Thiazolopyridine derivatives as adenosine receptor antagonists
The invention relates to thiazolopyridine derivatives of the general formula I, and the use of the compounds of the present invention for the treatment and/or prevention of hyperproliferative or infectious diseases and disorders in mammals, especially humans, and pharmaceutical compositions containing such compound.
1. A compound of formula I,
wherein
R 1 is linear or branched alkyl having 1-10 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 5 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or —CH═CH— groups, and/or, in addition, 1-10 H atoms may be replaced by F and/or Cl, or mono- or bicyclic cyclic alkyl having 3-7 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 5 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or by —CH═CH— groups and/or, in addition, 1-10 H atoms may be replaced by F and/or Cl, or mono- or bicyclic heteroaryl, heterocyclyl, aryl or cyclic alkylaryl, containing 3 to 14 carbon atoms and 0-4 heteroatoms, independently selected from N, O and S, which is unsubstituted or mono-, di- or trisubstituted by R 5 ,
R 2 is linear or branched alkyl having 1-10 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 5 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or —CH═CH— groups, and/or, in addition, 1-10 H atoms may be replaced by F and/or Cl, or cyclic alkyl having 3-7 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 5 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or by —CH═CH— groups and/or, in addition, 1-11 H atoms may be replaced by F and/or Cl, or mono- or bicyclic heteroaryl, heterocyclyl, aryl or cyclic alkylaryl, containing 3 to 14 carbon atoms and 0-4 heteroatoms, independently selected from N, O and S, which is unsubstituted or mono-, di- or trisubstituted by R 5 ,
R 3 is linear or branched alkyl or O-alkyl having 1-6 C atoms or cyclic alkyl having 3-6 C atoms, which is unsubstituted or mono-, di- or trisubstituted by H, ═S, ═NH, ═O, OH, cyclic alkyl having 3-6 C atoms, COOH, Hal, NH 2 , SO 2 CH 3 , SO 2 NH 2 , CN, CONH 2 , NHCOCH 3 , NHCONH 2 or NO 2 ,
R 4 is H, D, linear or branched alkyl having 1-6 C atoms or Hal,
R 5 is H, R 6 , ═S, ═NR 6 , ═O, OH, COOH, Hal, NH 2 , SO 2 CH 3 , SO 2 NH 2 , CN, CONH 2 , NHCOCH 3 , NHCONH 2 , NO 2 , or linear or branched alkyl having 1-10 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 6 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or —CH═CH— groups, and/or, in addition, 1-10 H atoms may be replaced by F and/or CI, or mono- or bicyclic cyclic alkyl having 3-7 C atoms which is unsubstituted or mono-, di- or trisubstituted by by R 6 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 6 SO 2 R 7 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or by —CH═CH— groups and/or, in addition, 1-10 H atoms may be replaced by F and/or CI, or mono- or bicyclic heteroaryl, heterocyclyl, aryl or cyclic alkylaryl, containing 3 to 14 carbon atoms and 0-4 heteroatoms, independently selected from N, O and S, which is unsubstituted or mono-, di- or trisubstituted by R 6 ,
R 6 , R 7 are independently of one another selected from the group consisting of H, ═S, ═NH, ═O, OH, COOH, Hal, NH 2 , SO 2 CH 3 , SO 2 NH 2 , CN, CONH 2 , NHCOCH 3 , NHCONH 2 , NO 2 and linear or branched alkyl having 1-10 C atoms in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or —CH═CH— groups, and/or, in addition, 1-10 H atoms may be replaced by F and/or Cl,
Hal is F, Cl, Br, or I,
D is deuterium
or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
2. The compound according to claim 1 , wherein R 1 is linear or branched alkyl having 1-10 C atoms which is unsubstituted or mono-, di- or trisubstituted by R 4 and in which 1-4 C atoms may be replaced, independently of one another, by O, S, SO, SO 2 , NH, NCH 3 , —OCO—, —NHCONH—, —NHCO—, —NR 5 SO 2 R 6 —, —COO—, —CONH—, —NCH 3 CO—, —CONCH 3 —, —C≡C— groups and/or —CH═CH— groups, and/or, in addition, 1-10 H atoms may be replaced by F and/or Cl, or one of the following structures:
which is unsubstituted or mono-, di- or trisubstituted with R 5
and wherein R 2 , R 3 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
3. The compound according to claim 1 , wherein
R 1 is one of the following structures:
and wherein R 2 , R 3 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
4. The compound according to claim 1 , wherein
R 1 is phenyl, methylpyrazole or dihydropyran
and R 2 , R 3 , R 4 , R 5 , R 6 and R 7 have the meanings as in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
5. The compound according to claim 1 , wherein
R 2 is one of the following structures:
which is unsubstituted or mono-, di- or trisubstituted with R 5
and wherein R 1 , R 3 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , and physiologically acceptable salts, derivatives, solvates, prodrugs and stereoisomers thereof, including mixtures thereof in all ratios.
6. The compound according to claim 1 , wherein
R 2 is one of the following structures:
and wherein R 1 , R 3 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
7. The compound according to claim 1 , wherein
R 3 one of the following structures
and R 1 , R 2 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
8. The compound according to claim 1 , wherein
R 3 is OMe
and R 1 , R 2 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
9. The compound according to claim 1 , wherein
R 1 is phenyl, methylpyrazole or dihydropyran,
R 3 is OMe
and R 2 , R 4 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
10. The compound according to claim 1 , wherein
R 4 is H, D, methyl, ethyl, F, Br or Cl
and wherein R 1 , R 2 , R 3 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
11. The compound according to claim 1 , wherein
R 4 is H,
and wherein R 1 , R 2 , R 3 , R 5 , R 6 and R 7 have the meanings as disclosed in claim 1 , or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
12. A compound selected from the group consisting of:
1
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
2
4-Dimethylaminomethyl-N-(4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-benzamide
3
4-Methoxymethyl-N-(4-methoxy-7-morpholin-4-yl-thiazolo[4,5-
c]pyridin-2-yl)-benzamide
4
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
5
2-Dimethylaminomethyl-N-(4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-isonicotinamide
6
2-Methoxymethyl-N-(4-methoxy-7-morpholin-4-yl-thiazolo[4,5-
c]pyridin-2-yl)-isonicotinamide
7
4-benzyl-4-hydroxy-N-[4-methoxy-7-(morpholin-4-yl)-
[1,3]thiazolo[4,5-c]pyridin-2-yl]piperidine-1-carboxamide
8
N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-c]
pyridin-2-yl]-5-(2-methoxyethoxy)pyrazine-2-carboxamide
9
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
10
3-Hydroxy-3-methyl-pyrrolidine-1-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
11
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
12
4-Hydroxy-4-prop-2-ynyl-piperidine-1-carboxylic acid (4-methoxy-
7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
13
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
14
4-Methoxymethyl-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
15
N-(4-Methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-
N′,N′-dimethyl-terephthalamide
16
4-Hydroxymethyl-4-methyl-piperidine-1-carboxylic acid (4-
methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
17
(5S)-N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-c]pyridin-
2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
18
(5R)-N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-c]pyridin-
2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
19
N-[4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-benzamide
20
4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-ylamine
21
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-y1)-thiazolo[4,5-c]pyridin-2-yl]-amide
22
4-Dimethylaminomethyl-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-benzamide
23
4-Methoxymethyl-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
24
2-Dimethylaminomethyl-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-isonicotinamide
25
2-Dimethylaminomethyl-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-isonicotinamide
26
2-Methoxymethyl-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-isonicotinamide
27
4-Dimethylaminomethyl-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
28
2-Methoxymethyl-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-isonicotinamide
29
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
30
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
31
Isoxazole-4-carboxylic acid (4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-amide
32
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (4-
fluoromethoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-
2-yl)-amide
33
4-Imidazol-1-ylmethyl-N-(4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-benzamide
34
7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
35
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylicacid (4-methoxy-7-
pyridin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
36
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylicacid [4-methoxy-7-
(6-methyl-pyridazin-3-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
37
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
38
4-Difluoromethyl-4-hydroxy-piperidine-1-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
39
4-Hydroxymethyl-4-methyl-piperidine-1-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
40
4-Fluoromethyl-4-hydroxy-piperidine-1-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
41
3-Oxa-9-aza-spiro[5.5]undecane-9-carboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
42
4-Methyl-piperidine-1-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
43
4-Benzyl-4-hydroxy-piperidine-1-carboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
44
2-Oxo-1-oxa-3,8-diaza-spiro[4.5]decane-8-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
45
3-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
46
4-Dimethylaminomethyl-N-(4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-benzamide
47
4-Methoxymethyl-N-(4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-benzamide
48
2,4-Dioxo-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
49
4′-Hydroxy-3′,4′,5′,6′-tetrahydro-2′H-[3,4′]bipyridinyl-1′-
carboxylic acid (4-methoxy-7-phenyl-thiazolo[4,5-c]pyridin-
2-yl)-amide
50
4-Oxo-piperidine-1-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
51
1-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
52
7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
53
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
54
2-Oxa-7-aza-spiro[4.5]nonane-7-carboxylic acid (4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
55
4-Imidazol-1-ylmethyl-N-(4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-benzamide
56
Isoxazole-3-carboxylic acid (4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-amide
57
4-Hydroxy-4-prop-2-ynyl-piperidine-1-carboxylic acid(4-methoxy-
7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
58
N-(4-Methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-N′,N′-
dimethyl-terephthalamide
59
N-(4-Methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-4-
trifluoromethoxy-benzamide
60
2-Methyl-oxazole-4-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
61
Benzooxazole-5-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
62
N-(4-Methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-4-(2-oxo-
pyrrolidin-1-ylmethyl)-benzamide
63
2,3-Dihydro-benzofuran-5-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
64
3-Methoxymethyl-pyrrolidine-1-carboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
65
Piperidine-1,4-dicarboxylic acid 4-amide 1-[(4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide]
66
4-Diethylamino-N-(4-methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-
yl)-benzamide
67
4-Difluoromethyl-4-hydroxy-piperidine-1-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
68
4-Hydroxymethy1-4-methyl-piperidine-l-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
69
4-Fluoromethyl-4-hydroxy-piperidine-1-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
70
3-Oxa-9-aza-spiro[5.5]undecane-9-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
71
4-Methyl-piperidine-1-carboxylic acid [4-methoxy-7-(1-methyl-
1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
72
4-Benzyl-4-hydroxy-piperidine-1-carboxylic acid [4-methoxy-
7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-amide
73
2-Oxo-l-oxa-3,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
74
3-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
75
4-Dimethylaminomethyl-N-[4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-benzamide
76
2,4-Dioxo-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
77
4′-Hydroxy-3′,4′,5′,6′-tetrahydro-2′H-[3,4′]bipyridinyl-1′-
carboxylic acid [4-methoxy-7-(1-methyl-1H-pyrazol-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
78
4-Oxo-piperidine-1-carboxylic acid [4-methoxy-7-(1-methyl-
1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
79
1-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
80
7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
81
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
82
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide
83
4-Imidazol-1-ylmethyl-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-benzamide
84
Isoxazole-3-carboxylic acid [4-methoxy-7-(1-methyl-1H-pyrazol-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
85
4-Hydroxy-4-prop-2-ynyl-piperidine-l-carboxylic acid [4-methoxy-
7-(1-methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide
86
N-[4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-N′,N′-dimethyl-terephthalamide
87
N-[4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-4-trifluoromethoxy-benzamide
88
2-Methyl-oxazole-4-carboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
89
Benzooxazole-5-carboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
90
N-[4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-
c]pyridin-2-yl]-4-(2-oxo-pyrrolidin-1-ylmethyl)-benzamide
91
2,3-Dihydro-benzofuran-5-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
92
3-Methoxymethyl-pyrrolidine-1-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
93
Piperidine-1,4-dicarboxylic acid 4-amide 1-{[4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide}
94
4-Diethylamino-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
95
4-Difluoromethyl-4-hydroxy-piperidine-1-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
96
4-Hydroxymethyl-4-methyl-piperidine-1-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
97
4-Fluoromethyl-4-hydroxy-piperidine-l-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
98
3-Oxa-9-aza-spiro[5.5]undecane-9-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
99
4-Methyl-piperidine-1-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
100
4-Benzyl-4-hydroxy-piperidine-1-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
101
2-Oxo-1-oxa-3,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
102
3-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
103
2,4-Dioxo-1,3,8-triaza-spiro[4.5]decane-8-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
104
4′-Hydroxy-3′,4′,5′,6′-tetrahydro-2′H-[3,4′]bipyridinyl-1′-
carboxylic acid [4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-amide
105
4-Oxo-piperidine-1-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
106
1-Oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
107
7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
108
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
109
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
110
4-Imidazol-1-ylmethyl-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
111
Isoxazole-3-carboxylic acid [4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-amide
112
4-Hydroxy-4-prop-2-ynyl-piperidine-1-carboxylic acid [4-methoxy-
7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
113
N-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-N′,N′-dimethyl-terephthalamide
114
N-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-4-trifluoromethoxy-benzamide
115
2-Methyl-oxazole-4-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
116
Benzooxazole-5-carboxylic acid [4-methoxy-7-(tetrahydro-pyran-4-
yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
117
N-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-4-(2-oxo-pyrrolidin-l-ylmethyl)-benzamide
118
2,3-Dihydro-benzofuran-5-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
119
3-Methoxymethyl-pyrrolidine-1-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
120
Piperidine-1,4-dicarboxylic acid 4-amide 1-{[4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide}
121
4-Diethylamino-N-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-benzamide
122
{1-[4-Methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-
c]pyridin-2-ylcarbamoyl]-piperidin-3-yl}-acetic acid
123
Pyridine-2,5-dicarboxylic acid 2-dimethylamide 5-{[4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-amide}
124
1-Methyl-1H-pyrazole-4-carboxylic acid [4-methoxy-7-(1-methyl-
1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
125
5-Methyl-isoxazole-4-carboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
126
1-(2-Methoxy-ethyl)-1H-[1,2,3]triazole-4-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-
2-yl]-amide
127
1-Methyl-1H-[1,2,3]triazole-4-carboxylic acid [4-methoxy-7-(1-
methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
128
1-Cyano-cyclopropanecarboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
129
3-Cyano-N-[4-methoxy-7-(1-methyl-1H-pyrazol-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-propionamide
130
2-Methyl-oxazole-5-carboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
131
2-Methyl-thiazole-5-carboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
132
4-Hydroxy-pent-2-ynoic acid [4-methoxy-7-(1-methyl-1H-pyrazol-
4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
133
(S)-3-Methanesulfonyl-pyrrolidine-l-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide
134
(S)-3-Fluoro-pyrrolidine-1-carboxylic acid [4-methoxy-7-(1-methyl-
1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
135
(S)-3-Cyano-pyrrolidine-1-carboxylic acid [4-methoxy-7-(1-methyl-
1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
136
(R)-3-Dimethylaminomethyl-pyrrolidine-l-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-
2-yl]-amide
137
5-Methyl-isoxazole-4-carboxylic acid (4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-amide
138
1-(2-Methoxy-ethyl)-1H-[1,2,3]triazole-4-carboxylic acid (4-
methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
139
1-Methyl-1H-[1,2,3]triazole-4-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
140
Pyridine-2,5-dicarboxylic acid 2-dimethylamide 5-{[4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide}
141
Pyridine-2,5-dicarboxylic acid 2-dimethylamide 5-[(4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide]
142
1-Methyl-1H-pyrazole-4-carboxylic acid [7-methoxy-4-(tetrahydro-
pyran-4-yl)-1H-benzoimidazol-2-yl]-amide
143
5-Methyl-isoxazole-4-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
144
1-(2-Methoxy-ethyl)-1H-[1,2,3]triazole-4-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
145
1-Methyl-1H-[1,2,3]triazole-4-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
146
1-Cyano-cyclopropanecarboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
147
2-Methyl-oxazole-5-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
148
2-Methyl-thiazole-5-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
149
(S)-3-Methanesulfonyl-pyrrolidine-1-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
150
(S)-3-Fluoro-pyrrolidine-1-carboxylic acid[4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
151
(S)-3-Cyano-pyrrolidine-1-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
152
(R)-3-Dimethylaminomethyl-pyrrolidine-1-carboxylic acid [4-
methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
amide
153
1-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
yl]-3-thiazol-2-ylmethyl-urea
154
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylic acid [4-methoxy-7-
(2-oxa-7-aza-spiro[4.4]non-7-yl)-thiazolo[4,5-c]pyridin-2-
yl]-amide
155
1-Methyl-1H-pyrazole-4-carboxylic acid {4-methoxy-7-[(2-
methoxy-propyl)-methyl-amino]-thiazolo [4,5-c]pyridin-2-
yl}-amide
156
1-Methyl-1H-pyrazole-4-carboxylic acid [4-methoxy-7-(5-oxa-2-
aza-spiro[3.4]oct-2-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
157
1-Methyl-1H-pyrazole-4-carboxylic acid (4-methoxy-7-piperidin-4-
yl-thiazolo[4,5-c]pyridin-2-yl)-amide
158
1-Methyl-1H-pyrazole-4-carboxylic acid (4-methoxy-7-piperidin-3-
yl-thiazolo[4,5-c]pyridin-2-yl)-amide
159
1-Methyl-1H-pyrazole-4-carboxylic acid [7-(carbamoylmethyl-
methyl-amino)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
160
1-Methyl-1H-pyrazole-4-carboxylic acid [4-methoxy-7-(2,2,2-
trifluoro-ethoxy)-thiazolo[4,5-c]pyridin-2-yl]-amide
161
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (4-
fluoromethoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
162
4-Hydroxy-4-methyl-piperidine-1-carboxylic acid (4-
difluoromethoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-
yl)-amide
163
N-(4-methoxy-6-methyl-7-morpholino-thiazolo[4,5-c]pyridin-2-yl)-
1-methyl-pyrazole-4-carboxamide
164
N-(6-bromo-4-methoxy-7-morpholino-thiazolo[4,5-c]pyridin-2-yl)-
1-methyl-pyrazole-4-carboxamide
165
1-Methyl-1H-pyrazole-4-carboxylic acid (6-fluoro-4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
166
N-(6-chloro-4-methoxy-7-morpholino-thiazolo[4,5-c]pyridin-2-yl)-
1-methyl-pyrazole-4-carboxamide
167
Cyclopropanecarboxylic acid (4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-amide
168
(S)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
169
(R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
170
N-(4-Methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-4-(2-
oxo-pyrrolidin-l-ylmethyl)-benzamide
171
1-Methyl-1H-pyrazole-4-carboxylic acid (4-methoxy-7-morpholin-
4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
172
(R)-2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo [4,5-c]pyridin-2-yl]-amide
173
(S)-2-Oxa-7-aza-Spiro[4.4]nonane-7-carboxylic acid [4-
methoxy-7-(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-
2-yl]-amide
174
3-cyano-N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-
c]pyridin-2-yl]propanamide
175
1-cyano-N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-
c]pyridin-2-yl]cyclopropane-1-carboxamide
176
(S)-7-Oxa-2-aza-Spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
177
(R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
(1-methyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
178
1-Methyl-1H-pyrazole-4-carboxylic acid (6-bromo-4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
179
Cyclopropanecarboxylic acid [4-methoxy-7-(1-methyl-1H-
pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
180
N-[4-Methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-
c]pyridin-2-yl]-4-(2-oxo-pyrrolidin-l-ylmethyl)-benzamide
181
2-Methyl-thiazole-5-carboxylic acid [4-methoxy-7-(tetrahydro-
pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
182
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [7-(3-ethoxy-
3-methyl-azetidin-1-yl)-4-methoxy-thiazolo[4,5-c]pyridin-
2-yl]-amide
183
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid (4-methoxy-7-
piperidin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
184
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [4-
methoxy-7-(5-oxa-2-aza-Spiro[3.4]oct-2-yl)-
thiazolo[4,5-c]pyridin-2-yl]-amide
185
2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [4-
methoxy-7-(3-methoxy-3-methyl-azetidin-1-yl)-thiazolo[4,5-
c]pyridin-2-yl]-amide
186
2-Methyl-oxazole-5-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
187
Cyclopropanecarboxylic acid (4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-amide
188
1-Methyl-1H-pyrazole-4-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
189
N-[4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-
c]pyridin-2-yl]-2-methyl-1,3-oxazole-5-carboxamide
190
2-Methyl-thiazole-5-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
191
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-(5-
oxa-2-aza-Spiro[3.4]oct-2-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
192
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
pipendin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
193
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(4-fluoro-
phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
194
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3-fluoro-
phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
195
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(2-fluoro-
phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
196
1-Dimethylaminomethyl-cyclopropanecarboxylic acid(4-methoxy-
7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
197
Cyclopropane-1,1-dicarboxylic acid dimethylamide (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
198
1-Imidazol-1-ylmethyl-cyclopropanecarboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
199
1-Methyl-1H-pyrazole-4-carboxylic acid (4-hydroxy-7-morpholin-4-
yl-thiazolo[4,5-c]pyridin-2-yl)-amide
200
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
piperidin-3-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
201
1-amino-N-{4-methoxy-7-phenyl-[1,3]thiazolo[4,5-c]pyridin-2-
yl}-8-azaspiro[4.5]decane-8-carboxamide
202
(1 S, 2 S)-2-methoxy-N-{4-methoxy-7-phenyl-[1,3]thiazolo[4,5-
c]pyridin-2-yl}cyclopropane-1-carboxamide
203
1-Amino-cyclopropanecarboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
204
(S)-7-Oxa-2-aza-Spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
205
(R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylicacid (4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
206
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
pyridm-3-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
207
(S)-2-Oxa-7-aza-Spiro[4.4]nonane-7-carboxylic acid(4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
208
(R)-2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid(4-methoxy-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
209
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(2,3-difluoro-
phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
210
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(2,5-difluoro-
phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
211
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
pyridm-2-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
212
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-7-
pyridm-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
213
4-(2,5-Dioxo-pyrrolidin-1-yl)-N-(4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-benzamide
214
4-(2,5-Dioxo-pyrrolidin-1-yl)-N-(4-methoxy-7-morpholin-4-yl-
thiazolo[4,5-c]pyridin-2-yl)-benzamide
215
(R)-1-Amino-8-aza-spiro[4.5]decane-8-carboxylic acid (4-methoxy-
7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
216
(S)-1-Amino-8-aza-spiro[4.5]decane-8-carboxylic acid (4-methoxy-
7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
217
1-Methyl-1H-pyrazole-4-carboxylic acid (6-cyano-4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
218
N-(4-Methoxy-7-pyridin-3-yl-thiazolo[4,5-c]pyridin-2-yl)-N′,N′-
dimethyl-terephthalamide
219
N-(4-Methoxy-7-pyridin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-N′,N′-
dimethyl-terephthalamide
220
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-chloro-4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
221
1-Methyl-1H-pyrazole-4-carboxylic acid (6-chloro-4-methoxy-7-
morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
222
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-cyano-4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
223
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-6-
methyl-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
224
N-{4-Methoxy-7-[3-(2-methoxy-ethoxy)-phenyl]-thiazolo[4,5-
c]pyridin-2-yl}-N′,N′-dimethyl-terephthalamide
225
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid {4-methoxy-7-[3-
(2-methoxy-ethoxy)-phenyl]-thiazolo[4,5-c]pyridin-2-yl}-amide
226
4-(2,5-Dioxo-pyrrolidin-1-yl)-N-(6-fluoro-4-methoxy-7-morpholin-
4-yl-thiazolo[4,5-c]pyridin-2-yl)-benzamide
227
N-(2-Hydroxy-ethyl)-N′-(4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-N-methyl-terephthalamide
228
N-(2-Hydroxy-ethyl)-N′-(4-methoxy-7-phenyl-thiazolo[4,5-
c]pyridin-2-yl)-terephthalamide
229
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-fluoro-4-
methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
230
N-(2-Dimethylamino-ethyl)-N′-(4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-terephthalamide
231
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4,6-dimethyl-7-
phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
232
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
233
N-{4-methoxy-7-[3-(2-methoxyethoxy)phenyl]-[1,3]thiazolo[4,5-
c]pyridin-2-yl}-1-(2-methoxyethyl)-1H-pyrazole-4-carboxamide
234
N-{6-fluoro-4-methoxy-7-[3-(2-methoxyethoxy)phenyl]-
[1,3]thiazolo[4,5-c]pyridin-2-yl}-8-oxa-2-azaspiro[4.5]decane-
2-carboxamide
235
N-[4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-c]pyridin-2-
yl]-1-methyl-1H-pyrazole-4-carboxamide
236
N-[4-methoxy-7-(2-methoxyphenyl)-[1,3]thiazolo[4,5-
c]pyridin-2-yl]-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
237
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3,6-dihydro-
2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
238
N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
c]pyridin-2-yl]-1-methyl-1H-pyrazole-4-carboxamide
239
N-[7-(2,6-dimethoxypyridin-3-yl)-4-methoxy-[1,3]thiazolo[4,5-
c]pyridin-2-yl]-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
240
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylicacid (6-fluoro-4-
hydroxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
241
2-amino-N-[4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-
c]pyridin-2-yl]-1,3-thiazole-5-carboxamide
242
3-Amino-pyrrolidine-1-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
243
(R)-3-Amino-pyrrolidine-1-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
244
(S)-3-Amino-pyrrolidine-1-carboxylic acid (4-methoxy-7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
245
8-Oxa-2-aza-spiro[4.5]decane-2-carboxylicacid (7-phenyl-
thiazolo[4,5-c]pyridin-2-yl)-amide
246
1-(2-Methoxy-ethyl)-1H-pyrazole-4-carboxylic acid (6-fluoro-4-
methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
247
Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid dimethylamide (4-
methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
248
N-(2-Hydroxy-ethyl)-N′-[4-methoxy-7-(tetrahydro-pyran-4-yl)-
thiazolo[4,5-c]pyridin-2-yl]-N-methyl-terephthalamide
or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios.
13. A process for the preparation of a compound of the formula I, according to claim 1 , comprising
a) a compound of the formula II undergoes a reduction to give a compound of formula III, a compound of formula III is reacted with a compound of formula IV at elevated temperature to give a compound of formula V, a compound of formula V is converted to a compound of the formula VI employing the use of catalyst and base, a compound of formula VI is converted to a compound of the formula VII by bromination, a compound of the formula VII is converted to a compound of the formula VIII under essentially basic conditions and a compound of the formula VIII is reacted with a compound of the formula IX under standard amidation or carbamide formation conditions to give a compound of the formula I,
b) a compound of the formula V is reacted with a compound of the formula X under Suzuki-type reaction conditions to give a compound of the formula VI, a compound of formula VI is converted to a compound of the formula VII by bromination, a compound of formula VII is converted to a compound of the formula VIII under essentially basic conditions and a compound of the formula VIII is reacted with a compound of the formula IX under standard amidation or carbamide formation conditions to give a compound of the formula I,
c) a compound of the formula XII is iodinated to give a compound of the formula XIII, a compound of formula XIII is converted to a compound of the formula XIV by treatment with base and an electrophile, a compound of formula XIV is converted to a compound of the formula XV by reduction, a compound of formula XV is reacted with a compound of formula IV at elevated temperature to give a compound of the formula XVI, a compound of formula XVI is converted under catalytic conditions to a compound of the formula XVII, a compound of the formula XVII is converted to a compound of the formula VIII under basic conditions and a compound of the formula VIII is reacted with a compound of the formula IX under standard amidation or carbamide formation conditions to give a compound of the formula I,
d) the base of a compound of the formula I is converted into one of its salts by treatment with an acid, or
e) an acid of a compound of the formula I is converted into one of its salts by treatment with a base.
14. The compound according to claim 1 or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios, as adenosine A 2A and/or A 2B receptor inhibitor.
15. A pharmaceutical composition comprising at least one compound according to claim 1 and/or physiologically acceptable salts, solvates, prodrugs or stereoisomers thereof, including mixtures thereof in all ratios, and a pharmaceutically acceptable carrier.
16. The pharmaceutical composition according to claim 15 , comprising further excipients and/or adjuvants.
17. A process for the preparation of a pharmaceutical preparation, wherein a compound according to claim 1 and/or one of its physiologically acceptable salts, solvates, prodrugs or stereoisomers, including mixtures thereof in all ratios, is brought into a suitable dosage form together with a solid, liquid or semi-liquid excipient or adjuvant.
18. A method of treating a cancer that is acute and chronic lymphocytic leukemia, acute granulocytic leukemia, adrenal cortex cancer, bladder cancer, brain cancer, breast cancer, cervical cancer, cervical hyperplasia, cervical cancer, chorio cancer, chronic granulocytic leukemia, chronic lymphocytic leukemia, colon cancer, endometrial cancer, esophageal cancer, essential thrombocytosis, genitourinary carcinoma, glioma, glioblastoma, hairy cell leukemia, head and neck carcinoma, Hodgkin's disease, Kaposi's sarcoma, lung carcinoma, lymphoma, malignant carcinoid carcinoma, malignant hypercalcemia, malignant melanoma, malignant pancreatic insulinoma, medullary thyroid carcinoma, melanoma, multiple myeloma, mycosis fungoides, myeloid and lymphocytic leukemia, neuroblastoma, non-Hodgkin's lymphoma, non-small cell lung cancer, osteogenic sarcoma, ovarian carcinoma, pancreatic carcinoma, polycythemia vera, primary brain carcinoma, primary macroglobulinemia, prostatic cancer, renal cell cancer, rhabdomyosarcoma, skin cancer, small-cell lung cancer, soft-tissue sarcoma, squamous cell cancer, stomach cancer, testicular cancer, thyroid cancer Wilms' tumor in a host in need thereof, comprising administering to said host an effective amount of a compound of claim 1 and/or one of its physiologically acceptable salts, derivatives, solvates, prodrugs and/or stereoisomers, including mixtures thereof in all ratios.
19. A method of treating an infectious disease or disorder in a host in need thereof, comprising administering to said host an effective amount of a compound according to claim 1 and/or one of its physiologically acceptable salts, derivatives, solvates, prodrugs and/or stereoisomers, including mixtures thereof in all ratios, wherein the hyperproliferative disease or disorder is age-related macular degeneration, Crohn's disease, cirrhosis, chronic inflammatory-related disorders, proliferative diabetic retinopathy, proliferative vitreoretinopathy, retinopathy of prematurity, granulomatosis, immune hyperproliferation associated with organ or tissue transplantation or an immunoproliferative disease or disorder that is inflammatory bowel disease, psoriasis, rheumatoid arthritis, systemic lupus erythematosus (SLE), vascular hyperproliferation secondary to retinal hypoxia or vasculitis.
20. The method according to claim 19 , wherein the infectious disease or disorder is
a) virally induced infectious diseases which are caused by retroviruses, hepadnaviruses, herpesviruses, flaviviridae and/or adenoviruses wherein the retroviruses are lentiviruses or oncoretroviruses, wherein the lentivirus is HIV-1, HIV-2, FIV, BIV, SIVs, SHIV, CAEV, VMV or EIAV and the oncoretrovirus is HTLV-I, HTLV-II or BLV, the hepadnavirus is HBV, GSHV or WHV, the herpesivirus is HSV I, HSV II, EBV, VZV, HCMV or HHV 8 and the flaviviridae is HCV, West nile or Yellow Fever,
b) bacterial infectious diseases which are caused by Gram-positive bacteria wherein the Gram-positive bacteria methicillin-susceptible or methicillin-resistant staphylococci, glycopeptides-intermediate susceptible Staphylococcus aureus (GISA), penicillin-susceptible and penicillin-resistant streptococci, enterococci, Clostridium difficile, Listeria monocytogenes, Corynebacterium jeikeium, Chlamydia spp or Mycobacterium tuberculosis,
c) bacterial infectious diseases which are caused by Gram-negative bacteria wherein the Gram-negative bacteria are of the Genus Enterobacteriacae, Klebsiella spp., Enterobacter spp., Citrobacter spp., Serratia spp., Proteus spp., Providencia spp., Salmonella spp., Shigella spp., the genus Pseudomonas, Moraxella spp., Haemophilus spp. or Neisseria spp.,
d) infectious diseases induced by intracellular active parasites that are phylum Apicomplexa, or Sarcomastigophora Cryptosporidia, Sacrocystida, Amoebia, Coccidia and Trichomonadia.
21. Set (kit) consisting of separate packs of
a) an effective amount of a compound according to claim 1 and/or physiologically acceptable salts, derivatives, solvates, prodrugs and stereoisomers thereof, including mixtures thereof in all ratios, and
b) an effective amount of a further medicament active compound.
22. The method according to claim 20 , wherein the methicillin-susceptible and/or methicillin-resistant staphylococci are Staphylococcus aureus, Staphylococcus epidermidis, Staphylococcus haemolyticus, Staphylococcus hominis, Staphylococcus saprophyticus , or coagulase-negative staphylococci, the penicillin-susceptible and penicillin-resistant streptococci are Streptococcus pneumoniae, Streptococcus pyogenes, Streptococcus agalactiae, Streptococcus avium, Streptococcus bovis, Streptococcus lactic, Streptococcus sanguis or Streptococci Group C (GCS), Streptococci Group G (GGS) or viridans streptococci, the enterococci are vancomycinsusceptible or vancomycin-resistant Enterococcus faecalis or Enterococcus faecium , the Chlamydia spp is C. pneumoniae , the Enterobacteriacae are Escherichia , the Pseudomonas are P. aeruginosa , and the Moraxella spp. are M. catarrhalis.
23. The method according to claim 20 , wherein the Sarcomastigophora is Trypanosoma, Plasmodia, Leishmania, Babesia or Theileria.