Nucleosides, nucleotides and nucleic acids p. 635 - 640 (2007)
Update date:2022-08-22
Topics:
Xiang, Alan X.
Webber, Stephen E.
Kerr, Bradley M.
Rueden, Erik J.
Lennox, Joseph R.
Haley, Gregory J.
Wang, Tingmin
Ng, John S.
Herbert, Mark R.
Clark, David L.
Banh, Virginia N.
Li, Wei
Fletcher, Simon P.
Steffy, Kevin R.
Bartkowski, Darian M.
Kirkovsky, Leonid I.
Bauman, Lisa A.
Averett, Devron R.
ANA975, a 5-amino-3-β-D-ribofuranosyl-3H-thiazolo[4,5-d]pyrimidin-2- one derivative, was synthesized in the search of an oral prodrug of isatoribine, a small molecule toll-like receptor 7 (TLR-7) agonist. Several strategies were studied to enable the kilogram-scale synthesis of ANA975. Three general total syntheses are described. In the phase I clinical study of ANA975 against hepatitis C virus (HCV), conversion to isatoribine in plasma was rapid and effective, delivering levels of isatoribine that have been shown to be clinically relevant. Copyright Taylor & Francis Group, LLC.
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