4,4'-carbonimidoylbis[N,N-diethylaniline] monohydrochloride

Toxicity to microorganisms

Link to relevant study record(s)

Reference

Endpoint:

toxicity to microorganisms

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:

The supporting QMRF report has been attached

Qualifier:

according to guideline

Guideline:

other: Refer below principle

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.4

GLP compliance:

not specified

Specific details on test material used for the study:

- IUPAC name:4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride
- Name of test material (as cited in study report): C.I. Basic Yellow 37
- Molecular formula (if other than submission substance): C21H29N3.ClH
- Molecular weight (if other than submission substance): 359.942 g/mol
- Smiles notation (if other than submission substance): C(=N)(c1ccc(cc1)N(CC)CC)c1ccc(cc1)N(CC)CC.Cl
- InChI: 1S/C21H29N3.ClH/c1-5-23(6-2)19-13-9-17(10-14-19)21(22)18-11-15-20(16-12-18)24(7-3)8-4;/h9-16,22H,5-8H2,1-4H3;1H
- Substance type: Organic
- Physical state: solid

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Tetrahymena pyriformis

Test type:

static

Water media type:

freshwater

Total exposure duration:

48 h

Hardness:

No data

Test temperature:

24 deg.C

pH:

6.9

Dissolved oxygen:

No data

Salinity:

No data

Conductivity:

No data

Nominal and measured concentrations:

No data

Details on test conditions:

No data

Reference substance (positive control):

not specified

Key result

Duration:

48 h

Dose descriptor:

other: IGC50

Effect conc.:

48.77 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

growth inhibition

The prediction was based on dataset comprised from the following descriptors: IGC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

((((("a" or "b" )  and ("c" and ( not "d") )  )  and ("e" and ( not "f") )  )  and "g" )  and ("h" and "i" )  )

Domain logical expression index: "a"

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

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> N-Substituted Aromatic Amines by Protein binding by OASIS v1.4

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS v.1.4

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as AN2 OR AN2 >> Nucleophilic addition reaction with cycloisomerization OR AN2 >> Nucleophilic addition reaction with cycloisomerization >> Hydrazine Derivatives OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated carbonyl compounds >> Alpha, Beta-Unsaturated Aldehydes OR AN2 >> Schiff base formation OR AN2 >> Schiff base formation >> Alpha, Beta-Unsaturated Aldehydes OR AN2 >> Schiff base formation by aldehyde formed after metabolic activation OR AN2 >> Schiff base formation by aldehyde formed after metabolic activation >> Geminal Polyhaloalkane Derivatives OR Radical OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Geminal Polyhaloalkane Derivatives OR Radical >> Radical mechanism via ROS formation (indirect) >> Hydrazine Derivatives OR Radical >> Radical mechanism via ROS formation (indirect) >> Nitroaniline Derivatives OR SN1 OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation OR SN1 >> Nucleophilic attack after reduction and nitrenium ion formation >> Nitroaniline Derivatives OR SN2 OR SN2 >> Acylation involving a leaving group after metabolic activation OR SN2 >> Acylation involving a leaving group after metabolic activation >> Geminal Polyhaloalkane Derivatives OR SN2 >> Direct nucleophilic attack on diazonium cation OR SN2 >> Direct nucleophilic attack on diazonium cation >> Hydrazine Derivatives OR SN2 >> Nucleophilic substitution at sp3 carbon atom after thiol (glutathione) conjugation OR SN2 >> Nucleophilic substitution at sp3 carbon atom after thiol (glutathione) conjugation >> Geminal Polyhaloalkane Derivatives by DNA binding by OASIS v.1.4

Domain logical expression index: "e"

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

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as No alert found OR SN1 >> Nitrenium Ion formation >> Aromatic nitro OR SN1 >> Nitrenium Ion formation >> Secondary aromatic amine by DNA binding by OECD

Domain logical expression index: "g"

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

Domain logical expression index: "h"

Parametric boundary:The target chemical should have a value of log Kow which is >= 2.17

Domain logical expression index: "i"

Parametric boundary:The target chemical should have a value of log Kow which is <= 5.12

Validity criteria fulfilled:

not specified

Conclusions:

The effect concentration (EC50) value for 4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride (C.I. Basic Yellow 37) on micro organism species Tetrahymena pyriformis in a 48 hrs. study was estimated to be 48.77 mg/L on the basis of effects on growth inhibition.

Executive summary:

The 48 hrs aquatic toxicity was predicted to assess toxic effects of the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride i.e C.I. Basic Yellow 37 (CAS no. 6358 -36 -7) using OECD QSAR toolbox ver.3.4. The study was based on the effects of the test compound on micro organism species Tetrahymena pyriformis in a static fresh water system. The predicted data suggests the effect concentration (EC50) for the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride (C.I. Basic Yellow 37) (CAS no. 6358 -3 -7) was estimated to be 48.77 mg/l on the basis of growth inhibition. Thus, based on the effect, it can be concluded that the test chemical 4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride (C.I. Basic Yellow 37)may have toxic effect to micro organism for acute exposure.

Description of key information

The 48 hrs aquatic toxicity was predicted to assess toxic effects of the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride i.e C.I. Basic Yellow 37 (CAS no. 6358 -36 -7) using OECD QSAR toolbox ver.3.4. The study was based on the effects of the test compound on micro organism species Tetrahymena pyriformis in a static fresh water system. The predicted data suggests the effect concentration (EC50) for the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride (C.I. Basic Yellow 37) (CAS no. 6358 -3 -7) was estimated to be 48.77 mg/l on the basis of growth inhibition. Thus, based on the effect, it can be concluded that the test chemical 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride (C.I. Basic Yellow 37)may have toxic effect to micro organism for acute exposure.

Key value for chemical safety assessment

EC50 for microorganisms:

48.77 mg/L

Additional information

Three studies including predicted data and experimental results of toxicity to micro organism for the target chemical 4,4'-carbonimidoylbis(N,N-diethylaniline) hydrochloride i.e C.I. Basic Yellow 37 (CAS no. 6358-36-7) with relevant read across chemicals which is close to target using log Kow as primary descriptor were reviewed to summarize the following information:

 

First summary indicate the 48 hrs aquatic toxicity was predicted to assess toxic effects of the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride i.e C.I. Basic Yellow 37 (CAS no. 6358 -36 -7) using OECD QSAR toolbox ver.3.4. The study was based on the effects of the test compound on micro organism species Tetrahymena pyriformis in a static fresh water system. The predicted data suggests the effect concentration (EC50) for the test compound 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride (C.I. Basic Yellow 37) (CAS no. 6358 -3 -7) was estimated to be 48.77 mg/l on the basis of growth inhibition. Thus, based on the effect, it can be concluded that the test chemical 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride (C.I. Basic Yellow 37) may have toxic effect to micro organism for acute exposure.

Whereas experimental result (Water Pollution Research Journal of Canada Vol. 26, No. 3, pg 361-431, 1991) for read across chemical N,N-dimethylaniline (CAS no. 121-69-7) indicate Effective concentration (EC50) value of N,N-dimethylaniline to Photobacterium phosphoreum was found to be 13.6 mg/L (ppm) in a 30 min Microtox test based on the effect of reduction in light emission.

And another experimental result for read across N,N-diethylaniline (Cas no. 91-66-7) indicate The 50 percent growth impairment concentration (IGC 50) of N,N-diethylaniline in the micro-organism Tetrahymena pyriformis during a 48 hr study was reported as 0.67mg/L. (Toxicology methods, 7, 289-309.; 1997)

Based on the above all available results, it can be concluded that the test substance 4,4'-carbonimidoylbis(N,N-diethylaniline) monohydrochloride i.e C.I. Basic Yellow 37 (CAS no. 6358-36-7) may toxic to micro organism for acute exposure.