4-[(6-chloro-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-dimethylbenzonitrile

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:

2007-06-19 to 2003-06-21

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

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

Remarks:

The testing facility indicated that the protocol was followed without deviation.

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

Remarks:

The testing facility indicated that the protocol was followed without deviation.

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

other: HPLC column

Specific details on test material used for the study:

SOURCE OF TEST MATERIAL
- Name of test material (as cited in study report): T002615
- Substance type: not applicable
- Physical state: solid white
- Analytical purity: > 98%
- Purity test date: no data
- Lot/batch No.: 00403487
- Expiration date of the lot/batch: December 2003 (retest date)

STABILITY AND STORAGE CONDITIONS OF TEST MATERIAL
- Stability under test conditions: no data
- Storage condition of test material: at room temperature at about 20 °C, away from direct sunlight

Radiolabelling:

no

Test temperature:

25 °C

Details on study design: HPLC method:

EQUIPMENT
- Apparatus: HPLC
- Type: Varian autosampler 9100, Varian pump ProStar 230, Varian UV/VIS detector ProStar 310, Merc-Hitachi column oven L-7300
- Type, material and dimension of analytical (guard) column: LiChrospher 100 CN, particle size 5 µm, 250 mm x 4 mm
- Detection system: Varian UV/VIS detector ProStar 310

MOBILE PHASES
- Type: Water / Acetonitrile (45:55; v/v)
- Experiments with additives carried out on separate columns: no data
- pH: 8.1
- Solutes for dissolving test and reference substances:
* Test substance Solution: T002615 (34.26 mg) was dissolved in 25 mL ethylacetate and filled to 100 mL with acetonitrile to prepare a stock solution of 342.6 ug/mL. The stock solution (5 mL) was diluted with acetonitrile to 25 mL to obtain a standard solution of 68.52 ug/mL. The pH value of the test item solution was determined to be 7.3. The test item solution was injected three times.
* Reference Solutions: The reference items were chosen from the list given in the OECD Guideline No. 121 and EC Directive C.19.
Stock solutions of the reference items in acetonitrile were prepared as described: 10.87 mg of the reference item phenol, 9.87 mg of the reference item isoproturon, 10.01 mg of the reference item linuron, 12.95 mg of the reference item pyrazophos and 12.23 mg of the reference item diclofop-methyl were each dissolved in 10 ml acetonitrile. 27.33 mg of the reference item 2.4-DDT were dissolved in 25 mL acetonitrile.
A combined reference solution was prepared by transferring 324 uL of the phenol stock solution, 326 uL of the isoproturon, 195 uL of the linuron, 1171 uL of the pyrazophos, 220 uL of the diclofop-methyl and 275 uL of the 2.4-DDT stock solution into one volumetric flask and diluting to a volume of 10 mL with acetonitrile. This reference solution was injected six times.
* Sodium nitrate (27.5 mg) was diluted to 100 mL with acetonitrile to obtain a stock solution. The stock solution (77 uL) was diluted to 1 mL with acetonitrile. This sodium nitrate solution was injected three times for the determination of the dead time of the HPLC system.

DETERMINATION OF DEAD TIME
- Method: measurement of the retention time of sodium nitrate

REFERENCE SUBSTANCES
- Identity: Phenol, Isoproturon, Linuron, Pyrazophos, Diclofop-methyl, 2,4-DDT

DETERMINATION OF RETENTION TIMES
- Quantity of test substance introduced in the column: 20 µL (1.37 µg)
- Quantity of reference substances: 20 µL (range 0.20 to 0.24 µg)
- Intervals of calibration: no data

REPETITIONS
- Number of determinations: three for the test substance, six for the reference substance, and three times for dead time

EVALUATION
- Calculation of capacity factors k': the capacity factor (k') is calculated from the retention time of the reference items(tr), the test substance(tr), and an un-retained item(t0) k'=(tr-t0)/t0
- Calculation of retention times: retention times were determined using HPLC
- Determination of the log Koc value: calculated from the calibration line derived from the calibration solutions

 

Key result

Type:

log Koc

Value:

4.25 dimensionless

pH:

7

Key result

Type:

Koc

Value:

17 744 dimensionless

pH:

7

Details on results (HPLC method):

- Retention times of reference substances used for calibration: In the present study the reference items covered the range of log Koc 1.32 to log Koc 5.63.
- Details of fitted regression line (log k' vs. log Koc): the log Koc was calculated using a regression curve ( log k' vs. log Koc) and was found to be 4.25 which corresponds to a Koc value of 17744.

Transformation products:

not measured

Table 1:    Retention times in minutes of the reference items and the test item

 

	1. run	2. run	3. run	4. run	5. run	6. run
Sodium nitrate(= dead time)	1.218	1.219	1.219
Reference Items:
Phenol Isoproturon Linuron Pyrazophos Dicolfop Methyl 2,4-DDT	3.050 3.381 3.795 4.303 5.001 6.305	3.051 3.382 3.796 4.305 5.003 6.308	3.050 3.381 3.795 4.302 5.000 6.304	3.051 3.382 3.796 4.305 5.003 6.309	3.051 3.383 3.797 4.305 5.004 6.310	3.050 3.381 3.795 4.303 5.002 6.307
Test substance:
T002615:	4.927	4.927	4.929

Table 2:    Results of Linear Regression of Log k*vs.Log K_oc

 

	Number	Mean	k*	logic'	log Koc
	of analysis	retention time [min]
Sodium nitrate (= dead time)	3	1.22	-	-	-
Reference Substances:
Phenol	6	3.05	1.50	0.18	1.32
Isoproturon	6	3.38	1.77	0.25	1.86
Linuron	6	3.80	2.11	0.33	2.59
Pyrazophos	6	4.30	2.53	0.40	3.65
Dicolfop Methyl	6	5.00	3.10	0.49	4.20
2,4-DDT	6	6.31	4.18	0.62	5.63
	slope =				0.101
Linear Regression:	y-axis intercept =				0.053
	coefficient of regres		sion =		0.997

Table 3:     Result of T002615 analyses

 

Number of analyses	Retention time [min]	k'	logk'	log Koc	Mean log Koc	Koc	Mean K0c
1 2 3	4.93 4.93 4.93	3.04 3.04 3.04	0.48329 0.48329 0.48353	4.25 4.25 4.25	4.25	17712.7 17712.7 17807.2	17744

The tabulated values represent rounded results, which were obtained by calculation using the exact raw data.

 

Validity criteria fulfilled:

yes

Conclusions:

The HPLC method using soil-adsorption-reference data was applied for the determination of the adsorption coefficient (Koc) of T002615. The mean log Koc of T002615 was determined to be 4.25 which is equal to a Koc value of 17744, using the HPLC estimation method according to OECD guideline 121. The results of the test can be considered reliable without restriction.

Description of key information

This endpoint is covered with a GLP-study (RCC, 2003) performed according to standard test guideline OECD 121. The mean log Koc of T002615 was determined to be 4.25 using the HPLC estimation method.

Key value for chemical safety assessment

Koc at 20 °C:

17 744

Additional information

[LogKoc: 4.25]