N-methoxy-1-(2,4,6-trichlorophenyl)propan-2-amine

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

experimental study

Adequacy of study:

key study

Study period:

30 June 2015 to 01 September 2015

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2016

Report date:

2016

Materials and methods

Test guideline

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))

Version / remarks:

2001

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

HPLC estimation method

Media:

soil/sewage sludge

Test material

Test material information

Constituent 1

Reference substance name:

methoxy[1-(2,4,6-trichlorophenyl)propan-2-yl]amine

EC Number:

941-634-6

Cas Number:

1228284-78-3

Molecular formula:

C10H12Cl3NO

IUPAC Name:

methoxy[1-(2,4,6-trichlorophenyl)propan-2-yl]amine

Test material form:

other: liquid

Details on test material:

- Physical state: Brown liquid
- Expiration date of the lot/batch: Recertification date end May 2017
- Storage condition of test material: Room temperature (<30°C), protected from light and humidity

Radiolabelling:

no

Study design

Test temperature:

40°C

HPLC method

Details on study design: HPLC method:

In general, the same process was used for the confirmatory run using methanol:water (50:50, v:v) as with the main run with methanol:buffer pH 7 but there were some differences which are explained below.

For the confirmatory run using methanol:water (50:50, v:v), a 100 µg/mL test item solution of CA5204A was prepared in methanol:water (50:50, v:v) as follows: 127.2 µL of 1179 µg/mL CA5204A methanol stock solution were mixed with 1372.8 µL methanol:water solution (50:50, v:v). Ten individual 100 µg/mL reference compounds solutions in methanol:water (50:50, v:v) were prepared as stated in 3.2.1.3 but using methanol:water (50:50, v:v) rather than methanol:buffer pH 7 (50:50, v:v). Methanol: water (50:50, v:v) was used as mobile phase instead of methanol:buffer pH 7. The analysis of samples was performed as described for methanol:buffer pH7 in the following section.
Reference compounds were injected separately. Two injections (20 µL) of each reference compound were performed employing the conditions described above. All the reference compounds were injected before (injection A) and after (injection B) the test items to confirm that retention times had not drifted. For the calculation of log k’, the mean value of the resulting two retention times for each reference compound was used.

The following conditions were established using a Thermo Scientific Dionex HPLC equipped with an UV detector:
Pump Thermo Scientific LPG-3400 SD
UV detector Thermo Scientific DiodeArrayDetector Ultimate3000
Autosampler Thermo Scientific WPS 3000 SL
Column oven Thermo Scientific TCC-3000 SD
Analytical column Luna CN 100 Å, 150 x 4.6 mm, 5 µm, Phenomenex
Guard column Standard CN, 4 x 3.0 mm, Phenomenex
UV detector wavelength 220 nm
Flow rate 0.5 ml/min
Temperature 40 oC
Mode of chromatography isocratic
Mobile phase methanol : 0.05 M
potassium hydrogen phosphate buffer pH 7 (50:50, v:v)
Injection volume 20 µL
Data handling Chromeleon 6.80

Results and discussion

Adsorption coefficient

Type:

log Koc

Remarks:

mean value for two samples

Value:

3.59 dimensionless

Temp.:

40 °C

Results: HPLC method

Details on results (HPLC method):

A prominent peak was observed for CA5204A which elutes at 9.9 minutes (UV-detection).


A coefficient of determination r2 (using the reference compounds only) of 0.9156 was obtained from the correlation graph between log k’ and log KOC of the reference compounds.

The adsorption coefficient of CA5204A was determined to be as follows:

Log10 KOC = 3.59 The Koc-value of CA5204A was therefore determined to be as follows:
KOC = 10^3.59 = 3890

A confirmatory run using methanol:water (50:50, v:v) as mobile phase was also carried out and details are presented in Appendix 3.

The result of the methanol:buffer pH 7 run stated above is in good accordance with the confirmatory run results using methanol:water (50:50, v:v) where Log10 KOC value of 3.54 and a corresponding KOC value 3467 (10^3.54 = 3467) were observed.

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Conclusions:

The adsorption coefficients of CA5204A were estimated to be as follows:

Log10 KOC of CA5204A = 3.59
KOC of CA5204A = 3890

Executive summary:

The adsorption coefficients of CA5204A was estimated according to the OECD Guideline for Testing of Chemicals, 121, Estimation of the Adsorption Coefficient (KOC) on Soil and on Sewage Sludge using High Performance Liquid Chromatography (HPLC), January 2001.

The test item was chromatographed on a cyanopropyl solid phase HPLC column concurrently with 7 reference compounds of known adsorption coefficient values. UVdetection was performed.

Following chromatography using methanol:buffer pH 7 (50:50, v:v) as mobile phase, a correlation graph was produced by plotting the Log k’ value versus the Log10 KOC value for each compound.  Literature Log10 KOC values were obtained from OECD Guideline 121.

Log10 KOC values for the test items were then extrapolated from the correlation graph.