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Please be aware that this old REACH registration data factsheet is no longer maintained; it remains frozen as of 19th May 2023.

The new ECHA CHEM database has been released by ECHA, and it now contains all REACH registration data. There are more details on the transition of ECHA's published data to ECHA CHEM here.

Diss Factsheets

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.