N-(phenylsulphonyl)benzenesulphonamide

Endpoint summary

Description of key information

Biodegradation in water

Biodegradability of N-(benzenesulfonyl)benzenesulfonamide (CAS no. 2618 -96 -4) is predicted using QSAR toolbox version 3.4 (2017) with logKow as the primary descriptor. Test substance undergoes 0.83% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical N-(benzenesulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). If released in to the environment, 13.8% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of N-(benzene sulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide 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 0.344%), indicates that N-(benzenesulfonyl)benzenesulfonamide is not persistent in sediment.

 

Biodegradation in soil

The half-life period of N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4) 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, 85.4% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of N-(benzenesulfonyl) benzenesulfonamide in soil is estimated to be 75 days (1800 hrs). Based on this half-life value of N-(benzenesulfonyl)benzenesulfonamide, 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-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzene sulfonamide (CAS No. 2618 -96 -4). The soil adsorption coefficient i.e Koc value of N-(benzenesulfonyl)benzenesulfonamide was estimated to be 449.2 L/kg (log Koc=2.6524)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(benzenesulfonyl)benzenesulfonamide has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

Additional information

Biodegradation in water

Various predicted data for the target compound N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618-96-4) and supporting weight of evidence studies for its structurally similar 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 chemical N-(benzenesulfonyl)benzene sulfonamide(CAS No. 2618 -96 -4) was estimated.Test substance undergoes 0.83% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical N-(benzene sulfonyl)benzenesulfonamidewas 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-(benzenesulfonyl)benzenesulfonamide(CAS No. 2618-96-4) 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 chemicalN-(benzenesulfonyl)benzenesulfonamideis expected to be not readily biodegradable.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, 2017 and EnviChem, 2014) for the read across chemical 3 -nitro-N-phenyl-4 -(phenylamino)benzene-1 -sulfonamide (CAS no. 5124 -25 -4), biodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of read across substance 3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide. 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 3 -nitro-N-phenyl-4 -(phenylamino)benzene-1 -sulfonamide was determined to be 0 and 5% by BOD and UV-Vis parameter in 28 days. Thus, based on percentage degradation, 3 -nitro-N-phenyl-4 -(phenylamino)benzene-1 -sulfonamide is considered to be not readily biodegradable in nature.

 

For the read across chemical N-Butyl-benzenesulfonamide (CAS no. 3622-84-2), biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of read across substance N-Butyl-benzenesulfonamide (J-CHECK, 2017). 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 N-Butyl-benzenesulfonamide was determined to be 0 and 1% by BOD, TOC removal and HPLC parameter in 28 days. Thus, based on percentage degradation, N-Butyl-benzenesulfonamide is considered to be not readily biodegradable in nature.

 

Another biodegradation study from secondary source (HPVIS, 2017) was conducted for 28 days for evaluating the percentage biodegradability of read across substance N-Butyl-benzene sulfonamide (CAS no. 3622 -84 -2). The study was performed according to OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test).Activated sludge was used as a test inoculum obtained from sewage treatment plant, Netherlands. Concentrated sludge (6.5 g solids/L) was left to settle for 30 min; the decanted liquid was used as inoculum (7.65 ml/L mineral medium). Initial test substance conc. used for the study were21.75 & 21.8 mg/l based on test material and 45.0 & 45.2 mg/l based on CO2 mg/l, respectively. OECD mineral medium was used as a test medium for the study. Study was performed using brown glass bottles of 2l volume at a temperature of 20-23°C. Sampling was done on day 1, 4, 6, 8, 11, 14, 18, 22, 26 and 28, respectively. Sodium acetate (40.2 mg/l) was used as a reference substance for the study. 10-day window criteria was not reached. ThCO2 was determined to be 2.07 mg CO2/mg test substance. The percentage degradation of substance N-Butyl-benzenesulfonamide was determined to be 12 and 23% at 21.8 and 21.75 mg/l conc. by CO2 evolution parameter in 28 days. Thus, based on percentage degradation, N-Butyl-benzenesulfonamide is considered to be not readily biodegradable in nature.

 

In a supporting weight of evidence study for the same read across chemical N-Butyl-benzenesulfonamide (CAS no. 3622-84-2),biodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of read across substance N-Butyl-benzenesulfonamide (HPVIS, 2017). The study was performed according to OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test). Activated sludge was used as a test inoculum. Initial test substance conc. used for the study was21.5 mg/l, respectively. The percentage degradation of substance N-Butyl-benzenesulfonamide was determined to be 18% by CO2 evolution parameter in 28 days. Thus, based on percentage degradation, N-Butyl-benzenesulfonamide is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemicalN-(benzenesulfonyl)benzenesulfonamide(from OECD QSAR toolbox version 3.4 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK & EnviChem and secondary source HPVIS), it can be concluded that the test substanceN-(benzenesulfonyl)benzenesulfonamidecan 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-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). If released in to the environment, 13.8% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of N-(benzene sulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide 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 0.344%), indicates that N-(benzenesulfonyl)benzenesulfonamide is not persistent in sediment.

 

Biodegradation in soil

The half-life period of N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4) 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, 85.4% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of N-(benzenesulfonyl) benzenesulfonamide in soil is estimated to be 75 days (1800 hrs). Based on this half-life value of N-(benzenesulfonyl)benzenesulfonamide, 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 substanceN-(benzenesulfonyl)benzenesulfonamidecan be considered to be notreadily biodegradable in nature.

Bioaccumulation: aquatic / sediment

Various predicted data for the target compound N-(benzenesulfonyl)benzenesulfonamide(CAS No. 2618-96-4) 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 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-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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) moduleACD (Advanced Chemistry Development)/I-Lab predictive module, 2017), theBio-concentration Factor (BCF) over the entire pH scale (pH 0 -14) of the test substance N-(benzenesulfonyl)benzenesulfonamide (CAS no. 2618 -96 -4) was estimated to be 1.

 

Bioconcentration Factor (BCF) of test chemical N-(benzenesulfonyl)benzenesulfonamide was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance N-(benzenesulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618 -96 -4). The bioconcentration factor (BCF) of N-(benzenesulfonyl)benzenesulfonamide 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-(benzenesulfonyl)benzenesulfonamide was estimated to be 1.98 dimensionless . The predicted BCF result based on the 5 OECD principles.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide (CAS no. 59-40-5), bioaccumulation experiment was conducted for estimating the BCF (bioaccumulation factor) value of read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide. The bioaccumulation factor (BCF) value was calculated using a logKow of 1.68 and a regression-derived equation. The estimated BCF (bioaccumulation factor) value of 4 -amino-N-(quinoxalin-2 -yl)benzene-1 -sulfonamide was determined to be 11 dimensionless.

 

For the read across chemical3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide (CAS no. 5124-25-4),bioaccumulation study was conducted on test organism Cyprinus carpio for 6 weeks for evaluating the bioconcentration factor (BCF value) of read across chemical 3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide (J-CHECK, 2017 and 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 0.5mg/l and 0.05 mg/l, respectively. Test chemical solution was prepared in HC0 40, Olive oil or Polyvinyl alcohol, respectively. Analytical method involve the recovery ratio: Test water :1st concentration area : 97.2 %, 2nd concentration area : 94.2 %, Fish : 88.7 %, - Limit of detection : Test water : 1 concentration area : 0.015 microg/mL, 2nd concentration area : 0.0016 microg/mL, Fish : 0.14 microg/g. Range finding study involve the LC50 (48 hr) ≥ 250 mg/l on Rice fish (Oryzias latipes). Lipid content of the test organism Cyprinus carpio was determined to be 4.7% at the start of exposure. The bioconcentration factor (BCF value) of substance 3-nitro-N-phenyl-4-(phenylamino)benzene-1-sulfonamide on Cyprinus carpio was determined to be in the range of 17-30 L/Kg at a conc. of 0.5 mg/l and 33-48 L/Kg at a conc. of 0.05 mg/l, respectively.

 

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

Adsorption / desorption

Various predicted data for the target compound N-(benzenesulfonyl)benzenesulfonamide (CAS No. 2618-96-4) and supporting weight of evidence study for its structurally similar 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-(benzenesulfonyl)benzene sulfonamide (CAS No. 2618 -96 -4). The soil adsorption coefficient i.e Koc value of N-(benzenesulfonyl)benzenesulfonamide was estimated to be 449.2 L/kg (log Koc=2.6524)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance N-(benzenesulfonyl)benzenesulfonamide has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

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-(benzenesulfonyl)benzenesulfonamide was estimated to be 144 L/kg (log Koc = 2.1583).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance N-(benzenesulfonyl)benzenesulfonamide has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

In a supporting weight of evidence study from authoritative database (HSDB, 2017) for the read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide (CAS no. 59-40-5),adsorption experiment was conducted for estimating the adsorption coefficient (Koc) value of read across chemical 4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide. The adsorption coefficient (Koc) value was calculated using a logKow of 1.68 and a regression derived equation. The adsorption coefficient (Koc) value of test substance 4 -amino-N-(quinoxalin-2 -yl)benzene-1 -sulfonamidewas estimated to be 200 (Log Koc = 2.301). This Koc value indicates that the substance 4 -amino-N-(quinoxalin-2 -yl)benzene-1 -sulfonamide has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

For the read across chemicalDiphenamid (CAS no. 957-51-7),adsorption study was conducted for estimating the adsorption coefficient (Koc) value of read across chemical Diphenamid (HSDB, 2017). The adsorption coefficient (Koc) value was calculated using a water solubility. The adsorption coefficient (Koc) value of read across substance Diphenamid was estimated to be 210 (Log Koc = 2.332). This Koc value indicates that the substance Diphenamid has a low sorption to soil and sediment and therefore have moderate migration potential to ground water.

 

On the basis of above overall results for target chemical N-(benzenesulfonyl)benzenesulfonamide (from EPI suiteand 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 substance N-(benzenesulfonyl)benzenesulfonamide ranges from 144–449.2,indicating that the test chemical N-(benzenesulfonyl)benzenesulfonamide has a low to moderate sorption to soil and sediment and therefore have moderate to slow migration potential to ground water.