2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile

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 3.4 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 v3.4

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile
- IUPAC name: 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile
- Molecular formula: C18H19N5O4
- Molecular weight: 369.38 g/mole
- Smiles : Cc1cc(N(CCO)CCO)ccc1N=Nc1ccc(N(=O)=O)cc1C#N
- Substance type: Organic
- Physical state: Solid powder (violet)

Analytical monitoring:

not specified

Details on sampling:

No data available

Vehicle:

not specified

Details on test solutions:

No data available

Test organisms (species):

Daphnia magna

Details on test organisms:

No data available

Test type:

static

Water media type:

freshwater

Limit test:

no

Total exposure duration:

48 h

Reference substance (positive control):

not specified

Duration:

48 h

Dose descriptor:

EC50

Effect conc.:

16.883 mg/L

Conc. based on:

test mat.

Basis for effect:

other: Intoxication

Remarks on result:

other: No other details

The prediction was based on dataset comprised from the following descriptors: EC50
Estimation method: Takes average value from the 8 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((("a" or "b" )  and "c" )  and ("d" and ( not "e") )  )  and ("f" and ( not "g") )  )  and ("h" and ( not "i") )  )  and ("j" and ( not "k") )  )  and ("l" and ( not "m") )  )  and ("n" and "o" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as SN1 OR SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >> Aromatic azo OR SN1 >> Nitrenium Ion formation >> Aromatic nitro OR SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine by DNA binding by OECD ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitro Azoarenes OR SN1 OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitro Azoarenes by DNA binding by OASIS v.1.4 ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Class 3 (unspecific reactivity) by Acute aquatic toxicity classification by Verhaar (Modified) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Not Related to an Existing ECOSAR Class by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "e"

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

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as 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 Anilines (Hindered) by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "h"

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

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as 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 Nitro-/Nitroso-Benzamides by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Aliphatic alcohol  [-OH] AND Alkyl substituent on aromatic ring AND Aromatic nitro  [-NO2] AND Aromatic-CH3 AND Aromatic-H AND Azo group   [-N=N-] AND Benzene AND -CH2-  [linear] AND Cyanide / Nitriles   [-C#N] AND Tertiary amine by Bioaccumulation - metabolism alerts

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Fluorine  [-F] by Bioaccumulation - metabolism alerts

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of log Kow which is >= 1.54

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of log Kow which is <= 4.15

Validity criteria fulfilled:

not specified

Conclusions:

EC50 value of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated to be 16.88 mg/L

Executive summary:

Toxicity to aquatic invertebrates of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated by using OECD QSAR tool box v3.4 using Log kow as primary descriptor and considering five closest read across substances. EC50 value of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated to be 16.88 mg/L when exposed to Daphnia magna for 48 hrs.

This EC50 value indicates that the substance is likely to be hazardous to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP criteria

Description of key information

Short term toxicity to aquatic invertebrate:

Toxicity to aquatic invertebrates of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated by using OECD QSAR tool box v3.4 using Log kow as primary descriptor and considering five closest read across substances. EC50 value of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated to be 16.88 mg/L when exposed to Daphnia magna for 48 hrs.

This EC50 value indicates that the substance is likely to be hazardous to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP criteria

Key value for chemical safety assessment

Fresh water invertebrates

Fresh water invertebrates

Effect concentration:

16.88 mg/L

Additional information

Short term toxicity to aquatic invertebrate:

Toxicity to aquatic invertebrates of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated by using OECD QSAR tool box v3.4 using Log kow as primary descriptor and considering five closest read across substances. EC50 value of target chemical 2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile was estimated to be 16.88 mg/L when exposed to Daphnia magna for 48 hrs.

This EC50 value indicates that the substance is likely to be hazardous to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP criteria.

The above prediction was supported by experimental data conducted by W.E Bishop, R.D Cardwell, B.B Heidolph summarized in Aquatic toxicology and hazard assessment : Sixth symposium , W.E Bishop, R.D Cardwell, B.B Heidolph. 1981. for structrually similar read across substance 619-72-7 (4-nitrobenzonitrile)

4-nitrobenzonitrile when subjected to Daphnia magna under static condition for 48h The EC50 value was considered to be 49.3mg/l

This EC50 value indicates that the substance is likely to be hazardous to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP criteria.

The above experimental data was further supported by experimantal result summarized in Assessment for the Challenge Propanenitrile, 3-[ethyl[3-methyl-4-[(6-nitro-2-benzothiazolyl)azo]phenyl]amino]- (Disperse Red 179) Environment Canada Health Canada 2010 for structurally similar read across substance 16889-10-4 (2-[[4-[(2-cyanoethyl)ethylamino]phenyl]azo]-5-nitrobenzonitrile).

2-[[4-[(2-cyanoethyl)ethylamino]phenyl]azo]-5-nitrobenzonitrile when subjected on Daphnia for 48 hrs the effect concentration (EC50) was observed as 23 mg/l.

Based on the above data for the Target as well as the read across substance and by applying weight of evidence

the substance

2-[[4-[bis(2-hydroxyethyl)amino]-o-tolyl]azo]-5-nitrobenzonitrile is likely to be hazardous to aquatic invertebrates and can be classified as aquatic chronic 3 category as per the CLP criteria.