Monomethoxy-4-aminoazobenzenes: A computational study

  • Bhat K
  • Freeman H
  • Velga J
 et al. 
  • 3

    Readers

    Mendeley users who have this article in their library.
  • 6

    Citations

    Citations of this article.

Abstract

The structural and electronic properties of the positional isomers of monomethoxy-4-aminoazobenzene (n-OMe-AAB) have been investigated using density functional theory with a basis set that includes polarization functions on all the atoms. These azo dyes are of interest because their carcinogenic activities depend dramatically on the position (n) of the methoxy group, e.g. 3-OMe-AAB is a potent hepatocarcinogen in the rat, whereas 2-OMe-AAB is a non-carcinogen. While it is generally believed that the various isomers of OMe-AAB require metabolic activation via N-hydroxylation prior to reaction with cellular macromolecules, we have shown that there are structural and electronic features present in these isomers that correlate with their carcinogenic behavior. (C) 2000 Published by Elsevier Science Ltd.

Author-supplied keywords

  • Azo dyes
  • Carcinogen
  • Density functional theory

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Authors

  • Harold FreemanNorth Carolina State University

    Follow
  • Krishna L. Bhat

  • Janardhan Velga

  • Les Sztandera

  • Mendel Trachtman

  • Charles W. Bock

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free