4,5-dichloro-2-nitroaniline

Bioaccumulation: aquatic / sediment

Link to relevant study record(s)

Reference

Endpoint:

bioaccumulation in aquatic species, other

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

weight of evidence

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

data is from computational model developed by USEPA.

Qualifier:

according to guideline

Guideline:

other: Modeling database

Principles of method if other than guideline:

BCFBAF Program (v3.00)

GLP compliance:

not specified

Specific details on test material used for the study:

Name ( IUPAC):4,5-Dichloro-2-nitroaniline
Molecular formula:C6H4Cl2N2O2
Molecular weight: 207.016 g/mol
Smilies:Nc1cc(Cl)c(Cl)cc1[N+]([O-])=O
Inchi:1S/C6H4Cl2N2O2/c7-3-1-5(9)6(10(11)12)2-4(3)8/h1-2H,9H2
Substance type: Organic

Radiolabelling:

not specified

Vehicle:

not specified

Test organisms (species):

other: Fish

Route of exposure:

aqueous

Test type:

other: estimated

Water / sediment media type:

natural water: freshwater

Test temperature:

25 deg. C

Key result

Temp.:

25 °C

Type:

BCF

Value:

70.68 L/kg

Basis:

whole body w.w.

Calculation basis:

other: estimated

Remarks on result:

other: Non bioaccumulative

BCFBAF Program (v3.01) Results:

==============================

SMILES : Nc1cc(CL)c(CL)cc1N(=O)(=O)

CHEM  :

MOL FOR: C6 H4 CL2 N2 O2

MOL WT : 207.02

--------------------------------- BCFBAF v3.01 --------------------------------

Summary Results:

Log BCF (regression-based estimate): 1.85 (BCF = 70.7 L/kg wet-wt)

Biotransformation Half-Life (days) : 0.315 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 1.91 (BAF = 81.4 L/kg wet-wt)

 

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 3.31

 

Equation Used to Make BCF estimate:

Log BCF = 0.6598 log Kow - 0.333 + Correction

 

Correction(s):                   Value

No Applicable Correction Factors

 

Estimated Log BCF = 1.849 (BCF = 70.68 L/kg wet-wt)

Validity criteria fulfilled:

not specified

Conclusions:

From BCFBAF Program (v3.00) model of EPI suite the estimated bio concentration factor (BCF) for 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) is 70.68 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000. Thus it is concluded that the test chemical 4,5-Dichloro-2-nitroaniline is not expected to bio accumulate in the aquatic environment.

Executive summary:

From BCFBAF Program (v3.00) model of EPI suite the estimated bio concentration factor (BCF) for 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) is 70.68 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000. Thus it is concluded that the test chemical 4,5-Dichloro-2-nitroaniline is not expected to bio accumulate in the aquatic environment.

Description of key information

From BCFBAF Program (v3.00) model of EPI suite the estimated bio concentration factor (BCF) for 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) is 70.68 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000. Thus it is concluded that the test chemical 4,5-Dichloro-2-nitroaniline is not expected to bio accumulate in the aquatic environment.

Key value for chemical safety assessment

BCF (aquatic species):

70.68 L/kg ww

Additional information

Various predicted data for the target compound 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) and supporting weight of evidence study for its read across chemical were reviewed for the bioaccumulation end point which are summarized as below:

In a prediction done from BCFBAF Program (v3.00) model of EPI suite (Estimation Program Interface, 2017) the estimated bio concentration factor (BCF) for 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) is 70.68 L/kg wet-wt which does not exceed the bioconcentration threshold of 2000.

Another prediction done by using Bio-concentration Factor (v12.1.0.50374) module of (ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017 Bio-concentration Factor at range pH 1-14 of the chemical 4,5-Dichloro-2-nitroaniline( CAS no.6641-64-1) estimated to be 295 dimensionless.

Next prediction done by using Scifinder database of ACS ( American Chemical Society, 2017) The Bioconcentration factor (BCF) for test chemical 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) was predicted in aquatic organisms at pH 1-10 and temperature 25 °C .The Bioconcentration factor (BCF) of test substance 4,5-Dichloro-2-nitroaniline at pH 1-10 and temperature 25 °C was estimated to be 133 dimensionless.

Using Chemspider-ACD/Phy chem suite ( 2017) The Bioconcentration factor (BCF) for test chemical 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) was predicted in aquatic organisms at pH 5.5 and pH 7.4.The Bioconcentration factor (BCF) of test substance 4,5-Dichloro-2-nitroaniline at pH 5.5 and pH 7.4 was estimated to be 166.57 dimensionless. 

Last prediction done from CompTox Chemistry Dashboard using OPERA (OPEn (quantitative) structure-activity Relationship Application)  V1.02 model in which calculation based on PaDEL descriptors (calculate molecular descriptors and fingerprints of chemical)  the bioaccumulation i.e BCF for test substance 4,5-Dichloro-2-nitroaniline (CAS no.6641 -64 -1) was estimated to be 7.34 dimensionless it is based on the 5 OECD principles.

In a supporting weight of evidence study from authoritative database (J Check, 2017) Bioaccumulation test was conducted for 6 weeks for determination the bioconcentration factor (BCF) of read across chemical 4-Chlor-2-nitroanilin (CAS no 89-63-4) on test organism Cyprinus carpio. Nominal concentrations used was 1st Concentration area: 0.1 mg/L (w/v), 2nd Concentration area: 0.01 mg/L (w/v) and Range finding study was carried out on Rice fish (Oryzias latipes) TLm(48h) 17.4 ppm(w/v).Thus according to static Fish Test the BCF value for read across chemical 4-Chlor-2-nitroanilin was observed to be 7.5-13.2 L/kg at dose concentration 0.1 mg/L and 8-13.4 L/kg at dose concentration 0.01 mg/L on test organism Cyprinus carpio during 6 weeks period.

In another supporting weight of evidence study from authoritative database (J Check, 2017) Bioaccumulation test was conducted for 8 weeks for determination the bioconcentration factor (BCF) of read across chemical 1,2-Dichloro-4-nitrobenzene (CAS no 99-54-7) on test organism Cyprinus carpio. Recovery ratio was Test water : 1st concentration area : 97.8 %, 2nd concentration area : 98.9 %, Fish : 93.1 %,   Limit of detection was Test water : 1st concentration area : 1.6 ng/mL, 2nd concentration area : 0.15 ng/mL, Fish : 7.4 ng/g. Vehicle used in this study was HCO-40, 1st Concentration area : 500 microg/L, 2nd Concentration area : 50 microg/L. Nominal concentrations used in the study are 1st Concentration area: 50 µg/L, 2nd Concentration area: 5 µg/L and Range finding study was carried out on Rice fish (Oryzias latipes) LC50(48h) 7.01 mg/L. Thus according to static Fish Test the BCF value for 1,2-Dichloro-4-nitrobenzene was observed to be 26-59 L/kg at dose concentration 50 µg/L and 37-65 L/kg at dose concentration 5 µg/L on test organism Cyprinus carpio during 8 weeks period on the basis of lipid content.

On the basis of above results for target chemical 4,5-Dichloro-2-nitroaniline (CAS No: 6641-64-1) (from EPI suite, ACD labs, and CompTox Chemistry Dashboard 2017) and for its read across chemicals (From J Check) it can be concluded that the BCF value of test substance 4,5-Dichloro-2-nitroaniline ranges from 7.34 to 295 dimensionless which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 4,5-Dichloro-2-nitroaniline is expected to be non-bioaccumulative in the food chain.