Registration Dossier

Administrative data

Endpoint:
adsorption / desorption: screening
Type of information:
experimental study
Adequacy of study:
key study
Reliability:
1 (reliable without restriction)
Rationale for reliability incl. deficiencies:
guideline study
Justification for type of information:
Experimental test result performed using standard OECD test guidelines

Data source

Reference
Reference Type:
study report
Title:
Unnamed
Year:
2018
Report Date:
2018

Materials and methods

Test guideline
Qualifier:
according to
Guideline:
other: Adapted from IS: 2720 (Part 4)
Principles of method if other than guideline:
Reverse Phase High Performance Liquid Chromatography on Octadecyl-modified silica based stationary phase is used.
Partitioning on the column occurs in order of hydrophobicity when a suitable mobile phase is used. From relationship between the measured retention times and the adsorption coefficient on organic matter of reference substances, the sorption coefficient of the test substance is calculated.
GLP compliance:
yes
Type of method:
HPLC estimation method
Media:
soil/sewage sludge

Test material

Reference
Name:
Unnamed
Type:
Constituent
Test material form:
solid: particulate/powder
Details on test material:
- Name of test material (as cited in study report): 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1H-benzimidazolium chloride
- Molecular formula: C22H24N3O2.Cl
- Molecular weight: 397.904 g/mol
- Smiles notation: c1([n+](c2c(n1C)cccc2)C)c1c(oc2c(c1)ccc(c2)N(CC)CC)=O.[ClH-]
- InChl: 1S/C22H24N3O2.ClH/c1-5-25(6-2)16-12-11-15-13-17(22(26)27-20(15)14-16)21-23(3)18-9-7-8-10-19(18)24(21)4;/h7-14H,5-6H2,1-4H3;1H/q+1;/p-1
- Substance type: Organic
- Physical state: Solid
Specific details on test material used for the study:
- Name of test material (as cited in study report): 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1H-benzimidazolium chloride
- Molecular formula: C22H24N3O2.Cl
- Molecular weight: 397.904 g/mol
- Smiles notation: c1([n+](c2c(n1C)cccc2)C)c1c(oc2c(c1)ccc(c2)N(CC)CC)=O.[ClH-]
- InChl: 1S/C22H24N3O2.ClH/c1-5-25(6-2)16-12-11-15-13-17(22(26)27-20(15)14-16)21-23(3)18-9-7-8-10-19(18)24(21)4;/h7-14H,5-6H2,1-4H3;1H/q+1;/p-1
- Substance type: Organic
- Physical state: Solid
- Purity : 98.56%
Radiolabelling:
not specified

Study design

Test temperature:
25 deg.C

HPLC method

Details on study design: HPLC method:
PREPARATION PROCEDURE
Preparation of Reference substances:
Seven reference substances, 4-methylaniline(p-Tolouidine), N-methylaniline, Aniline, Xylene, Ethylbenzene,Toluene, Naphthalene were chosen having Koc value ranging from 1.9 to 2.75 Individual solutions of these reference substances were prepared in ACN with concentrations of 400 mg/l.
Urea (at concentration of 500 mg/l) was used as an unretained compound for the determination of the “dead time” t0.
K=tR -t0
t0
where
k= capacity factor,
tR= retention time of test substance and reference substance.
t0=retention time of Urea.

Batch equilibrium or other method

Analytical monitoring:
yes
Details on sampling:
A test item solution was prepared by accurately weighing 4 mg of test item and diluted with ACN up to 10 ml. Thus, the test solution concentration was 400 mg/l. The pH of test substance was 6.85.
Details on test conditions:
Chromatographic Conditions:
HPLC Model No. : Agilent Technologies,1260 Infinity
Flow Rate : 1.0ml/min
Column : ZORBAX Eclipse Plus C18, 4.6×100mm, 3.5 μm
Mobile phase : ACN: water (55:45)
Temperature : 25°C
Detector : Diode Array Detector @210nm
Injector : Autosampler
Injector volume : 10μl
Data Acquisition software : ChemStationOpen lab Control Panel

Results and discussion

Adsorption coefficient
Key result
Sample No.:
#1
Type:
log Koc
Value:
2.743 dimensionless
Temp.:
25 °C
Remarks on result:
other: other details not available

Results: HPLC method

Details on results (HPLC method):
HPLC PROCEDURE:
The solutions of the test substance and reference substances were prepared in solvent mentioned in 4.3. Each of the reference substance and test substance were analysed by HPLC at 210 nm.
After equilibration of the HPLC system, Urea was injected first, the reference substances were injected in duplicate, followed by the test chemical solution in duplicate. Reference substances were injected again after test sample, no change in retention time of reference substances was observed. Retention time tR were measured, averaged and the decimal logarithms of the capacity factors k were calculated. The graph was plotted between log Koc versus log k(Annex - 2).The linear regression parameter of the relationship log Koc vs log k were also calculated from the data obtained with calibration samples and therewith, log Koc of the test substance was determined from its measured capacity factor.

Results: Batch equilibrium or other method

Transformation products:
not specified

Any other information on results incl. tables

The Log Koc of 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1Hbenzimidazolium chloride (CAS No. 29556-33-0) was determined to be 2.7434 dimensionless at 25°C.

Reference substance

Log koc

Rt1

Rt2

Rt3

Mean R± SD

K

Log K

Urea

NA

0.887

0.887

0.888

0.887±0.001

00

0

 

4-methylaniline(p-

Tolouidine)

1.9

1.755

1.748

NA

1.7515±0.005

0.9746

-0.0112

 

N-methylaniline

2.28

2.303

2.294

NA

2.2985±0.006

1.5913

0.2018

 

Aniline

2.07

1.513

1.495

NA

1.504±0.013

0.6956

-0.1576

 

Xylene

2.58

6.241

6.232

NA

6.2365±0.006

6.031

0.7804

 

Ethylbenzene

2.649

6.359

6.355

NA

6.357±0.003

6.1669

0.7901

 

Toluene

2.369

4.378

4.382

NA

4.38±0.003

3.938

0.5953

 

Naphthalene

2.75

6.127

6.218

NA

6.1725±0.064

5.9589

0.7752

 

Test substance

2-[7-(diethylamino)-2-oxo-2H-1-

benzopyran-3-yl]-1,3-dimethyl-

1H-benzimidazolium chloride

K

Log k (X axis)

Log Koc ( Y axis)

 By Generalized calibration graph

Mean of Log Koc± S.D

Rt1

9.758

8.758

0.9424

2.7416

 

2.7434±0.002

 

Rt2

9.858

8.858

0.9473

2.7451

 

Applicant's summary and conclusion

Validity criteria fulfilled:
not specified
Conclusions:
The Adsorption Coefficient of test substance 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1Hbenzimidazolium chloride (CAS No. 29556-33-0) was determined as per the HPLC method. The Log Koc value obtained was 2.7434 dimensionless at 25°C.
Executive summary:

The adsorption coefficient Koc in soil and in sewage sludge of test chemical 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1Hbenzimidazoliumchloride (CAS No. 29556-33-0) was determined by the Reverse Phase High Performance Liquid Chromatographic method. The reference substances were chosen according to estimated Koc range of the test substance and generalized calibration graph was prepared. The reference substances were 4-methylaniline(p-Tolouidine), N-methylaniline, Aniline, Xylene, Ethylbenzene,Toluene, Naphthalene were chosen having Koc value ranging from 1.9 to 2.75.

The Log Koc value of test chemical 2-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-1,3-dimethyl-1Hbenzimidazoliumchloride (CAS No. 29556-33-0)

was determined to be 2.7434 dimensionless at 25°C. Based on the value of log Koc it is concluded that this test chemical has moderate sorption to soil and sediments and therefore has slow migration potential to ground water.