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Home > Nitro Compounds > 56-57-5

56-57-5

56-57-5 | 4-Nitroquinoline N-Oxide

CAS No: 56-57-5 Catalog No: AG003LWO MDL No:MFCD00006738

Product Description

Catalog Number:
AG003LWO
Chemical Name:
4-Nitroquinoline N-Oxide
CAS Number:
56-57-5
Molecular Formula:
C9H6N2O3
Molecular Weight:
190.1555
MDL Number:
MFCD00006738
IUPAC Name:
4-nitro-1-oxidoquinolin-1-ium
InChI:
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:
O=N(=O)c1cc[n+](c2c1cccc2)[O-]
EC Number:
200-281-1
UNII:
X5081510EV
NSC Number:
19645
RTECS Number:
VC2100000
UN Number:
2811

Properties

Complexity:
229  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
190.038g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
190.158g/mol
Monoisotopic Mass:
190.038g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
71.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1  

Literature

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WRN functions in a RAD18-dependent damage avoidance pathway. Biological & pharmaceutical bulletin 20070601
Enhanced levels of glutathione and protein glutathiolation in rat tongue epithelium during 4-NQO-induced carcinogenesis. International journal of cancer 20070401
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Attenuation of 4-nitroquinoline 1-oxide induced in vitro lipid peroxidation by green tea polyphenols. Life sciences 20070227
4-NQO induces apoptosis via p53-dependent mitochondrial signaling pathway. Toxicology 20070212
Connexin expression in mouse lung tumor. Cancer letters 20070208
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Effects of co-exposure to extremely low frequency (50 Hz) magnetic fields and xenobiotics determined in vitro by the alkaline comet assay. The Science of the total environment 20060515
Interaction of 4-nitroquinoline-1-oxide with indole derivatives and some related biomolecules: a study with magnetic field. The journal of physical chemistry. B 20060504
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Studying the synergistic damage effects induced by 1.8 GHz radiofrequency field radiation (RFR) with four chemical mutagens on human lymphocyte DNA using comet assay in vitro. Mutation research 20051015
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Genotoxicity evaluation of electromagnetic fields generated by 835-MHz mobile phone frequency band. European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP) 20050401
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Genetic predisposition to 4NQO-induced tongue carcinogenesis in the rat. Medical principles and practice : international journal of the Kuwait University, Health Science Centre 20050101
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Suppressive effects of a selective cyclooxygenase-2 inhibitor, etodolac, on 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20041201
Antigenotoxic potential of glucomannan on four model test systems. Cell biology and toxicology 20041101
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Ectopic expression of tyrosinase increases melanin synthesis and cell death following UVB irradiation in fibroblasts from familial atypical multiple mole and melanoma (FAMMM) patients. Melanoma research 20041001
The yeast phosphotyrosyl phosphatase activator protein, yPtpa1/Rrd1, interacts with Sit4 phosphatase to mediate resistance to 4-nitroquinoline-1-oxide and UVA. Current genetics 20040801
High frequency methylation of p16INK4A gene during 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis. Oncology reports 20040701
The Werner syndrome protein confers resistance to the DNA lesions N3-methyladenine and O6-methylguanine: implications for WRN function. DNA repair 20040603
Effects of genotoxic compounds on DNA and development of early and late grass shrimp embryo stages. Marine environmental research 20040601
On the relevance of genotoxicity for fish populations I: effects of a model genotoxicant on zebrafish (Danio rerio) in a complete life-cycle test. Aquatic toxicology (Amsterdam, Netherlands) 20040528
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. Aquatic toxicology (Amsterdam, Netherlands) 20040528
Genotoxicity of tamoxifen citrate and 4-nitroquinoline-1-oxide in the wing spot test of Drosophila melanogaster. Mutagenesis 20040501
Nitric oxide inhibits DNA-adduct excision in nucleotide excision repair. Free radical biology & medicine 20040415
Yeast MPH1 gene functions in an error-free DNA damage bypass pathway that requires genes from Homologous recombination, but not from postreplicative repair. Genetics 20040401
Enhanced stimulation of chromosomal translocations by radiomimetic DNA damaging agents and camptothecin in Saccharomyces cerevisiae rad9 checkpoint mutants. Mutation research 20040322
Interaction between the immune system and tongue squamous cell carcinoma induced by 4-nitroquinoline N-oxide in mice. Oral oncology 20040301
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. Current genetics 20040201
Investigation of the antimutagenic effects of selected South African medicinal plant extracts. Toxicology in vitro : an international journal published in association with BIBRA 20040201
Expressions of junB and c-fos are enhanced in 4-nitroquinoline 1-oxide-induced rat tongue cancers. Pathology international 20040101
A p53-independent pathway regulates nucleolar segregation and antigen translocation in response to DNA damage induced by UV irradiation. Experimental cell research 20040101
Oral cavity and esophageal carcinogenesis modeled in carcinogen-treated mice. Clinical cancer research : an official journal of the American Association for Cancer Research 20040101
Anti-stress activity of Propionibacterium freudenreichii : identification of a reactivative protein. Antonie van Leeuwenhoek 20040101
Apple phytochemicals and their health benefits. Nutrition journal 20040101
Transgenerational transmission of radiation- and chemically induced tumors and congenital anomalies in mice: studies of their possible relationship to induced chromosomal and molecular changes. Cytogenetic and genome research 20040101
Development of a genotoxicity detection system using a biosensor. Environmental sciences : an international journal of environmental physiology and toxicology 20040101
The protective effect of mild hyperthermia against UV-mimetic agent 4-nitroquinoline-1-oxide (4NQO) in human colon cells. Research communications in molecular pathology and pharmacology 20040101
p53 haploinsufficiency profoundly accelerates the onset of tongue tumors in mice lacking the xeroderma pigmentosum group A gene. The American journal of pathology 20031101
Changing expression of E- and P-cadherin during rat tongue carcinogenesis induced by 4-nitroquinoline 1-oxide. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20031001
Recombinogenic effects of DNA-damaging agents are synergistically increased by transcription in Saccharomyces cerevisiae. New insights into transcription-associated recombination. Genetics 20031001
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. Cancer letters 20030925
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Histomorphologic and morphometric changes in minor salivary glands of the rat tongue during 4-nitroquinoline-1-oxide-induced carcinogenesis. Oral oncology 20030701
Correlation of P-cadherin and beta-catenin expression and phosphorylation with carcinogenesis in rat tongue cancer induced with 4-nitroquinoline 1-oxide. Oral oncology 20030701
The Schizosaccharomyces pombe cdt2(+) gene, a target of G1-S phase-specific transcription factor complex DSC1, is required for mitotic and premeiotic DNA replication. Genetics 20030701
Use of HepG2 cell line for direct or indirect mutagens screening: comparative investigation between comet and micronucleus assays. Mutation research 20030420
Inhibitory effects of troglitazone, a peroxisome proliferator-activated receptor gamma ligand, in rat tongue carcinogenesis initiated with 4-nitroquinoline 1-oxide. Cancer science 20030401
Modulation of mutagenicity of various mutagens by lignin derivatives. Mutation research 20030303
Antimutagenic activity of extracts of natural substances in the Salmonella/microsome assay. Mutagenesis 20030301
Mutagenicity of the oral carcinogen 4-nitroquinoline-1-oxide in cultured BigBlue rat tongue epithelial cells and fibroblasts. Mutation research 20030128
A COX-2 inhibitor, nimesulide, inhibits chemically-induced rat tongue carcinogenesis through suppression of cell proliferation activity and COX-2 and iNOS expression. Histology and histopathology 20030101
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. Oncology 20030101
Antimutagenic effects of doenjang (Korean fermented soypaste) and its active compounds. Mutation research 20030101
[Erythroid differentiation of K562 cells resistant to 2-(4'-dimethylaminostyryl)quinoline 1-oxide or 4-nitroquinoline 1-oxide is significantly increased after thymidine treatment]. Izvestiia Akademii nauk. Seriia biologicheskaia 20030101
A yeast-based method for the detection of cyto and genotoxicity. Toxicology in vitro : an international journal published in association with BIBRA 20030101
Dietary protocatechuic acid during the progression phase exerts chemopreventive effects on chemically induced rat tongue carcinogenesis. Asian Pacific journal of cancer prevention : APJCP 20030101
Carcinogenesis modifier loci in rat tongue are subject to frequent loss of heterozygosity. International journal of cancer 20021220
Association of p16(INK4a) and pRb inactivation with immortalization of human cells. Carcinogenesis 20021201
Expression of beta-catenin in rat oral epithelial dysplasia induced by 4-nitroquinoline 1-oxide. Oral oncology 20021201
Lactic acid bacteria isolated from dairy products inhibit genotoxic effect of 4-nitroquinoline-1-oxide in SOS-chromotest. Systematic and applied microbiology 20021201
Colocalization of human Rad17 and PCNA in late S phase of the cell cycle upon replication block. Oncogene 20021031
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Genotoxicity is modulated by ascorbic acid. Studies using the wing spot test in Drosophila. Mutation research 20020926
Investigation of environmental factors for diagnosing malignant potential in oral epithelial dysplasia. Oral oncology 20020901
Modifying effects of dietary capsaicin and rotenone on 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis. Carcinogenesis 20020801
Effects of 1,4-phenylenebis(methylene)selenocyanate (p-XSC) and vitamin E on 4-nitroquinoline-N-oxide (4-NQO)-induced mutagenesis in lacZ mouse upper aerodigestive tissue. Mutation research 20020627
Measurement of DNA damage induced by irradiation with gamma-rays from a TRIGA Mark II research reactor in human cells using Fast Micromethod. Cellular and molecular biology (Noisy-le-Grand, France) 20020601
Werner syndrome diploid fibroblasts are sensitive to 4-nitroquinoline-N-oxide and 8-methoxypsoralen: implications for the disease phenotype. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20020501
Dietary silymarin suppresses 4-nitroquinoline 1-oxide-induced tongue carcinogenesis in male F344 rats. Carcinogenesis 20020501
A novel flow cytometric technique for drug cytotoxicity gives results comparable to colony-forming assays. Cytometry 20020501
Salmonella typhimurium mutagenicity tester strains that overexpress oxygen-insensitive nitroreductases nfsA and nfsB. Mutation research 20020425
Inhibition of 4-nitroquinoline-1-oxide genotoxicity by Bacillus strains. Research in microbiology 20020401
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Further evaluation of an in vivo micronucleus test on rat and mouse skin: results with five skin carcinogens. Mutation research 20020115
DNA damage and repair in lymphoblastoid cell lines from normal donors and fragile X syndrome patients. Archives of medical research 20020101
In vitro protective effects of Terminalia arjuna bark extracts against the 4-nitroquinoline-N-oxide genotoxicity. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20020101
A novel nucleolar biomarker in plant and animal cells for assessment of substance cytotoxicity. Environmental toxicology 20020101
Antimutagenic activity of crown-containing compounds. Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20020101
PCNA in palate and tongue mucosal dysplastic lesions induced by topically applied 4NQO in desalivated rat. Medicina oral : organo oficial de la Sociedad Espanola de Medicina Oral y de la Academia Iberoamericana de Patologia y Medicina Bucal 20020101
Effects of long-term administration of cancer-promoting substances on oral subepithelial mast cells in the rat. Anticancer research 20020101
Oral mucosal carcinogenesis in SENCAR mice. Anticancer research 20020101
Different mutation status of the beta-catenin gene in carcinogen-induced colon, brain, and oral tumors in rats. Molecular carcinogenesis 20011201
Alteration of pRb expression in the development of rat tongue carcinoma induced by 4-nitroquinoline 1-oxide. Oral oncology 20011001
Roles of chromosomal and episomal dinB genes encoding DNA pol IV in targeted and untargeted mutagenesis in Escherichia coli. Molecular genetics and genomics : MGG 20011001
CaALK8, an alkane assimilating cytochrome P450, confers multidrug resistance when expressed in a hypersensitive strain of Candida albicans. Yeast (Chichester, England) 20010915
Activation of the Escherichia coli SoxRS-regulon by nitric oxide and its physiological donors. Biochemistry. Biokhimiia 20010901
The DNA helicase activity of yeast Sgs1p is essential for normal lifespan but not for resistance to topoisomerase inhibitors. Mechanisms of ageing and development 20010801
Epithelial-mesenchymal interactions in experimental oral mucosal carcinogenesis. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20010801
Identification of genotoxic stress in human cells by fluorescent monitoring of p53 expression. Mutation research 20010725
Evaluation of the capacity of the SCGE assay to assess the genotoxicity of biomaterials. Biomaterials 20010701
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies. Mutation research 20010602
Evaluation of the toxicity of chemical compounds using digestive acini of the bivalve mollusc Pecten maximus L. maintained alive in vitro. Aquatic toxicology (Amsterdam, Netherlands) 20010601
Calcium is a key signaling molecule in beta-lapachone-mediated cell death. The Journal of biological chemistry 20010601
Five quantitative trait loci affecting 4-nitroquinoline 1-oxide-induced tongue cancer in the rat. Japanese journal of cancer research : Gann 20010601
Prevention of 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis by garlic. Fitoterapia 20010601
Ethidium bromide and SYBR Green I enhance the genotoxicity of UV-irradiation and chemical mutagens in E. coli. Mutation research 20010531
High-performance liquid chromatography--ToxPrint: chromatographic analysis with a novel (geno)toxicity detection. Journal of chromatography. A 20010525
A p53 dose-response relationship for sensitivity to DNA damage in isogenic teratocarcinoma cells. Oncogene 20010524
Werner helicase relocates into nuclear foci in response to DNA damaging agents and co-localizes with RPA and Rad51. Genes to cells : devoted to molecular & cellular mechanisms 20010501
Xeroderma pigmentosum group A gene action as a protection factor against 4-nitroquinoline 1-oxide-induced tongue carcinogenesis. Carcinogenesis 20010401
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Activation of Ty transposition by mutagens. Mutation research 20010301
Overexpression of JunB in undifferentiated malignant rat oral keratinocytes enhances the malignant phenotype in vitro without altering cellular differentiation. International journal of cancer 20010301
[Ultramicrostructural observation on epithelial cell disdifferentiation in rat tongue carcinogenesis induced by 4NQO]. Shanghai kou qiang yi xue = Shanghai journal of stomatology 20010301
Increased expression of cyclooxygenase-2 protein in 4-nitroquinoline-1-oxide-induced rat tongue carcinomas and chemopreventive efficacy of a specific inhibitor, nimesulide. Cancer research 20010215
The effect of desalivation on 4-nitroquinoline-1-oxide-induced tongue carcinogenesis: a morphometric study of nucleolar organizer regions. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20010101
Antimutagenic activity of isoflavone from Pueraria lobata. Journal of agricultural and food chemistry 20010101
Identification of a phosphoprotein that is downregulated in immortalized human fibroblasts. Electrophoresis 20010101
Effect of caffeine on the genotoxic effects of gamma radiation and 4-NQO in diploid yeast. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer 20010101
[Extracellular protein of propionic acid bacteria inhibits induced mutation in strains of Salmonella typhimurium]. Mikrobiologiia 20010101
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