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REACH

N,N'-naphthalene-1,5-diylbis[4-[(2,3-dichlorophenyl)azo]-3-hydroxynaphthalene-2-carboxamide]

EC number: 271-178-7 | CAS number: 68516-75-6

Life Cycle description
Uses advised against

Environmental fate & pathways

Biodegradation in water: screening tests

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Administrative data

Link to relevant study record(s)

Reference 1

Endpoint:: biodegradation in water: ready biodegradability
Type of information:: (Q)SAR
Adequacy of study:: weight of evidence
Reliability:: 2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:: other: Accepted calculation method
Justification for type of information:: QSAR prediction: migrated from IUCLID 5.6
Principles of method if other than guideline:: Prediction of ready biodegradability based on six QSAR models
GLP compliance:: no
Oxygen conditions:: aerobic
Duration of test (contact time):: 28 d
Parameter:: other: biodegradation
Sampling time:: 28 d
Remarks on result:: other: Result: not readily biodegradable
Interpretation of results:: not readily biodegradable

Reference 2

Endpoint:: biodegradation in water: ready biodegradability
Type of information:: (Q)SAR
Adequacy of study:: weight of evidence
Reliability:: 2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:: other: Acceptable method, meets basic scientific principles
Justification for type of information:: QSAR prediction: migrated from IUCLID 5.6
Principles of method if other than guideline:: Estimation of results of OECD screening tests on ready biodegradation in water: CATALOGIC (v5.11.5) BOD 28 days MITI (OECD 301C) v06.07
GLP compliance:: no
Oxygen conditions:: aerobic
Inoculum or test system:: activated sludge, domestic, non-adapted
Duration of test (contact time):: 28 d
Parameter:: % degradation (O2 consumption)
Value:: ca. 0.48
Sampling time:: 28 d
Details on results:: Model domain similarity:
- Parametric domain: 100%
- Structural domain: 20.69% (79.31% unknown)
- Mechanistic domain: 100%
Interpretation of results:: not readily biodegradable

Reference 3

Endpoint:: biodegradation in water: ready biodegradability
Type of information:: (Q)SAR
Adequacy of study:: weight of evidence
Reliability:: 2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:: other: Acceptable method, meets basic scientific principles
Justification for type of information:: QSAR prediction: migrated from IUCLID 5.6
Principles of method if other than guideline:: Estimation of results of OECD screening tests on ready biodegradation in water: CATALOGIC (v5.11.5) BOD 28 days MITI (OECD 301C) v06.07
GLP compliance:: no
Oxygen conditions:: aerobic
Inoculum or test system:: activated sludge, domestic, non-adapted
Duration of test (contact time):: 28 d
Parameter:: % degradation (O2 consumption)
Value:: ca. 0.44
Sampling time:: 28 d
Details on results:: Model domain similarity:
- Parametric domain: 100%
- Structural domain: 29.03% (70.97% unknown)
- Mechanistic domain: 100%
Interpretation of results:: not readily biodegradable

Reference 4

Endpoint:: biodegradation in water: ready biodegradability
Type of information:: (Q)SAR
Adequacy of study:: weight of evidence
Reliability:: 2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:: other: Accepted calculation method
Justification for type of information:: QSAR prediction: migrated from IUCLID 5.6
Principles of method if other than guideline:: Prediction of ready biodegradability based on six QSAR models
GLP compliance:: no
Oxygen conditions:: aerobic
Duration of test (contact time):: 28 d
Parameter:: other: biodegradation
Sampling time:: 28 d
Remarks on result:: other: Result: not readily biodegradable
Interpretation of results:: not readily biodegradable

Description of key information

Not readily biodegradable (according to OECD criteria).

Key value for chemical safety assessment

Biodegradation in water:: not biodegradable
Type of water:: freshwater

Additional information

Data on the ready biodegradability of the described substance are not available. However, two model calculations were conducted to assess the biodegradability in a weight of evidence. The EPI Suite v4.10 (BIOWIN Program v4.10) calculation resulted in "not readily biodegradable". Additionally, the biodegradation was calculated by using CATALOGIC v5.11.5 (BOD 28 days MITI (OECD 301C) v06.07). It resulted in ca. 0.48 % biodegradation after 28 d. Even though the structural domain was correct with only 20.69 % (79.31 % unknown) the results support the overall conclusion in the weight of evidence.

Moreover, the 'red disazo pigment' is practically insoluble and therefore considered to be essentially not bioavailable. Due to the large molecular size, cellular uptake of the pigment is unlikely. Hence intracellular biodegradation, which is the main degradation route of bacteria, is probably low. It can be concluded that the substance is likely to persist in the environment. For this reason no ready or inherent degradation studies are proposed.

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Type	Num	Biowin1 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.1158	0.2316
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	0.2102	0.4203
Frag	4	Aromatic chloride [-CL]	-0.1824	-0.7297
Frag	2	Azo group [-N=N-]	-0.2418	-0.4837
MolWt	*	Molecular Weight Parameter		-0.4021
Const	*	Equation Constant		0.7475
Result	Biowin1 (Linear Biodeg Probability)			-0.2159

Type	Num	Biowin2 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.9086	1.8172
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	2.6913	5.3826
Frag	4	Aromatic chloride [-CL]	-2.0155	-8.0620
Frag	2	Azo group [-N=N-]	-8.2194	-16.4388
MolWt	*	Molecular Weight Parameter		-11.9926
Result	Biowin2 (Non-Linear Biodeg Probability)			0.0000

Type	Num	Biowin3 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.0564	0.1128
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	-0.0542	-0.1084
Frag	4	Aromatic chloride [-CL]	-0.2066	-0.8264
Frag	2	Azo group [-N=N-]	-0.3004	-0.6007
MolWt	*	Molecular Weight Parameter		-1.8663
Const	*	Equation Constant		3.1992
Result	Biowin3 (Survey Model - Ultimate Biodeg)			-0.0899

Type	Num	Biowin4 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.0397	0.0794
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	0.2054	0.4109
Frag	4	Aromatic chloride [-CL]	-0.1653	-0.6614
Frag	2	Azo group [-N=N-]	-0.0528	-0.1056
MolWt	*	Molecular Weight Parameter		-1.2185
Const	*	Equation Constant		3.8477
Result	Biowin4 (Survey Model - Primary Biodeg)			2.3526

Type	Num	Biowin5 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.0642	0.1285
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	0.1266	0.2533
Frag	4	Aromatic chloride [-CL]	0.0062	0.0247
Frag	2	Azo group [-N=N-]	-0.0459	-0.0917
Frag	22	Aromatic-H	0.0082	0.1808
MolWt	*	Molecular Weight Parameter		-2.5125
Const	*	Equation Constant		0.7121
Result	Biowin5 (MITI Linear Biodeg Probability)			-1.3049

Type	Num	Biowin6 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.4884	0.9768
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	0.8859	1.7717
Frag	4	Aromatic chloride [-CL]	-0.2191	-0.8766
Frag	2	Azo group [-N=N-]	-10.6129	-21.2258
Frag	22	Aromatic-H	0.1201	2.6431
MolWt	*	Molecular Weight Parameter		-24.3810
Result	Biowin6 (MITI Non-Linear Biodeg Probability)			0.0000

Type	Num	Biowin7 Fragment description	Coeff	Value
Frag	2	Aromatic alcohol [-OH]	0.0807	0.1614
Frag	2	Amide [-C(=O)-N or -C(=S)-N]	-0.5679	-1.1358
Frag	4	Aromatic chloride [-CL]	-0.4023	-1.6091
Frag	2	Azo group [-N=N-]	0.0000	0.0000
Frag	22	Aromatic-H	-0.0954	-2.0995
Const	*	Equation Constant		0.8361
Result	Biowin7 (Anaerobic Linear Biodeg Prob)			-3.8468

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N,N'-naphthalene-1,5-diylbis[4-[(2,3-dichlorophenyl)azo]-3-hydroxynaphthalene-2-carboxamide]

Biodegradation in water: screening tests

Administrative data

Link to relevant study record(s)

Referenceopen allclose all

Reference 1

Reference 2

Reference 3

Reference 4

Description of key information

Key value for chemical safety assessment

Additional information

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