Hexadecyltrimethylammonium toluene-p-sulphonate

Endpoint summary

Key value for chemical safety assessment

Genetic toxicity in vitro

Description of key information

The read-across source, Benzenesulphonic acid is not cytotoxic or mutagenic in the Ames bacterial reverse mutation assay.

oluene-4 -sulphonic acid does not induce chromosome mutations (aberrations) in V79 Chinese Hamster cells. The substance is neither mutagenic nor cytotoxic under the conditions of the study.

Link to relevant study records

Reference

Reference 1

Endpoint:

in vitro cytogenicity / chromosome aberration study in mammalian cells

Remarks:

Type of genotoxicity: chromosome aberratio

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

October 10-12, 1988

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

other: GLP guideline study with full documentation

Qualifier:

according to guideline

Guideline:

OECD Guideline 473 (In Vitro Mammalian Chromosome Aberration Test)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of assay:

in vitro mammalian chromosome aberration test

Specific details on test material used for the study:

- Name of test material (as cited in study report): p-toluolsulfonsaure
- Molecular formula (if other than submission substance): C7H8O3S
- Molecular weight (if other than submission substance): 190.2
- Substance type: organic
- Physical state:crystallin powder
- Analytical purity: >98%
- Impurities (identity and concentrations): no data
- Purity test date: no data
- Lot/batch No.: GPAD 185
- Expiration date of the lot/batch: no data
- Stability under test conditions: no data
- Storage condition of test material: in the dark at 20C

Species / strain / cell type:

Chinese hamster lung fibroblasts (V79)

Metabolic activation:

with and without

Metabolic activation system:

rat liver S9 fraction following Aroclor 1254 exposure

Test concentrations with justification for top dose:

200, 600, 1902 micrograms per milliliter

Untreated negative controls:

yes

Negative solvent / vehicle controls:

yes

True negative controls:

no

Positive controls:

yes

Positive control substance:

other: Ethylmethanesulfonate without S9 and cyclophosphamide with S9

Remarks:

solvent was xylene

Key result

Species / strain:

Chinese hamster lung fibroblasts (V79)

Metabolic activation:

with and without

Genotoxicity:

negative

Cytotoxicity / choice of top concentrations:

no cytotoxicity nor precipitates, but tested up to recommended limit concentrations

Vehicle controls validity:

valid

Untreated negative controls validity:

valid

Positive controls validity:

valid

Remarks on result:

other: all strains/cell types tested

Mitotic Index: Concentration related plating efficiency was established in 1000 cells from each of two slides per test group. No influence on mitotic index was observed.

The precipitation concentration was > 1902 ug/mL

Conclusions:

Interpretation of results: negative

The test substance does not induce chromosome mutations (aberrations) in V79 Chinese Hamster cells. The substance is neither mutagenic nor cytotoxic under the conditions of the study.

Reference 2

Endpoint:

in vitro gene mutation study in bacteria

Type of information:

read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

key study

Study period:

1988

Reliability:

2 (reliable with restrictions)

Justification for type of information:

For p-toluenesulphonic acid (CASRN 104-15-4), the closely related substance benzenesulphonic acid (CASRN 98-11-3) can be used as a surrogate in view of the chemical similarity between the two compounds.
The extra methyl group para to the sulphonic acid group in p-toluenesulphonic acid has a weakly activating effect on the benzene ring, which makes it slightly more prone to electrophilic aromatic substitution.
Acidity of the sulphonic acid group is influenced by two factors:
1. The methyl group exerts an electron donating effect, which makes the negative charge on the resulting sulphonate ion after deprotonation slightly less stable.
2. The resonance effect still stabilises the negative charge on the sulphonate ion by dividing the charge on the oxygen atoms.
As a result, the acidity of the sulphonic acid group is not expected to change significantly compared to benzenesulphonic acid. Calculation of the pKa confirms this expectation: -2.8 for benzenesulphonic acid and –2.58 for p-toluenesulphonic acid.
Thus the reactivity of benzenesulphonic acid and p-toluenesulphonic acid is very similar and ptoluenesulphonic acid can be used as a surrogate.

See the attached HPV assessmnet report providing the read-across rational baed on structural and effect-based similarities.

Reason / purpose for cross-reference:

read-across source

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 471 (Bacterial Reverse Mutation Assay)

Deviations:

not specified

Specific details on test material used for the study:

benzenesulphonic acid

Key result

Species / strain:

S. typhimurium, other: TA97, TA98, TA100, TA 1535

Metabolic activation:

with and without

Genotoxicity:

negative

Cytotoxicity / choice of top concentrations:

no cytotoxicity, but tested up to precipitating concentrations

Vehicle controls validity:

not applicable

Untreated negative controls validity:

valid

Positive controls validity:

valid

Conclusions:

Based on read-across from the structurally similar Benzenesulphonic acid, p-toluenesulphonic acid is not cytotoxic or mutagenic in the Ames bacterial reverse mutation assay

Reference 3

Endpoint:

in vitro gene mutation study in bacteria

Type of information:

experimental study

Adequacy of study:

key study

Study period:

1988

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

data from handbook or collection of data

Justification for type of information:

Collection of bacetrial mutagenicity test results

Qualifier:

equivalent or similar to guideline

Guideline:

OECD Guideline 471 (Bacterial Reverse Mutation Assay)

Deviations:

not specified

Principles of method if other than guideline:

Six test substance concentrations; with and without metabolic activation; positive and negative controls; 3 replicates; application using preincubation assay with a 20 minute timeframe.

GLP compliance:

not specified

Type of assay:

bacterial reverse mutation assay

Target gene:

Histidine independent mutant colonies of Salmonella typhimurium

Species / strain / cell type:

S. typhimurium, other: TA97, TA98, TA100, TA1535

Additional strain / cell type characteristics:

other: histidine deficient

Metabolic activation:

with and without

Metabolic activation system:

Aroclor 1254-induced S9 from rat and hanster

Test concentrations with justification for top dose:

100, 333, 1000, 3333, 6667 (without activation) and 10000 (with activation) micrograms per plate

Untreated negative controls:

yes

Negative solvent / vehicle controls:

no

True negative controls:

yes

Positive controls:

yes

Positive control substance:

other: 2-aminoanthracene; 4-nitro-o-phenylenediamine; sodium azide, 9-aminoacridine

Remarks:

DMSO as true negative control

Key result

Species / strain:

S. typhimurium, other: TA97, TA98, TA100, TA 1535

Metabolic activation:

with and without

Genotoxicity:

negative

Cytotoxicity / choice of top concentrations:

no cytotoxicity, but tested up to precipitating concentrations

Vehicle controls validity:

not applicable

Untreated negative controls validity:

valid

Positive controls validity:

valid

Remarks on result:

other: all strains/cell types tested

Precipitation concentration 10,000 micrograms per liter

Conclusions:

Benzenesulphonic acid is not cytotoxic or mutagenic in the Ames bacterial reverse mutation assay

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (negative)

Genetic toxicity in vivo

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (negative)

Justification for classification or non-classification

Toluene-4 -sulphonic acid was found to be non-mutagenic.