3-Nitrobenzanthrone

3-Nitrobenzanthrone (3-nitro-7H-benz[de]anthracen-7-one) is a chemical compound emitted in diesel exhaust; it is a potent carcinogen.[2] It produced the highest score ever reported in the Ames test, a standard measure of the cancer-causing potential of toxic chemicals, far greater than the previous known strongest (1,8-dinitropyrene, which is also found in diesel exhaust).[3]

3-Nitrobenzanthrone
Names
Preferred IUPAC name
3-Nitro-7H-benzo[de]anthracen-7-one
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H checkY
    Key: QAJOWHGESRCVLY-UHFFFAOYSA-N checkY
  • InChI=1/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H
    Key: QAJOWHGESRCVLY-UHFFFAOYAK
  • O=C2C1=CC=CC=C1C4=C3C2=CC=CC3C([N+]([O-])=O)C=C4
  • [O-][N+](=O)c2c1cccc4c1c(cc2)c3c(cccc3)C4=O
Properties
C17H9NO3
Molar mass 275.26 g/mol
Melting point 248 °C (478 °F; 521 K)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 extremely carcinogenic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Hansen, Tanja; Seidel, Albrecht; Borlak, Juergen (2007). "The environmental carcinogen 3-nitrobenzanthrone and its main metabolite 3-aminobenzanthrone enhance formation of reactive oxygen intermediates in human A549 lung epithelial cells". Toxicology and Applied Pharmacology. 221 (2): 222–234. doi:10.1016/j.taap.2007.03.003. PMID 17477947.
  2. Volker M. Arlt (2005). "3-Nitrobenzanthrone, a potential human cancer hazard in diesel exhaust and urban air pollution: a review of the evidence". Mutagenesis. 20 (6): 399–410. doi:10.1093/mutage/gei057. PMID 16199526.
  3. Fred Pearce (Oct 25, 1997). "Devil in the diesel". New Scientist: 4.
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