[1,1'-Biphenyl]-2-carbonitrile, 4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-

Hydrolysis

Administrative data

Endpoint:

hydrolysis

Type of information:

experimental study

Adequacy of study:

key study

Study period:

from week 28/1996 to 29 November 1996

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: Guideline study; GLP compliance

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

1996

Report date:

1996

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

OECD Guideline 111 (Hydrolysis as a Function of pH)

Deviations:

not specified

GLP compliance:

yes

Test material

Test material information

Constituent 1

Reference substance name:

[1,1’-Biphenyl]-2-carbonitrile, 4’-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-

IUPAC Name:

[1,1’-Biphenyl]-2-carbonitrile, 4’-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-

Constituent 2

Reference substance name:

4'-((2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrile

EC Number:

604-075-6

Cas Number:

138401-24-8

Molecular formula:

C25H27N3O

IUPAC Name:

4'-((2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-ene-3-yl)methyl)(1,1'-biphenyl)-2-carbonitrile

Details on test material:

- Name of test material (as cited in study report): SR47563
- Physical state: beige powder
- Lot/batch No.: 6R 00003
- Purity: 96.8 %

Radiolabelling:

no

Study design

Analytical monitoring:

yes

Duration of test

Duration of test 1

Duration:

5 d

Temp.:

50 °C

Initial conc. measured:

>= 3.46 - <= 3.59 g/L

Duration of test 2

Duration:

2.4 d

pH:

7

Temp.:

50 °C

Initial conc. measured:

0.003 g/L

Duration of test 3

Duration:

252 min

pH:

9

Temp.:

50 °C

Initial conc. measured:

0.003 g/L

Duration of test 4

Duration:

2.8 d

pH:

7

Temp.:

40 °C

Initial conc. measured:

0.002 g/L

Duration of test 5

Duration:

1 220 min

pH:

9

Temp.:

30 °C

Initial conc. measured:

0.001 g/L

Positive controls:

yes

Negative controls:

not specified

Results and discussion

Preliminary study:

Hydrolysis at 50°C after 2.4h and 5days of agitation at pH 3.95, 7.00, and 8.95.

Test performance:

Essai n°1: 50°c for pH 7& 9; Essai n°3: 40°C for pH 7 and 30°C for pH 9.

Transformation products:

not specified

Dissipation DT50 of parent compound

Dissipation DT50 of parent compound 1

pH:

7

Temp.:

50 °C

Hydrolysis rate constant:

0 min-1

DT50:

2 333 min

Type:

(pseudo-)first order (= half-life)

Remarks on result:

other: Essai n°1 (indicated here as first main assay)

Dissipation DT50 of parent compound 2

pH:

8.99

Temp.:

50 °C

Hydrolysis rate constant:

0.001 min-1

DT50:

468 min

Type:

(pseudo-)first order (= half-life)

Remarks on result:

other: Essai n°1 (indicated here as first main assay)

Dissipation DT50 of parent compound 3

pH:

7

Temp.:

40 °C

Hydrolysis rate constant:

0 min-1

DT50:

3 197 min

Type:

not specified

Remarks on result:

other: Essai n°3 (indicated here as second main assay)

Dissipation DT50 of parent compound 4

pH:

8.99

Temp.:

30 °C

Hydrolysis rate constant:

0 min-1

DT50:

1 475 min

Type:

not specified

Remarks on result:

other: Essai n°3 (indicated here as second main assay)

Dissipation DT50 of parent compound 5

pH:

7

Temp.:

25 °C

Hydrolysis rate constant:

0 min-1

DT50:

5 257 min

Remarks on result:

other: extrapolated value

Dissipation DT50 of parent compound 6

pH:

8.99

Temp.:

25 °C

Hydrolysis rate constant:

0 min-1

DT50:

2 003 min

Remarks on result:

other: extrapolated value

Any other information on results incl. tables

First main assay:

	Time of recording	0	1.5	1.6	1.7	2.3	2.4	d
T=50˚C		0	2205	2319	2430	3375	3510	min
pH=	Concentration (g/L)	0.00268	0.00144	0.00141	0.00136	0.00103	0.00098
7	Concentration (mol/L)	6.95E-06	3.74E-06	3.66E-06	3.53E-06	2.67E-06	2.54E-06
	Log C	-5.158	-5.428	-5.437	-5.452	-5.573	-5.595
	%-hydrolyse		46.3	47.4	49.3	61.6	63.5
	Time of recording	0	0.0	0.1	0.1	0.2	0.2	d
T=50˚C		0	35	130	195	220	252	min
pH=	Concentration (g/L)	0.003	0.00219	0.0019	0.00173	0.00166	0.00159
9	Concentration (mol/L)	7.78E-06	5.68E-06	4.93E-06	4.49E-06	4.31E-06	4.12E-06
	Log C	-5.109	-5.246	-5.307	-5.348	-5.366	-5.385
	%-hydrolyse		27.0	36.7	42.3	44.7	47.0

Second main assay:

	Time of recording	0	2.7	2.8	d
T=40˚C		0	3860	3970	min
pH=	Concentration (g/L)	0.00179	0.000768	0.000691
7	Concentration (mol/L)	4.64E-06	1.99E-06	1.79E-06
	Log C	-5.333	-5.701	-5.747
	%-hydrolyse		57.1	61.4
	Time of recording	0	0.7	0.8	d
T=30˚C		0	1005	1220	min
pH=	Concentration (g/L)	0.00138	0.00086	0.00078
9	Concentration (mol/L)	3.58E-06	2.23E-06	2.02E-06
	Log C	-5.446	-5.652	-5.694
	%-hydrolyse		37.7	43.5

 

Applicant's summary and conclusion

Validity criteria fulfilled:

not specified

Conclusions:

The test substance appears to be hydrolytically stable at a pH of 4, but sensitive to hydrolysis at pH of 7 or 9, with estimated t½ values at 25°C of 87.6 h at pH=7 and 33.4 h at pH=9.