CA2567268C - Thienopyridinone compounds and methods of treatment - Google Patents

Info

Publication number

CA2567268C

CA2567268C CA2567268A CA2567268A CA2567268C CA 2567268 C CA2567268 C CA 2567268C CA 2567268 A CA2567268 A CA 2567268A CA 2567268 A CA2567268 A CA 2567268A CA 2567268 C CA2567268 C CA 2567268C

Authority

CA

Canada

Prior art keywords

dihydro

hydroxy

pyridine

oxo

piperidin

Prior art date

2004-05-17

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

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• 238000000034 method Methods 0.000 title abstract description 23
• 238000011282 treatment Methods 0.000 title description 29
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• 150000003839 salts Chemical class 0.000 claims abstract description 31
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• -1 6,7-Dihydro-4-hydroxy-7-isopropyl-6-oxo-N-(3-(piperidin-1-yl) propyl)thieno[2,3-b]pyridine-5-carboxamide tartarate salt Chemical class 0.000 claims description 69
• 125000000217 alkyl group Chemical group 0.000 claims description 48
• 239000003814 drug Substances 0.000 claims description 39
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 25
• 125000003118 aryl group Chemical group 0.000 claims description 23
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• NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 18
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• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
• ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims description 6
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