N,N'-[1,4-phenylenebis(methylene)]bis{N,N-dimethyl-3-[(prop-2-enoyl)amino]propan-1-aminium} dichloride

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

05 Oct - 09 Oct 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

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

Test guideline 2

Qualifier:

according to guideline

Guideline:

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

GLP compliance:

yes (incl. QA statement)

Remarks:

Landesamt für Umwelt, Wasserwirtschaft und Gewerbeaufsicht, Mainz, Germany

Type of method:

flask method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

{[4-({dimethyl[3-(prop-2-enamido)propyl]azaniumyl}methyl)phenyl]methyl}dimethyl[3-(prop-2-enamido)propyl]azanium dichloride

EC Number:

812-548-5

Cas Number:

1621424-03-0

Molecular formula:

C24H40Cl2N4O2

IUPAC Name:

{[4-({dimethyl[3-(prop-2-enamido)propyl]azaniumyl}methyl)phenyl]methyl}dimethyl[3-(prop-2-enamido)propyl]azanium dichloride

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

< -2.7

Temp.:

21 °C

pH:

>= 6 - <= 6.57

Any other information on results incl. tables

Analysis: Analysis of the test item was performed using a validated method (HPLC).

Additionally, pH of the aqueous phases was measured.

Analytical determinations

No areas were detected in the n-octanol samples, measured after sample preparation.

Calculation of Results

Calculation of log Pow

For each flask, the log Pow was calculated using the relation

log Pow = log(c(octanol) / c(H2O))

Because no signals were detected for the test item in the n-octanol phases, the quantification limit 10 mg/L is used for this medium. The corresponding log Pow is calculated as lower than a limit value. The range of the six individual determinations was calculated from:

range = (maximum log Pow – minimum log Pow)

Finally, mean, standard deviation and relative standard deviation of the six log Pows were calculated.

Calculation of Mass Balance

Because no signals were detected for the test item in the n-octanol phases, mass balance was calculated using measurements of the aqueous phase only.

Mass balance was calculated using the relation of nominal concentration (test item) and concentration (test item) in the aqueous phase.

RESULTS AND VALIDITY

Overview of Determinations

The Pow for each determination, the mean, standard deviation and relative standard deviation of the six determinations are presented in the following table.

Step	Pow	Mean pow step	Mean Pow	Standard deviation	Relative standard deviation
1a	<0.00198	<0.00199	<0.00198	0.00001	0.7%
1b	<0.00200
2a	<0.00197	<0.00196
2b	<0.00196
3a	<0.00197	<0.00198
3b	<0.00198

 

The log Pow for each determination, the mean, standard deviation and relative standard deviation of the six determinations at the three volume ratios of water : n-octanol is presented in the following table.

 

Step	Pow	Mean pow step	Mean Pow	Standard deviation	Relative standard deviation
1a	<-2.703	< -2.704	0.009	0.003	0.1%
1b	<-2.699
2a	<-2.706
2b	<-2.708
3a	<-2.705
3b	<-2.704

 

log POW

The log Pow of the test item was calculated as (log Pow ± standard deviation): < -2.70 ± 0.00

Validity

The six log Pows should lie in a range of ± 0.3 units.

The range was smaller than 0.1 log Pow. This condition is fulfilled therefore.

 

DISCUSSION

The analytical method showed good correlation coefficients and the measured concentrations of the aqueous phases lie in the working ranges. Because in medium n-octanol no signals were detected, the LOQ of 10 mg/L was used for calculation. Therefore, the determination of the concentration of test item in n-octanol and H2O can be considered valid.

The corresponding log Pow was calculated as lower than a limit value (< -2.70 ± 0.00)

therefore.

The mass balance is calculated as recovery of the nominal concentration of the stock solution, measured in the aqueous phase, with 105.4 %. This is regarded as sufficient.

The determined log Pow (limit value) showed a good precision (range of determined log POWs < 0.1) and a RSD of 0.1%. Therefore, the determination of the log POW is considered as valid.

 

DEVIATIONS

Deviations from the Study Plan

The following deviations from the study plan were ascertained:

The temperature range for storage of the test item of 2 – 8 °C was 2 times exceeded: once for 30 minutes with maximum 15.1°C and once for 60 minutes with maximum 13.7 °C. This is stated as uncritical, because it occurred only for a short time period with temperatures below room temperature. No effect on the test item is expected.

The saturated solutions were produced by shaking of n-octanol and double-distilled water in a separation funnel for 23 hours instead of 24 hours on a mechanical shaker. This is stated as uncritical as the deviation is small.

Shaking was performed manually instead of shaking with shaking apparatus. This is stated as uncritical, because the necessary turns in the defined time range were performed.

Deviations from the Guideline

The following deviation from the guidelines was ascertained:

The saturated solutions were produced by shaking of n-octanol and double-distilled water in a separation funnel for 23 hours instead of 24 hours on a mechanical shaker. This is stated as uncritical as the deviation is small.