4-[(2E)-3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-2-enoyl]-N-[(4R)-2-ethyl-3-oxo-1,2-oxazolidin-4-yl]-2-methylbenzamide

Partition coefficient

Administrative data

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

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2019

Report date:

2019

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

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

Version / remarks:

1995

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

flask method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

4-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-2-enoyl]-N-(2-ethyl-3-oxo-1,2-oxazolidin-4-yl)-2-methylbenzamide

Molecular formula:

C23H18Cl2F4N2O4

IUPAC Name:

4-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-2-enoyl]-N-(2-ethyl-3-oxo-1,2-oxazolidin-4-yl)-2-methylbenzamide

Test material form:

solid

Details on test material:

Off-white

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Key result

Type:

log Pow

Partition coefficient:

4.7

Temp.:

20 °C

pH:

6.3

Details on results:

The given value is the average of six individual determinations (two per volume of 10 mL, 20 mL or 40 mL of octanol per 20 mL of water).

Applicant's summary and conclusion

Conclusions:

The octanol-water partition coefficient of the substance was determined to be 54204 (± 4742) or log Pow = 4.7 at 20 °C using the shake-flask method.

Executive summary:

The octanol-water partition coefficient was determined under GLP to OECD TG 107 using the shake flask method. Water and 1-octanol, which had been mutually saturated with each other, were used in the study. Accurately known amounts of test substance were weighed into stainless steel centrifuge tubes. Then 10 mL, 20 mL or 40 mL of 1-octanol were added and the substance was dissolved completely in the solvent. Finally 20 mL of water were added, meaning that three octanol/water volume ratios were investigated (two tubes per ratio). The pH of the water was determined and found to be 6.39. After the additition of the water the tubes were sealed and rotated through 180 degrees about their transverse axis one hundred times. The contents wee equilibrated by continuous, gentle shaking for about 24 hours at 20.0 °C (± 1 °C). After equilibration they were centrifuged for 40 minutes at 48000 G in a centrifuge thermostated at 20 °C. An aliquot from each of the clear, separated octanol and water phases was removed by pipette from each tube and analysed by HPLC. The pH of each of the aqueous phases was also determined after centrifugation. The equilibration concentrations of the test substance in either of two,clear separated phases were all less than 5.333 g/L, i.e. less than 0.01 molar. The recovery of test substance in the two phases ranged from 99.9 to 103.0%. The individually determined Pow values ranged from 47903 to 61294, and the log Pow values from 4.68 to 4.79, clearly falling within the requirement of ± 0.3 log units. The average log Pow value was determined to be 4.7 at 20 °C, using the shake-flask method.