Title: Taribavirin
CAS Registry Number: 119567-79-2
CAS Name: 1-b-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboximidamide
Additional Names: 1-b-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine; ribamidine
Molecular Formula: C8H13N5O4
Molecular Weight: 243.22
Percent Composition: C 39.51%, H 5.39%, N 28.79%, O 26.31%
Literature References: Liver-targeting antiviral nucleoside analog; 3-carboxamidine prodrug of ribavirin, q.v. Prepn of hydrochloride: J. T. Witkowski et al., DE 2220246; eidem, US 3798209 (1972, 1974 both to ICN); idem et al., J. Med. Chem. 16, 935 (1973). Improved synthesis: G. D. Kini et al., ibid. 32, 1447 (1989); B. Gabrielsen et al., ibid. 35, 3231 (1992). In vitro and in vivo efficacy vs Phlebovirus: R. W. Sidwell et al., Antiviral Res. 10, 193 (1988); vs influenza: idem et al., ibid. 68, 10 (2005). LC/MS/MS determn in plasma: Y. Liu et al., J. Chromatogr. B 832, 17 (2006). Liver-targeting properties and safety profile in animals: C. Lin et al., Antivir. Chem. Chemother. 14, 145 (2003). Mechanism of action study: J. Z. Wu et al., Antimicrob. Agents Chemother. 48, 4006 (2004). Clinical pharmacokinetics in hepatitis C patients: S. Aora et al., J. Clin. Pharmacol. 45, 275 (2005).
Derivative Type: Hydrochloride
CAS Registry Number: 40372-00-7
Trademarks: Viramidine (Valeant)
Molecular Formula: C8H13N5O4.HCl
Molecular Weight: 279.68
Percent Composition: C 34.36%, H 5.05%, N 25.04%, O 22.88%, Cl 12.68%
Properties: Crystals from acetonitrile + ethanol, mp 177-179° (dec).
Melting point: mp 177-179° (dec)
Therap-Cat: Antiviral.
Keywords: Antiviral; Purines/Pyrimidinones. |