Disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl]azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate

Toxicity to microorganisms

Link to relevant study record(s)

Reference

Endpoint:

toxicity to microorganisms

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.

Principles of method if other than guideline:

Prediction is done using OECD QSAR Toolbox version 3.3 with respect to the descriptor Primary biodeg (Biowin 4).

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material: Disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl -6-oxo-3-pyridyl]azo]- 4-[[4-chloro-6-[[3-[[2- (sulphona tooxy)ethyl]sulphonyl]phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate.
- Molecular formula : C26H24ClN9Na2O12S3
- Molecular weight : 832.1576 g/mol
- Smiles notation: CCn1c(c(c(c(c1=O)C (=O)N)C)/N=N/c2cc(ccc2S(=O)(=O)[O-]) Nc3nc(nc(n3)Cl)Nc4cccc(c4)S(=O)(=O)CCOS(=O) (=O)[O-])O. [Na+].[Na+]
- Substance type: Organic

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Tetrahymena pyriformis

Test type:

static

Water media type:

freshwater

Total exposure duration:

48 h

Hardness:

No data

Test temperature:

24 deg C

pH:

6.9

Dissolved oxygen:

No data

Salinity:

No data

Conductivity:

No data

Nominal and measured concentrations:

No data

Details on test conditions:

No data

Reference substance (positive control):

not specified

Duration:

48 h

Dose descriptor:

other: IGC50

Effect conc.:

27.809 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

growth inhibition

The prediction was based on dataset comprised from the following descriptors: IGC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

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

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Imides (Acute toxicity) AND Substituted Triazines (Acute toxicity) AND Vinyl Sulfones by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Imides (Acute toxicity) OR Substituted Triazines (Acute toxicity) OR Vinyl Sulfones by US-EPA New Chemical Categories ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Non-specific AND Non-specific >> Incorporation into DNA/RNA, due to structural analogy with  nucleoside bases    AND Non-specific >> Incorporation into DNA/RNA, due to structural analogy with  nucleoside bases    >> Specific Imine and Thione Derivatives AND Radical AND Radical >> Radical mechanism via ROS formation (indirect) AND Radical >> Radical mechanism via ROS formation (indirect) >> Specific Imine and Thione Derivatives AND SN1 AND SN1 >> Nucleophilic substitution on diazonium ions AND SN1 >> Nucleophilic substitution on diazonium ions >> Specific Imine and Thione Derivatives by DNA binding by OASIS v.1.3

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as SN1 AND SN1 >> Iminium Ion Formation AND SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines by DNA binding by OECD

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Nucleophilic addition AND Nucleophilic addition >> Addition to carbon-hetero double bonds AND Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones AND SNAr AND SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds AND SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds >> Activated aryl and heteroaryl compounds by Protein binding by OASIS v1.3

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Acylation AND Acylation >> Direct Acylation Involving a Leaving group AND Acylation >> Direct Acylation Involving a Leaving group >> Acetates AND SNAr AND SNAr >> Nucleophilic aromatic substitution AND SNAr >> Nucleophilic aromatic substitution >> Halo-triazines by Protein binding by OECD

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Acid moiety AND Acrylamides AND Hydrazines AND Imides AND Salt AND Triazines, Aromatic by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Acid moiety OR Acrylamides OR Hydrazines OR Imides OR Salt OR Triazines, Aromatic by Aquatic toxicity classification by ECOSAR ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Nucleophilic addition OR Nucleophilic addition >> Addition to carbon-hetero double bonds OR Nucleophilic addition >> Addition to carbon-hetero double bonds >> Ketones OR SNAr OR SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds OR SNAr >> Nucleophilic aromatic substitution on activated aryl and heteroaryl compounds >> Activated aryl and heteroaryl compounds by Protein binding by OASIS v1.3 ONLY

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Activated N-heterocycles OR Esters of organic sulfonic or sulfuric esters OR Hydrazines,hydrazonium salts by Skin irritation/corrosion Inclusion rules by BfR ONLY

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Acrylamide Reactive Functional Groups AND Aromatic Amine Type Compounds by Oncologic Primary Classification

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Not calculated by Hydrolysis half-life (Kb, pH 8)(Hydrowin) ONLY

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as High reactive AND High reactive >> Activated 1,3,5-triazine derivatives by DPRA Lysine peptide depletion

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Low reactive by DPRA Lysine peptide depletion

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 6) ONLY

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of Primary biodeg (Biowin 4) which is >= 2.41

Domain logical expression index: "q"

Parametric boundary:The target chemical should have a value of Primary biodeg (Biowin 4) which is <= 2.7

Validity criteria fulfilled:

not specified

Conclusions:

The inhibition growth concentration (IGC50) of disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4- chloro-6- [[3-[[2-(sulphonatooxy)ethyl] sulphonyl]phenyl]amino] -1,3, 5-triazin-2-yl]amino]benzenesulphonate in microorganism (Tetrahymena pyriformis) on the basis of growth inhibition effect was estimated to be 27.809 mg/L.

Executive summary:

A study was predicted using OECD QSAR toolbox version 3.3 with respect to the descriptor Primary biodeg (Biowin 4), to assess the toxicity effect of disodium 2-[[5-carbamoyl-1-ethyl-1 ,6-dihydro-2- hydro xy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phen yl]amino]-1,3,5- triazin- 2-yl]amino]benzene sulphonate (CAS No.84000-63-5) in microorganism (tetrahymena pyriformis) in a 48 hours of exposure. The inhibition growth concentration (IGC50) of disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4- chloro-6- [[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino] -1,3, 5-triazin-2-yl]amino]benzenesulphonate in microorganism (Tetrahymena pyriformis) on the basis of growth inhibition effect was estimated to be 27.809 mg/L.

Description of key information

A study was predicted using OECD QSAR toolbox version 3.3 with respect to the descriptor Primary biodeg (Biowin 4), to assess the toxicity effect of disodium 2-[[5-carbamoyl-1-ethyl-1 ,6-dihydro-2- hydro xy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phen yl]amino]-1,3,5- triazin- 2-yl]amino]benzene sulphonate (CAS No.84000-63-5) in microorganism (tetrahymena pyriformis) in a 48 hours of exposure. The inhibition growth concentration (IGC50) of disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4- chloro-6- [[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino] -1,3, 5-triazin-2-yl]amino]benzenesulphonate in microorganism (Tetrahymena pyriformis) on the basis of growth inhibition effect was estimated to be 27.809 mg/L.

Additional information

Various studies including predicted results from validated model and experimental study from a peer-reviewed journal for toxicity to microorganism with the target substancedisodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl] sulphonyl] phenyl]amino]-1,3,5-triazin-2-yl]amino]benzenesulphonate(CAS No. 84000-63-5) and the relevant read across substance disodium 6-hydroxy-5-[(4-sulphonato phenyl)azo] naphthalene-2- sulphonate (CAS No.- 2783-94-0) by considering its structure-activity relationships, were summarized as follows:   

 

A study was predicted using OECD QSAR toolbox version 3.3 with respect to the descriptor Primary biodeg (Biowin 4), to assess the toxicity effect of disodium 2-[[5-carbamoyl-1-ethyl-1 ,6-dihydro-2- hydro xy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phen yl]amino]-1,3,5- triazin- 2-yl]amino]benzene sulphonate (CAS No.84000-63-5) in microorganism (tetrahymena pyriformis) in a 48 hours of exposure. The inhibition growth concentration (IGC50) of disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4- chloro-6- [[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl] amino] -1,3, 5-triazin-2-yl]amino]benzenesulphonate in microorganism (Tetrahymena pyriformis) on the basis of growth inhibition effect was estimated to be 27.809 mg/L. 

 

Moreover, a test was developed by Sako,F. et al. (Toxicol. Appl. Pharmacol.39:111-117,1977)using Paramecium caudatum (Ciliate) in order to determine the toxicity of disodium 6-hydroxy-5-[(4-sulphonatophenyl)azo]naphthalene -2-sulphonate (CAS No.- 2783-94-0). Paramecium caudatum was exposed for 0.012 days. The concentration of the chemical, at which time to 50% mortality of Paramecium caudatum observed (LT50), was determined. The median lethal time (LT50) of disodium 6-hydroxy-5-[(4-sulphonatophenyl)azo] naphthalene-2- sulphonate (CAS No.- 2783-94-0) in microorganism (Paramecium caudatum (Ciliate)) in a 0.012 days study on the basis of mortality effect was observed to be 1000.0 mg/L. 

 

Thus, based on the above predicted and experimental studies for target substance disodium 2-[[5-carbamoyl-1-ethyl-1,6-dihydro-2-hydroxy-4-methyl-6-oxo-3-pyridyl] azo]-4-[[4-chloro-6-[[3-[[2-(sulphonatooxy)ethyl]sulphonyl]phenyl]amino] -1,3,5-triazin- 2-yl]amino]benzenesulphonate(CAS No. 84000-63-5) and to its read across substance disodium 6-hydroxy-5-[(4-sulphonatophenyl)azo] naphthalene-2- sulp honate (CAS No.- 2783-94-0), the inhibition growth concentration (IGC50) value was found to be 27.809 mg/L and LT50 value to be 1000.0 mg/L on the basis of various effects (growth inhibition and mortality effect) in a 0.012 days to 48 hours of exposure.