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Substituted gemcitabine bicyclic amide analogs and treatment methods using same

A technology of aromatic rings and compounds, applied in the field of substituted gemcitabine arylamide analogues

Inactive Publication Date: 2016-07-20
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the clinical responses observed with sofosbuvir (alone and in combination therapy) are encouraging, further studies are needed to provide additional options for the clinical repertoire against a broad range of HCV infections

Method used

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  • Substituted gemcitabine bicyclic amide analogs and treatment methods using same
  • Substituted gemcitabine bicyclic amide analogs and treatment methods using same
  • Substituted gemcitabine bicyclic amide analogs and treatment methods using same

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preparation example Construction

[0379] The disclosed preparation methods may provide compounds which may contain one or more asymmetric centers and thus may give rise to enantiomers and diastereomers. Unless stated to the contrary, the compounds prepared by the disclosed methods include all such possible diastereoisomers and their racemic mixtures, their substantially pure resolved enantiomers, all possible geometric isomers Constructs and pharmaceutically acceptable salts thereof. Also included are mixtures of stereoisomers as well as isolated specific stereoisomers.

[0380] In one aspect, the disclosed preparation methods can provide racemic mixtures resolved into pure or substantially pure enantiomers using chiral phase chromatography or other suitable methods known to those skilled in the art and non-racemic mixture. As is known to those skilled in the art, a variety of specific columns and / or mobile phases can affect the desired resolution of enantiomers, and the specific choice can be determined by ...

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Abstract

In one aspect, the invention relates to substituted gemcitabine aryl amide analogs, derivatives thereof, and related compounds; synthesis methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating viral disorders and disorders of uncontrolled cellular proliferation using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to US Provisional Application No. 61 / 786,501, filed March 15, 2013, which is hereby incorporated by reference in its entirety. Background technique [0003] An estimated 170 million people worldwide are infected with hepatitis C virus (HCV). More than 70% of these individuals remain chronically infected throughout their lives, and 15% to 20% of these individuals eventually develop cirrhosis and hepatocellular carcinoma. The current therapy for HCV infection is the combination of ribavirin and interferon alpha (IFN-α) and a limited number of protease inhibitors such as telaprevir or boceprevir. Unfortunately, despite serious side effects, the sustained response rate to this therapy does not exceed approximately 80%, and is genotype dependent. [0004] A new nucleotide analog drug Sofosbuvir ((2S)-2-[[[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidine- 1-yl)-4-fluoro-3-hydroxy-4-methyl-tetrahydrofura...

Claims

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Application Information

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IPC IPC(8): A61K31/7052A61P35/00C07H19/00
CPCA61K31/7052A61K31/7068A61P35/00C07H19/06Y02A50/30
Inventor Z·索V·P·维亚维阿尔D·J·塔格特
Owner Z 索
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