Inhibitors of papilloma virus
AssigneeBoehringer Ingelheim (Canada) Ltd.
InventorsChristiane Yoakim, William W. Ogilvie, Jeffrey O'Meara, Peter White, Nathalie Goudreau
Life of this patent
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Abstract
A compound of formula (I) or its enantiomers or diastereoisomers thereof: wherein: A,; X, W, R1, Y; R3; and R4 are as defined herein. The compounds of the invention may be used as inhibitors of the papilloma virus E1-E2-DNA complex. The invention further provides a method of treating or preventing human papilloma virus infection.
Claims29
A compound of formula (I), or an enantiomer or diastereoisomer thereof:
- wherein:
- A is a 5- or 6-membered carbocyclic ring;
- X is H and W is OH;
- or X and W together form a carbonyl group or an epoxide;
- R1 is H;
- or one or two substituents independenly selected from the group consisting of:
- hydroxy;
- halo;
- lower alkyl;
- lower alkoxy;
- lower thioalkyl;
- haloalkyl (e.g. trifluoromethyl) or —C(O)R2 wherein R2 is lower alkyl, aryloxy or benzyloxy;
- Y is phenyl optionally mono- or di-substituted with R5 or C(O)R6, wherein R5 is lower alkyl, lower cycloalkyl, lower alkoxy, halo, hydroxy, nitrile or trifluoromethyl, and R6 is lower alkyl, lower cycloalkyl, lower alkoxy, hydroxy or trifluoromethyl said phenyl ring being optionally fused with a saturated or unsaturated 4 to 6-membered carbocyclic ring;
- R3 is selected from the group consisting of:
- aryl, mono- or di-substituted with:
- Het, said Het optionally mono- or di-substituted with lower alkyl, lower cycloalkyl, lower alkoxy, halo, hydroxy, nitrile, trifluoromethyl, C(O)R6 wherein R8 is as defined above;
- wherein each Het is independently a five membered, unsaturated heterocycle containing from one to three heteroatoms selected from nitrogen, oxygen and sulfur;
- and
- R4 is a carboxylic acid, a salt or an ester thereof.
A compound selected from the group consisting of:
- compounds having the following formula:
- wherein R4A, R1, R5 and R3 are as defined as follows:
- Cpd #
- R4A
- R1
- —R5
- —R3
- 1052
- Na
- —
- 3,4-Cl
- 1076
- Na
- —
- 3,4-Br
- 1083
- Na
- —
- 3,4-F
A compound selected from the group consisting of:
- compounds having the following formula:
- wherein R4A, R1, R5, and R3 are as defined as follows:
- Cpd #
- R4A
- R1
- —R5
- —R3
- A1001
- Na
- —
- 3,4-Br
- stereochemistry
- undetermined
- A1002
- Na
- —
- 3,4-Br
- stereochemistry
- undetermined
- A1006
- Na
- mixtureb-Me &c-Me
- 3,4-Cl
- stereochemistry
- undetermined
- A1007
- Na
- b-Me
- 3,4-Cl
- stereochemistry
- undetermined
- A1008
- Na
- c-Me
- 3,4-Cl
- stereochemistry
- undetermined
- A1009
- Na
- mixtureb-Me &c-Me
- 3,4-Br
- stereochemistry
- undetermined
- A1010
- Na
- b-Me
- 3,4-Br
- stereochemistry
- undetermined
- A1011
- Na
- c-Me
- 3,4-Br
- stereochemistry
- undetermined
A compound having the following formula:
- wherein R1, Y, and R3 are as defined as follows:
- Cpd
- #
- R1
- —Y
- —R3
- 3013
- c-Me
Dependencies are inferred from the claim text.