2-ethoxynaphthalene-1-carbonyl chloride

Endpoint summary

Description of key information

The skin sensitization potential of 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated using OECD QSAR toolbox version 3.3 with log Pow as the primary descriptor. The chemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated to be not sensitizing to the skin of Dunkin-Hartley guinea pigs. Based on the estimated result 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) failed to induce skin sanitization effects and hence is considered to be not sensitizing to Dunkin-Hartley guinea pigs and can be classified under the category   “Not Classified” as per CLP regulation.

Key value for chemical safety assessment

Skin sensitisation

Link to relevant study records

Reference

Endpoint:

skin sensitisation

Remarks:

in vivo

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:

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

Principles of method if other than guideline:

Prediction is done using QSAR Toolbox version 3.3

GLP compliance:

not specified

Type of study:

guinea pig maximisation test

Justification for non-LLNA method:

not specified

Specific details on test material used for the study:

- Name of test material (IUPAC name): 2-Ethoxy-1-naphthoyl Chloride
- Molecular formula: C13H11ClO2
- Molecular weight: 234.681 g/mol
- Smiles notation: O=C(c1c2c(cccc2)ccc1OCC)Cl
- InChl: 1S/C13H11ClO2/c1-2-16-11-8-7-9-5-3-4-6-10(9)12(11)13(14)15/h3-8H,2H2,1H3
- Substance type: Organic
- Physical state: Solid

Species:

guinea pig

Strain:

Dunkin-Hartley

Sex:

male/female

Details on test animals and environmental conditions:

No data available

Route:

intradermal and epicutaneous

Vehicle:

not specified

Concentration / amount:

No data available

Day(s)/duration:

No data available

Adequacy of induction:

not specified

No.:

#1

Route:

epicutaneous, occlusive

Vehicle:

not specified

Concentration / amount:

No data available

Day(s)/duration:

72 hours

Adequacy of challenge:

not specified

No. of animals per dose:

20

Details on study design:

No data available

Challenge controls:

No data available

Reading:

1st reading

Hours after challenge:

72

Group:

test chemical

Dose level:

No data available

No. with + reactions:

0

Total no. in group:

20

Clinical observations:

No skin sensitization was obsereved in treated group.

Remarks on result:

no indication of skin sensitisation

Cellular proliferation data / Observations:

No skin sensitization was obsereved in treated group.

The prediction was based on dataset comprised from the following descriptors: "Skin Sensitisation"
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 ("j" and ( not "k") )  )  and "l" )  and ("m" and ( not "n") )  )  and ("o" and "p" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Acyl chloride OR Acyl halide OR Alkylarylether OR Aromatic compound OR Carbonic acid derivative OR Carboxylic acid derivative OR Ether OR Halogen derivative by Organic functional groups, Norbert Haider (checkmol) ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Aromatic Carbon [C] OR Carbonyl, olefinic attach [-C(=O)-] OR Carbonyl, one aromatic attach [-C(=O)-] OR Chlorine, olefinic attach [-Cl] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] OR Oxygen, one aromatic attach [-O-] by Organic functional groups (US EPA) ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Aromatic Carbon [C] OR Carbonyl, olefinic attach [-C(=O)-] OR Carbonyl, one aromatic attach [-C(=O)-] OR Chlorine, olefinic attach [-Cl] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] OR Oxygen, one aromatic attach [-O-] by Organic functional groups (US EPA) ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Acyl halide OR Alkoxy OR Aryl OR Ether OR Fused carbocyclic aromatic OR Naphtalene by Organic Functional groups ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Non binder, without OH or NH2 group by Estrogen Receptor Binding

Domain logical expression index: "f"

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

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Inclusion rules not met by Skin irritation/corrosion Inclusion rules by BfR

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Acid anhydrides OR Activated N-heterocycles OR Acyl halides OR Aldehydes OR Epoxides(=oxiranes) OR Esters including acrylic and methacrylic esters OR Ethylenglycolethers OR Ketones OR Substituted benzoic acid halogenides by Skin irritation/corrosion Inclusion rules by BfR

Domain logical expression index: "i"

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

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Group 14 - Carbon C AND Group 16 - Oxygen O AND Group 17 - Halogens Cl AND Group 17 - Halogens F,Cl,Br,I,At by Chemical elements

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as Group 1 - Alkali Earth Li,Na,K,Rb,Cs,Fr OR Group 14 - Metalloids Si,Ge OR Group 15 - Nitrogen N OR Group 15 - Phosphorus P OR Group 16 - Sulfur S by Chemical elements

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Acyl halide AND Alkoxy AND Aryl AND Ether AND Fused carbocyclic aromatic AND Naphtalene by Organic Functional groups ONLY

Domain logical expression index: "m"

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

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Aromatic hydrocarbons (Liver enzyme induction) Rank C by Repeated dose (HESS)

Domain logical expression index: "o"

Parametric boundary:The target chemical should have a value of log Kow which is >= 1.99

Domain logical expression index: "p"

Parametric boundary:The target chemical should have a value of log Kow which is <= 4.05

Interpretation of results:

other: Not sensitizing

Conclusions:

The chemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated to be not sensitizing to the skin of Dunkin-Hartley guinea pigs. Based on the estimated result 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) failed to induce skin sanitization effects and hence is considered to be not sensitizing to Dunkin-Hartley guinea pigs.

Executive summary:

The skin sensitization potential of 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated using OECD QSAR toolbox version 3.3 with log Pow as the primary descriptor. The chemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated to be not sensitizing to the skin of Dunkin-Hartley guinea pigs. Based on the estimated result 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) failed to induce skin sanitization effects and hence is considered to be not sensitizing to Dunkin-Hartley guinea pigs and can be classified under the category   “Not Classified” as per CLP regulation.

Endpoint conclusion

Endpoint conclusion:

no adverse effect observed (not sensitising)

Additional information:

Skin sensitization:

Various studies has been investigated for the test chemical2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3)to observe the potential for skin sensitization to a greater or lesser extent. The studies are based on in vivo experiments in guinea pigs and humans for target chemical2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) and its structurally similar read across substancesD & C Red No. 6 (CAS no: 5858-81-1) andD&C Red 36(CAS no: 2814-77-9).The predicted data using the OECD QSAR toolbox andDanish QSAR databasehas also been compared with the experimental data and summarized as below;

 

The skin sensitization potential of 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated using OECD QSAR toolbox version 3.3 with log Pow as the primary descriptor. The chemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was estimated to be not sensitizing to the skin of Dunkin-Hartley guinea pigs. Based on the estimated result 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) failed to induce skin sanitization effects and hence is considered to be not sensitizing to Dunkin-Hartley guinea pigs.

 

According to Danish QSAR database , the skin sensitization effects were estimated by using four different models i.e, Battery, Leadscope, SciQSAR and CASE Ultra for 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3). Based on estimation, no skin sensitization reactions were observed in guinea pigs and humans. Therefore, 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) was considered to be not sensitizing.

 

The above results were further supported by the skin sensitization study conducted by theGuin JD. {Contact Dermatitis, 2003: 49: 217–218} for read across chemicals D & C Red No. 6 (CAS no: 5858-81-1) andD&C Red 36(CAS no: 2814-77-9)via performing patch test on human patients. The applied procedure for both the chemicals was same. In the test,each chemicalwas applied on15patients in Finn Chambers and read first at 2 or (more commonly) 3 days and again at 4–7 days. The reactions of the patients were graded as ‘?+ ‘ , ‘+’ and ‘++’ categories. None of the treated patients showedany signs ofallergic contact dermatitis for both the chemicals. Hencethe chemicals D & C Red No. 6 (CAS no: 5858-81-1) andD&C Red 36(CAS no: 2814-77-9) can be considered as non-sensitizer to human skin.

 

 

Thus on the basis of available data for thetarget chemical2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) and its structurally similar read across substancesD & C Red No. 6 (CAS no: 5858-81-1) andD&C Red 36(CAS no: 2814-77-9),it can be concluded thatchemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) is unable to cause skin sensitization and considered as non-skin sensitizer. Comparing the above annotations with the criteria of CLP regulation, it can be classified under the category “Not Classified”.

Respiratory sensitisation

Endpoint conclusion

Endpoint conclusion:

no study available

Justification for classification or non-classification

The skin sensitization potential of test substance 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) and its structurally similar read across substancesD & C Red No. 6 (CAS no: 5858-81-1) andD&C Red 36(CAS no: 2814-77-9) were observed in various studies. From the results obtained from these studies it is concluded that the chemical 2-Ethoxy-1-naphthoyl Chloride (CAS No: 55150-29-3) is not likely to cause skin sensitization and hence can be classified as non-skin sensitizer.