4-[3-(1-naphthylamino)propyl]morpholine

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 107 (Partition Coefficient (n-octanol / water), Shake Flask Method)

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient - Shake Flask Method)

Deviations:

no

GLP compliance:

no

Remarks:

The study described in this report was conducted in a facility which operates in accordance with Good Laboratory Practice principles, however no claim of GLP compliance was intended nor is made for this study.

Type of method:

flask method

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

Identification: 4-(3-(1-napthylamino)propyl)morpholine
Appearance/Physical state: brown/black granular solid
Batch: ZA01212016
Purity: 94.4%
Expiry date: 20 January 2019
Storage conditions: room temperature in the dark

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

2.93

Temp.:

22.2 °C

pH:

9.5

Preliminary Estimate Results:

The log₁₀P_owwas calculated to be:    2.6

Definitive Test Results:

The mean peak areas obtained for the standard, stock and sample solutions are shown in the following two tables:

Organic Phase

Solution	Mean Peak Area
Standard 10.1 mg/L	5.2049 x 10^6
Standard 20.2 mg/L	1.0476 x 10^7
Standard 30.2 mg/L	1.5612 x 10^7
Standard 30.1 mg/L	1.5462 x 10^7
Standard 40.3 mg/L	2.0895 x 10^7
Standard 50.4 mg/L	2.6117 x 10^7
Organic Sample 1	1.3204 x 10^7
Organic Sample 2	1.3155 x 10^7
Organic Sample 3	1.3154 x 10^7
Organic Sample 4	1.3171 x 10^7
Organic Sample 5	1.3191 x 10^7
Organic Sample 6	1.3192 x 10^7
Stock solution A	1.3271 x 10^7
Stock solution B	1.3170 x 10^7

Aqueous Phase

Solution	Mean Peak Area
Standard 0.101 mg/L	5.6889 x 10^4
Standard 0.302 mg/L	1.6106 x 10^5
Standard 0.605 mg/L	3.1738 x 10^5
Standard 0.806 mg/L	4.1020 x 10^5
Standard 1.01 mg/L	5.1853 x 10^5
Standard 1.00 mg/L	5.1536 x 10^5
Standard 2.02 mg/L	1.0322 x 10^6
Standard 3.02 mg/L	1.5490 x 10^6
Standard 5.04 mg/L	2.5810 x 10^6
Aqueous Sample 1	7.5849 x 10^5
Aqueous Sample 2	7.6694 x 10^5
Aqueous Sample 3	7.5962 x 10^5
Aqueous Sample 4	7.6216 x 10^5
Aqueous Sample 5	7.6088 x 10^5
Aqueous Sample 6	7.8056 x 10^5

The analyzed concentration (mg/L) and test item weight (mg) of the respective phases are shown in the following table:

Flask	Total Weight (mg)^*	Organic Phase		Aqueous Phase			% Recovery
		Analyzed Concentration (mg/L)	Weight (mg)^†	Analyzed Concentration (mg/L)	Weight (mg)^†	pH
1	102	2.55 x 10^3	102	2.96	0.118	9.53	100.0
2	115	2.54 x 10^3	114	2.99	0.135	9.54	99.6
3	69.0	2.54 x 10^3	68.7	2.96	0.160	9.57	99.7
4	69.0	2.55 x 10^3	68.8	2.97	0.161	9.57	99.9
5	153	2.55 x 10^3	153	2.97	8.90 x 10^-2	9.52	99.8
6	138	2.55 x 10^3	138	3.04	8.22 x 10^-2	9.53	99.8

pH of n-octanol saturated water:       9.63
Temperature:                                     22.2 ± 0.5°C

^*From analysis of the stock solution

^†From analysis of the respective phase

The partition coefficient determined for each flask is shown in the following table:

Flask	Organic/Aqueous Volume Ratio	Partition Coefficient	Log10Pow	Mean Partition Coefficient
1	1:1	863	2.94	857
2		851	2.93
3	1:2	859	2.93	858
4		857	2.93
5	2:1	860	2.93	849
6		838	2.92

Mean P_ow : 855                      log₁₀P_ow: 2.93                       P_owstandard deviation : 9.13

Validation:

The relationship of the detector response with respect to concentration was initially assessed to give a curve for the organic analysis and gave linear response with a non zero intercept for the aqueous analysis. Therefore for the definitive testing, multi-point calibrations were prepared for both phases. The response relationship for both phases during the definitive testing was linear with correlation coefficients (r) of 1.000 being obtained for both matrices.

Discussion:

The determination of partition coefficient was performed using the shake-flask method. This was due to the expected partition coefficient obtained in the preliminary assessment.

The n-octanol saturated water was adjusted to pH 9.5 to ensure the test item was partitioned in its non-ionized form.

For the analysis the main component of the test item (at a retention time of ~ 2.5) was used to quantify the partition coefficient.

Conclusions:

The partition coefficient of the test item has been determined to be 855 at 22.2 ± 0.5 °C, log10 Pow 2.93.

Executive summary:

Partition Coefficient (n-octanol/water). 855, log₁₀P_ow 2.93 at 22.2 ± 0.5 °C, using the shake flask method, designed to be compatible with Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 107 of the OECD Guidelines for Testing of Chemicals, 27 July 1995.

Description of key information

Partition Coefficient (n-octanol/water). 855, log₁₀P_ow2.93 at 22.2 ± 0.5 °C, using the shake flask method, designed to be compatible with Method A.8 Partition Coefficient of Commission Regulation (EC) No 440/2008 of 30 May 2008 and Method 107 of the OECD Guidelines for Testing of Chemicals, 27 July 1995.

Key value for chemical safety assessment

Log Kow (Log Pow):

2.93

at the temperature of:

22.2 °C

Additional information

The partition coefficient of the test item has been determined to be 855 at 22.2 ± 0.5 °C, log₁₀ P_ow2.93.