5,12-dihydro-2,9-dimethylquino[2,3-b]acridine-7,14-dione

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

2008-07-09 - 2008-11-19

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study perforemd acccording to relevant guidelines and compliant to GLP.

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Deviations:

yes

Remarks:

Because of poor solubility of test item in solvents, the solvents for dissolving the test item differed from the mobile phase used on HPLC.

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

GLP compliance:

yes (incl. QA statement)

Remarks:

Swiss Ordinance on Good Laboratory Practice, adopted on 18th May 2005 (OGLP, SR 813.112.1] based on OECD-GLP 1997 [C(97)186/Final]

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Specific details on test material used for the study:

Details on properties of test surrogate or analogue material (migrated information):
not applicable

Radiolabelling:

no

Test temperature:

25°C

Details on study design: HPLC method:

Test Item Solutions

The test item (tip of a spatula) was dissolved in Dimethylacetamide (about 2 mL). This mixture was ultrasonificated for about 5 minutes and submitted to a 0.2 µm filtration. This solution was diluted with 2 mL of a solvent mixture of water and methanol (45:55; v/v). This test item solution was injected.

The test item (tip of a spatula) was dissolved in methanol (about 2 mL). This mixture was ultrasonificated for about 5 minutes and centrifugation for at about 4000 rpm for 10 min. This supernatant was injected.

TKP 50089 (EXPERIMENTAL PINK 23161B) (21.02 mg) was dissolved in 10 mL Dimethylacetamide. This mixture was ultrasonificated for 15 minutes. This turbid solution was diluted with a solvent mixture of water and acetonitrile (45:55; v/v) in a ratio 1:1 and submitted to a 0.2 µm filtration. This test item solution was injected.


HPLC-Conditions
The tests to determine the adsorption coefficient (Koc) of TKP 50089 (EXPERIMENTAL PINK 23161B) were performed with a solvent mixture of methanol/water or acetonitrile and water. These mixtures were not sufficient to elute the test item from the column. Therefore, the change to 100% acetonitrile after 1 h with water and acetonitrile (45:55; v/v) was tried. During these runs no test item peak was detected.

Apparatus:
Varian autosampler 9095
Varian pump 9012
Varian UV/VIS detector 9050
Jones column oven 7990

Column: LiChrospher CN, particle size 5 µm, 250 mm x 4 mm

HPLC Eluent: Water / acetonitrile (45:55; v/v) for 60 min; then 100% acetonitrile for 50 min, after that during 1 min it was changed to back to water / acetonitrile (45:55; v/v)

Detection: Test item: 285 nm
Temperature: 25 °C
Injection Volume: 10 µL
Flow: 1.0 mL/min
Run Time: 119 minutes
Retention Times: none

Analytical monitoring:

not required

Computational methods:

Not applicable

Details on results (HPLC method):

The elution of the test item was not possible with the criteria given in the guideline.

lt was not possible to dissolve the test item completely in dimethylacetamide or methanol.

The tests to determine the adsorption coefficient (Koc) of the test item were performed with a solvent mixture of methanol/water or acetonitrile and water. These mixtures were not sufficient to elute the test item from the column. Therefore, the change to 100% acetonitrile after 1 h with water and acetonitrile (45:55; v/v) was tried. During these runs no test item peak was detected.

The elution of the test item from the column was not possible by using different eluents:
- Methanol/Water (55:45; v/v)
- Acetonitrile/Water (55:45; v/v)
- Acetonitrile 100%

Statistics:

not applicable

Validity criteria fulfilled:

not applicable

Remarks:

Due to adherence of the test item to the column following the test protocol further on was impossible

Conclusions:

To estimate the adsorption coefficient Koc of the test item, the HPLC-method according to OECD technical guideline no. 121 had been applied (reliability category 1, GLP compliance). The poor solubility of the test item in water as well as in other solvents precluded the deduction of useful results. Using different sovent mixtures, partial dissolution of the test item had been possible. Elution from the HPLC-column, however, proved to be impossible in spite of different solvent systems used. Most probably, the test item had precipitated on the column. Therefore, Koc for the test item cannot be determined using the estimation method based on HPLC.

Executive summary:

An attempt was made to determine the adsorption coefficient (Koc) of the test item according to OECD Guideline for the Testing of Chemicals, No. 121, Estimation of the Adsorption Coefficient (Koc) on Soil and Sewage Sludge using High Performance Liquid Chromatography (HPLC), January, 2001 and the EC Directive 2001/59, C.19. It was not possible to dissolve the test item completely in dimethylacetamide or methanol. The elution of the test item from the column was not possible by using different eluents:

- Methanol/Water (55:45; v/v)

- Acetonitrile/Water (55:45; v/v)

- Acetonitrile 100%

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

supporting study

Study period:

2008-07-09 - 2008-11-19

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Study perforemd acccording to relevant guidelines and compliant to GLP.

Justification for type of information:

see Rationale and Justification for the Analogue Read-Across Approach used for the Registration of Pigment Red 122 (Chapter 13)

Reason / purpose for cross-reference:

read-across source

Qualifier:

according to guideline

Guideline:

OECD Guideline 121 (Estimation of the Adsorption Coefficient (Koc) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC))

Deviations:

yes

Remarks:

Because of poor solubility of test item in solvents, the solvents for dissolving the test item differed from the mobile phase used on HPLC.

Qualifier:

according to guideline

Guideline:

EU Method C.19 (Estimation of the Adsorption Coefficient (KOC) on Soil and Sewage Sludge Using High Performance Liquid Chromatography (HPLC))

GLP compliance:

yes (incl. QA statement)

Remarks:

Swiss Ordinance on Good Laboratory Practice, adopted on 18th May 2005 (OGLP, SR 813.112.1] based on OECD-GLP 1997 [C(97)186/Final]

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Specific details on test material used for the study:

Details on properties of test surrogate or analogue material (migrated information):
not applicable

Radiolabelling:

no

Test temperature:

25°C

Details on study design: HPLC method:

Test Item Solutions

The test item (tip of a spatula) was dissolved in Dimethylacetamide (about 2 mL). This mixture was ultrasonificated for about 5 minutes and submitted to a 0.2 µm filtration. This solution was diluted with 2 mL of a solvent mixture of water and methanol (45:55; v/v). This test item solution was injected.

The test item (tip of a spatula) was dissolved in methanol (about 2 mL). This mixture was ultrasonificated for about 5 minutes and centrifugation for at about 4000 rpm for 10 min. This supernatant was injected.

TKP 50089 (EXPERIMENTAL PINK 23161B) (21.02 mg) was dissolved in 10 mL Dimethylacetamide. This mixture was ultrasonificated for 15 minutes. This turbid solution was diluted with a solvent mixture of water and acetonitrile (45:55; v/v) in a ratio 1:1 and submitted to a 0.2 µm filtration. This test item solution was injected.


HPLC-Conditions
The tests to determine the adsorption coefficient (Koc) of TKP 50089 (EXPERIMENTAL PINK 23161B) were performed with a solvent mixture of methanol/water or acetonitrile and water. These mixtures were not sufficient to elute the test item from the column. Therefore, the change to 100% acetonitrile after 1 h with water and acetonitrile (45:55; v/v) was tried. During these runs no test item peak was detected.

Apparatus:
Varian autosampler 9095
Varian pump 9012
Varian UV/VIS detector 9050
Jones column oven 7990

Column: LiChrospher CN, particle size 5 µm, 250 mm x 4 mm

HPLC Eluent: Water / acetonitrile (45:55; v/v) for 60 min; then 100% acetonitrile for 50 min, after that during 1 min it was changed to back to water / acetonitrile (45:55; v/v)

Detection: Test item: 285 nm
Temperature: 25 °C
Injection Volume: 10 µL
Flow: 1.0 mL/min
Run Time: 119 minutes
Retention Times: none

Analytical monitoring:

not required

Computational methods:

Not applicable

Details on results (HPLC method):

The elution of the test item was not possible with the criteria given in the guideline.

lt was not possible to dissolve the test item completely in dimethylacetamide or methanol.

The tests to determine the adsorption coefficient (Koc) of the test item were performed with a solvent mixture of methanol/water or acetonitrile and water. These mixtures were not sufficient to elute the test item from the column. Therefore, the change to 100% acetonitrile after 1 h with water and acetonitrile (45:55; v/v) was tried. During these runs no test item peak was detected.

The elution of the test item from the column was not possible by using different eluents:
- Methanol/Water (55:45; v/v)
- Acetonitrile/Water (55:45; v/v)
- Acetonitrile 100%

Statistics:

not applicable

Validity criteria fulfilled:

not applicable

Remarks:

Due to adherence of the test item to the column following the test protocol further on was impossible

Conclusions:

To estimate the adsorption coefficient Koc of the test item, the HPLC-method according to OECD technical guideline no. 121 had been applied (reliability category 1, GLP compliance). The poor solubility of the test item in water as well as in other solvents precluded the deduction of useful results. Using different sovent mixtures, partial dissolution of the test item had been possible. Elution from the HPLC-column, however, proved to be impossible in spite of different solvent systems used. Most probably, the test item had precipitated on the column. Therefore, Koc for the test item cannot be determined using the estimation method based on HPLC.

Executive summary:

An attempt was made to determine the adsorption coefficient (Koc) of the test item according to OECD Guideline for the Testing of Chemicals, No. 121, Estimation of the Adsorption Coefficient (Koc) on Soil and Sewage Sludge using High Performance Liquid Chromatography (HPLC), January, 2001 and the EC Directive 2001/59, C.19. It was not possible to dissolve the test item completely in dimethylacetamide or methanol. The elution of the test item from the column was not possible by using different eluents:

- Methanol/Water (55:45; v/v)

- Acetonitrile/Water (55:45; v/v)

- Acetonitrile 100%

Reference 3

Endpoint:

adsorption / desorption: screening

Data waiving:

study technically not feasible

Justification for data waiving:

the study does not need to be conducted because the substance has a low octanol water partition coefficient and the adsorption potential of this substance is related to this parameter

Description of key information

The study does not need to be conducted because substance has a low octanol water partition coefficient and the adsorption potential of this substance is related to this parameter.

Nevertheless, the estimation of the adsorption coefficient Koc of a read across substance had been applied according to the OECD Guideline 121

The poor solubility of the test item in water as well as in other solvents precluded the deduction of useful results. Using different sovent mixtures, partial dissolution of the test item had been possible. Elution from the HPLC-column, however, proved to be impossible in spite of different solvent systems used. Most probably, the test item had precipitated on the column. Therefore, Koc for the test item cannot be determined using the estimation method based on HPLC.