4-[(2,4-dimethylphenyl)azo]-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

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:

4 (not assignable)

Rationale for reliability incl. deficiencies:

secondary literature

Justification for type of information:

Data is from secondary source

Qualifier:

according to guideline

Guideline:

other: as mentioned below

Principles of method if other than guideline:

Estimation of environmental bioconcentration factor of the test substance 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material (IUPAC name): 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
- Common name: Solvent Yellow 18
- Molecular formula: C18H18N4O
- Molecular weight: 306.367 g/mol
- Smiles notation: O=C1N(N=C(C)[C@@H]1\N=N\c1c(cc(cc1)C)C)c1ccccc1
- InChl: 1S/C18H18N4O/c1-12-9-10-16(13(2)11-12)19-20-17-14(3)21-22(18(17)23)15-7-5-4-6-8-15/h4-11,17H,1-3H3/b20-19+
- Substance type: Organic
- Physical state: Solid

Radiolabelling:

not specified

Vehicle:

not specified

Test organisms (species):

not specified

Route of exposure:

aqueous

Test type:

not specified

Water / sediment media type:

not specified

Reference substance (positive control):

not specified

Key result

Type:

BCF

Value:

10 dimensionless

Basis:

whole body w.w.

Remarks on result:

other: Other details not known

Validity criteria fulfilled:

not specified

Conclusions:

The estimated BCF (bioaccumulation factor) of test chemical 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one was determined to be 10 dimensionless.

Executive summary:

The bioaccumulation study was conducted for estimating the BCF (bioaccumulation factor) value of test chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one(CAS no.6407 -78 -9). The BCF (bioaccumulation factor) value of chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol- 5 -one was estimated to be 10 dimensionless, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one is considered to be non-accumulative in aquatic organisms.

Description of key information

The bioaccumulation study was conducted for estimating the BCF (bioaccumulation factor) value of test chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one (CAS no.6407 -78 -9) (INERIS Database, 2009). The BCF (bioaccumulation factor) value of chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol- 5 -one was estimated to be 10 dimensionless, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one is considered to be non-accumulative in aquatic organisms.

Key value for chemical safety assessment

BCF (aquatic species):

10 dimensionless

Additional information

Various predicted data and experimental study for the target compound 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one (CAS No. 6407-78-9) and supporting weight of evidence study for its structurally similar read across substance were reviewed for the bioaccumulation end point which are summarized as below:

 

In an experimental study from authoritative database (INERIS Database, 2009), bioaccumulation study was conducted for estimating the BCF (bioaccumulation factor) value of test chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one(CAS no. 6407 -78 -9). The BCF (bioaccumulation factor) value of chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol- 5 -one was estimated to be 10 dimensionless.

 

In aprediction done using theBCFBAF Program(v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5-one (CAS No. 6407 -78 -9). The bioconcentration factor (BCF) of 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one was estimated to be 10 L/kg whole body w.w (at 25 deg C).

 

In an another prediction done by using Bio-concentration Factor (v12.1.0.50374) moduleACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBio-concentration Factor (BCF) of the test substance 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H- pyrazol-5 -one (CAS no. 6407 -78 -9) was estimated to be 5.90, 35.8, 126, 171, 177 and 178 at pH range 0, 1, 2, 3, 4 and 5-14, respectively.

 

Bioconcentration Factor (BCF) of test chemical 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one was estimated to be 371.27 at pH 5.5 and 371.32 at pH 7.4, respectively.

 

Another predicted data was estimated using SciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical 4-[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one (CAS No. 6407 -78 -9). The bioconcentration factor (BCF) of 4 -[(E)-2 -(2,4 -dimethylphenyl)diazen-1 -yl]-3 -methyl-1 -phenyl-4,5 -dihydro-1H-pyrazol-5 -one was estimated to be 77.9, 228, 284, 291 and 292 at pH range 1, 2, 3, 4-6 and 7-10, respectively (at 25 deg C).

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017 & EnviChem, 2014) for the read across chemical 2',3-Dimethyl-4-(2-hydroxynaphthylazo)azobenzene (CAS no. 85-83-6),bioaccumulation experiment was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of 2',3-Dimethyl-4-(2-hydroxynaphthylazo)azobenzene (CAS no. 85-83-6). The study was performed according to other guideline "Bioaccumulation test of a chemical substance in fish or shellfish" provided in "the Notice on the Test Method Concerning New Chemical Substances", respectively. Cyprinus carpio was used as a test organism for the study. Test chemical nominal conc. used for the study were 0.35mg/l and 0.035 mg/l, respectively. Test chemical solution was prepared in HCO-40 or crystal sugar. Analytical method involve the recovery ratio: Test water : 1st concentration area : 97.3 %, 2nd concentration area : 94.5 %, Fish : 76.1 %, - Limit of detection : Test water:1st concentration area : 100 %, 2nd concentration area : 98.6 %, Fish : 90.8 %, - Limit of detection : Fish : 0.103 ppm. Range finding study involve the TLm (48 hr) ≥ 100 mg/l (w/v) on Rice fish (Oryzias latipes).The bioconcentration factor (BCF value) of substance 2',3-Dimethyl-4-(2-hydroxynaphthylazo)azobenzene on Cyprinus carpio was determined to be in the range of 0.29 – 2.9 L/Kg at a conc. of 0.35 mg/l and 2.9 – 11 L/Kg at a conc. of 0.035 mg/l, respectively.

 

For the read across chemical 4,4'-(1E,1'E)-(3,3'-dichlorobiphenyl-4,4'-diyl)bis(diazene-2,1-diyl)bis(3-methyl-1-phenyl-1H-pyrazol-5(4H)-one) (CAS no. 3520-72-7), bioaccumulation study was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of 4,4'-(1E,1'E)-(3,3'-dichlorobiphenyl-4,4'-diyl)bis(diazene-2,1-diyl)bis(3-methyl-1-phenyl-1H-pyrazol-5(4H)-one) (J-CHECK, 2017 & EnviChem, 2014). The study was performed according to other guideline "Bioaccumulation test of a chemical substance in fish or shellfish" provided in "the Notice on the Test Method Concerning New Chemical Substances", respectively. Cyprinus carpio was used as a test organism for the study. Test chemical nominal conc. used for the study were 0.15mg/land 0.015 mg/l, respectively. Test chemical solution was prepared in HCO-20 or crystal sugar. Analytical method involve therecovery ratio: Test water : 1st concentration area: 91.0 %, 2nd concentration area : 99.9 %, Fish : 87.9 %, - Limit of detection : Fish : 0.04 ppm. Range finding study involve the TLm (48 hr) ≥ 100 mg/l (w/v) on Rice fish (Oryzias latipes).The bioconcentration factor (BCF value) of substance 4,4'-(1E,1'E)-(3,3'-dichlorobiphenyl-4,4'-diyl)bis(diazene-2,1-diyl)bis(3-methyl-1-phenyl-1H-pyrazol-5(4H)-one)on Cyprinus carpio was determined to be in the range of 0.75 – 5.6 L/Kg at a conc. of 0.15 mg/l and ≤ 2.8 L/Kg at a conc. of 0.015 mg/l, respectively.

 

On the basis of above overall results for target chemical 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one(from secondary source, EPI suite, ACD labs,ChemSpider and Scifinder,2017) and for its read across substance from authoritative database (J-CHECK, 2017 & EnviChem, 2014), it can be concluded that the BCF value of test substance 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one ranges from10– 371.27, which does not exceed the bioconcentration threshold of 2000, indicating that the chemical 4-[(E)-2-(2,4-dimethylphenyl)diazen-1-yl]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one is not expected to bioaccumulate in the food chain.