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Toxicological information

Basic toxicokinetics

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Administrative data

Endpoint:
basic toxicokinetics in vitro / ex vivo
Type of information:
experimental study
Adequacy of study:
supporting study
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
study well documented, meets generally accepted scientific principles, acceptable for assessment

Data source

Reference
Reference Type:
publication
Title:
Regioselective N-acetylation as a route of nitro-p-phenylenediamine metabolism by rat liver cytosol.
Author:
Nakao, M., Goto, Y., Matsuki, Y., Hiratsuka, A., and Watabe, T.
Year:
1990
Bibliographic source:
Chem. Pharm. Bull., 38(9):2561-2566.

Materials and methods

Objective of study:
metabolism
Principles of method if other than guideline:
Regioselectivity in N-acetylation of nitro-p-phenylenediamine, a widely used hair dye component, by rat liver cytosolic N-acetyltransferases was studied in relation to its substituent effects on enzymatic N-acetylation of mono-substituted anilines. The steric hindrance effect of the nitro group on the cytosolic N-acetylation of the ortho amino group was revealed by a comparative study carried out by using aniline, three respective regioisomers of nitroanilines and phenylenediamines as model substrates.

Test material

Constituent 1
Chemical structure
Reference substance name:
o-phenylenediamine
EC Number:
202-430-6
EC Name:
o-phenylenediamine
Cas Number:
95-54-5
Molecular formula:
C6H8N2
IUPAC Name:
benzene-1,2-diamine

Results and discussion

Metabolite characterisation studies

Metabolites identified:
yes
Details on metabolites:
o-phenylenediamine N-monoacetate

Applicant's summary and conclusion

Conclusions:
Enzymatic N-acetylation of o-phenylenediamine by rat liver cytosol resulted in the formation of a completely stable product which underwent no further metabolism during a 60 minute incubation period.
Executive summary:

Enzymatic N-acetylation of o-phenylenediamine by rat liver cytosol  resulted in the formation of a completely stable product which underwent no further metabolism during a 60 minute incubation period.