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Partition coefficient

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Reference
Endpoint:
partition coefficient
Type of information:
experimental study
Adequacy of study:
key study
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Qualifier:
according to guideline
Guideline:
OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method)
GLP compliance:
yes (incl. QA statement)
Type of method:
HPLC method
Partition coefficient type:
octanol-water
Analytical method:
high-performance liquid chromatography
Key result
Type:
log Pow
Partition coefficient:
5
Temp.:
25 °C
pH:
7

In order to ensure a stable performance of the HPLC column, the column temperature was set to 40°C. The reference Pow-values in the OECD guideline presumably refer to 25°C. Using a calibration with these data lead to a Pow-value for the test item at the same temperature, independent from the temperature, at which the chromatographical determination itself had been performed. Therefore the Pow-value of the test item determined within this study also refers to 25 °C.

Conclusions:
According to the OECD Guideline 117 (Partition Coefficient (n-octanol / water), HPLC Method) a logPow of 5 was determined for N-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine at pH 7 and 25°C (Currenta, 2010).
Executive summary:

In an experimental study according to OECD TG 117 (HPLC Method) the partition coefficient of N-cyclohexylbenzothiazole-2-sulphenamide was examined.


 


The HPLC method enables partition coefficients to be estimated in the log Pow range between 0 and 6. This method, however, is not applicable to strong acids and bases, metal complexes, substances which react with the eluent, or surface-active agents. Therefore, The pKa value of the substance was calculated with the software ACD/pKa v 7.0 to determine the applicability of the method. As the calculated pKa is 2.16±0.30 the HPLC method can be applied in a buffered solution at pH 7.


 


The measured retention time for N-cyclohexylbenzothiazole-2-sulphenamide was compared to a calibration series of seven substances (Thiourea, Acetanilide, Acetophenone, 2,3-Dichloroaniline, Biphenyl, Phenanthrene and Triphenylamine) to yield the experimental logPOW (logKOW) of 5.0

Description of key information

In an experimental study according to OECD TG 117 (HPLC Method) the partition coefficient of N-cyclohexylbenzothiazole-2-sulphenamide was examined.


 


The HPLC method enables partition coefficients to be estimated in the log Pow range between 0 and 6. This method, however, is not applicable to strong acids and bases, metal complexes, substances which react with the eluent, or surface-active agents. Therefore, The pKa value of the substance was calculated with the software ACD/pKa v 7.0 to determine the applicability of the method. As the calculated pKa is 2.16±0.30 the HPLC method can be applied in a buffered solution at pH 7.


 


The measured retention time for N-cyclohexylbenzothiazole-2-sulphenamide was compared to a calibration series of seven substances (Thiourea, Acetanilide, Acetophenone, 2,3-Dichloroaniline, Biphenyl, Phenanthrene and Triphenylamine) to yield the experimental logPOW (logKOW) of 5.0

Key value for chemical safety assessment

Log Kow (Log Pow):
5
at the temperature of:
25 °C

Additional information

5 mins shaking used in the test of Monsanto (1980) is too short to support sufficient equilibration. However longer equilibration time is not prefered either because CBS is considered as unstable in water with a hydrolysis half-life of 12.5 hours and 100% hydrolyzation in 24.9 hours (Monsanto, 1984). Therefore shaking method is not a suitable system to test the partitioning coefficient of CBS. The determined logPow of 5 (OECD Guideline 117, HPLC method) is used instead as key study (Currenta 2010).