2-chloro-6,7-dimethoxyquinazolin-4-amine

Endpoint summary

Description of key information

Biodegradation in water

Biodegradability of 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS no. 23680 -64 -4) is predicted using QSAR toolbox version 3.4 (2017) with logKow as the primary descriptor. Test substance undergoes 0.33% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine 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 2 -Chloro-6,7 -dimethoxyquinazolin-4 -amine (CAS No. 23680 -84 -4). If released in to the environment, 10.6% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine in water is estimated to be 60 days (1440 hrs). The half-life (60 days estimated by EPI suite) indicates that the chemical is persistent in water and the exposure risk to aquatic animals is moderate to high whereas the half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine in sediment is estimated to be 541.66 days (13000 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.279%), indicates that 2 -Chloro-6,7 -dimethoxyquinazolin-4-amine is not persistent in sediment.

Biodegradation in soil

The half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS No. 23680 -64 -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, 89.1% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of

2-Chloro-6,7-dimethoxyquinazolin-4-amine in soil is estimated to be 120 days (2880 hrs). Based on this half-life value of 2-Chloro-6,7-dimethoxyquinazolin-4-amine, 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 2 -Chloro-6,7 -dimethoxyquinazolin-4 -amine (CAS No. 23680 -84 -4). The bioconcentration factor (BCF) of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 4.523 L/kg whole body w.w (at 25 deg C) which does not exceed the bio concentration threshold of 2000, indicating that the chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine 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 2 -Chloro-6,7 -dimethoxy quinazolin-4 -amine (CAS No. 23680 -84 -4). The soil adsorption coefficient i.e Koc value of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 430.4 L/kg (log Koc=2.6339)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine 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 compound2-Chloro-6,7-dimethoxyquinazolin-4-amine(CAS No. 23680-84-4) and supporting weight of evidence studies for its closest read across substance with logKow as the primary descriptor 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 chemical2-Chloro-6,7-dimethoxyquinazolin-4-amine(CAS No. 23680-84-4) was estimated.Test substance undergoes 0.33% degradation by BOD in 28 days. Thus, based on percentage degradation, the test chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine 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 compound2-Chloro-6,7-dimethoxyquinazolin-4-amine(CAS No. 23680-84-4) 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 chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine is expected to be not readily biodegradable.

 

In a supporting weight of evidence study from authoritative database (J-CHECK, HSDB, SRC PhysProp database, 2017 and EnviChem, 2014) for the read across chemical 1,5-Diaminonaphthalene (CAS no. 2243-62-1),biodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of test substance1,5-Diaminonaphthalene (CAS no. 2243-62-1). The study was performed according to OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I) or OECD Guideline 302 C (Inherent Biodegradability: Modified MITI Test (II)) under aerobic conditions at a temperature of 25°C and pH 7.0.Activated sludge was used as a test inoculums for the study. 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 1,5-Diaminonaphthalene was determined to be 0 and 3% degradation by BOD and HPLC parameter in 28 days. Thus, based on percentage degradation, 1,5-Diaminonaphthalene is considered to be not readily biodegradable in nature.

Another biodegradation studywas conducted for 28 days for evaluating the percentage biodegradability of read across substance 1,8-Diaminonaphthalene (CAS no. 479-27-6)(J-CHECK, SRC PhysProp database, 2017 and EnviChem, 2014). The study was performed according to OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I) or OECD Guideline 302 C (Inherent Biodegradability: Modified MITI Test (II)) under aerobic conditions at a temperature of 25°C and pH 7.0.Activated sludge was used as a test inoculums for the study. 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 substance1,8-Diaminonaphthalenewas determined to be 0, 9 and 1% by BOD, TOC removal and HPLC parameter in 28 days. Thus, based on percentage degradation,1,8-Diaminonaphthalene is considered to be not readily biodegradable in nature.

 

For the read across chemical 3,3'-Sulfonyldianiline (CAS no. 599-61-1) from authoritative database (J-CHECK, 2017),biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of read across substance 3,3'-Sulfonyldianiline. Activated sludge was used as a test inoculums for the study. 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 3,3'-Sulfonyldianiline was determined to be 0 and 1% by BOD, TOC removal and HPLC parameter in 28 days. Thus, based on percentage degradation, 3,3'-Sulfonyldianiline is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical2-Chloro-6,7-dimethoxyquinazolin-4-amine(from OECD QSAR toolbox version 3.4 and EPI suite, 2017) and for its read across substance (from authoritative database J-CHECK, HSDB, SRC PhysProp database & EnviChem), it can be concluded that the test substance2 -Chloro-6,7 -dimethoxyquinazolin-4 -aminecan 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 2 -Chloro-6,7 -dimethoxyquinazolin-4 -amine (CAS No. 23680 -84 -4). If released in to the environment, 10.6% of the chemical will partition into water according to the Mackay fugacity model level III and the half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine in water is estimated to be 60 days (1440 hrs). The half-life (60 days estimated by EPI suite) indicates that the chemical is persistent in water and the exposure risk to aquatic animals is moderate to high whereas the half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine in sediment is estimated to be 541.66 days (13000 hrs). However, as the percentage release of test chemical into the sediment is less than 1% (i.e, reported as 0.279%), indicates that 2 -Chloro-6,7 -dimethoxyquinazolin-4-amine is not persistent in sediment.

Biodegradation in soil

The half-life period of 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS No. 23680 -64 -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, 89.1% of the chemical will partition into soil according to the Mackay fugacity model level III. The half-life period of

2-Chloro-6,7-dimethoxyquinazolin-4-amine in soil is estimated to be 120 days (2880 hrs). Based on this half-life value of 2-Chloro-6,7-dimethoxyquinazolin-4-amine, 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 substance2-Chloro-6,7-dimethoxyquinazolin-4-amine can be considered to be not readily biodegradable in nature.

Bioaccumulation: aquatic / sediment

Various predicted data for the target compound 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS No. 23680-84-4) 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 2 -Chloro-6,7 -dimethoxyquinazolin-4 -amine (CAS No. 23680 -84 -4). The bioconcentration factor (BCF) of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 4.523 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), theBCF of the test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 1, 2.68, 7.08, 8.48, 8.65 and 8.67 at pH range 0-3, 4, 5, 6, 7 and 8-10, respectively.

 

Bioconcentration Factor (BCF) of test chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated using Chemspider database(ChemSpider, 2017). The bioconcentration factor of test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 8.25 at pH 5.5 and 8.83 at pH 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 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS No. 23680 -64 -4). The bioconcentration factor (BCF) of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 1.0, 2.61, 3.13, 3.19 and 3.20 at pH range 1-4, 5, 6, 7 and 8-10, respectively (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 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 10.2 dimensionless . The predicted BCF result based on the 5 OECD principles.

On the basis of above results for target chemical2-Chloro-6,7-dimethoxyquinazolin-4-amine(from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,  2017), it can be concluded that the BCF value of test substance2-Chloro-6,7-dimethoxyquinazolin-4-amineranges from 1 –10.2which does not exceed the bioconcentration threshold of 2000, indicating that the chemical2-Chloro-6,7-dimethoxyquinazolin-4-amineis not expected to bioaccumulate in the food chain.

Adsorption / desorption

Various predicted data for the target compound 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS No. 23680-84-4) 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 2 -Chloro-6,7 -dimethoxy quinazolin-4 -amine (CAS No. 23680 -84 -4). The soil adsorption coefficient i.e Koc value of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 430.4 L/kg (log Koc=2.6339)  by means of MCI method (at 25 deg C). This Koc value indicates that the substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

The Soil Adsorption Coefficient i.e Koc value of test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated using Adsorption Coefficient module (v12.1.0.50374) program as Koc 1, 1.24, 7.43, 50.5, 133, 160 and 163 at pH range 1, 2, 3, 4, 5, 6 and 7-14, respectively (log Koc value ranges from 0 to 2.2 ± 1.0)(ACD (Advanced Chemistry Development)/I-Lab predictive module, 2017). This Koc value indicates that the test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine has a low sorption to soil and therefore have moderate migration potential to groundwater.

 

In an another prediction done by using ChemSpider Database (2017),the Soil Adsorption Coefficient i.e Koc value of test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine (CAS no. 23680 -84 -4) was estimated. The adsorption coefficient (Koc) value of test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 154.61 (Log Koc = 2.189) at pH 5.5 and 165.45 (log Koc = 2.218) at pH 7.4, respectively. This Koc value indicates that the test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine has a low sorption to soil and therefore have moderate migration potential to groundwater.

 

Additional soil adsorption coefficient i.e Koc value of test chemical2 -Chloro-6,7 -dimethoxyquinazolin-4 -amine (CAS No. 23680 -84 -4)was estimated using the SciFinder database (American Chemical Society (ACS), 2017).The soil adsorption coefficient i.e Koc value of 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 1.0, 3.64, 24.7, 65.3, 78.2, 79.8 and 80.0 (log Koc value ranges from 0 to 1.9) (at 25 deg C). This Koc value indicates that the substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine has a low sorption to soil and sediment and therefore have moderate 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 2-Chloro-6,7-dimethoxyquinazolin-4-amine was estimated to be 499 L/kg (log Koc = 2.698).The predicted KOC result based on the 5 OECD principles. This Koc value indicates that the substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine has a moderate sorption to soil and sediment and therefore have slow migration potential to ground water.

 

On the basis of above overall results for target chemical 2-Chloro-6,7-dimethoxyquinazolin-4-amine (from EPI suite, ACD labs,ChemSpider, SciFinder database and CompTox Chemistry Dashboard,2017), it can be concluded that the Koc value of test substance 2-Chloro-6,7-dimethoxyquinazolin-4-amine ranges from 1–499 indicating that the test chemical2-Chloro-6,7-dimethoxyquinazolin-4-aminehas a low to moderate sorption to soil and sediment and therefore have moderate to slow migration potential to ground water.