5-amino-2-anilinobenzenesulphonic acid

Endpoint summary

Description of key information

5-amino-2-anilinobenzenesulphonic acid (CAS no 91-30-5) is not likely to be hazardous by oral route of exposure.

Key value for chemical safety assessment

Acute toxicity: via oral route

Link to relevant study records

Reference

Endpoint:

acute toxicity: oral

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

Test type:

other: estimated data

Specific details on test material used for the study:

Name: 5-amino-2-anilinobenzenesulphonic acid
Molecular Formula: C12H12N2O3S
Molecular Weight: 264.304 g/mole
SMILES:Nc1ccc(Nc2ccccc2)c(S(O)(=O)=O)c1

Species:

rat

Strain:

not specified

Sex:

not specified

Route of administration:

oral: unspecified

Vehicle:

not specified

Details on oral exposure:

not specified

Doses:

not specified

No. of animals per sex per dose:

not specified

Control animals:

not specified

Details on study design:

not specified

Statistics:

not specified

Sex:

not specified

Dose descriptor:

LD50

Effect level:

14 193 mg/kg bw

Based on:

test mat.

Remarks on result:

not determinable

Mortality:

No data available

Clinical signs:

other: No data available

Gross pathology:

No data available

Other findings:

No data available

The prediction was based on dataset comprised from the following descriptors: LD50
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") and("f" and(not "g")) ) and("h" and(not "i")) ) and("j" and(not "k")) ) and("l" and(not "m")) ) and("n" and(not "o")) ) and("p" and "q") )

Domain logical expression index: "a"

Referential boundary:The target chemical should be classified as Anilines (Acute toxicity) by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary:The target chemical should be classified as Aniline AND Aryl AND Sulfonic acid by Organic Functional groups

Domain logical expression index: "c"

Referential boundary:The target chemical should be classified as Aniline AND Aryl AND Overlapping groups AND Sulfonic acid by Organic Functional groups (nested)

Domain logical expression index: "d"

Referential boundary:The target chemical should be classified as Aliphatic Nitrogen, one aromatic attach [-N] AND Aliphatic Nitrogen, two aromatic attach [-N-] AND Aromatic Carbon [C] AND Hydroxy, sulfur attach [-OH] AND Miscellaneous sulfide (=S) or oxide (=O) AND Nitrogen, two or tree olefinic attach [>N-] AND Olefinic carbon [=CH- or =C<] AND Suflur {v+4} or {v+6} AND Sulfinic acid [-S(=O)OH] AND Sulfonate, aromatic attach [-SO2-O] by Organic functional groups (US EPA)

Domain logical expression index: "e"

Referential boundary:The target chemical should be classified as Amine AND Aromatic compound AND Primary amine AND Primary aromatic amine AND Secondary amine AND Secondary aromatic amine AND Sulfonic acid AND Sulfonic acid derivative by Organic functional groups, Norbert Haider (checkmol)

Domain logical expression index: "f"

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

Domain logical expression index: "g"

Referential boundary:The target chemical should be classified as Acylation OR Acylation >> P450 Mediated Activation to Acyl Halides OR Acylation >> P450 Mediated Activation to Acyl Halides >> 1,1-Dihaloalkanes OR Acylation >> P450 Mediated Activation to Isocyanates or Isothiocyanates OR Acylation >> P450 Mediated Activation to Isocyanates or Isothiocyanates >> Sulfonylureas OR 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 >> Alkyl phenols OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes OR Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Hydroquinones OR Michael addition >> Quinones and Quinone-type Chemicals OR Michael addition >> Quinones and Quinone-type Chemicals >> Quinone-imines OR SN1 OR SN1 >> Carbenium Ion Formation OR SN1 >> Carbenium Ion Formation >> Allyl benzenes 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 >> Aromatic nitro OR SN1 >> Nitrenium Ion formation >> Primary (unsaturated) heterocyclic amine OR SN1 >> Nitrenium Ion formation >> Primary aromatic amine OR SN1 >> Nitrenium Ion formation >> Secondary (unsaturated) heterocyclic amine OR SN1 >> Nitrenium Ion formation >> Secondary aromatic amine OR SN1 >> Nitrenium Ion formation >> Tertiary aromatic amine OR SN2 OR SN2 >> SN2 at an sp3 Carbon atom OR SN2 >> SN2 at an sp3 Carbon atom >> Aliphatic halides by DNA binding by OECD

Domain logical expression index: "h"

Referential boundary:The target chemical should be classified as Strong binder, NH2 group by Estrogen Receptor Binding

Domain logical expression index: "i"

Referential boundary:The target chemical should be classified as Moderate binder, NH2 group OR Non binder, impaired OH or NH2 group OR Non binder, MW>500 OR Strong binder, OH group OR Weak binder, NH2 group by Estrogen Receptor Binding

Domain logical expression index: "j"

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 Anilines by Protein binding by OASIS v1.4

Domain logical expression index: "k"

Referential boundary:The target chemical should be classified as Michael addition OR Michael addition >> Michael addition on conjugated systems with electron withdrawing group OR Michael addition >> Michael addition on conjugated systems with electron withdrawing group >> Activated electrophilic ethenylarenes  by Protein binding by OASIS v1.4

Domain logical expression index: "l"

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

Domain logical expression index: "m"

Referential boundary:The target chemical should be classified as Halogens by Groups of elements

Domain logical expression index: "n"

Referential boundary:The target chemical should be classified as Benzene/ Naphthalene sulfonic acids (Less susceptible) Rank C by Repeated dose (HESS)

Domain logical expression index: "o"

Referential boundary:The target chemical should be classified as Not categorized by Repeated dose (HESS)

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is >= -1.85

Domain logical expression index: "q"

Parametric boundary:The target chemical should have a value of log Kow which is <= -0.909

Interpretation of results:

Category 5 based on GHS criteria

Conclusions:

Estimated LD50 was considered to be 14193 mg/kg bw when rats were treated with 5-amino-2-anilinobenzenesulphonic acid orally.

Executive summary:

Acute oral toxicity was estimated usingQSAR Toolbox 3.4 (2016) in rats by using 5-amino-2-anilinobenzenesulphonic acid orally. 50 % mortality was observed at 14193 mg/kg bw in treated rats. Therefore, estimated LD50 was considered to be 14193 mg/kg bw when rats were treated with 5-amino-2-anilinobenzenesulphonic acid orally.

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed

Dose descriptor:

LD50

Value:

14 193 mg/kg bw

Quality of whole database:

Data is from QSAR Toolbox 3.4 (2016)

Acute toxicity: via inhalation route

Endpoint conclusion

Endpoint conclusion:

no study available

Acute toxicity: via dermal route

Endpoint conclusion

Endpoint conclusion:

no study available

Additional information

Acute oral toxicity:

Based on the data available for target 5-amino-2-anilinobenzenesulphonic acid (CAS no 91-30-5) and its read across 2-Amino-8-hydroxynaphthalene-6-sulfonic acid (CAS no 90-51-7) and 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid (CAS no 91-29-2) for acute oral toxicity is summarized below

Based on the prediction done by usingQSAR Toolbox 3.4 (2016), acute oral toxicity was estimated in rats by using 5-amino-2-anilinobenzenesulphonic acid orally. 50 % mortality was observed at 14193 mg/kg bw in treated rats. Therefore, estimated LD50 was considered to be 14193 mg/kg bw when rats were treated with 5-amino-2-anilinobenzenesulphonic acid orally.

In a REAXYS (2011) for read across,acute oral toxicity was given for rats by using 2-Amino-8-hydroxynaphthalene-6-sulfonic acid in the concentration of 5000 mg/kg bw orally. No mortality was observed in treated rats at 5000 mg/kg bw. Therefore, LD50 was considered to be > 5000 mg/kg bw when rats were treated with 2-Amino-8-hydroxynaphthalene-6-sulfonic acid orally.

In a study given by BG Chemie (2000) for read across, acute oral toxicity was evaluated in Wistar male and female rats by using 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid in the concentration of 5000 mg/kg bw orally by gavage in starch gruel and observed for 14 days. No effect on survival of treated male and female rats were observed at 5000 mg/kg bw. Motor hyperactivity, ruffled fur, crouch position, retracted flanks and widening of the palpebral fissure were observed on the day of administration and orange colour urine up to 3 days after administration were observed in treated rats were observed. No gross pathological changes were observed in treated rats. Therefore, LD50 was > 5000 mg/kg bw when Wistar male and female rats were treated with 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid orally by gavage in starch gruel.

In a above similar reference for read across, acute oral toxicity was evaluated in SPF- Wistar male and female rats by using 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid in the concentration of 5000 mg/kg bw orally by gavage in starch gruel and observed for 14 days. No effect on survival of treated male and female rats were observed at 5000 mg/kg bw. No signs of toxicity and change in body weight were observed in treated rats. Therefore, LD50 was > 5000 mg/kg bw when SPF- Wistar male and female rats were treated with 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid orally by gavage in polyethylene glycol 400 per kg body weight.

Thus, base d on weight of evidence for target 5-amino-2-anilinobenzenesulphonic acid (CAS no 91-30-5) and its read across 2-Amino-8-hydroxynaphthalene-6-sulfonic acid (CAS no 90-51-7) and 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid (CAS no 91-29-2) is not likely to be hazardous by oral route of exposure.

Justification for selection of acute toxicity – oral endpoint

estimated LD50 was considered to be 14193 mg/kg bw when rats were treated with 5-amino-2-anilinobenzenesulphonic acid orally.

Justification for classification or non-classification

Base d on weight of evidence for target 5-amino-2-anilinobenzenesulphonic acid (CAS no 91-30-5) and its read across 2-Amino-8-hydroxynaphthalene-6-sulfonic acid (CAS no 90-51-7) and 4-Nitro-4ˈ- aminodiphenylamine- 2-sulfonic acid (CAS no 91-29-2) is not likely to be hazardous by oral route of exposure.