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US 2009/0005420 A1Published application
Inhibitors of Matrix Metallaproteinases
AssigneesNotre Dame University, Wayne State University
InventorsMijoon Lee, Masahiro Ikejiri, Mayland Chang, Rafael Fridman, Shahriar Mobashery
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Abstract
The present invention provides novel compounds of formulas I-IX, as described herein. Also provided are compositions of compounds of formulas I-IX, methods of making compounds of formulas I-IX, and methods of using compounds of formulas I-IX. The compounds of the invention can be used to inhibit matrix metalloproteinases, and are useful to treat conditions and diseases associated therewith.
Claims27
A compound of formula I:
- wherein
- R1 is (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, aryl(C1-C6)alkyl, heteroaryl(C1-C6)alkyl, aryl(C1-C6)alkoxy, heteroaryl(C1-C6)alkoxy, aryl, heteroaryl, hydroxy, SR5, NR5R5, or absent;
- R2 is CH2, carbonyl, SO2, or OH;
- L is CH2, NR5, or O;
- R3 and R4 are each independently hydroxy, (C1-C6)alkyl, (C1-C6)alkoxy, (C1-C6)alkanoyl, (C1-C6)alkanoyloxy, aryl, heteroaryl, carboxy, cyano, nitro, halo, trifluoromethyl, trifluoromethoxy, SR5, SO2N(R5)2, NR5R5, or CO2R5;
- each n is independently 0 to 4;
- each R5 is independently H, (C1-C6)alkyl, (C1-C6)alkanoyl, (C6-C10)aroyl, aryl, aryl(C1-C6)alkyl, heteroaryl, heteroaryl(C1-C6)alkyl, or a nitrogen protecting group;
- X is O, S, SO, SO2, CH2—O, CH2—S, CH2—NR5, NR5, carbonyl, or a direct bond;
- D is S, SO, SO2, C═N—OH, or carbonyl;
- E is a direct bond, or (C1-C6)alkyl;
- J is S, O, or NR5;
- G, T, and Q are each independently H, (C1-C6)alkyl, or cyano;
- any alkyl, amino, aryl, heteroaryl, or cycloalkyl is optionally substituted with 1 to about 5 (C1-C6)alkyl, (C1-C6)alkoxy, aryl, heteroaryl, aryl(C1-C6)alkyl, heteroaryl(C1-C6)alkyl, nitro, halo, amino, or hydroxy groups;
- or a pharmaceutically acceptable salt thereof;
- provided that when L is CH2 or O, and R2 is CH2, R1 is not (C1-C6)alkyl;
- when L is O and R2 is carbonyl, R1 is not (C1-C6)alkyl;
- and
- when L is NR5, R2 is not CH2.
15 more elements
-71. (canceled)
The compound
The compound
Dependencies are inferred from the claim text.