(6R-trans)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

25 January 2010 – 01 April 2010

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: This study has been performed according to OECD and EC guidelines and according to GLP principles.

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2010

Report date:

2010

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 107 (Partition Coefficient (n-octanol / water), Shake Flask Method)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.8 (Partition Coefficient)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

shake-flask method to: flask method

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

(6R-trans)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

EC Number:

244-870-1

EC Name:

(6R-trans)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Cas Number:

22252-43-3

Molecular formula:

C8H10N2O3S

IUPAC Name:

7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Details on test material:

- Name of test material (as cited in study report): 7-ADCA
- Molecular formula: C8H10N2O3S
- Molecular weight: 214.2
- Substance type: White powder
- Physical state: solid
- Analytical purity: 99.0%
- Impurities: -
- Isomers composition: -
- Purity test date: -
- Lot/batch No: D212013
- Expiration date of the lot/batch: 28 February 2011 (retest date)
- Stability under test conditions: Stable

Study design

Analytical method:

high-performance liquid chromatography

Results and discussion

Partition coefficient

Partition coefficient 1

Type:

log Pow

Partition coefficient:

-2.8

Temp.:

20 °C

pH:

3.6

Partition coefficient 2

Type:

log Pow

Partition coefficient:

-3.8

Temp.:

20 °C

pH:

7

Any other information on results incl. tables

at pH 3.6

Ratio n-octanol : buffer [v:v]	Analysed concentration		Pow	log Pow	pH
	n-octanol [g/l]	buffer [g/l]
1:1	5.92x10^-5	3.38x10^-2	1.8x10^-3	-2.8	3.6
	5.32x10^-5	3.41x10^-2	1.6x10^-3	-2.8	3.6
1:2	4.04x10^-5	2.57x10^-2	1.6x10^-3	-2.8	3.6
	4.40x10^-5	2.55x10^-2	1.7x10^-3	-2.8	3.6
2:1	8.06x10^-5	5.15x10^-2	1.6x10^-3	-2.8	3.6
	7.90x10^-5	5.16x10^-2	1.5x10^-3	-2.8	3.6
Mean			1.6x10^-3	-2.8
Standard deviation			9.5x10^-5

 The results on the recoveries of the test substance are between 99 and 101%.

 

at pH 7

Ratio n-octanol : buffer [v:v]	Analysed concentration		Pow	log Pow	pH
	n-octanol [g/l]	Buffer [g/l]
1:1	5.04x10^-6	3.45x10^-2	1.5x10^-4	-3.8	7.0
	5.60x10^-6	3.45x10^-2	1.6x10^-4	-3.8	7.0
1:2	4.17x10^-6	2.59x10^-2	1.6x10^-4	-3.8	7.0
	5.48x10^-6	2.67x10^-2	2.1x10^-4	-3.7	7.0
2:1	9.26x10^-6	5.17x10^-2	1.8x10^-4	-3.7	7.0
	8.97x10^-6	5.26x10^-2	1.7x10^-4	-3.8	7.0
Mean			1.7x10^-4	-3.8
Standard deviation			2.0x10^-5

 The results on the recoveries of the test substance are between 100 and 103%.

Applicant's summary and conclusion

Conclusions:

The shake flask method was chosen for the determination of the partition coefficient of 7-ADCA. The Pow and log Pow value of the test substance at 20°C were 1.6x10^-3 and -2.8 at pH 3.6 and 1.7x10^-4 and -3.8 at pH 7.