Benzonitrile, 4-[(4-chloro-2-pyrimidinyl)amino]-

Adsorption / desorption

Link to relevant study record(s)

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2016-05-23 to 2016-05-23

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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))

Deviations:

no

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:

no

Qualifier:

according to guideline

Guideline:

other: European Commission (EC), Technical Guidance Document on Risk Assessment Part III, Chapter 4.3: “Use of (Quantitative) Structure Activity Relationships ((Q)SARs) - Soil and Sediment Sorption”, 2003.

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Remarks:

See study report

Type of method:

HPLC estimation method

Media:

other: HPLC column

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Source and lot/batch No.of test material: I15FC2164
- Expiration date of the lot/batch: 2017-06-23 (retest date)
- Purity test date: 2015-07-01

STABILITY AND STORAGE CONDITIONS OF TEST MATERIAL
- Storage condition of test material: at room temperature
- Stability under test conditions: Not indicated

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: Acquity UPLC system (Waters, Milford, MA, USA)
- Type: Acquity UPLC TUV detector (Waters)
- Type, material and dimension of analytical (guard) column: Acquity UPLC HSS Cyano, 100 mm x 2.1 mm i.d., dp = 1.8 µm (Waters)
- Detection: 210 nm (UV)
- Column temperature: 35°C ± 1°C

MOBILE PHASES
- Type: 55/45 (v/v) methanol/water
- Solutes for dissolving test and reference substances:
* Solution of the unretained compound:
A 5.0 g/L stock solution of formamide (99.2%, [75-12-7], Alfa Aesar, Karlsruhe, Germany) in methanol was used. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water.
The formamide blank solution was 55/45 (v/v) methanol/water.
* Reference substance solutions:
Stock solutions of the reference substances at concentrations of approximately 1 g/L in methanol were used. The stock solutions were diluted to obtain an end solution of 55/45 (v/v) methanol/water.
The blank solution for the mixture of reference substances was 55/45 (v/v) methanol/water
* Test solution:
A 1000 mg/L stock solution of the test item was prepared in methanol. The stock solution was diluted to obtain an end solution of 55/45 (v/v) methanol/water. The final concentration of the test item solution was 10.0 mg/L. The test item blank solution was 55/45 (v/v) methanol/water.

REFERENCE SUBSTANCES
- Identity: combined reference solution containing Acetanilide, Monuron, 2,5-Dichloroaniline, Napthalene, Benzoic acid phenylester, Fenthion, Phenanthrene and 4,4'-DDT

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: 10 mg/L.
- Quantity of reference substances: 1 g/L in methanol
- Intervals of calibration: no data

REPETITIONS
- Number of determinations: 2 times (test item solution), 1 time (blank solution)

EVALUATION
- Calculation of capacity factors k': from retention time of reference items, the test item, and then on-sorbed chemical item
- Determination of the log Koc value: a correlation of log k' versus log Koc of the reference items is plotted using linear regression - the log k' value of the test item is then used to calculate its log Koc value

Key result

Type:

Koc

Value:

1 600 dimensionless

pH:

7

Key result

Type:

log Koc

Value:

3.21 dimensionless

pH:

7

Details on results (HPLC method):

- Retention times of reference substances used for calibration:

Formamide (t0): tr1 = 0,696 min; tr2= 0,695 min
Acetanilide: tr1 = 0,92 min; tr2= 0,919 min
Monuron: tr1 = 1,139 min; tr2= 1,137 min
2,5-Dichloroaniline: tr1 = 1,31 min; tr2= 1,307 min
Naphthalene: tr1 = 1,526 min; tr2= 1,521 min
Benzoic acid phenylester: tr1 = 1,806 min; tr2= 1,799 min
Fenthion: tr1 = 2,454 min; tr2= 2,443 min
Phenanthrene: tr1 = 2,714 min; tr2= 2,7 min
4,4’-DDT: tr1 = 6,937 min; tr2= 6,896 min

Test item: tr1 = 1,848 min; tr2= 1,846 min

- Details of fitted regression line (log k' vs. log Koc): log k’ = 0.3269  log Koc + -0.831 (r = 0.98, n = 16).
- Average retention data for test substance: 1.847 min

The following pKa values in the logarithm range of 1 - 14 for acidic and basic groups in the molecular structure of the test item were calculated using the Perrin calculation method. Based on the calculations, the UPLC analysis was performed at neutral pH.

Acidic groups: none

Basic group; Pyrimidinium pKa= 1.5

The equation of the regression line was:  log k’ = 0.3269 X log Koc + -0.831 (r = 0.98, n = 16).

Validity criteria fulfilled:

yes

Conclusions:

The determination of the adsorption coefficient (Koc) of JNJ-4754724-AAA (T002488) was performed according to the OECD guideline for the testing of chemicals No. 121, estimation of the adsorption coefficient (Koc) on soil and sewage sludge using HPLC, January 2001 and the EEC Directive 2001/59, C.19. UPLC (Ultra-high performance liquid chromatography) was used instead of HPLC. The Koc and log Koc values of the test item at neutral pH were 1600 and 3.21 respectively.

Description of key information

The determination of the adsorption coefficient (Koc) of JNJ-4754724-AAA (T002488) was performed according to the OECD guideline for the testing of chemicals No. 121, estimation of the adsorption coefficient (Koc) on soil and sewage sludge using HPLC, January 2001 and the EEC Directive 2001/59, C.19. UPLC (Ultra-high performance liquid chromatography) was used instead of HPLC.

The Koc and log Koc values of the test item at neutral pH were 1.6 x 10³ and 3.21 respectively.

Key value for chemical safety assessment

Koc at 20 °C:

1 600