8362. Saperconazole

Nomenclature

CAS number: 110588-57-3
4-[4-[4-[4-[[2-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylpropyl)-3H-1,2,4-triazol-3-one; (±)-1-sec-butyl-4-[p-[4-[p-[[(2R*,4S*)-2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-Δ2-1,2,4-triazolin-5-one; R-66905.
C35H38F2N8O4; mol wt 672.72.
C 62.49%, H 5.69%, F 5.65%, N 16.66%, O 9.51%.

Description and references

Orally active, fluorinated triazole antifungal. Prepn: J. Heeres et al., EP 283992; eidem, US 4916134 (1988, 1990 both to Janssen). In vitro antifungal activity: F. C. Odds, J. Antimicrob. Chemother. 24, 533 (1989); D. W. Denning et al., Eur. J. Clin. Microbiol. Infect. Dis. 9, 693 (1990). In vivo efficacy vs Aspergillus species: J. Van Cutsem et al., Antimicrob. Agents Chemother. 33, 2063 (1989).

Chemical structure

Properties

Crystals from acetonitrile, mp 189.5°. Poorly sol in water.

Therapeutic Category

Antifungal.

Keywords

Antifungal (Synthetic); Triazoles