US 2009/0149475 A1 · Thioxanthine Derivatives and Their Use as Inhibitors of MPO

Abstract

There are disclosed novel compounds of Formula (I) wherein L, R1, X and Y are as defined in the specification, and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme MPO and are thereby particularly useful in the treatment or prophylaxis of neuroinflammatory disorders, cardio- and cerebrovascular atherosclerotic disorders and peripheral artery disease and respiratory disorders.

Claims20

Dependent claims

1-104. (canceled)

A compound of Formula (I) as a pharmaceutically acceptable salt, solvate or solvate of a salt thereof:

wherein
at least one of X and Y is S, and the other is O or S;
L is (R12)p-Q-(CR13R14);
wherein (R12)p and (CR13R14)r each optionally contain one or two double or triple bonds;
Q is O, S(O)n, NR6, NR6C(O), C(O)NR6, or a bond;
R12 is C1 to 6 alkyl or C1 to 6 alkoxy, said C1 to 6 alkyl or said C1 to 6 alkoxy is optionally substituted with OH, halogen, CF3, CHF2, CFH2, CN, NR4R5, phenoxy or aryl;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
and wherein said phenoxy optionally incorporates a carbonyl adjacent to the oxygen and wherein said C1 to 6 alkoxy optionally incorporates a carbonyl adjacent to the oxygen;
R13 and R14 are independently selected from hydrogen, OH, halogen, CF3, CHF2, CFH2, CN, NR4R5, C1 to 6 alkyl, phenoxy and C1 to 6 alkoxy;
wherein said phenoxy or C1 to 6 alkoxy optionally incorporates a carbonyl adjacent to the oxygen;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
is 0, 1, 2, 3 or 4 and r is 0, 1, 2, 3 or 4, wherein 1<+r<7;
R1 is a mono- or bicyclic heteroaromatic ring system containing one or more heteroatoms selected from N, O and S;
wherein said mono- or bicyclic heteroaromatic ring system is optionally fused with one or two 5- or 6-membered saturated or partially saturated ring(s) containing one or more atoms selected from C, N, O and S, wherein said mono- or bicyclic heteroaromatic ring system alone or when fused with one or two 5- or 6-membered saturated or partially saturated ring(s) is optionally substituted with one or more substituents independently selected from halogen, CHF2, CH2F, CF3, SO(N)R9, SO(n)NR9R10, (CH2)nR3, NR4R5, OH, C1 to 7 alkyl, C1 to 7 alkoxy, phenoxy, aryl CN, C(O)NR2R3, NR2C(O)R3, C(O)R3, a 5- or 6-membered saturated or partially saturated ring containing one or more atoms selected from C, N, O and S, and a mono- or bicyclic heteroaromatic ring system containing one or more heteroatoms selected from N, S, and O;
and wherein said C1 to 7 alkoxy is optionally substituted with C1 to 6 alkoxy or aryl;
and wherein said C1 to 7 alkoxy or said phenoxy optionally incorporates a carbonyl adjacent to the oxygen;
and wherein said C1 to 7 alkyl is optionally substituted with hydroxy or C1 to 6 alkoxy;
and wherein said C1 to 7 alkyl is optionally incorporating a carbonyl at any position in the C1 to 7 alkyl;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl halogen or C1 to 6 alkoxy;
at each occurrence, R2, R3, R4, R5, R6, R9 and R10 are independently selected from hydrogen, C1 to 6 alkyl, C1 to 6 alkoxy, aryl and phenoxy;
said C1 to 6 alkoxy or phenoxy optionally incorporates a carbonyl adjacent to the oxygen;
and said C1 to 6 alkyl is optionally substituted with halogen, C1 to 6 alkoxy, CHO, C2 to 6 alkanoyl, OH, C(O)NR7R8 or NR7C(O)R8;
and said aryl or said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
or the groups NR2R3, NR4R5 and NR9R10 each independently represents a 5 to 7 membered saturated azacyclic ring optionally incorporating one additional heteroatom selected from O, S and NR11, said ring being optionally further substituted with halogen, C1 to 6 alkoxy, CHO, C2 to 6 alkanoyl, OH, C(O)NR7R8 or NR7C(O)R8;
at each occurrence R7, R8 and R11 independently represent hydrogen or C1 to 6 alkyl, or the croup NR7R8 represents a 5 to 7 membered saturated azacyclic ring optionally incorporating one additional heteroatom selected from O, S, and NR11;
and
n is 0, 1 or 2;
provided that:
i) R1 is not thienyl or furyl;
and
ii) when Q is O, S(O)n, NR6, NR6C(O) or C(O)NR6, p is greater or equal to 1.

28 more elements

A compound selected from:

3-[2-(1H-Benzimidazol-2-yl)ethyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(1H-pyrazol-3-ylmethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(5-Methylpyrazin-2-yl)methyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3-Isopropylisoxazol-5-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(4-Methyl-1,2,5-oxadiazol-3-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(6-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(4-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-(Pyridin-2-ylmethoxy)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3,5-Dimethylisoxazol-4-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(1-Methyl-1H-indol-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-Phenyl-2-pyridin-2-ylethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(Quinolin-4-ylmethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(6-Phenoxypyridin-3-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}ethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[Methyl(quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-(2-Aminopropyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Pyridin-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Pyridin-3-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Pyridin-4-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(6-Chloropyridin-3-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-[2-({[6-(Trifluoromethyl)pyridin-3-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-(2-{[(4,6-Dichloropyrimidin-5-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[2-(Dimethylamino)pyrimidin-5-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Quinolin-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Quinolin-3-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-tert-Butyl-3,5-dimethyl-1H-pyrazol-4-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(1,1-Dioxidotetrahydro-3-thienyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(1H-Benzoimidazol-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(Phenylsulfonyl)-1H-pyrrol-2-yl]methyl}amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[({1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}methyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-(2-{[(1-methyl-1H-pyrrol-2-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(4-sec-Butylphenyl)-1H-pyrrol-2-yl]methyl}amino)propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(3-Methoxyphenyl)-1H-pyrrol-2-yl]methyl}amino)propyl-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-[2-({[2,5-Dimethyl-1-(1,3-thiazol-2-yl)-1H-pyrrol-3-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[4-(3-Chlorobenzoyl)-1-methyl-1H-pyrrol-2-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-[(1H-Imidazol-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-Methyl-1H-imidazol-2-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(4-Bromo-1-methyl-1H-imidazol-5-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
2-Thioxo-3-{2-[(1H-1,2,3-triazol-5-ylmethyl)amino]propyl}-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(Benzyloxy)-1H-imidazol-2-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(6-Bromo-2-methylimidazo[1,2-a]pyridin-3-yl)methyl]amino}propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[({1-[2-(2-Methoxyphenoxy)ethyl]-1H-pyrrol-2-yl}methyl)amino]propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]pyridine-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]nicotinamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)-ethyl]isonicotinamide;
N-[1-methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]-1,8-naphthyridine-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]quinoline-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]pyrimidine-2-carboxamide;
and
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]-1H-imidazole-2-carboxamide trifluoroaceate;
or a pharmaceutically acceptable salt, solvate or solvate of a salt thereof.

51 more elements

Dependencies are inferred from the claim text.

Facts

Application

12/295,306Filed 12 Apr 2007

Priority

13 Apr 2006

Published

11 Jun 2009

Term ends

Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07D 473/20
With oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6: two sulfur atoms
A61P 7/00
Drugs for disorders of the blood or the extracellular fluid
A61P 9/00
Drugs for disorders of the cardiovascular system
A61P 9/04
Drugs for disorders of the cardiovascular system: inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure

Abstract

Claims20

Dependent claims

1-104. (canceled)

A compound of Formula (I) as a pharmaceutically acceptable salt, solvate or solvate of a salt thereof:

wherein
at least one of X and Y is S, and the other is O or S;
L is (R12)p-Q-(CR13R14);
wherein (R12)p and (CR13R14)r each optionally contain one or two double or triple bonds;
Q is O, S(O)n, NR6, NR6C(O), C(O)NR6, or a bond;
R12 is C1 to 6 alkyl or C1 to 6 alkoxy, said C1 to 6 alkyl or said C1 to 6 alkoxy is optionally substituted with OH, halogen, CF3, CHF2, CFH2, CN, NR4R5, phenoxy or aryl;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
and wherein said phenoxy optionally incorporates a carbonyl adjacent to the oxygen and wherein said C1 to 6 alkoxy optionally incorporates a carbonyl adjacent to the oxygen;
R13 and R14 are independently selected from hydrogen, OH, halogen, CF3, CHF2, CFH2, CN, NR4R5, C1 to 6 alkyl, phenoxy and C1 to 6 alkoxy;
wherein said phenoxy or C1 to 6 alkoxy optionally incorporates a carbonyl adjacent to the oxygen;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
is 0, 1, 2, 3 or 4 and r is 0, 1, 2, 3 or 4, wherein 1<+r<7;
R1 is a mono- or bicyclic heteroaromatic ring system containing one or more heteroatoms selected from N, O and S;
wherein said mono- or bicyclic heteroaromatic ring system is optionally fused with one or two 5- or 6-membered saturated or partially saturated ring(s) containing one or more atoms selected from C, N, O and S, wherein said mono- or bicyclic heteroaromatic ring system alone or when fused with one or two 5- or 6-membered saturated or partially saturated ring(s) is optionally substituted with one or more substituents independently selected from halogen, CHF2, CH2F, CF3, SO(N)R9, SO(n)NR9R10, (CH2)nR3, NR4R5, OH, C1 to 7 alkyl, C1 to 7 alkoxy, phenoxy, aryl CN, C(O)NR2R3, NR2C(O)R3, C(O)R3, a 5- or 6-membered saturated or partially saturated ring containing one or more atoms selected from C, N, O and S, and a mono- or bicyclic heteroaromatic ring system containing one or more heteroatoms selected from N, S, and O;
and wherein said C1 to 7 alkoxy is optionally substituted with C1 to 6 alkoxy or aryl;
and wherein said C1 to 7 alkoxy or said phenoxy optionally incorporates a carbonyl adjacent to the oxygen;
and wherein said C1 to 7 alkyl is optionally substituted with hydroxy or C1 to 6 alkoxy;
and wherein said C1 to 7 alkyl is optionally incorporating a carbonyl at any position in the C1 to 7 alkyl;
and wherein said phenoxy is optionally substituted with C1 to 6 alkyl halogen or C1 to 6 alkoxy;
at each occurrence, R2, R3, R4, R5, R6, R9 and R10 are independently selected from hydrogen, C1 to 6 alkyl, C1 to 6 alkoxy, aryl and phenoxy;
said C1 to 6 alkoxy or phenoxy optionally incorporates a carbonyl adjacent to the oxygen;
and said C1 to 6 alkyl is optionally substituted with halogen, C1 to 6 alkoxy, CHO, C2 to 6 alkanoyl, OH, C(O)NR7R8 or NR7C(O)R8;
and said aryl or said phenoxy is optionally substituted with C1 to 6 alkyl, halogen or C1 to 6 alkoxy;
or the groups NR2R3, NR4R5 and NR9R10 each independently represents a 5 to 7 membered saturated azacyclic ring optionally incorporating one additional heteroatom selected from O, S and NR11, said ring being optionally further substituted with halogen, C1 to 6 alkoxy, CHO, C2 to 6 alkanoyl, OH, C(O)NR7R8 or NR7C(O)R8;
at each occurrence R7, R8 and R11 independently represent hydrogen or C1 to 6 alkyl, or the croup NR7R8 represents a 5 to 7 membered saturated azacyclic ring optionally incorporating one additional heteroatom selected from O, S, and NR11;
and
n is 0, 1 or 2;
provided that:
i) R1 is not thienyl or furyl;
and
ii) when Q is O, S(O)n, NR6, NR6C(O) or C(O)NR6, p is greater or equal to 1.

28 more elements

A compound selected from:

3-[2-(1H-Benzimidazol-2-yl)ethyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(1H-pyrazol-3-ylmethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(5-Methylpyrazin-2-yl)methyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3-Isopropylisoxazol-5-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(4-Methyl-1,2,5-oxadiazol-3-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(6-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(4-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3-Butoxypyridin-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-(Pyridin-2-ylmethoxy)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(3,5-Dimethylisoxazol-4-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(1-Methyl-1H-indol-2-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-Phenyl-2-pyridin-2-ylethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(Quinolin-4-ylmethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[(6-Phenoxypyridin-3-yl)methyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}ethyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[Methyl(quinolin-4-ylmethyl)amino]ethyl}-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-(2-Aminopropyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Pyridin-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Pyridin-3-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Pyridin-4-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(6-Chloropyridin-3-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-[2-({[6-(Trifluoromethyl)pyridin-3-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-(2-{[(4,6-Dichloropyrimidin-5-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[2-(Dimethylamino)pyrimidin-5-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(Quinolin-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[(Quinolin-3-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-tert-Butyl-3,5-dimethyl-1H-pyrazol-4-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(1,1-Dioxidotetrahydro-3-thienyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[(1H-Benzoimidazol-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(Phenylsulfonyl)-1H-pyrrol-2-yl]methyl}amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-{2-[({1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-2-yl}methyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one trifluoroacetate;
3-(2-{[(1-methyl-1H-pyrrol-2-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(4-sec-Butylphenyl)-1H-pyrrol-2-yl]methyl}amino)propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(3-Methoxyphenyl)-1H-pyrrol-2-yl]methyl}amino)propyl-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-[2-({[2,5-Dimethyl-1-(1,3-thiazol-2-yl)-1H-pyrrol-3-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[4-(3-Chlorobenzoyl)-1-methyl-1H-pyrrol-2-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-[(1H-Imidazol-2-ylmethyl)amino]propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(1-Methyl-1H-imidazol-2-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(4-Bromo-1-methyl-1H-imidazol-5-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-Purin-6-one;
3-(2-{[(1-Methyl-1H-indol-3-yl)methyl]amino}propyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
2-Thioxo-3-{2-[(1H-1,2,3-triazol-5-ylmethyl)amino]propyl}-1,2,3,7-tetrahydro-6H-purin-6-one;
3-[2-({[1-(Benzyloxy)-1H-imidazol-2-yl]methyl}amino)propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-(2-{[(6-Bromo-2-methylimidazo[1,2-a]pyridin-3-yl)methyl]amino}propyl}-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
3-{2-[({1-[2-(2-Methoxyphenoxy)ethyl]-1H-pyrrol-2-yl}methyl)amino]propyl]-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]pyridine-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]nicotinamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)-ethyl]isonicotinamide;
N-[1-methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]-1,8-naphthyridine-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]quinoline-2-carboxamide;
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]pyrimidine-2-carboxamide;
and
N-[1-Methyl-2-(6-oxo-2-thioxo-1,2,6,7-tetrahydro-3H-purin-3-yl)ethyl]-1H-imidazole-2-carboxamide trifluoroaceate;
or a pharmaceutically acceptable salt, solvate or solvate of a salt thereof.

51 more elements

Dependencies are inferred from the claim text.

Thioxanthine Derivatives and Their Use as Inhibitors of MPO

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Abstract

Claims20

Thioxanthine Derivatives and Their Use as Inhibitors of MPO

Life of this patent

Abstract

Claims20