2' -fluoro substituted carba-nucleoside analogs for antiviral treatment

一种C2-C8、正黏病毒的技术，应用在具有抗病毒活性的化合物领域，能够解决未公开正黏病毒科感染有效性等问题

Inactive Publication Date: 2013-06-12
GILEAD SCI INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the effectiveness of these compounds for the treatment of Orthomyxoviridae infections has not been disclosed

Method used

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  • 2' -fluoro substituted carba-nucleoside analogs for antiviral treatment
  • 2' -fluoro substituted carba-nucleoside analogs for antiviral treatment
  • 2' -fluoro substituted carba-nucleoside analogs for antiviral treatment

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Experimental program
Comparison scheme
Effect test

Embodiment

[0393] In describing experimental details, certain abbreviations and acronyms are used. Although most of them will be understood by those skilled in the art, Table 1 contains a listing of many such abbreviations and acronyms.

[0394] Table 1. List of abbreviations and acronyms

[0395]

[0396]

[0397]

[0398] Compound preparation

[0399] 2-Deoxy-2-fluoro-4,5-O,O-dibenzyl-D-arabinose

[0400]

[0401] 1'-Methoxy-2-deoxy-2-fluoro-4,5-O,O-dibenzyl-D-arabinose (J.Am Chem.Soc.127( 31), 2005, 10879) (1.0g, 2.88 mmol) with H 2 O (1.5 mL) was treated, and the resulting mixture was stirred for 5 h. The mixture was then diluted with EtOAc (100 mL) and washed with saturated NaHCO 3 (50mL) treatment. The organic layer was separated and washed with NaCl (50 mL), washed over anhydrous MgSO 4 Dry, filter, and concentrate under reduced pressure. The residue was subjected to silica gel chromatography (80 g SiO 2 Combiflash HP Gold Column), eluting with 0-100% EtOAc i...

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Abstract

Provided are methods for treating Orthomyxoviridae virus infections by administering ribosides, riboside phosphates and prodrugs thereof, of Formula I wherein R2 is halogen. The compounds, compositions, and methods provided particularly useful for the treatment of Human Influenza virus infections.

Description

field of invention [0001] The present invention relates generally to compounds having antiviral activity, and more particularly to nucleosides active against Orthomyxoviridae virus infection. Background of the invention [0002] Influenza viruses belonging to the Orthomyxoviridae family of genera A and B are responsible for annual seasonal influenza that causes acute infectious respiratory infections. Children, the elderly and people with chronic diseases are at high risk of developing serious complications leading to high morbidity and mortality (Memoli et al., Drug Discovery Today 2008, 13, 590-595). Of the three influenza genera, type A viruses are the most virulent human pathogens causing the most severe disease, can be transmitted to other species, and cause human influenza pandemics. In 2009, a recent human influenza outbreak of an aggressive porcine A / H1N1 strain has highlighted the need for new antiviral therapeutics. Although annual vaccination programs are now us...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/706C07H7/06C07H21/04A61P31/16
CPCA61K31/137A61K31/192A61K31/235A61K31/351A61K31/4965A61K31/7056A61K31/706A61K38/21A61K45/06A61P31/12A61P31/16C07D487/04C07H7/06C07H17/02A61K2300/00C07H21/02C07F9/65586
Inventor M·O’N·H·克拉克C·U·金W·卢
Owner GILEAD SCI INC
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