HRP20231682T1 - Derivati tetrahidrokinolina kao antagonisti p2x7 receptora - Google Patents
Derivati tetrahidrokinolina kao antagonisti p2x7 receptora Download PDFInfo
- Publication number
- HRP20231682T1 HRP20231682T1 HRP20231682TT HRP20231682T HRP20231682T1 HR P20231682 T1 HRP20231682 T1 HR P20231682T1 HR P20231682T T HRP20231682T T HR P20231682TT HR P20231682 T HRP20231682 T HR P20231682T HR P20231682 T1 HRP20231682 T1 HR P20231682T1
- Authority
- HR
- Croatia
- Prior art keywords
- carboxamide
- tetrahydroquinoline
- fluoro
- hydroxy
- chloro
- Prior art date
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- 102100037602 P2X purinoceptor 7 Human genes 0.000 title claims 2
- 101710189965 P2X purinoceptor 7 Proteins 0.000 title claims 2
- 239000002464 receptor antagonist Substances 0.000 title 1
- 229940044551 receptor antagonist Drugs 0.000 title 1
- 125000000147 tetrahydroquinolinyl group Chemical class N1(CCCC2=CC=CC=C12)* 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 55
- 229910052736 halogen Inorganic materials 0.000 claims 31
- 150000002367 halogens Chemical class 0.000 claims 31
- 229910052739 hydrogen Inorganic materials 0.000 claims 30
- 239000001257 hydrogen Substances 0.000 claims 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 29
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 29
- 150000001875 compounds Chemical class 0.000 claims 25
- 150000003839 salts Chemical class 0.000 claims 25
- 229910052757 nitrogen Inorganic materials 0.000 claims 16
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 15
- 125000004430 oxygen atom Chemical group O* 0.000 claims 15
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 8
- 125000001072 heteroaryl group Chemical group 0.000 claims 8
- 229920006395 saturated elastomer Polymers 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 125000004434 sulfur atom Chemical group 0.000 claims 8
- -1 -O-aryl Chemical group 0.000 claims 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 5
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- GCZJVMQUKQKGOB-MSOLQXFVSA-N (5S,8S)-N-[(2,4-dichloro-3-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1F)Cl GCZJVMQUKQKGOB-MSOLQXFVSA-N 0.000 claims 3
- AEHSTNFPEVHAJL-MSOLQXFVSA-N (5S,8S)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C(=CC(=C1)Cl)F AEHSTNFPEVHAJL-MSOLQXFVSA-N 0.000 claims 3
- UNRBFBWZHARFBT-MSOLQXFVSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1)Cl UNRBFBWZHARFBT-MSOLQXFVSA-N 0.000 claims 3
- FDLYJVCMZZAOPD-MSOLQXFVSA-N (5S,8S)-N-[(2-chloro-3,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1F)F FDLYJVCMZZAOPD-MSOLQXFVSA-N 0.000 claims 3
- JATPNDUOALRBMT-MSOLQXFVSA-N (5S,8S)-N-[(2-chloro-4,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C(=CC(=C1)F)F JATPNDUOALRBMT-MSOLQXFVSA-N 0.000 claims 3
- MHWGKKJUCSBNRQ-MSOLQXFVSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1)F MHWGKKJUCSBNRQ-MSOLQXFVSA-N 0.000 claims 3
- KNLQFVACOBILMW-SJORKVTESA-N (5S,8S)-N-[(3,5-dichloropyridin-2-yl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC=1C(=NC=C(C=1)Cl)CNC(=O)[C@]1(C=2C=CC=NC=2[C@@](CC1)(CO)O)F KNLQFVACOBILMW-SJORKVTESA-N 0.000 claims 3
- ADXXSASIHKYDFG-MOPGFXCFSA-N (5S,8S)-N-[[2,4-dichloro-6-(hydroxymethyl)phenyl]methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C(=CC(=C1)Cl)CO ADXXSASIHKYDFG-MOPGFXCFSA-N 0.000 claims 3
- RBLJAVPHQJPJHU-KSSFIOAISA-N N1=C2C(=CC=C1)[C@@](CC[C@@H]2OC)(C(=O)NCC1=C(C(=CC=C1)Cl)Cl)F Chemical compound N1=C2C(=CC=C1)[C@@](CC[C@@H]2OC)(C(=O)NCC1=C(C(=CC=C1)Cl)Cl)F RBLJAVPHQJPJHU-KSSFIOAISA-N 0.000 claims 3
- 125000002619 bicyclic group Chemical group 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- SEZKXHHMRAIHLD-MOPGFXCFSA-N (5R,5'S)-N-[(2,4-dichlorophenyl)methyl]-5'-fluoro-2-oxospiro[1,3-oxazolidine-5,8'-6,7-dihydroquinoline]-5'-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@]3(CC2)CNC(O3)=O)F)C=CC(=C1)Cl SEZKXHHMRAIHLD-MOPGFXCFSA-N 0.000 claims 2
- SWYMZBIYURYADI-SJKOYZFVSA-N (5R,8R)-5-fluoro-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@]1(C=2C=CC=NC=2[C@@H](CC1)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F SWYMZBIYURYADI-SJKOYZFVSA-N 0.000 claims 2
- YRXVRIVOTBJBKK-CXAGYDPISA-N (5R,8R)-5-fluoro-8-hydroxy-N-[(2,3,6-trichlorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@]1(C=2C=CC=NC=2[C@@H](CC1)O)C(=O)NCC1=C(C(=CC=C1Cl)Cl)Cl YRXVRIVOTBJBKK-CXAGYDPISA-N 0.000 claims 2
- WHPHGAYBMCAZMH-RHSMWYFYSA-N (5R,8R)-5-fluoro-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@]1(C=2C=CC=NC=2[C@@H](CC1)O)C(=O)NCC1=C(C=C(C=C1)F)C(F)(F)F WHPHGAYBMCAZMH-RHSMWYFYSA-N 0.000 claims 2
- FKTFKYLCHXUNIS-DGCLKSJQSA-N (5R,8R)-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound O[C@@H]1CC[C@H](C=2C=CC=NC1=2)C(=O)NCC1=C(C(=C(C=C1)F)F)F FKTFKYLCHXUNIS-DGCLKSJQSA-N 0.000 claims 2
- RFFYIHZMHKPFCL-CXAGYDPISA-N (5R,8R)-N-[(2,3-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC=C1Cl RFFYIHZMHKPFCL-CXAGYDPISA-N 0.000 claims 2
- BFXKPVPIDNQASC-RHSMWYFYSA-N (5R,8R)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)Cl)F BFXKPVPIDNQASC-RHSMWYFYSA-N 0.000 claims 2
- KXECAHPCSOHBRT-IAQYHMDHSA-N (5R,8R)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@@H](CC2)O)C(=CC(=C1)Cl)F KXECAHPCSOHBRT-IAQYHMDHSA-N 0.000 claims 2
- BAVJXFDIMDWSIF-CRAIPNDOSA-N (5R,8R)-N-[(2,4-dichloro-6-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)Cl)C BAVJXFDIMDWSIF-CRAIPNDOSA-N 0.000 claims 2
- GSRGZWQUIBJBHH-CZUORRHYSA-N (5R,8R)-N-[(2,4-dichloro-6-methylphenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@@H](CC2)O)C(=CC(=C1)Cl)C GSRGZWQUIBJBHH-CZUORRHYSA-N 0.000 claims 2
- NUUQODROOFRFEQ-RHSMWYFYSA-N (5R,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)Cl NUUQODROOFRFEQ-RHSMWYFYSA-N 0.000 claims 2
- UNRBFBWZHARFBT-ZWKOTPCHSA-N (5R,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@](CC2)(CO)O)F)C=CC(=C1)Cl UNRBFBWZHARFBT-ZWKOTPCHSA-N 0.000 claims 2
- RNPDDXHSPRMNGB-RHSMWYFYSA-N (5R,8R)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)F RNPDDXHSPRMNGB-RHSMWYFYSA-N 0.000 claims 2
- QNVAFOLPHAQBHR-RHSMWYFYSA-N (5R,8R)-N-[(2,6-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC=C1)Cl QNVAFOLPHAQBHR-RHSMWYFYSA-N 0.000 claims 2
- FBOBGRQFIVROOV-RHSMWYFYSA-N (5R,8R)-N-[(2-chloro-4,5-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C(C(=C1)F)F FBOBGRQFIVROOV-RHSMWYFYSA-N 0.000 claims 2
- BAMRMARFQCZKGS-RHSMWYFYSA-N (5R,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)F BAMRMARFQCZKGS-RHSMWYFYSA-N 0.000 claims 2
- OQBAEYVGEWMETP-UKRRQHHQSA-N (5R,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@@H](CC2)O)C=CC(=C1)F OQBAEYVGEWMETP-UKRRQHHQSA-N 0.000 claims 2
- YYNFXPNCORZADY-CRAIPNDOSA-N (5R,8R)-N-[(2-chloro-4-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)C YYNFXPNCORZADY-CRAIPNDOSA-N 0.000 claims 2
- OIQCYBLUVZOHET-CRAIPNDOSA-N (5R,8R)-N-[(2-chloro-6-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC=C1)C OIQCYBLUVZOHET-CRAIPNDOSA-N 0.000 claims 2
- GPTBPFGMUCTDNI-RHSMWYFYSA-N (5R,8R)-N-[(4-bromo-2-chlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound BrC1=CC(=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C1)Cl GPTBPFGMUCTDNI-RHSMWYFYSA-N 0.000 claims 2
- QFYPTDZYQUZYSY-RHSMWYFYSA-N (5R,8R)-N-[(4-chloro-2-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=CC(=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C1)F QFYPTDZYQUZYSY-RHSMWYFYSA-N 0.000 claims 2
- VIPPGWXFFXZVEL-UKRRQHHQSA-N (5R,8R)-N-[(4-chloro-2-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=CC(=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@@H](CC2)O)C=C1)F VIPPGWXFFXZVEL-UKRRQHHQSA-N 0.000 claims 2
- HIUYRALALBYXFK-CRAIPNDOSA-N (5R,8R)-N-[[2,4-dichloro-6-(hydroxymethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)Cl)CO HIUYRALALBYXFK-CRAIPNDOSA-N 0.000 claims 2
- ZWYVRKBKAIMCIF-RHSMWYFYSA-N (5R,8R)-N-[[2,6-dichloro-4-(trifluoromethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)C(F)(F)F)Cl ZWYVRKBKAIMCIF-RHSMWYFYSA-N 0.000 claims 2
- PHMYOEMHIWTAFG-CXAGYDPISA-N (5R,8R)-N-[[2-chloro-3-(trifluoromethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC=C1C(F)(F)F PHMYOEMHIWTAFG-CXAGYDPISA-N 0.000 claims 2
- FKTFKYLCHXUNIS-YPMHNXCESA-N (5R,8S)-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound O[C@H]1CC[C@H](C=2C=CC=NC1=2)C(=O)NCC1=C(C(=C(C=C1)F)F)F FKTFKYLCHXUNIS-YPMHNXCESA-N 0.000 claims 2
- GSOXKPLJJMOIFR-ABAIWWIYSA-N (5R,8S)-8-hydroxy-N-[(2,4,6-trifluorophenyl)methyl]-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound O[C@H]1CC[C@H](C=2C=CC=NC1=2)C(=O)NCC1=C(C=C(C=C1F)F)F GSOXKPLJJMOIFR-ABAIWWIYSA-N 0.000 claims 2
- RFFYIHZMHKPFCL-SUMWQHHRSA-N (5R,8S)-N-[(2,3-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=C1Cl RFFYIHZMHKPFCL-SUMWQHHRSA-N 0.000 claims 2
- BFXKPVPIDNQASC-WMLDXEAASA-N (5R,8S)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)Cl)F BFXKPVPIDNQASC-WMLDXEAASA-N 0.000 claims 2
- BAVJXFDIMDWSIF-MAUKXSAKSA-N (5R,8S)-N-[(2,4-dichloro-6-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)Cl)C BAVJXFDIMDWSIF-MAUKXSAKSA-N 0.000 claims 2
- UOXJWWUOUUSMJH-VQTJNVASSA-N (5R,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-5'-oxospiro[6,7-dihydroquinoline-8,2'-morpholine]-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@]3(CC2)CNC(CO3)=O)F)C=CC(=C1)Cl UOXJWWUOUUSMJH-VQTJNVASSA-N 0.000 claims 2
- NUUQODROOFRFEQ-WMLDXEAASA-N (5R,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)Cl NUUQODROOFRFEQ-WMLDXEAASA-N 0.000 claims 2
- UNRBFBWZHARFBT-QZTJIDSGSA-N (5R,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1)Cl UNRBFBWZHARFBT-QZTJIDSGSA-N 0.000 claims 2
- YXWXGZFXJJWCIA-LEWJYISDSA-N (5R,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-[(3-hydroxyazetidin-1-yl)methyl]-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@](CC2)(CN2CC(C2)O)O)F)C=CC(=C1)Cl YXWXGZFXJJWCIA-LEWJYISDSA-N 0.000 claims 2
- DTUUNZBSBIJEQO-HIFRSBDPSA-N (5R,8S)-N-[(2,4-difluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@H](CC2)O)C=CC(=C1)F DTUUNZBSBIJEQO-HIFRSBDPSA-N 0.000 claims 2
- OQBAEYVGEWMETP-HIFRSBDPSA-N (5R,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@H](CC2)O)C=CC(=C1)F OQBAEYVGEWMETP-HIFRSBDPSA-N 0.000 claims 2
- FGPSMRMWCKOGPT-HIFRSBDPSA-N (5R,8S)-N-[(4-bromo-2-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound BrC1=CC(=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@H](CC2)O)C=C1)F FGPSMRMWCKOGPT-HIFRSBDPSA-N 0.000 claims 2
- VIPPGWXFFXZVEL-HIFRSBDPSA-N (5R,8S)-N-[(4-chloro-2-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=CC(=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@H](CC2)O)C=C1)F VIPPGWXFFXZVEL-HIFRSBDPSA-N 0.000 claims 2
- HIUYRALALBYXFK-MAUKXSAKSA-N (5R,8S)-N-[[2,4-dichloro-6-(hydroxymethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)Cl)CO HIUYRALALBYXFK-MAUKXSAKSA-N 0.000 claims 2
- ZWYVRKBKAIMCIF-WMLDXEAASA-N (5R,8S)-N-[[2,6-dichloro-4-(trifluoromethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)C(F)(F)F)Cl ZWYVRKBKAIMCIF-WMLDXEAASA-N 0.000 claims 2
- CVNXSBKKDCHUFA-HIFRSBDPSA-N (5R,8S)-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound FC1=CC(=C(CNC(=O)[C@H]2C=3C=CC=NC=3[C@H](CC2)O)C=C1)C(F)(F)F CVNXSBKKDCHUFA-HIFRSBDPSA-N 0.000 claims 2
- SEZKXHHMRAIHLD-OALUTQOASA-N (5S,5'S)-N-[(2,4-dichlorophenyl)methyl]-5'-fluoro-2-oxospiro[1,3-oxazolidine-5,8'-6,7-dihydroquinoline]-5'-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@]3(CC2)CNC(O3)=O)F)C=CC(=C1)Cl SEZKXHHMRAIHLD-OALUTQOASA-N 0.000 claims 2
- ULQRRRCRMOFBAJ-ROUUACIJSA-N (5S,8R)-5-fluoro-8-hydroxy-8-(hydroxymethyl)-N-[(2,3,4-trifluorophenyl)methyl]-6,7-dihydroquinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@](CC1)(CO)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F ULQRRRCRMOFBAJ-ROUUACIJSA-N 0.000 claims 2
- SWYMZBIYURYADI-PXAZEXFGSA-N (5S,8R)-5-fluoro-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@@H](CC1)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F SWYMZBIYURYADI-PXAZEXFGSA-N 0.000 claims 2
- WHPHGAYBMCAZMH-PBHICJAKSA-N (5S,8R)-5-fluoro-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@@H](CC1)O)C(=O)NCC1=C(C=C(C=C1)F)C(F)(F)F WHPHGAYBMCAZMH-PBHICJAKSA-N 0.000 claims 2
- WTJTUBQVFKCDAA-MOPGFXCFSA-N (5S,8R)-8-(cyanomethyl)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound C(#N)C[C@@]1(CC[C@](C=2C=CC=NC1=2)(C(=O)NCC1=C(C=C(C=C1)Cl)Cl)F)O WTJTUBQVFKCDAA-MOPGFXCFSA-N 0.000 claims 2
- FKTFKYLCHXUNIS-WCQYABFASA-N (5S,8R)-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound O[C@@H]1CC[C@@H](C=2C=CC=NC1=2)C(=O)NCC1=C(C(=C(C=C1)F)F)F FKTFKYLCHXUNIS-WCQYABFASA-N 0.000 claims 2
- DBGKCELULYRXMJ-VMKIBOBSSA-N (5S,8R)-N-[(1R)-1-(2-chloro-4-fluorophenyl)ethyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(C=CC(=C1)F)[C@@H](C)NC(=O)[C@]1(C=2C=CC=NC=2[C@](CC1)(CO)O)F DBGKCELULYRXMJ-VMKIBOBSSA-N 0.000 claims 2
- RFFYIHZMHKPFCL-DYVFJYSZSA-N (5S,8R)-N-[(2,3-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC=C1Cl RFFYIHZMHKPFCL-DYVFJYSZSA-N 0.000 claims 2
- BFXKPVPIDNQASC-PBHICJAKSA-N (5S,8R)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)Cl)F BFXKPVPIDNQASC-PBHICJAKSA-N 0.000 claims 2
- AEHSTNFPEVHAJL-ROUUACIJSA-N (5S,8R)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(CO)O)F)C(=CC(=C1)Cl)F AEHSTNFPEVHAJL-ROUUACIJSA-N 0.000 claims 2
- YMCZGYXYJAWMDU-RTWAWAEBSA-N (5S,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-4'-methylspiro[6,7-dihydroquinoline-8,2'-morpholine]-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@]3(CC2)CN(CCO3)C)F)C=CC(=C1)Cl YMCZGYXYJAWMDU-RTWAWAEBSA-N 0.000 claims 2
- UOXJWWUOUUSMJH-UXHICEINSA-N (5S,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-5'-oxospiro[6,7-dihydroquinoline-8,2'-morpholine]-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@]3(CC2)CNC(CO3)=O)F)C=CC(=C1)Cl UOXJWWUOUUSMJH-UXHICEINSA-N 0.000 claims 2
- NUUQODROOFRFEQ-PBHICJAKSA-N (5S,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)Cl NUUQODROOFRFEQ-PBHICJAKSA-N 0.000 claims 2
- UNRBFBWZHARFBT-ROUUACIJSA-N (5S,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(CO)O)F)C=CC(=C1)Cl UNRBFBWZHARFBT-ROUUACIJSA-N 0.000 claims 2
- PFQKBNFFBNVWAP-RTWAWAEBSA-N (5S,8R)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-[[2-hydroxyethyl(methyl)amino]methyl]-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CN(C)CCO)O)F)C=CC(=C1)Cl PFQKBNFFBNVWAP-RTWAWAEBSA-N 0.000 claims 2
- RNPDDXHSPRMNGB-PBHICJAKSA-N (5S,8R)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)F RNPDDXHSPRMNGB-PBHICJAKSA-N 0.000 claims 2
- FBOBGRQFIVROOV-PBHICJAKSA-N (5S,8R)-N-[(2-chloro-4,5-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C(C(=C1)F)F FBOBGRQFIVROOV-PBHICJAKSA-N 0.000 claims 2
- BAMRMARFQCZKGS-PBHICJAKSA-N (5S,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)F BAMRMARFQCZKGS-PBHICJAKSA-N 0.000 claims 2
- MHWGKKJUCSBNRQ-ROUUACIJSA-N (5S,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(CO)O)F)C=CC(=C1)F MHWGKKJUCSBNRQ-ROUUACIJSA-N 0.000 claims 2
- RFXGDQMQRHNGRH-MSOLQXFVSA-N (5S,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(C)O)F)C=CC(=C1)F RFXGDQMQRHNGRH-MSOLQXFVSA-N 0.000 claims 2
- LORSCBKRBCNAQO-MOPGFXCFSA-N (5S,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-8-(cyanomethyl)-5-fluoro-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(O)CC#N)F)C=CC(=C1)F LORSCBKRBCNAQO-MOPGFXCFSA-N 0.000 claims 2
- OQBAEYVGEWMETP-DZGCQCFKSA-N (5S,8R)-N-[(2-chloro-4-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@@H](CC2)O)C=CC(=C1)F OQBAEYVGEWMETP-DZGCQCFKSA-N 0.000 claims 2
- YYNFXPNCORZADY-QAPCUYQASA-N (5S,8R)-N-[(2-chloro-4-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=CC(=C1)C YYNFXPNCORZADY-QAPCUYQASA-N 0.000 claims 2
- OIQCYBLUVZOHET-QAPCUYQASA-N (5S,8R)-N-[(2-chloro-6-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC=C1)C OIQCYBLUVZOHET-QAPCUYQASA-N 0.000 claims 2
- GPTBPFGMUCTDNI-PBHICJAKSA-N (5S,8R)-N-[(4-bromo-2-chlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound BrC1=CC(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C1)Cl GPTBPFGMUCTDNI-PBHICJAKSA-N 0.000 claims 2
- QFYPTDZYQUZYSY-PBHICJAKSA-N (5S,8R)-N-[(4-chloro-2-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=CC(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C=C1)F QFYPTDZYQUZYSY-PBHICJAKSA-N 0.000 claims 2
- NECVRPCELKMZNL-ROUUACIJSA-N (5S,8R)-N-[(4-chloro-2-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=CC(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(CO)O)F)C=C1)F NECVRPCELKMZNL-ROUUACIJSA-N 0.000 claims 2
- ZWYVRKBKAIMCIF-PBHICJAKSA-N (5S,8R)-N-[[2,6-dichloro-4-(trifluoromethyl)phenyl]methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@H](CC2)O)F)C(=CC(=C1)C(F)(F)F)Cl ZWYVRKBKAIMCIF-PBHICJAKSA-N 0.000 claims 2
- VROYIEXDOXAQQL-UXHICEINSA-N (5S,8R)-N-[[2-chloro-4-fluoro-6-(hydroxymethyl)phenyl]methyl]-8-(cyanomethyl)-5-fluoro-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(O)CC#N)F)C(=CC(=C1)F)CO VROYIEXDOXAQQL-UXHICEINSA-N 0.000 claims 2
- ULQRRRCRMOFBAJ-MSOLQXFVSA-N (5S,8S)-5-fluoro-8-hydroxy-8-(hydroxymethyl)-N-[(2,3,4-trifluorophenyl)methyl]-6,7-dihydroquinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@@](CC1)(CO)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F ULQRRRCRMOFBAJ-MSOLQXFVSA-N 0.000 claims 2
- ZZCUSYRYIJHHIA-ROUUACIJSA-N (5S,8S)-5-fluoro-8-hydroxy-8-methyl-N-[(2,3,4-trifluorophenyl)methyl]-6,7-dihydroquinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@@](CC1)(C)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F ZZCUSYRYIJHHIA-ROUUACIJSA-N 0.000 claims 2
- ZJTRFGPIVFRFSA-MLLWHUAMSA-N (5S,8S)-5-fluoro-8-hydroxy-N-(2-morpholin-4-yl-2-phenylethyl)-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC(C1=CC=CC=C1)N1CCOCC1 ZJTRFGPIVFRFSA-MLLWHUAMSA-N 0.000 claims 2
- LQMMUIQUKHIMKL-YJBOKZPZSA-N (5S,8S)-5-fluoro-8-hydroxy-N-(2-phenoxyethyl)-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCCOC1=CC=CC=C1 LQMMUIQUKHIMKL-YJBOKZPZSA-N 0.000 claims 2
- NZAWTMVHCRAOAL-UWVAXJGDSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)N[C@@H]1CCCC2=CC=CC=C12 NZAWTMVHCRAOAL-UWVAXJGDSA-N 0.000 claims 2
- MYVBBPGVPNMUON-YBKUAAOGSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(1R,2S)-2-phenylcyclopropyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)N[C@H]1[C@@H](C1)C1=CC=CC=C1 MYVBBPGVPNMUON-YBKUAAOGSA-N 0.000 claims 2
- NZAWTMVHCRAOAL-ZWOKBUDYSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)N[C@H]1CCCC2=CC=CC=C12 NZAWTMVHCRAOAL-ZWOKBUDYSA-N 0.000 claims 2
- MYVBBPGVPNMUON-UEABVUSTSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(1S,2R)-2-phenylcyclopropyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)N[C@@H]1[C@H](C1)C1=CC=CC=C1 MYVBBPGVPNMUON-UEABVUSTSA-N 0.000 claims 2
- SWYMZBIYURYADI-SJCJKPOMSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C(=C(C=C1)F)F)F SWYMZBIYURYADI-SJCJKPOMSA-N 0.000 claims 2
- HKZXUJQKFDOUMH-YOEHRIQHSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(2,4,6-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=C(C=C1F)F)F HKZXUJQKFDOUMH-YOEHRIQHSA-N 0.000 claims 2
- ISTAYSYLIJJIFY-GUYCJALGSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[(3,4,5-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=CC(=C(C(=C1)F)F)F ISTAYSYLIJJIFY-GUYCJALGSA-N 0.000 claims 2
- TWMAKKKBZIPRRA-YJBOKZPZSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[2-[3-(trifluoromethyl)phenoxy]ethyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCCOC1=CC(=CC=C1)C(F)(F)F TWMAKKKBZIPRRA-YJBOKZPZSA-N 0.000 claims 2
- RILDWXCHQMUOIQ-YOEHRIQHSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[[2-(trifluoromethyl)phenyl]methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=CC=C1)C(F)(F)F RILDWXCHQMUOIQ-YOEHRIQHSA-N 0.000 claims 2
- GLBCFADCAZGUHQ-YJBOKZPZSA-N (5S,8S)-5-fluoro-8-methoxy-N-[(2,4,6-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)OC)C(=O)NCC1=C(C=C(C=C1F)F)F GLBCFADCAZGUHQ-YJBOKZPZSA-N 0.000 claims 2
- QHJKFGNRNMLLJW-YOEHRIQHSA-N (5S,8S)-5-fluoro-N-[(2-fluorophenyl)methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=CC=C1)F QHJKFGNRNMLLJW-YOEHRIQHSA-N 0.000 claims 2
- YEVVJQFXOJGOKK-YOEHRIQHSA-N (5S,8S)-5-fluoro-N-[[2-fluoro-4-(trifluoromethoxy)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=C(C=C1)OC(F)(F)F)F YEVVJQFXOJGOKK-YOEHRIQHSA-N 0.000 claims 2
- NAMYEVJFBFUPPP-GUYCJALGSA-N (5S,8S)-5-fluoro-N-[[3-fluoro-2-(trifluoromethyl)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C(=CC=C1)F)C(F)(F)F NAMYEVJFBFUPPP-GUYCJALGSA-N 0.000 claims 2
- WHPHGAYBMCAZMH-YOEHRIQHSA-N (5S,8S)-5-fluoro-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=C(C=C1)F)C(F)(F)F WHPHGAYBMCAZMH-YOEHRIQHSA-N 0.000 claims 2
- FKTFKYLCHXUNIS-AAEUAGOBSA-N (5S,8S)-8-hydroxy-N-[(2,3,4-trifluorophenyl)methyl]-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound O[C@H]1CC[C@@H](C=2C=CC=NC1=2)C(=O)NCC1=C(C(=C(C=C1)F)F)F FKTFKYLCHXUNIS-AAEUAGOBSA-N 0.000 claims 2
- ORXZBOPIWGZBEL-LRDDRELGSA-N (5S,8S)-N-(3,3-dimethylbutyl)-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound CC(CCNC(=O)[C@]1(C=2C=CC=NC=2[C@H](CC1)O)F)(C)C ORXZBOPIWGZBEL-LRDDRELGSA-N 0.000 claims 2
- VYWVLJHDHYIDRA-GDSKCEIESA-N (5S,8S)-N-(3,4-dihydro-2H-chromen-3-yl)-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound O1CC(CC2=CC=CC=C12)NC(=O)[C@]1(C=2C=CC=NC=2[C@H](CC1)O)F VYWVLJHDHYIDRA-GDSKCEIESA-N 0.000 claims 2
- FSTVPUMSQBZILE-UAGUUWOPSA-N (5S,8S)-N-(4,6-dichloro-2,3-dihydro-1-benzofuran-3-yl)-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=CC(=CC2=C1C(CO2)NC(=O)[C@]1(C=2C=CC=NC=2[C@H](CC1)O)F)Cl FSTVPUMSQBZILE-UAGUUWOPSA-N 0.000 claims 2
- DBGKCELULYRXMJ-ZBJVWZGCSA-N (5S,8S)-N-[(1R)-1-(2-chloro-4-fluorophenyl)ethyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(C=CC(=C1)F)[C@@H](C)NC(=O)[C@]1(C=2C=CC=NC=2[C@@](CC1)(CO)O)F DBGKCELULYRXMJ-ZBJVWZGCSA-N 0.000 claims 2
- ROFKBJXTEATCFK-GJYPPUQNSA-N (5S,8S)-N-[(1R)-2,3-dihydro-1H-inden-1-yl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound [C@H]1(CCC2=CC=CC=C12)NC(=O)[C@]1(C=2C=CC=NC=2[C@H](CC1)O)F ROFKBJXTEATCFK-GJYPPUQNSA-N 0.000 claims 2
- KBIJCAIXPANUGW-BKOMCJNNSA-N (5S,8S)-N-[(1S)-1-(2-chloro-4-fluorophenyl)ethyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(C=CC(=C1)F)[C@H](C)NC(=O)[C@]1(C=2C=CC=NC=2[C@@](CC1)(C)O)F KBIJCAIXPANUGW-BKOMCJNNSA-N 0.000 claims 2
- ROFKBJXTEATCFK-BXWFABGCSA-N (5S,8S)-N-[(1S)-2,3-dihydro-1H-inden-1-yl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound C1=CC=C2[C@@](CC[C@@H](C2=N1)O)(C(=O)N[C@H]1CCC2=C1C=CC=C2)F ROFKBJXTEATCFK-BXWFABGCSA-N 0.000 claims 2
- DWXJWERCRNMALM-GUYCJALGSA-N (5S,8S)-N-[(2,3-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=C1F DWXJWERCRNMALM-GUYCJALGSA-N 0.000 claims 2
- BFXKPVPIDNQASC-YOEHRIQHSA-N (5S,8S)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)Cl)F BFXKPVPIDNQASC-YOEHRIQHSA-N 0.000 claims 2
- KXECAHPCSOHBRT-NHYWBVRUSA-N (5S,8S)-N-[(2,4-dichloro-6-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@H](CC2)O)C(=CC(=C1)Cl)F KXECAHPCSOHBRT-NHYWBVRUSA-N 0.000 claims 2
- GSRGZWQUIBJBHH-BBRMVZONSA-N (5S,8S)-N-[(2,4-dichloro-6-methylphenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@H](CC2)O)C(=CC(=C1)Cl)C GSRGZWQUIBJBHH-BBRMVZONSA-N 0.000 claims 2
- UOXJWWUOUUSMJH-PMACEKPBSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-5'-oxospiro[6,7-dihydroquinoline-8,2'-morpholine]-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@]3(CC2)CNC(CO3)=O)F)C=CC(=C1)Cl UOXJWWUOUUSMJH-PMACEKPBSA-N 0.000 claims 2
- CIOACSAIJIHZNQ-MSOLQXFVSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-(fluoromethyl)-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(O)CF)F)C=CC(=C1)Cl CIOACSAIJIHZNQ-MSOLQXFVSA-N 0.000 claims 2
- DTWZRPBKFLJWHJ-YOEHRIQHSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-1-oxido-7,8-dihydro-6H-quinolin-1-ium-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=[N+](C=3[C@H](CC2)O)[O-])F)C=CC(=C1)Cl DTWZRPBKFLJWHJ-YOEHRIQHSA-N 0.000 claims 2
- KECYKUQIRZXXIA-YJBOKZPZSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-3-methyl-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=C(C=NC=3[C@H](CC2)O)C)F)C=CC(=C1)Cl KECYKUQIRZXXIA-YJBOKZPZSA-N 0.000 claims 2
- NUUQODROOFRFEQ-YOEHRIQHSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)Cl NUUQODROOFRFEQ-YOEHRIQHSA-N 0.000 claims 2
- ZLMXKYCQZZJYIL-UXHICEINSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-8-(2-hydroxyethylsulfonylmethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CS(=O)(=O)CCO)O)F)C=CC(=C1)Cl ZLMXKYCQZZJYIL-UXHICEINSA-N 0.000 claims 2
- GYYKBAILGJYTGX-ZFWWWQNUSA-N (5S,8S)-N-[(2,4-dichlorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@H](CC2)O)C=CC(=C1)Cl GYYKBAILGJYTGX-ZFWWWQNUSA-N 0.000 claims 2
- NUZIQJJQOWFFKB-LPHOPBHVSA-N (5S,8S)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-(2-hydroxyethoxy)-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)OCCO)F)C=CC(=C1)F NUZIQJJQOWFFKB-LPHOPBHVSA-N 0.000 claims 2
- RNPDDXHSPRMNGB-YOEHRIQHSA-N (5S,8S)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)F RNPDDXHSPRMNGB-YOEHRIQHSA-N 0.000 claims 2
- MUQQOMAAXFPMJR-MSOLQXFVSA-N (5S,8S)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC(=C1)F MUQQOMAAXFPMJR-MSOLQXFVSA-N 0.000 claims 2
- BILVSDMUKANVOP-ROUUACIJSA-N (5S,8S)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(C)O)F)C=CC(=C1)F BILVSDMUKANVOP-ROUUACIJSA-N 0.000 claims 2
- RIVOYLSVLVSHPN-YJBOKZPZSA-N (5S,8S)-N-[(2,4-difluorophenyl)methyl]-5-fluoro-8-methoxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)OC)F)C=CC(=C1)F RIVOYLSVLVSHPN-YJBOKZPZSA-N 0.000 claims 2
- YOJOBNAICUHUJX-YOEHRIQHSA-N (5S,8S)-N-[(2,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC=C1)F YOJOBNAICUHUJX-YOEHRIQHSA-N 0.000 claims 2
- VOORNXMSHBTUDY-SJCJKPOMSA-N (5S,8S)-N-[(2-chloro-3,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1F)F VOORNXMSHBTUDY-SJCJKPOMSA-N 0.000 claims 2
- FKYKRHISLNTHPE-AAEUAGOBSA-N (5S,8S)-N-[(2-chloro-3,4-difluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@H](CC2)O)C=CC(=C1F)F FKYKRHISLNTHPE-AAEUAGOBSA-N 0.000 claims 2
- DRJHVBMXMDKASK-GUYCJALGSA-N (5S,8S)-N-[(2-chloro-3,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC=C1F)F DRJHVBMXMDKASK-GUYCJALGSA-N 0.000 claims 2
- AMGAOOJXQDHFKB-GUYCJALGSA-N (5S,8S)-N-[(2-chloro-3-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=C1F AMGAOOJXQDHFKB-GUYCJALGSA-N 0.000 claims 2
- IJKSBFDLSJTPSK-UGSOOPFHSA-N (5S,8S)-N-[(2-chloro-3-methoxyphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=C1OC IJKSBFDLSJTPSK-UGSOOPFHSA-N 0.000 claims 2
- XVKVKPLXABEXJP-YOEHRIQHSA-N (5S,8S)-N-[(2-chloro-4,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC(=C1)F)F XVKVKPLXABEXJP-YOEHRIQHSA-N 0.000 claims 2
- CRDYDEYVXIRAPR-ROUUACIJSA-N (5S,8S)-N-[(2-chloro-4,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(C)O)F)C(=CC(=C1)F)F CRDYDEYVXIRAPR-ROUUACIJSA-N 0.000 claims 2
- JDDILMONGXCUNB-MSOLQXFVSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-(fluoromethyl)-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@](CC2)(O)CF)F)C=CC(=C1)F JDDILMONGXCUNB-MSOLQXFVSA-N 0.000 claims 2
- CYMOIOADJNCXGE-YJBOKZPZSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-3-methyl-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=C(C=NC=3[C@H](CC2)O)C)F)C=CC(=C1)F CYMOIOADJNCXGE-YJBOKZPZSA-N 0.000 claims 2
- BAMRMARFQCZKGS-YOEHRIQHSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)F BAMRMARFQCZKGS-YOEHRIQHSA-N 0.000 claims 2
- GAQHYJSPVPKZOT-UXHICEINSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(2-hydroxyethylsulfonylmethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CS(=O)(=O)CCO)O)F)C=CC(=C1)F GAQHYJSPVPKZOT-UXHICEINSA-N 0.000 claims 2
- FQXHBNGITJBYKE-MOPGFXCFSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(methoxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound N1=C2C(=CC=C1)[C@@](CC[C@]2(COC)O)(C(=O)NCC1=CC=C(F)C=C1Cl)F FQXHBNGITJBYKE-MOPGFXCFSA-N 0.000 claims 2
- FCAWYPLTQQNTRN-ZUDGUFDASA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(methylsulfinylmethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CS(=O)C)O)F)C=CC(=C1)F FCAWYPLTQQNTRN-ZUDGUFDASA-N 0.000 claims 2
- AYCXYZPTNCMTPL-MOPGFXCFSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(methylsulfonylmethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CS(=O)(=O)C)O)F)C=CC(=C1)F AYCXYZPTNCMTPL-MOPGFXCFSA-N 0.000 claims 2
- RFXGDQMQRHNGRH-ROUUACIJSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(C)O)F)C=CC(=C1)F RFXGDQMQRHNGRH-ROUUACIJSA-N 0.000 claims 2
- LORSCBKRBCNAQO-OALUTQOASA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-8-(cyanomethyl)-5-fluoro-8-hydroxy-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(O)CC#N)F)C=CC(=C1)F LORSCBKRBCNAQO-OALUTQOASA-N 0.000 claims 2
- OQBAEYVGEWMETP-ZFWWWQNUSA-N (5S,8S)-N-[(2-chloro-4-fluorophenyl)methyl]-8-hydroxy-5,6,7,8-tetrahydroquinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@@H]2C=3C=CC=NC=3[C@H](CC2)O)C=CC(=C1)F OQBAEYVGEWMETP-ZFWWWQNUSA-N 0.000 claims 2
- JXHGWULXWWVZJJ-YJBOKZPZSA-N (5S,8S)-N-[(2-chloro-4-methoxyphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)OC JXHGWULXWWVZJJ-YJBOKZPZSA-N 0.000 claims 2
- YYNFXPNCORZADY-YJBOKZPZSA-N (5S,8S)-N-[(2-chloro-4-methylphenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC(=C1)C YYNFXPNCORZADY-YJBOKZPZSA-N 0.000 claims 2
- YHVSJVPLMXVOEW-YOEHRIQHSA-N (5S,8S)-N-[(2-chloro-6-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC=C1)F YHVSJVPLMXVOEW-YOEHRIQHSA-N 0.000 claims 2
- BKWHZGDDQNXFHO-YOEHRIQHSA-N (5S,8S)-N-[(2-chlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC1=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=C1 BKWHZGDDQNXFHO-YOEHRIQHSA-N 0.000 claims 2
- OLQXMOYJRXYHEY-YOEHRIQHSA-N (5S,8S)-N-[(3,4-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=1Cl OLQXMOYJRXYHEY-YOEHRIQHSA-N 0.000 claims 2
- FXQMIOGNSKMYQY-YOEHRIQHSA-N (5S,8S)-N-[(3,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=1F FXQMIOGNSKMYQY-YOEHRIQHSA-N 0.000 claims 2
- VWQAPDSGFUIYOE-YOEHRIQHSA-N (5S,8S)-N-[(3,5-dichlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=C(C=1)Cl VWQAPDSGFUIYOE-YOEHRIQHSA-N 0.000 claims 2
- IAHXAMLUMGLVKR-IRXDYDNUSA-N (5S,8S)-N-[(3,5-dichloropyridin-2-yl)methyl]-5-fluoro-8-hydroxy-8-methyl-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC=1C(=NC=C(C=1)Cl)CNC(=O)[C@]1(C=2C=CC=NC=2[C@@](CC1)(C)O)F IAHXAMLUMGLVKR-IRXDYDNUSA-N 0.000 claims 2
- FWCLMUNIXZHPAU-YOEHRIQHSA-N (5S,8S)-N-[(3,5-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound FC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=C(C=1)F FWCLMUNIXZHPAU-YOEHRIQHSA-N 0.000 claims 2
- JVYKFJAIMLIDAD-MSOLQXFVSA-N (5S,8S)-N-[(3-chloro-2,4-difluorophenyl)methyl]-5-fluoro-8-hydroxy-8-(hydroxymethyl)-6,7-dihydroquinoline-5-carboxamide Chemical compound ClC=1C(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@@](CC2)(CO)O)F)C=CC=1F)F JVYKFJAIMLIDAD-MSOLQXFVSA-N 0.000 claims 2
- RCLFBSREBRGAAO-GUYCJALGSA-N (5S,8S)-N-[(3-chloro-2,6-difluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C(=CC=1)F)F RCLFBSREBRGAAO-GUYCJALGSA-N 0.000 claims 2
- DWFTZMRYGBOQPW-GUYCJALGSA-N (5S,8S)-N-[(3-chloro-2-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=1)F DWFTZMRYGBOQPW-GUYCJALGSA-N 0.000 claims 2
- RSLCIZCIVAJQNA-YOEHRIQHSA-N (5S,8S)-N-[(3-chloro-4-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=1F RSLCIZCIVAJQNA-YOEHRIQHSA-N 0.000 claims 2
- IITXPQYSEQSOME-YOEHRIQHSA-N (5S,8S)-N-[(3-chlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound ClC=1C=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=CC=1 IITXPQYSEQSOME-YOEHRIQHSA-N 0.000 claims 2
- GPTBPFGMUCTDNI-YOEHRIQHSA-N (5S,8S)-N-[(4-bromo-2-chlorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound BrC1=CC(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=C1)Cl GPTBPFGMUCTDNI-YOEHRIQHSA-N 0.000 claims 2
- BBRIEPYQIXPUAP-YOEHRIQHSA-N (5S,8S)-N-[(4-bromo-2-fluorophenyl)methyl]-5-fluoro-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound BrC1=CC(=C(CNC(=O)[C@]2(C=3C=CC=NC=3[C@H](CC2)O)F)C=C1)F BBRIEPYQIXPUAP-YOEHRIQHSA-N 0.000 claims 2
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- IPRIGYPSZZSKJF-UGKGYDQZSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[[2-(morpholin-4-ylmethyl)phenyl]methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=CC=C1)CN1CCOCC1 IPRIGYPSZZSKJF-UGKGYDQZSA-N 0.000 claims 1
- IMNWAAOUFSLDDS-YJBOKZPZSA-N (5S,8S)-5-fluoro-8-hydroxy-N-[[4-methoxy-2-(trifluoromethyl)phenyl]methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=C(C=C1)OC)C(F)(F)F IMNWAAOUFSLDDS-YJBOKZPZSA-N 0.000 claims 1
- ZOGZZKWWYHILEY-UGSOOPFHSA-N (5S,8S)-5-fluoro-8-methoxy-N-[(2,3,4-trifluorophenyl)methyl]-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)OC)C(=O)NCC1=C(C(=C(C=C1)F)F)F ZOGZZKWWYHILEY-UGSOOPFHSA-N 0.000 claims 1
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- OPOXLFACJKSZRT-YOEHRIQHSA-N (5S,8S)-5-fluoro-N-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-8-hydroxy-7,8-dihydro-6H-quinoline-5-carboxamide Chemical compound F[C@@]1(C=2C=CC=NC=2[C@H](CC1)O)C(=O)NCC1=C(C=CC=C1C(F)(F)F)F OPOXLFACJKSZRT-YOEHRIQHSA-N 0.000 claims 1
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- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
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Claims (23)
1. Spoj prikazan sljedećom formulom (I):
[image]
ili njegova farmaceutski prihvatljiva sol, gdje :
X je N ili N-oksid;
n je 0 ili 1;
R1 je izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) hidroksil, (4) -NH2, (5) -NH-C1-6 alkil i (6) -S(O)m-C1-6 alkil;
gdje je m nezavisno 0, 1 ili2;
R2 je izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil; gdje C1-6 alkil ili -O-C1-6 alkil je nesupstituiran ili supstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil, -CN, -NR9aR10a, -(C=O)-R9a, -(C=O)-NR9aR10a i -S(O)m-R9a; gdje m je nezavisno 0, 1 ili 2;
R1 može formirati =CH2 ili =O sa R2; ili
R1 može formirati 3 do 7 člani prsten sa R2 koji može sadržavati jedan ili više nezavisno izabranih iz grupe koju čine: atom dušika, atom kisika, atom sumpora i karbonilna grupa; gdje 3 do 7 člani prsten je nesupstituiran ili supstituiran s jednim ili više C1-6 alkila;
R3 je nezavisno izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
p je 0, 1, 2 ili 3;
gdje p je 2 ili 3, svaki R3 je isti ili različit;
R4 je izabran iz grupe koju čine
(1) vodik, (2) halogen i (3) hidroksil;
R5 je vodik ili C1-6 alkil;
R6 je izabran iz grupe koju čine:
(1) vodik, (2) C1-6 alkil, (3) hidroksiC1-6 alkil, (4) C1-6 alkoksi C1-6 alkil i (5) heterociklil C1-6 alkil;
R5 može formirati zasićen 3 do 7 člani prsten sa R6 koji može sadržati atom dušika,
atom kiseika, atom sumpora ili dvostruku vezu; ili zasićeni ili nezasićeni 9 do 10 člani prsten sa R6 koji može sadržati atom dušika, atom kisika ili atom sumpora; gdje zasićeni 3 do 7 člani prsten ili zasičeni ili nezasićeni biciklični 9 do 10 člani prsten je opcionalno supstituiran sa 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine : (1) hidroksil, (2) halogen, (3) -O-aril i (4) -O-C1-6 alkilaril;
R7a i R7b su nezavisno izabrani iz grupe koju čine:
(1) vodik, (2) halogen, (3) hidroksil, (4) C1-6 alkil i (5) -NR9bR10b; R7a može obrazovati 3 do 7 člani prsten sa R5 koji može sadržavati atom dušika ili atom kisika ; ili
R7a može formirati 3 do 7 člani prsten sa R7b koji može sadržati atom dušika ili atom kisika;
q je 0 ili 1;
R8 je izabran iz grupe koju čine:
(1) vodik, (2) C1-6 alkil, (3) -O-C1-6 alkil, (4) C2-6 alkenil, (5) C3-10 cikloalkil, (6) -NR9bR10b: gdje C1-6 alkil, -O-C1-6 alkil, C2-6 alkenil, C3-10 cikloalkil ili -NR9bR10b je nesupstituiran ili supstituiran s jednim ili više supstituenta nezavisno izabranih iz grupe koju čine: halogen i hidroksil; (7) heterociklil, (8) aril, (9) -O-C1-6 alkilaril, (10) -O-aril, (11) heteroaril i (12) aril-supstituirani heteroaril: gdje heterociklil, aril, -O-C1-6 alkilaril, -O-aril, heteroaril ili aril-supstituirani heteroaril je nesupstituiran ili supstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil, -O-C1-6 haloalkil, -C3-7 cikloalkil, -O-C3-7 cikloalkil, hidroksil-C1-6 alkoksi, -CN, -NR9bR10b, -(C=O)-R9b, -(C=O)-NR9bR10b, -NR9b-(C=O)-R10b, -NR11-(C=O)-NR9bR10b, -NR9b-(C=O)-OR10b, -NR9b-S(O)m-R10b,-NR11-S(O)m-NR9bR10b, -S(O)m-R9b i C1-6 alkil koji može biti supstituiran s jednim ili više halogena, hidroksila, -O-C1-6 alkil ili NR9bR10b; gdje m je nezavisno 0, 1 ili 2;
R9a, R9b, R10a, R10b ili R11 je nezavisno izabran iz grupe koju čine:
(1) vodik, (2) hidroksil, (3) C1-6 alkil i (4) hidroksiC1-6 alkil; R9a može formirati 4 do 7 člani prsten sa R10a koji može sadržavati jedan ili više nezavisno iz grupe koju čine: atom dušika, atom kisika, atom sumpora i dvostruka veza, gdje 4 do 7 člani prsen je opcionalno supstituiran sa 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine : (1) hidroksil, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
R9b može formirati 4 do 7 člani prsten sa R10b koji može sadržavati jedan ili više nezavisno izabranih iz grupe koju čine: atom dušika, atom kisika, atom sumpora i dvostruka veza, gdje 4 do 7 člani prsten je opcionalno suspstituiran s 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine : (1) hidroksil, (2) halogen i (3) C1-6 alkil.
2. Spoj ili njegova farmaceutski prihvatljiva sol prema zahtjevu 1, gdje:
X je N;
R5 je vodik ili C1-6 alkil;
R6 je izabran iz grupe koju čine:
(1) vodik i (2) C1-6 alkil;
R5 može formirati zasićeni ili nezasićeni biciklični 9 do 10 člani prsten sa R6 koji može sadržati atom dušika, atom kisika ili atom sumpora; gdje zasićeni ili nezasićeni biciklični 9 do 10 člani prsten je opcionalno supstituiran s 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine : (1) hidroksil, (2) halogen i (3) -O-aril;
R7a i R7b su nezavisno izabrani iz grupe koju čine :
(1) vodik, (4) C1-6 alkil i (5) -NR9bR10b;
R7a može formirati 3 do 7 člani prsten sa R5 koji može sadržavati atom dušika ili atom kiseika ; ili
R7a može obrazovati 3 do 7 člani prsten sa R7b koji može sadržati atom dušika ili atom kiseika;
R8 je izabran iz grupe koju čine :
(1) vodik, (2) C1-6 alkil, (5) C3-10 cikloalkil, gdje C1-6 alkil ili C3-10 cikloalkil je nesupstituirani ili supstituirani s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine : halogen i hidroksil; (7) heterociklil, (8) aril, (9) -O-C1-6 alkilaril, (10) -O-aril, (11) heteroaril i (12) aril-supstituirani heteroaril, gdje heterociklil, aril, -O-C1-6 alkilaril, –O-aril, heteroaril ili aril-supstituirani heteroaril je nesupstituiran ili supstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil, -O-C1-6 haloalkil, -CN i C1-6 alkil koji može biti supstituiran s jednim ili više halogena, hidroksila, -O-C1-6 alkil ili NR9bR10b.
3. Spoj ili njegova farmaceutski prihvatljiva sol prema zahtjevu 1, što je spoj predstavljen sljedećom formulom (M):
[image]
ili njegova farmaceutski prihvatljiva sol,
gdje:
n je 0 ili 1;
R1je izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) hidroksil, (4) -NH2, (5) -NH-C1-6 alkil i (6) -S(O)m-C1-6 alkil; gdje m je nezavisno 0, 1 ili 2;
R2 je izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil; gdje C1-6 alkil ili -O-C1-6 alkil je nesupstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil, -CN, -NR9aR10a, -(C=O)-R9a, -(C=O)-NR9aR10a i -S(O)m-R9a; gdje m je nezavisno 0, 1 ili 2;
R1 može formirati =CH2 ili =O sa R2; ili
R1 može formirati 3 do 7 člani prsten sa R2 koji može sadržavati jedan ili više nezavisno izabranih iz grupe koju čine: atom dušika, atom kisika, atom sumpora i karbonilna grupa; gdje 3 do 7 člani prsten je nesupstituiran ili supstituiran s jednom ili više C1-6 alkila;
R3 je nezavisno izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
p je 0, 1, 2 ili 3;
kada p je 2 ili 3, svaki R3 je isti ili različit;
R4 je izabran iz grupe koju čine:
(1) vodik, (2) halogen i (3) hidroksil;
R5 je vodik ili C1-6 alkil;
R6 je izabran iz grupe koju čine :
(1) vodik, (2) C1-6 alkil, (3) hidroksiC1-6 alkil, (4) C1-6 alkoksi C1-6 alkil i (5) heterociklil C1-6 alkil;
R5 može formirati zasićen 3 do 7 člani prsten s R6 koji može sadržati atom dušika, atom kisika, atom sumpora ili dvostruku vezu; gdje zasićeni 3 do 7 člani prsten je opcionalno supstituiran sa 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine: (1) hidroksil, (2) halogen, (3) -O-aril i (4) -O-C1-6 alkilaril;
R9a, R9b, R10a ili R10b je nezavisno izabran iz grupe koju čine:
(1) vodik, (2) hidroksil, (3) C1-6 alkil i (4) hidroksiC1-6 alkil;
R9a može formirati 4 do 7 člani prsten s R10a koji može sadržavati atom dušika ili atom kisika; gdje 4 do 7 člani prsten je opcionalno supstituiran s 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine : (1) hidroksil, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
R9b može formirati 4 do 7 člani prsten sa R10b koji može sadržati atom dušika ili atom kisika; gdje 4 do 7 člani prsten je opcionalno supstituiran s 1 do 6 supstituenata nezavisno izabranih iz grupe koju čine: (1) hidroksil, (2) halogen i (3) C1-6 alkil;
R12, R13, R14 i R15 su nezavisno izabrani iz grupe koju čine :
(1) vodik, (2) hidroksil, (3) halogen, (4) C1-6 alkil, (5) -O-C1-6 alkil i (6) CN; gdje C1-6 alkil ili -O-C1-6 alkil je nesupstituiran ili supstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil i NR9bR10b; ili
R12 može formirati 5 do 7 člani prsten sa R5 koji može sadržati jedan ili više nezavisno izabranih iz grupe koju : atom dušika i atom kisika .
4. Spoj ili njegova farmaceutski prihvatljiva sol prema zahtjevu 3, gdje:
n je 1;
R1 je vodik ili hidroksil;
R2 je metil koji je nesupstituiran ili supstituiran s jednim ili više supstituenata nezavisno izabranih iz grupe koju čine: halogen, hidroksil, -O-C1-6 alkil, -CN i -NR9aR10a;
p je 0;
R4 je vodik ili fluor;
R5 i R6 su nezavisno izabrani iz grupe koju čine : (1) vodik i (2) C1-6 alkil;
R12, R13 i R14 su nezavisno izabrani iz grupe koju čine: (1) vodik, (3) halogen, i (4) C1-3 alkil koji može biti supstituiran s jednim ili više hidroksil;
R15 je vodik.
5. Spoj ili njegova farmaceutski prihvatljiva prema zahtjevu 1, što je spoj koje je izabrano iz sljedeće grupe ili njegove farmaceutski prihvatljive soli,
N-(2,4-dikloro-6-metilbenzil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(cikloheptilmetil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikkloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(metoksimetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-7-metilen-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-hidroksi-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-7-okso-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-7-okso-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(metoksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5,8-dihidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5,8-dihidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
N-(2,3-diklorobenzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
2-(5-((2,4-dikloro-6-metilbenzil)karbamoil)-5,6,7,8-tetrahidrokinolin-8-il)octena kiselina;
2-(5-((2-kloro-3-(trifluormetil)benzil)karbamoil)-5,6,7,8-tetrahidrokinolin-8-il)octena kiselina;
(2-amino-2-oksoetil)-N-(2-kloro-3-(trifluormetil)benzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5 -karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-7-hidroksi-7-(hidroksimetil)-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-8-(metoksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-8-(metoksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8S*)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(metoksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8S*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(metoksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
8-(aminometil)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-8-((metilamino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
8-(aminometil)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-8-((metilamino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-8-((dimetilamino)metil)-5-fluor-8-hidroksi-5,6,7,8-tetra hidrokinolin-5-karboksamid;
8-(aminometil)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-8-((metilamino)metil)-5,6,7,8-tetra hidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-8-((dimetilamino)metil)-5-fluor-8-hidroksi-5,6,7,8 -tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-metoksiazetidin-1-il)metil )-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-hidroksi-3-metilazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-metoksi-3-metilazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)amino)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-8-amino-N-(2,4-diklorobenzil)-5-fluor-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8S*)-8-amino-N-(2,4-diklorobenzil)-5-fluor-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(3R*,5’S*)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-3,8’-kinolin]-5’-karboksamid;
(3S*,5’S*)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-3,8’-kinolin]-5’-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-8-hidroksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-difluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-bromo-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2-kloro-3,4-difluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,7S)-N-(2,4-dikloro-6-metilbenzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,7R)-N-(2,4-dikloro-6-metilbenzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
(5S,7R)-N-(2,4-dikloro-6-metilbenzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-(difluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-(difluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-((R)-1-(2,4-diklorofenil)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-N-(2,3,6-triklorobenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,6-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,6-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-6-fluor-3-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(difluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-((R)-1-(2,4-diklorofenil)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-kloro-2-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-8-hidroksi-N-(2,3,6-triklorobenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2,3,6-triklorobenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((S)-1-(2,3,4-triklorofenil)etil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-metoksibenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,5-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluor-3-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(3-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-6-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(5-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluor-6-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((R)-1,2,3,4-tetrahidronaftalen-1-il)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorofenetil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((1-morfolinocikloheksil)metil)-5,6,7,8-tetrahidrokinolin -5-karboksamid;
(5S,8S)-N-(3-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3-kloro-5-(trifluormetil)piridin-2-il)metil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-2,3-dihidro-1H-inden-1-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S, 8S)-N-(2-kloro-6-metoksibenzil)-5-fluor-8-hidroksi-5,6, 7, 8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-(trifluormetil)benzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(3,4,5-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S, 8S)-N-(4-cijano-2-fl uorobenzil)-5-fluor-8-hidroksi-5,6, 7, 8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-5-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid
(5S,8S)-N-(2-kloro-5-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-3-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluor-4-(trifluormetoksi)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-5-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(4-metoksi-2-(trifluormetil)benzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,5-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((4-(4-klorofenil)tiazol-2-il)metil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-(morfolinometil)benzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((1S,2R)-2-fenilciklopropil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(6-kloro-2-fluor-3-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((S)-1,2,3,4-tetrahidronaftalen-1-il)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-(3-(trifluormetil)fenoksi)etil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-((1-(4-fluorfenil)ciklopropil)metil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((1R,2S)-2-fenilciklopropil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S, 8S)-N-(2-kloro-3-metoksibenzil)-5-fl uo ro-8-hidroksi-5,6, 7, 8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-((1S,2S)-2-(benziloksi)ciklopentil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((S)-2,3-dihidro-1H-inden-1-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,3-dimetilbutil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-fenoksietil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4,6-dikloro-2,3-dihidrobenzofuran-3-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(5,7-diklorohroman-4-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(1-(adamantan-1-il)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-(4-klorofenil)-2-(4,4-difluorpiperidin-1-il)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(hroman-3-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-(4-klorofenil)propil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-morfolino-2-feniletil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-(4,4-difluorpiperidin-1-il)-2-(4-metiltiazol-5-il)etil)-5-fluor-8-hidroksi-5, 6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidroquinol ine-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-((S)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidroquinol ine-5-karboksamid;
(5S,8S)-N-((4-(2,4-diklorofenil)tetrahidro-2 H-piran-4-il)metil)-5-fluor-8-hidroksi-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-3,5-difluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-3,5-difluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-3-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-3-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-((2,4-diklorobenzil)karbamoil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin 1-oksid;
(R)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2,4-diklorobenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2-kloro-3-fluorbenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2,3-diklorobenzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-(2-kloro-4-(trifluormetil)benzil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-5-fluor-8-okso-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-8-metil-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetra hidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2,4-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((S)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-8-metil-N-((1-morfolinocikloheksil)metil)-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-8-metil-N-((1-morfolinocikloheksil)metil)-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-3,8-dimetil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-8-(cijanometil)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-8-(cijanometil)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7 ,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-(fluormetil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-(fluormetil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((metiltio)metil)-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((metiltio)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)tio)metil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(2R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-4-metil-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(5S,5’S)-N-(2,4-diklorobenzil)-5’-fluor-2-okso-6’,7’-dihidro-5’H-spiro[oksazolidin-5,8’-kinolin]-5’-karboksamid;
(5R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-2-okso-6’,7’-dihidro-5’H-spiro[oksazolidin-5,8’-kinolin]-5’-karboksamid;
(2S,5’R)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(2S,5’S)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(2R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((metilsulfinil)metil)-5,6,7,8-tetra hidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((metiltio)metil)-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((metilsulfonill)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((metilsulfonill)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)sulfonill)metil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)sulfonill)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-8-(hidroksimetil)-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-8-(hidroksimetil)-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-hidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6 ,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil )-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-3-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-dikloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-3-metil-5,6,7,8-tetra hidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2,4-diklorofenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-te trahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7 ,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorofenetil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-8-(hidroksimetil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((4-(2,4-diklorofenil)tetrahidro-2 H-piran-4-il)metil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-(trifluormetil)benzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-metoksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-metoksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetr ahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-(2-hidroksietoksi)-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5 -karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-8-(2,3-dihidroksipropoksi)-5-fluor-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8rac)-N-(2,4-diklorobenzil)-5-fluor-8-(metilsulfonill)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2-kloro-3-(trifluormetil)benzil)-5,8-difluor-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5,8-difluor-5,6,7,8-tetrahidrokinolin-5-karboksamid i
(5R,8S)-N-(2,3-diklorobenzil)-5,8-difluor-5,6,7,8-tetrahidrokinolin-5-karboksamid.
6. Spoj prema zahtjevu 5, koji je izabran iz sljedeće grupe ili njihove farmaceutski prihvatljive soli,
N-(2,3-diklorobenzil)-8-okso-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-7-okso-6,7-dihidro-5H-ciklopenta[b]piridine-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2-kloro-3-(trifluormetil)benzil)-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-7-hidroksi-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
2-(5-((2,4-dikloro-6-metilbenzil)karbamoil)-5,6,7,8-tetrahidrokinolin-8-il)octena kiselina;
2-(5-((2-kloro-3-(trifluormetil)benzil)karbamoil)-5,6,7,8-tetrahidrokinolin-8-il)octena kiselina;
N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-diklorobenzil)-5-fluor-7-hidroksi-7-(hidroksimetil)-6,7-dihidro-5H-ciklopenta[b]piridin-5-karboksamid;
(5S*,8S*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(metoksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
N-(2,4-dikloro-6-metilbenzil)-8-((dimetilamino)metil)-5-fluor-8-hidroksi-5,6,7,8-tetra hidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-metoksiazetidin-1-il)metil )-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-hidroksi-3-metilazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((3-metoksi-3-metilazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)amino)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S*,8R*)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino )metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(3R*,5’S*)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-3,8’-kinolin]-5’-karboksamid;
(3S*,5’S*)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-3,8’-kinolin]-5’-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-8-hidroksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-difluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(4-bromo-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-metilbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-kloro-2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-3-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,6-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(4-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,6-dikloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(difluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-6-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-5-fluor-8-hidroksi-N-(2,3,6-triklorobenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-metilbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-6-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-metoksibenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(3-fluor-2-(trifluormetil)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-bromo-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-(trifluormetil)benzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((R)-1,2,3,4-tetrahidronaftalen-1-il)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3-kloro-5-(trifluormetil)piridin-2-il)metil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-2,3-dihidro-1H-inden-1-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-(trifluormetil)benzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(3,4,5-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-cijano-2-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,4-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-5-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-5-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-3-fluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluor-4-(trifluormetoksi)benzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,3-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-klorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,5-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((1S,2R)-2-fenilciklopropil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,6-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((S)-1,2,3,4-tetrahidronaftalen-1-il)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-(3-(trifluormetil)fenoksi)etil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,5-difluorbenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-((1R,2S)-2-fenilciklopropil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-N-(2-fluorbenzil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S, 8S)-N-(2-kloro-3-metoksibenzil)-5-fl uo ro-8-hidroksi-5,6, 7, 8-tetrahidrokinolin -5-karboksamid;
(5S,8S)-N-((S)-2,3-dihidro-1H-inden-1-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3,3-dimetilbutil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-fenoksietil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4,6-dikloro-2,3-dihidrobenzofuran-3-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(hroman-3-il)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-N-(2-morfolino-2-feniletil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-(4,4-difluorpiperidin-1-il)-2-(4-metiltiazol-5-il)etil)-5-fluor-8-hidroksi-5, 6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-3-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-3-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-((2,4-diklorobenzil)karbamoil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin 1-oksid;
(5S,8S)-5-fluor-8-hidroksi-8-metil-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((S)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidro kinolin-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-8-metil-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)(metil)amino)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-((3-hidroksiazetidin-1-il)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-8-(cijanometil)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-8-(cijanometil)-5-fluor-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-(fluormetil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-(fluormetil)-8-hidroksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(2R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-4-metil-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(5S,5’S)-N-(2,4-diklorobenzil)-5’-fluor-2-okso-6’,7’-dihidro-5’H-spiro[oksazolidin-5,8’-kinolin]-5’-karboksamid;
(5R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-2-okso-6’,7’-dihidro-5’H-spiro[oksazolidin-5,8’-kinolin]-5’-karboksamid;
(2S,5’R)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(2S,5’S)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(2R,5’S)-N-(2,4-diklorobenzil)-5’-fluor-5-okso-6’,7’-dihidro-5’H-spiro[morfolin-2,8’-kinolin]-5’-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((metilsulfinil)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-((metilsulfonill)metil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)sulfonill)metil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(((2-hidroksietil)sulfonill)metil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5R,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-hidroksi-8-(hidroksimetil)-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-5-fluor-8-hidroksi-8-(hidroksimetil)-N-(2,3,4-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2,4-dikloro-6-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6 ,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4-fluor-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil )-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-dikloro-3-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,3-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(3-kloro-2,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2,6-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2,4-diklorofenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7 ,8-tetrahidrokinolin-5-karboksamid;
(5S,8R)-N-((R)-1-(2-kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6, 7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-((trans)-2-(2,4-diklorofenil)ciklopropil)-5-fluor-8-hidroksi-8-(hidroksimetil) -5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-5-fluor-8-metoksi-N-(2,4,6-trifluorbenzil)-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-metoksi-5,6,7,8-tetrahidrokinolin-5-karboksamid;
(5S,8S)-N-(4-kloro-2-fluorbenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid i
(5S,8S)-N-(2,4-difluorbenzil)-5-fluor-8-(2-hidroksietoksi)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
7. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol : (5S,8S) -N-(2,4-dikloro6-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
8. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S) -N-(2-kloro-4,6-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
9. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S) -N-(2,4-dikloro-6-(hidroksimetil)benzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid
10. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-((R)-1-(2kloro-4-fluorfenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
11. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-((3,5-dikloropiridin-2-il)metil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
12. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-((R)-1-(2,4-diklorofenil)etil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
13. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-(2-kloro-4-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
14. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-(2-kloro-3,4-difluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
15. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-(2,4-dikloro-3-fluorbenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
16. Sljedeći spoj prema zahtjevu 1 ili njegova farmaceutski prihvatljiva sol: (5S,8S)-N-(2,4-diklorobenzil)-5-fluor-8-hidroksi-8-(hidroksimetil)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
17. Sljedeći spoj ili njegova farmaceutski prihvatljiva sol: (5S,8rac)-N-(2,4-diklorobenzil)-5-fluor-8-((2-hidroksietil)sulfonill)-5,6,7,8-tetrahidrokinolin-5-karboksamid.
18. Spoj predstavljen sljedećom formulom (L-a) ili njegova farmaceutski prihvatljiva sol:
[image]
gdje:
R3 je nezavisno izabran iz grupe koju čine :
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
p je 0, 1, 2 ili 3;
gdje je p 2 ili 3, svaki R3 je isti ili različit;
R16 je izabran iz grupe koju čine:
(1) CN i (2) -CO2R18;
R17 je izabran iz grupe koju čine :
(1) fluor i (2) hidroksil; ili,
R16 može obrazovati =O sa R17;
R18 je izabran iz grupe koju čine :
(1) vodik i (2) C1-6 alkil ili
spoj predstavljen sljedećom formulom (L-b) ili njegovom farmaceutski prihvatljivom soli:
[image]
gdje:
R3 je nezavisno izabran iz grupe koju čine:
(1) vodik, (2) halogen, (3) C1-6 alkil i (4) -O-C1-6 alkil;
p je 0, 1, 2 ili 3; kada p je 2 ili 3, svaki R3 je isti ili različit ;
R4 je izabran iz grupe koju čini:
(1) vodik, (2) halogen i (3) hidroksil.
19. Farmaceutski sastav koji sadrži spoj ili njegovu farmaceutski prihvatljivu sol, kako je opisano u bilo kojem od zahtjeva 1 do 17, i farmaceutski prihvatljiv nosač.
20. Farmaceutski sastav kako je opisan u zahtjevu 19, koji još sadrži drugo farmakološki aktivno sredstvo.
21. Spoj opisan u bilo kojem od zahtjeva 1 do 17 ili njegova farmaceutski prihvatljiva sol za upotrebu kao lijek.
22. Spoj opisan u bilo kojem od patentnih zahtjeva 1 do 17 ili njegova farmaceutski prihvatljiva sol za upotrebu u liječenju stanja ili poremećaja posredovanog antagonističkom aktivnošću receptora P2X7, gdje je stanje ili poremećaj izabran iz grupe koju čine: bolesti autoimunog i inflamatornog sistema; bolesti živčanog i živčano-imunosnog sistema; bolesti koje uključuju i bez uključenih neuroinflamacija centralnog živčanog sustava (CNS); bolesti kardiovaskularnog, metaboličkog, gastrointestinalnog i urogenitalnog sistema; skeletni poremećaji, bolesti koje uključuju sekretorske funkcije egzokrinih žljezda i glaukom, glomerulonefritis, bolest čagu, klamidiju, neuroblastom, tuberkulozu, policističnu bolest bubrega, rak, i akne; i njihove kombinacije
23. Postupak za dobivanje farmaceutskog sastava, gdje postupak obuhvaća miješanje spoja opisanog u bilo kojem od zahtjeva 1 to 17 ili njegove farmaceutski prihvatljive soli i farmaceutski prihvatljivog nosača ili ekscipijensa.
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PCT/JP2018/009627 WO2018168818A1 (en) | 2017-03-13 | 2018-03-13 | Tetrahydroquinoline derivatives as p2x7 receptor antagonists |
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CN112505213B (zh) * | 2019-12-19 | 2022-04-08 | 金陵药业股份有限公司 | 一种清热养阴活血祛瘀口服液成分检测方法 |
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WO2001007051A1 (en) | 1999-07-23 | 2001-02-01 | Merck & Co., Inc. | Prenyl-protein transferase inhibitors |
PL357589A1 (en) | 2000-01-18 | 2004-07-26 | Pfizer Products Inc. | Corticotropin releasing factor antagonists |
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GEP20084439B (en) | 2004-01-23 | 2008-07-25 | Amgen Inc | Nitrogen-containing heterocyclic derivatives and pharmaceutical use thereof |
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