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EC number: 202-992-2
CAS number: 101-96-2
The chronic toxicity of N-1,3-dimethylbutyl-N'-phenyl-p-phenylenediamine (6PPD) to fish was tested with Oryzias latipes in a Early-Life Stage Toxicity Test according to OECD Guideline 210. The 30d NOEC is 0.0037 mg 6PPD/L. ( National Institute of Technology and Evaluation, Japan, 2003). Based on structural analogy it is considered that these results can also be used for 44PD. This corresponds to a 30d NOEC of 0.0030 mg 44PD/L after correction for molecular weight.
Since no testing data were available for 44PD, read across was done with
6PPD. The chronic toxicity of
N-1,3-dimethylbutyl-N'-phenyl-p-phenylenediamine (6PPD) to fish was
tested with Oryzias latipes in a Early-Life Stage Toxicity Test
according to OECD Guideline 210. The 30d NOEC is 0.0037 mg 6PPD/L. Based
on structural analogy it is considered that these results can also be
used for 44PD. After correction for molecular weight this corresponds to
a 30d NOEC of 0.030 mg/L
RATIONALE FOR READ ACROSS
Document for the Read-Across Approach from 6PPD to 44PD
justification for the read-across is outlined considering the
physico-chemical similarity, degradation potential and ecotoxicity
EC name N-1,3-dimethylbutyl-N’-phenyl-p-phenylenediamine
Justification of read-across based on physico-chemical data
1. Relevant physico-chemical parameters
6.57E-06 hPa calculated
40 - 207 E-06 hPa calculated
3.7 at pH 8 calculated
< 10 mg/L measured
Dissociation constant (pKa)
6.73 calculated ACD labs
Both 6PPD and 44PD have low vapour pressures and thus they are
considered as non-volatile.
Both substances have relatively high log Kow values. The lower log Kow
for 44PD can be explained by its shorter alkyl chain.
Although the determination of the water solubility is questionable due
to the rapid hydrolysis, all existing values are in the same range. 6PPD
and 44PD can be considered not very soluble, 44PD having a somewhat
higher solubility than 6PPD.
Values for 6PPD and 44PD are in the same range. The values demonstrate
that both the neutral and the mono-protonated form both substances will
be present at the environmentally relevant pH of 7.
The main physico-chemical parameters log Kow, vapour pressure, water
solubility and dissociation constant of the PPDs are in the same range.
Read across based on physico-chemical data therefore is justified.
Justification of read-across due to degradation
been shown that the percentage biodegradation of 6PPD is ca. 2%.
Nevertheless, in HPLC measurements it was found that during the
biodegardation test the parent compound had nearly completely degraded
due to hydrolysis. The half-life of 6PPD was established to be ca. 8 hrs
at pH7.The main hydrolsys products are 4-hydroxydiphenylamine,
p-benzoquinone and p-hydroquinone.
no experimental results are available for 44PD, QSAR models indicate
that -although the substance is expected to display a certain degree of
biodegradation - it does not biodegrade rapidly. Similar to 6PPD, 44PD
hydrolyses rapidly and has a half-life of 5.3 hrs at pH 7. The main
hydrolysis products are p-benzoquinone, p-hydroquinone and 1-methyl
according to available information on degradation, 6PPD and 44PD are not
readily biodegradable. However, 44PD displays a somewhat higher tendency
to biodegrade than 6PPD. Both substances hydrolyse rapidly, with
half-lives that are very similar. Common hydrolysis products are
p-benzoquinone and p-hydroquinone.
Justification of read-across due to effects in ecotoxicity
overview of the relevant ecotoxicological key data for the 6PPD and 44PD
2. Results of all available ecotoxicity tests, except those with
reliability 3 (references are explained in the IUCLID dossier and in the
Short-term toxicity to fish
96h-LC50 0.028 mg/L
96h-LC50 0.29 mg/L
96h-LC0 5 mg/L
96h-LC50 0.4 mg/L
96h-LC50 0.18 mg/L
96h-LC50 0.13 mg/L
Long-term toxicity to fish
NOEC 0.0037 mg/L
Short-term toxicity to aquatic invertebrates
48h-EC50 0.23 mg/L,
48h-EC50 0.51 mg/L
48h-EC50 0.79 mg/L
48h-EC50 0.82 mg/L
48h-LC50 1.4 mg/L
48h-EC50 0.54 mg/L
Long-term toxicity to aquatic invertebrates
Toxicity to aquatic algae and cyanobacteria
72h-ErC50 4.46 mg/L
NOEC 0.5 mg/L
72h-EC50 0.939 mg/L
72h-NOEC 0.0958 mg/L
ecotoxicity values for 6PPD and 44PD are in good agreement. For fish and
invertebrates the most sensitive value is found with 6PPD. For both
substances, algae are the least sensitive trophic level.
on the structural similarity of 6PPD and 44PD, their fast hydrolysis and
the ecotoxic values, it is concluded that it is warranted to read across
from 6PPD to 44PD.
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice.Reproduction or further distribution of this information may be subject to copyright protection. Use of the information without obtaining the permission from the owner(s) of the respective information might violate the rights of the owner.
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