N-(2-chloroethyl)pyrrolidine hydrochloride

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Endpoint:

biodegradation in water: screening tests

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

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 limited documentation / justification

Justification for type of information:

The supporting QMRF report has been attached

Qualifier:

equivalent or similar to guideline

Guideline:

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

Principles of method if other than guideline:

The data is predicted using the OECD QSAR toolbox version 3.3 with logKow as the primary descriptor.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material (as cited in study report): 1-(2-chloroethyl)pyrrolidine hydrochloride
- Molecular formula (if other than submission substance): C6H12ClN.ClH
- Molecular weight (if other than submission substance): 170.082 g/mol
- Smiles notation (if other than submission substance): N1(CCCl)CCCC1.CI
- InChI: 1S/C6H12ClN.ClH/c7-3-6-8-4-1-2-5-8;/h1-6H2;1H
- Substance type: Organic
- Physical state: Solid

Oxygen conditions:

aerobic

Inoculum or test system:

other: Microorganisms

Duration of test (contact time):

28 d

Parameter followed for biodegradation estimation:

other: BOD

Key result

Parameter:

other: BOD

Value:

37.5

Sampling time:

28 d

Remarks on result:

other: Other details not known

Details on results:

Test substance undergoes 37.5% degradation by BOD parameter in 28 days.

The prediction was based on dataset comprised from the following descriptors: BOD
Estimation method: Takes average value from the 6 nearest neighbours
Domain  logical expression:Result: In Domain

((((((("a" or "b" or "c" or "d" or "e" )  and "f" )  and ("g" and ( not "h") )  )  and ("i" and ( not "j") )  )  and "k" )  and "l" )  and ("m" and "n" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Aliphatic Amines AND Not categorized by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Alkyl halide OR No functional group found OR Pyrrolidine OR Saturated heterocyclic amine OR Saturated heterocyclic fragment by Organic Functional groups ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Alkyl halide OR No functional group found OR Overlapping groups OR Pyrrolidine OR Saturated heterocyclic amine OR Saturated heterocyclic fragment by Organic Functional groups (nested) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Amino, aliphatic attach [-N<] OR Chlorine, aliphatic attach [-Cl] OR No functional group found by Organic functional groups (US EPA) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Alkyl chloride OR Alkyl halide OR Amine OR Halogen derivative OR Heterocyclic compound OR No functional group found OR Tertiary aliphatic amine OR Tertiary amine by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Bioavailable by Lipinski Rule Oasis ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Group 14 - Carbon C AND Group 15 - Nitrogen N AND Group 17 - Halogens Cl AND Group 17 - Halogens F,Cl,Br,I,At by Chemical elements

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Group 1 - Alkali Earth Li,Na,K,Rb,Cs,Fr OR Group 14 - Metalloids Si,Ge OR Group 15 - Phosphorus P OR Group 16 - Oxygen O OR Group 16 - Sulfur S OR Group 17 - Halogens Br OR Group 4 - Trans.Metals Ti,Zr,Hf by Chemical elements

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules by DPRA Cysteine peptide depletion

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as High reactive OR High reactive >> Quinones and quinone (di)imines OR Low reactive OR Low reactive >> Primary haloalkanes by DPRA Cysteine peptide depletion

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Not calculated by Biodeg BioHC half-life (Biowin) ONLY

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as days - weeks by Biodeg primary (Biowin 4) ONLY

Domain logical expression index: "m"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 59.1 Da

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 99.2 Da

Validity criteria fulfilled:

not specified

Interpretation of results:

not readily biodegradable

Conclusions:

The test chemical 1-(2-chloroethyl)pyrrolidine hydrochloride was estimated to be not readily biodegradable in water.

Executive summary:

Biodegradability of 1-(2-chloroethyl)pyrrolidine hydrochloride (CAS no. 7250 -67 -1) is predicted using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor (2017). Test substance undergoes 37.5% degradation by BOD parameter in 28 days.Thus, based on percentage degradation, the test chemical 1-(2-chloroethyl)pyrrolidine hydrochloride was estimated to be not readily biodegradable in water.

Description of key information

Biodegradability of 1-(2-chloroethyl)pyrrolidine hydrochloride (CAS no. 7250 -67 -1) is predicted using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor (2017). Test substance undergoes 37.5% degradation by BOD parameter in 28 days.Thus, based on percentage degradation, the test chemical 1-(2-chloroethyl)pyrrolidine hydrochloride was estimated to be not readily biodegradable in water.

Key value for chemical safety assessment

Biodegradation in water:

under test conditions no biodegradation observed

Additional information

Predicted data for the target compound1-(2-chloroethyl)pyrrolidine hydrochloride (CAS No. 7250-67-1) and various study for its read across substance were reviewed for the biodegradation end point which are summarized as below:

 

For target chemical 1-(2-chloroethyl)pyrrolidine hydrochloride (CAS no. 7250 -67 -1), biodegradability is predicted using OECD QSAR toolbox version 3.3 with logKow as the primary descriptor (2017). Test substance undergoes 37.5% degradation by BOD parameter in 28 days. Thus, based on percentage degradation, the test chemical 1-(2-chloroethyl)pyrrolidine hydrochloride was estimated to be not readily biodegradable in water.

 

In a weight of evidence study from peer reviewed journal (Kenneth S et. al, 1974) for the read across chemical1,2-Dichloroethane (CAS no. 107-06-2), biodegradation experiment was conducted for 20 days for evaluating the percentage biodegradability of read across substance 1,2-Dichloroethane. Initial test substance conc. used in the study was 3, 7 and 10 mg/l, respectively. Domestic wastewater was used as a test inoculum. The BOD bottles were half filled with aerated dilution water containing the specified minerals and buffer. Small aliquots of the test chemicals were added to these bottles from 0.1% stock solutions yielding conc. of 3, 7 and 10 mg/l. At least two of these concentrations were tested in duplicate. These concentrations gave a potential oxygen demand of 3 to 30 mg/l over the 20 days duration of test. Dissolved oxygen was monitored periodically in the individual bottles through the use of a commercial DO meter filled with an agitated probe. The bottles were opened for sampling and DO measurements about five times during the course of the 20 day test. The percentage degradation of read across substance was determined to be 0 and 18% degradation in 5 and 10 days, respectively. Thus, based on percentage degradation, 1,2 -Dichloroethane is considered to be not readily biodegradable in nature.

 

Another biodegradation study for the same read across substance 1,2 -Dichloroethane (CAS no. 107-06-2) was conducted for 28 days for evaluating the percentage biodegradability of substance 1,2 –Dichloroethane(Milena Eleonore Lapertot, Cesar Pulgarin, 2006). The study was performed according to Manometric respirometry test. Initial test substance conc. used in the study was 50 mg/l. Activated sludge was used as a test inoculum. The inoculum—activated sludge—came from a secondary effluent of the treatment plant of Morges (Switzerland). The fresh sample was centrifuged at 10000 RPM during 7 min at 20°C, and washed once with mineral medium. The average concentration of biomass was 25 mg of suspended solids per liter of mineral nutrient medium. The manometric respirometry test (Directive 92/69/EEC) were executed using a Hg free WTW 2000 Oxitop©unit thermostated at 20°C. Experiments were carried out according to official protocols. This equipment facilitated the manipulation and minimized the quantity of vessels required. Indeed when O2 is consumed, the CO2 produced is trapped by sodium hydroxide pellets and a depression in the bottle is automatically recorded. The volume of the solutions poured in the bottles was determined according to the theoretical oxygen demand without nitrification (ThODNH3 ).28 d test was duplicated. The chemical analyses were replicated thrice. Standard deviation was less than 5%.The percentage degradation of read across substance was determined to be 25% by GC or theoretical oxygen uptake parameter in 26 days. Thus, based on percentage degradation, Dichloroethane is considered to be not readily biodegradable in nature.

 

In a weight of evidence study, biodegradation experiment was conducted for 28 days for evaluating the percentage biodegradability of read across substance Dichloromethane (CAS no. 75 -09 -2) (Milena Eleonore Lapertot, Cesar Pulgarin, 2006). The study was performed according to Manometric respirometry test. Initial test substance conc. used in the study was 50 mg/l. Activated sludge was used as a test inoculum. The inoculum—activated sludge—came from a secondary effluent of the treatment plant of Morges (Switzerland). The fresh sample was centrifuged at 10000 RPM during 7 min at 20°C, and washed once with mineral medium. The average concentration of biomass was 25 mg of suspended solids per liter of mineral nutrient medium. The manometric respirometry test (Directive 92/69/EEC) were executed using a Hg free WTW 2000 Oxitop©unit thermostated at 20°C. Experiments were carried out according to official protocols. This equipment facilitated the manipulation and minimized the quantity of vessels required. Indeed when O2 is consumed, the CO2 produced is trapped by sodium hydroxide pellets and a depression in the bottle is automatically recorded. The volume of the solutions poured in the bottles was determined according to the theoretical oxygen demand without nitrification (ThODNH3).28 d test was duplicated. The chemical analyses were replicated thrice. Standard deviation was less than 5%. The percentage degradation of read across substance was determined to be 0% by chromatography or theoretical oxygen uptake parameter in 28 days. Thus, based on percentage degradation, Dichloromethane is considered to be not readily biodegradable in nature.

 

For the same read across chemical Dichloromethane (CAS no. 75 -09 -2) from authoritative database (J-CHECK, 2016), biodegradation study was conducted for 28 days for evaluating the percentage biodegradability of read across substance Dichloromethane. Concentration of inoculum i.e, sludge used was 30 mg/l and initial test substance conc. used in the study was 100 mg/l, respectively. The percentage degradation of read across substance was determined to be 13% and 1% by BOD and GC parameter in 28 days. Thus, based on percentage degradation, Dichloromethane is considered to be not readily biodegradable in nature.

 

On the basis of above results for target chemical 1-(2-chloroethyl)pyrrolidine hydrochloride (fromOECD QSAR toolbox version 3.3, 2017) and for its read across substance (from peer reviewed journals and authoritative database J-CHECK, 2016), it can be concluded that the test substance 1-(2-chloroethyl)pyrrolidine hydrochloride can be expected to be not readily biodegradable in nature.