US 12,344,623 B2
Thiazolopyridine derivatives as adenosine receptor antagonists
Eva-Maria Tanzer Krauel, Billerica, MA (US); Kai Schiemann, Seeheim-Jugenheim (DE); and Alejandro Crespo, West Newton, MA (US)
Assigned to Domain Therapeutics SA, Illkirch-Graffenstaden (FR)
Appl. No. 17/424,568
Filed by Merck Patent GmbH, Darmstadt (DE)
PCT Filed Jan. 21, 2020, PCT No. PCT/EP2020/051347
§ 371(c)(1), (2) Date Jul. 21, 2021,
PCT Pub. No. WO2020/152132, PCT Pub. Date Jul. 30, 2020.
Claims priority of application No. 19152961 (EP), filed on Jan. 22, 2019.
Prior Publication US 2022/0119412 A1, Apr. 21, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 513/04 (2006.01); C07D 519/00 (2006.01)
CPC C07D 513/04 (2013.01) [C07D 519/00 (2013.01)] 9 Claims
 
1. A compound selected from the group consisting of:
 
1 (R)-3-Aminomethyl-pyrrolidine-1-carboxylic acid (4-methoxy-
 
 7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
2 N-{4-methoxy-7-[4-(oxan-4-yloxy)phenyl]-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl}-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
3 (S)-3-Aminomethyl-pyrrolidine-1-carboxylic acid (4-methoxy-
 
 7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
4 Cyclopropanecarboxylic acid (6-fluoro-4-methoxy-7-
 
 morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
6 N-(6-Fluoro-4-methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-
 
 2-yl)-4-(1H-tetrazol-5-yl)-benzamide
7 7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-fluoro-4-
 
 methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
9 N-[7-(1H-indol-6-yl)-4-methoxy-[1,3]thiazolo[4,5-c]pyridin-2-
 
 yl]-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
10 (R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-fluoro-
 
 4-methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
11 (5S)-N-[6-fluoro-4-methoxy-7-(morpholin-4-yl)-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]-7-oxa-2-azaspiro[4.5]decane-
 
 2-carboxamide
12 (R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (6-fluoro-
 
 4-methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
13 (5S)-N-{6-fluoro-4-methoxy-7-phenyl-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl}-7-oxa-2-azaspiro[4.5]decane-2-carboxamide
14 3-Dimethylaminomethyl-bicyclo[1.1.1]pentane-1-carboxylic
 
 acid (4-methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-
 
 amide
15 7-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
16 N-[6-fluoro-4-methoxy-7-(morpholin-4-yl)-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
17 N-[4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-c]pyridin-2-yl]-2-
 
 [(2-methoxyethyl)amino]-1,3-thiazole-5-carboxamide
18 (R)-2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid (6-fluoro-
 
 4-methoxy-7-morpholin-4-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
19 (5S)-N-[6-fluoro-4-methoxy-7-(morpholin-4-yl)-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]-2-oxa-7-azaspiro[4.4]nonane-
 
 7-carboxamide
20 N-[6-Fluoro-4-methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-
 
 c]pyridin-2-yl]-N′,N′-dimethyl-terephthalamide
21 1-Imidazol-1-ylmethyl-cyclopropanecarboxylic acid [6-fluoro-4-
 
 methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
22 N-[6-fluoro-4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-c]pyridin-
 
 2-yl]-1-(2-methoxyethyl)-1H-pyrazole-4-carboxamide
23 N-[6-fluoro-4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-c]pyridin-
 
 2-yl]-1-methyl-1H-pyrazole-4-carboxamide
24 (R)-7-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
25 (S)-7-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
26 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [6-fluoro-4-
 
 methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
27 4-Hydroxy-4-methyl-piperidine-1-carboxylic acid [6-fluoro-7-
 
 (4-fluoro-phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
28 Cyclopropanecarboxylic acid [6-fluoro-4-methoxy-7-
 
 (tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
29 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [6-fluoro-7-(4-
 
 fluoro-phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
30 Cyclopropanecarboxylic acid [7-(3-ethylaminomethyl-phenyl)-
 
 4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
31 7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [6-fluoro-4-
 
 methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
32 1H-Imidazole-4-carboxylic acid (6-fluoro-4-methoxy-7-phenyl-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
33 N-[6-fluoro-4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-c]pyridin-
 
 2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
34 (R)-7-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [6-fluoro-
 
 4-methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
35 (5S)-N-[6-fluoro-4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-7-oxa-2-azaspiro[4.5]decane-2-carboxamide
37 (R)-2-Oxa-7-aza-spiro[4.4]nonane-7-carboxylic acid [6-fluoro-
 
 4-methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
38 (5S)-N-[6-fluoro-4-methoxy-7-(oxan-4-yl)-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
39 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3-amino-
 
 phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
40 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-oxo-cyclopent-1-enyl)-thiazolo[4,5-c]pyridin-2-yl]-amide
41 Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid [6-fluoro-4-
 
 methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide (2-hydroxy-ethyl)-methyl-amide
42 N-[7-(2,5-dihydrofuran-3-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]cyclopropanecarboxamide
43 N-[7-(2,5-dihydrofuran-3-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-1H-imidazole-4-carboxamide
44 N-[7-(2,5-dihydrofuran-3-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
45 N-[7-(2,5-dihydrofuran-3-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-7-oxa-2-azaspiro[4.5]decane-2-carboxamide
46 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(1-acetyl-
 
 1,2,3,6-tetrahydro-pyridin-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-amide
47 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-thiophen-2-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
48 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-furan-2-yl-
 
 4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
49 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3-
 
 ethylaminomethyl-phenyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
50 N-[6-Fluoro-4-methoxy-7-(tetrahydro-pyran-4-yl)-thiazolo[4,5-
 
 c]pyridin-2-yl]-N′-(2-hydroxy-ethyl)-N′-methyl-terephthalamide
51 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-piperidin-1-yl-thiazolo[4,5-c]pyridin-2-yl)-amide
52 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-furan-3-yl-
 
 4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
53 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (4-methyl-piperazin-1-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
54 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-methoxy-phenyl)-thiazolo[4,5-c]pyridin-2-yl]-amide
55 N-{6-cyano-4-methoxy-[1,3]thiazolo[4,5-c]pyridin-2-yl}-1-(2-
 
 methoxyethyl)-1H-pyrazole-4-carboxamide
56 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (6-methyl-pyridazin-3-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
57 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-azetidin-1-
 
 yl-4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
58 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3-
 
 hydroxy-azetidin-1-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
59 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-cyclohex-
 
 1-enyl-4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
60 1H-Imidazole-4-carboxylic acid (4-methoxy-7-phenyl-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
61 N4-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]-N1,N1-dimethylbenzene-1,4-
 
 dicarboxamide
62 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-cyclohexyl-
 
 4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
63 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(4,4-
 
 difluoro-cyclohex-1-enyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
64 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3,6-
 
 dihydro-2H-thiopyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
65 1H-Imidazole-4-carboxylic acid [7-(3,6-dihydro-2H-pyran-4-yl)-
 
 4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
66 N-[4-methoxy-7-(4-methoxycyclohex-1-en-1-yl)-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]-8-oxa-2-azaspiro[4.5]decane-
 
 2-carboxamide
67 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (2-methyl-thiazol-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
68 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (1-pyridin-3-ylmethyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
69 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (1-pyridin-2-ylmethyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
71 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-4-(1H-1,2,3-triazol-1-yl)benzamide
72 4-{[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]carbamoyl}benzoic acid
73 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (7-
 
 [1,4]dioxan-2-yl-4-methoxy-thiazolo[4,5-c]pyridin-2-yl)-amide
74 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid {7-[1-(2,2-
 
 difluoro-ethyl)-1H-pyrazol-4-yl]-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl}-amide
75 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (1-pyridin-4-ylmethyl-1H-pyrazol-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
76 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(1-benzyl-
 
 1H-pyrazol-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
79 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(1-
 
 difluoromethyl-1H-pyrazol-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-amide
80 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-
 
 difluoromethoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
81 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-2-[(2-methoxyethyl)amino]-1,3-thiazole-5-
 
 carboxamide
82 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-4-[(1H-imidazol-1-yl)methyl]benzamide
83 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-4-[(1R)-1-acetamidoethyl]benzamide
84 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid {4-methoxy-
 
 7-[1-(tetrahydro-pyran-2-ylmethyl)-1H-pyrazol-4-yl]-
 
 thiazolo[4,5-c]pyridin-2-yl}-amide
85 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid {4-methoxy-
 
 7-[1-(tetrahydro-pyran-4-ylmethyl)-1H-pyrazol-4-yl]-
 
 thiazolo[4,5-c]pyridin-2-yl}-amide
86 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(1,1-dioxo-
 
 hexahydro-1l6-thiopyran-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-amide
87 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid {4-methoxy-
 
 7-[1-(tetrahydro-pyran-3-ylmethyl)-1H-pyrazol-4-yl]-
 
 thiazolo[4,5-c]pyridin-2-yl}-amide
88 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-
 
 yl)piperidine-1-carboxamide
89 3-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-1-[4-(2-oxopyrrolidin-1-yl)phenyl]urea
90 N-[4-({[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]carbamoyl}amino)phenyl]-2-
 
 (dimethylamino)acetamide
91 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-4-(2,4-dioxo-1,3-thiazolidin-3-yl)piperidine-1-
 
 carboxamide
92 N-[4-({[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]carbamoyl}amino)-2-
 
 methylphenyl]acetamide
93 N4-[7-(3,6-dihydro-2H-pyran-4-yl)-4-hydroxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-N1-(2-hydroxyethyl)-N1-methylbenzene-1,4-
 
 dicarboxamide
94 3-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-1-[4-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-
 
 yl)phenyl]urea
95 3-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-1-[4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]urea
96 N1-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]-N4,N4-dimethylpiperidine-1,4-
 
 dicarboxamide
97 [4-(4-Methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-ylcarbamoyl)-
 
 benzyl]-methyl-carbamic acid methyl ester
98 2,8-Diaza-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
99 4-(2,5-Dioxo-pyrrolidin-1-yl)-piperidine-1-carboxylic acid (4-
 
 methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
100 4-(2,5-Dioxo-pyrrolidin-1-yl)-piperidine-1-carboxylic acid [7-
 
 (3,6-dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-
 
 2-yl]-amide
101 Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid (6-fluoro-4-
 
 methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide (2-
 
 hydroxy-ethyl)-methyl-amide
102 2,7-Diaza-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
103 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-{1-[2-(2-methoxy-ethoxy)-ethyl]-1H-pyrazol-4-yl}-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
104 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-{1-[(R)-1-(tetrahydro-pyran-3-yl)methyl]-1H-pyrazol-4-yl}-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
105 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-{1-[(S)-1-(tetrahydro-pyran-3-yl)methyl]-1H-pyrazol-4-yl}-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
106 N1-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl]piperidine-1,4-dicarboxamide
107 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-hydroxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
108 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-2-oxa-7-azaspiro[4.4]nonane-7-carboxamide
109 4-({4-methoxy-7-phenyl-[1,3]thiazolo[4,5-c]pyridin-2-
 
 yl}carbamoyl)benzoic acid
110 N-{4-methoxy-7-phenyl-[1,3]thiazolo[4,5-c]pyridin-2-yl}-4-(1H-
 
 1,2,3,4-tetrazol-5-yl)benzamide
111 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(4,4-
 
 difluoro-cyclohexyl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
112 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-methylamino-phenyl)-thiazolo[4,5-c]pyridin-2-yl]-amide
113 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (5-methyl-thiophen-2-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
114 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (5-methyl-furan-2-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
115 4-[(4-methoxy-7-{1-[(pyridin-3-yl)methyl]-1H-pyrazol-4-yl}-
 
 [1,3]thiazolo[4,5-c]pyridin-2-yl)carbamoyl]benzoic acid
116 N-[7-(3,6-dihydro-2H-pyran-4-yl)-4-methoxy-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl]-1H-pyrazole-4-carboxamide
117 N-{4-methoxy-7-phenyl-[1,3]thiazolo[4,5-c]pyridin-2-yl}-1H-
 
 pyrazole-4-carboxamide
118 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-{1-[(S)-1-(tetrahydro-pyran-2-yl)methyl]-1H-pyrazol-4-yl}-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
119 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid (4-methoxy-
 
 7-{1-[(R)-1-(tetrahydro-pyran-2-yl)methyl]-1H-pyrazol-4-yl}-
 
 thiazolo[4,5-c]pyridin-2-yl)-amide
121 (R)-2,7-Diaza-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
122 (S)-2,7-Diaza-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
123 Piperidine-1,4-dicarboxylic acid 4-dimethylamide 1-[(4-
 
 methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide]
124 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(2-amino-
 
 pyridin-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
125 N-[7-(3,6-Dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-4-(4-methyl-piperazine-1-carbonyl)-benzamide
126 N-[7-(3,6-Dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-N′-(2-piperidin-1-yl-ethyl)-terephthalamide
127 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (2-methylamino-pyridin-4-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
128 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (5-methyl-cyclohex-1-enyl)-thiazolo[4,5-c]pyridin-2-yl]-amide
129 N-[7-(3,6-Dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-4-(4-hydroxy-4-methyl-piperidine-1-carbonyl)-
 
 benzamide
130 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(3-fluoro-5-
 
 methanesulfonylamino-phenyl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-yl]-amide
131 4-(2,5-Dioxo-imidazolidin-1-yl)-piperidine-1-carboxylic acid [7-
 
 (3,6-dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-
 
 2-yl]-amide
132 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-methyl-3,6-dihydro-2H-pyran-4-yl)-thiazolo[4,5-c]pyridin-2-
 
 yl]-amide
133 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-trifluoromethyl-piperidin-1-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
134 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (3-methoxy-piperidin-1-yl)-thiazolo[4,5-c]pyridin-2-yl]-amide
135 Imidazo[1,2-a]pyridine-3-carboxylic acid [7-(3,6-dihydro-2H-
 
 pyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
136 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 (5-oxo-2,5-dihydro-1H-pyrrol-3-yl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
137 4-(2,5-Dioxo-imidazolidin-1-yl)-piperidine-1-carboxylic acid (4-
 
 methoxy-7-phenyl-thiazolo[4,5-c]pyridin-2-yl)-amide
138 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(5-amino-
 
 2-fluoro-pyridin-3-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
139 N-(2-Azetidin-1-yl-ethyl)-N′-[7-(3,6-dihydro-2H-pyran-4-yl)-4-
 
 methoxy-thiazolo[4,5-c]pyridin-2-yl]-terephthalamide
140 2-Pyridin-3-yl-1H-imidazole-4-carboxylic acid [7-(3,6-dihydro-
 
 2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
141 N-{4-methoxy-7-[3-(trifluoromethyl)phenyl]-[1,3]thiazolo[4,5-
 
 c]pyridin-2-yl}-8-oxa-2-azaspiro[4.5]decane-2-carboxamide
142 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(5-amino-
 
 6-fluoro-pyridin-3-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
143 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [7-(5-amino-
 
 pyridin-3-yl)-4-methoxy-thiazolo[4,5-c]pyridin-2-yl]-amide
144 {4-[7-(3,6-Dihydro-2H-pyran-4-yl)-4-methoxy-thiazolo[4,5-
 
 c]pyridin-2-ylcarbamoyl]-phenyl}-acetic acid
145 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 ((S)-3-methyl-cyclohex-1-enyl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
146 8-Oxa-2-aza-spiro[4.5]decane-2-carboxylic acid [4-methoxy-7-
 
 ((R)-3-methyl-cyclohex-1-enyl)-thiazolo[4,5-c]pyridin-2-yl]-
 
 amide
 
or a physiologically acceptable salt or stereoisomer thereof.