6-substituted purine carbocyclic nucleosides

• US 5,049,671 A
• Filed: 12/22/1989
• Issued: 09/17/1991
• Est. Priority Date: 06/27/1988
• Status: Expired due to Term

• Current Assignee: Smithkline Beecham Corporation (Smithkline Beecham PLC)
• Original Assignee: Burroughs Wellcome and Co.
• Inventors: Daluge, Susan M.
• Primary Examiner(s): Rivers, Diana
• Application Number:
  US07/455,538
• Time in Patent Office: 634 Days
• Field of Search: 544/276, 544/277, 544/244, 514/261, 514/262, 514/265, 514/266, 514/81
• US Class Current: 544/276
• CPC Class Codes: A61P 1/00 Drugs for disorders of the alimentary tract or the digestive system
• CPC Class Codes: A61P 1/16 for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: A61P 31/14 for RNA viruses
• CPC Class Codes: A61P 31/18 for HIV
• CPC Class Codes: A61P 31/20 for DNA viruses
• CPC Class Codes: A61P 37/04 Immunostimulants
• CPC Class Codes: C07C 215/42 having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
• CPC Class Codes: C07C 2601/10 the ring being unsaturated
• CPC Class Codes: C07D 239/42 One nitrogen atom nitro radicals C07D239/30
• CPC Class Codes: C07D 239/47 One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
• CPC Class Codes: C07D 239/48 Two nitrogen atoms
• CPC Class Codes: C07D 239/50 Three nitrogen atoms
• CPC Class Codes: C07D 473/00 Heterocyclic compounds containing purine ring systems
• 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 present invention relates to 6-substituted purine carbocyclic nucleosides and their use in medical therapy particularly in the treatment of HIV and HBV infections. Also provided are pharmaceutical formulations and processes for the preparation of compounds according to the invention.

Claims

1. A compound (±

)-cis-4-(2-amino-6-(allylthio)-9H-purin-9-yl)-2-cyclopentene-1-methanol.

2. A compound (±

)-cis-4-(2-amino-6-cyclopentyloxy-9H-purin-9-yl)-2-cyclopentene-1-methanol.

3. A compound (±

)-cis-4-(2-amino-6-(Allylamino)-9H-purin-9-yl)-2-cyclopentene-1-methanol.

4. A compound (±

)-cis-4-(2-amino-6-(cyclopentylthio)-9H-purin-9-yl)-2-cyclopentene-1-methanol.

5. A compound (±

)-cis-4-(2-amino-6-(cyclopbutylthio)-9H-purin-9-yl)-2-cyclopentene-1-methanol.