9-(phosponylmethoxyalkyl) adenines, the method of preparation and utilization thereof

• US 4,808,716 A
• Filed: 04/25/1986
• Issued: 02/28/1989
• Est. Priority Date: 04/25/1985
• Status: Expired due to Term

• Current Assignee: Gilead Sciences Inc.
• Original Assignee: Ceskoslovenska Akademic Ved
• Inventors: Holy, Antonin, Rosenberg, Ivan
• Primary Examiner(s): Daus, Donald G.
• Assistant Examiner(s): RIVERS, DIANA
• Application Number:
  US06/856,299
• Time in Patent Office: 1,040 Days
• Field of Search: 544/244, 514/81
• US Class Current: 544/244
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: C07F 9/65616 containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs

Abstract

The invention relates to 9-(phosphonylmethoxyalkyl)adenines of the general formula I ##STR1## wherein R¹ is a hydrogen atom, and alkyl group containing one to three carbon atoms, or a hydroxymethyl group, R² is a methylene, ethylene, propylene, ethylidene, methoxyethylene, benzyloxyethylene, tetrahydropyran-2-yloxyethylene, (1-ethoxyethoxy)ethylene or 1,2-O-isopropylidene-1,2-dihydroxypropylene group the method of their preparation and utilization.

Compounds of the general formula I exhibit biological effects (e.g. antiviral) or can be converted into compounds with such effects.

Claims

1. A 9-(phosphonylmethoxyalkyl)adenine having the formula I ##STR10## wherein R¹ is hydrogen and R² is selected from the group consisting of methylene, ethylene, propylene, ethylidene, and 1,2-O-isopropylidene-1,2-di-hydroxypropylene;

and the salts thereof with alkali metals or ammonia.

2. A 9-(phosphonylmethoxyalkyl)adenine of the formula ##STR11## wherein R¹ is selected from the group consisting of methyl and hydroxymethyl and R² is selected from the group consisting of methylene, ethylene, propylene, ethylidene, methoxyethylene, benzyloxyethylene, tetrahydropyranyl-2-oxyethylene, (1-ethoxyethoxy)ethylene and 1,2-O-isopropylidene-1,2-dihydroxypropylene;

and the salts thereof with alkali metals or ammonia.