JPWO2020161623A5 - - Google Patents
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- Publication number
- JPWO2020161623A5 JPWO2020161623A5 JP2021545808A JP2021545808A JPWO2020161623A5 JP WO2020161623 A5 JPWO2020161623 A5 JP WO2020161623A5 JP 2021545808 A JP2021545808 A JP 2021545808A JP 2021545808 A JP2021545808 A JP 2021545808A JP WO2020161623 A5 JPWO2020161623 A5 JP WO2020161623A5
- Authority
- JP
- Japan
- Prior art keywords
- pyridin
- sulfamoyl
- trifluoromethyl
- amino
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- -1 C 1 -C 6 alkoxy Chemical group 0.000 claims 21
- 239000002253 acid Substances 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000005842 heteroatom Chemical group 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 4
- 125000002619 bicyclic group Chemical group 0.000 claims 4
- 125000006578 monocyclic heterocycloalkyl group Chemical group 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- 239000005711 Benzoic acid Substances 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 235000010233 benzoic acid Nutrition 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000003831 tetrazolyl group Chemical group 0.000 claims 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 2
- XYWQTBJNYLLAPZ-GZVBHOEUSA-N (1R,2R,3S,4S)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]heptane-2-carboxylic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N[C@@H]1[C@@H]([C@@H]2CC[C@H]1C2)C(=O)O)C(F)(F)F)C XYWQTBJNYLLAPZ-GZVBHOEUSA-N 0.000 claims 1
- QUJFHYIGHROZTA-HKHQJRESSA-N (1R,2S,3R,4S)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid Chemical compound CC1=CC=CC=C1C2=C(C=CC(=N2)NS(=O)(=O)C3=CC=CC(=N3)N[C@@H]4[C@H]5C[C@@H]([C@@H]4C(=O)O)C=C5)C(F)(F)F QUJFHYIGHROZTA-HKHQJRESSA-N 0.000 claims 1
- XYWQTBJNYLLAPZ-JFOHNERASA-N (1R,2S,3R,4S)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]heptane-2-carboxylic acid Chemical compound CC1=CC=CC=C1C2=C(C=CC(=N2)NS(=O)(=O)C3=CC=CC(=N3)N[C@@H]4[C@H]5CC[C@H](C5)[C@@H]4C(=O)O)C(F)(F)F XYWQTBJNYLLAPZ-JFOHNERASA-N 0.000 claims 1
- RLKXRSGTPYUDFL-SJORKVTESA-N (1R,3S)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]cyclohexane-1-carboxylic acid Chemical compound CC1=CC=CC=C1C2=C(C=CC(=N2)NS(=O)(=O)C3=CC=CC(=N3)N[C@H]4CCC[C@H](C4)C(=O)O)C(F)(F)F RLKXRSGTPYUDFL-SJORKVTESA-N 0.000 claims 1
- QUJFHYIGHROZTA-GZVBHOEUSA-N (1S,2R,3S,4R)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N[C@@H]1[C@@H]([C@@H]2C=C[C@H]1C2)C(=O)O)C(F)(F)F)C QUJFHYIGHROZTA-GZVBHOEUSA-N 0.000 claims 1
- XYWQTBJNYLLAPZ-FTJWQGMPSA-N (1S,2R,3S,4R)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]heptane-2-carboxylic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N[C@@H]1[C@@H]([C@H]2CC[C@@H]1C2)C(=O)O)C(F)(F)F)C XYWQTBJNYLLAPZ-FTJWQGMPSA-N 0.000 claims 1
- XYWQTBJNYLLAPZ-HKHQJRESSA-N (1S,2S,3R,4R)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]bicyclo[2.2.1]heptane-2-carboxylic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N[C@H]1[C@H]([C@H]2CC[C@@H]1C2)C(=O)O)C(F)(F)F)C XYWQTBJNYLLAPZ-HKHQJRESSA-N 0.000 claims 1
- RLKXRSGTPYUDFL-DLBZAZTESA-N (1S,3R)-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]cyclohexane-1-carboxylic acid Chemical compound Cc1ccccc1-c1nc(NS(=O)(=O)c2cccc(N[C@@H]3CCC[C@@H](C3)C(O)=O)n2)ccc1C(F)(F)F RLKXRSGTPYUDFL-DLBZAZTESA-N 0.000 claims 1
- VQFHRZUPJUWXEX-UHFFFAOYSA-N 1-[[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]methyl]cyclobutane-1-carboxylic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCC1(CCC1)C(=O)O)C(F)(F)F)C VQFHRZUPJUWXEX-UHFFFAOYSA-N 0.000 claims 1
- VRJXLHPFIPCZEQ-UHFFFAOYSA-N 1-[[[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]methyl]cyclobutane-1-carboxylic acid Chemical compound FC=1C=CC(=C(C=1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(C)CC1(CCC1)C(=O)O)C(F)(F)F)C VRJXLHPFIPCZEQ-UHFFFAOYSA-N 0.000 claims 1
- ABMBLCSEZBSOSL-UHFFFAOYSA-N 1-[[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]methyl]cyclopentane-1-carboxylic acid Chemical compound CN(C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O)CC1(CCCC1)C(=O)O ABMBLCSEZBSOSL-UHFFFAOYSA-N 0.000 claims 1
- QSULYEMTQVPKIK-UHFFFAOYSA-N 2,2-dimethyl-3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound CC(C(=O)O)(CNC1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O)C QSULYEMTQVPKIK-UHFFFAOYSA-N 0.000 claims 1
- LBZHCVCMDZGZJS-UHFFFAOYSA-N 2,2-dimethyl-3-[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound CC(C(=O)O)(CN(C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O)C)C LBZHCVCMDZGZJS-UHFFFAOYSA-N 0.000 claims 1
- HXLGHYYCNHKNGJ-UHFFFAOYSA-N 2-(1-adamantyl)-2-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]acetic acid Chemical compound C12(CC3CC(CC(C1)C3)C2)C(C(=O)O)NC1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O HXLGHYYCNHKNGJ-UHFFFAOYSA-N 0.000 claims 1
- JZMUGQXUDHUYCC-QGZVFWFLSA-N 2-[(3R)-1-[6-[[6-(2-ethenylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound FC(C=1C=CC(=NC=1C1=C(C=CC=C1)C=C)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@H](CCC1)CC(=O)O)(F)F JZMUGQXUDHUYCC-QGZVFWFLSA-N 0.000 claims 1
- FLGACJGBLSHMFT-QGZVFWFLSA-N 2-[(3R)-1-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@H](CCC1)CC(=O)O)C(F)(F)F FLGACJGBLSHMFT-QGZVFWFLSA-N 0.000 claims 1
- ZBYCSDICTWCSON-QGZVFWFLSA-N 2-[(3R)-1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@H](CCC1)CC(=O)O)C(F)(F)F)C ZBYCSDICTWCSON-QGZVFWFLSA-N 0.000 claims 1
- JZMUGQXUDHUYCC-KRWDZBQOSA-N 2-[(3S)-1-[6-[[6-(2-ethenylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound FC(C=1C=CC(=NC=1C1=C(C=CC=C1)C=C)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@@H](CCC1)CC(=O)O)(F)F JZMUGQXUDHUYCC-KRWDZBQOSA-N 0.000 claims 1
- FLGACJGBLSHMFT-KRWDZBQOSA-N 2-[(3S)-1-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@@H](CCC1)CC(=O)O)C(F)(F)F FLGACJGBLSHMFT-KRWDZBQOSA-N 0.000 claims 1
- ZBYCSDICTWCSON-KRWDZBQOSA-N 2-[(3S)-1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@@H](CCC1)CC(=O)O)C(F)(F)F)C ZBYCSDICTWCSON-KRWDZBQOSA-N 0.000 claims 1
- OITLVEWECCPICA-UHFFFAOYSA-N 2-[1-[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CC(=O)O OITLVEWECCPICA-UHFFFAOYSA-N 0.000 claims 1
- PQQBZMBPFQQUOY-UHFFFAOYSA-N 2-[1-[6-[[6-(2-cyclobutylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]acetic acid Chemical compound C1(CCC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CC(=O)O)C(F)(F)F PQQBZMBPFQQUOY-UHFFFAOYSA-N 0.000 claims 1
- HFLGYFYRCIJCIK-UHFFFAOYSA-N 2-[1-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]acetic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CC(=O)O)C(F)(F)F HFLGYFYRCIJCIK-UHFFFAOYSA-N 0.000 claims 1
- ZBYCSDICTWCSON-UHFFFAOYSA-N 2-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CC(=O)O)C(F)(F)F)C ZBYCSDICTWCSON-UHFFFAOYSA-N 0.000 claims 1
- VKVURIPSNQVUMT-UHFFFAOYSA-N 2-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CC(=O)O)C(F)(F)F)C VKVURIPSNQVUMT-UHFFFAOYSA-N 0.000 claims 1
- KZSDMQJCMWKWIL-UHFFFAOYSA-N 2-[1-[6-[[6-(2-phenylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CC(=O)O)C(F)(F)F)C1=CC=CC=C1 KZSDMQJCMWKWIL-UHFFFAOYSA-N 0.000 claims 1
- VLPGEZQQIVNVMH-UHFFFAOYSA-N 2-[1-[6-[[6-(2-propan-2-ylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]oxyacetic acid Chemical compound C(C)(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)OCC(=O)O)C(F)(F)F VLPGEZQQIVNVMH-UHFFFAOYSA-N 0.000 claims 1
- SHBATAGMFIKFCT-UHFFFAOYSA-N 2-[[4-[[6-[[5-chloro-6-(2-methylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]cyclohexanecarbonyl]amino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1)C)NS(=O)(=O)C1=CC=CC(=N1)NC1CCC(CC1)C(=O)NC(C(=O)O)CC SHBATAGMFIKFCT-UHFFFAOYSA-N 0.000 claims 1
- QMCQMGUDGMQYEB-UHFFFAOYSA-N 2-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]acetic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCC(=O)O)C(F)(F)F)C QMCQMGUDGMQYEB-UHFFFAOYSA-N 0.000 claims 1
- HWKGGEVKHLWAMQ-UHFFFAOYSA-N 2-methyl-2-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]propanoic acid Chemical compound CC(C(=O)O)(C)C1CCN(CC1)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O HWKGGEVKHLWAMQ-UHFFFAOYSA-N 0.000 claims 1
- YTVFVUASTWIBRJ-GOSISDBHSA-N 3-[(3R)-1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@H](CCC1)CCC(=O)O)C(F)(F)F)C YTVFVUASTWIBRJ-GOSISDBHSA-N 0.000 claims 1
- YTVFVUASTWIBRJ-SFHVURJKSA-N 3-[(3S)-1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C[C@@H](CCC1)CCC(=O)O)C(F)(F)F)C YTVFVUASTWIBRJ-SFHVURJKSA-N 0.000 claims 1
- RWMANLVVOREYOR-UHFFFAOYSA-N 3-[1-[6-[[6-(2-ethenylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]propanoic acid Chemical compound FC(C=1C=CC(=NC=1C1=C(C=CC=C1)C=C)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCC(=O)O)(F)F RWMANLVVOREYOR-UHFFFAOYSA-N 0.000 claims 1
- JXBIYMZFISHEBJ-UHFFFAOYSA-N 3-[1-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]propanoic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCC(=O)O)C(F)(F)F JXBIYMZFISHEBJ-UHFFFAOYSA-N 0.000 claims 1
- KMPFUWVRYJHAOG-UHFFFAOYSA-N 3-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-2-yl]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1C(CCCC1)CCC(=O)O)C(F)(F)F)C KMPFUWVRYJHAOG-UHFFFAOYSA-N 0.000 claims 1
- YTVFVUASTWIBRJ-UHFFFAOYSA-N 3-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCC(=O)O)C(F)(F)F)C YTVFVUASTWIBRJ-UHFFFAOYSA-N 0.000 claims 1
- MUGWONICLAIPNC-UHFFFAOYSA-N 3-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-4-yl]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCC(CC1)CCC(=O)O)C(F)(F)F)C MUGWONICLAIPNC-UHFFFAOYSA-N 0.000 claims 1
- ONRHYINPMYKMMK-UHFFFAOYSA-N 3-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]oxypropanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)OCCC(=O)O)C(F)(F)F)C ONRHYINPMYKMMK-UHFFFAOYSA-N 0.000 claims 1
- DRUFDIZNXYQQPX-UHFFFAOYSA-N 3-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]sulfanylpropanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)SCCC(=O)O)C(F)(F)F)C DRUFDIZNXYQQPX-UHFFFAOYSA-N 0.000 claims 1
- LHTZVNGVJFRBPF-UHFFFAOYSA-N 3-[[4-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-ethylamino]propanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC(=NC=C1)N(CCC(=O)O)CC LHTZVNGVJFRBPF-UHFFFAOYSA-N 0.000 claims 1
- XRVBAIXODRVCCF-UHFFFAOYSA-N 3-[[4-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC(=NC=C1)NC(CC(=O)O)C XRVBAIXODRVCCF-UHFFFAOYSA-N 0.000 claims 1
- FHSBNAAMGSZBSI-UHFFFAOYSA-N 3-[[4-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]pentanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC(=NC=C1)NC(CC(=O)O)CC FHSBNAAMGSZBSI-UHFFFAOYSA-N 0.000 claims 1
- WKSWBMHZOPZQAR-UHFFFAOYSA-N 3-[[4-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC(=NC=C1)NCCC(=O)O WKSWBMHZOPZQAR-UHFFFAOYSA-N 0.000 claims 1
- WWMGWBSZDJMFAR-UHFFFAOYSA-N 3-[[4-[[5-chloro-6-(5-fluoro-2-methylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-ethylamino]propanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC(=C1)F)C)NS(=O)(=O)C1=CC(=NC=C1)N(CCC(=O)O)CC WWMGWBSZDJMFAR-UHFFFAOYSA-N 0.000 claims 1
- QFWVWDIJVAFTOY-UHFFFAOYSA-N 3-[[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)NCCC(=O)O QFWVWDIJVAFTOY-UHFFFAOYSA-N 0.000 claims 1
- JGWOZGKGXNZVJN-UHFFFAOYSA-N 3-[[6-[[6-(2,6-dimethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-ethylamino]propanoic acid Chemical compound CC1=C(C(=CC=C1)C)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)CC)C(F)(F)F JGWOZGKGXNZVJN-UHFFFAOYSA-N 0.000 claims 1
- NFZCBKUGTKMOEI-UHFFFAOYSA-N 3-[[6-[[6-(2-cyclopropyl-5-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-ethylamino]propanoic acid Chemical compound C1(CC1)C1=C(C=C(C=C1)F)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)CC)C(F)(F)F NFZCBKUGTKMOEI-UHFFFAOYSA-N 0.000 claims 1
- JRHKEHNJGBJCAW-UHFFFAOYSA-N 3-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-ethylamino]propanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)CC)C(F)(F)F JRHKEHNJGBJCAW-UHFFFAOYSA-N 0.000 claims 1
- QHXHKOFQHZHDOV-UHFFFAOYSA-N 3-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]propanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)C)C(F)(F)F QHXHKOFQHZHDOV-UHFFFAOYSA-N 0.000 claims 1
- CKTVJIYYUSAKAM-UHFFFAOYSA-N 3-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCCC(=O)O)C(F)(F)F CKTVJIYYUSAKAM-UHFFFAOYSA-N 0.000 claims 1
- PJJKWDJMPCGRJR-UHFFFAOYSA-N 3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(2-methylpropyl)amino]propanoic acid Chemical compound C(C(C)C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O PJJKWDJMPCGRJR-UHFFFAOYSA-N 0.000 claims 1
- OLYJYXNVHRSVNZ-UHFFFAOYSA-N 3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(3,3,3-trifluoropropyl)amino]propanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)CCC(F)(F)F)C(F)(F)F)C OLYJYXNVHRSVNZ-UHFFFAOYSA-N 0.000 claims 1
- RQEHYYGWPNBJRU-UHFFFAOYSA-N 3-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propan-2-ylamino]propanoic acid Chemical compound C(C)(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O RQEHYYGWPNBJRU-UHFFFAOYSA-N 0.000 claims 1
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- DPZRINOOKWFKMQ-UHFFFAOYSA-N 3-[[6-[[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]-2,2-dimethylpropanoic acid Chemical compound FC=1C(=C(C=CC=1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CC(C(=O)O)(C)C)C)C(F)(F)F)C DPZRINOOKWFKMQ-UHFFFAOYSA-N 0.000 claims 1
- ADCFJTPDJROCMY-UHFFFAOYSA-N 3-[[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(3,3,3-trifluoropropyl)amino]propanoic acid Chemical compound FC=1C=CC(=C(C=1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)CCC(F)(F)F)C(F)(F)F)C ADCFJTPDJROCMY-UHFFFAOYSA-N 0.000 claims 1
- QYKQDOGYXMKDNP-UHFFFAOYSA-N 3-[[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]-2,2-dimethylpropanoic acid Chemical compound FC=1C=CC(=C(C=1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CC(C(=O)O)(C)C)C)C(F)(F)F)C QYKQDOGYXMKDNP-UHFFFAOYSA-N 0.000 claims 1
- ZINNEWWMHOTAMD-UHFFFAOYSA-N 3-[butyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(CCC)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O ZINNEWWMHOTAMD-UHFFFAOYSA-N 0.000 claims 1
- AAJHZYBEUXAQKH-UHFFFAOYSA-N 3-[butyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(CCC)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O AAJHZYBEUXAQKH-UHFFFAOYSA-N 0.000 claims 1
- MWIIVLINEFMGSX-UHFFFAOYSA-N 3-[cyclobutyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CCC1)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O MWIIVLINEFMGSX-UHFFFAOYSA-N 0.000 claims 1
- RORMSAUVNSLNLG-UHFFFAOYSA-N 3-[cyclopropyl-[6-[[6-(2-ethyl-5-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)CC)(=O)=O RORMSAUVNSLNLG-UHFFFAOYSA-N 0.000 claims 1
- RBGHOYNYXNNWRL-UHFFFAOYSA-N 3-[cyclopropyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O RBGHOYNYXNNWRL-UHFFFAOYSA-N 0.000 claims 1
- BPIYBCAQTUDVHZ-UHFFFAOYSA-N 3-[cyclopropylmethyl-[6-[[6-(2-ethyl-5-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)CN(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)CC)(=O)=O BPIYBCAQTUDVHZ-UHFFFAOYSA-N 0.000 claims 1
- QPLPYAAEHXFRDG-UHFFFAOYSA-N 3-[cyclopropylmethyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)CN(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O QPLPYAAEHXFRDG-UHFFFAOYSA-N 0.000 claims 1
- MUBHCCSSBREYFW-UHFFFAOYSA-N 3-[cyclopropylmethyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C1(CC1)CN(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O MUBHCCSSBREYFW-UHFFFAOYSA-N 0.000 claims 1
- RLNMJFRTOMICIY-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(2-ethyl-5-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)CC)(=O)=O RLNMJFRTOMICIY-UHFFFAOYSA-N 0.000 claims 1
- WEAXUNAGYRXCTG-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)CC)(=O)=O WEAXUNAGYRXCTG-UHFFFAOYSA-N 0.000 claims 1
- UQQUZNUNKANDOB-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O UQQUZNUNKANDOB-UHFFFAOYSA-N 0.000 claims 1
- PJAPKNSOUAPQEI-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(2-propan-2-ylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C(C)C)(=O)=O PJAPKNSOUAPQEI-UHFFFAOYSA-N 0.000 claims 1
- ONZMVGXAKUVQLT-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(3-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C(=CC=C1)F)C)(=O)=O ONZMVGXAKUVQLT-UHFFFAOYSA-N 0.000 claims 1
- ZKRJEGXOFFFCTM-UHFFFAOYSA-N 3-[ethyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)N(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O ZKRJEGXOFFFCTM-UHFFFAOYSA-N 0.000 claims 1
- FOXNCTORNDPYGL-UHFFFAOYSA-N 3-[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound CN(CCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O FOXNCTORNDPYGL-UHFFFAOYSA-N 0.000 claims 1
- JYPGRZCFGNCRQP-UHFFFAOYSA-N 3-[methyl-[6-[[6-(2-propan-2-ylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]propanoic acid Chemical compound C(C)(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCC(=O)O)C)C(F)(F)F JYPGRZCFGNCRQP-UHFFFAOYSA-N 0.000 claims 1
- UUWFWEZVJFWADU-UHFFFAOYSA-N 4-[1-[6-[[6-(2-ethenylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]butanoic acid Chemical compound FC(C=1C=CC(=NC=1C1=C(C=CC=C1)C=C)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCCC(=O)O)(F)F UUWFWEZVJFWADU-UHFFFAOYSA-N 0.000 claims 1
- PNVXHQJXSJMEED-UHFFFAOYSA-N 4-[1-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]butanoic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCCC(=O)O)C(F)(F)F PNVXHQJXSJMEED-UHFFFAOYSA-N 0.000 claims 1
- POCNZAKIHXNLLV-UHFFFAOYSA-N 4-[1-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperidin-3-yl]butanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CC(CCC1)CCCC(=O)O)C(F)(F)F)C POCNZAKIHXNLLV-UHFFFAOYSA-N 0.000 claims 1
- WRAKKPROYCGJNB-UHFFFAOYSA-N 4-[2-methoxyethyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound COCCN(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O WRAKKPROYCGJNB-UHFFFAOYSA-N 0.000 claims 1
- FUXYEYOVUTYPML-UHFFFAOYSA-N 4-[4-[6-[[6-(2-chloro-5-methoxyphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound ClC1=C(C=C(C=C1)OC)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N1CCN(CC1)C1=CC=C(C(=O)O)C=C1)C(F)(F)F FUXYEYOVUTYPML-UHFFFAOYSA-N 0.000 claims 1
- MTPLOOXHLXCFFF-UHFFFAOYSA-N 4-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]oxycyclohexane-1-carboxylic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)OC1CCC(CC1)C(=O)O)C(F)(F)F MTPLOOXHLXCFFF-UHFFFAOYSA-N 0.000 claims 1
- PEQRDDBKGFPILJ-UHFFFAOYSA-N 4-[[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(2-methylpropyl)amino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)CC(C)C PEQRDDBKGFPILJ-UHFFFAOYSA-N 0.000 claims 1
- PUGTYJJIQPNALK-UHFFFAOYSA-N 4-[[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propylamino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)CCC PUGTYJJIQPNALK-UHFFFAOYSA-N 0.000 claims 1
- CJDCZPBJTCVPMM-UHFFFAOYSA-N 4-[[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)NCCCC(=O)O CJDCZPBJTCVPMM-UHFFFAOYSA-N 0.000 claims 1
- BHLSLSZXWSJNQP-UHFFFAOYSA-N 4-[[6-[[5-chloro-6-(2-methylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(2-methylpropyl)amino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1)C)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)CC(C)C BHLSLSZXWSJNQP-UHFFFAOYSA-N 0.000 claims 1
- WTJICMVJIVVNNH-UHFFFAOYSA-N 4-[[6-[[5-chloro-6-(2-methylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propylamino]butanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1)C)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)CCC WTJICMVJIVVNNH-UHFFFAOYSA-N 0.000 claims 1
- YIAOIFVDMGECLY-UHFFFAOYSA-N 4-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]butanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)C)C(F)(F)F YIAOIFVDMGECLY-UHFFFAOYSA-N 0.000 claims 1
- PAXIDAJCRMTULX-UHFFFAOYSA-N 4-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCCCC(=O)O)C(F)(F)F PAXIDAJCRMTULX-UHFFFAOYSA-N 0.000 claims 1
- ZIYASZCUZMNRMG-UHFFFAOYSA-N 4-[[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propan-2-ylamino]butanoic acid Chemical compound C(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)C(C)C)C(F)(F)F ZIYASZCUZMNRMG-UHFFFAOYSA-N 0.000 claims 1
- UBIQZSIMUIENPW-UHFFFAOYSA-N 4-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(2-methylpropyl)amino]butanoic acid Chemical compound C(C(C)C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O UBIQZSIMUIENPW-UHFFFAOYSA-N 0.000 claims 1
- UAYRSHGKWRBMOP-UHFFFAOYSA-N 4-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-(3,3,3-trifluoropropyl)amino]butanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)CCC(F)(F)F)C(F)(F)F)C UAYRSHGKWRBMOP-UHFFFAOYSA-N 0.000 claims 1
- WAAROZKWYXCNEH-UHFFFAOYSA-N 4-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propan-2-ylamino]butanoic acid Chemical compound C(C)(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O WAAROZKWYXCNEH-UHFFFAOYSA-N 0.000 claims 1
- ILWFJJWTRHHRGT-UHFFFAOYSA-N 4-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propylamino]butanoic acid Chemical compound C(CC)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O ILWFJJWTRHHRGT-UHFFFAOYSA-N 0.000 claims 1
- QPCLBUWESNHILS-UHFFFAOYSA-N 4-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCCCC(=O)O)C(F)(F)F)C QPCLBUWESNHILS-UHFFFAOYSA-N 0.000 claims 1
- KHFYNPBWUFKQBW-UHFFFAOYSA-N 4-[[[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-methylamino]methyl]oxane-4-carboxylic acid Chemical compound FC=1C=CC(=C(C=1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(C)CC1(CCOCC1)C(=O)O)C(F)(F)F)C KHFYNPBWUFKQBW-UHFFFAOYSA-N 0.000 claims 1
- AIQSWJLOIZZOIP-UHFFFAOYSA-N 4-[[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]methyl]oxane-4-carboxylic acid Chemical compound CN(C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O)CC1(CCOCC1)C(=O)O AIQSWJLOIZZOIP-UHFFFAOYSA-N 0.000 claims 1
- KIKBMKGCXFPPFI-UHFFFAOYSA-N 4-[butyl-[6-[[5-chloro-6-(2-propan-2-ylpyridin-3-yl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(CCC)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=CC=C(C(=N1)C=1C(=NC=CC=1)C(C)C)Cl)(=O)=O KIKBMKGCXFPPFI-UHFFFAOYSA-N 0.000 claims 1
- TWLQGLTXLAETFW-UHFFFAOYSA-N 4-[butyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(CCC)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O TWLQGLTXLAETFW-UHFFFAOYSA-N 0.000 claims 1
- DGCUEAVMSLAVHD-UHFFFAOYSA-N 4-[butyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(CCC)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O DGCUEAVMSLAVHD-UHFFFAOYSA-N 0.000 claims 1
- KOBOSBUMZISVAT-UHFFFAOYSA-N 4-[cyclopropyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C1(CC1)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O KOBOSBUMZISVAT-UHFFFAOYSA-N 0.000 claims 1
- IDJDZUZWSIQZTO-UHFFFAOYSA-N 4-[cyclopropylmethyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C1(CC1)CN(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O IDJDZUZWSIQZTO-UHFFFAOYSA-N 0.000 claims 1
- QVIIKVHOOUSEOD-UHFFFAOYSA-N 4-[cyclopropylmethyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C1(CC1)CN(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O QVIIKVHOOUSEOD-UHFFFAOYSA-N 0.000 claims 1
- KDIRMHLDVDYWEN-UHFFFAOYSA-N 4-[ethyl-[6-[[6-(2-ethyl-5-fluorophenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)CC)(=O)=O KDIRMHLDVDYWEN-UHFFFAOYSA-N 0.000 claims 1
- BTHIYGUXUNMDHD-UHFFFAOYSA-N 4-[ethyl-[6-[[6-(2-ethylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)CC)(=O)=O BTHIYGUXUNMDHD-UHFFFAOYSA-N 0.000 claims 1
- HJZVLADCZRUISN-UHFFFAOYSA-N 4-[ethyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O HJZVLADCZRUISN-UHFFFAOYSA-N 0.000 claims 1
- FRDWQCZOBQKJQS-UHFFFAOYSA-N 4-[ethyl-[6-[[6-(2-propan-2-ylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C(C)C)(=O)=O FRDWQCZOBQKJQS-UHFFFAOYSA-N 0.000 claims 1
- UVYNKWPVQBFPBP-UHFFFAOYSA-N 4-[ethyl-[6-[[6-(5-fluoro-2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)N(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC(=C1)F)C)(=O)=O UVYNKWPVQBFPBP-UHFFFAOYSA-N 0.000 claims 1
- FKHYRLGYAZRRBK-UHFFFAOYSA-N 4-[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound CN(CCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O FKHYRLGYAZRRBK-UHFFFAOYSA-N 0.000 claims 1
- DEYZNVWHDWBAFD-UHFFFAOYSA-N 4-[methyl-[6-[[6-(2-propan-2-ylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]butanoic acid Chemical compound C(C)(C)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)N(CCCC(=O)O)C)C(F)(F)F DEYZNVWHDWBAFD-UHFFFAOYSA-N 0.000 claims 1
- QINNUNVTRXVUBE-UHFFFAOYSA-N 5-[[6-[[5-chloro-6-(2,6-dimethylphenyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]pentanoic acid Chemical compound ClC=1C=CC(=NC=1C1=C(C=CC=C1C)C)NS(=O)(=O)C1=CC=CC(=N1)NCCCCC(=O)O QINNUNVTRXVUBE-UHFFFAOYSA-N 0.000 claims 1
- YPKJZIAEEBGOCV-UHFFFAOYSA-N 5-[[6-[[6-(2-cyclopropylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]pentanoic acid Chemical compound C1(CC1)C1=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCCCCC(=O)O)C(F)(F)F YPKJZIAEEBGOCV-UHFFFAOYSA-N 0.000 claims 1
- LRKSROWBSOYZNJ-UHFFFAOYSA-N 5-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]-propan-2-ylamino]pentanoic acid Chemical compound C(C)(C)N(CCCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O LRKSROWBSOYZNJ-UHFFFAOYSA-N 0.000 claims 1
- KHTDAARWNHRNPB-UHFFFAOYSA-N 5-[[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]pentanoic acid Chemical compound C1(=C(C=CC=C1)C1=C(C=CC(=N1)NS(=O)(=O)C1=CC=CC(=N1)NCCCCC(=O)O)C(F)(F)F)C KHTDAARWNHRNPB-UHFFFAOYSA-N 0.000 claims 1
- ZCAVMYSFXTXZBP-UHFFFAOYSA-N 5-[methyl-[6-[[6-(2-methylphenyl)-5-(trifluoromethyl)pyridin-2-yl]sulfamoyl]pyridin-2-yl]amino]pentanoic acid Chemical compound CN(CCCCC(=O)O)C1=NC(=CC=C1)S(NC1=NC(=C(C=C1)C(F)(F)F)C1=C(C=CC=C1)C)(=O)=O ZCAVMYSFXTXZBP-UHFFFAOYSA-N 0.000 claims 1
- 206010006458 Bronchitis chronic Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 108010079245 Cystic Fibrosis Transmembrane Conductance Regulator Proteins 0.000 claims 1
- 201000003883 Cystic fibrosis Diseases 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 206010006451 bronchitis Diseases 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 208000007451 chronic bronchitis Diseases 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 102000008371 intracellularly ATP-gated chloride channel activity proteins Human genes 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
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| US201962801717P | 2019-02-06 | 2019-02-06 | |
| US62/801,717 | 2019-02-06 | ||
| PCT/IB2020/050884 WO2020161623A1 (en) | 2019-02-06 | 2020-02-04 | N-(pyridin-2-yl)pyridine-sulfonamide derivatives and their use in the treatment of disease |
Publications (2)
| Publication Number | Publication Date |
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| JP2022519301A JP2022519301A (ja) | 2022-03-22 |
| JPWO2020161623A5 true JPWO2020161623A5 (enExample) | 2023-02-13 |
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| EP (1) | EP3921313A1 (enExample) |
| JP (1) | JP2022519301A (enExample) |
| CN (1) | CN113423702A (enExample) |
| WO (1) | WO2020161623A1 (enExample) |
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| LT3752510T (lt) | 2018-02-15 | 2023-04-11 | Vertex Pharmaceuticals Incorporated | Makrocikliniai junginiai kaip cistinės fibrozės transmembraninio laidumo reguliatoriaus moduliatoriai, jų farmacinės kompozicijos, jų panaudojimas cistinės fibrozės gydymui ir jų gamybos būdas |
| UY38630A (es) | 2019-04-03 | 2020-10-30 | Vertex Pharma | Agentes moduladores del regulador de la conductancia transmembrana de la fibrosis quística |
| WO2021030552A1 (en) | 2019-08-14 | 2021-02-18 | Vertex Pharmaceuticals Incorporated | Crystalline forms of cftr modulators |
| EP4013741B1 (en) | 2019-08-14 | 2024-04-17 | Vertex Pharmaceuticals Incorporated | Process of making cftr modulators |
| TWI867024B (zh) | 2019-08-14 | 2024-12-21 | 美商維泰克斯製藥公司 | 囊腫纖維化跨膜傳導調節蛋白之調節劑 |
| KR20230118123A (ko) | 2020-12-10 | 2023-08-10 | 버텍스 파마슈티칼스 인코포레이티드 | 낭성 섬유증 치료 방법 |
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| SE0301654D0 (sv) * | 2003-06-05 | 2003-06-05 | Astrazeneca Ab | Novel compounds |
| EP3116870A1 (en) * | 2014-03-13 | 2017-01-18 | Proteostasis Therapeutics, Inc. | Compounds, compositions, and methods for increasing cftr activity |
| EP3303294A1 (en) * | 2015-06-02 | 2018-04-11 | Abbvie S.a.r.l. | Substituted pyridines and method of use |
| TW201811766A (zh) * | 2016-08-29 | 2018-04-01 | 瑞士商諾華公司 | N-(吡啶-2-基)吡啶-磺醯胺衍生物及其用於疾病治療之用途 |
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2020
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- 2020-02-04 EP EP20704607.9A patent/EP3921313A1/en not_active Withdrawn
- 2020-02-04 US US17/428,353 patent/US20220127247A1/en not_active Abandoned
- 2020-02-04 CN CN202080011826.1A patent/CN113423702A/zh active Pending
- 2020-02-04 WO PCT/IB2020/050884 patent/WO2020161623A1/en not_active Ceased
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