Mutagenicity and toxicity studies of p-phenylenediamine and its derivatives

Toxicol Lett. 1995 Nov;81(1):23-32. doi: 10.1016/0378-4274(95)03404-8.

Abstract

The mutagenicity of p-phenylenediamine and its derivatives was tested using Ames Salmonella strains TA98 and TA100. p-Phenylenediamine was weakly mutagenic to TA98 with metabolic activation. 2-Nitro-p-phenylenediamine was directly mutagenic to both strains, while 2-methyl-p-phenylenediamine required S9 mix. All the test compounds induced a dose-related increase in chromosomal aberrations in Chinese hamster ovary (CHO) cells in the absence of the S9 mix. The mutagenicity and toxicity of these compounds did not correlate with their oxidation potentials, or any other tested physicochemical properties including the energy difference between the lowest unoccupied and the highest occupied molecular orbital, ionization potential, and dipole moment.

MeSH terms

  • Animals
  • Biotransformation
  • CHO Cells / drug effects
  • Carcinogens / toxicity*
  • Chromosome Aberrations / genetics
  • Coloring Agents / metabolism
  • Coloring Agents / toxicity*
  • Cricetinae
  • Dose-Response Relationship, Drug
  • Mutagenicity Tests
  • Phenylenediamines / metabolism
  • Phenylenediamines / toxicity*
  • Salmonella typhimurium / drug effects
  • Salmonella typhimurium / genetics
  • Structure-Activity Relationship

Substances

  • Carcinogens
  • Coloring Agents
  • Phenylenediamines
  • 2,5-diaminotoluene
  • 2-nitro-4-phenylenediamine
  • 4-phenylenediamine