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US 6,673,784 B1Granted
Electrophilic ketones for the treatment of herpesvirus infections
AssigneeG. D. Searle & Co.
InventorsDaniel L. Flynn, Jeffery Zablocki, Kenneth Williams, Susan L. Hockerman
Life of this patent
Estimating the term…
Abstract
A class of compounds is described which can be used for the treatment of viral infections. Compounds of particular interest are defined by Formula II wherein each of R1, R2, and R3 is independently selected from hydrido, halo, and nitro; wherein R8 is selected from haloalkyl, optionally substituted aryl, optionally substituted aralkyl, optionally substituted heteroaryl, optionally substituted arylalkoxy and optionally substituted aryloxyalkyl; where Y is selected from fluoroalkyl, and wherein R9 alkylamino; or a pharmaceutically-acceptable salt or tautomer thereof.
Claims25
A compound of Formula I
- wherein each of R1, R2, R3, and R4 is independently selected from hydrido, alkyl, aralkyl, halo, alkoxy, cyano, nitro, amino, alkylamino, N-acylamino, alkylsulfonyloxy, aminosulfonyl, N-(haloalkylcarbonyl)amino, peptidyl, amino acid residue,
- wherein R5 is selected from a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing one N, a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing at least one O, and a six-membered heterocycyl containing one N, wherein R5 is optionally substituted at a substitutable position with one or more substituents selected from alkyl, alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino, alkoxycarbonyl, amino acid residue and peptidyl;
- wherein R6 is selected from alkyl, aryl, aralkyl, heterocyclyl and heterocyclylalkyl, wherein R6 is optionally substituted at a substitutable position with a radical selected from alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino and alkoxycarbonyl;
- wherein Y is selected from fluoroalkyl and
- wherein Q is selected from alkoxy, arylocy, aralkyloxy, amino acid residue, peptidyl, and —NHR7;
- and
- wherein R7 is a radical selected from alkyl, aralkyl, and heterocyclylalkyl, wherein R7 is optionally substituted at a substitutable position with a radical selected from amino, nitrogen-containing heterocyclyl and alkylamino;
- or a pharmaceutically-acceptable salt or tautomer thereof.
5 more elements
A pharmaceutical composition comprising a therapeutically-effective amount of a compound and a pharmaceutically-acceptable carrier or diluent, said compound selected from a compound of Formula I
- wherein each of R1, R2, R3, and R4 is independently selected from hydrido, alkyl, aralkyl, halo, alkoxy, cyano, nitro, amino, alkylamino, N-acylamino, alkylsulfonyloxy, aminosulfonyl, N-(haloalkylcarbonyl)amino, peptidyl, amino acid residue,
- wherein R5 is selected from a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing one N, a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing at least one O, and a six-membered heterocycyl containing one N wherein R5 is optionally substituted at a substitutable position with one or more substituents selected from alkyl, alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino, alkoxycarbonyl, amino acid residue and peptidyl;
- wherein R6 is selected from alkyl, aryl, aralkyl, heterocyclyl and heterocyclylalkyl, wherein R6 is optionally substituted at a substitutable position with a radical selected from alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino and alkoxycarbonyl;
- wherein Y is selected from fluoroalkyl and
- wherein Q is selected from alkoxy, aryloxy, aralkyloxy, amino acid residue, peptidyl, and —NHR7;
- and
- wherein R7 is a radical selected from alkyl, aralkyl, and heterocyclylalkyl, wherein R7 is optionally substituted at a substitutable position with a radical selected from amino, nitrogen-containing heterocyclyl and alkylamino;
- or a pharmaceutically-acceptable salt or tautomer thereof.
5 more elements
A method of treating herpes viral infection in a subject, said method comprising treating said subject with an effective amount of a compound of Formula I
- wherein each of R1, R2, R3, and R4 is independently selected from hydrido, alkyl, aralkyl, halo, alkoxy, cyano, nitro, amino, alkylamino, N-acylamino, alkylsulfonyloxy, aminosulfonyl, N-(haloalkylcarbonyl)amino, peptidyl, amino acid residue,
- wherein R5 is selected from the group consisting of a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing one N, a monocyclic or bicyclic ring system containing a 5-membered heterocyclyl containing at least one O, and a six-membered heterocycyl containing one N, wherein R5 is optionally substituted at a substitutable position with one or more substituents selected from alkyl, alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino, alkoxycarbonyl, amino acid residue and peptidyl;
- wherein R6 is selected from alkyl, aryl, aralkyl, heterocyclyl and heterocyclylalkyl, wherein R6 is optionally substituted at a substitutable position with a radical selected from alkoxy, aryloxy, alkylthio, arylthio, halo, nitro, N-acylamino, amino, alkylamino and alkoxycarbonyl;
- wherein Y is selected from fluoroalkyl and
- wherein Q is selected from alkoxy, aryloxy, aralkyloxy, amino acid residue, peptidyl, and —NHR7;
- and
- wherein R7 is a radical selected from alkyl, aralkyl, and heterocyclylalkyl, wherein R7 is optionally substituted at a substitutable position with a radical selected from amino, nitrogen-containing heterocyclyl and alkylamino;
- or a pharmaceutically-acceptable salt or tautomer thereof.
5 more elements
Dependencies are inferred from the claim text.