7-anilino-4-hydroxynaphthalene-2-sulphonic acid

Endpoint summary

Key value for chemical safety assessment

Skin sensitisation

Link to relevant study records

Reference

Endpoint:

skin sensitisation: in vivo (non-LLNA)

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:

according to guideline

Guideline:

other: Prediction is done using QSAR Toolbox version 3.4

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.4

GLP compliance:

no

Type of study:

other: estimated data

Justification for non-LLNA method:

Not specified

Specific details on test material used for the study:

- Name of test material (as cited in study report): 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid- Molecular formula: C16H13NO4S- Molecular weight: 315.3477 g/mol- Smiles: c1ccc(cc1)Nc2ccc3c(c2)cc(cc3O)S(=O)(=O)O- InChl): 1S/C16H13NO4S/c18-16-10-14(22(19,20)21)9-11-8-13(6-7-15(11)16)17-12-4-2-1-3-5-12/h1-10,17-18H,(H,19,20,21)- Substance type: organic - Physical state: solid

Species:

guinea pig

Strain:

Dunkin-Hartley

Sex:

female

Route:

epicutaneous, occlusive

Vehicle:

paraffin oil

Concentration / amount:

not specified

Day(s)/duration:

not specified

Adequacy of induction:

not specified

No. of animals per dose:

not specified

Details on study design:

not specified

Challenge controls:

not specified

Positive control substance(s):

not specified

Positive control substance(s):

not specified

Statistics:

not specified

Reading:

1st reading

Group:

negative control

No. with + reactions:

0

Total no. in group:

20

Remarks on result:

no indication of skin sensitisation

The prediction was based on dataset comprised from the following descriptors: "S M W N"
Estimation method: Takes highest mode value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

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

Domain logical expression index: "a"

Referential boundary:The target chemical should be classified as Strong binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "b"

Referential boundary:The target chemical should be classified as AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> N-Substituted Aromatic Amines AND AN2 >> Michael-type addition to quinoid structures  >> Substituted Phenols by Protein binding by OASIS v1.4

Domain logical expression index: "c"

Referential boundary:The target chemical should be classified as Strong binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "d"

Referential boundary:The target chemical should be classified as AN2 AND AN2 >> Michael-type addition to quinoid structures  AND AN2 >> Michael-type addition to quinoid structures  >> N-Substituted Aromatic Amines AND AN2 >> Michael-type addition to quinoid structures  >> Substituted Phenols by Protein binding by OASIS v1.4

Domain logical expression index: "e"

Referential boundary:The target chemical should be classified as No alert found by DNA binding by OASIS v.1.4

Domain logical expression index: "f"

Referential boundary:The target chemical should be classified as AN2 OR AN2 >>  Michael-type addition, quinoid structures OR AN2 >>  Michael-type addition, quinoid structures >> Quinones and Trihydroxybenzenes OR Non-covalent interaction OR Non-covalent interaction >> DNA intercalation OR Non-covalent interaction >> DNA intercalation >> DNA Intercalators with Carboxamide and Aminoalkylamine Side Chain OR Non-covalent interaction >> DNA intercalation >> Quinones and Trihydroxybenzenes OR Radical OR Radical >> Radical mechanism by ROS formation (indirect) or direct radical attack on DNA OR Radical >> Radical mechanism by ROS formation (indirect) or direct radical attack on DNA >> Organic Peroxy Compounds OR Radical >> Radical mechanism via ROS formation (indirect) OR Radical >> Radical mechanism via ROS formation (indirect) >> Quinones and Trihydroxybenzenes by DNA binding by OASIS v.1.4

Domain logical expression index: "g"

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: "h"

Referential boundary:The target chemical should be classified as High reactive OR High reactive >> alpha,beta-carbonyl compounds with polarized multiple bonds by DPRA Cysteine peptide depletion

Domain logical expression index: "i"

Referential boundary:The target chemical should be classified as Strong binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "j"

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

Domain logical expression index: "k"

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

Domain logical expression index: "l"

Referential boundary:The target chemical should be classified as Acylation OR Acylation >> Direct Acylation Involving a Leaving group OR Acylation >> Direct Acylation Involving a Leaving group >> Acetates OR Schiff Base Formers OR Schiff Base Formers >> Direct Acting Schiff Base Formers OR Schiff Base Formers >> Direct Acting Schiff Base Formers >> Mono-carbonyls OR SN2 OR SN2 >> SN2 reaction at sp3 carbon atom OR SN2 >> SN2 reaction at sp3 carbon atom >> Allyl acetates and related chemicals by Protein binding by OECD

Domain logical expression index: "m"

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

Domain logical expression index: "n"

Parametric boundary:The target chemical should have a value of log Kow which is >= 0.556

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of log Kow which is <= 4.84

Interpretation of results:

other: not sensitising

Conclusions:

The substance 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid is estimated to be not sensitizing to skin of guinea pigs.

Executive summary:

The skin sensitization potential for 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid is estimated using OECD QSAR toolbox version 3.4.The test substance 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid is estimated to be not sensitizing to skin of guinea pigs.

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (not sensitising)

Additional information:

Skin sensitization

Skin sensitization behaviour of test compound 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) have been summarized by using data from prediction model based estimation and its read across substances.

OECD QSAR toolbox version 3.4 estimated the skin sensitization potential of 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) according to guinea pig maximization test in guinea pigs. Since the guinea pigs failed to produce skin sensitisation effects, the test chemical4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid(CAS No: 119-40-4) is considered as non-skin sensitizer.

Skin sensitization study was conducted by Scientific Committee on Consumer Products (SCCP) 2009, for similar read across substance Triclosan (CAS No: 3380-34-5) to assess its sensitization efficacy by using the Guinea pig Buehler test in Hartley (albino) Guinea pigs. In this test,  1% triclosan in a cream/gel was applied dermally (occluded) on back of guinea pigs for both induction and challenge treatment. 5 test and 6 control animals were used. Test sample was applied for 5 hours exposure period during induction. 14 to 21 days after induction, challenge was performed and skin reactions were observed 24 and 48 hours after the challenge. Slight irritation was observed during the induction period on the test site. The study investigators concluded that no sensitisation was observed, as previously untreated sites did not show any significant oedema or redness following the challenge dose. Therefore based upon the observations, it is concluded that the chemical Triclosan (CAS No: 3380-34-5) is not sensitizing to guinea pigs.

Scientific Committee on Consumer Products (SCCP) 2014 observed skin sensitization effects for another read across substance C.I. Acid Orange 7 (CAS No: 633-96-5) in guinea pigs according to OECD 406 by using Magnusson & Kligman Maximisation test.Before performing the main test, a pre-test was performed in order to assure an optimum technical application procedure. The main tests consist of induction and challenge treatment. During induction, intradermal induction of sensitisation (day 1) in the test group was performed with Freund´s Complete Adjuvant (FCA) and physiological saline (1:1), test item at 25% in liquid paraffin, 25% dilution of the test item in FCA plus liquid paraffin; ratio 1:1. One week later, the epidermal induction of sensitisation was conducted under occlusion with the test item at 50% in paraffin for 48 hours. 2 weeks later, induction was followed by challenge treatment. The challenge was performed by application of the test item at 10% and 5% in liquid paraffin under occlusive patch for 24 hours at a different part of the skin. Cutaneous reactions were evaluated at 24 and 48 hours after removal of the dressings. The guinea pigs did not elicit any cutaneous reaction. Hence based on the result of this adjuvant test in guinea pigs, the chemical C.I. Acid Orange 7 (CAS No: 633-96-5) was considered as a non-sensitizer.

 

From the available data estimated by prediction model for target substance as well as available data for read across substance and applying weight of evidence approach, the test chemical compound 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid(CAS No: 119-40-4) can beclassified as non-skin sensitizer

Migrated from Short description of key information:

OECD QSAR toolbox version 3.4 estimated the skin sensitization potential of 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) according to guinea pig maximization test in guinea pigs. Since the guinea pigs failed to produce skin sensitisation effects, the test chemical 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) is considered as non-skin sensitizer.

Justification for selection of skin sensitisation endpoint:

OECD QSAR toolbox version 3.4 estimated the skin sensitization potential of 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) according to guinea pig maximization test in guinea pigs. Since the guinea pigs failed to produce skin sensitisation effects, the test chemical 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid (CAS No: 119-40-4) is considered as non-skin sensitizer.

Respiratory sensitisation

Endpoint conclusion

Endpoint conclusion:

no study available

Justification for classification or non-classification

The skin sensitization potential of test chemical 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid(CAS No: 119-40-4) and its read across substanceswas observed in various studies. From the results obtained from these studies it is concluded that the chemical 4-Hydroxy-7-(phenylamino) naphthalene-2-sulfonic acid(CAS No: 119-40-4) was unable to cause skin sensitization and hence can be classified as non-skin sensitizer.