Heteroaryl-ethanolamine derivatives as antiviral agents
OwnerMark E. Schnute, Michele M. Cudahy +11inventors
InventorsMark E. Schnute, Michele M. Cudahy, David John Anderson, Thomas M. Judge, Thomas J. Fleck, Paul Matthew Herrinton, Sajiv K. Nair, Allen Scott, William R. Perrault, Steve P. Tanis, James A. Nieman, Sarah A. Collier, Bruce F. Fleck
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Abstract
The present invention provides a compound of formula as described herein, which are useful as antiviral agents, in particular, as agents against viruses of the herpes family.
Claims49
A compound of formula I,
- 42
- its enantiomeric, diasteromeric or tautomeric isomer, or a pharmaceutically acceptable salt thereof wherein,
- R1 is
- (a) Cl,
- (b) Br,
- (c) F, or
- (d) CN;
- R2 is
- (a) C1-4alkyl optionally substituted by one or more OH or C1-4alkoxy, or
- (b) (CH2)mOCH2CH2OH;
- R3 is C1-2alkyl;
- R4 is a six- (6) membered heteroaryl bonded via a carbon atom having 1, 2, or 3 nitrogen atoms, wherein R4 is optionally fused to a benzene ring, and optionally substituted with one or more R6;
- R5 is
- (a) H, or
- (b) C1-2alkyl optionally substituted by OH;
- R6 is
- (a) halo,
- (b) OCF3,
- (c) cyano,
- (d) nitro,
- (e) CONR7R8,
- (f) NR7R8,
- (g) C1-7alkyl, which is optionally partially unsaturated and is optionally substituted by one or more R9,
- (h) O(CH2CH2O)nR10,
- (i) OR10 or
- (j) CO2R10;
- R7 and R8 are independently
- (a) H,
- (b) phenyl optionally substituted by halo, C1-7alkyl, or C1-7alkoxy,
- (c) C1-7alkyl which is optionally substituted by one or more OR10, phenyl, or halo substituents,
- (d) C3-8cycloalkyl,
- (e) (C═O)R11, or
- (f) R7 and R8 together with the nitrogen to which they are attached form a het, wherein het is a five- (5), or six- (6) membered heterocyclic ring having 1, 2, or 3 heteroatoms selected from the group consisting of oxygen, sulfur, or nitrogen, wherein het is optionally substituted with C1-4 alkyl;
- R9 is
- (a) oxo,
- (b) phenyl optionally substituted by halo, C1-7alkyl, or C1-7alkoxy,
- (c) OR10,
- (d) O(CH2CH2)OR10,
- (e) SR10,
- (f) NR7R8,
- (g) halo,
- (h) CO2R10,
- (i) CONR10R10, or
- (j) C3-8cycloalkyl optionally substituted by OR10;
- R10 is
- (a) H,
- (b) C1-7alkyl,
- (c) C3-8cycloalkyl, or
- (d) phenyl optionally substituted by halo, C1-4alkyl, or C1-7alkoxy;
- R11 is
- (a) C1-4alkyl,
- (b) C3-8cycloalkyl, or
- (c) phenyl optionally substituted by halo, C1-7alkyl, or C1-7alkoxy;
- n is 1, 2, 3, 4 or 5;
- and
- m is 1 or 2.
A compound of formula I, or a pharmaceutically acceptable salt thereof, for use in the manufacture of medicines for the treatment or prevention of a herpesviral infection in a maximal.
N-(4-Chlorobenzyl)-2-(chloromethyl)-7-methyl-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide.
Dependencies are inferred from the claim text.