Thiazole derivatives and use thereof
View Patent ↗The present invention is related to thiazole derivatives of Formula (I) in particular for the treatment and/or prophylaxis of autoimmune disorders and/or inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, bacterial or viral infections, kidney diseases, platelet aggregation, cancer, transplantation, graft rejection or lung injuries.
1. A thiazole derivative according to Formula (I),
wherein R 1 is selected from cycloalkyl or acyl;
R 2 is selected from H, halogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl or C 2 -C 6 -alkynyl;
R 3 is selected from the following thienyl groups:
R 4 is selected from C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, alkoxycarbonyl, sulfonyl or acyl;
R 5 and R 6 are independently selected from H, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl or halogen;
and isomers, enantiomers, diastereomers, racemates and pharmaceutically acceptable salts thereof.
2. The thiazole derivative according to claim 1 , wherein R 1 is acyl.
3. The thiazole derivative according to claim 1 , wherein R 2 is methyl.
4. The thiazole derivative according to claim 1 , wherein R 3 is a thienyl T1.
5. The thiazole derivative according to claim 1 , wherein R 3 is a thienyl T2.
6. The thiazole derivative according to claim 1 , wherein R 4 is selected from C 2 -C 6 -alkenyl or C 2 -C 6 -alkynyl.
7. The thiazole derivative according to claim 1 , wherein R 4 is sulfonyl.
8. The thiazole derivative according to claim 1 , wherein R 4 is selected from alkoxycarbonyl or acyl.
9. The thiazole derivative according to claim 1 , wherein R 5 and R 6 are H.
10. The thiazole derivative according to claim 1 , said thiazole derivative being selected from:
N-[5-(5-formyl-2-thienyl)-4-methyl-1,3-thiazol-2-yl]acetamide;
N-(5-{5-[(allylamino)methyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide;
N-{5-[5-(hydroxymethyl)-2-thienyl]-4-methyl-1,3-thiazol-2-yl}acetamide;
5-[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-carboxylic acid;
N-{4-methyl-5-[5-(morpholin-4-ylcarbonyl)-2-thienyl]-1,3-thiazol-2-yl}acetamide;
N-[4-methyl-5-(2-thienyl)-1,3-thiazol-2-yl]acetamide;
N-(5-{5-[(4-hydroxypiperidin-1-yl)carbonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl) acetamide;
N-(5-{5-[(3-hydroxypiperidin-1-yl)carbonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl) acetamide;
N-(5-{5-[(3-hydroxypiperidin-1-yl)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl) acetamide;
N-(5-{5-[(4-hydroxypiperidin-1-yl)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl) acetamide;
N-[5-(5-{[(2-hydroxyethyl)amino]sulfonyl}-2-thienyl)-4-methyl-1,3-thiazol-2-yl]acetamide;
N-(5-{5-[(allylamino)sulfonyl]-2-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide;
N-{4-methyl-5-[5-(morpholin-4-ylsulfonyl)-2-thienyl]-1,3-thiazol-2-yl}acetamide;
N-(5-{5-[(E)-(hydroxyimino)methyl]-2-thienyl}-4-methyl-1,3-thiazol -2-yl)acetamide;
N-[5-(5-cyano-2-thienyl)-4-methyl-1,3-thiazol-2-yl]acetamide;
Methyl 5-[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-carboxylate;
N-{5-[5-(aminosulfonyl)-2-thienyl]-4-methyl-1,3-thiazol-2-yl}acetamide; or
N-{5-[5-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylsulfonyl)-2-thienyl]-4-methyl-1,3-thiazol-2-yl}acetamide.
11. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier, diluent or excipient thereof.