9907. Valganciclovir

Nomenclature

CAS number: 175865-60-8
l-Valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester; 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropanyl-l-valinate.
C14H22N6O5; mol wt 354.36.
C 47.45%, H 6.26%, N 23.72%, O 22.58%.

Description and references

Valine ester prodrug of ganciclovir, q.v. Prepn: J. J. Nestor et al., EP 694547; eidem, US 6083953 (1996, 2000 both to Hoffmann-La Roche). HPLC determn in plasma: R. Chan et al., J. Pharm. Biomed. Anal. 21, 647 (1999). Clinical pharmacokinetics in HIV- and CMV-positive patients: F. Brown et al., Clin. Pharmacokinet. 37, 167 (1999); in liver transplant patients: M. D. Pescovitz et al., Antimicrob. Agents Chemother. 44, 2811 (2000). Clinical trial in cytomegalovirus retinitis: D. F. Martin et al., N. Engl. J. Med. 346, 1119 (2002).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 175865-59-5
Ro-107-9070/194; RS-79070-194; Cymeval (Roche); Valcyte (Roche).
C14H22N6O5.HCl; mol wt 390.82.
C 43.02%, H 5.93%, N 21.50%, O 20.47%, Cl 9.07%.

Properties

Crystals from water + isopropanol, undergoes phase change at 142°; dec 175°.

Therapeutic Category

Antiviral.

Keywords

Antiviral; Nucleosides/Nucleotides