6-nonyl-1,3,5-triazine-2,4-diamine

Hydrolysis

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

29.11.2012 - 05.12.2012

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Qualifier:

according to guideline

Guideline:

EU Method C.7 (Degradation: Abiotic Degradation: Hydrolysis as a Function of pH)

GLP compliance:

yes (incl. QA statement)

Radiolabelling:

no

Analytical monitoring:

yes

Details on sampling:

Measurement of Samples:
Samples incubation vials were cooled to room temperature and then recapped with HPLC autosampler caps. Measurement was started immediately.

Buffers:

1) Buffer-Solution pH = 4:
16.0 mL CH3COOH (2 M), 8 mL CH3COONa, ad 200 mL demineralised water.

2) Buffer-Solution pH = 7:
1.7416 g KH2PO4, 100 mL demineralised water, 2.98 mL NaOH (2 M), ad 200 mL demineralised water.

3) Buffer-Solution pH = 9:
0.6186 g H3BO3, 0.7459 g KCl, 100 mL demineralised water, 2.16 mL NaOH (2 M), ad 200 mL demineralised water.

Details on test conditions:

TEST SYSTEM
- Type, material and volume of test flasks, other equipment used: strerile test vials were used
- Sterilisation method: sterile filtration over 0.2 µm nylon filters

TEST MEDIUM
- Volume used/treatment: a solution of the test item was prepared by dissolving 100 mg Acetoguanamine with 100 mL of water by means of an ultrasonic bath (resulting concentration 1000 mg/L). This stock solution was mixed 1:1 with the respective buffer solution, giving final concentrations of 500 mg/L test item.

Duration:

120 h

pH:

4

Temp.:

50 °C

Initial conc. measured:

500 mg/L

Duration:

120 h

pH:

7

Temp.:

50 °C

Initial conc. measured:

500 mg/L

Duration:

120 h

pH:

9.01

Temp.:

50 °C

Initial conc. measured:

500 mg/L

Number of replicates:

4 per pH (3 for incubation, 1 for measurements at t = 0 h)
2 blanks per pH (1 for incubation, 1 for measurements at t = 0 h)

Positive controls:

no

Negative controls:

no

Preliminary study:

Preliminary test -TIER 1
No signs of hydrolysis were observed in the preliminary study (tier 1) at pH 4, pH 7 and pH 9. Therefore, the test item can be considered as hydrolytically stable at these pH values. Due to the hydrolytical stability of the test item Acetoguanamine, the performance of Tier 2 is not necessary.

Transformation products:

no

Details on hydrolysis and appearance of transformation product(s):

not applicable

pH:

9

Temp.:

50 °C

Hydrolysis rate constant:

> 120 h-1

Remarks on result:

hydrolytically stable based on preliminary test

pH:

7

Temp.:

50 °C

Hydrolysis rate constant:

> 120 h-1

Remarks on result:

hydrolytically stable based on preliminary test

pH:

4

Temp.:

50 °C

Hydrolysis rate constant:

> 120 h-1

Remarks on result:

hydrolytically stable based on preliminary test

For all measured values applies that s_m is the value given by the calibration function.

The measured concentrations and the change in tier 1 are presented in the following table:

Table 1: Measured Concentrations Tier 1.

Standards
Hours	Nominal Conc. Srin mg/L	Peak area in mAU * min	Measured Conc. Smin mg/L	Sr/Sm	Mean Sr/Sm
0	50	21.1536	51.18	0.9769	0.9754
		21.1529
0	100	42.3896	103.06	0.9703
		42.4022
0	500	209.2998	510.68	0.9791
		209.3283
120	100	41.7261	100.56	1.0044	1.0044
		41.0168
pH 4.00
Hours	Nominal Conc. Srin mg/L	Peak area in mAU * min	Measured Conc. Smin mg/L	Residue in %	Change in %
0	500	206.9591	492.29
		206.4307
		207.203
120	500	200.2984	489.60	99.45	- 0.55
		202.3735
		202.7249
pH 7.00
Hours	Nominal Conc. Srin mg/L	Peak area in mAU * min	Measured Conc. Smin mg/L	Residue in %	Change in %
0	500	207.177	493.04
		207.2308
		207.1316
120*	500	(203.3968)	(496.233)
		(106.3102)	(259.1417)
		(52.3535)	(127.3762)
120	500	205.7433	491.51	99.69	- 0.31
		206.5435
		206.8165
pH 9.01
Hours	Nominal Conc. Srin mg/L	Peak area in mAU * min	Measured Conc. Smin mg/L	Residue in %	Change in %
0	500	206.8145	493.63
		207.489
		207.9805
120	500	203.6204	495.19	100.32	+ 0.32
		204.9094
		203.7695

*The value in brackets were produced by faulty inspections and therefore considered invalid. The samples were reinjected from a different autosampler location.

Assesment:

After five days (120 hours), the concentrations of the test item were close to 100 % at all three pH values. The test item can be considered hydrolytically stable.

During determination of concentrations after 120 h, erroneous injections of the autosampler occured in vials 2 and 3 of pH 7 sample, resulting in apparent deviation of -50% of the initial concentration in vial 2 and -0.75 % in vial 3. These data are shown in brackets in table 1. After moving the vials to another position in the autosampler tray, the samples were injected again. In the re-injection, all three vials yielded nearly identical values (RSD 0.27 %). Only the values from the second injection were used for calculations.

Validity criteria fulfilled:

not specified

Conclusions:

No signs of hydrolysis were observed in the preliminary study (tier 1) at pH 4, pH 7 and pH 9. Therefore, Acetoguanamine can be considered as hydrolytically stable at these pH values. Due to the hydrolytical stability of the test item Acetoguanamine, the performance of Tier 2 is not necessary.

Executive summary:

In a study according to OECD Guideline 111 the pH-dependent hydrolysis of Acetoguanamine in water was determined.

A stock solution containing 1000 mg/L of the test item in demineralised water was mixed with buffer solutions (pH values: 4; 7; and 9) in a 1:1 ratio. The resulting solutions were sterilized by filtration over a 0.2 µm Nylon filter, purged with Argon and stored at 50 °C for a period of five days. Samples were analysed at the beginning and after five days. The analysis of the samples (performed with HPLC/UV) showed no significant changes in the concentration of the test item within five days. Therefore, Acetoguanamine can be considered as hydrolytically stable at these pH values.

Reference 2

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

1999

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

guideline study without detailed documentation

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

GLP compliance:

not specified

Analytical monitoring:

not specified

Duration:

5 d

Temp.:

50 °C

Initial conc. measured:

ca. 100 mg/L

Number of replicates:

2

Positive controls:

not specified

Negative controls:

not specified

Statistical methods:

no data

Preliminary study:

For the testing of the hydrolysis of 6-phenyl-1,3,5-triazine-2,4-diyldiamine a preliminary study according to OECD guideline 111 has been conducted. With view to the screening criteria for hydrolysis laid down in the guideline and the results of the tier 1 study the test item can be considered as hydrolytically stable (DT50 > 365 d). Thus, no higher tier testing on the hydrolysis was conducted.

Transformation products:

no

pH:

4

Temp.:

50 °C

DT50:

> 5 d

pH:

7

Temp.:

50 °C

DT50:

> 5 d

pH:

9

Temp.:

50 °C

DT50:

> 5 d

Validity criteria fulfilled:

yes

Remarks:

validity criteria for the tier 1 assessment of the hydrolysis has been fulfilled

Conclusions:

The test item is considered as hydrolytically stable (DT50 (25 °C) > 365 d).

Executive summary:

Two replicates of a 100 mg/L sterile aqueous buffer solution of the test item have been examined at 50 °C in a preliminary test according to OECD guideline 111. As no relevant degradation had been observed after five days the substance is considered as hydrolytically stable (DT50 (25°C) > 365 days) in line with the OECD guideline.

Reference 3

Endpoint:

hydrolysis

Data waiving:

study scientifically not necessary / other information available

Justification for data waiving:

other:

Justification for type of information:

JUSTIFICATION FOR DATA WAIVING
Refer to attached Document

Reason / purpose for cross-reference:

data waiving: supporting information

Reason / purpose for cross-reference:

data waiving: supporting information

Description of key information

Hydrolysis of Caprinoguanamine is not expected under environmental conditions based on its structure, supported by data from structural closely related substances.

Additional information

Degradation by hydrolysis of Caprinoguanamine is not expected under environmental conditions based on its structure, supported by data from structural closely related substances.

Measured data on hydrolysis are available from OECD 111 guideline studies with Acetoguanamine and Benzoguanamine. In both studies measurements at pH values of 4, 7 and 9 show no significant changes in the concentration of the test item within five days. Both, Acetoguanamine and Benzoguanamine were proven to be hydrolytically stable.