1,1'-[[3-(dimethylamino)propyl]imino]bispropan-2-ol

Partition coefficient

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

partition coefficient

Type of information:

experimental study

Adequacy of study:

key study

Study period:

2012-01-19 - 2012-04-30

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Qualifier:

according to guideline

Guideline:

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

Deviations:

no

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

Specific details on test material used for the study:

- Name of test material (as cited in study report): Jeffcat DPA
- Physical state: clear colorless viscous liquid
- Analytical purity: not supplied (content expressed as total amine)
- Impurities (identity and concentrations): CoA included in the study report
- Purity test date: 27-10-2010
- Lot/batch No.: PFW100241
- Storage condition of test material: room temperature in the dark

Analytical method:

high-performance liquid chromatography

Key result

Type:

Pow

Partition coefficient:

1.24

Temp.:

21.2 °C

pH:

11.5

Key result

Type:

log Pow

Partition coefficient:

0.093

Temp.:

21.2 °C

pH:

11.5

Details on results:

Duplicate Pow values of 1.18/1.16, 1.24/1.24 and 1.32/1.30 were calculated for the octanol/water ratio 1:2, 1:1 and 2:1, respectively.
The mean Pow value was 1.24 which corresponds to a log Pow of 0.0931.

Conclusions:

The Pow and log Pow of the test substance at 21°C and pH 11.5 were determined to be 1.24 and 0.0931 respectively, following the shake flask method.

Reference 2

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

May 2022

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPI Suite v4.1
2. MODEL (incl. version number)
KOWWIN v1.69
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
KOWWIN v1.69 only requires a chemical structure as SMILES as input. All SMILES codes are available in the attached QPRF.
4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See attached QMRF.
5. APPLICABILITY DOMAIN
All biotransformation products fell well within the applicability domain of the model. More details on this assessment can be found in the attached QPRF.
6. ADEQUACY OF THE RESULT
The main purpose of this QSAR analysis was to assess obtain log Kow values of the predicted biodegradation products of JeffCat DPA (CAS# 63469-23-8) to use in further QSAR modelling for the PBT/vPvB assessment. The predictions can be considered very reliable.

Reason / purpose for cross-reference:

other: EAWAG-BBD PPS prediction of the biodegradation products of JeffCat DPA (CAS# 63469-23-8) are used in this QSAR analysis to estimate the biodegradation potential

Principles of method if other than guideline:

Estimation of the octanol-water partition coefficient (Log) Kow using KOWWIN v1.69.

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

Log Kow estimation were made for for the 41 biodegradation products of DPA (CAS# 63469-23-8) predicted by the EAWAG-BBD PPS.

The table below lists all Log Kow values predicted by KOWWIN v1.69.

Name	KOWWIN v1.69 predicted Log Kow
NA	-1.17
NA	-0.69
NA	-0.64
1-{[3-(Dimethylamino)propyl]amino}-2-propanol	-0.54
2-Hydroxypropanal	-1.21
Diisopropanolamine	-0.88
3-(Dimethylamino)propanal	-0.47
NA	-4.12
1,1'-[(3-Aminopropyl)imino]di(2-propanol)	-1.16
NA	-0.85
3-(Methylamino)propanal	-0.68
NA	-0.75
1,1'-[(3-Hydroxypropyl)imino]diacetone	-1.33
NA	-0.38
1-{[3-(Dimethylamino)propyl]amino}acetone	-0.29
1-[(2-Hydroxypropyl)amino]acetone	-1.03
2-Oxopropanal (Methylglyoxal)	-1.50
NA	-1.24
3-(dimethylamino)-1-propylamine	-0.45
1-amino-2-propanol	-0.72
Lactic acid	-0.65
3-dimethylaminopropionic acid	-3.42
2-Oxopropanoic acid	-1.24
NA	-4.18
3-Oxopropanoic acid	-0.91
NA	-4.28
NA	-1.31
1-[(3-Aminopropyl)amino]-2-propanol	-1.22
3-Aminopropanal	-1.15
1-Amino-2-propanone	-0.94
NA	-1.08
1,1'-Iminodiacetone	-0.78
NA	-0.99
N-Methyl-β-alanin	-3.63
NA	-0.60
NA	-0.50
(2Z)-3-(Methylamino)acrylonitrile	-0.66
NA	-4.03
(2E)-3-[(2-Hydroxypropyl)amino]acrylic acid	-3.93
NA	-0.97
Methylamine	-0.64

Conclusions:

The Log Kow values predicted for the compounds with KOWWIN v1.69 can all be considered very reliable. All predicted values were very low, with a maximum value of -0.29.

Reference 3

Endpoint:

partition coefficient

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

supporting study

Study period:

2001-11-22

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Qualifier:

according to guideline

Guideline:

other: Rekker calculation method (mentioned as valid calculation method in OECD guideline 117)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

other: Rekker calculation method

Partition coefficient type:

octanol-water

Specific details on test material used for the study:

Although the study was a method of calculation, the study report also described details on test material:
- Name of test material (as cited in study report): TOYOCAT-RX4
- Substance type: clear yellowish liquid
- Physical state: liquid
- Analytical purity: 93.1 % (GC)
- Impurities (identity and concentrations): not reported
- Lot/batch No.: 080401
- Expiration date of the lot/batch: 25 October 2002
- Stability under test conditions: stable
- Storage condition of test material: at room temperature in dark

Type:

log Pow

Partition coefficient:

-0.07

Remarks on result:

other: calculated from its structural formula using the Rekker calculation method

Details on results:

From its structural formula, the log Pow of the substance was calculated to be -0.07 (Pow = 0.85), according to the Rekker calculation method.

Conclusions:

The log Pow of the substance was calculated to be -0.07 based on its structural formula using the Rekker method. This method is mentioned in OECD guideline 117 as valid estimation method. OECD guideline 117 (HPLC method) was not applicable because it is limited to substances with a log Pow between 0 and 6. OECD guideline 107 (shake flask method) was not applicable because of the surface activity of the substance.

Description of key information

The log Pow of the test substance was determined in a GLP study according to OECD Guideline 107 and EC A.8 to be 0.0931 at 21°C and pH 11.5, following the shake flask method (K1, Tarran, 2012). The experimentally determined log Pow (0.0931; shake flask method) was taken as the key value. This study was performed on the non-ionised form of the substance, at pH 11.5 and hence the Pow under environmental / physiological conditions is anticipated to be lower due to ionisation at pH values below the pKa (10.2).

Key value for chemical safety assessment

Log Kow (Log Pow):

0.093

at the temperature of:

21 °C

Additional information

A supporting study based on the calculation of the log Pow of the test substance revealed a log Pow value of -0.07 (NOTOX, 2001). The log Pow of the substance was calculated to be -0.07 based on its structural formula using the Rekker method. This method is mentioned in OECD guideline 117 as valid estimation method. This study is considered reliable with restrictions (K2).

 

Additionally, a QSAR exercise was carried out to assess the bioaccumulation potential of the predicted biodegradation products of the substance for use in the PBT/vPvB assessment. KOWWIN v1.68 was used for the assessment and the maximum predicted log Kow value was -0.29 for the 41 degradation products.