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2-naphthylamine

   Also found in: Wikipedia 0.01 sec.
2-naphthylamine
an industrial chemical identified as a urinary bladder carcinogen.


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The first such association was observed in 1895 (Rehn 1895), and subsequent research among dyestuff workers identified the aromatic amines benzidine and 2-naphthylamine as bladder carcinogens (Case et al.
The chemicals include benzene and 2-naphthylamine, known human carcinogens, cadmium and n-nitrosodiethanolamine, which is associated with cancer in humans, and polonium-210, an element that emits alpha radiation.
After N-oxidation of aromatic amines such as 4-aminobiphenyl or 2-naphthylamine by CYP1A2 in the liver, O-acetylation of the resulting hydroxylamine by NAT2 can produce unstable acetoxy esters that decompose to form highly electrophilic aryl nitrenium ion species.
 
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