5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

(Q)SAR

Adequacy of study:

key study

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:

Data is from OECD QSAR toolbox version.3.3 and QMRF report has been attached.

Qualifier:

according to guideline

Guideline:

other: Predicted data

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of the test material: 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride
- IUPAC name: 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride
- Molecular formula: C18H21N6Cl
- Moleclar weight: 356.8589 g/mol
- Substance type: Organic
- Smiles: Cc1cn[n+](n1/N=N/c2ccc(cc2)N(C)Cc3ccccc3)C.[Cl-]
- Inchi: 1S/C18H21N6.ClH/c1-15-13-19-23(3)24(15)21-20-17-9-11-18(12-10-17)22(2)14-16-7-5-4-6-8-16;/h4-13H,14H2,1-3H3;1H/q+1;/p-1/b21-20+;

Transformation products:

not specified

Key result

DT50:

229.01 d

Type:

not specified

Remarks on result:

other: other detials not available

Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((((("a" or "b" )  and "c" )  and "d" )  and "e" )  and "f" )  and ("g" and "h" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Michael addition OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes OR SN1 OR SN1 >> Iminium Ion Formation OR SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines OR SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >> Aromatic azo OR SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine OR SN1 >> Nitrenium Ion formation >> Unsaturated heterocyclic azo by DNA binding by OECD ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Aliphatic Amines by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Not calculated by Hydrolysis half-life (Kb, pH 7)(Hydrowin) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Not calculated by Hydrolysis half-life (pH 6.5-7.4) ONLY

Domain logical expression index: "e"

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

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Michael addition AND Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals AND Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes AND SN1 AND SN1 >> Iminium Ion Formation AND SN1 >> Iminium Ion Formation >> Aliphatic tertiary amines AND SN1 >> Nitrenium Ion formation AND SN1 >> Nitrenium Ion formation >> Aromatic azo AND SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine AND SN1 >> Nitrenium Ion formation >> Unsaturated heterocyclic azo by DNA binding by OECD ONLY

Domain logical expression index: "g"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 140 Da

Domain logical expression index: "h"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 525 Da

Conclusions:

The hydrolysis half life of test chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) was estimated by Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors. The Half life estimated is 229 d. Since, half life of hydrolysis of chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) is more than 10 days it shows negligible hydrolysis in water.

Executive summary:

The hydrolysis half life of test chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) was estimated by Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors. The Half life estimated is 229 d. Since, half life of hydrolysis of chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) is more than 10 days it shows negligible hydrolysis in water.

Description of key information

The hydrolysis half life of test chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) was estimated by Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors. The Half life estimated is 229 d. Since, half life of hydrolysis of chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) is more than 10 days it shows negligible hydrolysis in water.

Key value for chemical safety assessment

Half-life for hydrolysis:

229 d

at the temperature of:

25 °C

Additional information

Following studies of target chemical and structurally similar read across includes predicted data and experimental data to conclude the hydrolysis of

5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) is summarized below:

The hydrolysis half life of test chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) was estimated by Prediction is done using QSAR Toolbox version 3.3 with log kow as the primary discriptors. The Half life estimated is 229 d. Since, half life of hydrolysis of chemical 5-[[p-(benzylmethylamino)phenyl]azo]-1,4-dimethyl-1H-1,2,4-triazolium chloride (CAS: 29508-47-2) is more than 10 days it shows negligible hydrolysis in water.

The above predicted data of target chemical is supported by the experimental study of structurally similar read across Methenamine (CAS: 100-97-0) from the publication Journal of pharmaceutical sciences 1980, suggests that the hydrolysis half life of test chemical Methenamine (CAS: 100-97-0) was determine as a function of pH. The Half life estimated is 6 h. Since, half life of hydrolysis of chemical Methenamine (CAS: 100-97-0) is more than 2 h it shows moderate hydrolysis in water. The conversion of methenamine is pH dependent.

The kinetics of degradation also were measured at 47, 57 and 67°C, and the reaction obeyed the Arrhenius relationship. At pH 2.0, the activation energy was calculated to be 23.5 kcal/mole; at pH 5.1, it was 12.0 kcal/mole.