Tyrosine-based prodrugs of antiviral agents

US8940313B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-8940313-B2
Application numberUS-201113092939-A
CountryUS
Kind codeB2
Filing dateApr 23, 2011
Priority dateApr 23, 2010
Publication dateJan 27, 2015
Grant dateJan 27, 2015

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Abstract

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A tyrosine-based (phosphonylmethoxyalkyl)purine or -pyrimidine conjugate is provided. In some embodiments, the conjugate includes tyrosine based amino acid or dipeptide moieties of (S)-9-(3-hydroxy-2-phosphonyl-methoxypropyl)adenine or its cytosine analog. A method of synthesizing such conjugates based on Boc-protected amino acid or dipeptides is also provided. In addition, a method of isomerizing an (S,S)-diastereoisomer to an (S,R)-diastereoisomer of an amino acid-based or dipeptide-based conjugate by a process including transesterification is provided. A method of inhibiting viral infection and a method of treating viral infection based on (phosphonylmethoxyalkyl)purine or -pyrimidine conjugates is also provided.

First claim

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What is claimed is: 1. A compound of the formula or a salt thereof, wherein: B is a purine or pyrimidine base; R is H, an amino acid residue or a derivative thereof, or a C 1 -C 4 alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl group; and R 1 is H or a C 1 -C 4 alkyl, substituted alkyl, cycloalkyl, or substituted cycloalkyl group.…

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What does patent US8940313B2 cover?
A tyrosine-based (phosphonylmethoxyalkyl)purine or -pyrimidine conjugate is provided. In some embodiments, the conjugate includes tyrosine based amino acid or dipeptide moieties of (S)-9-(3-hydroxy-2-phosphonyl-methoxypropyl)adenine or its cytosine analog. A method of synthesizing such conjugates based on Boc-protected amino acid or dipeptides is also provided. In addition, a method of isomeriz…
Who is the assignee on this patent?
Mckenna Charles E, Kashemirov Boris A, Krylov Ivan S, and 5 more
What technology area does this patent fall under?
Primary CPC classification C07F9/65616. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Jan 27 2015 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).