Pyridinium, 1-(phenylmethyl)-, ethyl methyl derivs., chlorides

Partition coefficient

Link to relevant study record(s)

Reference

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

19 FEB 2010 to 9 NOV 2010

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

Tested according to current guidelines and GLP

Qualifier:

according to guideline

Guideline:

OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)

Deviations:

no

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes

Type of method:

HPLC method

Partition coefficient type:

octanol-water

Analytical method:

high-performance liquid chromatography

Key result

Type:

log Pow

Partition coefficient:

> 0.3 - < 3.93

Temp.:

25 °C

pH:

> 1.1 - < 2

Details on results:

The test substance eluted as seventeen components with retention times corresponding to log Pow values of between <0.3 to 3.93, indicating that the MK92K comprises some components that highly water soluble and others that are fat soluble.
The pH was not adjusted from the natural state of pH 1 - 2

Reference Substance Data for Partition Coefficient

Compound	Purity (%)	Literature value (Log Pow)	Mass injected (µg)
Formamide	>99	N/A	31.44
2-Butanone	=>99	0.30	257.04
Acetanilide	97	1.00	0.10
Benzonitrile^1	99	1.60	0.06
Methyl benzoate	99	2.10	0.16
Ethyl benzoate^1	=>99	2.60	0.21
1,4-Dichlorobenzene	=>99	3.40	0.23
Biphenyl	99.5	4.00	1.53
1,2,4-Trichlorobenzene^1	>99	4.20	0.78
Test substance	>99	N/A	31.44
^1These standards are not used in the calibration line for calculating the partition coefficient

 

Calibration Data for Partition Coefficient

Calibration substance	First estimation		Second estimation
	Retention time (min)	Capacity factor (log K)	Retention time (min)	Capacity factor (log K)
Formamide	2.811	N/A	2.812	N/A
2-Butanone	4.319	-0.270	4.308	-0.274
Acetanilide	6.064	0.064	6.037	0.059
Benzonitrile^1	7.763	0.246	7.714	0.241
Methyl benzoate	13.489	0.580	13.384	0.575
Ethyl benzoate^1	21.585	0.825	22.725	0.850
1,4-Dichlorobenzene	33.561	1.039	33.061	1.032
Biphenyl	66.115	1.353	64.924	1.344
1,2,4-Trichlorobenzene^1	70.538	1.382	69.224	1.373
Statistical data:
	First estimation		Second estimation
Slope	0.4287		0.4300
Intercept	-0.3730		-0.3758
Correlation (R^2)	0.9968		0.9967
^1These standards are not used in the calibration line for calculating the partition coefficient

 

Analytical Data for Partition Coefficient (First Estimation)

Compound	Retention time (min)	log K mean	log Pow	95% min	95% max
MK92K	3.454	-0.640	-0.62^1	-0.98	-0.33
	3.455
MK92K	3.582	-0.561	-0.44^1	-0.78	-0.16
	3.583
MK92K	4.595	-0.197	0.41	0.16	0.62
	4.594
MK92K	5.623	0.000	0.87	0.66	1.05
	5.622
MK92K	7.486	0.221	1.39	1.21	1.54
	7.483
MK92K	8.457	0.303	1.58	1.41	1.73
	8.456
MK92K	8.691	0.321	1.62	1.46	1.77
	8.691
MK92K	9.358	0.367	1.73	1.57	1.87
	9.358
MK92K	10.275	0.424	1.86	1.71	2.00
	10.273
MK92K	11.311	0.481	1.99	1.84	2.14
	11.312
MK92K	11.935	0.511	2.06	1.92	2.21
	11.939
MK92K	16.016	0.672	2.44	2.29	2.59
	16.013
MK92K	25.111	0.899	2.97	2.81	3.14
	25.072
MK92K	28.505	0.961	3.11	2.95	3.30
	28.507
MK92K	34.456	1.051	3.32	3.15	3.52
	34.404
MK92K	60.718	1.313	3.93	3.72	4.19
	60.441
^1– Retention time < lowest standard. Log Pow to be reported as < 0.3

 

Analytical Data for Partition Coefficent (Second Estimation)

Compound	Retention time (min)	log K mean	log Pow	95% min	95% max
MK92K	3.453	-0.645	-0.63^1	-0.99	-0.31
	3.446
MK92K	3.580	-0.566	-0.44^1	-0.79	-0.16
	3.573
MK92K	4.581	-0.204	0.40	0.15	0.62
	4.561
MK92K	5.602	-0.006	0.87	0.65	1.05
	5.569
MK92K	7.439	0.213	1.38	1.20	1.54
	7.377
MK92K	8.414	0.296	1.57	1.41	1.73
	8.334
MK92K	8.637	0.313	1.61	1.45	1.76
	8.550
MK92K	9.303	0.360	1.72	1.56	1.87
	9.204
MK92K	10.242	0.418	1.86	1.70	2.01
	10.121
MK92K	11.238	0.473	1.99	1.84	2.13
	11.112
MK92K	11.846	0.503	2.06	1.91	2.20
	11.680
MK92K	15.897	0.664	2.43	2.29	2.59
	15.688
MK92K	24.882	0.891	2.96	2.80	3.14
	24.463
MK92K	28.251	0.952	3.11	2.94	3.30
	27.763
MK92K	34.113	1.042	3.32	3.14	3.52
	33.482
MK92K	56.053	1.268	3.85	3.63	4.10
	53.893
MK92K	59.857	1.302	3.93	3.71	4.19
	58.566
^1– Retention time < lowest standard. Log Pow to be reported as < 0.3

 

Back-Calculated Partition Coefficient Values

Compound	Retention time (min)	log K mean	log Pow	95% min	95% max
First estimation
2-Butanone	4.319	-0.270	0.24	-0.03	0.47
Acetanilide	6.064	0.064	1.02	0.82	1.19
Methyl benzoate	13.489	0.580	2.22	2.08	2.37
Biphenyl	66.115	1.353	4.03	3.80	4.29
Second estimation
2-Butanone	4.308	-0.274	0.24	-0.04	0.47
Methyl benzoate	13.384	0.575	2.23	2.08	2.37
1,4-Dichlorobenzene	33.061	1.032	3.29	3.12	3.50
Biphenyl	64.924	1.344	4.02	3.80	4.29

 

Conclusions:

The test substance eluted as seventeen components with retention times corresponding to log Kow values of between <0.24 to 3.93, indicating that the substance comprises some components that highly water soluble and others that are fat soluble.

Executive summary:

The compound eluted as multiple peaks, and with two exceptions these all exhibited retention times within the range of retention times of the calibration substances. Therefore the results of the estimation may be expected to be realistic, as the results were calculated by interpolation rather than extrapolation. It was possible to establish the calibration line with five different calibration compounds. For the components with retention times shorter than that of the lowest standard (2-butanone) the partition coefficient was considered to be less than that of the lowest standard.

There were only minimal differences between the replicates of retention times for each of the calibration and test substances, and between the two injection sequences. For both runs a peak with a retention time shorter than formamide was observed. The resultant calculated values differed only to a small extent, therefore the results may be considered as acceptable for regulatory purposes.

The test substance eluted as seventeen components with retention times corresponding to log Pow values of between <0.3 to 3.93, indicating that the substance comprises some components that are highly water soluble and others that are fat soluble.

Description of key information

The test substance eluted as seventeen components with retention times corresponding to log Kow values of between <0.24 to 3.93, indicating that the substance comprises some components that highly water soluble and others that are fat soluble.

A headline figure of Log 3 is used for the CSR (Chesar input)

Key value for chemical safety assessment

Log Kow (Log Pow):

3

at the temperature of:

25 °C

Additional information

The octanol water partition coefficient was determined according to OECD Guideline 117 (Partition Coefficient [n-octanol/water], HPLC method) and EU Method A.8 (Partition Coefficient).

The dead time T0 was measured using formamide (in solution in mobile phase) as a non-retained solute (void volume marker). Two series of injections were made, each series consisted of duplicate injections of the test substance, eight calibration substances (only five of which were used in the calibration) (including a mixed standard), and triplicate injections of formamide, injected in a random order. The test substance was dissolved in mobile phase and the mean retention time recorded.

Whilst is acknowledged that the test substance is surface active (as determined in this study) the HPLC simlulation was considered the most appropriate option for this test due to the complex multi-component nature of the material making analysis of solutions difficult. For this reason the results of the simulation should be regarded as indicative values rather than absolute figures.