predict risk during 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis.
2004-10
The yeast phosphotyrosyl phosphatase activator protein, yPtpa1/Rrd1, interacts with Sit4 phosphatase to mediate resistance to 4-nitroquinoline-1-oxide and UVA.
2004-08
High frequency methylation of p16INK4A gene during 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis.
2004-07
The Werner syndrome protein confers resistance to the DNA lesions N3-methyladenine and O6-methylguanine: implications for WRN function.
2004-06-03
Effects of genotoxic compounds on DNA and development of early and late grass shrimp embryo stages.
2004-06
On the relevance of genotoxicity for fish populations II: genotoxic effects in zebrafish (Danio rerio) exposed to 4-nitroquinoline-1-oxide in a complete life-cycle test.
2004-05-28
On the relevance of genotoxicity for fish populations I: effects of a model genotoxicant on zebrafish (Danio rerio) in a complete life-cycle test.
2004-05-28
Apple phytochemicals and their health benefits.
2004-05-12
Genotoxicity of tamoxifen citrate and 4-nitroquinoline-1-oxide in the wing spot test of Drosophila melanogaster.
2004-05
Yeast MPH1 gene functions in an error-free DNA damage bypass pathway that requires genes from Homologous recombination, but not from postreplicative repair.
2004-04
Enhanced stimulation of chromosomal translocations by radiomimetic DNA damaging agents and camptothecin in Saccharomyces cerevisiae rad9 checkpoint mutants.
2004-03-22
Investigation of the antimutagenic effects of selected South African medicinal plant extracts.
2004-02
The Neurospora crassa mus-19 gene is identical to the qde-3 gene, which encodes a RecQ homologue and is involved in recombination repair and postreplication repair.
2004-02
Dietary protocatechuic acid during the progression phase exerts chemopreventive effects on chemically induced rat tongue carcinogenesis.
2004-01-20
Oral cavity and esophageal carcinogenesis modeled in carcinogen-treated mice.
2004-01-01
A p53-independent pathway regulates nucleolar segregation and antigen translocation in response to DNA damage induced by UV irradiation.
2004-01-01
Anti-stress activity of Propionibacterium freudenreichii : identification of a reactivative protein.
2004-01
Expressions of junB and c-fos are enhanced in 4-nitroquinoline 1-oxide-induced rat tongue cancers.
2004-01
Transgenerational transmission of radiation- and chemically induced tumors and congenital anomalies in mice: studies of their possible relationship to induced chromosomal and molecular changes.
2004
A yeast-based method for the detection of cyto and genotoxicity.
2003-11-06
p53 haploinsufficiency profoundly accelerates the onset of tongue tumors in mice lacking the xeroderma pigmentosum group A gene.
2003-11
Recombinogenic effects of DNA-damaging agents are synergistically increased by transcription in Saccharomyces cerevisiae. New insights into transcription-associated recombination.
2003-10
Changing expression of E- and P-cadherin during rat tongue carcinogenesis induced by 4-nitroquinoline 1-oxide.
2003-10
Inhibitory effects of selective cyclooxygenase-2 inhibitors, nimesulide and etodolac, on the development of squamous cell dysplasias and carcinomas of the tongue in rats initiated with 4-nitroquinoline 1-oxide.
2003-09-25
Expression of phosphorylated histone H2AX as a surrogate of cell killing by drugs that create DNA double-strand breaks.
2003-08-01
[Heat shock inhibits the induced expression of the SOS genes and SoxRS regulons in Escherichia coli].
2003-08
The Schizosaccharomyces pombe cdt2(+) gene, a target of G1-S phase-specific transcription factor complex DSC1, is required for mitotic and premeiotic DNA replication.
2003-07
Correlation of P-cadherin and beta-catenin expression and phosphorylation with carcinogenesis in rat tongue cancer induced with 4-nitroquinoline 1-oxide.
2003-07
Histomorphologic and morphometric changes in minor salivary glands of the rat tongue during 4-nitroquinoline-1-oxide-induced carcinogenesis.
2003-07
[Erythroid differentiation of K562 cells resistant to 2-(4'-dimethylaminostyryl)quinoline 1-oxide or 4-nitroquinoline 1-oxide is significantly increased after thymidine treatment].
2003-06-21
Use of HepG2 cell line for direct or indirect mutagens screening: comparative investigation between comet and micronucleus assays.
2003-04-20
Inhibitory effects of troglitazone, a peroxisome proliferator-activated receptor gamma ligand, in rat tongue carcinogenesis initiated with 4-nitroquinoline 1-oxide.
2003-04
Antimutagenic effects of doenjang (Korean fermented soypaste) and its active compounds.
2003-03-12
Modulation of mutagenicity of various mutagens by lignin derivatives.
2003-03-03
Antimutagenic activity of extracts of natural substances in the Salmonella/microsome assay.
2003-03
Mutagenicity of the oral carcinogen 4-nitroquinoline-1-oxide in cultured BigBlue rat tongue epithelial cells and fibroblasts.
2003-01-28
Oral mucosal carcinogenesis in SENCAR mice.
2003-01-18
Effects of long-term administration of cancer-promoting substances on oral subepithelial mast cells in the rat.
2003-01-18
A novel geranylated derivative, ethyl 3-(4'-geranyloxy-3'-methoxyphenyl)-2-propenoate, synthesized from ferulic acid suppresses carcinogenesis and inducible nitric oxide synthase in rat tongue.
2003
Lactic acid bacteria isolated from dairy products inhibit genotoxic effect of 4-nitroquinoline-1-oxide in SOS-chromotest.
2002-12
Expression of beta-catenin in rat oral epithelial dysplasia induced by 4-nitroquinoline 1-oxide.
2002-12
Skeletal muscle regeneration associated with the stroma reaction during tumor invasion in the rat tongue.
2002-10
[Ultramicrostructural observation on epithelial cell disdifferentiation in rat tongue carcinogenesis induced by 4NQO].
2001-03
Patents
Name Type Language
NSC-19645
Preferred Name English
4-NITROQUINOLINE-N-OXIDE
HSDB  
Systematic Name English
4-NQO
Common Name English
4-NITROQUINOLINE 1-OXIDE
Systematic Name English
NITROCHIN
Common Name English
NITROQUINOLINE 1-OXIDE, 4-
Systematic Name English
4-NITROQUINOLINE-N-OXIDE [HSDB]
Common Name English
QUINOLINE, 4-NITRO-, 1-OXIDE
Systematic Name English
4-NITROQUINOLINE OXIDE
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 600010
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
Code System Code Type Description
CAS
52002-25-2
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
SUPERSEDED
CHEBI
16907
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
HSDB
4316
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
WIKIPEDIA
4-NITROQUINOLINE 1-OXIDE
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
CAS
56-57-5
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
EPA CompTox
DTXSID5025780
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
SMS_ID
300000053029
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
FDA UNII
X5081510EV
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-281-1
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
NSC
19645
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY
PUBCHEM
5955
Created by admin on Mon Mar 31 18:46:49 GMT 2025 , Edited by admin on Mon Mar 31 18:46:49 GMT 2025
PRIMARY