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US 6,660,738 B2Granted
Pyrrolidine derivatives
AssigneeHoffmann-La Roche Inc.
InventorsJohannes Aebi, Daniel Bur, Alexander Chucholowski, Henrietta Dehmlow
Life of this patent
Estimating the term…
Abstract
The present invention relates to pyrrolidine derivatives useful as inhibitors of metalloproteases, e.g. zinc proteases, and which are effective in treating disease states associated with vasoconstriction.
Claims28
A compound selected from the group consisting of compounds of formula I
- wherein
- R1 is hydrogen, alkylcarbonyl or arylcarbonyl;
- R2 is alkyl, alkinyl, hydroxyalkyl, carboxyalkyl, alkoxycarbonyl, alkylcarbonylalkyl, alkylcycloalkyl, alkylcycloalkylalkyl, alkylsulfonyl, aryl, arylalkyl, arylalkoxyalkyl, aryl(alkoxycarbonyl)alkyl, arylaminocarbonyl, diarylalkyl, aryl(carboxyalkyl)aminocarbonyl, arylcarbonyl, arylsulfonyl, cycloalkyl, cycloalkylcarbonyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, heterocyclylalkyl or the group YR2 is heterocyclyl;
- R3 and R4 are independently selected from the group consisting of hydrogen, alkyl, alkylcycloalkyl, alkylcycloalkylalkyl, alkylthio, cycloalkyl, cycloalkylalkyl, carbamoyl, carboxy, carboxyalkyl, cyano, amino, mono- and dialkylamino, alkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkenyl, alkinyl, aryl, arylalkyl, arylalkyl(alkoxycarbonyl)alkyl, arylcarbonylalkyl, arylalkenyl, aryl(alkoxycarbonyl)alkyl, arylamino, arylalkylamino, aryloxy, halogen, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, trimethylsilanylethynyl or trifluormethyl;
- R5 is hydrogen, alkyl, aryl, arylalkyloxycarbonyl, or alkylcarbonyl;
- X1, X2, X3 and X4 are CH or N with the proviso that only up to two of X1, X2, X3 and X4 are N;
- and
- Y is —O— or —NR5—;
- pharmaceutically acceptable esters and pharmaceutically acceptable salts thereof.
6 more elements
A dimeric form of a compound of formula I
- wherein
- R1 is hydrogen, alkylcarbonyl or arylcarbonyl;
- R2 is alkyl, alkinyl, hydroxyalkyl, carboxyalkyl, alkoxycarbonyl, alkylcarbonylalkyl, alkylcycloalkyl, alkylcycloalkylalkyl, alkylsulfonyl, aryl, arylalkyl, arylalkoxyalkyl, aryl(alkoxycarbonyl)alkyl, arylaminocarbonyl, diarylalkyl, aryl(carboxyalkyl)aminocarbonyl, arylcarbonyl, arylsulfonyl, cycloalkyl, cycloalkylcarbonyl, cycloalkylalkyl, heteroaryl, heteroarylalkyl, heterocyclylalkyl or the group YR2 is heterocyclyl;
- R3 and R4 are independently selected from the group consisting of hydrogen, alkyl, alkylcycloalkyl, alkylcycloalkylalkyl, alkylthio, cycloalkyl, cycloalkylalkyl, carbamoyl, carboxy, carboxyalkyl, cyano, amino, mono- and dialkylamino, alkoxy, alkoxyalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, alkenyl, alkinyl, aryl, arylalkyl, arylalkyl(alkoxycarbonyl)alkyl, arylcarbonylalkyl, arylalkenyl, aryl(alkoxycarbonyl)alkyl, arylamino, arylalkylamino, aryloxy, halogen, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, trimethylsilanylethynyl or trifluormethyl;
- R5 is hydrogen, alkyl, aryl, arylalkyloxycarbonyl, or alkylcarbonyl;
- X1, X2, X3 and X4 are CH or N with the proviso that only up to two of X1, X2, X3 and X4 are N;
- and
- Y is —O— or —NR5—.
5 more elements
Dependencies are inferred from the claim text.