4'-sulphamoylacetanilide

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Endpoint:

biodegradation in water: screening tests

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:

OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I))

Principles of method if other than guideline:

The data is predicted using the OECD QSAR toolbox version 3.4 with logKow as the primary descriptor.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: N-(4-sulfamoylphenyl)acetamide
- Molecular formula: C8H10N2O3S
- Molecular weight: 214.244 g/mol
- Smiles notation: c1(ccc(NC(C)=O)cc1)S(N)(=O)=O
- InChl: 1S/C8H10N2O3S/c1-6(11)10-7-2-4-8(5-3-7)14(9,12)13/h2-5H,1H3,(H,10,11)(H2,9,12,13)
- Substance type: Organic
- Physical state: Solid

Oxygen conditions:

aerobic

Inoculum or test system:

other: Microorganisms

Duration of test (contact time):

28 d

Based on:

not specified

Parameter followed for biodegradation estimation:

other: BOD

Key result

Parameter:

other: BOD

Value:

5.6

Sampling time:

28 d

Remarks on result:

other: Other details not known

Details on results:

Test substance undergoes 5.6% degradation by BOD in 28 days.

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

(((((((((((("a" or "b" or "c" )  and "d" )  and "e" )  and "f" )  and "g" )  and "h" )  and "i" )  and "j" )  and "k" )  and "l" )  and "m" )  and ("n" and "o" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Acylation involving an activated (glucuronidated) carboxamide group AND Acylation >> Acylation involving an activated (glucuronidated) carboxamide group >> Carboxylic Acid Amides AND Acylation >> Acylation involving an activated (glucuronidated) sulfonamide group AND Acylation >> Acylation involving an activated (glucuronidated) sulfonamide group >> Arenesulfonamides AND Acylation >> Direct acylation involving a leaving group AND Acylation >> Direct acylation involving a leaving group >> Carboxylic Acid Amides AND Acylation >> Ester aminolysis AND Acylation >> Ester aminolysis >> Amides AND AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> Carboxylic Acid Amides AND AN2 >> Nucleophilic addition at polarized N-functional double bond AND AN2 >> Nucleophilic addition at polarized N-functional double bond >> Arenesulfonamides by Protein binding by OASIS v1.4

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Direct Acylation Involving a Leaving group AND Acylation >> Direct Acylation Involving a Leaving group >> Acetates by Protein binding by OECD

Domain logical expression index: "c"

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

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as days - weeks by Biodeg primary (Biowin 4) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Biodegrades Fast by Biodeg probability (Biowin 1) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Biodegrades Fast by Biodeg probability (Biowin 2) ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 5) ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 6) ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 7) ONLY

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as weeks - months by Biodeg ultimate (Biowin 3) ONLY

Domain logical expression index: "k"

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: "l"

Similarity boundary:Target: CC(=O)Nc1ccc(S(N)(=O)=O)cc1
Threshold=30%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "m"

Similarity boundary:Target: CC(=O)Nc1ccc(S(N)(=O)=O)cc1
Threshold=10%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 171 Da

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 252 Da

Validity criteria fulfilled:

not specified

Interpretation of results:

not readily biodegradable

Conclusions:

The test chemical N-(4-sulfamoylphenyl)acetamide was estimated to be not readily biodegradable in water.

Executive summary:

Biodegradability of N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) is predicted using OECD QSAR toolbox version 3.4 with logKow as the primary descriptor. Test substance undergoes 5.6% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical N-(4-sulfamoylphenyl)acetamide was estimated to be not readily biodegradable in water.

Description of key information

Biodegradability of N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) is predicted using OECD QSAR toolbox version 3.4 (2017) with logKow as the primary descriptor. Test substance undergoes 5.6% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical N-(4-sulfamoylphenyl)acetamide was estimated to be not readily biodegradable in water.

Key value for chemical safety assessment

Biodegradation in water:

under test conditions no biodegradation observed

Additional information

Various predicted data for the target compound N-(4-sulfamoylphenyl)acetamide (CAS No. 121-61-9) and supporting weight of evidence studies for its read across substance were reviewed for the biodegradation end point which are summarized as below:

 

In a prediction done by SSS (2017) using OECD QSAR toolbox version 3.4 with logKow as the primary descriptor, percentage biodegradability of test chemicalN-(4-sulfamoylphenyl)acetamide(CAS No. 121-61-9) was estimated. Test substance undergoes 5.6% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical N-(4-sulfamoylphenyl)acetamide was estimated to be not readily biodegradable in water.

 

In another prediction using the Estimation Programs Interface Suite (EPI suite, 2017), the biodegradation potential of the test compound N-(4-sulfamoylphenyl)acetamide (CAS No. 121-61-9) in the presence of mixed populations of environmental microorganisms was estimated.The biodegradability of the substance was calculated using seven different models such as Linear Model, Non-Linear Model, Ultimate Biodegradation Timeframe, Primary Biodegradation Timeframe, MITI Linear Model, MITI Non-Linear Model and Anaerobic Model (called as Biowin 1-7, respectively) of the BIOWIN v4.10 software. The results indicate that chemical N-(4-sulfamoylphenyl)acetamide is expected to be not readily biodegradable.

 

In a supporting weight of evidence study from peer reviewed journal (George W. Malaney, 1960) and authoritative databases (HSDB and SRC (Syracuse Research Corporation) PhysProp Database, 2017) for the read across chemical 4-aminobenzene-1-sulfonamide (CAS no. 63-74-1), biodegradation experiment was conducted for evaluating the percentage biodegradability of read across substance 4-aminobenzene-1-sulfonamide. Aniline-acclimated sludge was used as a test inoculum. The original source of microorganisms was mixed liquor from the aeration tank of a municipal treatment plant. Biodegradation of test chemical was tested by the conventional Warburg technique, using 125 ml flasks. Concentration of inoculum i.e, sludge used was 2,500 mg/l and initial test substance conc. used in the study was 500 mg/l. Incubation of the test vessel was carried out at 20ᵒC for 5-8 days i.e, 120-192 hrs. Oxidation in the test flask was recorded as mg O2 uptake per liter of the mixture in the flask. The mg of O2 uptake by the substance 4-aminobenzene-1-sulfonamide was determined to be 150 mg/l and the percentage degradation of substance 4-aminobenzene-1-sulfonamide was determined to be 0% by BOD parameter in 8 days. Thus, based on percentage degradation, 4-aminobenzene-1-sulfonamide is considered to be not readily biodegradable in nature.

 

Another biodegradation study was conducted for 14 days for evaluating the percentage biodegradability of read across substance Benzene sulphonamide (CAS no. 98-10-2) (J-CHECK, 2017 and EnviChem, 2014). The study was performed according to OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I)). Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of substance Benzene sulphonamide was determined to be 0, 3 and 1% by BOD, TOC removal and UV-Vis parameter in 14 days. Thus, based on percentage degradation, Benzene sulphonamide is considered to be not readily biodegradable in nature.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for read across substance4-Amino-N-(-5-methyl-3-isoxazolyl)benzenesulfonamide (CAS no. 723-46-6), bodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of read across substance 4-Amino-N-(-5-methyl-3-isoxazolyl)benzene sulfonamide. The study was performed according to OECD Guideline 301 D (Ready Biodegradability: Closed Bottle Test) under aerobic conditions. Sewage was used as a test inoculum obtained from municipal treatment plant. The percentage degradation of substance 4-Amino-N-(-5-methyl-3-isoxazolyl)benzenesulfonamide was determined to be 2 and 4% by ThOD parameter in 14 and 28 day, respectively. Thus, based on percentage degradation, 4-Amino-N-(-5-methyl-3-isoxazolyl)benzenesulfonamide is considered to be not readily biodegradable in nature.

 

For the sameread across substance4-methylbenzene-1-sulfonamide (CAS no. 70-55-3) from secondary source (OECD SIDS, 1993) and authoritative database (GSBL database, 2017), biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of read across substance 4-methylbenzene-1-sulfonamide (CAS no. 70-55-3). The study was performed according to OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I)) under aerobic conditions at a temperature of 25°C. Activated sludge was used as a test inoculum. Conc. of inoculum and initial test substance conc. used was 30 and 100 mg/l, respectively. The percentage degradation of substance 4-methylbenzene-1-sulfonamide was determined to be 1, 4 and 3% by BOD parameter in 7, 14 and 28 days, respectively and 0% by DOC removal and HPLC in 28 days. Thus, based on percentage degradation, 4-methylbenzene-1-sulfonamide is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical N-(4-sulfamoylphenyl)acetamide (from OECD QSAR toolbox version 3.4 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK, HSDB, GSBL, EnviChem, peer reviewed journal and secondary source OECD SIDS), it can be concluded that the test substance N-(4-sulfamoylphenyl)acetamide can be expected to be not readily biodegradable in nature.