Pyridines
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Abstract
Compounds of formula
as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R6 have the significance given in claim 1 can be used in the form of pharmaceutical compositions.
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Citations
16 Claims
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1. A compound of the formula (I):
- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16)
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2. The compound according to claim 1, wherein R5 is phenyl, naphtyl, piperidyl or 1,2,3,4-tetrahydro-isoquinolinyl optionally substituted with one to three substituents independently selected from alkyl, halogen, alkoxy, nitro, trifluoromethyl, trifluoromethoxy, trifluoromethylcarbonyl, aryl, aryloxy and alkylsulfonyl.
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3. The compound according to claim 1, wherein R5 is phenyl or naphtyl optionally substituted with one to three substituents independently selected from alkyl, halogen, trifluoromethyl, trifluoromethoxy and aryl.
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4. The compound according to claim 1, wherein R6 is hydrogen.
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5. The compound according to claim 1, wherein R1 is alkyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, aryl, alkoxyalkylaminocarbonylalkyl, cycloalkylalkoxyalkyl, arylalkyloxyalkyl or trifluoroalkoxyalkyl.
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6. The compound according to claim 1, wherein R1 is hydrogen.
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7. The compound according to claim 1, wherein R2 is hydrogen, cycloalkylalkoxyalkyl, alkoxyalkyl, piperidyl, pyrrolidyl, morpholinyl, thiomorpholinyl, arylalkyl or aryloxy.
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8. The compound according to claim 1, wherein R3 is hydrogen.
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9. The compound according to claim 1, wherein R4 is hydrogen or halogen.
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10. The compound according to claim 1, wherein R4 is hydrogen.
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11. The compound according to claim 1, selected from
3-Chloro-N-(6-ethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; -
Biphenyl-4-sulfonic acid (6-ethyl-pyridin-2-yl)-amide; Biphenyl-4-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3-Chloro-2-methyl-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; Naphthalene-2-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3,4-Dichloro-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 2,5-Difluoro-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 5-Chloro-naphthalene-2-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3,4-Dimethoxy-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 4,5-Dichloro-2-fluoro-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-5-methyl-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; Piperidine-1-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3-Chloro-N-(6-isopropyl-pyridin-2-yl)-4-methyl-benzenesulfonamide; 2,5-Difluoro-N-(6-isopropyl-pyridin-2-yl)-benzenesulfonamide; N-(6-Isopropyl-pyridin-2-yl)-4-(4-trifluoromethyl-phenoxy)-benzenesulfonamide; 2,4-Dichloro-N-(6-isopropyl-pyridin-2-yl)-5-methyl-benzenesulfonamide; N-(6-Isopropyl-pyridin-2-yl)-4-methanesulfonyl-benzenesulfonamide; N-(6-Isopropyl-pyridin-2-yl)-4-trifluoromethoxy-benzenesulfonamide; 2-(2,2,2-Trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinoline-7-sulfonic acid (6-isopropyl-pyridin-2-yl)-amide; N-(6-Isopropyl-pyridin-2-yl)-3-(4-trifluoromethyl-phenoxy)-benzenesulfonamide; Naphthalene-2-sulfonic acid (6-isopropyl-pyridin-2-yl)-amide; N-(6-Isopropyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; N-[6-(2-Chloro-phenyl)-pyridin-2-yl]-5-fluoro-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(2-chloro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; Biphenyl-4-sulfonic acid [6-(2-chloro-phenyl)-pyridin-2-yl]-amide; 3-Chloro-N-[6-(2,4-difluoro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(3-fluoro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(2,3-difluoro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(2,5-dichloro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; N-[6-(2,5-Dichloro-phenyl)-pyridin-2-yl]-5-fluoro-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(3-chloro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; N-[6-(3-Chloro-phenyl)-pyridin-2-yl]-5-fluoro-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(2-fluoro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 5-Fluoro-N-[6-(2-fluoro-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-[6-(2-trifluoromethyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; 5-Fluoro-2-methyl-N-[6-(2-trifluoromethyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; N-[6-(2-Chloro-phenyl)-pyridin-2-yl]-2,5-difluoro-benzenesulfonamide; N-[6-(2-Chloro-phenyl)-pyridin-2-yl]-2-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-[6-(2-methoxy-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 5-Fluoro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; N-[2,3′
]Bipyridinyl-6-yl-3-chloro-2-methyl-benzenesulfonamide;2,5-Difluoro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 3,4-Dichloro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-N-(6-methoxy-pyridin-2-yl)-2-methyl-benzenesulfonamide; Biphenyl-4-sulfonic acid (6-methoxy-pyridin-2-yl)-amide; 5-Fluoro-N-(6-methoxy-pyridin-2-yl)-2-methyl-benzenesulfonamide; Naphthalene-2-sulfonic acid (6-methoxy-pyridin-2-yl)-amide; 3-Chloro-N-(6-ethoxy-pyridin-2-yl)-2-methyl-benzenesulfonamide; Biphenyl-4-sulfonic acid (6-ethoxy-pyridin-2-yl)-amide; Naphthalene-2-sulfonic acid (6-ethoxy-pyridin-2-yl)-amide; 3-Chloro-N-(6-ethylsulfanyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; Biphenyl-4-sulfonic acid (6-ethylsulfanyl-pyridin-2-yl)-amide; Naphthalene-2-sulfonic acid (6-ethylsulfanyl-pyridin-2-yl)-amide; Naphthalene-2-sulfonic acid (6-ethanesulfonyl-pyridin-2-yl)-amide; 3-Chloro-2-methyl-N-[6-(2-oxo-pentyl)-pyridin-2-yl]-benzenesulfonamide; 2-[6-(Biphenyl-4-sulfonylamino)-pyridin-2-yl]-N,N-diethyl-acetamide; Biphenyl-4-sulfonic acid [6-(2-morpholin-4-yl-2-oxo-ethyl)-pyridin-2-yl]-amide; [6-(3-Chloro-2-methyl-benzenesulfonylamino)-pyridin-2-yl]-acetic acid methyl ester; [6-(5-Fluoro-2-methyl-benzenesulfonylamino)-pyridin-2-yl]-acetic acid methyl ester; N,N-Diethyl-2-[6-(4′
-fluoro-biphenyl-4-sulfonylamino)-pyridin-2-yl]-acetamide;4-Fluoro-biphenyl-4-sulfonic acid [6-(2-morpholin-4-yl-2-oxo-ethyl)-pyridin-2-yl]-amide; 2-[6-(4-Fluoro-biphenyl-4-sulfonylamino)-pyridin-2-yl]-N-(2-methoxy-ethyl)-acetamide; 2-[6-(3-Chloro-2-methyl-benzenesulfonylamino)-pyridin-2-yl]-N,N-diethyl-acetamide; 2-[6-(3,4-Dichloro-benzenesulfonylamino)-pyridin-2-yl]-N,N-diethyl-acetamide 2-[6-(3-Chloro-2-methyl-benzenesulfonylamino)-3-methyl-pyridin-2-yl]-N,N-diethyl-acetamide; 2-[6-(3,4-Dichloro-benzenesulfonylamino)-3-methyl-pyridin-2-yl]-N,N-diethyl-acetamide; 3-Chloro-N-(6-hydroxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(6-methoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 2,5-Difluoro-N-(6-methoxymethyl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-N-(6-methoxymethyl-pyridin-2-yl)-4-methyl-benzenesulfonamide; N-(6-Cyclopropylmethoxymethyl-pyridin-2-yl)-2,5-difluoro-benzenesulfonamide; 5-Fluoro-N-(6-methoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 2,5-Difluoro-N-(6-hydroxymethyl-pyridin-2-yl)-benzenesulfonamide; Acetic acid 6-(2,5-difluoro-benzenesulfonylamino)-pyridin-2-ylmethyl ester; Naphthalene-2-sulfonic acid (6-hydroxymethyl-pyridin-2-yl)-amide; 3-Chloro-N-(6-cyclopropylmethoxymethyl-pyridin-2-yl)-4-methyl-benzenesulfonamide; N-(6-Cyclopropylmethoxymethyl-pyridin-2-yl)-5-fluoro-2-methyl-benzenesulfonamide; 3-Chloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-4-methyl-benzenesulfonamide; 3-Chloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 2,5-Difluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; 5-Fluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-2-methyl-benzenesulfonamide; Piperidine-1-sulfonic acid (6-methoxymethyl-pyridin-2-yl)-amide; Piperidine-1-sulfonic acid (6-cyclopropylmethoxymethyl-pyridin-2-yl)-amide 3-Chloro-4-methyl-N-[6-(4-trifluoromethyl-phenoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-2-methyl-N-[6-(4-trifluoromethyl-phenoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,5-Difluoro-N-[6-(4-trifluoromethyl-phenoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 5-Fluoro-2-methyl-N-[6-(4-trifluoromethyl-phenoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-N-(6-cyclopropylmethoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3,4-Dichloro-N-(6-cyclopropylmethoxymethyl-pyridin-2-yl)-benzenesulfonamide; 4-Fluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; N-[6-(4-Fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; N-(5-Cyclopropyl-methoxymethyl-pyridin-2-yl)-2,5-difluoro-benzenesulfonamide 4-Chloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-3-methyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-pyridin-2-yl)-5-fluoro-2-methyl-benzenesulfonamide; Piperidine-1-sulfonic acid (5-cyclopropyl-methoxymethyl-pyridin-2-yl)-amide; 3-Chloro-N-(5-cyclopropyl methoxymethyl-6-methyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-2,5-difluoro- benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-5-fluoro-2-methyl-benzenesulfonamide; N-(5-Methoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-(5-methoxymethyl-6-methyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; N-[5-(4-fluoro-benzyloxymethyl)-6-methyl-pyridin-2-yl]-3- trifluoromethylbenzenesulfonamide; 3-Chloro-N-[5-(4-fluoro-benzyloxymethyl)-6-methyl-pyridin-2-yl]-2-methylbenzenesulfonamide; N-(5-Ethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethylbenzenesulfonamide; 3-Chloro-2-methyl-N-{6-[(methyl-propyl-amino)-methyl]-pyridin2-yl}-benzenesulfonamide; 5-Fluoro-2-methyl-N-{6-[(methyl-propyl-amino)-methyl]-pyridin-2-yl}-benzenesulfonamide; 3-Chloro-N-(5-ethoxymethyl-6-methyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(6-cyclopropyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; Naphthalene-1-sulfonic acid (6-cyclopropyl-pyridin-2-yl)-amide; 4-Chloro-N-(6-cyclopropyl-pyridin-2-yl)-2,5-dimethyl-benzenesulfonamide; 4-Chloro-N-(6-cyclopropyl-pyridin-2-yl)-3-methyl-benzenesulfonamide; N-(6-Cyclopropyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-(6-cyclopropyl-pyridin-2-yl)-5-methylbenzenesulfonamide; Naphthalene-2-sulfonic acid (6-cyclopropyl-pyridin2-yl)-amide; N-(5-Cyclopropylmethoxymethyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; N-(5-Ethoxymethyl-6-methyl-pyridin-2-yl)-3,5-bis-trifluoromethyl-benzenesulfonamide; 4-Chloro-N-(5-ethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 4-Chloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 4-Chloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-2,5-dimethyl-benzenesulfonamide; 3-Trifluoromethyl-N-[6-(4-trifluoromethyl-phenoxymethyl)-pyridin-2-yl]-benzenesulfonamide; N-[5-(2-Fluoro-ethoxymethyl)-6-methyl-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-6-methyl- benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-pyridin-2-yl)-4-fluoro-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-(5-cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-(5-cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-6-methyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 2,4-Difluoro-N-[6-(3-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-N-[6-(3-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-N-[6-(3-fluoro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 2,4-Difluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-4-fluoro-3-trifluoromethyl-benzenesulfonamide;
4-Fluoro-N-[6-(3-fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide;4-Fluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; N-[6-(4-Fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethoxy-benzenesulfonamide; N-(6-Methoxymethyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-(6-methoxymethyl-pyridin-2-yl)-6-methyl-benzenesulfonamide; 3-Chloro-N-(6-methoxymethyl-pyridin-2-yl)-benzenesulfonamide; 3-Trifluoromethyl-N-[6-(3,3,3-trifluoro-propoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-[6-(3,3,3-trifluoro-propoxymethyl)-pyridin-2-yl]-benzenesulfonamide; N-[6-(2,2,2-Trifluoro-ethoxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-[6-(2,2,2-trifluoro-ethoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-N-[6-(2-cyclopropyl-ethoxymethyl)-pyridin-2-yl]-benzenesulfonamide; N-[6-(2-Cyclopropyl-ethoxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; N-[6-(2-Cyclopropyl-ethoxymethyl)-pyridin-2-yl]-4-fluoro-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(2-cyclopropyl-ethoxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 2,4-Dichloro-5-methyl-N-[6-(2,2,2-trifluoro-ethoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2-Chloro-N-[6-(2,2,2-trifluoro-ethoxymethyl)-pyridin-2-yl]-5-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(3-chloro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; N-[6-(3-Chloro-benzyloxymethyl)-pyridin-2-yl]-4-fluoro-3-trifluoromethyl-benzenesulfonamide; N-[6-(4-Chloro-benzyloxymethyl)-pyridin-2-yl]-4-fluoro-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-chloro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; N-[5-(2,2,2-Trifluoro-ethoxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-5-methyl-N-[5-(2,2,2-trifluoro-ethoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 3-Chloro-2-methyl-N-(3,4,5,6-tetrahydro-2H-[1,3′
]bipyridinyl-6′
-yl)-benzenesulfonamide;3-Chloro-2-methyl-N-(5-pyrrolidin-1-yl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-morpholin-4-yl-pyridin-2-yl)-benzenesulfonamide; N-(5-Benzyl-pyridin-2-yl)-3-chloro-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-phenethyl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-2-methyl-N-(6-methyl-5-phenethyl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-thiomorpholin-4-yl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-{5-[2-(4-chloro-phenyl)-ethyl]-pyridin-2-yl}-6-methyl-benzenesulfonamide; 3-Chloro-N-{5-[2-(4-methoxy-phenyl)-ethyl]-pyridin-2-yl}-2-methyl-benzenesulfonamide; 3-Chloro-N-{5-[2-(3-fluoro-phenyl)-ethyl]-pyridin-2-yl}-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-{5-[2-(2-trifluoromethyl-phenyl)-ethyl]-pyridin-2-yl}-benzenesulfonamide 3-Chloro-N-{5-[2-(4-fluoro-phenyl)-ethyl]-pyridin-2-yl}-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-phenoxy-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-N-[5-(2-chloro-phenoxy)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[5-(4-fluoro-phenoxy)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-(5-phenoxy-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-[5-(2-chloro-phenoxy)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 2,4-Dichloro-N-[5-(4-fluoro-phenoxy)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-[5-(2-quinolin-2-yl-ethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-[5-(2-quinolin-2-yl-ethyl)-pyridin-2-yl]-benzenesulfonamide; and 3-Chloro-2-methyl-N-[5-(2-pyridin-2-yl-ethyl)-pyridin-2-yl]-benzenesulfonamide.
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12. The compound according to claim 1, selected from:
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3-Chloro-N-(6-ethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; Biphenyl-4-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3-Chloro-2-methyl-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-(6-propyl-pyridin-2-yl)-benzenesulfonamide; 5-Chloro-naphthalene-2-sulfonic acid (6-propyl-pyridin-2-yl)-amide; 3-Chloro-N-(6-isopropyl-pyridin-2-yl)-4-methyl-benzenesulfonamide; N-(6-Isopropyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-2-methyl-N-[6-(2-trifluoromethyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; 2,5-Difluoro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-fluoro-2-methyl-phenyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 2-[6-(3-Chloro-2-methyl-benzenesulfonylamino)-pyridin-2-yl]-N,N-diethyl-acetamide; 3-Chloro-N-(6-hydroxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(6-methoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(6-cyclopropylmethoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3,4-Dichloro-N-(6-cyclopropylmethoxymethyl-pyridin-2-yl)-benzenesulfonamide; 4-Fluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-benzenesulfonamide; N-[6-(4-Fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; 3-Chloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(5-cyclopropyl methoxymethyl-6-methyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; 3-Chloro-N-(5-methoxymethyl-6-methyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; N-(5-Ethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethylbenzenesulfonamide; 3-Chloro-N-(6-cyclopropyl-pyridin-2-yl)-2-methyl-benzenesulfonamide; Naphthalene-1-sulfonic acid (6-cyclopropyl-pyridin-2-yl)-amide; 4-Chloro-N-(6-cyclopropyl-pyridin-2-yl)-2,5-dimethyl-benzenesulfonamide; N-(6-Cyclopropyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 4-Chloro-N-(5-ethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-(5-cyclopropylmethoxymethyl-pyridin-2-yl)-6-methyl- benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-pyridin-2-yl)-4-fluoro-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-(5-cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-6-methyl-benzenesulfonamide; N-(5-Cyclopropylmethoxymethyl-6-methyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 4-Fluoro-N-[6-(4-fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethyl-benzenesulfonamide; N-[6-(4-Fluoro-benzyloxymethyl)-pyridin-2-yl]-3-trifluoromethoxy-benzenesulfonamide; N-(6-Methoxymethyl-pyridin-2-yl)-3-trifluoromethyl-benzenesulfonamide; 3-Trifluoromethyl-N-[6-(3,3,3-trifluoro-propoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-[6-(3,3,3-trifluoro-propoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-[6-(2,2,2-trifluoro-ethoxymethyl)-pyridin-2-yl]-benzenesulfonamide; 2,4-Dichloro-N-[6-(2-cyclopropyl-ethoxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(3-chloro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; N-[6-(4-Chloro-benzyloxymethyl)-pyridin-2-yl]-4-fluoro-3-trifluoromethyl-benzenesulfonamide; 2,4-Dichloro-N-[6-(4-chloro-benzyloxymethyl)-pyridin-2-yl]-6-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-(3,4,5,6-tetrahydro-2H-[1,3′
]bipyridinyl-6′
-yl)-benzenesulfonamide;3-Chloro-2-methyl-N-(5-pyrrolidin-1-yl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-morpholin-4-yl-pyridin-2-yl)-benzenesulfonamide; N-(5-Benzyl-pyridin-2-yl)-3-chloro-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-(6-methyl-5-phenethyl-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-thiomorpholin-4-yl-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-{5-[2-(4-chloro-phenyl)-ethyl]-pyridin-2-yl}-6-methyl-benzenesulfonamide; 3-Chloro-N-{5-[2-(3-fluoro-phenyl)-ethyl]-pyridin-2-yl}-2-methyl-benzenesulfonamide; 3-Chloro-N-{5-[2-(4-fluoro-phenyl)-ethyl]-pyridin-2-yl}-2-methyl-benzenesulfonamide; 3-Chloro-2-methyl-N-(5-phenoxy-pyridin-2-yl)-benzenesulfonamide; 3-Chloro-N-[5-(2-chloro-phenoxy)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 3-Chloro-N-[5-(4-fluoro-phenoxy)-pyridin-2-yl]-2-methyl-benzenesulfonamide; 2,4-Dichloro-6-methyl-N-(5-phenoxy-pyridin-2-yl)-benzenesulfonamide; 2,4-Dichloro-N-[5-(2-chloro-phenoxy)-pyridin-2-yl]-6-methyl-benzenesulfonamide; and 2,4-Dichloro-N-[5-(4-fluoro-phenoxy)-pyridin-2-yl]-6-methyl-benzenesulfonamide.
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13. A process for the preparation of a compound according to claim 1, comprising the steps of:
a) reaction of a compound according to formula (II);
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14. A pharmaceutical composition, comprising a therapeutically effective amount of a compound according to claim 1 and a therapeutically inert carrier.
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15. A method for the treatment of diabetes and obesity, comprising the step of administering a therapeutically effective amount of a compound according to claim 1 to a patient in need thereof.
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16. The method according to claim 15, wherein said diabetes is Type II diabetes.
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2. The compound according to claim 1, wherein R5 is phenyl, naphtyl, piperidyl or 1,2,3,4-tetrahydro-isoquinolinyl optionally substituted with one to three substituents independently selected from alkyl, halogen, alkoxy, nitro, trifluoromethyl, trifluoromethoxy, trifluoromethylcarbonyl, aryl, aryloxy and alkylsulfonyl.
Specification
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Current AssigneeHoffmann-La Roche Incorporated (Roche Holding AG)
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Original AssigneeHoffmann-La Roche Incorporated (Roche Holding AG)
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InventorsMayweg, Alexander, Kuhn, Bernd, Neidhart, Werner, Hunziker, Daniel, Amrein, Kurt
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Primary Examiner(s)NORTHINGTON DAVIS, ZINNA
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Application NumberUS11/238,598Publication NumberTime in Patent Office1,216 DaysField of SearchNoneUS Class Current514/230.8CPC Class CodesA61P 1/14 Prodigestives, e.g. acids, ...A61P 3/00 Drugs for disorders of the ...A61P 3/04 Anorexiants; Antiobesity ag...A61P 3/06 AntihyperlipidemicsA61P 3/10 for hyperglycaemia, e.g. an...A61P 43/00 Drugs for specific purposes...A61P 9/12 AntihypertensivesC07D 213/76 to which a second hetero at...C07D 401/12 linked by a chain containin...C07D 413/04 directly linked by a ring-m...