Molecular structure of 4-Nitroquinoline N-oxide, CAS Number: 56-57-5
4-Nitroquinoline N-oxide (CAS 56-57-5)
See product citations (6)
Alternate Names:
4-Nitroquinoline N-oxide is also known as 4-NQO.
Application:
4-Nitroquinoline N-oxide is a model compound uesd to study carcinogenic effects, as it itself is a skin and lung tumor initiator.
CAS Number:
56-57-5
Purity:
≥97%
Molecular Weight:
190.16
Molecular Formula:
C9H6N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Nitroquinoline N-oxide (4-NQO) has been used as a model compound to study its carcinogenic effects. Under experimental conditions, it has shown to act as a skin and lung tumor initiator. It does this by causing DNA damage. 4-Nitroquinoline N-oxide is metabolized in the liver to form a reactive intermediate, which binds to DNA and causes DNA adducts. These adducts can lead to mutations in the DNA, which can then lead to uncontrolled cell growth and tumor formation. Overall, 4-Nitroquinoline N-oxide is used to study the effects of gene mutations, epigenetic changes, and other factors that can influence cancer development.
4-Nitroquinoline N-oxide (CAS 56-57-5) References
- Enzymatic and nonenzymatic production of free radicals from the carcinogens 4-nitroquinoline N-oxide and 4-hydroxylaminoquinoline N-oxide. | Fann, YC., et al. 1999. Chem Res Toxicol. 12: 450-8. PMID: 10328756
- Mutation spectrum of 4-nitroquinoline N-oxide in the lacI transgenic Big Blue Rat2 cell line. | Ryu, J., et al. 1999. Mutat Res. 445: 127-35. PMID: 10521698
- Mutagenic activity of 4-nitroquinoline-N-oxide in upper aerodigestive tissue in lacZ mice (MutaMouse) and the effects of 1, 4-phenylenebis(methylene)selenocyanate. | von Pressentin, MM., et al. 2000. Mutat Res. 466: 71-8. PMID: 10751728
- Isolation of differentiated squamous and undifferentiated spindle carcinoma cell lines with differing metastatic potential from a 4-nitroquinoline N-Oxide-induced tongue carcinoma in a F344 rat. | Takeuchi, S., et al. 2000. Jpn J Cancer Res. 91: 1211-21. PMID: 11123419
- Werner syndrome diploid fibroblasts are sensitive to 4-nitroquinoline-N-oxide and 8-methoxypsoralen: implications for the disease phenotype. | Poot, M., et al. 2002. FASEB J. 16: 757-8. PMID: 11978740
- The effect of 4-nitroquinoline N-oxide on transplanted tumors. | MOORE, PR., et al. 1960. Cancer Res. 20: 628-34. PMID: 14423885
- Interaction between the immune system and tongue squamous cell carcinoma induced by 4-nitroquinoline N-oxide in mice. | Gannot, G., et al. 2004. Oral Oncol. 40: 287-97. PMID: 14747060
- Role of the ABC transporter TruMDR2 in terbinafine, 4-nitroquinoline N-oxide and ethidium bromide susceptibility in Trichophyton rubrum. | Fachin, AL., et al. 2006. J Med Microbiol. 55: 1093-1099. PMID: 16849730
- The FoxO3a gene is a key negative target of canonical Notch signalling in the keratinocyte UVB response. | Mandinova, A., et al. 2008. EMBO J. 27: 1243-54. PMID: 18388864
- 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. 2010. DNA Repair (Amst). 9: 1090-7. PMID: 20724226
- Allelism of SNQ1 and ATR1, genes of the yeast Saccharomyces cerevisiae required for controlling sensitivity to 4-nitroquinoline-N-oxide and aminotriazole. | Gömpel-Klein, P. and Brendel, M. 1990. Curr Genet. 18: 93-6. PMID: 2123132
- Roles of Keap1-Nrf2 system in upper aerodigestive tract carcinogenesis. | Ohkoshi, A., et al. 2013. Cancer Prev Res (Phila). 6: 149-59. PMID: 23250896
- Genotoxicity evaluation of a Phragmitis rhizoma extract using a standard battery of in vitro and in vivo assays. | Kim, NS., et al. 2019. J Ethnopharmacol. 241: 112025. PMID: 31189082
- Interaction of the water-soluble carcinogen 4-nitroquinoline N-oxide with DNA. | Malkin, MF. and Zahalsky, AC. 1966. Science. 154: 1665-7. PMID: 5332387
- Potent intracellular oxidative stress exerted by the carcinogen 4-nitroquinoline-N-oxide. | Nunoshiba, T. and Demple, B. 1993. Cancer Res. 53: 3250-2. PMID: 8391920
- Gene SNQ2 of Saccharomyces cerevisiae, which confers resistance to 4-nitroquinoline-N-oxide and other chemicals, encodes a 169 kDa protein homologous to ATP-dependent permeases. | Servos, J., et al. 1993. Mol Gen Genet. 236: 214-8. PMID: 8437567
- Oral focal acantholytic dyskeratosis induced in sialoadenectomized rats painted orally with the carcinogen 4-nitroquinoline N-oxide. | Navarro, CM., et al. 1993. Bull Tokyo Dent Coll. 34: 191-4. PMID: 8620587
- Mutagenicity of 4-nitroquinoline n-oxide after its complexation with copper (II) 2-chlorophenoxyacetate. | Blahová, M., et al. 1997. Folia Microbiol (Praha). 42: 401-2. PMID: 9449787
Inhibitor of:
Lex A, and Sgs1.Activator of:
BLM hydrolase, DDB2, DNA pol ζ, FANCB, FANK1, HRP-1, HSPA12A, MDC1, Perp, POLDIP2, Rad51, Rad53, RecA, RuvA, TP53INP2, and TRF2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Nitroquinoline N-oxide, 1 g | sc-256815 | 1 g | $124.00 | |||
4-Nitroquinoline N-oxide, 5 g | sc-256815A | 5 g | $421.00 |