N'-(1,3-dimethylbutylidene)-3-hydroxy-2-naphthohydrazide

Toxicity to terrestrial plants

Administrative data

Endpoint:

toxicity to terrestrial plants, other

Remarks:

Short-term and long-term

Type of information:

other: Statement

Adequacy of study:

key study

Study period:

dec 2019

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

study well documented, meets generally accepted scientific principles, acceptable for assessment

Cross-reference

Cross-reference 1

Reason / purpose for cross-reference:

reference to other study

Reference

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

04 May 2001

Reliability:

2 (reliable with restrictions)

Qualifier:

according to guideline

Guideline:

other: The adsorption / desorption of the test substance has been calculated using the method described in the Technical Guidance Document on Risk Assessment (1996)

GLP compliance:

no

Type of method:

other: QSAR

Media:

soil

Type:

log Koc

Value:

1.63 dimensionless

Remarks on result:

other: mean log Koc; Range: 1.16-1.97 based on log Kow of BMH

Type:

Koc

Value:

42 dimensionless

Remarks on result:

other: derived from mean log Koc (calculation)

When applying the various QSAR's of the several chemical classes and using the Log P_ow of the major component, i.e. 1.7, the following calculated Log K_oc are obtained:

 

hydrophobics (I)        Log K_oc = 0.81 Log P_ow + 0.10 = 1.48

alcohols (II)              Log K_oc = 0.39 Log P_ow + 0.50 = 1.16 

phenols (III)              Log K_oc = 0.63 Log P_ow + 0.90 = 1.97

acetanilide (IV)          Log K_oc = 0.47 Log P_ow + 1.09 = 1.89

The different QSAR’s give different outcomes of the Log K_oc. In view of all uncertainties using QSAR, the mean calculated value should be used:

Mean Log K_oc = 1.63 (range 1.16– 1.97, based on the Log P_ow of the major component of the substance), which corresponds with a K_oc of 42..

Validity criteria fulfilled:

not applicable

Conclusions:

Using different QSARs, the mean Log Koc for BMH was calculated to be 1.63 which corresponds with a Koc of 42.

Cross-reference 2

Reason / purpose for cross-reference:

reference to other study

Reference

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Study period:

20.05 - 17.06.1998

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Study has been performed according to OECD guidance and according to GLP principles. Test report is translated from Japanese.

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I))

Deviations:

no

Principles of method if other than guideline:

The test was conducted in accordance with the "Method for testing the biodegradability of chemical substances by microorganisms" stipulated in the "Testing methid for new chemical substances" (1974, Kanpogyo No.5, Planning and Coordination Bureau, Environment Agency, Yakuhatu No. 615, Pharmaceutical Affairs Bureau, Ministry of Health and Welfare, and 49 Kikyoku No. 392, Basic Industries Bureau, Ministry of International Trade and Industry, Japan). This test method equal to the OECD Guideline 301C (Modified MITI Test (I)).

GLP compliance:

yes

Oxygen conditions:

aerobic

Inoculum or test system:

activated sludge, non-adapted

Details on inoculum:

- Source of inoculum/activated sludge: standard activated sludge was purchased from the Chemical Biotesting Center, Chemicals Inspection & Testing Institute, Japan
- Method of cultivation: About 1 liter of activated sludge was aerated in the cultivation tank for 23.5 hrs. After stopping aeration for 30 min, about 1/3 of whole ammount was excluded. An equivalent volume of 0.1% sunthetic sewage was added to the excluded supernatant in the tank. The procedure was repeated once every day. Cultivation temp. was 25C.
- Preparation of inoculum for exposure: activated sludge (2.4 mL) was inoculted into each test bottle to make a concentration 30 ppm (w/v)
- Initial cell/biomass concentration:
- Water filtered: pure water

Duration of test (contact time):

28 d

Initial conc.:

100 other: ppm (w/v)

Based on:

test mat.

Parameter followed for biodegradation estimation:

O2 consumption

Details on study design:

TEST CONDITIONS
- Test temperature: 25C
- pH: 7.7
- pH adjusted: no
- Aeration of dilution water: no
- Suspended solids concentration: 30 ppm, (v/w)
- Continuous darkness: yes/no


TEST SYSTEM
- Culturing apparatus: test bottles
- Number of culture flasks/concentration: 3 flasks; controls: 1 flask
- Measuring equipment: Coulometer and Quantity of Oxygen Consumption
- test carried in closed system


SAMPLING
- Sampling frequency: BOD checked weekly
after the termination of the test, resudual ammount of the test substance was analysed by HPLC.

Reference substance:

aniline

Parameter:

% degradation (O2 consumption)

Value:

29.7

Sampling time:

28 d

Details on results:

Points of degradation plot (test substance): 15.9 % degradation after 7 d 25.8 % degradation after 14 d 29.7 % degradation after 28 d

Results with reference substance:

Points of degradation plot (reference substance):
66.4 % degradation after 7 d
72 % degradation after 14 d
73.1 % degradation after 28 d

The percent of biodegradation of BMH calculated by biochemical BOD was 29.7% and by HPLC 99.3%.

According to sponsor's data BMH hydrolyses to HNH - at the end of the test the HPLC measurement confirmed a new peak (retention time 4.2 min) which can be assigned to HNH.

The measurement of HNH (average value 19.2 mg) was in accordance with a theoretical calculation (21.3 mg) of HNH yield from BMH.

At the end of the test, NHN remained in the test solution, but MIBK (another degradation product) failed to be found in the test solution by GC analysis. The results show that BMH was hydrolyses into two substances: HNH and MIBK, but only MIBK was biodegradable.

Validity criteria fulfilled:

yes

Interpretation of results:

not readily biodegradable

Conclusions:

The test substance is not readily biodegradable under conditions applied in the modified MITI (I) test.

Cross-reference 3

Reason / purpose for cross-reference:

reference to other study

Reference

Endpoint:

biodegradation in water: screening tests

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

N/A

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: The biodegradation in water of the hydrolysis product is predicted with BIOWIN (version 4.10), part of EPI Suite. This model is considered reliable by OECD.

Qualifier:

no guideline followed

Principles of method if other than guideline:

BIOWIN estimates the probability of rapid aerobic and anaerobic biodegradation of an organic compound in the presence of mixed populations of environmental microorganisms.  BIOWIN contains seven separate models.  This version (v4.10) designates the models as follows (see also Boethling et al. 2003):
Biowin1  =  linear probability model
Biowin2 =  nonlinear probability model
Biowin3  =  expert survey ultimate biodegradation model
Biowin4  =  expert survey primary biodegradation model
Biowin5  =  MITI linear model
Biowin6  =  MITI nonlinear model
Biowin7  =  anaerobic biodegradation model
Biodegradability estimates are based upon fragment constants that were developed using multiple linear or non-linear regression analyses, depending on the model.

Experimental biodegradation data for Biowin1 and 2 were obtained from Syracuse Research Corporation's (SRC) database of evaluated biodegradation data (Howard et. al. 1987).  This database, and Biowin 1 and 2, are intended to convey a general indication of biodegradability under aerobic conditions, and not for any particular medium.  Biowin3 and 4 yield estimates for the time required to achieve complete ultimate and primary biodegradation in a typical or "evaluative" aquatic environment. Biowin5 and 6 are predictive models for assessing a compound’s biodegradability in the Japanese MITI (Ministry of International Trade and Industry) ready biodegradation test; i.e. OECD 301C.  These models use an approach similar to that used to develop Biowin1 and 2. Biowin7, the anaerobic biodegradation model, is the most recent.  As for the other Biowin models, multiple (linear) regression against molecular fragments was used to develop the model, which predicts probability of rapid degradation in the "serum bottle" anaerobic biodegradation screening test.  This endpoint is assumed to be predictive of degradation in a typical anaerobic digester.

BIOWIN requires only a chemical structure to make these predictions.  Structures are entered into BIOWIN by SMILES (Simplified Molecular Information and Line Entry System) notations.  The BIOWIN program was developed at Syracuse Research Corporation.  The prediction methodology was developed jointly by efforts of the Syracuse Research Corporation and the U.S. Environmental Protection Agency. The following abstract from Boethling et al. (1994), which describes the development of Biowin1-4, briefly summarizes the methodology.  The same basic methodology applies to all seven Biowin models.

"Two independent training sets were used to develop four mathematical models for predicting aerobic biodegradability from chemical structure.  All four of the models are based on multiple regressions against counts of 36 preselected chemical substructures plus molecular weight.  Two of the models, based on linear and nonlinear regressions, calculate the probability of rapid biodegradation and can be used to classify compounds as rapidly or not rapidly biodegradable.  The training set for these models consisted of qualitative summary evaluations of all available experimental data on biodegradability for 295 compounds.  The other two models allow semi-quantitative prediction of primary and ultimate biodegradation rates using multiple linear regression.  The training set for these models consisted of estimates of primary and ultimate biodegradation rates for 200 compounds, gathered in a survey of 17 biodegradation experts.  The two probability models correctly classified 90% of the compounds in their training set, whereas the two survey models calculated biodegradation rates for the survey compounds with R2 = 0.7.  These four models are intended for use in chemical screening and in setting priorities for further review.

GLP compliance:

no

Remarks on result:

other: Predictions with BIOWIN (version 4.10) show that the hydrolysis product MIBK is readily biodegradable; Biowin2 (Non-Linear Model Prediction): Biodegrades Fast (probability: 0.76); Biowin3 (Ultimate Biodegradation Timeframe): Weeks (value: 2.96)

Details on results:

- Ready Biodegradability Prediction: YES
- For detailed results, see section any other information on results incl. tables

--------------------------- BIOWIN v4.10 Results ----------------------------

  Biowin1 (Linear Model Prediction)   : Biodegrades Fast

  Biowin2 (Non-Linear Model Prediction): Biodegrades Fast

  Biowin3 (Ultimate Biodegradation Timeframe): Weeks

  Biowin4 (Primary Biodegradation Timeframe): Days-Weeks

  Biowin5 (MITI Linear Model Prediction)   : Biodegrades Fast

  Biowin6 (MITI Non-Linear Model Prediction): Biodegrades Fast

  Biowin7 (Anaerobic Model Prediction): Does Not Biodegrade Fast

  Ready Biodegradability Prediction: YES

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin1 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | 0.0068 | 0.0068

 MolWt| * | Molecular Weight Parameter                              |        | -0.0477

 Const| * | Equation Constant                                               |        | 0.7475

============+============================================+=========+=========

  RESULT  |   Biowin1 (Linear Biodeg Probability)            |        | 0.7067

============+============================================+=========+=========

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin2 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | -0.4530 | -0.4530

 MolWt| * | Molecular Weight Parameter                                     |        | -1.4223

============+============================================+=========+=========

  RESULT  | Biowin2 (Non-Linear Biodeg Probability)  |        | 0.7565

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

 A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

 

------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin3 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | -0.0225 | -0.0225

 MolWt| * | Molecular Weight Parameter                                     |        | -0.2213

 Const| * | Equation Constant                                                      |        | 3.1992

============+============================================+=========+=========

  RESULT  | Biowin3 (Survey Model - Ultimate Biodeg) |        | 2.9553

============+============================================+=========+=========

 

------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin4 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | -0.0222 | -0.0222

 MolWt| * | Molecular Weight Parameter                       |        | -0.1445

 Const| * | Equation Constant                                               |        | 3.8477

============+============================================+=========+=========

  RESULT  |  Biowin4 (Survey Model - Primary Biodeg) |        | 3.6810

============+============================================+=========+=========

  Result Classification:  5.00 -> hours    4.00 -> days   3.00 -> weeks

 (Primary & Ultimate)   2.00 -> months   1.00 -> longer

 

------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin5 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | 0.1177 | 0.1177

 Frag | 3 | Methyl [-CH3]                                                         | 0.0004 | 0.0012

 Frag | 1 | -CH2- [linear]                                                        | 0.0494 | 0.0494

 Frag | 1 | -CH-  [linear]                                                          | -0.0507 | -0.0507

 MolWt| * | Molecular Weight Parameter                                     |        | -0.2980

 Const| * | Equation Constant                                                      |        | 0.7121

============+============================================+=========+=========

  RESULT  | Biowin5 (MITI Linear Biodeg Probability)               |        | 0.5319

============+============================================+=========+=========

 

------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin6 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                         | 0.8334 | 0.8334

 Frag | 3 | Methyl [-CH3]                                                         | 0.0194 | 0.0583

 Frag | 1 | -CH2- [linear]                                                        | 0.4295 | 0.4295

 Frag | 1 | -CH-  [linear]                                                          | -0.0998 | -0.0998

 MolWt| * | Molecular Weight Parameter                                     |        | -2.8916

============+============================================+=========+=========

  RESULT  |Biowin6 (MITI Non-Linear Biodeg Probability)|        | 0.7017

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Readily Degradable

 A Probability Less Than 0.5 indicates --> NOT Readily Degradable

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin7 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Ketone  [-C-C(=O)-C-]                                      | -0.3919 | -0.3919

 Frag | 3 | Methyl [-CH3]                                                         | -0.0796 | -0.2387

 Frag | 1 | -CH2- [linear]                                                        | 0.0260 | 0.0260

 Frag | 1 | -CH-  [linear]                                                          | -0.1659 | -0.1659

 Const| * | Equation Constant                                                      |        | 0.8361

============+============================================+=========+=========

  RESULT  |  Biowin7 (Anaerobic Linear Biodeg Prob)  |        | 0.0656

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

 A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

 

Ready Biodegradability Prediction: (YES or NO)

----------------------------------------------

 Criteria for the YES or NO prediction: If the Biowin3 (ultimate survey

 model) result is "weeks" or faster (i.e. "days", "days to weeks", or

 "weeks" AND the Biowin5 (MITI linear model) probability is >= 0.5, then

 the prediction is YES (readily biodegradable). If this condition is not

 satisfied, the prediction is NO (not readily biodegradable). This method

 is based on application of Bayesian analysis to ready biodegradation data

 (see Help). Biowin5 and 6 also predict ready biodegradability, but for

 degradation in the OECD301C test only; using data from the Chemicals

 Evaluation and Research Institute Japan (CERIJ) database.

Interpretation of results:

other: not potentially persistent according to the screening criteria

Conclusions:

In water, BMH hydrolyses into two compounds, being 3-Hydroxy-2 -naphthoic acid, hydrazine (HNH; CAS no. 5341-58-2) and Methyl isobutyl ketone (MIBK; CAS no. 108-10-1), with a DT50 of 28 hours under environmentally relevant conditions. The biodegradation in water of MIBK has been predicted with the BIOWIN program (version 4.10). Based on the results from the predictions with Biowin 2 and Biowin 3, MIBK is not potentially persistent according to the screening criteria.

Cross-reference 4

Reason / purpose for cross-reference:

reference to other study

Reference

Endpoint:

biodegradation in water: screening tests

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

N/A

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: The biodegradation in water of the hydrolysis product is predicted with BIOWIN (version 4.10), part of EPI Suite. This model is considered reliable by OECD.

Qualifier:

no guideline followed

Principles of method if other than guideline:

BIOWIN estimates the probability of rapid aerobic and anaerobic biodegradation of an organic compound in the presence of mixed populations of environmental microorganisms.  BIOWIN contains seven separate models.  This version (v4.10) designates the models as follows (see also Boethling et al. 2003):
Biowin1  =  linear probability model
Biowin2 =  nonlinear probability model
Biowin3  =  expert survey ultimate biodegradation model
Biowin4  =  expert survey primary biodegradation model
Biowin5  =  MITI linear model
Biowin6  =  MITI nonlinear model
Biowin7  =  anaerobic biodegradation model
Biodegradability estimates are based upon fragment constants that were developed using multiple linear or non-linear regression analyses, depending on the model.

Experimental biodegradation data for Biowin1 and 2 were obtained from Syracuse Research Corporation's (SRC) database of evaluated biodegradation data (Howard et. al. 1987).  This database, and Biowin 1 and 2, are intended to convey a general indication of biodegradability under aerobic conditions, and not for any particular medium.  Biowin3 and 4 yield estimates for the time required to achieve complete ultimate and primary biodegradation in a typical or "evaluative" aquatic environment. Biowin5 and 6 are predictive models for assessing a compound’s biodegradability in the Japanese MITI (Ministry of International Trade and Industry) ready biodegradation test; i.e. OECD 301C.  These models use an approach similar to that used to develop Biowin1 and 2. Biowin7, the anaerobic biodegradation model, is the most recent.  As for the other Biowin models, multiple (linear) regression against molecular fragments was used to develop the model, which predicts probability of rapid degradation in the "serum bottle" anaerobic biodegradation screening test.  This endpoint is assumed to be predictive of degradation in a typical anaerobic digester.

BIOWIN requires only a chemical structure to make these predictions.  Structures are entered into BIOWIN by SMILES (Simplified Molecular Information and Line Entry System) notations.  The BIOWIN program was developed at Syracuse Research Corporation.  The prediction methodology was developed jointly by efforts of the Syracuse Research Corporation and the U.S. Environmental Protection Agency. The following abstract from Boethling et al. (1994), which describes the development of Biowin1-4, briefly summarizes the methodology.  The same basic methodology applies to all seven Biowin models.

"Two independent training sets were used to develop four mathematical models for predicting aerobic biodegradability from chemical structure.  All four of the models are based on multiple regressions against counts of 36 preselected chemical substructures plus molecular weight.  Two of the models, based on linear and nonlinear regressions, calculate the probability of rapid biodegradation and can be used to classify compounds as rapidly or not rapidly biodegradable.  The training set for these models consisted of qualitative summary evaluations of all available experimental data on biodegradability for 295 compounds.  The other two models allow semi-quantitative prediction of primary and ultimate biodegradation rates using multiple linear regression.  The training set for these models consisted of estimates of primary and ultimate biodegradation rates for 200 compounds, gathered in a survey of 17 biodegradation experts.  The two probability models correctly classified 90% of the compounds in their training set, whereas the two survey models calculated biodegradation rates for the survey compounds with R2 = 0.7.  These four models are intended for use in chemical screening and in setting priorities for further review.

GLP compliance:

no

Remarks on result:

other: Biowin2 (Non-Linear Model Prediction): Biodegrades Fast (probability: 0.74); Biowin3 (Ultimate Biodegradation Timeframe): Weeks (value: 2.8)

Details on results:

- For detailed results, see section any other information on results incl. tables

--------------------------- BIOWIN v4.10 Results ----------------------------

  Biowin1 (Linear Model Prediction)   : Biodegrades Fast

  Biowin2 (Non-Linear Model Prediction): Biodegrades Fast

  Biowin3 (Ultimate Biodegradation Timeframe): Weeks

  Biowin4 (Primary Biodegradation Timeframe): Days-Weeks

  Biowin5 (MITI Linear Model Prediction)   : Does Not Biodegrade Fast

  Biowin6 (MITI Non-Linear Model Prediction): Does Not Biodegrade Fast

  Biowin7 (Anaerobic Model Prediction): Does Not Biodegrade Fast

  Ready Biodegradability Prediction: NO

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin1 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                       | 0.1158 | 0.1158

 MolWt| * | Molecular Weight Parameter                        |        | -0.0963

 Const| * | Equation Constant                                               |        | 0.7475

============+============================================+=========+=========

  RESULT  |   Biowin1(Linear Biodeg Probability)             |        | 0.7671

============+============================================+=========+=========

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin2 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                         | 0.9086 | 0.9086

 MolWt| * | Molecular Weight Parameter                         |             | -2.8714

============+============================================+=========+=========

  RESULT  | Biowin2(Non-Linear Biodeg Probability)   |              | 0.7400

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

 A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

 

------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin3 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                        | 0.0564 | 0.0564

 MolWt| * | Molecular Weight Parameter                         |        | -0.4469

 Const| * | Equation Constant                                               |        | 3.1992

============+============================================+=========+=========

  RESULT  | Biowin3(Survey Model - Ultimate Biodeg) |        | 2.8087

============+============================================+=========+=========

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin4 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                         | 0.0397 | 0.0397

 MolWt| * | Molecular Weight Parameter                       |        | -0.2917

 Const| * | Equation Constant                                                 |        | 3.8477

============+============================================+=========+=========

  RESULT  |  Biowin4(Survey Model - Primary Biodeg) |        | 3.5957

============+============================================+=========+=========

  Result Classification:  5.00 -> hours    4.00 -> days   3.00 -> weeks

 (Primary & Ultimate)   2.00 -> months   1.00 -> longer

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin5 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                       | 0.0642 | 0.0642

 Frag | 6 | Aromatic-H                                                 | 0.0082 | 0.0493

 Frag | 1 | Hydrazine [-N-NH-]                                                | -0.3730 | -0.3730

 MolWt| * | Molecular Weight Parameter                          |        | -0.6016

 Const| * | Equation Constant                                               |        | 0.7121

============+============================================+=========+=========

  RESULT  | Biowin5(MITI Linear Biodeg Probability) |        |-0.1489

============+============================================+=========+=========

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin6 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                       | 0.4884 | 0.4884

 Frag | 6 | Aromatic-H                                                | 0.1201 | 0.7208

 Frag | 1 | Hydrazine [-N-NH-]                                              |-14.6593 |-14.6593

 MolWt| * | Molecular Weight Parameter                           |        | -5.8377

============+============================================+=========+=========

  RESULT  |Biowin6(MITI Non-Linear Biodeg Probability)|        | 0.0000

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Readily Degradable

 A Probability Less Than 0.5 indicates --> NOT Readily Degradable

 ------+-----+--------------------------------------------+---------+---------

 TYPE | NUM |      Biowin7 FRAGMENT DESCRIPTION        | COEFF | VALUE 

------+-----+--------------------------------------------+---------+---------

 Frag | 1 | Aromatic alcohol [-OH]                                       | 0.0807 | 0.0807

 Frag | 6 | Aromatic-H                                                | -0.0954 | -0.5726

 Frag | 1 | Hydrazine [-N-NH-]                                                | 0.0000 | 0.0000

 Const| * | Equation Constant                                               |        | 0.8361

============+============================================+=========+=========

  RESULT  |  Biowin7(Anaerobic Linear Biodeg Prob)  |        | 0.3442

============+============================================+=========+=========

  A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast

 A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast

 

Ready Biodegradability Prediction: (YES or NO)

----------------------------------------------

 Criteria for the YES or NO prediction: If the Biowin3 (ultimate survey

 model) result is "weeks" or faster (i.e. "days", "days to weeks", or

 "weeks" AND the Biowin5 (MITI linear model) probability is >= 0.5, then

 the prediction is YES (readily biodegradable). If this condition is not

 satisfied, the prediction is NO (not readily biodegradable). This method

 is based on application of Bayesian analysis to ready biodegradation data

 (see Help). Biowin5 and 6 also predict ready biodegradability, but for

 degradation in the OECD301C test only; using data from the Chemicals

 Evaluation and Research Institute Japan (CERIJ) database.

 

 

Validity criteria fulfilled:

not applicable

Interpretation of results:

other: not potentially persistent according to the screening criteria

Conclusions:

In water, BMH hydrolyses into two compounds, being 3-Hydroxy-2 -naphthoic acid, hydrazine (HNH; CAS no. 5341-58-2) and Methyl isobutyl ketone (MIBK; CAS no. 108-10-1), with a DT50 of 28 hours under environmentally relevant conditions. The biodegradation in water of HNH has been predicted with the BIOWIN program (version 4.10). Based on the results from the predictions with Biowin 2 and Biowin 3, HNH is not potentially persistent according to the screening criteria.

Cross-reference 5

Reason / purpose for cross-reference:

reference to other study

Reference

The vapour pressure of BMH was determined using the static method at 20°C and was found to be: p (20°C) = 0.33 ± 0.02 Pa = (2.4 ± 0.2) x 10-3 mm Hg.

Vapour pressure:

0.33 Pa

at the temperature of:

20 °C

Cross-reference 6

Reason / purpose for cross-reference:

reference to other study

Reference

Water solubility of BMH at 20°C is 4.37 mg/L  (EC A.6, OECD 105-Column elution method).

Water solubility:

4.37 mg/L

at the temperature of:

20 °C

Cross-reference 7

Reason / purpose for cross-reference:

reference to other study

Reference

log Kow of BMH is 1.7 (EC A.8, OECD 117: HPLC-UV).

Log Kow (Log Pow):

1.7

at the temperature of:

20 °C

K_ow of BMH is 48.

In water, BMH hydrolyses into two compounds, being 3-Hydroxy-2 -naphthoic acid, hydrazine (HNH; CAS no. 5341-58-2) and Methyl isobutyl ketone (MIBK; CAS no. 108-10-1), with a DT50 of 28 hours under environmentally relevant conditions. The K_ow of these compounds have been calculated with the KOWWIN program (version 1.67). The Log K_ow is calculated to be 1.85 and 1.16, respectively.

Data source

Reference

Reference Type:

other company data

Title:

Unnamed

Year:

2019

Report date:

2019

Materials and methods

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

Argumentation is provided for 'study scientifically not necessary / other information available', based on available physico-chemical, fate and ecotoxicological properties information and in agreement with column 2 of Regulation (EC) No 1907/2006 Annex IX section 9.4. Effects on terrestrial organsims.

GLP compliance:

no

Test material

Test material information

Constituent 1

Details on test material:

- Name of test material (as cited in study report): BMH
- Substance type: white crystal
- Physical state: solid
- Analytical purity: 99.8%
- Lot/batch No.: OG76
- Expiration date of the lot/batch: 05 July 2001
- Stability under test conditions: stability in water: no; stability under storage conditions: stable
- Storage condition of test material: In the refrigerator, in the dark

Sampling and analysis

Analytical monitoring:

not required

Test substrate

Details on preparation and application of test substrate:

not applicable - no test performed

Test organisms

Species:

other: none (no test performed)

Study design

Test type:

other: any terrestrial plants test

Study type:

other: statement based on available physico-chemical, fate and ecotoxicological property information

Test conditions

Details on test conditions:

not applicable - no test performed

Results and discussion

Effect concentrations

Key result

Remarks on result:

not measured/tested

Details on results:

The biodegradation in water of HNH and MIBK has been predicted with the Biowin program (version 4.10). Based on the results from the predictions with Biowin 2 and Biowin 3, HNH and MIBK are not potentially persistent according to the screening criteria. The logPOW values of BMH and the hydrolysis products are low (logPOW : 1.16 to1.85) and thus they do not have a high potential to adsorb to soil. The latter is confirmed through the low calculated KOC values based on the experimentally determined log POW values. Taking into account that BMH is partially ionized under environmental relevant conditions, high potential to absorb to soil is unlikely. Based on rapid hydrolysis of BMH into two non- persistent hydrolysis products and low potential for adsorption of all three substances, they are not deemed to be persistent into the soil compartment.

Applicant's summary and conclusion

Validity criteria fulfilled:

not applicable

Conclusions:

Taking into account the available information of the substance with regard to environmental relevance and exposure of the soil compartment, it is considered scientifically justified to waive testing of this substance for toxicity to terrestrial plants.