1-Isopropyl-2-Oxo-1,2-dihydropyridine-3-carboxamide Derivatives having 5-HT4 Receptor Agonistic Activity
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Abstract
This invention provides a compound of formula (I): wherein R1 represents an alkyl group having from 1 to 4 carbon atoms or a halogen atom, R2 represents an alkyl group having from 1 to 4 carbon atoms, R3 represents a hydrogen atom or a hydroxy group, and A represents an oxygen atom or a group of the formula —C(R4)(R5)— (in which R4 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms and R5 represents a hydroxy group or an alkoxy group having from 1 to 4 carbon atoms) or a pharmaceutically acceptable salts thereof. These compounds have 5-HT4 receptor agonistic activity, and thus are useful for the treatment of gastroesophageal reflux disease, non-ulcer dyspepsia, functional dyspepsia, irritable bowel syndrome or the like in mammalian, especially humans.
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Citations
26 Claims
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1-11. -11. (canceled)
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12. A compound of the formula (I):
wherein R1 is alkyl having 1 to 4 carbons or halogen; R2 is alkyl having 1 to 4 carbons; R3 is hydrogen or hydroxy; and A is —
C(R4)(R5)—
;R4 is alky having 1 to 4 carbons or hydrogen; and R5 is alkoxy having 1 to 4 carbons or hydroxy; or a pharmaceutically acceptable salt thereof. - View Dependent Claims (13, 14, 15, 16, 17, 18, 20, 24, 25, 26)
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19. A compound which is
5-chloro-N-{[1-(cyclohexylmethyl)piperidin-4-yl]methyl}-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide; -
5-chloro-N-({1-[(1-hydroxycyclohexyl)methyl]piperidin-4-yl}methyl)-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide; 5-chloro-N-({1-[(cis-1-hydroxy-4-methoxycyclohexyl)methyl]piperidin-4-yl}methyl)-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide; 5-chloro-N-({1-[(trans-1-hydroxy-4-methoxycyclohexyl)methyl]piperidin-4-yl}methyl)-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide;
or5-chloro-N-({1-[(trans-1,4-Dihydroxy-4-methylcyclohexyl)methyl]piperidin-4-yl}methyl)-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide; and pharmaceutically acceptable salt thereof.
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Specification