814. Arteflene

Nomenclature

CAS number: 123407-36-3
(1S,4R,5R,8S)-4-[(1Z)-2-[2,4-Bis(trifluoromethyl)phenyl]ethenyl]-4,8-dimethyl-2,3-dioxabicyclo[3.3.1]nonan-7-one; (1S,4R,5R,8S)-4-[(Z)-2,4-bis(trifluoromethyl)styryl]-4,8-dimethyl-2,3-dioxabicyclo[3.3.1]nonan-7-one; Ro-42-1611.

Description and references

Synthetic sesquiterpene peroxide; structurally derived from the natural peroxides artemisinin, q.v. and yingzhaosu. Prepn: W. Hofheinz et al., EP 311955; eidem, US 4977184 (1989, 1990 both to Hoffmann-La Roche). Series of articles on prepn, biological activities, pharmacokinetics and clinical evaluations: Trop. Med. Parasitol. 45, 261-291 (1994).

Chemical structure

Properties

Crystalline stable material, mp 124°. Highly lipophilic, not sol in water. Stable in soln except in the presence of strong bases or strong reducing agents.

Therapeutic Category

Antimalarial.

Keywords

Antimalarial