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US 2004/0023972 A1Published application
Use of substituted imidazo[1,2-a]-pyridin-, -pyrimidin-and-pyrazin-3-yl-amine derivatives in the preparation of medicaments for inhibiting NOS
AssigneeGruenenthal GmbH
InventorsBernd Sundermann, Corinna Maul, Hagen-Heinrich Hennies, Johannes Schneider
Life of this patent
Estimating the term…
Abstract
A pharmaceutical composition for the treatment of pain, migraine, multiple sclerosis, Parkinson's disease, Alzheimer's disease, Huntington's disease, cerebral ischaemia, diabetes, meningitis, or arteriosclerosis, or a method for healing wounds, the method comprising administering to a patient in need thereof an effective amount of a pharmaceutical composition comprising a compound of formula I 1 Also disclosed are methods of preparing the compounds of formula I, and treatment methods using the pharmaceutical compositions.
Claims18
A pharmaceutical composition for treating inflammatory pain or migraine, comprising an effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient,
- 10
- wherein in formula I,
- X represents CR4 or N,
- Y represents CR5 or N and
- X and Y do not simultaneously represent N,
- W represents N or NR8,
- R1 represents C1-12-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted,
- R2 represents hydrogen or C(═O)R9,
- R3 represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-C3-8-cycloalkyl, C1-8-alkyl-heterocyclyl, C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the cycloalkyl is saturated or unsaturated and unsubstituted or mono- or poly-substituted, the heterocyclyl is saturated or unsaturated and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted,
- R4, R5, R6 and R7 each independently of the others represents hydrogen, or C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- F, Cl, Br, I, CN, NO2, NH2, C(═O)R9, CO2H, CO2R10, OH or OR11, or
- R4 and R5 or R5 and R6 or R6 and R7 represent a four-membered saturated or unsaturated hydrocarbon bridge having zero, 1, 2 or 3 hetero atoms selected from the group consisting of N, O and S, and the others of R4, R5, R6 and R7 represent hydrogen,
- R8 represents C(═O)R9,
- R9 represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted, and
- R10 and R11 each independently of the other represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, and the aryl is unsubstituted or mono- or poly-substituted.
31 more elements
A pharmaceutical composition for treating one or more diseases selected from the group consisting of multiple sclerosis, Parkinson's disease, Alzheimer's disease, Huntington's disease, cerebral ischaemia, diabetes, meningitis, and arteriosclerosis, or for healing wounds, the pharmaceutical composition comprising an effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient,
- 11
- wherein in formula I,
- X represents CR4 or N,
- Y represents CR5 or N and
- X and Y do not simultaneously represent N,
- W represents N or NR8,
- R1 represents C1-12-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted,
- R2 represents hydrogen or C(═O)R9,
- R3 represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-C3-8-cycloalkyl, C1-8-alkyl-heterocyclyl, C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the cycloalkyl is saturated or unsaturated, unsubstituted or mono- or poly-substituted, the heterocyclyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted,
- R4, R5, R6 and R7 each independently of the others represents hydrogen or C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- F, Cl, Br, I, CN, NO2, NH2, C(═O)R9, CO2H, CO2R10 or OH, or
- R4 and R5 or R5 and R6 or R6 and R7 represent a four-membered saturated or unsaturated hydrocarbon bridge having zero, 1, 2 or 3 hetero atoms selected from the group consisting of N, O and S, and the others of R4, R5, R6 and R7 represent hydrogen,
- R8 represents C(═O)R9,
- R9 represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- heterocyclyl, which is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- heteroaryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl or C1-8-alkyl-heteroaryl, wherein the alkyl is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted, the aryl is unsubstituted or mono- or poly-substituted, and the heteroaryl is unsubstituted or mono- or poly-substituted, and
- R10 represents C1-8-alkyl, which is straight-chained or branched, saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- C3-8-cycloalkyl or CH2—C3-8-cycloalkyl, wherein the cycloalkyl is saturated or unsaturated, and unsubstituted or mono- or poly-substituted;
- aryl, which is unsubstituted or mono- or poly-substituted;
- C1-8-alkyl-aryl, wherein alkyl is straight-chained or branched and is saturated or unsaturated and is unsubstituted or mono- or poly-substituted and aryl is unsubstituted or mono- or poly-substituted.
31 more elements
Dependencies are inferred from the claim text.