3,3'-oxybis(ethyleneoxy)bis(propylamine)

PBT assessment

PBT assessment: overall result

Reference

Name:

3,3'-[oxybis(ethane-2,1-diyloxy)]dipropan-1-amine

Type of composition:

legal entity composition of the substance

State / form:

liquid

Reference substance:

3,3'-[oxybis(ethane-2,1-diyloxy)]dipropan-1-amine

PBT status:

the substance is not PBT / vPvB

Justification:

PBT / vPvB - Assessment for the parent compound 3,3'-oxybis(ethyleneoxy)bis(propylamine) (CAS 4246-51-9):

Based on an enhanced OECD 301 B test, 3,3'-oxybis(ethyleneoxy)bis(propylamine) (CAS 4246-51-9) is not readily biodegradable with a degradation of less than 10% after 60 days; BASF SE, 2011, Project no. 22G0401/11G051). Therefore, 3,3'-oxybis(ethyleneoxy)bis(propylamine) should be assessed potentially P / vP from a precautionary point of view. The log Kow (-1.25, measured, BASF AG 1989, report no. BRU 89.027) as well as several QSAR calculations (calculated BCF values range between 0.75 L/kg and 9.27 L/kg, BASF SE, 2020) indicate no potential for bioaccumulation (not B/vB). The substance is not toxic (not T) since the lowest EC10 is > 0.01 mg/L (algae, 72-h ECr10 = 31.3 mg/L, BASF AG, 1990; report no.2/0505/89) and it holds no relevant classification.

In conclusion, the substance is considered to be not PBT / not vPvB.

 

PBT / vPvB - Assessment for modelled metabolites of 3,3'-oxybis(ethyleneoxy)bis(propylamine) (CAS 4246-51-9):

ECHA Guidance on information requirements and chemical safety assessment (v3.0, June 2017), Chapter R.11.4.1 specifies that “Constituents, impurities and additives should normally be considered relevant for the PBT/vPvB assessment when they are present in concentration of ≥ 0.1% (w/w)” […] “Similar arguments apply to relevant transformation/degradation products”.

In order to identify the relevant degradation products of 3,3'-oxybis(ethyleneoxy)bis(propylamine) a standard information requirement according to Column 1, Section 9.2.3. of Annex IX to REACH and for purposes of an assessment of potential PBT/vPvB properties, the metabolites were modelled using CATALOGIC 301C v11.15 – July 2018 (OASIS CATALOGIC v5.13.1.156).

Overall, the model CATALOGIC 301C v11.15 calculated 30 metabolites (Table 1) identifying 6 metabolites as relevant degradation products in terms of PBT/vPvB assessment, with an estimated quantity of ≥0.1% (equivalent to quantity setting in OASIS CATALOGIC: 0.001-2 [mol/mol parent]).

 

Table 1: QSAR prediction for CAS 4246-51-9 using CATALOGIC 301C v11.15 – July 2018 (OASIS CATALOGIC v5.13.1.156; metabolites with a quantity > 0.001 mol/mol parent (approx. 0.1%) after 28 d are highlighted by grey background and bold type; metabolite no: according to (Q)SAR model Catalogic v11.15 – July 2018 (OASIS CATALOGIC v5.13.156))

#	Metabolite No	SMILES	Substance name (CAS)	Quantity (mol/mol parent)	LogKow	BOD prediction (% after 28 d)	PBT-Assessment (ECHA (disseminated substances)
Parent	1	NCCCOCCOCCOCCCN	3,3'-oxybis(ethyleneoxy)bis(propylamine) (CAS 4246-51-9)	0.0000	-1.25	70	not PBT / vPvB
1	2	NCCCOCCOCCOC(O)CCN	not identified	3.809E-06	-3.0	76	no results found
2	18	NCCCOCCOC(O)COCCCN	not identified	3.809E-06	-3.0	82	no results found
3	20	NCCCOCCOCCOCCC=O	not identified	0.0000	-1.5	64	no results found
4	13	NCCC=O	3-Aminopropionaldehyde (CAS 352-92-1)	1.521E-05	-1.1	68	no results found
5	6	NCCCOCC=O	not identified	1.222E-05	-1.4	82	no results found
6	3	NCCCOCCOCCO	2-[2-(3-aminopropoxy)ethoxy]ethanol (CAS 112-33-4)	4.213E-06	-1.7	80	not PBT / vPvB
7	19	NCCCOCCO	2-(3-Aminopropoxy)ethanol (CAS 99513-01-6)	4.213E-06	-1.4	82	no results found
8	21	NCCCOCCOCCOCCC(O)=O	not identified	0.0764	-4.4	63	no results found
9	14	NCCC(O)=O	β-alanine (CAS 107-95-9)	5.708E-01	-4.1	62	not PBT / vPvB
10	7	NCCCOCC(O)=O	(3-Aminopropoxy)acetic acid (CAS 61108-70-1)	0.1221	-4.4	80	no results found
11	4	NCCCOCCOCC=O	not identified	4.213E-06	-1.7	80	no results found
12	22	CCOCCOCCOCCCN	3-[2-(2-Ethoxyethoxy)ethoxy]-1-propanamin (CAS 26383-45-9)	1.618E-13	-0.5	79	no results found
13	8	OCC(O)=O	Glycollic acid (CAS 79-14-1)	0.0000	-1.1	100	not PBT / vPvB
14	15	OC(=O)CC=O	Malonic semialdehyde (CAS 926-61-4)	9.503E-06	-0.9	100	no results found
15	5	NCCCOCCOCC(O)=O	not identified	4.212E-02	-4.6	79	no results found
16	23	CCOCCOCCOC(O)CCN	not identified	0.0000	-2.0	80	no results found
17	31	CCOCCOC(O)COCCCN	not identified	0.0000	-2.0	86	no results found
18	33	CCOCC(O)OCCOCCCN	not identified	4.045E-07	-2.0	86	no results found
19	34	CC(O)OCCOCCOCCCN	not identified	0.0000	-2.0	85	no results found
20	9	OC(=O)C=O	Glyoxylic acid (CAS 298-12-4)	1.621E-05	-1.4	100	not PBT / vPvB
21	16	OC(=O)CC(O)=O	Malonic acid (141-82-2)	0.0000	-1.2	100	not PBT / vPvB
22	29	CC=O	Acetaldehyde (CAS 75-07-0)	1.460E-06	-0.2	100	not PBT / vPvB
23	27	CCOCC=O	2-Ethoxyacetaldehyde (CAS 22056-82-2)	1.173E-06	-0.4	92	no results found
24	24	CCOCCOCCO	2-(2-ethoxyethoxy)ethanol (CAS 111-90-0)	4.045E-07	-0.7	86	not PBT / vPvB
25	32	CCOCCO	2-ethoxyethanol (CAS 110-80-5)	4.045E-07	-0.4	92	not PBT / vPvB
26	10	OC(=O)C(O)=O	Oxalic acid (CAS 144-62-7)	1.621E-05	-1.7	100	not PBT / vPvB
27	30	CC(O)=O	Acetic acid (CAS 64-19-7)	0.0000	0.1	100	not PBT / vPvB
28	28	CCOCC(O)=O	Ethoxyacetic acid (CAS 627-03-2)	1.173E-02	-0.2	90	no results found
29	25	CCOCCOCC=O	2-(2-Aminoethoxy)ethanol (CAS 929-37-3)	4.045E-07	-0.7	86	no results found
30	26	CCOCCOCC(O)=O	2-(2-ethoxyethoxy)acetic acid (CAS 7743-94-4)	4.043E-03	-0.5	85	no results found

(metabolites which are predicted at quantity >0.001 after 28 d are highlighted in grey and written in bold letters)

(metabolite no: according to (Q)SAR model CATALOGIC 301C v11.15 – July 2018 (OASIS CATALOGIC v5.13.1.156))

 

Persistence (“P/vP”):

In order to assess the biodegradation potential of the relevant degradation products, the (Q)SAR model CATALOGIC 301C v11.15 – July 2018 (OASIS CATALOGIC v5.13.1.156) was applied.    

Concerning the applicability domain (OECD Principle 3) 3,3'-oxybis(ethyleneoxy)bis(propylamine) is in the parametric, the structural and the metabolic domain (100%).

- The model was used to predict potential metabolites.

- All six metabolites identified as relevant degradation products were calculated to be readily biodegradable (threshold value: ≥60% BOD). Individual biodegradation of these metabolites was estimated to be in a range of 62% to 90% after 28 days (based on BOD).

In conclusion, 100% of the predicted metabolites present in concentration of ≥0.1% (equivalent to quantity setting in OASIS CATALOGIC: 0.001-2 [mol/mol parent]) are estimated to be readily biodegradable.

The relevant degradation products of 3,3'-oxybis(ethyleneoxy)bis(propylamine) (CAS 4246-51-9) are therefore considered as not P / vP.

Bioaccumulation (“B/vB”):

Referring to uncharged molecules, in a test according to OECD 107 a log Kow of -1.25 at 25 °C was measured for the parent compound 3,3'-oxybis(ethyleneoxy)bis(propylamine) (BASF AG, 1989, report no.: BRU89.027, see IUCLID Ch. 4.7). The value indicates low potential for bioaccumulation.

Without exception, all of the 30 modelled degradation products of 3,3'-oxybis(ethyleneoxy)bis(propylamine) were estimated to exhibit log Kow values of clearly < 4.5 (see Table 1), thereby not fulfilling the screening criteria for bioaccumulation (B/vB) as laid down in Section 3.1 of REACH Annex XIII.

Based on the estimation data available for the modelled metabolites, all relevant metabolites of 3,3'-oxybis(ethyleneoxy)bis(propylamine) are concluded to be “not B” and “not vB”.

Toxicity (“T”):

Considering potential “T” properties, limited data are available for the relevant metabolites of the parent compound 3,3'-oxybis(ethyleneoxy)bis(propylamine). Only few of the relevant metabolites of the CATALOGIC model are registered under REACH. None of these substances were assessed to fulfill the criteria for “T”. Based on the available data on the persistence and bioaccumulation potential of all of the relevant metabolites, it can be concluded that all relevant degradation products do neither fulfill the PBT criteria (not PBT) nor the vPvB criteria (not vPvB).

 

Overall conclusion:

1.  Sufficient test data are available to assess the PBT/vPvB properties of 3,3'-oxybis(ethyleneoxy)bis(propylamine).

2.  Potentially relevant degradation products were modeled using (Q)SARmodel CATALOGIC 301C v11.15 – July 2018:

Based on modeled data relevant degradation products present in concentration of ≥ 0.1% (equivalent to quantity setting in OASIS CATALOGIC: 0.001-2 [mol/mol parent]) do neither fulfill the PBT criteria (not PBT) nor the vPvB criteria (not vPvB).