N-(pyridin-2-yl)pyridine-sulfonamide derivatives and their use in the treatment of disease
First Claim
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1. A compound of formula (I), or a pharmaceutically acceptable salt thereof:
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Abstract
The invention relates to heterocyclic compounds of the formula (I)
in which all of the variables are as defined in the specification; capable of modulating the activity of CFTR. The invention further provides a method for manufacturing compounds of the invention, and its therapeutic uses. The invention further provides methods to their preparation, to their medical use, in particular to their use in the treatment and management of diseases or disorders including Cystic fibrosis and related disorders.
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Citations
43 Claims
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1. A compound of formula (I), or a pharmaceutically acceptable salt thereof:
- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 42, 43)
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2. The compound of claim 1 having the structure of formula (Ia), (Ib) or (Ic)), or a pharmaceutically acceptable salt thereof:
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3. The compound of claim 2, or a pharmaceutically acceptable salt thereof wherein:
Y1 is N and Y2 is CR6.
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4. The compound of claim 2, or a pharmaceutically acceptable salt thereof wherein:
Y1 is CR6 and Y2 is N.
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5. The compound of claim 1, or a pharmaceutically acceptable salt thereof wherein:
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m is 1; and n is 1.
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6. The compound of claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof, wherein:
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R1 is hydrogen, halogen or CF3; R2 is hydrogen, halogen, —
OCH3 or CF3;Y1 is N and Y2 is CH; and ring A is phenyl.
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7. The compound of claim 1, or a pharmaceutically acceptable salt thereof wherein
R5 is R10 and R10 is a fully or partially saturated 4 to 10-membered heterocycle optionally substituted with 1 to 4 substituents each independently selected from halogen, hydroxy, C1-4alkyl, C1-4alkoxy, halo-substituted-C1-4alkyl, hydroxy-substituted-C1-4alkyl, halo-substituted-C1-4alkoxy, oxo, nitrile, C3-6 cycloalkyl, C4-6 heterocycle, NHR11, — - C(O)—
R13, —
C(O)NHR11, C1-3alkyl-C(O)NHR11, —
C(O)C1-3alkyl-NHR11 and —
C(O)O—
R12, wherein said C3-6 cycloalkyl and C4-6 heterocycle are optionally substituted with 1 to 3 substituents each independently selected from hydroxy, halogen, amino, C1-4alkyl, halo-substituted-C1-4alkyl and hydroxy-substituted-C1-4alky.
- C(O)—
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8. The compound of claim 7, or a pharmaceutically acceptable salt thereof, wherein R10 is a fully saturated 4 to 10-membered.
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9. The compound of claim 7, or a pharmaceutically acceptable salt thereof, wherein R10 is 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine, 8-azabicyclo[3.2.1]octan-3-ol, octahydropyrrolo[1,2-a]pyrazine, 6-oxa-1-azaspiro[3.3]heptane, 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine, 3,8 diazabicyclo[3.2.1]octane, 8-oxa-3-azabicyclo[3.2.1]octane, 2-oxa-6-azaspiro[3.3]heptane, 1H-pyrazole, 2,6-diazaspiro[3.3]heptane, 7-azaspiro[3.5]nonane, 2,6-diazaspiro[3.4]octane, 1,6-diazaspiro[3.3]heptane, 5-oxa-2-azaspiro[3.4]octane, 2,5-diazabicyclo[2.2.1]heptane, 8-azaspiro[4.5]decane, 5-azaspiro[2.5]octane, 4,7-diazaspiro[2.5]octane, 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine or 3-azabicyclo[3.1.0]hexane;
- wherein R10 is optionally substituted by 1 to 3 substituents each independently selected from amino, oxo, halogen, C1-4alkyl, hydroxy-substituted C1-4alkyl and halo-substituted C1-4alkyl.
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10. The compound according to claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof, wherein:
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R1 is F, Cl or CF3; R2 is hydrogen, —
OCH3 or CF3;Y1 is N and Y2 is CH; n is 1; ring A is phenyl; R5 is —
NR7R8; andR8 is hydrogen.
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11. The compound according to claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof, wherein:
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R1 is F, Cl or CF3; R2 is hydrogen, —
OCH3 or CF3;Y1 is N and Y2 is CH; ring A is phenyl; and R5 is —
OR9.
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12. The compound according to claim 1 of formula (II), or a pharmaceutically acceptable salt thereof:
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13. The compound of claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof, wherein:
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R1 is F, Cl or CF3; R2 is H; Y1 is N and Y2 is CH; n is 1; ring A is
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14. The compound of claim 13, or a pharmaceutically acceptable salt thereof, wherein R3 is CH3, CD3, cyclopropyl, Cl, —
- OCH3, —
CF3 or —
OCF3 and R4 is hydrogen, Cl, —
OCH3, F, CH3, nitrile, or —
CF3.
- OCH3, —
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15. The compound of claim 13, or a pharmaceutically acceptable salt thereof, wherein R3 is Cl, CD3, or CH3 and R4 is hydrogen, CH3, Cl or F.
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16. The compound of claim 13, or a pharmaceutically acceptable salt thereof, where R10 is
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17. The compound of claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof:
wherein; R1 is F, Cl or CF3; R2 is H; Y1 is N and Y2 is CH; n is 1; ring A is
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18. The compound of claim 2 of formula (Ia), or a pharmaceutically acceptable salt thereof, wherein:
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R1 is F, Cl or CF3; R2 is H; Y1 is N and Y2 is CH; ring A is
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19. The compound of claim 13, or a pharmaceutically acceptable salt thereof, wherein:
R10 is a heterocycle selected from the group consisting of, where *N represents the ring attachment nitrogen;
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20. The compound of claim 1, or a pharmaceutically acceptable salt thereof, where R3 is CH3, or Cl, and R4 is hydrogen or F.
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21. A The compound of claim 1, or a pharmaceutically acceptable salt thereof, selected from the group consisting of:
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6-amino-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-Amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-bromo-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-4-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2,6-dimethylphenyl)-4-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-5-fluoropyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(4-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-6-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(5-chloro-2-cyclopropylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-(trifluoromethyl)-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-cyclopropylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-(methyl-d3)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-cyclopropyl-5-fluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(o-tolyl)-4-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-bromo-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-chlorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-4-sulfonamide; 2-amino-N-(5-chloro-6-(2-(methyl-d3)phenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2-cyclopropyl-4-fluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2-cyclopropyl-4-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-ethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(4-fluoro-2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-fluoro-6-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-mesitylpyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)-3-fluoropyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-methyl-3-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-fluoro-6-(2-isopropylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-5-methyl-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(4-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(6-chloro-2-fluoro-3-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-6-fluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(6-(2-chloro-4-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-5-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(5-chloro-6-(2-isopropylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 2-amino-N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(5-chloro-6-(2-(1,1-difluoroethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2-isopropylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-6-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-methyl-6-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-cyclopropylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(5-chloro-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-4-fluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2-chloro-6-fluoro-3-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-(trifluoromethoxy)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-fluoro-6-methylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 2-amino-N-(5-chloro-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(5-fluoro-2-methoxyphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-4-methylpyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(6-(5-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2-(difluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-cyclopropyl-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(3-cyano-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-fluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-fluoro-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(4-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-5-methoxypyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(3-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(5-methyl-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-methoxyphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2-chlorophenyl)-5-methylpyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2,3,6-trifluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-(trifluoromethyl)-6-(3-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2,6-difluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-5-bromo-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(2-methyl-5-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(6-(5-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(5-cyano-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(5-cyano-2-methylphenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(5-chloro-6-(2,4,6-trifluorophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(3-cyano-2-methylphenyl)pyridin-2-yl)pyridine-4-sulfonamide; 2-amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)pyridine-3-sulfonamide; 6-amino-N-(5-chloro-6-(2-methyl-5-(trifluoromethoxy)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2-cyanophenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(4-cyano-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-amino-N-(5-chloro-6-(4-cyano-2-methylphenyl)pyridin-2-yl)pyridine-4-sulfonamide; 6-amino-N-(6-(2,6-dimethylphenyl)-3-fluoropyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(4-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(5-chloro-6-(2,6-dimethylphenyl)-3-fluoropyridin-2-yl)pyridine-2-sulfonamide; 6-amino-N-(3-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(3-aminopiperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (S)-6-(3-aminopiperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(piperidin-3-ylamino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (S)-6-(piperidin-3-ylamino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3R,4S)-4-methoxypiperidin-3-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(6-amino-3-azabicyclo[3.1.0]hexan-3-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-aminopiperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-(methylamino)piperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-amino-4-methylpiperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((3S,4R)-4-amino-3-fluoropiperidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(piperidin-4-ylamino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3S,4R)-3-hydroxypiperidin-4-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3R,4R)-3-hydroxypiperidin-4-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3S,4R)-3-methoxypiperidin-4-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3R,4R)-3-methoxypiperidin-4-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(((3S,4R)-3-fluoropiperidin-4-yl)amino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((3'"'"'S,4'"'"'S)-4′
-hydroxy-[1 3′
-bipyrrolidin]-1′
-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide;(R)-6-(3-aminopyrrolidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (S)-6-(3-aminopyrrolidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(3-(methylamino)pyrrolidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (S)-6-(3-(methylamino)pyrrolidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(pyrrolidin-3-ylamino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (S)-6-(pyrrolidin-3-ylamino)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)-6-(((3S,4R)-4-hydroxytetrahydrofuran-3-yl)amino)pyridine-2-sulfonamide; N-(5-chloro-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)-6-(((3R,4S)-4-hydroxytetrahydrofuran-3-yl)amino)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(((3R,4S)-4-hydroxytetrahydrofuran-3-yl)amino)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(((1 S,2R,3R,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]heptan-2-yl)amino)pyridine-2-sulfonamide; (1s,4s)-4-((6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)oxy)cyclohexane-1-carboxylic acid; (1r,4r)-4-((6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)oxy)cyclohexane-1-carboxylic acid; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(3-oxopiperazin-1-yl)pyridine-2-sulfonamide; tert-butyl 4-(6-(N-(6-(2,6-dimethylphenyl)-4-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; N-(6-(2,6-dimethylphenyl)-4-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-((7S,8aR)-7-fluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-((1 S,7S)-7-fluoro-1-methylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)pyridine-2-sulfonamide; (S)-6-(7,7-difluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((7S,8aS)-7-fluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((7S,8aR)-7-fluorohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(2,6-dimethylphenyl)-4-methoxypyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; 6-(4-(tert-butyl)piperazin-1-yl)-N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridine-2-sulfonamide; 6-(4-(tert-butyl)piperazin-1-yl)-N-(6-(3-fluoro-2-m ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-(tert-butyl)piperazin-1-yl)-N-(6-(5-fluoro-2-m ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-cyclopropylpiperazin-1-yl)-N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-cyclopropylpiperazin-1-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)-6-(5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)pyridine-2-sulfonamide; tert-butyl 4-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; 6-(4-(tert-butyl)piperazin-1-yl)-N-(6-(5-fluoro-2-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-4-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-3-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chlorophenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-4-fluorophenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-5-methoxyphenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-3-fluorophenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; 6-(piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; tert-butyl 4-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; tert-butyl 4-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; tert-butyl (R)-2-(hydroxymethyl)-4-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; (R)-6-(3-(hydroxymethyl)piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; tert-butyl (R)-2-methyl-4-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; (R)-6-(3-methylpiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; tert-butyl 4-(6-(N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; (S)-6-(2-methylpiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(2-methylpiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)—
N-(6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-(hydroxymethyl)piperazin-1-yl)pyridine-2-sulfonamide;(S)—
N-(6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-(hydroxymethyl)piperazin-1-yl)pyridine-2-sulfonamide;(R)—
N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-(hydroxymethyl)piperazin-1-yl)pyridine-2-sulfonamide;(S)—
N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-(hydroxymethyl)piperazin-1-yl)pyridine-2-sulfonamide;(R)—
N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-methylpiperazin-1-yl)pyridine-2-sulfonamide;(S)—
N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-methylpiperazin-1-yl)pyridine-2-sulfonamide;6-((3S,5R)-3,5-dimethylpiperazin-1-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(4-methylpiperazin-1-yl)pyridine-2-sulfonamide; 6-(4-acetylpiperazin-1-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(3,8-diazabicyclo[3.2.1]octan-3-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-(2-hydroxyethyl)piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 2-(4-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazin-1-yl)acetamide; 4-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxamide; 6-(4-(2,2-difluoroethyl)piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(4-(2,2,2-trifuoroethyl)piperazin-1-yl)pyridine-2-sulfonamide; 6-(4-(oxetan-3-yl)piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; tert-butyl 4-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-oxopiperazine-1-carboxylate 6-(4-methylpiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(3-oxopiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(4-glycylpiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(2-oxopiperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-[5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl]-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(o-tolyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; 6-(4-methyl-3-oxopiperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(4-methyl-2-oxopiperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(2-(trifluoromethyl)-5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)pyridine-2-sulfonamide; 6-((1S,4S)-2,5-diazabicyclo[2.2.2]octan-2-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(2,5-diazabicyclo[2.2.2]octan-2-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((5S)-1,4-diazabicyclo[3.2.1]octan-4-yl)-N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(3-hydroxy-3-(trifluoromethyl)azetidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(2,6-dimethylphenyl)-4-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2,6-dimethylphenyl)-4-methoxypyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-bromo-6-(o-tolyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(5-fluoro-2-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(3-cyclopropyl-3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-4-fluorophenyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-4-fluorophenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(4-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(4-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-methyl-5-(trifluoromethyl)phenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; 6-(3-hydroxyazetidin-1-yl)-N-(5-(trifluoromethyl)-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-4-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chlorophenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-5-methoxyphenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2-chloro-3-fluorophenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(6-(2-chloro-3-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; 6-(3-hydroxyazetidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxy-3-(hydroxymethyl)azetidin-1-yl)pyridine-2-sulfonamide; methyl 1-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; 1-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-chlorophenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(2-chloro-4-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(2-chloro-3-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-chloro-4-fluorophenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-chloro-5-methoxyphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-chloro-3-fluorophenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; methyl 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylate; 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-ethylpiperidine-4-carboxylic acid; ethyl 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; ethyl 1-(6-(N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; ethyl 1-(6-(N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; 1-(6-(N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; ethyl 1-(6-(N-(5-chloro-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; 1-(6-(N-(5-chloro-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; ethyl 1-(6-(N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylate; 1-(6-{[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; ethyl 1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylate; ethyl 4-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylate; methyl 1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-hydroxypiperidine-4-carboxylate; 1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-hydroxypiperidine-4-carboxylic acid; 1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 4-methyl-1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 4-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-{[6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; ethyl 1-(6-{[6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-methylpiperidine-4-carboxylate; methyl 4-{[(tert-butoxy)carbonyl]amino}-1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylate; 4-{[(tert-butoxy)carbonyl]amino}-1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylic acid; 4-amino-1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylic acid; methyl 4-amino-1-(6-{[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylate; N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-[(oxan-4-yl)amino]pyridine-2-sulfonamide; rac-N-[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]-6-{[(3R,4R)-3-hydroxyoxan-4-yl]amino}pyridine-2-sulfonamide; N-[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]-6-{[(3S,4R)-3-hydroxyoxan-4-yl]amino}pyridine-2-sulfonamide; rac-6-{[(3R,4R)-3-hydroxyoxan-4-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3S,4R)-3-hydroxyoxan-4-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3R,4R)-3-hydroxyoxan-4-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3S,4S)-3-hydroxyoxan-4-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; N-[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]-6-{[(3R,4R)-4-hydroxyoxan-3-yl]amino}pyridine-2-sulfonamide; 6-{[(3R,4R)-4-hydroxyoxan-3-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; rac-6-{[(3R,4S)-4-hydroxyoxan-3-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3R,4S)-4-hydroxyoxan-3-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3S,4R)-4-hydroxyoxan-3-yl]amino}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]-6-{[(1s,3s)-3-hydroxycyclobutyl]amino}pyridine-2-sulfonamide; N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]-6-{[(1r,3r)-3-hydroxycyclobutyl]amino}pyridine-2-sulfonamide; N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-{[(1r,3s)-3-hydroxy-3-methylcyclobutyl]amino}pyridine-2-sulfonamide; N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-{[(1s,3s)-3-hydroxycyclobutyl]amino}pyridine-2-sulfonamide; N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-{[(1r,3r)-3-hydroxycyclobutyl]amino}pyridine-2-sulfonamide; N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-{[(3S,5S)-5-(hydroxymethyl)oxolan-3-yl]oxy}pyridine-2-sulfonamide; N-[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]-6-{[(3R,4S)-4-hydroxyoxolan-3-yl]oxy}pyridine-2-sulfonamide; rac-N-[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]-6-{[(3R,4S)-4-hydroxyoxolan-3-yl]oxy}pyridine-2-sulfonamide; rac-6-{[(3RS,4SR)-4-hydroxyoxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; rac-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]-6-[(4-oxooxolan-3-yl)oxy]pyridine-2-sulfonamide; rac-6-{[(3RR,4SR)-4-hydroxy-4-methyloxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3R,4R)-4-hydroxy-4-methyloxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3R,4S)-4-hydroxy-4-methyloxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; 6-{[(3R,4S)-4-hydroxyoxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; ethyl 1-(4-(6-(N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazin-1-yl)cyclopropane-1-carboxylate; tert-butyl 4-(6-(N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperazine-1-carboxylate; N-(6-(5-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; 1-(6-(N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl) pyrrolidine-3-carboxylic acid; tert-butyl 1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-1,6-diazaspiro[3.3]heptane-6-carboxylate; 6-(4,7-diazaspiro[2.5]octan-7-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-(8-amino-5-oxa-2-azaspiro[3.4]octan-2-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; (R)-6-(1-amino-8-azaspiro[4.5]decan-8-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-cyano-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; (S)-6-(1-amino-7-azaspiro[3.5]nonan-7-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((1R)-1-amino-2-(hydroxymethyl)-8-azaspiro[4.5]decan-8-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; N-(6-(3-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(3-cyano-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxy-3-methylazetidin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(1,6-diazaspiro[3.3]heptan-1-yl)pyridine-2-sulfonamide; N-(6-(5-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; N-(5-chloro-6-(5-cyano-2-methylphenyl)pyridin-2-yl)-6-(piperazin-1-yl)pyridine-2-sulfonamide; 6-(1,6-diazaspiro[3.3]heptan-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 6-((2R,3S)-3-hydroxy-2-methylpyrrolidin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide; 1-(6-(N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-hydroxypyrrolidine-2-carboxylic acid; 6-{[(3S,4R)-4-hydroxyoxolan-3-yl]oxy}-N-[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]pyridine-2-sulfonamide; N-(6-(5-cyano-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-2-(3-hydroxy-3-methylazetidin-1-yl)pyridine-4-sulfonamide; (R)—
N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-2-(3-methylmorpholino)pyridine-4-sulfonamide;(R)—
N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)-2-(3-methylmorpholino)pyridine-4-sulfonamide;N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-2-(3-hydroxy-3-methylazetidin-1-yl)pyridine-4-sulfonamide; (R)—
N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-2-(3-methylmorpholino)pyridine-4-sulfonamide;N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-2-(3-hydroxyazetidin-1-yl)pyridine-4-sulfonamide; N-(5-chloro-6-(3-fluoro-2-methylphenyl)pyridin-2-yl)-2-(3-hydroxyazetidin-1-yl)pyridine-4-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-2-(3-hydroxyazetidin-1-yl)pyridine-4-sulfonamide; 2-(3-hydroxyazetidin-1-yl)-N-(5-(trifluoromethyl)-6-(2-(trifluoromethyl)phenyl)pyridin-2-yl)pyridine-4-sulfonamide; N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)-2-(piperazin-1-yl)pyridine-4-sulfonamide; N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-2-(piperazin-1-yl)pyridine-4-sulfonamide; (R)-1-(6-(N-(6-(2-ethoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-3-methyl-1-(6-(N-(6-(2-propoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)azetidine-3-carboxylic acid; 3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)oxy)cyclobutanecarboxylic acid; (3R)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (3S)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (2S)-1-[(tert-butoxy)carbonyl]-4-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; (2S)-4-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; 3-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)pyrrolidine-3-carboxylic acid; 3-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (2R)-1-[(tert-butoxy)carbonyl]-4-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; (2R)-4-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)morpholine-2-carboxylic acid; (1R,2S,5S)-3-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid; (2R)-4-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; 4-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)oxy)cyclohexanecarboxylic acid; 4-methyl-1-(6-(N-(6-(2-morpholinophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-4-carboxylic acid; 9-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-9-azabicyclo[3.3.1]nonane-3-carboxylic acid; 8-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid; (2R)-4-[(tert-butoxy)carbonyl]-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; (3S)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)pyrrolidine-3-carboxylic acid; (3R)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)pyrrolidine-3-carboxylic acid; (2S)-4-[(tert-butoxy)carbonyl]-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; 1-(6-{[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-4-propylpiperidine-4-carboxylic acid; 1-(6-{[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-propylpiperidine-3-carboxylic acid; (2R)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; (2S)-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperazine-2-carboxylic acid; (1r,3r)-3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclobutanecarboxylic acid; (1s,3s)-1-methyl-3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclobutanecarboxylic acid; (3R)-1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (3R)-1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (3S)-1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (3S)-1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; (1r,4r)-4-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; (1r,3s)-1-methyl-3-[(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)amino]cyclobutane-1-carboxylic acid; (R)-1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-)yl)piperidine-3-carboxylic acid; (S)-1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (S)-1-(6-(N-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 4-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; (S)-1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(4-(N-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; (R)-1-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (S)-1-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(4-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(2-cyclopentylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridine-2-sulfonamido)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 4-methyl-1-(6-(N-(6-(2-(2,2,2-trifluoroethoxy)phenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-(N-(6-(2-isobutoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; (R)-1-(6-(N-(6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (S)-1-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(2-isobutoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-ethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-isopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-cyclobutylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(2-(tert-butyl)phenyl)-5-chloropyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2-cyclobutylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2-isopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2-ethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; rac-(1RS,3RS,4SR)-3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)-7-oxabicyclo[2.2.1]heptane-1-carboxylic acid; (R)-1-(6-(N-(6-(2-isobutoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-isobutoxyphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 4-methyl-1-(6-(N-(6-(2-propylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid; 1-(6-(N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-isobutoxyphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 3-methyl-1-(6-(N-(6-(2-propylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; rac-(1RS,3RS,4SR)-3-((6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)-7-oxabicyclo[2.2.1]heptane-1-carboxylic acid; rac-(1SR,5RS,6RS,7SR)-5-propyl-2-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-2-azabicyclo[4.2.0]octane-7-carboxylic acid; (R)-1-(6-(N-(6-(2-cyclopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-cyclopropylphenyl)-5-methylpyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-cyclopropyl-6-(2-cyclopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-3-methyl-1-(6-(N-(5-methyl-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; R)-1-(6-(N-(5-methoxy-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; R)-1-(6-(N-(5-methoxy-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-3-methyl-1-(6-(N-(6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (3R)-3-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (3R)-1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (3R)-1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (1 S,3S)-3-((6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; 5-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-5-azaspiro[2.4]heptane-1-carboxylic acid; 5-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-5-azaspiro[2.4]heptane-1-carboxylic acid; (R)-1-(6-(N-(6-(2-chlorophenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2-isobutoxyphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-3-methyl-1-(6-(N-(6-(2-propylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methyl piperidine-3-carboxylic acid; (S)-3-methyl-1-(6-(N-(6-(2-propylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 1-(6-(N-(6-(5-chloro-2-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(6-(5-chloro-2-isopropoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; (3S)-3-methyl-1-(6-{[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)piperidine-3-carboxylic acid; (S)-1-(6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-cyclopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(2-cyclopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(5-chloro-2-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(5-chloro-2-isopropoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; rac-(1SR,5RS,6RS,7SR)-2-(6-(N-(3-chloro-2′
-isopropyl-[2,3′
-bipyridin]-6-yl)sulfamoyl)pyridin-2-yl)-5-propyl-2-azabicyclo[4.2.0]octane-7-carboxylic acid;(3S)-1-(6-{[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (3S)-1-(6-{[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl}pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2-cyclopropylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; rac-(1RS,3RS,4SR)-3-((6-(N-(6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)-7-oxabicyclo[2.2.1]heptane-1-carboxylic acid; 5-(6-(N-(6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-5-azaspiro[2.5]octane-1-carboxylic acid; 5-(6-(N-(6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-5-azaspiro[2.5]octane-1-carboxylic acid; 5-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-5-azaspiro[2.5]octane-1-carboxylic acid; rac-(1SR,6RS,7SR)-2-(6-(N-(6-(2-isopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-2-azabicyclo[4.2.0]octane-7-carboxylic acid; rac-(1SR,6RS,7SR)-2-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-2-azabicyclo[4.2.0]octane-7-carboxylic acid; 1-(6-(N-(6-(2-(hydroxymethyl)phenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(2-(2-hydroxyethyl)phenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 7-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-7-azaspiro[3.5]nonane-2-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(5-chloro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(6-(5-chloro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-4-methylpiperidine-4-carboxylic acid; 1-(6-(N-(5-chloro-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-ethylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-ethylpiperidine-3-carboxylic acid; 3-ethyl-1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; (R)-1-(6-(N-(6-(5-chloro-2-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(o-tolyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-propylpiperidine-3-carboxylic acid; 1-(6-(N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-propylpiperidine-3-carboxylic acid; 3-propyl-1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; 3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclopentanecarboxylic acid; 3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; (1,3-cis)-3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; (1 S,2S,4R)-7-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid; (1,3-trans)-3-((6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)amino)cyclohexanecarboxylic acid; (3R,6S)-6-methyl-1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-3-carboxylic acid; and (R)-1-(6-(N-(6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)-3-methylpiperidine-3-carboxylic acid.
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22. A pharmaceutical composition comprising a compound of claim 1, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier or diluent.
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23. The pharmaceutical composition of claim 22, further comprising one or more additional pharmaceutical agent(s).
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24. The pharmaceutical composition of claim 23, wherein the additional pharmaceutical agent(s) is selected from a mucolytic agent, nebulized hypertonic saline, bronchodilator, an antibiotic, an anti-infective agent, a CFTR modulator, and an anti-inflammatory agent.
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25. The pharmaceutical composition of claim 23, wherein the additional pharmaceutical agent is a CFTR modulator.
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26. The pharmaceutical composition of claim 23, wherein the additional pharmaceutical agent is a CFTR corrector.
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27. The pharmaceutical composition of claim 23, wherein the additional pharmaceutical agent is a CFTR potentiator.
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28. The pharmaceutical composition of claim 23, wherein the additional pharmaceutical agent is a CFTR modulator and a CFTR potentiator.
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29. A method for ameliorating or alleviating a CFTR mediated disease selected from cystic fibrosis, asthma, COPD, and chronic bronchitis in a subject, comprising administering to the subject a compound of claim 1, or a pharmaceutically acceptable salt thereof.
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30. The method of claim 29, wherein the CFTR mediated disease is cystic fibrosis.
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31. The method of claim 29, further comprising administering to the subject one or more additional pharmaceutical agent(s) prior to, concurrent with, or subsequent to a compound of claim 1.
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32. The method of claim 31, wherein the additional pharmaceutical agent(s) is selected from a mucolytic agent, nebulized hypertonic saline, bronchodilator, an antibiotic, an anti-infective agent, a CFTR modulator, and an anti-inflammatory agent.
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33. The method of claim 31, wherein the additional pharmaceutical agent is a CFTR modulator.
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34. The method of claim 31, wherein the additional pharmaceutical agent is a CFTR potentiator.
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35. The method of claim 31, wherein the additional pharmaceutical agents are a CFTR modulator and a CFTR potentiator.
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36. The method of claim 29, wherein the CFTR mediated disease is COPD.
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42. A method for ameliorating or alleviating a CFTR mediated disease in a subject, wherein the CFTR mediated disease is pancreatitis, comprising administering to the subiect a compound of claim 1, or a pharmaceutically acceptable salt thereof.
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43. The method of claim 42, wherein the CFTR mediated disease is idiopathic chronic pancreatitis, idiopathic recurrent pancreatitis, idiopathic acute pancreatitis, recurrent pancreatitis, acute pancreatitis, pancreatic insufficiency and idiopathic pancreatitis.
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2. The compound of claim 1 having the structure of formula (Ia), (Ib) or (Ic)), or a pharmaceutically acceptable salt thereof:
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37. A compound which is 6-amino-N-(5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl)pyridine-2-sulfonamide having the following formula
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38. A compound which is 6-amino-N-(5-chloro-6-(o-tolyl)pyridin-2-yl)pyridine-2-sulfonamide having the following formula
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39. A compound which is N-(5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl)-6-(3-hydroxyazetidin-1-yl)pyridine-2-sulfonamide having the following formula
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40. A compound which is 4-methyl-1-(6-(N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)pyridin-2-yl)piperidine-4-carboxylic acid having the following formula
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41. A compound which is 6-(piperazin-1-yl)-N-(6-(o-tolyl)-5-(trifluoromethyl)pyridin-2-yl)pyridine-2-sulfonamide having the following formula
Specification
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Current AssigneeNovartis Ag
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Original AssigneeNovartis Ag
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InventorsAzimioara, Mihai, Chen, Bei, Epple, Robert, Honda, Ayako, Lam, Philip, Malik, Hasnain Ahmed, Mathison, Casey Jacob Nelson, Nguyen, Truc Ngoc, Nikulin, Victor Ivanovich, Patel, Sejal, Phillips, Dean Paul, Rodriguez, Rodrigo A., Wu, Baogen, Zhu, Xuefeng
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Primary Examiner(s)Kosar, Andrew D
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Assistant Examiner(s)Kenyon, John S
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Application NumberUS15/688,089Publication NumberTime in Patent Office785 DaysField of SearchUS Class CurrentCPC Class CodesA61K 31/444 containing a six-membered r...A61K 31/4545 containing a six-membered r...A61K 31/46 8-Azabicyclo [3.2.1] octane...A61K 31/496 Non-condensed piperazines c...A61K 31/4985 Pyrazines or piperazines or...A61K 31/5377 not condensed and containin...A61K 45/06 Mixtures of active ingredie...A61P 11/00 Drugs for disorders of the ...A61P 11/06 AntiasthmaticsA61P 43/00 Drugs for specific purposes...C07D 213/76 to which a second hetero at...C07D 401/12 linked by a chain containin...C07D 401/14 containing three or more he...C07D 405/14 containing three or more he...C07D 487/04 Ortho-condensed systemsC07D 487/10 Spiro-condensed systemsC07D 491/107 with only one oxygen atom a...C07D 493/08 Bridged systems