2,2,2-trifluoroacetamide

Genetic toxicity: in vitro

Administrative data

Endpoint:

in vitro gene mutation study in bacteria

Remarks:

Type of genotoxicity: other: "Gene Mutation"

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Data source

Reference

Reference Type:

other: Predicted data

Title:

R: QSAR Toolbox 2.3.0.1132 prediction for "Gene Mutation" read across evaluation for 354-38-1

Author:

Sustainability Support Services (Europe) AB

Year:

2012

Bibliographic source:

QSAR Toolbox version 2.3

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

other:

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 2.3.

GLP compliance:

not specified

Type of assay:

bacterial reverse mutation assay

Test material

Test material information

Constituent 1

Reference substance name:

2,2,2-trifluoroacetamide

EC Number:

206-559-9

EC Name:

2,2,2-trifluoroacetamide

Cas Number:

354-38-1

Molecular formula:

C2H2F3NO

IUPAC Name:

2,2,2-trifluoroacetamide

Details on test material:

- Name of test material : 2,2,2-trifluoroacetamide
- Molecular formula : C2H2F3NO
- Substance type: Organic
- Physical state: Solid
SMILES:C(F)(F)(F)C(N)=O

Method

Species / strain

Species / strain / cell type:

other: Salmonella typhimurium

Additional strain / cell type characteristics:

not specified

Metabolic activation:

not specified

Results and discussion

Test results

Species / strain:

other: Salmonella typhimurium

Metabolic activation:

not specified

Genotoxicity:

negative

Cytotoxicity / choice of top concentrations:

not specified

Vehicle controls validity:

not specified

Untreated negative controls validity:

not specified

Positive controls validity:

not specified

Remarks on result:

other: all strains/cell types tested

Remarks:

Migrated from field 'Test system'.

Any other information on results incl. tables

The prediction was based on dataset comprised from the following descriptors: "Gene mutation"
Estimation method: Taking highest mode value from the 5 nearest neighbours
Domain logical expression:Result: In Domain

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

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Halogens AND Non-Metals by Groups of elements

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Acetoxy compounds OR Acyl halides OR alpha, beta unsaturated aldehydes OR alpha,beta - unsaturated functional compounds OR Aromatic amines OR Azo compounds OR Benzyl and allyl halides OR C-Nitroso compounds OR Compounds with halogen atom in an alpha or beta-position to a hetero atom OR Diaminodiphenylmethane OR Dithiocarbamates OR Epoxides, Aziridines OR Haloalkanes with electron-withdrawing group at beta-position OR Haloalkenes with Geminally Located Electron-Withdrawing Group OR Haloisothiazolinone Derivatives OR Halotriazines and halopyrimidines OR Hydrazines OR Hydroxylamines OR MA: Acyl transfer via nucleophilic addition reaction OR MA: alpha, beta-unsaturated carbonyl compounds OR MA: Carbenium ion formation OR MA: Direct acylation involving a leaving group OR MA: E2 elimination reaction with epoxide formation OR MA: Glutathione indused nitrenium ion OR MA: Internal SN2 reaction with aziridinium and/or cyclic sulfonic ion formation OR MA: Michael addition on conjugated systems with electron withdrawing group OR MA: Nitrenium and/or Carbenium ion formation OR MA: Nitrenium ion and/or Acyl ion formation OR MA: Nitrenium ion formation OR MA: Nitrosonium ion formation OR MA: Non-enzimatic nitroso radical and/or nitrosonium cation formation OR MA: Nucleophilic addition reaction via cycloisomerization OR MA: Nucleophilic aromatic substitution on activated halogens OR MA: Nucleophilic substitution at sp3 Carbon atom OR MA: Nucleophilic vinylic substitution on activated halogens OR MA: ProMichael Electrophiles activated by oxidation OR MA: Quinone type compounds OR MA: Radical mechanism by ROS formation OR MA: Ring opening SN2 reaction OR MA: ROS formation after GSH depletion OR Mechanistic Domain: Acylation OR Mechanistic Domain: Michael addition OR Mechanistic Domain: Nucleophilic addition OR Mechanistic Domain: Radical OR Mechanistic Domain: SN Vinyl OR Mechanistic Domain: SN1 OR Mechanistic Domain: SN2 OR Mechanistic Domain: SNAr OR Mechannistic Domain: Elimination (E2) OR Monohaloalkanes as Small Alkylating Agents OR Monohaloarenes with Electron-Withdrawing Substituents OR Nitro compounds OR Nitrogen Mustards OR N-Nitroso compounds OR o- and p-Aminophenols and p-Phenylenediamines OR Organic Sulfonyl Halides OR Phosphates and Their Derivatives OR Polycyclic Aromatic Hydrocarbons (PAHs) OR Polyhaloalkanes OR Quinones OR Thiols OR Ureides and Other Urea Derivatives OR Vicinal haloalcohols by DNA binding by OASIS

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OECD

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as 1,1-Dihaloalkanes OR 1,2-Dihaloalkanes OR 5-alkoxyindoles OR Aliphatic halides OR Aliphatic tertiary amines OR Alkyl phenols OR Allyl benzenes OR Alpha, beta- unsaturated ketones OR Arenes OR Benzylamines-Acylation OR Ethanolamines (including morpholine) OR Ethylenediamines (including piperazine) OR Formamides OR Furans OR Hydroquinones OR MA: Carbenium Ion Formation OR MA: Chemicals Activated by P450 to Glyoxal OR MA: Episulfonium Ion Formation OR MA: Iminium Ion Formation OR MA: Nitrenium Ion Formation OR MA: P450 Mediated Activation of Heterocyclic Ring Systems OR MA: P450 Mediated Activation to Acyl Halides OR MA: P450 Mediated Activation to Isocyanates or Isothiocyanates OR MA: P450 Mediated Activation to Quinones and Quinone-type Chemicals OR MA: P450 Mediated Epoxidation OR MA: Polarised Alkenes_Michael addition OR MA: Quinones and Quinone-type Chemicals OR MA: SN2 at a Nitrogen atom OR MA: SN2 at an sp3 Carbon atom OR Mechanistic Domain: Acyalation OR Mechanistic Domain: Michael addition OR Mechanistic Domain: Schiff base OR Mechanistic Domain: SN1 OR Mechanistic Domain: SN2 OR N-acyloxy-N-alkoxyamides OR Phosphonic esters OR Polycyclic (PAHs) and heterocyclic (HACs) aromatic hydrocarbons_Michael addition OR Polycyclic (PAHs) and heterocyclic (HACs) aromatic hydrocarbons_SN1 OR Primary (unsaturated) heterocyclic amine OR Primary aromatic amine OR Quinones OR Secondary aromatic amine OR Tertiary (unsaturated) heterocyclic amine OR Tertiary aromatic amine OR Thiophenes_Michael addition OR Thiophenes_SN2 by DNA binding by OECD

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Non binder, non cyclic structure by Estrogen Receptor Binding

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Moderate binder, OH grooup OR Non binder, impaired OH or NH2 group OR Non binder, MW>500 OR Non binder, without OH or NH2 group OR Strong binder, NH2 group OR Strong binder, OH group OR Very strong binder, OH group OR Weak binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as No alert found by Protein binding by OECD

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Alkyl halides OR MA: SN2 reaction at a sp2 carbon atom OR MA: SN2 reaction at sp3 carbon atom OR Mechanistic Domain: SN2 OR Polarised alkenes with a halogen leaving group OR Sulfonates by Protein binding by OECD

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Not possible to classify according to these rules by Protein Binding Potency

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as alpha-fluoro ketones (SN2) OR Halogenated hydrocarbons (SN2) OR Non-reactive (GSH) OR Slightly reactive (GSH) by Protein Binding Potency

Domain logical expression index: "l"

Similarity boundary:Target: C(F)(F)(F)C(N)=O
Threshold=10%,
Dice(Atom pairs)

Domain logical expression index: "m"

Similarity boundary:Target: C(F)(F)(F)C(N)=O
Threshold=20%,
Dice(Atom pairs)

Domain logical expression index: "n"

Similarity boundary:Target: C(F)(F)(F)C(N)=O
Threshold=30%,
Dice(Atom pairs)

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of log Kow which is >= -1.25

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is <= 1.74

Applicant's summary and conclusion

Conclusions:

Interpretation of results (migrated information):
negative

Based on the prediction for in-vitro bacterial reverse mutation assay (e.g. Ames test) on Salmonella typhimurium it was estimated that 2,2,2-trifluoroacetamide was non mutagenic.

Executive summary:

Based on the prediction for in-vitro bacterial reverse mutation assay (e.g. Ames test) on Salmonella typhimurium it was estimated that 2,2,2-trifluoroacetamide was non mutagenic.