For definition of Groups, see Preamble Evaluation.
VOL.: 60 (1994) (p. 361)
Chem. Abstr. Name: 3-Oxiranyl-7-oxabicyclo[4.1.0]heptane
4-Vinylcyclohexene diepoxide is produced by epoxidation of 4-vinylcyclohexene with peroxyacetic acid. It is used as a reactive diluent for other diepoxides and for epoxy resins. No data are available on levels of occupational exposure to 4-vinylcyclohexene diepoxide.
No data were available to the Working Group.
4-Vinylcyclohexene diepoxide was tested for carcinogenicity by skin application in three studies in mice and in one study in rats. Skin application of 4-vinylcyclohexene diepoxide produced benign and malignant skin tumours in all studies in mice and in the study in rats. In one study in mice, it also increased the incidences of ovarian and lung tumours in females.
4-Vinylcyclohexene diepoxide can be absorbed through the skin of rodents. Higher concentrations tend to be found in the ovary rather than in other organs, and virtually all elimination occurs via the urine. Its metabolism involves hydration to a mixture of glycols and conjugation with glutathione.
4-Vinylcyclohexene diepoxide is locally toxic and, when given orally, causes ovarian degeneration in both mice and rats and testicular degeneration in mice, as well as lesser effects in other organs.
No data were available on the genetic and related effects of 4-vinylcyclohexene diepoxide in humans.
4-Vinylcyclohexene diepoxide induced gene mutation, sister chromatid exchange and chromosomal aberrations but not micronuclei in mammalian cells in vitro. It was mutagenic in bacteria and caused gene conversion and mitotic crossing-over in Saccharomyces cerevisiae.
A metabolite of 4-vinylcyclohexene diepoxide, 4-epoxyethylcyclohexane-1,2-diol, was not mutagenic to Salmonella typhimurium.
There is inadequate evidence in humans for the carcinogenicity of 4-vinylcylcohexene diepoxide.
There is sufficient evidence in experimental animals for the carcinogenicity of 4-vinyl-cyclohexene diepoxide.
4-Vinylcyclohexene diepoxide is possibly carcinogenic to humans (Group 2B).
For definition of the italicized terms, see Preamble Evaluation.
Previous evaluation: Suppl. 7 (1987) (p. 63)
See Also: Toxicological Abbreviations