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US 2012/0238574 A1Published application
(1, 1, 1,3,3,3 -hexafluoro-2 hydroxypropan- 2 -yl) phenyl derivative, pharmaceutical compositions thereof and their use for the treatment of atherosclerosis
AssigneeN.V. Organon
InventorsAndrew John Cooke, Emma Louise Carswell, David Jonathan Bennett
Life of this patent
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Abstract
The present invention relates to (1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl derivatives having the general formula (I) to pharmaceutical compositions comprising the same and to the use of these (1,1,1,3,3,3-hexafluoro-2-hydroxy-propan-2-yl)phenyl derivatives in the treatment of atherosclerosis.
Claims11
A (1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl derivative having the general Formula I
- wherein
- n is 0 or 1;
- X is NR4, O or bond;
- Y is O, CHR5, C(OR6)R5, CO, S, SO, SO2, NR5, CONR5 or a bond, and the dotted bond represents a single bond;
- or
- Y is CR5, and the dotted bond represents a double bond;
- Y has a meta or para substitution pattern on the phenyl ring in relation to the phenyl-NH position;
- Z is CH2 or CO;
- the hexafluoroispopropanol substituent has an ortho, meta or para substitution pattern on the phenyl ring in relation to the phenyl-Z position;
- R1 is (C1-8)alkyl, (C3-8)cycloalkyl or (C3-8)cycloalkyl(C1-4alkyl, each of the alkyl groups being optionally substituted by 1 or 2 substituents selected from hydroxy, hydroxymethyl, (C1-3)alkyloxy, cyano, halogen, CF3, NR7R8, NR7R8CO and R9OCO;
- or
- R1 is 5- or 6-membered aromatic ring, optionally comprising 1-3 heteroatoms selected from O, S and N, the ring being optionally substituted by (C1-3)alkyl,
- (C3-6)cycloalkyl, (C1-3)alkyloxy, (C1-3)alkylsulfonyl, cyano, CF3, OCF3, halogen or R9OCO, and the ring being optionally linked to X via a (C1-3)alkylene group which is optionally substituted by hydroxy;
- or
- R1 is a 4-, 5- or 6-membered saturated or unsaturated heterocyclic ring, comprising 1 or 2 heteroatoms selected from NR10, O, S, SO and SO2, the ring being optionally substituted by (C1-3)alkyl, hydroxy, oxo, NR11R12 or R9OCO, and the ring being optionally linked to X via a (C1-3)alkylene group which is optionally substituted by hydroxy;
- or
- when X is NR4, R1 may together with R4 and the N to which they are bonded form a 4-8 membered ring, which can be optionally substituted with hydroxyl or hydroxymethyl;
- R2 is H or 1-3 halogens;
- or
- when Y is NR5, R2 and R5 may together with the 2 adjacent carbon atoms to which they are bonded form a fused 5-membered heteroaromatic ring, optionally comprising 1 or 2 additional N atoms;
- R3 is H or (C1-3)alkyl;
- R1, when present, is H or (C1-3)alkyl;
- R5, when present, is H or (C1-3)alkyl;
- R6, when present, is H or (C1-3)alkyl;
- R7 and R8, when present, are independently H or (C1-3)alkyl;
- R9, when present, is H or (C1-3)alkyl;
- R10, when present, is H or (C1-3)alkyl;
- R11 and R12, when present, are independently H or (C1-3)alkyl;
- or a pharmaceutically acceptable salt thereof.
26 more elements
9-11. (canceled)
Dependencies are inferred from the claim text.