1-(2-bromo-4-chloro-phenyl)-4-(trifluoromethyl)triazole

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

19 May - 09 Jun 2022

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2022

Report date:

2022

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Version / remarks:

adopted April 13, 2004

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Test material

Test material information

Constituent 1

Reference substance name:

1-(2-bromo-4-chlorophenyl)-4-(trifluoromethyl)-1H-1,2,3-triazole

EC Number:

863-757-3

Cas Number:

1445866-55-6

Molecular formula:

C9H4BrClF3N3

IUPAC Name:

1-(2-bromo-4-chlorophenyl)-4-(trifluoromethyl)-1H-1,2,3-triazole

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Details on sampling:

Sampling of the Test Samples:
pH 4, 7 and 9: 0, 3, 24, 120 h
At each sampling point, samples were taken in duplicate.

Sampling intervals/times for pH measurements: The pH of each test solution was determined twice (at test start and test end) at the test temperature. For this purpose the samples in screw top glass vials were used.

Sampling intervals/times for sterility check: A sterility confirmation test was carried out for one test vessel per pH at the end of the study. A commercially available dip slide kit was used to determine the total count of bacteria, yeast and moulds.

Sample storage conditions before analysis: Samples were diluted by a factor of 2 with acetonitrile to prevent further degradation of the test item after sampling.

Buffers:

Sterile aqueous solutions buffered at pH 4, 7 and 9 were used.
The pH of each buffer solution was measured with a calibrated pH meter.
• pH 4: 0.05 M ammonium acetate buffer
3.866 g ammonium acetate was solved in 900 mL pure water. After adjusting the pH at 50°C with HCl (1 M), the solution was filled up to 1000 mL with pure water.
• pH 7: 0.05 M phosphate buffer
296 mL NaOH (0.1 M) was added to 500 mL potassium dihydrogenphosphate (0.1 M). The solution was filled up to 1000 mL with pure water.
• pH 9: 0.05 M TRIS buffer
6.057 g tris(hydroxymethyl)aminomethan was solved in 1000 mL pure water.

Details on test conditions:

TEST SYSTEM
Type, material and volume of test flasks: Crimp cap glass vials (5 mL) sealed with a PTFE lined crimp cap were used for carrying out the tests. Additionally, 22 mL screw top glass vials closed with a lid with a PTFE silicone septum were used for the determination of the pH.
Sterilisation method: Buffer solutions were sterilised by filtration (pore size 0.2 µm) and the used glassware was sterilised using an autoclave (20 min at 121°C) prior to application.
Measures taken to avoid photolytic effects: The samples were incubated in the dark.
Measures to exclude oxygen: To avoid oxidation the buffer solutions were purged with inert gas (nitrogen) prior to sterilisation.
No traps were used, test system closed/open: closed
Is there any indication of the test material adsorbing to the walls of the test apparatus?: No

TEST MEDIUM
Volume used/treatment: The final concentration of the test item in the aqueous phase was below 0.01 M or half of its water solubility and the content of organic was < 1% v/v. The sample solutions were prepared in a volume of 50 mL and aliquots were transferred to the test vessels for incubation. Each replicate (A and B) was prepared individually.
Treatment Rate: 2 mg/L
Application Procedure (per replicate): 200 µL application solution were added to the respective buffer solution and filled up to 50 mL total volume.
Blanks: A blank sample (untreated control) consisting of the buffer solution (without application of the test item) was prepared for each pH. The solution was diluted according to the test samples.
One blank sample of each buffer solution was prepared.

Duration of test

Duration of test 1

Duration:

120 h

pH:

4

Temp.:

50 °C

Initial conc. measured:

94.3 other: % of nominal

Duration of test 2

Duration:

120 h

pH:

7

Temp.:

50 °C

Initial conc. measured:

95.3 other: % of nominal

Duration of test 3

Duration:

120 h

pH:

9

Temp.:

50 °C

Initial conc. measured:

93.6 other: % of nominal

Number of replicates:

The following total number of test samples was prepared: 8 per pH

Positive controls:

no

Negative controls:

no

Results and discussion

Test performance:

The present study investigated the hydrolytic behaviour of the test item in aqueous solutions buffered at pH 4, 7 and 9 at one elevated temperature. Samples were incubated in the dark. The test was carried out for 5 days.
The analytical method was validated during the study. For LC-MS analysis the LOQ was at 5% of the nominal concentration, which was sufficiently sensitive to quantify and characterise the test item until 95% degradation. Recoveries directly after application were in the range of 91-97% of the nominal concentration for all pH values, which is considered acceptable.
At the end of incubation, 98, 104 and 101 of the applied concentration were found for pH 4, 7 and 9, respectively. Thus, the test item was found to be hydrolytically stable at pH 4, 7 and 9 (DT50 > 1 year at 25°C)

Temperature: 50 °C ± 0.5 °C
Light Conditions: Darkness
pH-Value: 4.1 (pH 4), 7.0-7.1 (pH 7), 9.1 (pH 9)
Sterility of the Test Solution: Sterility was confirmed. No colonies were observed.

Transformation products:

no

Total recovery of test substance (in %)

Total recovery of test substance (in %) 1

% Recovery:

97.8

pH:

4

Temp.:

50 °C

Duration:

120 h

Total recovery of test substance (in %) 2

% Recovery:

104.4

pH:

7

Temp.:

50 °C

Duration:

120 h

Total recovery of test substance (in %) 3

% Recovery:

100.9

pH:

9

Temp.:

50 °C

Duration:

120 h

Dissipation DT50 of parent compound

Dissipation DT50 of parent compound 1

Key result

pH:

4

Temp.:

25 °C

DT50:

> 1 yr

Dissipation DT50 of parent compound 2

Key result

pH:

7

Temp.:

25 °C

DT50:

> 1 yr

Dissipation DT50 of parent compound 3

Key result

pH:

9

Temp.:

25 °C

DT50:

> 1 yr

Details on results:

TEST CONDITIONS
Temperature: 50 °C ± 0.5 °C
Light Conditions: Darkness
pH-Value: 4.1 (pH 4), 7.0-7.1 (pH 7), 9.1 (pH 9)
Sterility of the Test Solution: Sterility was confirmed. No colonies were observed.

TRANSFORMATION PRODUCTS: were not determined

Applicant's summary and conclusion

Validity criteria fulfilled:

yes

Remarks:

see above

Conclusions:

The present study investigated the hydrolytic behaviour of the test item in aqueous solutions buffered at pH 4, 7 and 9 at one elevated temperature. Samples were incubated in the dark. The test was carried out for 5 days.
The analytical method was validated during the study. For LC-MS analysis the LOQ was at 5% of the nominal concentration, which was sufficiently sensitive to quantify and characterise the test item until 95% degradation. Recoveries directly after application were in the range of 91-97% of the nominal concentration for all pH values, which is considered acceptable.
At the end of incubation, 98, 104 and 101 of the applied concentration were found for pH 4, 7 and 9, respectively. Thus, the test item was found to be hydrolytically stable at pH 4, 7 and 9 (DT50 > 1 year at 25°C)

Executive summary:

Test Design: Samples were prepared and incubated in separate glass flasks. Sterile aqueous solutions buffered at pH 4, 7 and 9

Test Conditions: Darkness, Temperature 50 °C ± 0.5 °C, 4.1 (pH 4), 7.0-7.1 (pH 7), 9.1 (pH 9)

Treatment Rate: 2 mg/L

Results: The present study investigated the hydrolytic behaviour of the test item in aqueous solutions buffered at pH 4, 7 and 9 at one elevated temperature. Samples were incubated in the dark. The test was carried out for 5 days. The analytical method was validated during the study. For LC-MS analysis the LOQ was at 5% of the nominal concentration, which was sufficiently sensitive to quantify and characterise the test item until 95% degradation. Recoveries directly after application were in the range of 91-97% of the nominal concentration for all pH values, which is considered acceptable. At the end of incubation, 98, 104 and 101 of the applied concentration were found for pH 4, 7 and 9, respectively. Thus, the test item was found to be hydrolytically stable at pH 4, 7 and 9 (DT₅₀ > 1 year at 25°C)