New Pyridine Analogues VII 543

A compound of formula I or a pharmaceutically acceptable salt thereof:

• wherein
• R1 represents R6OC(O);
• R2 represents methyl, ethyl or methylamino;
• R6 represents ethyl or halogenated ethyl;
• R14 represents H, (C1-C12)alkyl optionally interrupted by oxygen and/or optionally substituted by one or more of OH, COOH and COORe;
• wherein Re represents aryl, cycloalkyl, heterocyclyl or (C1-C12)alkyl optionally substituted by one or more of halogen atoms, OH, aryl, cycloalkyl and heterocyclyl;
• Rc represents methylene (—CH2—) or ethylene (—CH2—CH2—);
• Rd represents phenyl, wherein the phenyl group optionally;
• is
• substituted by one or more fluorine atom(s), and/or
• substituted by one or more chlorine atom(s) only in one or more of the 2, 4, 5, 6-positions of the phenyl ring, and/or
• mono-, tri-, tetra- or penta-substituted by methyl group(s), and/or
• substituted by one or more methoxy group(s) only in one or more of the 2, 3, 5, 6-positions of the phenyl ring;
• X represents a single bond or methylene (—CH2—), wherein the methylene group may optionally be substituted with (C1-C6) alkyl;
• or
• X represents a group (—CH2—)n wherein n=2-6, which optionally is unsaturated and/or substituted by one or more substituent selected from halogen, hydroxyl or (C1-C6)alkyl;
• B is a ring/ring system comprising a nitrogen which nitrogen is connected to the pyridine-ring (according to formula I) and the B-ring/ring system is connected to X in another of its positions, wherein the substituent R14 is connected to the B ring/ring system in such a way that no quarternary ammonium compounds are formed (by this connection), and wherein the B ring/ring system is selected from 3-azetidin-1-ylene, 3-pyrrolidine-1-ylene and 4-piperidine-1-ylene;
• and
• wherein the following compounds are not included:
• ethyl 6-[3-({[(2-chlorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-5-cyano-2-methylnicotinate
• ethyl 6-[3-({[(4-chlorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-5-cyano-2-methylnicotinate
• ethyl 5-cyano-6-[3-({[(3-fluorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-2-methyl-6-[3-({[(2-phenylethyl)sulfonyl]amino}carbonyl)azetidin-1-yl]nicotinate
• ethyl 5-cyano-2-methyl-6-[3-({[(2-methylbenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]nicotinate
• ethyl 5-cyano-6-{3-[({[2-(4-fluorophenyl)ethyl]sulfonyl}amino)carbonyl]azetidin-1-yl}-2-methylnicotinate
• ethyl 5-cyano-6-[3-({[(4-fluorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-6-{3-[({[2-(2-fluorophenyl)ethyl]sulfonyl}amino)carbonyl]azetidin-1-yl}-2-methylnicotinate
• ethyl 5-cyano-6-{3-[({[2-(3-fluorophenyl)ethyl]sulfonyl}amino)carbonyl]azetidin-1-yl}-2-methylnicotinate
• ethyl 6-(4-{[(benzylsulfonyl)amino]carbonyl}-4-methylpiperidin-1-yl)-5-cyano-2-methylnicotinate
• ethyl 6-(4-{[(benzylsulfonyl)amino]carbonyl}piperidin-1-yl)-5-cyano-2-ethylnicotinate
• ethyl 6-[4-({[(4-chlorobenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-5-cyano-2-methylnicotinate
• ethyl 6-(4-{[(benzylsulfonyl)amino]carbonyl}piperidin-1-yl)-5-cyano-2-methylnicotinate
• ethyl 6-(3-{[(benzylsulfonyl)amino]carbonyl}azetidin-1-yl)-5-cyano-2-methylnicotinate
• ethyl 5-cyano-2-methyl-6-[3-({[(3-methylbenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]nicotinate
• ethyl 5-cyano-2-methyl-6-[3-({[(4-methylbenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]nicotinate
• ethyl 5-cyano-6-[4-({[(4-fluorobenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-2-methylnicotinate
• 2,2,2-trifluoroethyl 6-(4-{[(benzylsulfonyl)amino]carbonyl}piperidin-1-yl)-5-cyano-2-methylnicotinate
• 2,2,2-trifluoroethyl 6-(3-{[(benzylsulfonyl)amino]carbonyl}azetidin-1-yl)-5-cyano-2-methylnicotinate
• 2,2,2-trifluoroethyl 6-[3-({[(4-chlorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-5-cyano-2-methylnicotinate
• ethyl 6-(3-{[(benzylsulfonyl)amino]carbonyl}azetidin-1-yl)-5-cyano-2-ethylnicotinate
• ethyl 5-cyano-2-methyl-6-[4-({[(4-methylbenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]nicotinate
• ethyl 5-cyano-6-[4-({[(3-fluorobenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-2-methyl-6-[4-({[(2-phenylethyl)sulfonyl]amino}carbonyl)piperidin-1-yl]nicotinate
• ethyl 6-(3-{2-[(benzylsulfonyl)amino]-2-oxoethyl}azetidin-1-yl)-5-cyano-2-methylnicotinate
• ethyl 5-cyano-6-[3-(2-{[(4-fluorobenzyl)sulfonyl]amino}-2-oxoethyl)azetidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-6-[4-({[(3-fluoro-4-methylbenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-6-[3-({[(3,4-difluorobenzyl)sulfonyl]amino}carbonyl)azetidin-1-yl]-2-methylnicotinate
• ethyl 5-cyano-2-methyl-6-[4-({[(3-methylbenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]nicotinate and
• ethyl 5-cyano-6-[4-({[(3,4-difluorobenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-2-methylnicotinate.