827. Ascaridole

Nomenclature

CAS number: 512-85-6
1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene; 1,4-peroxido-p-menthene-2.
C10H16O2; mol wt 168.23.
C 71.39%, H 9.59%, O 19.02%.

Description and references

An organic peroxide which constitutes 60-80% of oil of chenopodium. Synthesis from α-terpinene by treatment with oxygen, chlorophyll, and light: Schenck, Ziegler, Naturwissenschaften 1944, 157. Purification: Beckett et al., J. Pharm. Pharmacol. 7, 55 (1955). Isoln from Chenopodium ambrosioides L.: E. Okuyama et al., Chem. Pharm. Bull. 41, 1309 (1993). Review of use as anthelmintic: M. M. Kliks, Soc. Sci. Med. 21, 879-886 (1985).

Chemical structure

Properties

Liquid; unstable; prone to explode when heated or when treated with organic acids. d420 1.0103; d2020 1.0113. mp 3.3°. bp0.2 39-40°. Sol in hexane, pentane, ethanol, toluene, benzene, castor oil.

Therapeutic Category

Has been used as anthelmintic (Nematodes).

Therapeutic Category (Veterinary)

Anthelmintic.

Keywords

Anthelmintic (Nematodes)