Encyclopedia of Cancer

Living Edition
| Editors: Manfred Schwab

Aromatic Amine

  • Denis M. Grant
Living reference work entry
DOI: https://doi.org/10.1007/978-3-642-27841-9_396-2


A primary aromatic amine is a homocyclic (strictly carbon-based) or heterocyclic (usually both carbon and nitrogen-based) conjugated ring structure that contains a primary amine (-NH2) substituent directly attached to the ring. As many as 12 % of all of the substances listed by the U.S. National Toxicology Program as being a known or probable human carcinogen is a primary aromatic amine or a compound that can be converted into one. The simplest aromatic amine is aniline. N-acetylation of primary aromatic amines by arylamine N-acetyltransferase (NAT) enzymes is considered to be detoxifying since the product of the reaction is chemically stable. On the other hand, aromatic amines can be bioactivated to DNA-damaging electrophiles by a metabolic sequence of N-oxidation of the primary amino group by cytochrome P450 enzymes followed by O-acetylation either by NAT or by other O-conjugating enzymes such as sulfotransferases and UDP-glucuronosyltransferases. Examples of aromatic...


Cancer Research Ring Structure Primary Amine Aromatic Amine Cytochrome P450 Enzyme 
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Copyright information

© Springer-Verlag Berlin Heidelberg 2015

Authors and Affiliations

  1. 1.Department of Pharmacology and Toxicology, Faculty of MedicineUniversity of TorontoTorontoCanada