7533. Pleconaril

Nomenclature

CAS number: 153168-05-9
3-[3,5-Dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole; 5-[3-[2,6-dimethyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenoxy]propyl]-3-methylisoxazole; VP-63843; Win-63843.
C18H18F3N3O3; mol wt 381.35.
C 56.69%, H 4.76%, F 14.95%, N 11.02%, O 12.59%.

Description and references

Picornavirus replication inhibitor. Prepn: G. D. Diana, T. J. Nitz, EP 566199; eidem, US 5464848 (1993, 1995 both to Sterling Winthrop). Stability and HPLC determn of degradation products: A. B. C. Yu et al., Drug Dev. Ind. Pharm. 21, 1827 (1995). Activity spectrum vs enteroviruses: D. C. Pevear et al., Antimicrob. Agents Chemother. 43, 2109 (1999). Clinical pharmacokinetics in children: G. L. Kearns et al., ibid. 634; in adults: S. M. Abdel-Rahman, G. L. Kearns, J. Clin. Pharmacol. 39, 613 (1999). Clinical trial in induced respiratory infection: G. M. Schiff, J. R. Sherwood, J. Infect. Dis. 181, 20 (2000).

Chemical structure

Properties

White solid, mp 61-62°. Soly at 25° (ng/ml): water < 20. Sol in safflower seed oil, corn oil or corn oil-ethanol solutions.

Therapeutic Category

Antiviral.

Keywords

Antiviral