Benzamide, N-[[4-[(cyclopropylamino)carbonyl]phenyl]sulfonyl]-2-methoxy-

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

23 Feb 2004 - 16 May 2005

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:

EPA Guideline Subdivision N 161-1 (Hydrolysis)

Qualifier:

according to guideline

Guideline:

other: Canada PMRA DACO Number 8.2.3.2

Qualifier:

according to guideline

Guideline:

other: Japan MAFF Guideline, 12 Nousan 8147

GLP compliance:

yes (incl. QA statement)

Radiolabelling:

yes

Analytical monitoring:

yes

Buffers:

- pH: 4
- Type and final molarity of buffer: Acetate, 0.01 M
- Composition of buffer: Approximately 180 mL of sodium acetate (0.01 M in water) was added to 1000 mL of 0.01 M acetic acid to obtain pH 4.

- pH: 7
- Type and final molarity of buffer: Tris(hydroxymethyl)aminomethane, 0.01 M
- Composition of buffer: Approximately 105 mL of 0.1 M tris(hydroxymethyl)aminomethane was added to 1 000 mL of 0.01 M HCI to obtain pH7.

- pH: 9
- Type and final molarity of buffer: Borate, 0.01 M
- Composition of buffer: Approximately 40 mL of 0.1 M NaOH was added to 1 000 mL of 0.01 M boric acid to obtain pH 9.

Details on test conditions:

Test 1: 50 ±0.1 °C
Test 2: 25 ±0.1 °C

TEST SYSTEM
- Type, material and volume of test flasks, other equipment used: 20 mL amber glass serum vial equipped with a Teflon lined septum and crimp cap.
- Sterilisation method: Autoclave
- Lighting: Continuous darkness
- Details of traps for volatile, if any: None. No volatiles were formed
- If no traps were used, is the test system closed: yes, system is closed.
- Is there any indication of the test material adsorbing to the walls of the test apparatus?: No

TEST MEDIUM
- Volume used/treatment: 1 0 mL of buffer treated with 0.05 mL of application solution post-autoclaving
- Identity and concentration of co-solvent: ACN, <0.5%

Duration:

5 d

pH:

4.01

Temp.:

50 °C

Initial conc. measured:

0.99 - 1.01 µg/L

Duration:

5 d

pH:

7.14

Temp.:

50 °C

Initial conc. measured:

0.99 - 1.01 µg/L

Duration:

5 d

pH:

9.16

Temp.:

50 °C

Initial conc. measured:

0.99 - 1.01 µg/L

Duration:

30 d

pH:

4

Temp.:

25 °C

Initial conc. measured:

0.95 - 0.97 µg/L

Duration:

30 d

pH:

7

Temp.:

25 °C

Initial conc. measured:

0.95 - 0.97 µg/L

Duration:

30 d

pH:

9

Temp.:

25 °C

Initial conc. measured:

0.95 - 0.97 µg/L

Number of replicates:

2

Positive controls:

yes

Remarks:

Pond water from Stilwell, KS (Bayer Research Park), was used as a positive control

Negative controls:

no

Remarks:

No other control substances were used in this study

Preliminary study:

The average radioactivity balance for Test 1 was 101.7% (range = 98.7 to 105.4%), 102.0% (range = 98.3 to 105.8%, and 102.0% (range = 98.2 to 105.7%) of the applied radioactivity at pH 4, 7 and 9, respectively. Most of the applied radioactivity was associated with the parent compound at test termination in the pH 4, 7 and 9 buffer solutions. Two minor transformation products were formed at a combined maximum of 1.3% (Day 4; pH 4), 1.9 (Day 4; pH 7), and 1.8% (Day 0; pH 9) of the applied radioactivity.

Transformation products:

no

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

- Formation and decline of each transformation product during test: No attempt was made to identify the minor transformation products observed in the study since they comprised <1.9% of the applied radioactivity at any interval in both tests.
- Pathways for transformation: AE 0001789 was stable in all buffers tested with no major transformation products observed.

% Recovery:

100

pH:

4

Temp.:

50 °C

Duration:

5 d

pH:

7

Temp.:

50 °C

Duration:

5 d

Remarks on result:

other:

Remarks:

% Recovery: 101.3

pH:

9

Temp.:

50 °C

Duration:

5 d

Remarks on result:

other:

Remarks:

% Recovery: 101.3

% Recovery:

97.5

pH:

4

Temp.:

25 °C

Duration:

30 d

% Recovery:

98.8

pH:

7

Temp.:

25 °C

Duration:

30 d

% Recovery:

97.2

pH:

9

Temp.:

25 °C

Duration:

30 d

pH:

4

Temp.:

50 °C

DT50:

> 1 yr

pH:

7

Temp.:

50 °C

DT50:

> 1 yr

pH:

9

Temp.:

50 °C

DT50:

> 1 yr

AE 0001789 did not degrade significantly in pH 4, 7, and 9 buffer solutions. No major transformation products were formed in this study. Minor degradates did not exceed a combined 1.9% of the applied radioactivity.

The DT50 values for the degradation of AE 0001789 were not calculated for pH 4, 7 and 9 because of limited degradation. AE 0001789 is hydrolytically stable at pH 4, 7 and 9.

Validity criteria fulfilled:

not applicable

Description of key information

 DT50 > 1 year (50°C and 25°C at pH 4, 7, 9; OECD 111) 

Key value for chemical safety assessment

Half-life for hydrolysis:

1 yr

at the temperature of:

25 °C

Additional information

One OECD 111 study is available for the substance Cyprosulfamide (M-279728-01-1). The test substance did not hydrolyse significantly in pH 4, 7, and 9 sterile buffer solutions at 25 and 50 °C. No major transformation products were formed in this study. Minor degradation products did not exceed a sum of 1.9% of the applied radioactivity. The DT50 values for the hydrolytic degradation of the substance were not calculated for pH 4, 7 and 9 because of limited degradation.