4-(phenylazo)benzene-1,3-diamine acetate

Short-term toxicity to aquatic invertebrates

Link to relevant study record(s)

Reference

Endpoint:

short-term toxicity to aquatic invertebrates

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification

Justification for type of information:

Data is predicted using OECD QSAR toolbox version 3.3 and QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: estimated data

Principles of method if other than guideline:

Prediction was done by using OECD QSAR toolbox v3.3

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 4-(phenylazo)benzene-1,3-diamine acetate
- IUPAC name: 4-(phenylazo)benzene-1,3-diamine acetate
- Molecular formula: C14H16N4O2
- Molecular weight: 272.306 g/mole
- Smiles : c1(ccc(c(N)c1)\N=N\c1ccccc1)N.C(C)(=O)O
- Inchl: 1S/C12H12N4.C2H4O2/c13-9-6-7-12(11(14)8-9)16-15-10-4-2-1-3-5-10;1-2(3)4/h1-8H,13-14H2;1H3,(H,3,4)/b16-15+;
- Substance type: Organic
- Physical state: Solid

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Daphnia magna

Test type:

static

Water media type:

freshwater

Limit test:

no

Total exposure duration:

48 h

Key result

Duration:

48 h

Dose descriptor:

EC50

Effect conc.:

0.158 mg/L

Nominal / measured:

not specified

Conc. based on:

test mat.

Basis for effect:

other: Intoxication

The prediction was based on dataset comprised from the following descriptors: EC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((((("a" or "b" or "c" or "d" )  and "e" )  and ("f" and ( not "g") )  )  and ("h" and ( not "i") )  )  and ("j" and ( not "k") )  )  and ("l" and ( not "m") )  )  and ("n" and ( not "o") )  )  and ("p" and ( not "q") )  )  and ("r" and ( not "s") )  )  and ("t" and "u" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Anilines (Acute toxicity) AND Not categorized by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Nitrenium Ion formation AND SN1 >> Nitrenium Ion formation >> Aromatic azo AND SN1 >> Nitrenium Ion formation >> Primary aromatic amine by DNA binding by OECD

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Strong binder, NH2 group by Estrogen Receptor Binding

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Anilines (amino-meta) AND Anilines (Unhindered) by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Class 3 (unspecific reactivity) AND Class 5 (Not possible to classify according to these rules) by Acute aquatic toxicity classification by Verhaar (Modified) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Anilines (amino-meta) AND Anilines (Unhindered) AND Not Related to an Existing ECOSAR Class by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Salt by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Anilines (amino-meta) AND Anilines (Unhindered) AND Not Related to an Existing ECOSAR Class by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Amides by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Anilines (amino-meta) AND Anilines (Unhindered) AND Not Related to an Existing ECOSAR Class by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Aliphatic Amines by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Aliphatic acid   [-C(=O)-OH] AND Aromatic amine   [-NH2  or  -NH-] AND Aromatic-H AND Azo group   [-N=N-] AND Benzene AND Methyl  [-CH3] AND Unsubstituted phenyl group (C6H5-) by Bioaccumulation - metabolism alerts

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Aromatic ether  [-O-aromatic carbon] by Bioaccumulation - metabolism alerts

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Aliphatic acid   [-C(=O)-OH] AND Aromatic amine   [-NH2  or  -NH-] AND Aromatic-H AND Azo group   [-N=N-] AND Benzene AND Methyl  [-CH3] AND Unsubstituted phenyl group (C6H5-) by Bioaccumulation - metabolism alerts

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Ketone   [-C-C(=O)-C-] by Bioaccumulation - metabolism alerts

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Aromatic diazo (Genotox) AND No alert found AND Primary aromatic amine,hydroxyl amine and its derived esters (Genotox) AND Structural alert for genotoxic carcinogenicity by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Metals, oxidative stress (Nongenotox) OR Structural alerts for both genotoxic and nongenotoxic carcinogenicity by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "r"

Referential boundary: The target chemical should be classified as Amine AND Aromatic compound AND Azo compound AND Carbonic acid derivative AND Carboxylic acid AND Carboxylic acid derivative AND Primary amine AND Primary aromatic amine by Organic functional groups, Norbert Haider (checkmol)

Domain logical expression index: "s"

Referential boundary: The target chemical should be classified as Carboxylic acid salt by Organic functional groups, Norbert Haider (checkmol)

Domain logical expression index: "t"

Parametric boundary:The target chemical should have a value of log Kow which is >= 0.153

Domain logical expression index: "u"

Parametric boundary:The target chemical should have a value of log Kow which is <= 7.04

Validity criteria fulfilled:

not specified

Conclusions:

The EC50 was estimated to be 0.158 mg/l when Daphnia magna was exposed with 4-(phenylazo)benzene-1,3-diamine acetate.
\On the basis of the effect concentration the test chemical is considered toxic and can be classified in the category "Aquatic chronic 1" as per CLP classification.

Executive summary:

In a prediction done by SSS (2018) using the OECD QSAR toolbox with log kow as the primary descriptor, the short term aquatic toxicity to invertebrates was estimated for 4-(phenylazo)benzene-1,3-diamine acetate. The EC50 was estimated to be 0.158 mg/l when Daphnia magna was exposed with 4-(phenylazo)benzene-1,3-diamine acetate.

\On the basis of the effect concentration the test chemical is considered toxic and can be classified in the category "Aquatic chronic 1" as per CLP classification.

Description of key information

Short-term toxicity to aquatic invertebrates:

In a prediction done by SSS (2018) using the OECD QSAR toolbox with log kow as the primary descriptor, the short term aquatic toxicity to invertebrates was estimated for4-(phenylazo)benzene-1,3-diamine acetate. The EC50 was estimated to be 0.158 mg/l when Daphnia magna was exposed with4-(phenylazo)benzene-1,3-diamine acetate.

On the basis of the effect concentration the test chemical is considered toxic and can be classified in the category "Aquatic chronic 1" as per CLP classification.

Key value for chemical safety assessment

Fresh water invertebrates

Fresh water invertebrates

Effect concentration:

0.158 mg/L

Additional information

Short-term toxicity to aquatic invertebrates:

In a prediction done by SSS (2018) using the OECD QSAR toolbox with log kow as the primary descriptor, the short term aquatic toxicity to invertebrates was estimated for4-(phenylazo)benzene-1,3-diamine acetate. The EC50 was estimated to be 0.158 mg/l when Daphnia magna was exposed with 4-(phenylazo)benzene-1,3-diamine acetate.

\On the basis of the effect concentration the test chemical is considered toxic and can be classified in the category "Aquatic chronic 1" as per CLP classification.

The above prediction was further supported by experimental data conducted by Sustainability Support Services (Europe) AB for the structurally similar read across substance 4-(phenylazo)benzene-1,3-diamine (495 -54 -5).

Determination of the inhibition of the mobility of daphnids was carried out with the substance4-(phenylazo)benzene-1,3-diamineaccording to OECD Guideline 202.

The test substance was tested at the concentrations0, 0.06, 0.12, 0.25, 0.50 and 1 mg/L. Effects on immobilisation were observed for 48 hours.

The median effective concentration (EC50) for the test substance,4-(phenylazo)benzene-1,3-diamine, in Daphnia magna was determined to be 0.42 mg/L for immobilisation effects.

This value indicates that the substance is likely to be hazardouss to aquatic invertebrates and can be classified as Aquatic acute category 1 as per the CLP criteria.

The above experimental data was further supported by another structurally similar read across substance P- aminodiphenylamine (CAS:101 -54 -2).

P- amino diphenylamine was used as a test material to evaluate its short term toxicity on Daphnia magna for 48 h.The effect concentration (EC50) for immobilization of Daphnia was observed to be 0.37mg/l.

On the basis of above effect concentrations of target as well as structurally similar read across substance 4-(phenylazo)benzene-1,3-diamine acetate can be classified as "Aquatic chronic 1" as per CLP classification.