7050. Parvaquone

Nomenclature

CAS number: 4042-30-2
2-Cyclohexyl-3-hydroxy-1,4-naphthalenedione; 2-cyclohexyl-3-hydroxy-1,4-naphthoquinone; 2-hydroxy-3-cyclohexyl-1,4-naphthoquinone; BW-993C; Clexon (Wellcome).
C16H16O3; mol wt 256.30.
C 74.98%, H 6.29%, O 18.73%.

Description and references

Prepn: L. F. Fieser, J. Am. Chem. Soc. 70, 3165 (1948); L. F. Fieser, M. T. Leffler, US 2553648 (1951 to Research Corp.). Antimalarial activity: L. F. Fieser, A. P. Richardson, J. Am. Chem. Soc. 70, 3156 (1948). Electron transport inhibition: A. L. Tappel, Biochem. Pharmacol. 3, 289 (1960); by uncoupling: J. L. Howland, Biochim. Biophys. Acta 131, 247 (1967). In vitro and in vivo antiprotozoal activity: A. T. Hudson et al., Parasitology 90, 45 (1985). Bioassay in serum: N. McHardy, J. Mercer, Kenya Vet. 8(2), 9 (1984). Treatment of East Coast fever in cattle: T. T. Dolan et al., Vet. Parasitol. 15, 103 (1984); of Theileria annulata in calves: N. McHardy, D. W. Morgan, Res. Vet. Sci. 39, 1 (1985). Field comparison of antitheilarial activity with buparvaquone, q.v.: N. McHardy et al., ibid. 39.

Chemical structure

Properties

Bright yellow needles, mp 135-136°.

Therapeutic Category (Veterinary)

Antiprotozoal (Theileria).