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

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
BioWin

2. MODEL (incl. version number)
BIOWINv4.10

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
c1(CCCCCCCCC)nc(N)nc(N)n1
CAS 5921-65-3

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
BIOWIN is an general accepted QSAR model for predicting biodegrabability.
For further information refer to the attached document.

5. APPLICABILITY DOMAIN
For further information refer to the attached document.

6. ADEQUACY OF THE RESULT
The prediction is in line with the expected property, based on information from structural similar substances.

Qualifier:

according to guideline

Guideline:

other: REACH Guidance on QSARs R6

Principles of method if other than guideline:

EPI BIOWIN (Version 4.10) is a generally accepted QSAR tool for prediction of biodegradability

GLP compliance:

no

Specific details on test material used for the study:

Smiles: c1(CCCCCCCCC)nc(N)nc(N)n1

Key result

Parameter:

probability of ready biodegradability (QSAR/QSPR)

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Details on results:

Biowin (Version 4.10) predicted that Caprinoguanamin is not readily biodegradable.

Biowin (Version 4.10) predicts that Caprinoguanamine is not readily biodegradable.

Interpretation of results:

not readily biodegradable

Conclusions:

Biowin (Version 4.10) predicts that Caprinoguanamine is not readily biodegradable.

Reference 2

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

March - June 1990

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

Data are included in the data set to sustain the reliability of QSAR prediction.

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 E (Ready biodegradability: Modified OECD Screening Test)

GLP compliance:

yes

Oxygen conditions:

aerobic

Inoculum or test system:

sewage, domestic (adaptation not specified)

Details on inoculum:

- A sample of activated sludge was taken from an oxidation ditch situated on the premises of TNO, Eelft, The Netherlands. The oxidation ditch is used to treat domestic sewage.
- For the test with complete medium the original sludge was homogenized and contained about 3.2 g of solid subsatnce of litre. 250 ml of the mixed sludge was used to inculate 25 l of medium (yielding about 30 mg of solid substance * L^-1)
- For the test with nitrogen-free medium the sludge was centrifuges (30 min, gmax = 4500) and the solid residue resuspended in water. This suspension contained about 4.3 g of solid substance per litre; 69 ml were used to inoculate 10l of nitrogen-free medium.

Duration of test (contact time):

42 d

Initial conc.:

26 mg/L

Based on:

test mat.

Initial conc.:

52 mg/L

Based on:

test mat.

Parameter followed for biodegradation estimation:

DOC removal

Details on study design:

TEST CONDITIONS
- Stock solution: 1.0131 g Acetoguanamine in 100 ml water
- Composition of medium: contained buffer with higher capacity than that described in the OECD Guideline (see table 1)
- Test temperature: 20 +/- 2 °C
- Test concentrations: 26 and 52 mg/l were prepared in dublicate
1st test:
- Duplicate blank control flasks without test substance were included in the test
- Determination of inoculum activity: toxicity control flask containing 100 mg/l sodium acetate (=30 mg DOC per litre) only
- Determination of toxic effects of the test substance: toxicity control flask containing 100 mg/l sodium acetate and test substance
- Determination of loss of test substance other than by biodegration: sterile control, flask contained uninoculated medium, 26 mg test substance and 5 ml 1 % mercury(II)chloride solution.
2nd test:
- about 26 mg/l Acetoguanamine and 100 mg/l sodium acetate was prepared in nitrogen-free medium (in duplicate) and in complete sodium (in singlefold); controls without test substance were included as in the first test

TEST SYSTEM
- Culturing apparatus: two-litre flasks (Schott Duran) filled with 1 l of inoculated medium

SAMPLING
- Sampling frequency: After 0, 7, 14, 21 (nitrogen limitation: 22), 28, 42 days
- Sampling method: collection of 12 ml from each flask

Reference substance:

other: sodium acetate

Preliminary study:

No preliminary study.

Test performance:

Not applicable

Parameter:

% degradation (DOC removal)

Sampling time:

28 h

Remarks on result:

other: no biodegradation found

Results with reference substance:

The results show that, as expected, acetate was completely degraded (99 %) within one week. There were no effects of the test substance on the acetate degradation.

Table 2: Results of the first biodegradation test.

Concentration of Acetoguanamine [mg/L]	Concentration of Na acetate [mg/L]	mg of DOC ∙ L^-1determined after … days
		0	7	14	21	28	42
0    A		0.6	1.4	1.0	1.0	1.0	1.1
0    B		0.5	1.2	1.0	0.9	0.9	0.9
26   A		3.3	-	-	-	3.5	3.4
26   B		3.4	-	-	-	3.6	3.5
52   A		6.7	-	-	-	7.1	7.3
52   B		6.9	-	-	-	7.1	7.2
0   A	100	29.4	0.4	0.3	0.0	0.1	-
0   B	100	28.8	0.4	0.0	0.1	0.1	-
26   A	100	33.2	4.8	3.2	3.5	3.5	-
26   B	100	33.6	4.3	3.3	3.5	3.5	-
52   A	100	36.2	8.6	6.4	7.7	7.1	-
52   B	100	34.0	8.1	6.3	7.3	7.3	-
26   St		2.6	1.8	2.0	2.4	2.5	2.5

St: Sterile control

- : not determined

Table 3: Results of the second biodegradation test.

Concentration of Acetoguanamine [mg/L]	Concentration of Na acetate [mg/L]	mg of DOC ∙ L^-1determined after … days
		0	7	14	22	28	42
0    A		0.2	3.1	0.7	0.6	1.6	1.1
0    B		0.1	1.6	0.6	0.8	1.6	1.1
0    A*	100	24.8	-1.4	0.0	-0.1	-0.2	0.0
0    B*	100	25.1	-1.5	-0.1	-0.1	-0.3	0.0
26   *	100	31.7	6.4	5.5	6.1	5.0	5.3
0 N ^1)		0.3	1.1	0.2	0.4	1.4	0.9
0 N   **	100	28.7	14.1	0.4	0.1	-0.2	0.1
26 N  A **	100	27.8	19.7	5.2	5.7	5.0	5.0
26 N  B**	100	29.2	4.3	5.8	5.6	5.1	4.8

*: The data for the flask have been corrected for the DOC in the inoculum controls (flasks 0A and 0B).

**: The data for the flasks have been corrected for the DOC in the nitrogen limited inoculum control (flask 0N).

¹⁾: N = Nitrogen limited.

Validity criteria fulfilled:

not specified

Interpretation of results:

under test conditions no biodegradation observed

Conclusions:

Acetoguanamine is not regarded as readily biodegradable.

Executive summary:

The biodegradability of the test substance Acetoguanamine was determined by the methode laid down in the OECD Guideline 301E; "Ready Biodegradability: Modified OECD Screening Test."

In a first test Acetoguanamine was tested in two concentrations: 26 mg/l and 52 mg/l. A control test with sodium acetate showed that the activity of the inoculum was sufficient and that there was no inhibition of the inoculum activity by Acetoguanamine.

In a second test 26 mg/l of Acetoguanamine and 100 mg/l sodium acetate was prepared in nitrogen-free medium (in dublicate) and in complete sodium (in singlefold); controls without test substance were included as in the first test. This test showed, that the degradation of Acetoguanamine was not increased in the absence of nitrogen.

No biodegradability was found in the test bottles with Acetoguanamine. Because of this Acetoguanamine is not regarded as readily biodegradable.

Reference 3

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

supporting study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Justification for type of information:

Data are included in the data set to sustain the reliability of QSAR prediction.

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 E (Ready biodegradability: Modified OECD Screening Test)

Deviations:

yes

Remarks:

buffer of higher capacity used

GLP compliance:

yes

Inoculum or test system:

sewage, domestic, adapted

Details on inoculum:

- Source of inoculum/activated sludge (e.g. location, sampling depth, contamination history, procedure): oxidation ditch at TNO,Delft, NL
- Pretreatment: 24- hr Aeration to remove free carbon present
- Concentration of sludge: 30 mg dry substance / L

Duration of test (contact time):

28 d

Initial conc.:

17.1 mg/L

Based on:

test mat.

Initial conc.:

34.2 mg/L

Based on:

test mat.

Parameter followed for biodegradation estimation:

DOC removal

Details on study design:

TEST CONDITIONS
- Composition of medium: 10 mL solution a and 1 mL of solutions b to f to water + 485 mL water (compositions of solutions: see "Any other information on materials..."
- Additional substrate:
- Solubilising agent (type and concentration if used):
- Test temperature: 20 ± 2 °C
- pH:
- pH adjusted: yes/no
- CEC (meq/100 g):
- Aeration of dilution water:
- Suspended solids concentration: 30 mg/L (dry substance)
- Continuous darkness: yes/no
- Other:

TEST SYSTEM
- Culturing apparatus: Braun Pilot Shake orbital shaking machine
- Number of culture flasks/concentration: 3 per concentration (4 for blank)
- Method used to create aerobic conditions:
- Method used to create anaerobic conditions:
- Measuring equipment:O.C. International 524 C TOC-Analyser
- Test performed in closed vessels due to significant volatility of test substance:
- Test performed in open system:
- Details of trap for CO2 and volatile organics if used:
- Other:

SAMPLING
- Sampling frequency: at week 0, 1, 2, 3, and 4
- Sampling method: collection of 20 mL sample, centrifugation, and TOC analysis after persulphate oxidation
- Sterility check if applicable: no, stable in aqeuos solution
- Sample storage before analysis: no
- Other:

CONTROL AND BLANK SYSTEM
- Inoculum blank: 4 flasks without test substance were included in test
- Abiotic sterile control:
- Toxicity control: control flask containing 100 mg/L sodium acetate only, or sodium acetate plus test substance were included (triplicate per concentration)
- Other:

STATISTICAL METHODS:

Reference substance:

acetic acid, sodium salt

Key result

Parameter:

% degradation (DOC removal)

Value:

14

Sampling time:

28 d

Remarks on result:

other: Benzoguanamine 17.1 mg/L

Key result

Parameter:

% degradation (DOC removal)

Value:

0

Sampling time:

28 d

Remarks on result:

other: Benzoguanamine 34.2 mg/L

Results with reference substance:

The results show a complete degradation of the reference substance within one week, as expected of an inoculum with sufficient activity. This degradation was not influenced by the presence of the test substance in the medium.

Validity criteria fulfilled:

yes

Interpretation of results:

under test conditions no biodegradation observed

Conclusions:

This substance is regarded as not readily biodegradable under test conditions.

Executive summary:

The substance was tested in two concentrations: 17 mg/L and 34 mg/L. A control test with sodium acetate showed the activity of the inoculum was sufficient, and that there was no inhibition of the inoculum activity by the test item.

No significant biodegradation within 28 days was found in the test bottles with test substance; thus it is regarded as not readily biodegradable under the given test conditions.

Description of key information

Biowin (Version 4.10) predicts that Caprinoguanamine is not readily biodegradable.

Key value for chemical safety assessment

Biodegradation in water:

under test conditions no biodegradation observed

Additional information

The generally accepted QSAR model BIOWIN for predicting biodegradability of Caprinoguanamine was used. Biowin (Version 4.10) predicts that Caprinoguanamine is not readily biodegradable.

This prediction is in line with the expected property, based on information from structural similar substances.

Data from biodegradability studies on the triazine derivates Acetoguanamine and Benzoguanamine are available. Both substances were tested according to OECD Guideline 301 E, the modified Screening Test.

No significant biodegradation within 28 days was found in the test bottles with Benzoguanamine.

As well no biodegradability was found in the test bottles with Acetoguanamine. Further it could be shown, that the degradation of Acetoguanamine was not increased in the absence of nitrogen.

 

Taken together both substances were proven to be not readily biodegradable under the given test conditions.

 

Melamine another structural similar triazine derivate was described to be not readily biodegradable within the OECD SIDs evaluation program of Melamine available at: http://www.inchem.org/documents/sids/sids/108781.pdf.

In conclusion the Biowin prediction “Caprinoguanamine is not readily biodegradable” is considered to be valid, taken into account the information from structurally similar substances.

 

The similarity of the structures is outlined in the attached document.