The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Nov. 10, 2015

Filed:

Nov. 26, 2013
Applicants:

John Hilfinger, Ann Arbor, MI (US);

Gordon Amidon, Ann Arbor, MI (US);

Inventors:

John Hilfinger, Ann Arbor, MI (US);

Gordon Amidon, Ann Arbor, MI (US);

Assignee:

SineVir Therapeutics LLC, Ann Arbor, MI (US);

Attorneys:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
C07C 279/16 (2006.01); C07F 7/12 (2006.01); A61K 31/155 (2006.01); A61K 31/167 (2006.01); A61K 31/351 (2006.01); C07D 231/14 (2006.01); C07D 307/89 (2006.01); C07D 309/28 (2006.01);
U.S. Cl.
CPC ...
C07F 7/12 (2013.01); A61K 31/155 (2013.01); A61K 31/167 (2013.01); A61K 31/351 (2013.01); C07C 279/16 (2013.01); C07D 231/14 (2013.01); C07D 307/89 (2013.01); C07D 309/28 (2013.01);
Abstract

A new class of neuramidase inhibitor prodrugs is provided characterized by a prodrug moiety of a carboxyl group modified to form a carbonyl ethoxy amino acid, a carbonyl ethoxy dipeptide or a carbonyl ethoxy tripeptide, a guanidine group modified to form a carbonyl ethoxy amino acid, a carbonyl ethoxy dipeptide, a carbonyl ethoxy tripeptide; a primary alcohol modified to form an esterified single amino acid, dipeptide or tripeptide of zanavimir of the unaltered therapeutic agent. Exemplary therapeutic agents so modified to form prodrugs include zanavimir, oseltamivir and peramivir. The prodrug has increased oral bioavailability relative to the unaltered neuraminidase inhibitor and is effective in the inhibition of viral infections involving neuraminidase in the viral reproductive cycle.


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