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956483-02-6

956483-02-6 structure
956483-02-6 structure
  • Name: Valnivudine
  • Chemical Name: [(2R,3S,5R)-3-hydroxy-5-[2-oxo-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-3-yl]oxolan-2-yl]methyl (2S)-2-amino-3-methylbutanoate
  • CAS Number: 956483-02-6
  • Molecular Formula: C27H35N3O6
  • Molecular Weight: 497.583
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2016-08-14 06:57:04
  • Modify Date: 2024-01-16 09:18:03
  • Valnivudine (FV-100 free base), a prodrug of CF-1743, is an orally active anti-herpes zoster (HZ) nucleoside analogue. CF-1743, a bicyclic nucleoside analog (BCNA), has highly specific antiviral activity against varicella-zoster virus (VZV). Valnivudine is rapidly and extensively converted to CF-1743 in vivo[1][2].

Name [(2R,3S,5R)-3-hydroxy-5-[2-oxo-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-3-yl]oxolan-2-yl]methyl (2S)-2-amino-3-methylbutanoate
Synonyms FV-100 free base
{(2R,3S,5R)-3-Hydroxy-5-[2-oxo-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-3(2H)-yl]tetrahydro-2-furanyl}methyl (2S)-2-amino-3-methylbutanoate
UNII-0NJ5F6D4U7
Description Valnivudine (FV-100 free base), a prodrug of CF-1743, is an orally active anti-herpes zoster (HZ) nucleoside analogue. CF-1743, a bicyclic nucleoside analog (BCNA), has highly specific antiviral activity against varicella-zoster virus (VZV). Valnivudine is rapidly and extensively converted to CF-1743 in vivo[1][2].
Related Catalog
In Vitro In vitro cytotoxicity studies in normal human primary hepatocytes, keratinocytes, and rapidly dividing HepG2 cells, Valnivudine (FV-100 free base) demonstrates mean 50% cytotoxic concentration values of >10 μM[2]. CF-1743 (compound 4f) has anti-varicella-zoster virus (VZV) activity in VZV OKA (EC50=0.3 nM), VZV YS (EC50=0.1 nM) in HEL cell[3].
References

[1]. Nathan B Price, et al. Progress in the development of new therapies for herpesvirus infections. Curr Opin Virol. 2011 Dec;1(6):548-54.

[2]. Helen S Pentikis, et al. Pharmacokinetics and safety of FV-100, a novel oral anti-herpes zoster nucleoside analogue, administered in single and multiple doses to healthy young adult and elderly adult volunteers. Antimicrob Agents Chemother. 2011 Jun;55(6):2847-54.

[3]. C McGuigan, et al. Highly potent and selective inhibition of varicella-zoster virus by bicyclic furopyrimidine nucleosides bearing an aryl side chain. J Med Chem. 2000 Dec 28;43(26):4993-7.

Density 1.3±0.1 g/cm3
Boiling Point 667.3±65.0 °C at 760 mmHg
Molecular Formula C27H35N3O6
Molecular Weight 497.583
Flash Point 357.4±34.3 °C
Exact Mass 497.252594
PSA 129.81000
LogP 3.39
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.624