DK2315591T3 - Hidtil ukendte pyrrol-inhibitorer af s-nitrosoglutathion-reduktase som terapeutiske midler - Google Patents

Hidtil ukendte pyrrol-inhibitorer af s-nitrosoglutathion-reduktase som terapeutiske midler Download PDF

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DK2315591T3
DK2315591T3 DK09807383.6T DK09807383T DK2315591T3 DK 2315591 T3 DK2315591 T3 DK 2315591T3 DK 09807383 T DK09807383 T DK 09807383T DK 2315591 T3 DK2315591 T3 DK 2315591T3
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pyrrol
compound
phenyl
methyl
carbamoyl
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DK09807383.6T
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Jan Wasley
Gary J Rosenthal
Xicheng Sun
Jian Qiu
Sarah Strong
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Nivalis Therapeutics Inc
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Claims (12)

1. Forbindelse
med formel I eller farmaceutisk acceptable salte deraf: hvor: Ar er udvalgt fra gruppen bestående af phenyl og thiophen-yl; Ri er udvalgt fra gruppen bestående af usubstitueret imidazolyl og substitueret imidazolyl, hvor den substituerede imidazolylgruppe er substitueret med CrCe alkyl; R2 er udvalgt fra gruppen bestående af hydrogen, methyl, chior, fluor, hydroxy, methoxy, ethoxy, propoxy, carbamoyl, dimethylamino, amino, formamido og trifluormethyl; og X er udvalgt fra gruppen bestående af CO og SO2.
2. Forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 1, hvor ArRiR2 er udvalgt fra gruppen
bestående af: hvor R3 er udvalgt blandt H, methyl og ethyl.
3. Forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 1 udvalgt fra gruppen bestående af 3-(5-(4-(1 H-imidazol-1 -yl)phenyl)-1 -(4-carbamoyl-2-methylphenyl)-1 H-pyrrol- 2- yl)propionsyre; 3- (5-(5-(1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(4-carbamoyl-2-methylphenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(4-(4-methyl-1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(4-(2-ethyl-1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(4-carbamoyl-2-methylphenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen- 2- yl)-1 H-pyrrol-2-yl)propionsyre; 3- (1 -(4-carbamoyl-2-methylphenyl)-5-(3-fluor-4-(1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(3-fluor-4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(4-(2-methyl-1 H-imidazol-1 -yl)thiophen- 2- yl)-1 H-pyrrol-2-yl)propionsyre; 3- (1 -(4-carbamoyl-2-methylphenyl)-5-(2-methoxy-4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(1 H-imidazol-1 -yl)-2-methoxyphenyl)-1 -(4-carbamoyl-2-methylphenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen-3-yl)-1 H-pyrrol-2-yl)propionsyre; 3-(1 -(4-carbamoyl-2-methylphenyl)-5-(5-(2-ethyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 H-pyrrol-2-yl)propionsyre; og 3-(5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(2-methyl-4-sulfamoylphenyl)-1 H-pyrrol-2-yl)propionsyre; og farmaceutisk acceptable salte deraf.
4. Farmaceutisk sammensætning omfattende en terapeutisk virksom mængde af en forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 1 sammen med en farmaceutisk acceptabel bærer eller excipiens.
5. Forbindelse med formel I eller et farmaceutisk acceptabelt salt deraf ifølge krav 1 til anvendelse i en fremgangsmåde til behandling.
6. Fremgangsmåde til fremstilling af en farmaceutisk sammensætning ifølge krav 4, hvilken fremgangsmåde omfatter trinnet at kombinere en forbindelse med formel I eller et farmaceutisk acceptabelt salt deraf ifølge krav 1 med en farmaceutisk acceptabel bærer eller excipiens.
7. Forbindelse med formel II eller farmaceutisk acceptable salte deraf:
hvor: Ar er udvalgt fra gruppen bestående af phenyl og thiophen-yl; R4 er udvalgt fra gruppen bestående af usubstitueret imidazolyl og substitueret imidazolyl, hvor den substituerede imidazolylgruppe er substitueret med CrCealkyl; Rs er udvalgt fra gruppen bestående af hydrogen, fluor, hydroxy og methoxy; Re er udvalgt fra gruppen bestående af hydrogen, chior, brom og fluor; Ry er udvalgt fra gruppen bestående af hydrogen og methyl; og Rs er udvalgt fra gruppen bestående af CONFI2, SO2NFI2 og NFISO2CFI3.
8. Forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 7, hvor ArR4Rs er udvalgt fra gruppen bestående af:
hvor Rg er udvalgt blandt Fl, methyl og ethyl.
9. Forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 7 udvalgt fra gruppen bestående af 3-(5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(4-sulfamoylphenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(2-methyl-4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(1 H-imidazol-1 -yl)phenyl)-1 -(2-methyl-4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 -(2-methyl-4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(2-methyl-4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(5-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(2-methyl-4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(4-(2-methyl-1 H-imidazol-1 -yl)thiophen-2-yl)-1 -(4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; 3-(5-(2-methoxy-4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 -(4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; og 3-(5-(4-(2-methyl-1 H-imidazol-1 -yl)phenyl)-1 -(4-(methylsulfonamido)phenyl)-1 H-pyrrol-2-yl)propionsyre; og farmaceutisk acceptable salte deraf.
10. Farmaceutisk sammensætning omfattende en terapeutisk virksom mængde af en forbindelse eller et farmaceutisk acceptabelt salt deraf ifølge krav 7 sammen med en farmaceutisk acceptabel bærer eller excipiens.
11. Forbindelse med formel II eller et farmaceutisk acceptabelt salt deraf ifølge krav 7 til anvendelse i en fremgangsmåde til behandling.
12. Fremgangsmåde til fremstilling af en farmaceutisk sammensætning ifølge krav 10, hvilken fremgangsmåde omfatter trinnet at kombinere en forbindelse med formel II eller et farmaceutisk acceptabelt salt deraf ifølge krav 7 med en farmaceutisk acceptabel bærer eller excipiens.
DK09807383.6T 2008-08-15 2009-08-14 Hidtil ukendte pyrrol-inhibitorer af s-nitrosoglutathion-reduktase som terapeutiske midler DK2315591T3 (da)

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