(Z)-4-[C11-13 (branched) alkylamino]-4-oxo-2-butenoic acid

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: GLP compliant guideline study

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

GLP compliance:

yes (incl. QA statement)

Radiolabelling:

no

Analytical monitoring:

yes

Buffers:

- pH: 4, 7 and 9

Demineralized water (Milli-Q system); methanol (Sigma Al­ drich); trifluoroacetic acid, TFA (Sigma Aldrich); buffer pH 7.00 (Bernd Kraft; phosphate mixture); buffer pH 9.00 (Bernd Kraft; boric acid, potassium chloride, sodium hydroxide); buffer pH = 4.008 (Fluka); buffer pH = 9.180 (Fluka) for testing of pH me­ ter.

Preliminary study:

A preliminary test had shown that even with the addition of 1 % of acetonitrile as solubilizer the solubility of the test item in buffer pH 4 is insufficient.
100.68 mg and 114.25 mg ofthetest item, exactlyweighed, were each dissolved in and filled up to 100 ml with buffer 7 or 9 and gassed with nitrogen.
The test item is not completely soluble in the buffer solution pH 7. Therefore this mixture was stirred for 2 h and then fil­ tered using 0.1 µm membrane filters (Acrodisk 32/0.1 µm). These solutions were applied for the tests.
Vials containing each about 1.5 ml of test solution were stored at the 50°C.
After defined time intervals aliquots of the test solutions were injected into the HPLC system.

Test performance:

The test item was insoluble at pH values of 4 and pH7.

Transformation products:

no

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

A GLP compliant study on the hydrolysing potential of the test substance has been conducted according to OECD guideline 111 [BASF SE 2013]. The hydrolysis of the test item at pH4 and pH7 cannot be determined because the solubility of the test item is too low. At pH9 (50°C) no hydrolysis could be observed within 5 days.

Key result

pH:

9

Temp.:

50 °C

DT50:

>= 1 yr

Type:

not specified

Remarks on result:

hydrolytically stable based on preliminary test

Remarks:

At pH 9, 50°C: no hydrolysis could be observed within 5 days.

Remarks on result:

other: The hydrolysis of the test item at pH4 and pH7 cannot be determined because the solubility of the test item is too low. At pH9 (50°C) no hydrolysis could be observed within 5 days.

Details on results:

A GLP compliant study on the hydrolysing potential of the test substance has been conducted according to OECD guideline 111 [BASF SE 2013]. The hydrolysis of the test item at pH4 and pH7 cannot be determined because the solubility of the test item is too low. At pH9 (50°C) no hydrolysis could be observed within 5 days.

The hydrolysis of the test item at pH4 and pH7 cannot be determined because the solubility of the test item is too low.

At pH9, 50°C: no hydrolysis could be observed within 5 days.

Conclusions:

No hydrolysis occured at pH 9. For pH 4 and pH 7 no results can be obtained because the substance is insoluble in water. Even by using a solubilizer (1% acetonitrile) the solubility could not be improved.

Description of key information

In accordance with Regulation 1907/2006 (EC) Annex XI general rules for adaption of the standard testing regime set out in Annexes VII to X, section 2, testing may be omitted. Due to the properties of the test substance, testing is technically not possible. Therefore, an experimentally determined t0.5 value for pH4 and pH7 cannot be provided.

At pH 9, 50 °C: no hydrolysis could be observed within 5 days. Resulting in T0.5 > 1 year.

The hydrolysis of the test item at pH 4 and pH 7 cannot be de­ termined because the solubility of the test item is too low. Even with the addition of 1% acetonitrile as solubilizer the solubility of the test tiem is insufficient.

 

 

 

 

 

Key value for chemical safety assessment

Half-life for hydrolysis:

1 yr

at the temperature of:

50 °C

Additional information

A GLP compliant study on the hydrolysing potential of the test substance has been conducted according to OECD guideline 111 [BASF SE 2013]. However, the hydrolysis of the test item at pH4 and pH7 cannot be determined because the solubility of the test item is too low. At pH9 (50°C) no hydrolysis could be observed within 5 days.