2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]quinazolin-4(1H)-one

Water solubility

Administrative data

Endpoint:

water solubility

Type of information:

experimental study

Adequacy of study:

key study

Study period:

October 19, 2017 - October 26, 2017

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2017

Report date:

2017

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 105 (Water Solubility)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.6 (Water Solubility)

Deviations:

no

GLP compliance:

no

Type of method:

column elution method

Test material

Test material information

Constituent 1

Reference substance name:

3-(5-chlorobenzoxazol-2-yl)-7-(diethylamino)-2-benzopyrone

EC Number:

252-722-2

EC Name:

3-(5-chlorobenzoxazol-2-yl)-7-(diethylamino)-2-benzopyrone

Cas Number:

35773-43-4

Molecular formula:

C20H17ClN2O3

IUPAC Name:

3-(5-chloro-1,3-benzoxazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

Test material form:

solid

Results and discussion

Water solubility

Key result

Water solubility:

< 12 µg/L

Conc. based on:

test mat.

Temp.:

20 °C

pH:

6.9

Any other information on results incl. tables

Preliminary  test

Three preliminary tests were carried out with specified amounts of the test item and 100 mL and 500 mL demineralized water, respectively. After each addition of an amount of water, the mixture was stirred for at least 24 hours, and visually checked for any undissolved particles.

Table4: Results of the preliminary test

Amount of test item / mg	Total volume of demineralized water / mL	Appearance of mixture
4.7	100	not dissolved
8.1	500	not dissolved
2.5	500	not dissolved

The preliminary test showed that the water solubility of the test item is < 10 mg/L. According to the preliminary test the water solubility was determined by the column elution method in the main test.

Column elution  method

102.4 mg of the test item were dissolved in 100 mL aceton. For charging the columns in each case 25 mL of the test item solution was added to about 3 g of sea sand and the mixtures were shaken. The solvent was then removed under reduced pressure using a rotary evaporator (40 °C, approx. 20 mbar). The dry residues were placed into the columns of the test apparatus, which have afterwards been filled with water (test temperature: 20 °C; water pH at 22 °C: 5.9). After a swelling time of 2 h pumps were started to rinse the test item coated sand with demineralized water. At the end of the study it was confirmed that residual test item remained on the columns. The residual test item was eluted with 50 mL acetone. As blank value the used demineralized water was tested. No signal was detected in the range of the retention time of the test item. The concentration of the test item was quantified by HPLC.

Column 1:

Rotation period of the fraction collector:                 90 min per fraction

Duration of sampling:                                             about 48 h (32 fractions)

Table5: Column elution method, column 1 (approximately 12.5 mL/h)

Fraction no.	V / mL	pH	water solubility /µg/L
21	20.0	6.9	< 12.48
22	20.0	6.9	< 12.48
23	20.0	6.9	< 12.48
24	20.0	7.0	< 12.48
25	20.0	6.9	< 12.48

The water solubility was found to be below the quantification limit of 12.48 µg/L.

 Column 2:

Rotation period of the fraction collector:       45 min per fraction

Duration of sampling:                                    about48 h(63 fractions)

Table6: Column elution method, column 2 (approximately 25.0 mL/h)

Fraction no.	V / mL	pH	water solubility /µg/L
49	16.5	7.0	< 12.48
50	16.5	6.6	< 12.48
51	16.5	6.8	< 12.48
52	16.5	6.6	< 12.48
53	16.5	6.9	< 12.48

The water solubility was found to be below the quantification limit of 12.48 µg/L. In both columns the concentration of five consecutive fractions was constant within ± 30 %. No increasing or decreasing tendency was observed.

Coating check:

Table7: Coating check

	Amount of test item used for coating / mg	Measured concentration of test item in eluate / mg/L	Amount of test item eluted / mg
Column 12.5 mL/h	25.6	0.801 / 0.806	16.1
Column 25.0 mL/h		0.729 / 0.725	14.6

The coating check was successful. Enough test item remained on the columns.

The water solubility c_S of the test item Disperse Yellow 184.1 was below the quantification limit of 12.48 µg/L (mean value of the columns).

Applicant's summary and conclusion

Executive summary:

The water solubility c_S of the test item Disperse Yellow 184.1 at a temperature of 20 °C was determined according to the column elution method. It was found to be below the quantification limit:

c_S < 0.012 mg/L