Atovaquone

• Catalog No.: Bio-0115
• CAS Number: 95233-18-4
• M. F.: C22H19ClO3
• M. W.: 366.83746

SYNONYMS

• IUPAC name: 2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2-hydroxy-3-[(1r,4r)-4-(4-chlorophenyl)cyclohexyl]-1,4-dihydronaphthalene-1,4-dione
• Synonyms: Malarone; Mepron

DATABASE IDS

• CAS Number: 95233-18-4

PROPERTIES

• Application(s): Antiprotozoal
• Application(s): Antiparasitic agent
• Application(s): Active (in animals and in vitro) against Pneumocystis carinii, Plasmodia, and tachyzoite and cyst forms of Toxoplasma gondii
• Application(s): Orally active antiprotozoal used for treatment of AIDS-associated pneumonia
• Mechanism of Action: The mechanism of action against Pneumocystis carinii has not been fully elucidated
• Mechanism of Action: In Plasmodium species, the site of action appears to be the cytochrome bc1 complex (Complex III).
• Mechanism of Action: Several metabolic enzymes are linked to the mitochondrial electron transport chain via ubiquinone.
• Mechanism of Action: Inhibition of electron transport by atovaquone will result in indirect inhibition of these enzymes.
• Mechanism of Action: The ultimate metabolic effects of such blockade may include inhibition of nucleic acid and ATP synthesis.

REFERENCES

• Eur. Pat., 1984, Wellcome, 123 238; CA, 102, 113082w, (synth, pharmacol)
• Hughes, W.T. et al., Antimicrob. Agents Chemother., 1990, 34, 225, (pharmacol)
• Aranjo, F.G. et al., Antimicrob. Agents Chemother., 1991, 35, 293, (pharmacol)
• Falloon, J. et al., N. Engl. J. Med., 1991, 325, 1534, (use)
• Haile, L.G. et al., Ann. Pharmacother., 1993, 27, 1488, (rev)
• Drugs of Today (Barcelona), 1993, 29, 243, (rev)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 510
• Hudson, A.T., Parasitol. Today, 1993, 9, 66, (rev)
• DeAngelis, D.V. et al., J. Chromatogr., 1994, 652, 211, (hplc)