Desazapurine-nucleotide derivatives, processes for the preparation thereof, pharmaceutical compositions containing them and the use thereof for nucleic acid sequencing and as antiviral agents

• US 6,211,158 B1
• Filed: 06/26/1992
• Issued: 04/03/2001
• Est. Priority Date: 04/10/1987
• Status: Expired due to Term

• Current Assignee: Roche Diagnostics GmbH (Roche Holding AG)
• Original Assignee: Roche Diagnostics GmbH (Roche Holding AG)
• Inventors: Seela, Frank, Kaiser, Klaus, Bourgeois, Werner, Muth, Heinz-Peter, Von der Eltz, Herbert, Muhlegger, Klaus, Batz, Hans-Georg
• Primary Examiner(s): McElwain, Elizabeth F.
• Application Number:
  US07/908,513
• Time in Patent Office: 3,203 Days
• Field of Search: 536/23.1, 536/25.6, 536/26.1, 536/26.21, 536/26.26, 544/262, 544/264, 514/44, 514/45, 514/46
• US Class Current: 514/44.00R
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C07D 487/04 Ortho-condensed systems
• CPC Class Codes: C07H 19/14 Pyrrolo-pyrimidine radicals
• CPC Class Codes: C07H 19/16 Purine radicals
• CPC Class Codes: C07H 19/20 with the saccharide radical esterified by phosphoric or polyphosphoric acids

Abstract

The present invention provides desazapurine-nucleoside derivatives of the general formula:

wherein X is a nitrogen atom or a methine radical, W is a nitrogen atom or a C—R⁴ radical, R¹, R², R³ and R⁴, which can be the same or different, are hydrogen or halogen atoms, hydroxyl or mercapto groups, lower alkyl, lower alkylthio, lower alkoxy, aralkyl, aralkoxy or aryloxy radicals or amino groups optionally substituted once or twice, R⁵ is a hydrogen atom or a hydroxyl group, R⁶ and R⁷ are each hydrogen atoms or one of them is a halogen atom or a cyano or azido group or an amino group optionally substituted once or twice, whereby one of R⁶ and R⁷ can also be a hydroxyl group when X is a methine radical and, in addition, R⁵ and R⁷ can together also represent a further valency bond between C-2′ and C-3′ and Y is a hydrogen atom or a mono-, di- or tri-phosphate group.

Claims

1. The compound 2-amino-7-deaza-2′

,3′

-dideoxy-9-beta-D-ribofuranosyl-purine-6-one or a triphosphate thereof, in the form of a solution.

2. Reagent for determining a nucleic acid sequence comprising the compound 2-amino-7-deaza-2′

,3′

-dideoxy-9-beta-D-ribofuranosyl-purine-6-one or a triphosphate thereof and a nucleotide selected from the group adenosine, thymidine, cytosine and guanosine.