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18Peroxides
Despite being strong oxidants and thermally unstable, organic peroxides areoccasionally used as drugs. These include the artemisinin-derived antimalarials(Table 16.1) and the anthelmintic ascaridole (Scheme 18.1). One of the metabolictransformations of these compounds includes reductive O–O bond cleavage.
OO
Ascaridole
O
OOO
H
H
OH
Artenimolt1/2 1.6 h, F 19% (rat)
O
OOO
H
H
O
ArtemotilF 35% (rat)
Scheme 18.1 Peroxide-containing drugs.
Lead Optimization for Medicinal Chemists: Pharmacokinetic Properties of Functional Groups and OrganicCompounds, First Edition. Florencio Zaragoza Dorwald. 2012 Wiley-VCH Verlag GmbH & Co. KGaA. Published 2012 by Wiley-VCH Verlag GmbH & Co. KGaA.