2-Hepten-4-yne, 1-chloro-6,6-dimethyl-, (2Z)-

Skin irritation / corrosion

Administrative data

Endpoint:

skin irritation / corrosion, other

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

4 (not assignable)

Data source

Reference

Reference 1

Reference Type:

publication

Title:

Irritants: corrosive materials, oxidising/reducing agents, acids, and alkalis, concentrated salt solutions etc.

Author:

Holland G, York M
and Basketter DA.

Year:

1996

Bibliographic source:

The Irritant Contact Dermatitis Syndrome, van der Valk PGM and Maibach HI (editors), CRC Press, Boca Raton, 55-64.

Reference 2

Reference Type:

publication

Title:

Toxicology of the Eye.

Author:

Grant WM.

Year:

1962

Bibliographic source:

Toxicology of the Eye, Grant WM, Charles C Thomas, Springfield.

Reference 3

Reference Type:

publication

Title:

Chemical Safety Data Sheets.

Author:

Anonymous.

Year:

1988

Bibliographic source:

Chemical Safety Data Sheets, volumes1-5, Royal Society of Chemistry, Cambridge.

Reference 4

Reference Type:

publication

Title:

Sensory irritating effects of allyl halides and a role for hydrogen bonding as a likely feature at the receptor site.

Author:

Nielsen GD and
Bakbo JC.

Year:

1985

Bibliographic source:

Acta Pharmacologica et Toxicologica, 57, 106- 116.

Materials and methods

Principles of method if other than guideline:

Derek for windovs - Irritation of the skin
227 Allyl halide - Plausible skin irritation

GLP compliance:

no

Test material

Test material information

Specific details on test material used for the study:

LogP=3.546 and LogKp is predicted to be -1.158cm/hr which falls within the cut off set for skin permeability.

Results and discussion

Any other information on results incl. tables

Allyl halides are particularly irritating to eyes. Evaporation of volatile halides may reduce skin and eye irritation.

Allyl iodide is classified under EC regulations as corrosive (R34). The irritancy of allyl halides is highly dependent on the solubility in hydrophilic and lipophilic media and is sensitive to substituent types and position which influence reactivity as well as tissue penetration properties.

N.B. A structural alert for irritancy indicates some potential for this effect. Additionally, except for highly reactive corrosive substances, the skin and eye irritation potential of a chemical is very dependent on physicochemical properties which influences the concentrations at and exposure to component tissues. Skin penetration is favoured by relatively lipophilic molecules (Log

P(octanol/water)= 1-4) of low molecular weight (<500). For many classes of chemicals (e.g. aliphatic amines) eye irritation is greatest for the more water soluble compounds which readily dissolve in the aqueous tear film on the cornea and conjunctiva.

Liquid substances (cf.solids) have good tissue contact and are more likely to be irritating, particularly to the skin. Highly reactive corrosive chemicals may penetrate tissue as a result of corrosive damage with a lower dependence on solubility characteristics.

Applicant's summary and conclusion

Interpretation of results:

other: slightly irritating

Conclusions:

The substance Reaction mass of of (2E)-1-chloro-6,6-dimethyl-2-Hepten-4-yne and (2Z)-1-chloro-6,6-dimethyl-2- Hepten-4-yne was predicted to have LogKp= -1.158cm/hr which falls within the cut off set for skin permeability. The substance should be classified for skin irritation.