JP2008507564A5 - - Google Patents
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- Publication number
- JP2008507564A5 JP2008507564A5 JP2007522845A JP2007522845A JP2008507564A5 JP 2008507564 A5 JP2008507564 A5 JP 2008507564A5 JP 2007522845 A JP2007522845 A JP 2007522845A JP 2007522845 A JP2007522845 A JP 2007522845A JP 2008507564 A5 JP2008507564 A5 JP 2008507564A5
- Authority
- JP
- Japan
- Prior art keywords
- trifluoromethyl
- oxo
- benzyl
- dihydro
- phenyl
- 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.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims 178
- 229910052739 hydrogen Inorganic materials 0.000 claims 165
- 239000001257 hydrogen Substances 0.000 claims 165
- 150000001875 compounds Chemical class 0.000 claims 157
- 150000002431 hydrogen Chemical class 0.000 claims 127
- 125000001188 haloalkyl group Chemical group 0.000 claims 111
- 125000003710 aryl alkyl group Chemical group 0.000 claims 101
- -1 chloro, bromo, fluoro, methyl Chemical group 0.000 claims 98
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 74
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 67
- 125000004093 cyano group Chemical group *C#N 0.000 claims 64
- 125000002947 alkylene group Chemical group 0.000 claims 62
- 125000005843 halogen group Chemical group 0.000 claims 57
- 125000001072 heteroaryl group Chemical group 0.000 claims 57
- 125000000623 heterocyclic group Chemical group 0.000 claims 57
- 125000001424 substituent group Chemical group 0.000 claims 57
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 56
- 125000003118 aryl group Chemical group 0.000 claims 44
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 40
- 125000003107 substituted aryl group Chemical group 0.000 claims 39
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 38
- 125000003342 alkenyl group Chemical group 0.000 claims 38
- 125000004450 alkenylene group Chemical group 0.000 claims 38
- 239000000203 mixture Substances 0.000 claims 33
- 125000000262 haloalkenyl group Chemical group 0.000 claims 32
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 30
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 30
- 125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 25
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 21
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 18
- GMWICSNDPMNEJX-UHFFFAOYSA-N 1-methyl-2h-pyridine-3-carbonitrile Chemical compound CN1CC(C#N)=CC=C1 GMWICSNDPMNEJX-UHFFFAOYSA-N 0.000 claims 16
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 14
- 125000005020 hydroxyalkenyl group Chemical group 0.000 claims 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 13
- 208000035475 disorder Diseases 0.000 claims 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 10
- 108020005497 Nuclear hormone receptor Proteins 0.000 claims 9
- 125000004419 alkynylene group Chemical group 0.000 claims 9
- QQXQAEWRSVZPJM-UHFFFAOYSA-N ethyl 1h-indole-2-carboxylate Chemical compound C1=CC=C2NC(C(=O)OCC)=CC2=C1 QQXQAEWRSVZPJM-UHFFFAOYSA-N 0.000 claims 9
- 102000006255 nuclear receptors Human genes 0.000 claims 9
- 108020004017 nuclear receptors Proteins 0.000 claims 9
- 125000001041 indolyl group Chemical group 0.000 claims 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 7
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 7
- 125000004076 pyridyl group Chemical group 0.000 claims 7
- 125000006183 2,4-dimethyl benzyl group Chemical group [H]C1=C(C([H])=C(C(=C1[H])C([H])([H])*)C([H])([H])[H])C([H])([H])[H] 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 102000004311 liver X receptors Human genes 0.000 claims 6
- 108090000865 liver X receptors Proteins 0.000 claims 6
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 208000002874 Acne Vulgaris Diseases 0.000 claims 4
- 229910019142 PO4 Inorganic materials 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 206010000496 acne Diseases 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 206010012601 diabetes mellitus Diseases 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 239000010452 phosphate Substances 0.000 claims 4
- 239000000651 prodrug Substances 0.000 claims 4
- 229940002612 prodrug Drugs 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 239000011593 sulfur Chemical group 0.000 claims 4
- 208000024891 symptom Diseases 0.000 claims 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 3
- 239000005977 Ethylene Substances 0.000 claims 3
- 235000012000 cholesterol Nutrition 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 125000002883 imidazolyl group Chemical group 0.000 claims 3
- 125000004193 piperazinyl group Chemical group 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- JDPOGLZSFHUEPX-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JDPOGLZSFHUEPX-UHFFFAOYSA-N 0.000 claims 2
- KQBYEGRTICKOBG-UHFFFAOYSA-N 3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]-n,n-dimethylbenzenecarbothioamide Chemical compound CN(C)C(=S)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 KQBYEGRTICKOBG-UHFFFAOYSA-N 0.000 claims 2
- HNPYUGBMTRBYQR-UHFFFAOYSA-N 6-[4-(3-cyano-4-ethoxyphenyl)furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C#N)C(OCC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HNPYUGBMTRBYQR-UHFFFAOYSA-N 0.000 claims 2
- 108010006533 ATP-Binding Cassette Transporters Proteins 0.000 claims 2
- 102000005416 ATP-Binding Cassette Transporters Human genes 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 102100038495 Bile acid receptor Human genes 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 208000032928 Dyslipidaemia Diseases 0.000 claims 2
- 101000603876 Homo sapiens Bile acid receptor Proteins 0.000 claims 2
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
- 206010020961 Hypocholesterolaemia Diseases 0.000 claims 2
- 206010061218 Inflammation Diseases 0.000 claims 2
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 2
- 206010049287 Lipodystrophy acquired Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 230000037365 barrier function of the epidermis Effects 0.000 claims 2
- 125000000928 benzodioxinyl group Chemical group O1C(=COC2=C1C=CC=C2)* 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- GTCAXTIRRLKXRU-UHFFFAOYSA-N carbamic acid methyl ester Natural products COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 201000001883 cholelithiasis Diseases 0.000 claims 2
- 230000004069 differentiation Effects 0.000 claims 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 2
- 208000001130 gallstones Diseases 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 201000001421 hyperglycemia Diseases 0.000 claims 2
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims 2
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 2
- 208000026278 immune system disease Diseases 0.000 claims 2
- 230000004054 inflammatory process Effects 0.000 claims 2
- 150000002632 lipids Chemical class 0.000 claims 2
- 208000006132 lipodystrophy Diseases 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 208000017520 skin disease Diseases 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
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 claims 1
- AEIUSTKFQMELDG-UHFFFAOYSA-N 1-(trifluoromethyl)-2h-pyridine-3-carbonitrile Chemical compound FC(F)(F)N1CC(C#N)=CC=C1 AEIUSTKFQMELDG-UHFFFAOYSA-N 0.000 claims 1
- XMNBJJHCIIOANQ-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-2-oxo-4-(1,1,2,2,2-pentafluoroethyl)-6-(4-phenoxyphenyl)pyridine-3-carbonitrile Chemical compound C=1C=C(Cl)C=C(Cl)C=1CN1C(=O)C(C#N)=C(C(F)(F)C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=CC=C1 XMNBJJHCIIOANQ-UHFFFAOYSA-N 0.000 claims 1
- VISJHPGFSSQRKK-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[5-(2,4,5-trimethylphenyl)thiophen-2-yl]pyridine-3-carbonitrile Chemical compound C1=C(C)C(C)=CC(C)=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 VISJHPGFSSQRKK-UHFFFAOYSA-N 0.000 claims 1
- AQTWZLCZJUKHGF-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-2-oxo-6-(4-phenoxyphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C=1C=C(Cl)C=C(Cl)C=1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=CC=C1 AQTWZLCZJUKHGF-UHFFFAOYSA-N 0.000 claims 1
- JYXIUVAKJSKBOS-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-2-oxo-6-(4-phenylmethoxyphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C=1C=C(Cl)C=C(Cl)C=1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OCC1=CC=CC=C1 JYXIUVAKJSKBOS-UHFFFAOYSA-N 0.000 claims 1
- UMRBANYZUOQKEC-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-2-oxo-6-(4-pyrazin-2-yloxyphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C=1C=C(Cl)C=C(Cl)C=1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CN=CC=N1 UMRBANYZUOQKEC-UHFFFAOYSA-N 0.000 claims 1
- PXOVGKVCSUBPPD-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[4-(1-methylindol-5-yl)oxyphenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C=1C=C2N(C)C=CC2=CC=1OC(C=C1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(Cl)C=C1Cl PXOVGKVCSUBPPD-UHFFFAOYSA-N 0.000 claims 1
- MYFLTMHVQPXRCR-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[4-(1h-indol-5-yloxy)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound O=C1C(C#N)=C(C(F)(F)F)C=C(C=2C=CC(OC=3C=C4C=CNC4=CC=3)=CC=2)N1CC1=CC=C(Cl)C=C1Cl MYFLTMHVQPXRCR-UHFFFAOYSA-N 0.000 claims 1
- HBMLXVMTBKNFJG-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(2-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 HBMLXVMTBKNFJG-UHFFFAOYSA-N 0.000 claims 1
- SSBSFYUVAHVNIM-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(3,4-dimethoxyphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 SSBSFYUVAHVNIM-UHFFFAOYSA-N 0.000 claims 1
- SLMWUQHUMGAYID-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(3,5-dichlorophenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C=1C=C(Cl)C=C(Cl)C=1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(S1)=CC=C1C1=CC(Cl)=CC(Cl)=C1 SLMWUQHUMGAYID-UHFFFAOYSA-N 0.000 claims 1
- BRQMMKHOEHHJPS-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(3-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)=C1 BRQMMKHOEHHJPS-UHFFFAOYSA-N 0.000 claims 1
- UOVBCXVHZIYVLG-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(3-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)=C1 UOVBCXVHZIYVLG-UHFFFAOYSA-N 0.000 claims 1
- DDSNQFBSLLQMCB-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(4-methoxy-2-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 DDSNQFBSLLQMCB-UHFFFAOYSA-N 0.000 claims 1
- ZKMMUAIRMCNGHZ-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(4-methoxy-3-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 ZKMMUAIRMCNGHZ-UHFFFAOYSA-N 0.000 claims 1
- GRJPNPJWODIJDH-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(4-methylnaphthalen-1-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C12=CC=CC=C2C(C)=CC=C1C(S1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(Cl)C=C1Cl GRJPNPJWODIJDH-UHFFFAOYSA-N 0.000 claims 1
- MJBRYOQLRBZBQN-UHFFFAOYSA-N 1-[(2,4-dichlorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 MJBRYOQLRBZBQN-UHFFFAOYSA-N 0.000 claims 1
- OZAUDVUSTMKVDI-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[1-[3-(trifluoromethyl)pyridin-2-yl]pyrazol-4-yl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CN(C=2C(=CC=CN=2)C(F)(F)F)N=C1 OZAUDVUSTMKVDI-UHFFFAOYSA-N 0.000 claims 1
- JACOUOXDJKAWND-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[1-[5-(trifluoromethyl)pyridin-2-yl]pyrazol-4-yl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CN(C=2N=CC(=CC=2)C(F)(F)F)N=C1 JACOUOXDJKAWND-UHFFFAOYSA-N 0.000 claims 1
- NOGMCFJLAKVLEX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[1-[6-(trifluoromethyl)pyridin-2-yl]pyrazol-4-yl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CN(C=2N=C(C=CC=2)C(F)(F)F)N=C1 NOGMCFJLAKVLEX-UHFFFAOYSA-N 0.000 claims 1
- USPBKDHYISTRHQ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[4-[3-(trifluoromethyl)pyridin-2-yl]oxyphenyl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=NC=CC=C1C(F)(F)F USPBKDHYISTRHQ-UHFFFAOYSA-N 0.000 claims 1
- IZNGCJOFDHAFIR-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[4-[5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 IZNGCJOFDHAFIR-UHFFFAOYSA-N 0.000 claims 1
- XNOGXEBAEVVXHT-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[4-[6-(trifluoromethyl)pyridin-2-yl]oxyphenyl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=CC(C(F)(F)F)=N1 XNOGXEBAEVVXHT-UHFFFAOYSA-N 0.000 claims 1
- BKOKTPYDAMRXAF-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)-6-[5-[3-(trifluoromethyl)phenyl]thiophen-2-yl]pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=CC=2)C(F)(F)F)S1 BKOKTPYDAMRXAF-UHFFFAOYSA-N 0.000 claims 1
- SJUXRQWERQTJFD-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-6-(1-phenylpyrazol-4-yl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CN(C=2C=CC=CC=2)N=C1 SJUXRQWERQTJFD-UHFFFAOYSA-N 0.000 claims 1
- DRMFTAOHILZGJA-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-6-(3-piperidin-1-ylphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=CC(N2CCCCC2)=C1 DRMFTAOHILZGJA-UHFFFAOYSA-N 0.000 claims 1
- LGQDCHNZNRYZDU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-2-oxo-6-(3-pyridin-3-ylphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=CC(C=2C=NC=CC=2)=C1 LGQDCHNZNRYZDU-UHFFFAOYSA-N 0.000 claims 1
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- PCFYBVUYLSSQPZ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-(3-ethylsulfonyl-5-propan-2-ylphenyl)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC(C(C)C)=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 PCFYBVUYLSSQPZ-UHFFFAOYSA-N 0.000 claims 1
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- IQRWXBMMIGNYQM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-(4-methylsulfonylphenyl)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 IQRWXBMMIGNYQM-UHFFFAOYSA-N 0.000 claims 1
- RNDYNTIVVIWFKN-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CC)=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 RNDYNTIVVIWFKN-UHFFFAOYSA-N 0.000 claims 1
- USCPXJIXMUJPFN-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-[3-methylsulfanyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(SC)=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 USCPXJIXMUJPFN-UHFFFAOYSA-N 0.000 claims 1
- CTZFMQUECPSMCX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-[4-ethylsulfanyl-3-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SCC)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CTZFMQUECPSMCX-UHFFFAOYSA-N 0.000 claims 1
- WHRZPRAYBBYNNX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-[4-ethylsulfonyl-3-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)CC)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 WHRZPRAYBBYNNX-UHFFFAOYSA-N 0.000 claims 1
- YBULYPKAGWEZJI-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[3-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YBULYPKAGWEZJI-UHFFFAOYSA-N 0.000 claims 1
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- MOFBEELIBMZPCN-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(1h-indol-5-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C3C=CNC3=CC=2)=CS1 MOFBEELIBMZPCN-UHFFFAOYSA-N 0.000 claims 1
- BFNKSVXPYFTKNX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(1h-indol-5-yloxy)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC=C2)C2=C1 BFNKSVXPYFTKNX-UHFFFAOYSA-N 0.000 claims 1
- TVCDYWMGUYCTIX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(1h-indol-6-yloxy)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(C=CN2)C2=C1 TVCDYWMGUYCTIX-UHFFFAOYSA-N 0.000 claims 1
- PJHXZINXXHCPGV-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C3CCOC3=CC=2)=CS1 PJHXZINXXHCPGV-UHFFFAOYSA-N 0.000 claims 1
- MCNIRNLAPFJEIE-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3,4-dimethoxyphenyl)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 MCNIRNLAPFJEIE-UHFFFAOYSA-N 0.000 claims 1
- MGFGCECHERQIOO-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3,4-dimethoxyphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(OC)C(OC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 MGFGCECHERQIOO-UHFFFAOYSA-N 0.000 claims 1
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- UXCNZJOENISPNO-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethoxy-5-ethylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCOC1=CC(CC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UXCNZJOENISPNO-UHFFFAOYSA-N 0.000 claims 1
- LVPHRQMJVRFPPK-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethyl-5-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC(CC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 LVPHRQMJVRFPPK-UHFFFAOYSA-N 0.000 claims 1
- HVKHUQCMNMZUKD-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethyl-5-methylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(CC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HVKHUQCMNMZUKD-UHFFFAOYSA-N 0.000 claims 1
- IHZBYPJDGPPEGB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethyl-5-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(CC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 IHZBYPJDGPPEGB-UHFFFAOYSA-N 0.000 claims 1
- KNUOUGLGNXOOLF-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethyl-5-propan-2-yloxyphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCC1=CC(OC(C)C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 KNUOUGLGNXOOLF-UHFFFAOYSA-N 0.000 claims 1
- XHLKYMLSXAUJNM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-ethyl-5-propan-2-yloxyphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCC1=CC(OC(C)C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 XHLKYMLSXAUJNM-UHFFFAOYSA-N 0.000 claims 1
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- NXHIDRVAXGLCRE-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-methylsulfonyl-5-propan-2-ylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(C(C)C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NXHIDRVAXGLCRE-UHFFFAOYSA-N 0.000 claims 1
- NZRZJDDYSVXWSL-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(3-methylsulfonyl-5-propan-2-ylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(C(C)C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NZRZJDDYSVXWSL-UHFFFAOYSA-N 0.000 claims 1
- YTVORDFUBNWLHX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-ethoxy-3-nitrophenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YTVORDFUBNWLHX-UHFFFAOYSA-N 0.000 claims 1
- LEYNVOAXEPLXBJ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-fluorophenoxy)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(F)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 LEYNVOAXEPLXBJ-UHFFFAOYSA-N 0.000 claims 1
- HXTRSVNRWCRWJS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-hydroxyphenoxy)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(O)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 HXTRSVNRWCRWJS-UHFFFAOYSA-N 0.000 claims 1
- ZGSOPEANNYFQHH-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-methylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ZGSOPEANNYFQHH-UHFFFAOYSA-N 0.000 claims 1
- MOFVXLCAXLVRFP-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-methylsulfonylphenyl)phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 MOFVXLCAXLVRFP-UHFFFAOYSA-N 0.000 claims 1
- PVXOQMTXBZBXCH-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 PVXOQMTXBZBXCH-UHFFFAOYSA-N 0.000 claims 1
- WCFPVJVPAPCSFO-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(5-methyl-6-methylsulfanylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SC)=NC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 WCFPVJVPAPCSFO-UHFFFAOYSA-N 0.000 claims 1
- UNTXPCOKTJZCMU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(5-methyl-6-methylsulfanylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SC)=NC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UNTXPCOKTJZCMU-UHFFFAOYSA-N 0.000 claims 1
- MAAYMBKYVTZZCP-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(5-methyl-6-methylsulfonylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound N1=C(S(C)(=O)=O)C(C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 MAAYMBKYVTZZCP-UHFFFAOYSA-N 0.000 claims 1
- GBWMWIAAKXUWGM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(5-methyl-6-methylsulfonylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound N1=C(S(C)(=O)=O)C(C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 GBWMWIAAKXUWGM-UHFFFAOYSA-N 0.000 claims 1
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- XVKZNSUBGNZLHV-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-ethylsulfanyl-5-methylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SCC)=NC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 XVKZNSUBGNZLHV-UHFFFAOYSA-N 0.000 claims 1
- FNUHGURTYDMYMM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-ethylsulfonyl-5-methylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(S(=O)(=O)CC)=NC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 FNUHGURTYDMYMM-UHFFFAOYSA-N 0.000 claims 1
- CFSHYGZBHIRBPC-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-ethylsulfonyl-5-methylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(S(=O)(=O)CC)=NC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CFSHYGZBHIRBPC-UHFFFAOYSA-N 0.000 claims 1
- BOESUZOJUQQCFZ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-methylsulfanylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(SC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 BOESUZOJUQQCFZ-UHFFFAOYSA-N 0.000 claims 1
- BMSMQLUCABDXFC-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-methylsulfanylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(SC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 BMSMQLUCABDXFC-UHFFFAOYSA-N 0.000 claims 1
- JESKIKIDZIFLJD-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-methylsulfonyl-5-propan-2-ylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound N1=C(S(C)(=O)=O)C(C(C)C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JESKIKIDZIFLJD-UHFFFAOYSA-N 0.000 claims 1
- CKJVCFYIWPLGAC-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-methylsulfonylpyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(S(=O)(=O)C)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CKJVCFYIWPLGAC-UHFFFAOYSA-N 0.000 claims 1
- PLCOHAYQSLZRPX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-methylsulfonylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(S(=O)(=O)C)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 PLCOHAYQSLZRPX-UHFFFAOYSA-N 0.000 claims 1
- DAPVHLWTGGGBBU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-(6-morpholin-4-ylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=NC(=CC=2)N2CCOCC2)=CS1 DAPVHLWTGGGBBU-UHFFFAOYSA-N 0.000 claims 1
- YKPZUIKEUXACGC-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethoxy-4-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OCC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YKPZUIKEUXACGC-UHFFFAOYSA-N 0.000 claims 1
- VWGBWGBIRNXJQG-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethoxy-4-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OCC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VWGBWGBIRNXJQG-UHFFFAOYSA-N 0.000 claims 1
- VQEHXQODJQQUGZ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethoxy-5-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(OCC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VQEHXQODJQQUGZ-UHFFFAOYSA-N 0.000 claims 1
- CFGKBQLBOHEGOB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethylsulfinyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)CC)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CFGKBQLBOHEGOB-UHFFFAOYSA-N 0.000 claims 1
- CZMBPKQWOMIXOE-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethylsulfinyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)CC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CZMBPKQWOMIXOE-UHFFFAOYSA-N 0.000 claims 1
- JMFNZIMEZXQPND-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JMFNZIMEZXQPND-UHFFFAOYSA-N 0.000 claims 1
- TUQGFXZCGNILNU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CC)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 TUQGFXZCGNILNU-UHFFFAOYSA-N 0.000 claims 1
- BXXXBARAZSKGER-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 BXXXBARAZSKGER-UHFFFAOYSA-N 0.000 claims 1
- HMYJZZFGDSDSSH-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-fluoro-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(F)C=2)C(F)(F)F)=CS1 HMYJZZFGDSDSSH-UHFFFAOYSA-N 0.000 claims 1
- HCQWYOLIHPMNRS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methoxy-4-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HCQWYOLIHPMNRS-UHFFFAOYSA-N 0.000 claims 1
- CZWPESXJTYRQDU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfanyl-5-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(SC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CZWPESXJTYRQDU-UHFFFAOYSA-N 0.000 claims 1
- ZPAYLTNHPFEHSG-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfanyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(SC)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ZPAYLTNHPFEHSG-UHFFFAOYSA-N 0.000 claims 1
- NQDMFXPIMXKXHH-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfanyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(SC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NQDMFXPIMXKXHH-UHFFFAOYSA-N 0.000 claims 1
- IDISDMHKRLVHEW-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfonyl-5-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 IDISDMHKRLVHEW-UHFFFAOYSA-N 0.000 claims 1
- BMIXPKAMOGULPQ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfonyl-5-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)C)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 BMIXPKAMOGULPQ-UHFFFAOYSA-N 0.000 claims 1
- OQSYTANJHOOCFB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[3-methylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OQSYTANJHOOCFB-UHFFFAOYSA-N 0.000 claims 1
- AUOWVJYYWFLTFM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-ethoxy-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OCC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 AUOWVJYYWFLTFM-UHFFFAOYSA-N 0.000 claims 1
- FMQAFVTYXDXYAJ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-ethoxy-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OCC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 FMQAFVTYXDXYAJ-UHFFFAOYSA-N 0.000 claims 1
- LAUSBQAEXVYRDY-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-fluoro-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C(F)=CC=2)C(F)(F)F)=CO1 LAUSBQAEXVYRDY-UHFFFAOYSA-N 0.000 claims 1
- JZYNDZJUFJVBMN-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methoxy-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JZYNDZJUFJVBMN-UHFFFAOYSA-N 0.000 claims 1
- NJXCLBIGOZQLTN-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methoxy-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NJXCLBIGOZQLTN-UHFFFAOYSA-N 0.000 claims 1
- GUPWPHHWXBRFMX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 GUPWPHHWXBRFMX-UHFFFAOYSA-N 0.000 claims 1
- DOZFXZOGGFBFFA-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 DOZFXZOGGFBFFA-UHFFFAOYSA-N 0.000 claims 1
- GDQPSTGPIKASAB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 GDQPSTGPIKASAB-UHFFFAOYSA-N 0.000 claims 1
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- YVSYBZLJCHISOS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methylsulfonyl-3-(trifluoromethyl)phenyl]phenyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 YVSYBZLJCHISOS-UHFFFAOYSA-N 0.000 claims 1
- DNBGNARIHSVTHS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[4-[4-methylsulfonyl-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)C)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 DNBGNARIHSVTHS-UHFFFAOYSA-N 0.000 claims 1
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- XWDLEYYHBIANIE-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3OCCOC3=CC=2)O1 XWDLEYYHBIANIE-UHFFFAOYSA-N 0.000 claims 1
- DJDWJBKDSMMXNK-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2,3-dihydro-1,4-benzodioxin-6-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3OCCOC3=CC=2)S1 DJDWJBKDSMMXNK-UHFFFAOYSA-N 0.000 claims 1
- HEBQGDZYZNLPMK-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3CCOC3=CC=2)S1 HEBQGDZYZNLPMK-UHFFFAOYSA-N 0.000 claims 1
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- FIYPCHNFNQIHQU-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2,4-dimethoxypyrimidin-5-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound COC1=NC(OC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 FIYPCHNFNQIHQU-UHFFFAOYSA-N 0.000 claims 1
- WKIUKYAFZMIEOX-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2-ethyl-6-ethylsulfonylpyridin-4-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=NC(CC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 WKIUKYAFZMIEOX-UHFFFAOYSA-N 0.000 claims 1
- MJUKSQCONMZYOQ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(2-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 MJUKSQCONMZYOQ-UHFFFAOYSA-N 0.000 claims 1
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- UOYDHGBNKRDIEB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethyl-5-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC(CC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UOYDHGBNKRDIEB-UHFFFAOYSA-N 0.000 claims 1
- TVYAUXOMFXNJQI-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethyl-5-methylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(CC)=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 TVYAUXOMFXNJQI-UHFFFAOYSA-N 0.000 claims 1
- GXQUWYLXFSXFQG-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethyl-5-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(CC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 GXQUWYLXFSXFQG-UHFFFAOYSA-N 0.000 claims 1
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- JHNBHVGWDBSFQS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethylsulfonyl-5-propan-2-ylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC(C(C)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JHNBHVGWDBSFQS-UHFFFAOYSA-N 0.000 claims 1
- GYJBASYPLGYRKK-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 GYJBASYPLGYRKK-UHFFFAOYSA-N 0.000 claims 1
- OQHBGTXOOIXQHK-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OQHBGTXOOIXQHK-UHFFFAOYSA-N 0.000 claims 1
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- OQPUNOTVHBALDS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-methylsulfonyl-5-propan-2-ylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(C(C)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OQPUNOTVHBALDS-UHFFFAOYSA-N 0.000 claims 1
- XOJPYBFANHGJSA-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-methylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 XOJPYBFANHGJSA-UHFFFAOYSA-N 0.000 claims 1
- WPGIFTVVEKGIGJ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(3-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 WPGIFTVVEKGIGJ-UHFFFAOYSA-N 0.000 claims 1
- MUGIBSKMCWYHIY-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-ethoxy-3-nitrophenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 MUGIBSKMCWYHIY-UHFFFAOYSA-N 0.000 claims 1
- VFNCZUZECZVNRR-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)CC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 VFNCZUZECZVNRR-UHFFFAOYSA-N 0.000 claims 1
- QPWYUIXOIHUOAM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-hydroxy-3,5-dimethylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=C(O)C(C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 QPWYUIXOIHUOAM-UHFFFAOYSA-N 0.000 claims 1
- YDOIFBPKNBSOIQ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-hydroxy-3-methoxyphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(O)C(OC)=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YDOIFBPKNBSOIQ-UHFFFAOYSA-N 0.000 claims 1
- BXJKEBGYIGAJPS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methoxy-3,5-dimethylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(OC)=C(C)C=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 BXJKEBGYIGAJPS-UHFFFAOYSA-N 0.000 claims 1
- LMFIGHHEANGVLV-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methoxy-3-methylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 LMFIGHHEANGVLV-UHFFFAOYSA-N 0.000 claims 1
- XHHHBIZARLBBCT-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methyl-3-methylsulfanylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SC)=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 XHHHBIZARLBBCT-UHFFFAOYSA-N 0.000 claims 1
- IVXZDCDJUIOIIS-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methyl-3-methylsulfanylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 IVXZDCDJUIOIIS-UHFFFAOYSA-N 0.000 claims 1
- RSTPCEKGWHGIQC-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methylsulfanylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(SC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 RSTPCEKGWHGIQC-UHFFFAOYSA-N 0.000 claims 1
- MTUZHBRCZFOPQH-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 MTUZHBRCZFOPQH-UHFFFAOYSA-N 0.000 claims 1
- RTTIADRNBDHLNM-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 RTTIADRNBDHLNM-UHFFFAOYSA-N 0.000 claims 1
- PJFFIYDDIJIHTE-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(5-methyl-6-methylsulfonylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound N1=C(S(C)(=O)=O)C(C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 PJFFIYDDIJIHTE-UHFFFAOYSA-N 0.000 claims 1
- RHCLZGAKXLKEOB-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethoxy-2-methylsulfonylpyrimidin-4-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=NC(OCC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=N1 RHCLZGAKXLKEOB-UHFFFAOYSA-N 0.000 claims 1
- JRLNDUVAPHQFOT-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethoxy-5-prop-1-en-2-ylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(C)=C)C(OCC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 JRLNDUVAPHQFOT-UHFFFAOYSA-N 0.000 claims 1
- BUSYUOPLQRCVAJ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethoxy-5-propan-2-ylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(C)C)C(OCC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 BUSYUOPLQRCVAJ-UHFFFAOYSA-N 0.000 claims 1
- COEWZNQVRGLGQG-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethoxypyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 COEWZNQVRGLGQG-UHFFFAOYSA-N 0.000 claims 1
- FKIQZVYSPIHFEO-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethylsulfanyl-5-methylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(SCC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 FKIQZVYSPIHFEO-UHFFFAOYSA-N 0.000 claims 1
- WZOGENUNRUGGAF-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-ethylsulfonyl-5-methylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C)C(S(=O)(=O)CC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 WZOGENUNRUGGAF-UHFFFAOYSA-N 0.000 claims 1
- XROXPSXOGVANBV-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-(6-methoxypyridin-3-yl)furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=NC(OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 XROXPSXOGVANBV-UHFFFAOYSA-N 0.000 claims 1
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- OWYQYECLEYUTJO-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 OWYQYECLEYUTJO-UHFFFAOYSA-N 0.000 claims 1
- VCYLAKQWDNQBAT-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-[4-methylsulfanyl-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(SC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 VCYLAKQWDNQBAT-UHFFFAOYSA-N 0.000 claims 1
- JVLZHZDOJYBBSP-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-[4-methylsulfinyl-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 JVLZHZDOJYBBSP-UHFFFAOYSA-N 0.000 claims 1
- KFMAQHCQKZZTAT-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-[4-methylsulfonyl-3-(trifluoromethyl)phenyl]furan-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 KFMAQHCQKZZTAT-UHFFFAOYSA-N 0.000 claims 1
- DXIVDFMMUOBMBZ-UHFFFAOYSA-N 1-[(2,4-difluorophenyl)methyl]-6-[5-[4-methylsulfonyl-3-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 DXIVDFMMUOBMBZ-UHFFFAOYSA-N 0.000 claims 1
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- QJWSTDAFUBFRHR-UHFFFAOYSA-N 1-[(2,4-dimethylphenyl)methyl]-2-oxo-6-(4-pyrazin-2-yloxyphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CN=CC=N1 QJWSTDAFUBFRHR-UHFFFAOYSA-N 0.000 claims 1
- ZOKMTRPWLXGPMU-UHFFFAOYSA-N 1-[(2,4-dimethylphenyl)methyl]-2-oxo-6-(4-pyrimidin-2-yloxyphenyl)-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=NC=CC=N1 ZOKMTRPWLXGPMU-UHFFFAOYSA-N 0.000 claims 1
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- GAPWRMWNVANLLT-UHFFFAOYSA-N 1-[(2,4-dimethylphenyl)methyl]-2-oxo-6-[3-propan-2-yl-4-(3-propan-2-ylphenoxy)phenyl]-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC(C)C1=CC=CC(OC=2C(=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C(C)C)=C1 GAPWRMWNVANLLT-UHFFFAOYSA-N 0.000 claims 1
- JOEYYWNWRSNJLZ-UHFFFAOYSA-N 1-[(2,4-dimethylphenyl)methyl]-2-oxo-6-[3-propan-2-yl-4-(4-propan-2-ylphenoxy)phenyl]-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(C(C)C)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=C1C(C)C JOEYYWNWRSNJLZ-UHFFFAOYSA-N 0.000 claims 1
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- VUJNDABPPOEYGA-UHFFFAOYSA-N 1-[(4-chlorophenyl)methyl]-6-[5-(3-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C=CC(Cl)=CC=2)=C1 VUJNDABPPOEYGA-UHFFFAOYSA-N 0.000 claims 1
- NJIOVQVXIOWKRB-UHFFFAOYSA-N 1-[(4-chlorophenyl)methyl]-6-[5-(3-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C=CC(Cl)=CC=2)=C1 NJIOVQVXIOWKRB-UHFFFAOYSA-N 0.000 claims 1
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- YWAMJMPYHROAHY-UHFFFAOYSA-N 1-[(4-chlorophenyl)methyl]-6-[5-(5-methyl-6-methylsulfonylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound N1=C(S(C)(=O)=O)C(C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C=CC(Cl)=CC=2)=C1 YWAMJMPYHROAHY-UHFFFAOYSA-N 0.000 claims 1
- QOUFOUJBJZLGCR-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-(3-ethylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=CC=2)S(=O)(=O)CC)S1 QOUFOUJBJZLGCR-UHFFFAOYSA-N 0.000 claims 1
- PILCGHURXHYRSB-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-(3-methylsulfonyl-5-propan-2-ylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(C)C)S(C)(=O)=O)S1 PILCGHURXHYRSB-UHFFFAOYSA-N 0.000 claims 1
- CUEQVYOCASPJDE-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-(3-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=CC=2)S(C)(=O)=O)S1 CUEQVYOCASPJDE-UHFFFAOYSA-N 0.000 claims 1
- SRGKUBSBDMKQPY-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=CC(=CC=2)S(C)(=O)=O)S1 SRGKUBSBDMKQPY-UHFFFAOYSA-N 0.000 claims 1
- IIZKJZGRMWPXMK-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-(5-methyl-6-methylsulfonylpyridin-3-yl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C)C(=NC=2)S(C)(=O)=O)S1 IIZKJZGRMWPXMK-UHFFFAOYSA-N 0.000 claims 1
- PWLQNAXUDVFZAT-UHFFFAOYSA-N 1-[(4-ethyl-2-fluorophenyl)methyl]-6-[5-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(CC)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC)S1 PWLQNAXUDVFZAT-UHFFFAOYSA-N 0.000 claims 1
- RQPXHMDDVFSCJE-UHFFFAOYSA-N 1-[3-[3-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]-3-[3-(dimethylamino)propyl]urea Chemical compound CN(C)CCCNC(=O)NC1=CC=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 RQPXHMDDVFSCJE-UHFFFAOYSA-N 0.000 claims 1
- WSSKGLUNLYTSEB-UHFFFAOYSA-N 1-[3-[3-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 WSSKGLUNLYTSEB-UHFFFAOYSA-N 0.000 claims 1
- WJLCFCAPZHNADK-UHFFFAOYSA-N 1-[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]-3-[4-(dimethylamino)butyl]urea Chemical compound CN(C)CCCCNC(=O)NC1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 WJLCFCAPZHNADK-UHFFFAOYSA-N 0.000 claims 1
- LQMBBCXWBFACHX-UHFFFAOYSA-N 1-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]-3-(2,3-dihydroxypropoxy)urea Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC(=O)NOCC(O)CO)C=C1 LQMBBCXWBFACHX-UHFFFAOYSA-N 0.000 claims 1
- MLNXLRYIHJIMEN-UHFFFAOYSA-N 1-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]-3-(2,3-dihydroxypropyl)urea Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC(=O)NCC(O)CO)C=C1 MLNXLRYIHJIMEN-UHFFFAOYSA-N 0.000 claims 1
- GRIXIFLLMHXPGR-UHFFFAOYSA-N 1-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]-3-(2-hydroxyethyl)urea Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC(=O)NCCO)C=C1 GRIXIFLLMHXPGR-UHFFFAOYSA-N 0.000 claims 1
- JVXGHVZSPPXQEE-UHFFFAOYSA-N 1-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]-3-[4-(dimethylamino)butyl]urea Chemical compound C1=CC(NC(=O)NCCCCN(C)C)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=C1 JVXGHVZSPPXQEE-UHFFFAOYSA-N 0.000 claims 1
- FLBBIALBLJQSFV-UHFFFAOYSA-N 2-[2-chloro-4-[3-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]acetic acid Chemical compound C1=C(Cl)C(CC(=O)O)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 FLBBIALBLJQSFV-UHFFFAOYSA-N 0.000 claims 1
- CIROKLNJVVDWKE-UHFFFAOYSA-N 2-[2-chloro-4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenoxy]acetic acid Chemical compound C1=C(Cl)C(OCC(=O)O)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 CIROKLNJVVDWKE-UHFFFAOYSA-N 0.000 claims 1
- NXVYWHOMIRRGIT-UHFFFAOYSA-N 2-[3-[3-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC(C=2C=C(C=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NXVYWHOMIRRGIT-UHFFFAOYSA-N 0.000 claims 1
- OJVLADNLDKUKMU-UHFFFAOYSA-N 2-[3-[4-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OJVLADNLDKUKMU-UHFFFAOYSA-N 0.000 claims 1
- YONKHOBUCNWBCN-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-5-propan-2-yloxyphenyl]acetic acid Chemical compound CC(C)OC1=CC(CC(O)=O)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YONKHOBUCNWBCN-UHFFFAOYSA-N 0.000 claims 1
- VMYCFHAVANSCTP-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-5-propan-2-ylphenyl]acetic acid Chemical compound CC(C)C1=CC(CC(O)=O)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VMYCFHAVANSCTP-UHFFFAOYSA-N 0.000 claims 1
- WOCNCGZZBLRRKP-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-4-methoxyphenyl]acetic acid Chemical compound COC1=CC=C(CC(O)=O)C=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 WOCNCGZZBLRRKP-UHFFFAOYSA-N 0.000 claims 1
- MHNQJUFTPAGXGO-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-5-propan-2-yloxyphenyl]acetic acid Chemical compound CC(C)OC1=CC(CC(O)=O)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 MHNQJUFTPAGXGO-UHFFFAOYSA-N 0.000 claims 1
- DYAJBNXCIBVTIX-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-5-propan-2-ylphenyl]acetic acid Chemical compound CC(C)C1=CC(CC(O)=O)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 DYAJBNXCIBVTIX-UHFFFAOYSA-N 0.000 claims 1
- HNOGXGOTWNEFKQ-UHFFFAOYSA-N 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HNOGXGOTWNEFKQ-UHFFFAOYSA-N 0.000 claims 1
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- BOIAGBNSIKYZBC-UHFFFAOYSA-N 2-[[1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridin-3-yl]methyl]guanidine Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=CC=C(C=2N(C(=O)C(CNC(N)=N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 BOIAGBNSIKYZBC-UHFFFAOYSA-N 0.000 claims 1
- 125000004847 2-fluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
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- UTMYUIBWCAKQIK-UHFFFAOYSA-N 6-[3-chloro-4-(3-cyanopyridin-2-yl)oxyphenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1Cl)=CC=C1OC1=NC=CC=C1C#N UTMYUIBWCAKQIK-UHFFFAOYSA-N 0.000 claims 1
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- RXSXHJIFTDAGIU-UHFFFAOYSA-N 6-[3-chloro-4-(4-methylsulfonylphenoxy)phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(S(=O)(=O)C)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1Cl RXSXHJIFTDAGIU-UHFFFAOYSA-N 0.000 claims 1
- BERDWDXCCQAMCL-UHFFFAOYSA-N 6-[4-(1,3-benzodioxol-5-yl)phenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3OCOC3=CC=2)C=C1 BERDWDXCCQAMCL-UHFFFAOYSA-N 0.000 claims 1
- WYRYIONTXZFBEK-UHFFFAOYSA-N 6-[4-(1,3-benzodioxol-5-yl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C3OCOC3=CC=2)=CS1 WYRYIONTXZFBEK-UHFFFAOYSA-N 0.000 claims 1
- QDWFVUQNYRNNKK-UHFFFAOYSA-N 6-[4-(2,4-dimethylphenoxy)-3-methylphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1C)=CC=C1OC1=CC=C(C)C=C1C QDWFVUQNYRNNKK-UHFFFAOYSA-N 0.000 claims 1
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- IYSMEYMSZBJKSD-UHFFFAOYSA-N 6-[4-(2,4-dimethylphenoxy)phenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(C)C=C1C IYSMEYMSZBJKSD-UHFFFAOYSA-N 0.000 claims 1
- OLWJBPMSGTYDPU-UHFFFAOYSA-N 6-[4-(2,5-dimethylphenoxy)-3-methylphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1C)=CC=C1OC1=CC(C)=CC=C1C OLWJBPMSGTYDPU-UHFFFAOYSA-N 0.000 claims 1
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- QQFBRWTZKFNXRD-UHFFFAOYSA-N 6-[4-(4-aminophenoxy)phenyl]-1-[(2,4-dimethylphenyl)methyl]pyridin-2-one Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C=CC=C1C(C=C1)=CC=C1OC1=CC=C(N)C=C1 QQFBRWTZKFNXRD-UHFFFAOYSA-N 0.000 claims 1
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- CIYBWNVKPJKHRL-UHFFFAOYSA-N 6-[4-(4-tert-butylphenoxy)-3-methylphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1C)=CC=C1OC1=CC=C(C(C)(C)C)C=C1 CIYBWNVKPJKHRL-UHFFFAOYSA-N 0.000 claims 1
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- JADAGSPFZVUWAT-UHFFFAOYSA-N 6-[4-(5-cyano-6-ethoxypyridin-3-yl)furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C#N)C(OCC)=NC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JADAGSPFZVUWAT-UHFFFAOYSA-N 0.000 claims 1
- XWSJESQYSNYJDX-UHFFFAOYSA-N 6-[4-(5-cyano-6-ethoxypyridin-3-yl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C#N)C(OCC)=NC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 XWSJESQYSNYJDX-UHFFFAOYSA-N 0.000 claims 1
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- NQQAOVSPKVGQHG-UHFFFAOYSA-N 6-[4-(6-chloropyrazin-2-yl)oxy-3-propan-2-ylphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC(C)C1=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=CC=C1OC1=CN=CC(Cl)=N1 NQQAOVSPKVGQHG-UHFFFAOYSA-N 0.000 claims 1
- NQCKIYVDTSHPTQ-UHFFFAOYSA-N 6-[4-(6-chloropyrazin-2-yl)oxyphenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CN=CC(Cl)=N1 NQCKIYVDTSHPTQ-UHFFFAOYSA-N 0.000 claims 1
- CCXUMALKMSAABI-UHFFFAOYSA-N 6-[4-(6-chloropyrazin-2-yl)oxyphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CN=CC(Cl)=N1 CCXUMALKMSAABI-UHFFFAOYSA-N 0.000 claims 1
- DNKWARZAXDLVDI-UHFFFAOYSA-N 6-[4-[3,5-bis(trifluoromethyl)phenoxy]phenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 DNKWARZAXDLVDI-UHFFFAOYSA-N 0.000 claims 1
- YFWWXMDKCCKEFR-UHFFFAOYSA-N 6-[4-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=CO1 YFWWXMDKCCKEFR-UHFFFAOYSA-N 0.000 claims 1
- FMTJHRGJAVTJRS-UHFFFAOYSA-N 6-[4-[3,5-bis(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)C=C1 FMTJHRGJAVTJRS-UHFFFAOYSA-N 0.000 claims 1
- SRPAXXVTZSQCBN-UHFFFAOYSA-N 6-[4-[3,5-bis(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=CS1 SRPAXXVTZSQCBN-UHFFFAOYSA-N 0.000 claims 1
- ZQFOPQXVEHFMAJ-UHFFFAOYSA-N 6-[4-[3-(cyclopropylmethylsulfinyl)-5-(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)S(=O)CC2CC2)C(F)(F)F)C=C1 ZQFOPQXVEHFMAJ-UHFFFAOYSA-N 0.000 claims 1
- BDYVPFSKLFGUES-UHFFFAOYSA-N 6-[4-[3-(cyclopropylmethylsulfinyl)-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(C=2)S(=O)CC2CC2)C(F)(F)F)=CS1 BDYVPFSKLFGUES-UHFFFAOYSA-N 0.000 claims 1
- JFOAOVNNXOGZMX-UHFFFAOYSA-N 6-[4-[3-(cyclopropylmethylsulfonyl)-5-(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC2CC2)C=C1 JFOAOVNNXOGZMX-UHFFFAOYSA-N 0.000 claims 1
- DDNPAGYUANRAID-UHFFFAOYSA-N 6-[4-[3-(cyclopropylmethylsulfonyl)-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC2CC2)=CS1 DDNPAGYUANRAID-UHFFFAOYSA-N 0.000 claims 1
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- CGNLWICCMUKVSH-UHFFFAOYSA-N 6-[4-[3-benzylsulfinyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(C=C(C=2)S(=O)CC=2C=CC=CC=2)C(F)(F)F)=CS1 CGNLWICCMUKVSH-UHFFFAOYSA-N 0.000 claims 1
- RYFQOXKTJNEOPK-UHFFFAOYSA-N 6-[4-[3-benzylsulfonyl-5-(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC=2C=CC=CC=2)C=C1 RYFQOXKTJNEOPK-UHFFFAOYSA-N 0.000 claims 1
- JNDQQCDFSDKSER-UHFFFAOYSA-N 6-[4-[3-butylsulfinyl-5-(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)CCCC)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JNDQQCDFSDKSER-UHFFFAOYSA-N 0.000 claims 1
- ZASUIYKFNDQMIA-UHFFFAOYSA-N 6-[4-[3-butylsulfinyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)CCCC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ZASUIYKFNDQMIA-UHFFFAOYSA-N 0.000 claims 1
- KFTIAZGCHCTMOT-UHFFFAOYSA-N 6-[4-[3-butylsulfonyl-5-(trifluoromethyl)phenyl]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CCCC)=CC(C=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 KFTIAZGCHCTMOT-UHFFFAOYSA-N 0.000 claims 1
- IEGWYPHAEBHCIV-UHFFFAOYSA-N 6-[4-[3-butylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CCCC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 IEGWYPHAEBHCIV-UHFFFAOYSA-N 0.000 claims 1
- SSONLEKJEGAVTJ-UHFFFAOYSA-N 6-[4-[3-chloro-4-(trifluoromethyl)phenyl]furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(Cl)C(=CC=2)C(F)(F)F)=CO1 SSONLEKJEGAVTJ-UHFFFAOYSA-N 0.000 claims 1
- UWTOIYQHKDNZJO-UHFFFAOYSA-N 6-[4-[3-chloro-4-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC(C=2C=C(Cl)C(=CC=2)C(F)(F)F)=CS1 UWTOIYQHKDNZJO-UHFFFAOYSA-N 0.000 claims 1
- OOTZUIKEEJVCSV-UHFFFAOYSA-N 6-[4-[3-cyano-4-(trifluoromethyl)phenoxy]phenyl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(C(F)(F)F)C(C#N)=C1 OOTZUIKEEJVCSV-UHFFFAOYSA-N 0.000 claims 1
- NWXKKBYYKUTRQS-UHFFFAOYSA-N 6-[4-[4-(dimethylamino)phenoxy]-3-methylphenyl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=CC(N(C)C)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=C1C NWXKKBYYKUTRQS-UHFFFAOYSA-N 0.000 claims 1
- LUOOSMFFSMOUDJ-UHFFFAOYSA-N 6-[5-(1,3-benzodioxol-5-yl)furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3OCOC3=CC=2)O1 LUOOSMFFSMOUDJ-UHFFFAOYSA-N 0.000 claims 1
- ZDSGEESPGYWITI-UHFFFAOYSA-N 6-[5-(1,3-benzodioxol-5-yl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3OCOC3=CC=2)S1 ZDSGEESPGYWITI-UHFFFAOYSA-N 0.000 claims 1
- UMRSJVZAGKXZTA-UHFFFAOYSA-N 6-[5-(2-bromophenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C(=CC=CC=2)Br)S1 UMRSJVZAGKXZTA-UHFFFAOYSA-N 0.000 claims 1
- ZEYTUIVYNYOENU-UHFFFAOYSA-N 6-[5-(2-chloropyridin-4-yl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)N=CC=2)S1 ZEYTUIVYNYOENU-UHFFFAOYSA-N 0.000 claims 1
- NLXONJSMFVRZGC-UHFFFAOYSA-N 6-[5-(3,5-dichlorophenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)C=C(Cl)C=2)S1 NLXONJSMFVRZGC-UHFFFAOYSA-N 0.000 claims 1
- PWDHLODDXBXDNP-UHFFFAOYSA-N 6-[5-(3-amino-4-ethoxyphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(N)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 PWDHLODDXBXDNP-UHFFFAOYSA-N 0.000 claims 1
- MOABLPWRLMZKDS-UHFFFAOYSA-N 6-[5-(3-chloro-4-cyanophenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)C(C#N)=CC=2)S1 MOABLPWRLMZKDS-UHFFFAOYSA-N 0.000 claims 1
- KUHOSULDHAJJKS-UHFFFAOYSA-N 6-[5-(3-chloro-4-ethoxyphenyl)thiophen-2-yl]-1-[(2,4-dichlorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)S1 KUHOSULDHAJJKS-UHFFFAOYSA-N 0.000 claims 1
- WTNIRRFZHPBWNO-UHFFFAOYSA-N 6-[5-(3-chloro-4-ethoxyphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 WTNIRRFZHPBWNO-UHFFFAOYSA-N 0.000 claims 1
- LYDAIXIHKYCBRJ-UHFFFAOYSA-N 6-[5-(3-chloro-4-hydroxyphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(O)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 LYDAIXIHKYCBRJ-UHFFFAOYSA-N 0.000 claims 1
- FFGMPGXDAMZRHG-UHFFFAOYSA-N 6-[5-(3-chloro-4-methylphenyl)furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 FFGMPGXDAMZRHG-UHFFFAOYSA-N 0.000 claims 1
- KHHQQPRDNRSQDO-UHFFFAOYSA-N 6-[5-(3-chloro-4-methylphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(C)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 KHHQQPRDNRSQDO-UHFFFAOYSA-N 0.000 claims 1
- LAPXBYWWPHEUQH-UHFFFAOYSA-N 6-[5-(3-cyano-4-ethoxyphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C#N)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 LAPXBYWWPHEUQH-UHFFFAOYSA-N 0.000 claims 1
- SFQFUULWCVZUFP-UHFFFAOYSA-N 6-[5-(3-ethylsulfonyl-5-propan-2-ylphenyl)thiophen-2-yl]-1-[(2-fluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC(C(C)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC=CC=2)F)=C1 SFQFUULWCVZUFP-UHFFFAOYSA-N 0.000 claims 1
- NBONFKWZDJBAAO-UHFFFAOYSA-N 6-[5-(3-ethylsulfonylphenyl)thiophen-2-yl]-1-[(2-fluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CCS(=O)(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC=CC=2)F)=C1 NBONFKWZDJBAAO-UHFFFAOYSA-N 0.000 claims 1
- CNHTWGGKTDKSIW-UHFFFAOYSA-N 6-[5-(3-tert-butyl-5-methylsulfonylphenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(C(C)(C)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CNHTWGGKTDKSIW-UHFFFAOYSA-N 0.000 claims 1
- PQTOZARSJVCPKA-UHFFFAOYSA-N 6-[5-(3h-benzimidazol-5-yl)thiophen-2-yl]-1-[(2,4-dimethylphenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C3N=CNC3=CC=2)S1 PQTOZARSJVCPKA-UHFFFAOYSA-N 0.000 claims 1
- FCKGWCKIJWOBTM-UHFFFAOYSA-N 6-[5-(4-amino-3-chlorophenyl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(Cl)C(N)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 FCKGWCKIJWOBTM-UHFFFAOYSA-N 0.000 claims 1
- FSHGXRZKPSYKKE-UHFFFAOYSA-N 6-[5-(5-cyano-6-ethoxypyridin-3-yl)thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound C1=C(C#N)C(OCC)=NC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 FSHGXRZKPSYKKE-UHFFFAOYSA-N 0.000 claims 1
- JBIHKXSLYXFONJ-UHFFFAOYSA-N 6-[5-[2-chloro-5-(trifluoromethyl)phenyl]furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C(=CC=C(C=2)C(F)(F)F)Cl)O1 JBIHKXSLYXFONJ-UHFFFAOYSA-N 0.000 claims 1
- OKOSIOPABUPBMJ-UHFFFAOYSA-N 6-[5-[3,5-bis(methylsulfonyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound CS(=O)(=O)C1=CC(S(=O)(=O)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OKOSIOPABUPBMJ-UHFFFAOYSA-N 0.000 claims 1
- CFKPPVMNRZYDDW-UHFFFAOYSA-N 6-[5-[3,5-bis(trifluoromethyl)phenyl]furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)O1 CFKPPVMNRZYDDW-UHFFFAOYSA-N 0.000 claims 1
- DZDWHEWSWVJWPG-UHFFFAOYSA-N 6-[5-[3,5-bis(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-dichlorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(Cl)=CC=2)Cl)=C1 DZDWHEWSWVJWPG-UHFFFAOYSA-N 0.000 claims 1
- IVYPZBQWPRGDDF-UHFFFAOYSA-N 6-[5-[3-(cyclopropylmethylsulfinyl)-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)S(=O)CC2CC2)C(F)(F)F)S1 IVYPZBQWPRGDDF-UHFFFAOYSA-N 0.000 claims 1
- YGHSOLXPSFAZBE-UHFFFAOYSA-N 6-[5-[3-(cyclopropylmethylsulfonyl)-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC2CC2)S1 YGHSOLXPSFAZBE-UHFFFAOYSA-N 0.000 claims 1
- SWLPCCOUJWINKY-UHFFFAOYSA-N 6-[5-[3-benzylsulfinyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)S(=O)CC=2C=CC=CC=2)C(F)(F)F)S1 SWLPCCOUJWINKY-UHFFFAOYSA-N 0.000 claims 1
- DTUWLSCPESFKFB-UHFFFAOYSA-N 6-[5-[3-benzylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(C=C(C=2)C(F)(F)F)S(=O)(=O)CC=2C=CC=CC=2)S1 DTUWLSCPESFKFB-UHFFFAOYSA-N 0.000 claims 1
- JHOPYDACRJIINS-UHFFFAOYSA-N 6-[5-[3-butylsulfinyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)CCCC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JHOPYDACRJIINS-UHFFFAOYSA-N 0.000 claims 1
- QPSZRNJVLYGVIV-UHFFFAOYSA-N 6-[5-[3-butylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CCCC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 QPSZRNJVLYGVIV-UHFFFAOYSA-N 0.000 claims 1
- WJQMXNFPHLHWII-UHFFFAOYSA-N 6-[5-[3-chloro-4-(2,2,2-trifluoroethoxy)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)C(OCC(F)(F)F)=CC=2)S1 WJQMXNFPHLHWII-UHFFFAOYSA-N 0.000 claims 1
- DEEQGVVVFMATIF-UHFFFAOYSA-N 6-[5-[3-chloro-4-(trifluoromethyl)phenyl]furan-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)C(=CC=2)C(F)(F)F)O1 DEEQGVVVFMATIF-UHFFFAOYSA-N 0.000 claims 1
- RWWMLBLSMDUOJQ-UHFFFAOYSA-N 6-[5-[3-chloro-4-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2,4-difluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC1=CC(F)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=C(C=2C=C(Cl)C(=CC=2)C(F)(F)F)S1 RWWMLBLSMDUOJQ-UHFFFAOYSA-N 0.000 claims 1
- VDRVXHKPYRQNRD-UHFFFAOYSA-N 6-[5-[3-ethylsulfonyl-5-(trifluoromethyl)phenyl]thiophen-2-yl]-1-[(2-fluorophenyl)methyl]-2-oxo-4-(trifluoromethyl)pyridine-3-carbonitrile Chemical compound FC(F)(F)C1=CC(S(=O)(=O)CC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC=CC=2)F)=C1 VDRVXHKPYRQNRD-UHFFFAOYSA-N 0.000 claims 1
- ROYJZBOVDGUPEJ-UHFFFAOYSA-N 6-[6-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]pyridin-2-yl]-1h-indole-2-carboxylic acid Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C1=CC=CC(C=2C=C3NC(=CC3=CC=2)C(O)=O)=N1 ROYJZBOVDGUPEJ-UHFFFAOYSA-N 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 1
- 102000013010 Member 1 Subfamily G ATP Binding Cassette Transporter Human genes 0.000 claims 1
- 108010090314 Member 1 Subfamily G ATP Binding Cassette Transporter Proteins 0.000 claims 1
- UTCGZMJKBHGDMD-UHFFFAOYSA-N [4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]urea Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC(N)=O)C=C1 UTCGZMJKBHGDMD-UHFFFAOYSA-N 0.000 claims 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 1
- UKXLEADKFWSETK-UHFFFAOYSA-N benzyl 2-[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenoxy]acetate Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=CC(OCC(=O)OCC=2C=CC=CC=2)=C1 UKXLEADKFWSETK-UHFFFAOYSA-N 0.000 claims 1
- QHDHURQLDFDQTM-UHFFFAOYSA-N benzyl 2-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenoxy]acetate Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC(C=C1)=CC=C1OCC(=O)OCC1=CC=CC=C1 QHDHURQLDFDQTM-UHFFFAOYSA-N 0.000 claims 1
- 239000003613 bile acid Substances 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 claims 1
- MWMOJMKXHOQMHE-UHFFFAOYSA-N ethyl 2-[2-chloro-4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenoxy]acetate Chemical compound C1=C(Cl)C(OCC(=O)OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 MWMOJMKXHOQMHE-UHFFFAOYSA-N 0.000 claims 1
- GTEZKBVVNMXEKQ-UHFFFAOYSA-N ethyl 5-[4-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]-1h-indole-2-carboxylate Chemical compound C=1C=C2NC(C(=O)OCC)=CC2=CC=1OC(C=C1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(F)C=C1F GTEZKBVVNMXEKQ-UHFFFAOYSA-N 0.000 claims 1
- GXVIXHVLHIXPRY-UHFFFAOYSA-N ethyl 5-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]-1h-indole-2-carboxylate Chemical compound C=1C=C2NC(C(=O)OCC)=CC2=CC=1OC(C=C1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(C)C=C1C GXVIXHVLHIXPRY-UHFFFAOYSA-N 0.000 claims 1
- CDYMGJMNHFGNSW-UHFFFAOYSA-N ethyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-2-yl]-2-ethoxypyridine-3-carboxylate Chemical compound N1=C(OCC)C(C(=O)OCC)=CC(C=2OC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CDYMGJMNHFGNSW-UHFFFAOYSA-N 0.000 claims 1
- ICGYRALPJLCEIC-UHFFFAOYSA-N ethyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-2-ethoxypyridine-3-carboxylate Chemical compound N1=C(OCC)C(C(=O)OCC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ICGYRALPJLCEIC-UHFFFAOYSA-N 0.000 claims 1
- UUFNOVQGWQTOEW-UHFFFAOYSA-N ethyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-2-ethoxypyridine-3-carboxylate Chemical compound N1=C(OCC)C(C(=O)OCC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UUFNOVQGWQTOEW-UHFFFAOYSA-N 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 230000004060 metabolic process Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- DZBYEIQMQHQZGJ-UUWRZZSWSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-2-phenylacetate Chemical compound N([C@@H](C(=O)OC)C=1C=CC=CC=1)C(=O)C(C=1)=CC=CC=1OC(C=C1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(C)C=C1C DZBYEIQMQHQZGJ-UUWRZZSWSA-N 0.000 claims 1
- ZEAGQMFIGAYMHQ-WJOKGBTCSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-(1h-imidazol-5-yl)propanoate Chemical compound C([C@H](C(=O)OC)NC(=O)C=1C=C(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=CC=1)C1=CNC=N1 ZEAGQMFIGAYMHQ-WJOKGBTCSA-N 0.000 claims 1
- CTRAOTAAHVTWGT-WJOKGBTCSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-methylbutanoate Chemical compound COC(=O)[C@@H](C(C)C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 CTRAOTAAHVTWGT-WJOKGBTCSA-N 0.000 claims 1
- IGEOCFNKXSUPSP-UUWRZZSWSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-phenylpropanoate Chemical compound C([C@H](C(=O)OC)NC(=O)C=1C=C(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=CC=1)C1=CC=CC=C1 IGEOCFNKXSUPSP-UUWRZZSWSA-N 0.000 claims 1
- IXDDYQBHQCHKSL-WJOKGBTCSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-4-methylpentanoate Chemical compound COC(=O)[C@@H](CC(C)C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 IXDDYQBHQCHKSL-WJOKGBTCSA-N 0.000 claims 1
- JLTQHCSGKGOBGS-OAQYLSRUSA-N methyl (2r)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]propanoate Chemical compound COC(=O)[C@@H](C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 JLTQHCSGKGOBGS-OAQYLSRUSA-N 0.000 claims 1
- DZBYEIQMQHQZGJ-UMSFTDKQSA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-2-phenylacetate Chemical compound N([C@H](C(=O)OC)C=1C=CC=CC=1)C(=O)C(C=1)=CC=CC=1OC(C=C1)=CC=C1C1=CC(C(F)(F)F)=C(C#N)C(=O)N1CC1=CC=C(C)C=C1C DZBYEIQMQHQZGJ-UMSFTDKQSA-N 0.000 claims 1
- ZEAGQMFIGAYMHQ-HKBQPEDESA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-(1h-imidazol-5-yl)propanoate Chemical compound C([C@@H](C(=O)OC)NC(=O)C=1C=C(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=CC=1)C1=CNC=N1 ZEAGQMFIGAYMHQ-HKBQPEDESA-N 0.000 claims 1
- CTRAOTAAHVTWGT-HKBQPEDESA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-methylbutanoate Chemical compound COC(=O)[C@H](C(C)C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 CTRAOTAAHVTWGT-HKBQPEDESA-N 0.000 claims 1
- IGEOCFNKXSUPSP-UMSFTDKQSA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-3-phenylpropanoate Chemical compound C([C@@H](C(=O)OC)NC(=O)C=1C=C(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=CC=1)C1=CC=CC=C1 IGEOCFNKXSUPSP-UMSFTDKQSA-N 0.000 claims 1
- IXDDYQBHQCHKSL-HKBQPEDESA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]-4-methylpentanoate Chemical compound COC(=O)[C@H](CC(C)C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 IXDDYQBHQCHKSL-HKBQPEDESA-N 0.000 claims 1
- JLTQHCSGKGOBGS-NRFANRHFSA-N methyl (2s)-2-[[3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzoyl]amino]propanoate Chemical compound COC(=O)[C@H](C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=C1 JLTQHCSGKGOBGS-NRFANRHFSA-N 0.000 claims 1
- OZLGLALXNWCHKA-UHFFFAOYSA-N methyl 2-[2-chloro-4-[3-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]phenyl]acetate Chemical compound C1=C(Cl)C(CC(=O)OC)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OZLGLALXNWCHKA-UHFFFAOYSA-N 0.000 claims 1
- YEDISTJLMZOMTB-UHFFFAOYSA-N methyl 2-[2-chloro-4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]acetate Chemical compound C1=C(Cl)C(CC(=O)OC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YEDISTJLMZOMTB-UHFFFAOYSA-N 0.000 claims 1
- XBLFXVXTBQGSAQ-UHFFFAOYSA-N methyl 2-[2-chloro-4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]acetate Chemical compound C1=C(Cl)C(CC(=O)OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 XBLFXVXTBQGSAQ-UHFFFAOYSA-N 0.000 claims 1
- PJBXFWMOUNDXNQ-UHFFFAOYSA-N methyl 2-[2-chloro-4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]acetate Chemical compound C1=C(Cl)C(CC(=O)OC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 PJBXFWMOUNDXNQ-UHFFFAOYSA-N 0.000 claims 1
- AJRJPBHIQOFJJN-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-4-fluorophenyl]acetate Chemical compound COC(=O)CC1=CC=C(F)C(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 AJRJPBHIQOFJJN-UHFFFAOYSA-N 0.000 claims 1
- VWZOADABTAHMRW-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-4-methoxyphenyl]acetate Chemical compound COC(=O)CC1=CC=C(OC)C(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VWZOADABTAHMRW-UHFFFAOYSA-N 0.000 claims 1
- SJSMAEBRPCYTJC-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)C1=CC=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 SJSMAEBRPCYTJC-UHFFFAOYSA-N 0.000 claims 1
- KFASMUJJXLXQQQ-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]acetate Chemical compound COC(=O)CC1=CC=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 KFASMUJJXLXQQQ-UHFFFAOYSA-N 0.000 claims 1
- HHUNVRJRZBDLTQ-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-4-fluorophenyl]acetate Chemical compound COC(=O)CC1=CC=C(F)C(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HHUNVRJRZBDLTQ-UHFFFAOYSA-N 0.000 claims 1
- URCHMVBOUCXHGU-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-4-methoxyphenyl]acetate Chemical compound COC(=O)CC1=CC=C(OC)C(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 URCHMVBOUCXHGU-UHFFFAOYSA-N 0.000 claims 1
- DYKSKDSKAVEUIV-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 DYKSKDSKAVEUIV-UHFFFAOYSA-N 0.000 claims 1
- YNCONRHYYCGKNU-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]acetate Chemical compound COC(=O)CC1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YNCONRHYYCGKNU-UHFFFAOYSA-N 0.000 claims 1
- FBZIXAYIDFZGEW-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-4-fluorophenyl]acetate Chemical compound COC(=O)CC1=CC=C(F)C(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 FBZIXAYIDFZGEW-UHFFFAOYSA-N 0.000 claims 1
- NILRMHLPOAARAF-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-5-propan-2-yloxyphenyl]acetate Chemical compound COC(=O)CC1=CC(OC(C)C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NILRMHLPOAARAF-UHFFFAOYSA-N 0.000 claims 1
- ZOOKZDQESMFQQN-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)C1=CC=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ZOOKZDQESMFQQN-UHFFFAOYSA-N 0.000 claims 1
- CPSAHTKGRGQEMH-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]acetate Chemical compound COC(=O)CC1=CC=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CPSAHTKGRGQEMH-UHFFFAOYSA-N 0.000 claims 1
- AXVPDVXKOMGWQR-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-4-(1,1-difluoro-3-methylbutyl)-1-[(2,4-difluorophenyl)methyl]-6-oxopyridin-2-yl]thiophen-2-yl]phenyl]acetate Chemical compound COC(=O)CC1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)CC(C)C)CC=2C(=CC(F)=CC=2)F)=C1 AXVPDVXKOMGWQR-UHFFFAOYSA-N 0.000 claims 1
- VCWMCOHAKYJPEL-UHFFFAOYSA-N methyl 2-[3-[5-[5-cyano-4-(1,1-difluoroheptyl)-1-[(2,4-difluorophenyl)methyl]-6-oxopyridin-2-yl]thiophen-2-yl]phenyl]acetate Chemical compound C=1C=C(F)C=C(F)C=1CN1C(=O)C(C#N)=C(C(F)(F)CCCCCC)C=C1C(S1)=CC=C1C1=CC=CC(CC(=O)OC)=C1 VCWMCOHAKYJPEL-UHFFFAOYSA-N 0.000 claims 1
- YXYSOQOQVBOGJX-UHFFFAOYSA-N methyl 2-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]acetate Chemical compound C1=CC(CC(=O)OC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YXYSOQOQVBOGJX-UHFFFAOYSA-N 0.000 claims 1
- OPDIXZGEKVFMMA-UHFFFAOYSA-N methyl 2-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]acetate Chemical compound C1=CC(CC(=O)OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 OPDIXZGEKVFMMA-UHFFFAOYSA-N 0.000 claims 1
- SYPAPJXDCDLXBH-UHFFFAOYSA-N methyl 2-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]acetate Chemical compound C1=CC(CC(=O)OC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 SYPAPJXDCDLXBH-UHFFFAOYSA-N 0.000 claims 1
- ICKBNCQLOLNCQJ-UHFFFAOYSA-N methyl 2-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-2-methoxyphenyl]acetate Chemical compound C1=C(OC)C(CC(=O)OC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ICKBNCQLOLNCQJ-UHFFFAOYSA-N 0.000 claims 1
- YYVOZDWXWKRLSN-UHFFFAOYSA-N methyl 2-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-2-methoxyphenyl]acetate Chemical compound C1=C(OC)C(CC(=O)OC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 YYVOZDWXWKRLSN-UHFFFAOYSA-N 0.000 claims 1
- CFJHGKBPMFFUCV-UHFFFAOYSA-N methyl 2-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-2-methoxyphenyl]acetate Chemical compound C1=C(OC)C(CC(=O)OC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CFJHGKBPMFFUCV-UHFFFAOYSA-N 0.000 claims 1
- ZLGYFEUZNSYVRL-UHFFFAOYSA-N methyl 3-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]propanoate Chemical compound COC(=O)CCC1=CC=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 ZLGYFEUZNSYVRL-UHFFFAOYSA-N 0.000 claims 1
- CEXOKLJXDNIRSX-UHFFFAOYSA-N methyl 3-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]propanoate Chemical compound COC(=O)CCC1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 CEXOKLJXDNIRSX-UHFFFAOYSA-N 0.000 claims 1
- NMOHDTKOPHDVEH-UHFFFAOYSA-N methyl 3-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]phenyl]propanoate Chemical compound C1=CC(CCC(=O)OC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 NMOHDTKOPHDVEH-UHFFFAOYSA-N 0.000 claims 1
- KXILSWNIWBYIFX-UHFFFAOYSA-N methyl 3-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]phenyl]propanoate Chemical compound C1=CC(CCC(=O)OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 KXILSWNIWBYIFX-UHFFFAOYSA-N 0.000 claims 1
- WJPDQKATWBSVDM-UHFFFAOYSA-N methyl 3-[4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]propanoate Chemical compound C1=CC(CCC(=O)OC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 WJPDQKATWBSVDM-UHFFFAOYSA-N 0.000 claims 1
- LDIKAEICMDKVQV-UHFFFAOYSA-N methyl 3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]-2-methylphenoxy]benzoate Chemical compound COC(=O)C1=CC=CC(OC=2C(=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C)=C1 LDIKAEICMDKVQV-UHFFFAOYSA-N 0.000 claims 1
- NKHUZPALYUEMCC-UHFFFAOYSA-N methyl 3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]-5-phenylmethoxybenzoate Chemical compound C=1C(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)=CC(C(=O)OC)=CC=1OCC1=CC=CC=C1 NKHUZPALYUEMCC-UHFFFAOYSA-N 0.000 claims 1
- HGCSHAIQMFDQHN-UHFFFAOYSA-N methyl 3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-5-propan-2-ylbenzoate Chemical compound COC(=O)C1=CC(C(C)C)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 HGCSHAIQMFDQHN-UHFFFAOYSA-N 0.000 claims 1
- UGNVNHBZZUSZKQ-UHFFFAOYSA-N methyl 3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-5-propan-2-ylbenzoate Chemical compound COC(=O)C1=CC(C(C)C)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UGNVNHBZZUSZKQ-UHFFFAOYSA-N 0.000 claims 1
- VQQLIAFYDGYWTE-UHFFFAOYSA-N methyl 3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]benzoate Chemical compound COC(=O)C1=CC=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VQQLIAFYDGYWTE-UHFFFAOYSA-N 0.000 claims 1
- QTFKQSUGUNVYTC-UHFFFAOYSA-N methyl 3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-5-propan-2-ylbenzoate Chemical compound COC(=O)C1=CC(C(C)C)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 QTFKQSUGUNVYTC-UHFFFAOYSA-N 0.000 claims 1
- GMDSUTHWJVOFCU-UHFFFAOYSA-N methyl 4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]-2-methylphenoxy]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(C)=CC=2)C)C=C1C GMDSUTHWJVOFCU-UHFFFAOYSA-N 0.000 claims 1
- UCNYNTWTUPIORE-UHFFFAOYSA-N methyl 4-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 UCNYNTWTUPIORE-UHFFFAOYSA-N 0.000 claims 1
- KWNCTZQAFONNFO-UHFFFAOYSA-N methyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-2-methylsulfonylpyridine-3-carboxylate Chemical compound N1=C(S(C)(=O)=O)C(C(=O)OC)=CC(C=2C=C(OC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 KWNCTZQAFONNFO-UHFFFAOYSA-N 0.000 claims 1
- VXGYROOBCKCCCX-UHFFFAOYSA-N methyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-2-methylsulfanylpyridine-3-carboxylate Chemical compound N1=C(SC)C(C(=O)OC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VXGYROOBCKCCCX-UHFFFAOYSA-N 0.000 claims 1
- LCWQEVVOWSXIGE-UHFFFAOYSA-N methyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-2-methylsulfonylpyridine-3-carboxylate Chemical compound N1=C(S(C)(=O)=O)C(C(=O)OC)=CC(C=2SC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 LCWQEVVOWSXIGE-UHFFFAOYSA-N 0.000 claims 1
- QGEMDUFZBBPOLE-UHFFFAOYSA-N methyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-2-methylsulfanylpyridine-3-carboxylate Chemical compound N1=C(SC)C(C(=O)OC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 QGEMDUFZBBPOLE-UHFFFAOYSA-N 0.000 claims 1
- OLHAJFZRMWKJJP-UHFFFAOYSA-N methyl 5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-2-methylsulfonylpyridine-3-carboxylate Chemical compound N1=C(S(C)(=O)=O)C(C(=O)OC)=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OLHAJFZRMWKJJP-UHFFFAOYSA-N 0.000 claims 1
- MPVCXMARJCJZEK-UHFFFAOYSA-N methyl 6-[4-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]-4-(trifluoromethyl)pyridine-3-carboxylate Chemical compound C1=C(C(F)(F)F)C(C(=O)OC)=CN=C1OC1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 MPVCXMARJCJZEK-UHFFFAOYSA-N 0.000 claims 1
- CDLIDSYGVMWBFG-UHFFFAOYSA-N n'-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]oxamide Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NC(=O)C(N)=O)C=C1 CDLIDSYGVMWBFG-UHFFFAOYSA-N 0.000 claims 1
- KNAGTJPJXOIECF-UHFFFAOYSA-N n-[4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]phenyl]methanesulfonamide Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=C(NS(C)(=O)=O)C=C1 KNAGTJPJXOIECF-UHFFFAOYSA-N 0.000 claims 1
- YEGHETGJUPHJTK-UHFFFAOYSA-N n-[[1-[(2,4-difluorophenyl)methyl]-6-[5-(4-methylsulfonylphenyl)thiophen-2-yl]-2-oxo-4-(trifluoromethyl)pyridin-3-yl]methyl]methanesulfonamide Chemical compound C=1C=C(F)C=C(F)C=1CN1C(=O)C(CNS(=O)(=O)C)=C(C(F)(F)F)C=C1C(S1)=CC=C1C1=CC=C(S(C)(=O)=O)C=C1 YEGHETGJUPHJTK-UHFFFAOYSA-N 0.000 claims 1
- UXMZIGQMGVBELN-UHFFFAOYSA-N n-benzyl-3-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzamide Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1=CC=CC(C(=O)NCC=2C=CC=CC=2)=C1 UXMZIGQMGVBELN-UHFFFAOYSA-N 0.000 claims 1
- UYNWNEFCARQEEQ-UHFFFAOYSA-N n-tert-butyl-3-[4-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]benzamide Chemical compound CC(C)(C)NC(=O)C1=CC=CC(OC=2C=CC(=CC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 UYNWNEFCARQEEQ-UHFFFAOYSA-N 0.000 claims 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000005545 phthalimidyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- JRTSEWBBPGPFGC-UHFFFAOYSA-N tert-butyl 2-[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]acetate Chemical compound CC(C)(C)OC(=O)CC1=CC=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 JRTSEWBBPGPFGC-UHFFFAOYSA-N 0.000 claims 1
- VEGROOFOOBSEPY-UHFFFAOYSA-N tert-butyl 4-[3-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 VEGROOFOOBSEPY-UHFFFAOYSA-N 0.000 claims 1
- BKPVYTOVKQEKJL-UHFFFAOYSA-N tert-butyl 4-[4-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)C=C1 BKPVYTOVKQEKJL-UHFFFAOYSA-N 0.000 claims 1
- GQYIVQKCWUFGJA-UHFFFAOYSA-N tert-butyl 4-[4-[5-cyano-1-[(2,4-dimethylphenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenoxy]piperidine-1-carboxylate Chemical compound CC1=CC(C)=CC=C1CN1C(=O)C(C#N)=C(C(F)(F)F)C=C1C(C=C1)=CC=C1OC1CCN(C(=O)OC(C)(C)C)CC1 GQYIVQKCWUFGJA-UHFFFAOYSA-N 0.000 claims 1
- XKXIQBVKMABYQJ-UHFFFAOYSA-N tert-butyl hydrogen carbonate Chemical compound CC(C)(C)OC(O)=O XKXIQBVKMABYQJ-UHFFFAOYSA-N 0.000 claims 1
- AEQRHLABUZOKMO-UHFFFAOYSA-N tert-butyl n-[5-[3-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]phenyl]-2-ethoxyphenyl]carbamate Chemical compound C1=C(NC(=O)OC(C)(C)C)C(OCC)=CC=C1C1=CC=CC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 AEQRHLABUZOKMO-UHFFFAOYSA-N 0.000 claims 1
- FHHPXESTYFMUPV-UHFFFAOYSA-N tert-butyl n-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-2-yl]-2-ethoxyphenyl]carbamate Chemical compound C1=C(NC(=O)OC(C)(C)C)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)O1 FHHPXESTYFMUPV-UHFFFAOYSA-N 0.000 claims 1
- MMRVDAMQPVMQSA-UHFFFAOYSA-N tert-butyl n-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]furan-3-yl]-2-ethoxyphenyl]carbamate Chemical compound C1=C(NC(=O)OC(C)(C)C)C(OCC)=CC=C1C1=COC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 MMRVDAMQPVMQSA-UHFFFAOYSA-N 0.000 claims 1
- LKZGJGWWTUCGQR-UHFFFAOYSA-N tert-butyl n-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-2-yl]-2-ethoxyphenyl]carbamate Chemical compound C1=C(NC(=O)OC(C)(C)C)C(OCC)=CC=C1C1=CC=C(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)S1 LKZGJGWWTUCGQR-UHFFFAOYSA-N 0.000 claims 1
- OCAKUBUIPAUCGA-UHFFFAOYSA-N tert-butyl n-[5-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]-2-ethoxyphenyl]carbamate Chemical compound C1=C(NC(=O)OC(C)(C)C)C(OCC)=CC=C1C1=CSC(C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 OCAKUBUIPAUCGA-UHFFFAOYSA-N 0.000 claims 1
- FXXZEBNCIMQDMY-UHFFFAOYSA-N tert-butyl n-[[3-[5-[5-cyano-1-[(2,4-difluorophenyl)methyl]-6-oxo-4-(trifluoromethyl)pyridin-2-yl]thiophen-3-yl]phenyl]methyl]carbamate Chemical compound CC(C)(C)OC(=O)NCC1=CC=CC(C=2C=C(SC=2)C=2N(C(=O)C(C#N)=C(C=2)C(F)(F)F)CC=2C(=CC(F)=CC=2)F)=C1 FXXZEBNCIMQDMY-UHFFFAOYSA-N 0.000 claims 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
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| ATE350382T1 (de) * | 2003-07-25 | 2007-01-15 | Neurogen Corp | Imidazopyrimidine und triazolopyrimidine: benzodiazepinrezeptorliganden |
-
2004
- 2004-07-24 US US10/899,458 patent/US7482366B2/en active Active
-
2005
- 2005-07-24 AU AU2005280487A patent/AU2005280487A1/en not_active Abandoned
- 2005-07-24 WO PCT/US2005/026353 patent/WO2006025979A2/en not_active Ceased
- 2005-07-24 JP JP2007522845A patent/JP5017607B2/ja not_active Expired - Fee Related
- 2005-07-24 US US11/572,579 patent/US20080119488A1/en not_active Abandoned
- 2005-07-24 CA CA002571989A patent/CA2571989A1/en not_active Abandoned
- 2005-07-24 EP EP05808925A patent/EP1773337A4/en not_active Withdrawn
-
2008
- 2008-12-17 US US12/337,591 patent/US8013001B2/en not_active Expired - Fee Related
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