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1-β-D-Arabinofuranosyluracil (ara-U) is an inactive metabolite of cytarabine (Item No. 16069). Ara-U is formed when cytarabine undergoes deamination by cytidine deaminase.

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Antiviral agent.1-β-D-Arabinofuranosyluracil is used for the treatment of severe acute respiratory syndrome (SARS).

ChEBI: A natural product found in Lepisorus contortus.

A classic synthetic method for 1-beta-D-Arabinofuranosyluracil (arabinoside Ara-U) is a two-step process using uridine as a starting material: First, uridine is heated with diphenyl carbonate in dimethylformamide (DMF) with potassium carbonate or sodium bicarbonate as a catalyst, resulting in dehydration cyclization to generate the key intermediate 2,2'-anhydrouridine. Subsequently, under acidic conditions (e.g., using 2 N HCl), hydrolysis occurs, causing nucleophilic ring-opening of the dehydration bond and introducing a β-hydroxyl group at the C-2' position, ultimately yielding the target product Ara-U.

[1] DI LIANG . Simultaneous determination of 1-β-d-Arabinofuranosylcytosine and two metabolites, 1-β-d-Arabinofuranosyluracil and 1-β-d-Arabinofuranosylcytosine triphosphate in leukemic cell by HPLC-MS/MS and the application to cell pharmacokinetics[J]. Journal of Chromatography B, 2014, 962: Pages 14-19. DOI: 10.1016/j.jchromb.2014.05.003