4'-sulphamoylacetanilide

Endpoint summary

Description of key information

Hydrolysis

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound N-(4 -sulfamoylphenyl) acetamide (CAS No. 121 -61 -9). The estimated half-life of N-(4 -sulfamoylphenyl)acetamide was estimated to be 3950 yrs at pH 7.0 (at 25 deg C), indicating that it is not hydrolysable.

Biodegradation in water

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.

Biodegradation in water and sediment

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9). If released in to the environment, 33.4% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of N-(4 -sulfamoylphenyl) acetamide in water is estimated to be 37.5 days (900 hrs). The half-life (37.5 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is moderate to low whereas the half-life period of N-(4-sulfamoylphenyl)acetamide in sediment is estimated to be 337.5 days (8100 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.0832%), indicates that N-(4-sulfamoylphenyl)acetamide is not persistent in sediment.

 

Biodegradation in soil

The half-life period of N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 66.5% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of N-(4-sulfamoylphenyl)acetamide in soil is estimated to be 75 days (1800 hrs). Based on this half-life value of N-(4-sulfamoylphenyl)acetamide, it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

Bioaccumulation: aquatic/sediment

BCFBAF model (v3.01) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the bioconcentration factor (BCF) of test chemical N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9).The bioconcentration factor (BCF) of N-(4-sulfamoylphenyl)acetamide was estimated to be 3.162 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical N-(4-sulfamoylphenyl)acetamide is not expected to bioaccumulate in the food chain.

Adsorption/desorption

KOCWIN model (v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical N-(4-sulfamoylphenyl)acetamide

(CAS No. 121 -61 -9). The soil adsorption coefficient i.e Koc value of N-(4-sulfamoylphenyl)acetamide was estimated to be 12.14 L/kg (log Koc=1.0842) by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(4-sulfamoylphenyl)acetamide has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

Additional information

Hydrolysis

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2017) prediction model was used to predict the hydrolysis half-life of test compound N-(4 -sulfamoylphenyl) acetamide (CAS No. 121 -61 -9). The estimated half-life of N-(4 -sulfamoylphenyl)acetamide was estimated to be 3950 yrs at pH 7.0 (at 25 deg C), indicating that it is not hydrolysable.

Biodegradation in water

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 compoundN-(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.

Biodegradation in water and sediment

Estimation Programs Interface (EPI Suite, 2017) prediction model was run to predict the half-life in water and sediment for the test compound N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9). If released in to the environment, 33.4% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of N-(4 -sulfamoylphenyl) acetamide in water is estimated to be 37.5 days (900 hrs). The half-life (37.5 days estimated by EPI suite) indicates that the chemical is not persistent in water and the exposure risk to aquatic animals is moderate to low whereas the half-life period of N-(4-sulfamoylphenyl)acetamide in sediment is estimated to be 337.5 days (8100 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.0832%), indicates that N-(4-sulfamoylphenyl)acetamide is not persistent in sediment.

 

Biodegradation in soil

The half-life period of N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9) in soil was estimated using Level III Fugacity Model by EPI Suite version 4.1 estimation database (EPI suite, 2017). If released into the environment, 66.5% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of N-(4-sulfamoylphenyl)acetamide in soil is estimated to be 75 days (1800 hrs). Based on this half-life value of N-(4-sulfamoylphenyl)acetamide, it is concluded that the chemical is not persistent in the soil environment and the exposure risk to soil dwelling animals is moderate to low.

On the basis of available information, the test substance N-(4 -sulfamoylphenyl)acetamide can be considered to be not readily biodegradable in nature.

Bioaccumulation: aquatic/sediment

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

 

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 N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9).The bioconcentration factor (BCF) of N-(4-sulfamoylphenyl)acetamide was estimated to be 3.162 L/kg whole body w.w (at 25 deg C).

 

In an another prediction done by using Bio-concentration Factor (v12.1.0.50374) module ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBCF over the entire pH scale (pH 1 -14) of the test substance N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) was estimated to be 1.

 

Bioconcentration Factor (BCF) of test chemical N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance N-(4-sulfamoylphenyl)acetamide was estimated to be 1 at both pH 5.5 and 7.4, respectively.

 

Another predicted data was estimated usingSciFinder database (American Chemical Society (ACS), 2017) was used for predicting the bioconcentration factor (BCF) of test chemical N-(4-sulfamoylphenyl)acetamide(CAS No. 121-61-9). The bioconcentration factor (BCF) of N-(4-sulfamoylphenyl)acetamide was estimated to be 1(at 25 deg C).

 

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 N-(4-sulfamoylphenyl)acetamide was estimated to be 1.97 dimensionless . The predicted BCF result based on the 5 OECD principles. Thus based on the result it is concluded that the test substance N-(4-sulfamoylphenyl)acetamide is non-bioaccumulative in nature.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017) for the read across chemical sodium 4-acetamidobenzene-1-sulfonate (CAS no. 6034-54-4), bioaccumulation experiment was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of read across substance sodium 4-acetamidobenzene-1-sulfonate under static conditions. 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". Cyprinus carpio was used as a test organism for the study. Details on analytical methods involve the recovery ratio: Test water: 1st concentration area: 83.9%, 2nd concentration area : 82.4 %, Fish : 88.1 %, Limit of detection : Fish: 0.38 ppm. Test chemical nominal conc. used for the study were1mg/l and 0.1 mg/l, respectively. Range finding study involve the TLm (48 hr) > 10000 mg/l on Rice fish (Oryzias latipes). Lipid content of the test organism was determined to be 2.8%. The bioconcentration factor (BCF value) of substance sodium 4-acetamidobenzene-1-sulfonate on Cyprinus carpio was determined to be ≤ 0.43 L/kg at a conc. of 1 mg/l and ≤ 3.8 L/Kg at a conc. of 0.1 mg/l, respectively.

 

For the read across chemical 4'-Aminoacetanilide (CAS no. 122-80-5), bioaccumulation study was conducted on test organism Cyprinus carpio for 28 days for evaluating the bioconcentration factor (BCF value) of substance 4'-Aminoacetanilide under static conditions (J-CHECK, 2017). The study was performed according to “OECD Guideline 305 (Bioconcentration: Flow-through Fish Test)” and 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. Details on analytical methods involve the recovery ratio: Fish: 68.9%, - Limit of quantitation: Test water: 1st concentration area : 5.6µg/l, 2nd concentration area : 0.56µg/l, Fish : 140 ng/g. Test chemical nominal conc. used for the study were 0.2 mg/l and 0.02 mg/l, respectively. Range finding study involve the LC50 (96 hr) > 500 mg/l on Rice fish (Oryzias latipes). Lipid content of the test organism was determined to be 3.9 and 4.05% at the start and end of exposure. The bioconcentration factor (BCF value) of substance 4'-Amino acetanilide on Cyprinus carpio was determined to be ≤ 0.71 L/kg at a conc. of 0.2 mg/l and ≤ 7.2 L/Kg at a conc. of 0.02 mg/l, respectively.

 

Another bioaccumulation study in fish was conducted for estimating the BCF (bioaccumulation factor) value of read across chemical 4'-Hydroxyacetanilide (CAS no. 103-90-2) (HSDB, 2017). The bioaccumulation factor (BCF) value was calculated using a log Kow of 0.46 and a regression equation. The estimated BCF (bioaccumulation factor) value of read across chemical 4'-Hydroxyacetanilide in fish was determined to be 3 dimensionless.

 

On the basis of above results for target chemical N-(4-sulfamoylphenyl)acetamide (from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,  2017) and for its read across substance (from authoritative database J-CHECK and HSDB, 2017), it can be concluded that the BCF value of test substance N-(4-sulfamoylphenyl)acetamide ranges from 1 – 3.162 which does not exceed the bioconcentration threshold of 2000, indicating that the chemical N-(4-sulfamoylphenyl)acetamide is not expected to bioaccumulate in the food chain.

Adsorption/desorption

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

 

In aprediction done using theKOCWIN Program(v2.00) of Estimation Programs Interface (EPI Suite, 2017) was used to predict the soil adsorption coefficient i.e Koc value of test chemical N-(4-sulfamoylphenyl)acetamide (CAS No. 121 -61 -9). The soil adsorption coefficient i.e Koc value of N-(4-sulfamoylphenyl)acetamide was estimated to be 12.14 L/kg (log Koc=1.0842) by means of MCI method (at 25 deg C).

 

The Soil Adsorption Coefficient i.e Koc value of test substance N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 23.8, 23.6, 21.6, 11.8, 2.32 and approx. 1 at pH range 0-7, 8, 9, 10, 11 and 12-14, respectively (log Koc value ranges from 0 - 1.4 ± 1.0)(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017).

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance N-(4-sulfamoylphenyl)acetamide (CAS no. 121 -61 -9) was estimated. The adsorption coefficient (Koc) value of test substance N-(4-sulfamoylphenyl)acetamide was estimated to be 20.86 (Log Koc = 1.319) at pH 5.5 and 20.81 (Log Koc = 1.318) at pH 7.4, respectively.

 

Additional soil adsorption coefficient i.e Koc value of test chemical N-(4-sulfamoylphenyl)acetamide(CAS No. 121-61-9)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of N-(4-sulfamoylphenyl)acetamide was estimated to be 22.2, 22.0, 20.1 and 11.0 at pH range 1-7, 8, 9 and 10 (log Koc value ranges from 1.04 to 1.346) (at 25 deg C).

 

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 adsorption coefficient i.e KOC for test substance N-(4-sulfamoylphenyl)acetamide was estimated to be 13.8 L/kg (log Koc = 1.139).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance N-(4-sulfamoylphenyl)acetamide has a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 4'-Hydroxyacetanilide (CAS no.103-90-2), adsorption study was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 4'-Hydroxyacetanilide. The adsorption coefficient (Koc) value was calculated using an estimated logKow of 0.46 and a regression derived equation. The adsorption coefficient (Koc) value of substance 4'-Hydroxyacetanilide was estimated to be 21 (Log Koc = 1.322).

 

For the read across chemical 4-aminobenzene-1-sulfonamide (CAS no. 63-74-1), adsorption study was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 4-aminobenzene-1-sulfonamide (HSDB, 2017). The adsorption coefficient (Koc) value was calculated using an experimental logKow of -0.62 and a regression derived equation. The adsorption coefficient (Koc) value of substance 4 -aminobenzene-1 -sulfonamide was estimated to be 11 (Log Koc = 1.041).

 

On the basis of above overall results for target chemicalN-(4-sulfamoylphenyl)acetamide(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the Koc value of test substanceN-(4-sulfamoylphenyl)acetamide ranges from 1 –23.8indicating that the test chemical N-(4-sulfamoylphenyl)acetamidehas a negligible sorption to soil and sediment and therefore have rapid migration potential to ground water.