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US 6,235,786 B1Granted
Reverse hydroxamate inhibitors of matrix metalloproteinases
AssigneeAbbott Laboratories
InventorsYujia Dai, Steven K. Davidsen, Michael R. Michaelides, Jamie R. Stacey, Douglas H. Steinman, Carol K. Wada
Life of this patent
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Abstract
Compounds having the formula are matrix metalloproteinase inhibitors. Also disclosed are matrix metalloproteinase-inhibiting compositions and methods of inhibiting matrix metalloproteinase in a mammal.
Claims13
A compound of formula (I),
- or a pharmaceutically acceptable salt or prodrug thereof, wherein
- n is zero;
- R1 is hydrogen;
- R2 is selected from the group consisting of
- hydrogen
- and
- -(alkylene)-NR6R7,
- wherein
- R6 and R7, taken together with the nitrogen atom to which they are attached,
- R3 and R4 are independently selected from the group consisting of
- hydrogen and
- alkyl of one to six carbon atoms;
- or
- R4 is hydrogen and R2 and R3, taken together with the carbon atoms to which they are attached, form a 6-membered saturated carbocyclic ring;
- Ar1 is phenyl, wherein the phenyl is unsubstituted;
- X is
- —CH2SO2—;
- Y is selected from the group consisting of
- a covalent bond and
- —O—;
- and
- Ar2 is
- phenyl,
- wherein the phenyl can be optionally substituted with one substituent selected from the group consisting of
- halo and
- perfluoroalkoxy.
23 more elements
A compound selected from the group consisting of
- 2,2-dimethyl-3-((4-phenoxyphenyl)sulfonyl)propyl(hydroxy)formamide;
- (1R)-3-((4-(4-chlorophenoxy)phenyl)sulfonyl)-1-((4,4-dimethyl-2,5-dioxo-1-imidazolidinyl)methyl)propyl(hydroxy)formamide;
- 2,2-dimethyl-3-((4-(4-(trifluoromethoxy)phenoxy)phenyl)sulfonyl)propyl(hydroxy)formamide;
- (1R)-3-((4-(4-fluorophenoxy)phenyl)sulfonyl)-1-((3,4,4-trimethyl-2,5-dioxo-1-imidazolidinyl)methyl)propyl(hydroxy)formamide;
- (1R)-1-((4,4-dimethyl-2,5-dioxo-1-imidazolidinyl)methyl)-3-((4′-(trifluoromethyl)(1,1′-biphenyl)-4-yl)sulfonyl)propyl(hydroxy)formamide;
- (1RS)-2-(((4-(4-fluorophenoxy)phenyl)sulfonyl)methyl)cyclohexyl(hydroxy)formamide;
- and
- hydroxy((5-(((4-(4-(trifluoromethoxy)phenoxy)phenyl)sulfonyl)methyl)-1,3-dioxan-5-yl)methyl)formamide.
5 more elements
Dependencies are inferred from the claim text.