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US 6,673,788 B2Granted
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; wherein Y is selected from fluoroalkyl, and and wherein R9 is alkylamino; or a pharmaceutically-acceptable salt or tautomer thereof.
Claims26
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, amino sulfonyl, N-(haloalkylcarbonyl)amino, peptidyl, amino acid residue,
- wherein R5 is selected from alkoxy, aryloxy, aralkyloxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino, aralkylamino, alkyl, aryl, aralkyl, and heterocyclylalkyl, 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 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 alkoxy, aryloxy, aralkyloxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino, aralkylamino, alkyl, aryl, aralkyl, and heterocyclylalkyl, 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 alkoxy, aryloxy, aralkyloxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino, aralkylamino, alkyl, aryl, aralkyl, and heterocyclylalkyl, 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 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 alkoxy, aryloxy, aralkyloxy, alkylthio, arylthio, aralkylthio, alkylamino, arylamino, aralkylamino, alkyl, aryl, aralkyl, heterocyclyl, and heterocyclylalkyl, 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.