2-hydroxymethylcyclopropylidenemethylpurines and -pyrimidines as antiviral agents

US6352991B1 · kind B1 · utility

Assignees

• Wayne State University · US
• THE REGENTS OF THE UNIVERSITY OF MICHIGAN · US

Inventors

• Jiri Zemlicka · Warren, US
• Yao-Ling Qiu · Andover, US
• John C. Drach · Ann Arbor, US
• Roger G. Ptak · New Market, US

Key dates

• Filing date: Mar 12, 1999
• Grant date: Mar 5, 2002
• Expiry date: Mar 12, 2019

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/65616
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R1 and R2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R1X and/or R2X can also be amino acid residues with X as NH.