JP2013522372A5

JP2013522372A5 -

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Publication number: JP2013522372A5
Authority: JP; Japan
Prior art keywords: phenylethyl; quinolinecarboxamide; phenyl; trifluoromethyl; methyl
Prior art date: 2011-03-23
Legal status : Granted

Application number

JP2013501427A

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English (en)

Japanese (ja)

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JP5819397B2 (ja

JP2013522372A (ja

Filing date

2011-03-23

Publication date

2014-05-01

2011-03-23 Application filed filed Critical

2011-03-23 Priority claimed from PCT/US2011/029579 external-priority patent/WO2011119701A1/en

2013-06-13 Publication of JP2013522372A publication Critical patent/JP2013522372A/ja

2014-05-01 Publication of JP2013522372A5 publication Critical patent/JP2013522372A5/ja

2015-11-24 Application granted granted Critical

2015-11-24 Publication of JP5819397B2 publication Critical patent/JP5819397B2/ja

Status Expired - Fee Related legal-status Critical Current

2031-03-23 Anticipated expiration legal-status Critical

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125000000217 alkyl group Chemical group 0.000 claims 33
125000001475 halogen functional group Chemical group 0.000 claims 12
125000002757 morpholinyl group Chemical group 0.000 claims 10
125000003386 piperidinyl group Chemical group 0.000 claims 10
125000000719 pyrrolidinyl group Chemical group 0.000 claims 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
150000001875 compounds Chemical class 0.000 claims 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
150000003839 salts Chemical class 0.000 claims 8
239000008194 pharmaceutical composition Substances 0.000 claims 6
-1 1,4′-bipiperidin-1′-ylmethyl Chemical group 0.000 claims 5
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 5
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 5
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
125000003342 alkenyl group Chemical group 0.000 claims 4
125000004093 cyano group Chemical group *C#N 0.000 claims 4
125000004634 hexahydroazepinyl group Chemical group N1(CCCCCC1)* 0.000 claims 4
125000004193 piperazinyl group Chemical group 0.000 claims 4
125000003226 pyrazolyl group Chemical group 0.000 claims 4
125000004076 pyridyl group Chemical group 0.000 claims 4
125000000714 pyrimidinyl group Chemical group 0.000 claims 4
125000000168 pyrrolyl group Chemical group 0.000 claims 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
UKKAMGFMCVUMBQ-PSXMRANNSA-N 6-ethylsulfonyl-7-methoxy-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 UKKAMGFMCVUMBQ-PSXMRANNSA-N 0.000 claims 2
LPKAEPRFTBYWAY-PSXMRANNSA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(C)(=O)=O)C(OC(C)C)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 LPKAEPRFTBYWAY-PSXMRANNSA-N 0.000 claims 2
RONPGSRKGWGJMB-UUWRZZSWSA-N 6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 RONPGSRKGWGJMB-UUWRZZSWSA-N 0.000 claims 2
FXNLNBXALPILQY-DIPNUNPCSA-N 7-ethoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(=O)(=O)C(C)C)C(OCC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 FXNLNBXALPILQY-DIPNUNPCSA-N 0.000 claims 2
JWGHAKJOBMSMPM-PSXMRANNSA-N 7-ethoxy-6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 JWGHAKJOBMSMPM-PSXMRANNSA-N 0.000 claims 2
HUCMAHIXUVKFHR-PSXMRANNSA-N 7-methoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(=O)(=O)C(C)C)C(OC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 HUCMAHIXUVKFHR-PSXMRANNSA-N 0.000 claims 2
JDSAUQCGOKOYLM-DIPNUNPCSA-N 7-methoxy-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(=O)(=O)C(C)C)C(OC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 JDSAUQCGOKOYLM-DIPNUNPCSA-N 0.000 claims 2
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 2
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 2
ACMVPNMKEVODGF-MGBGTMOVSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(Cl)C(Cl)=C1 ACMVPNMKEVODGF-MGBGTMOVSA-N 0.000 claims 1
CIRAVJSZYKFMCO-QHCPKHFHSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Cl)C(Cl)=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 CIRAVJSZYKFMCO-QHCPKHFHSA-N 0.000 claims 1
LLKABDABGCYFDL-UUWRZZSWSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(Cl)C(Cl)=C1 LLKABDABGCYFDL-UUWRZZSWSA-N 0.000 claims 1
SIMCDPCDBFVCCG-MGBGTMOVSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(Cl)C(Cl)=C1 SIMCDPCDBFVCCG-MGBGTMOVSA-N 0.000 claims 1
ODUVOACVJMDMRC-DEOSSOPVSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Cl)C(Cl)=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 ODUVOACVJMDMRC-DEOSSOPVSA-N 0.000 claims 1
ROVHOXPUQQFWDI-QHCPKHFHSA-N 2-(3,4-dichlorophenyl)-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Cl)C(Cl)=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCC1 ROVHOXPUQQFWDI-QHCPKHFHSA-N 0.000 claims 1
GTZGUMBBQLIKLZ-MGBGTMOVSA-N 2-(3-bromophenyl)-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(Br)=C1 GTZGUMBBQLIKLZ-MGBGTMOVSA-N 0.000 claims 1
IOCLYZCURRURNC-DEOSSOPVSA-N 2-(3-bromophenyl)-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Br)C=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 IOCLYZCURRURNC-DEOSSOPVSA-N 0.000 claims 1
CZYFRDMRUNFOJR-UUWRZZSWSA-N 2-(3-bromophenyl)-6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(Br)=C1 CZYFRDMRUNFOJR-UUWRZZSWSA-N 0.000 claims 1
JQQWCCZWUFFCIA-MGBGTMOVSA-N 2-(3-bromophenyl)-6-methylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(Br)=C1 JQQWCCZWUFFCIA-MGBGTMOVSA-N 0.000 claims 1
XFACHZOJZDSAFR-VWLOTQADSA-N 2-(3-bromophenyl)-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Br)C=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 XFACHZOJZDSAFR-VWLOTQADSA-N 0.000 claims 1
CKCLHVGDFXFKKH-DEOSSOPVSA-N 2-(3-bromophenyl)-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(Br)C=CC=2)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCC1 CKCLHVGDFXFKKH-DEOSSOPVSA-N 0.000 claims 1
HYCVLFCJLLHRLS-PGUFJCEWSA-N 2-(4-methoxyphenyl)-6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1=CC(OC)=CC=C1C1=NC2=CC=C(S(C)(=O)=O)C=C2C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C1CN1CCC(N2CCCCC2)CC1 HYCVLFCJLLHRLS-PGUFJCEWSA-N 0.000 claims 1
PKJYVSDXVOOCEH-YFGIIPPGSA-N 3-[(3-methyl-4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)C(C)CN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 PKJYVSDXVOOCEH-YFGIIPPGSA-N 0.000 claims 1
BTQQXHWRFYAIPV-YFGIIPPGSA-N 3-[(3-methyl-4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)C(C)CN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 BTQQXHWRFYAIPV-YFGIIPPGSA-N 0.000 claims 1
BPLTWYVXZNQCOP-PGUFJCEWSA-N 3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 BPLTWYVXZNQCOP-PGUFJCEWSA-N 0.000 claims 1
GWPLUWQSXVREOG-SANMLTNESA-N 3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@@H](C)C=2C=CC=CC=2)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 GWPLUWQSXVREOG-SANMLTNESA-N 0.000 claims 1
PGENGVKSTFMSLY-PSXMRANNSA-N 3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 PGENGVKSTFMSLY-PSXMRANNSA-N 0.000 claims 1
HJZSYCFCTBERBX-JGCGQSQUSA-N 3-[[4-(3,3-difluoropyrrolidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CC(F)(F)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 HJZSYCFCTBERBX-JGCGQSQUSA-N 0.000 claims 1
QGQIMYJBQMPYLW-QHCPKHFHSA-N 3-[[4-(3,3-difluoropyrrolidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCC(F)(F)C1 QGQIMYJBQMPYLW-QHCPKHFHSA-N 0.000 claims 1
RCMIQJNMOVOBPI-OMFPCOHASA-N 3-[[4-(3-fluoropiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CC(F)CCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 RCMIQJNMOVOBPI-OMFPCOHASA-N 0.000 claims 1
VEEHGFXCSVCRIJ-LJDFVPJLSA-N 3-[[4-(3-methoxypiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1C(OC)CCCN1C1CCN(CC=2C(=C3C=C(C=CC3=NC=2C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)CC1 VEEHGFXCSVCRIJ-LJDFVPJLSA-N 0.000 claims 1
SNOPNYYTBVYEIF-MGBGTMOVSA-N 3-[[4-(4,4-difluoropiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCC(F)(F)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 SNOPNYYTBVYEIF-MGBGTMOVSA-N 0.000 claims 1
YYZRBBWSDWZZNP-DEOSSOPVSA-N 3-[[4-(4,4-difluoropiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCC(F)(F)CC1 YYZRBBWSDWZZNP-DEOSSOPVSA-N 0.000 claims 1
UZZOIVXKAYHICS-UUWRZZSWSA-N 3-[[4-(4-fluoropiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCC(F)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 UZZOIVXKAYHICS-UUWRZZSWSA-N 0.000 claims 1
JAKIYIXVTAFWIU-PGUFJCEWSA-N 3-[[4-(4-methoxypiperidin-1-yl)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(OC)CCN1C1CCN(CC=2C(=C3C=C(C=CC3=NC=2C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)CC1 JAKIYIXVTAFWIU-PGUFJCEWSA-N 0.000 claims 1
XTVIRJFIAJHEED-MGBGTMOVSA-N 3-[[4-(diethylamino)piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(CC)CC)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 XTVIRJFIAJHEED-MGBGTMOVSA-N 0.000 claims 1
CSKDQPUTKSXKCT-QRRWFCJLSA-N 3-[[4-[(2r)-2-(hydroxymethyl)pyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2[C@H](CCC2)CO)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 CSKDQPUTKSXKCT-QRRWFCJLSA-N 0.000 claims 1
KQLKMQOLIJLIDC-GRMGDBHTSA-N 3-[[4-[(2r)-2-methylpyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C[C@@H]1CCCN1C1CCN(CC=2C(=C3C=C(C=CC3=NC=2C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)CC1 KQLKMQOLIJLIDC-GRMGDBHTSA-N 0.000 claims 1
CSKDQPUTKSXKCT-NDOVKIIASA-N 3-[[4-[(2s)-2-(hydroxymethyl)pyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2[C@@H](CCC2)CO)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 CSKDQPUTKSXKCT-NDOVKIIASA-N 0.000 claims 1
AKCRNXOABYLACD-JADSYQMUSA-N 3-[[4-[(2s)-2-(methoxymethyl)pyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound COC[C@@H]1CCCN1C1CCN(CC=2C(=C3C=C(C=CC3=NC=2C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)CC1 AKCRNXOABYLACD-JADSYQMUSA-N 0.000 claims 1
KQLKMQOLIJLIDC-OHWKKVTOSA-N 3-[[4-[(2s)-2-methylpyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C[C@H]1CCCN1C1CCN(CC=2C(=C3C=C(C=CC3=NC=2C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)CC1 KQLKMQOLIJLIDC-OHWKKVTOSA-N 0.000 claims 1
LQCOQFKKZATBDB-QRRWFCJLSA-N 3-[[4-[(3r)-3-hydroxypiperidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C[C@H](O)CCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 LQCOQFKKZATBDB-QRRWFCJLSA-N 0.000 claims 1
SOYBQBMEXDLLLH-UTONBFNKSA-N 3-[[4-[(3r)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C[C@H](O)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 SOYBQBMEXDLLLH-UTONBFNKSA-N 0.000 claims 1
SCGBUUZJQJDVFO-OGVWKLGRSA-N 3-[[4-[(3s)-3-fluoropyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C[C@@H](F)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 SCGBUUZJQJDVFO-OGVWKLGRSA-N 0.000 claims 1
INBUFGUMBYFIIW-HOFKKMOUSA-N 3-[[4-[(3s)-3-fluoropyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CC[C@H](F)C1 INBUFGUMBYFIIW-HOFKKMOUSA-N 0.000 claims 1
LQCOQFKKZATBDB-NDOVKIIASA-N 3-[[4-[(3s)-3-hydroxypiperidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C[C@@H](O)CCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 LQCOQFKKZATBDB-NDOVKIIASA-N 0.000 claims 1
JITXRFKHHLQNQE-OUTSHDOLSA-N 3-[[4-[(3s)-3-hydroxypiperidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCC[C@H](O)C1 JITXRFKHHLQNQE-OUTSHDOLSA-N 0.000 claims 1
SOYBQBMEXDLLLH-OOOSNSGVSA-N 3-[[4-[(3s)-3-hydroxypyrrolidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C[C@@H](O)CC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 SOYBQBMEXDLLLH-OOOSNSGVSA-N 0.000 claims 1
XICJDOPQDVXPCM-JGCGQSQUSA-N 3-[[4-[2-hydroxyethyl(methyl)amino]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(CCO)C)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 XICJDOPQDVXPCM-JGCGQSQUSA-N 0.000 claims 1
QIZBPEXEFDMOOH-MGBGTMOVSA-N 3-[[4-[2-methoxyethyl(methyl)amino]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(C)CCOC)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 QIZBPEXEFDMOOH-MGBGTMOVSA-N 0.000 claims 1
JXDPLNOXJMKGGH-HPHDRJMSSA-N 3-[[4-[3-(hydroxymethyl)piperidin-1-yl]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CC(CO)CCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 JXDPLNOXJMKGGH-HPHDRJMSSA-N 0.000 claims 1
IMKLXTMETPLSDF-UUWRZZSWSA-N 3-[[4-[ethyl(propyl)amino]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(CC)CCC)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 IMKLXTMETPLSDF-UUWRZZSWSA-N 0.000 claims 1
LMQUCHAOIRHKGJ-UUWRZZSWSA-N 3-[[4-[methyl(2-methylpropyl)amino]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(C)CC(C)C)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 LMQUCHAOIRHKGJ-UUWRZZSWSA-N 0.000 claims 1
GFCFPEYLWCRPDR-MGBGTMOVSA-N 3-[[4-[methyl(propyl)amino]piperidin-1-yl]methyl]-6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N(C)CCC)CCN1CC1=C(C=2C=C(C=CC=2)C(F)(F)F)N=C(C=CC(=C2)S(C)(=O)=O)C2=C1C(=O)N[C@@H](C(F)(F)F)C1=CC=CC=C1 GFCFPEYLWCRPDR-MGBGTMOVSA-N 0.000 claims 1
DOGWIPWWGMJXOU-UUWRZZSWSA-N 6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)CC)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 DOGWIPWWGMJXOU-UUWRZZSWSA-N 0.000 claims 1
IFPIUYVHOAODEF-DIPNUNPCSA-N 6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 IFPIUYVHOAODEF-DIPNUNPCSA-N 0.000 claims 1
RZTHYHQEMJDWRQ-VWLOTQADSA-N 6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@@H](C)C=2C=CC=CC=2)C2=CC(S(=O)(=O)CC)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 RZTHYHQEMJDWRQ-VWLOTQADSA-N 0.000 claims 1
KRIJVMRDQPDCJA-MHZLTWQESA-N 6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)=CC=CC=C1 KRIJVMRDQPDCJA-MHZLTWQESA-N 0.000 claims 1
INQFTJQNRXJCQO-PGUFJCEWSA-N 6-ethylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)CC)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 INQFTJQNRXJCQO-PGUFJCEWSA-N 0.000 claims 1
JYNFVKSXEHAIBA-KXQOOQHDSA-N 6-ethylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 JYNFVKSXEHAIBA-KXQOOQHDSA-N 0.000 claims 1
DSQXTAUJXNOKLD-PSXMRANNSA-N 6-ethylsulfonyl-3-[[4-(4-fluoropiperidin-1-yl)piperidin-1-yl]methyl]-7-methoxy-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCC(F)CC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 DSQXTAUJXNOKLD-PSXMRANNSA-N 0.000 claims 1
WXPAECDEYMWCEN-VWLOTQADSA-N 6-ethylsulfonyl-3-[[4-(4-fluoropiperidin-1-yl)piperidin-1-yl]methyl]-7-methoxy-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCC(F)CC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)=CC=CC=C1 WXPAECDEYMWCEN-VWLOTQADSA-N 0.000 claims 1
NZHYZQVZZCPHKQ-PGUFJCEWSA-N 6-ethylsulfonyl-7-methoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 NZHYZQVZZCPHKQ-PGUFJCEWSA-N 0.000 claims 1
UKCHRCLRRIKCFS-VWLOTQADSA-N 6-ethylsulfonyl-7-methoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)=CC=CC=C1 UKCHRCLRRIKCFS-VWLOTQADSA-N 0.000 claims 1
UEKSFUYSGJFQNZ-PGUFJCEWSA-N 6-ethylsulfonyl-7-methoxy-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 UEKSFUYSGJFQNZ-PGUFJCEWSA-N 0.000 claims 1
TYASUZAFXLTWOR-SANMLTNESA-N 6-ethylsulfonyl-7-methoxy-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)=CC=CC=C1 TYASUZAFXLTWOR-SANMLTNESA-N 0.000 claims 1
SMVYCVYOHKDTQP-VWLOTQADSA-N 6-ethylsulfonyl-7-methoxy-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC)S(=O)(=O)CC)=CC=CC=C1 SMVYCVYOHKDTQP-VWLOTQADSA-N 0.000 claims 1
VODPNKIQICKRHZ-DIPNUNPCSA-N 6-ethylsulfonyl-7-propan-2-yloxy-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 VODPNKIQICKRHZ-DIPNUNPCSA-N 0.000 claims 1
NAQFRUOBRUPQLI-SANMLTNESA-N 6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@@H](C)C=2C=CC=CC=2)C2=CC(S(=O)(=O)CC)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 NAQFRUOBRUPQLI-SANMLTNESA-N 0.000 claims 1
IWMFDOKTDYTLGT-NDEPHWFRSA-N 6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)=CC=CC=C1 IWMFDOKTDYTLGT-NDEPHWFRSA-N 0.000 claims 1
ONBREWUWVIRTHC-MHZLTWQESA-N 6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-7-propan-2-yloxy-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCC2)C=2C=C(C=CC=2)C(F)(F)F)OC(C)C)S(=O)(=O)CC)=CC=CC=C1 ONBREWUWVIRTHC-MHZLTWQESA-N 0.000 claims 1
KOURCSKVXHWNSO-FULUQAKVSA-N 6-methylsulfonyl-2-[3-(trifluoromethyl)phenyl]-3-[[4-[2-(trifluoromethyl)pyrrolidin-1-yl]piperidin-1-yl]methyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2C(CCC2)C(F)(F)F)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 KOURCSKVXHWNSO-FULUQAKVSA-N 0.000 claims 1
KMSYGALRFSIWMP-MGBGTMOVSA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 KMSYGALRFSIWMP-MGBGTMOVSA-N 0.000 claims 1
JWHZLSHNJCGBMO-MGBGTMOVSA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[4-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCOCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(C(F)(F)F)C=C1 JWHZLSHNJCGBMO-MGBGTMOVSA-N 0.000 claims 1
FXDCHTIDLTXSBD-DEOSSOPVSA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 FXDCHTIDLTXSBD-DEOSSOPVSA-N 0.000 claims 1
QJUIRTRNDSGLLY-DEOSSOPVSA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[4-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=CC(=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 QJUIRTRNDSGLLY-DEOSSOPVSA-N 0.000 claims 1
JADUJCUNFZHBCM-SANMLTNESA-N 6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C1=C2C=C(S(C)(=O)=O)C(OC(C)C)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 JADUJCUNFZHBCM-SANMLTNESA-N 0.000 claims 1
RONPGSRKGWGJMB-UMSFTDKQSA-N 6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1s)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 RONPGSRKGWGJMB-UMSFTDKQSA-N 0.000 claims 1
GTJBSASGPPRFBU-UUWRZZSWSA-N 6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[4-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(C(F)(F)F)C=C1 GTJBSASGPPRFBU-UUWRZZSWSA-N 0.000 claims 1
SUCRBIFAPHLNDB-DIPNUNPCSA-N 6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(C)(=O)=O)C(OC(C)C)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 SUCRBIFAPHLNDB-DIPNUNPCSA-N 0.000 claims 1
DJZJIBLBASHUSH-MGBGTMOVSA-N 6-methylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 DJZJIBLBASHUSH-MGBGTMOVSA-N 0.000 claims 1
SKYDLOJNXDOWSM-MGBGTMOVSA-N 6-methylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[4-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C)=CC=C2N=C1C1=CC=C(C(F)(F)F)C=C1 SKYDLOJNXDOWSM-MGBGTMOVSA-N 0.000 claims 1
XKVQUETXCPJDMK-SZGIACGNSA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]-3-[[4-[2-(trifluoromethyl)pyrrolidin-1-yl]piperidin-1-yl]methyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCC1C(F)(F)F XKVQUETXCPJDMK-SZGIACGNSA-N 0.000 claims 1
MUWWPCDMOOLPFY-VWLOTQADSA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 MUWWPCDMOOLPFY-VWLOTQADSA-N 0.000 claims 1
KYUCQULKUUFFOB-VWLOTQADSA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[4-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=CC(=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 KYUCQULKUUFFOB-VWLOTQADSA-N 0.000 claims 1
DUAQAOPWYWNRFC-MHZLTWQESA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-7-propan-2-yloxy-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(C)(=O)=O)C(OC(C)C)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 DUAQAOPWYWNRFC-MHZLTWQESA-N 0.000 claims 1
WGMSOQMWWCBALQ-DEOSSOPVSA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCC1 WGMSOQMWWCBALQ-DEOSSOPVSA-N 0.000 claims 1
ULLJPUAYBCZWAI-DEOSSOPVSA-N 6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[4-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=CC=C1N=C1C=2C=CC(=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCC1 ULLJPUAYBCZWAI-DEOSSOPVSA-N 0.000 claims 1
LCEZBGFOIRTJFG-PGUFJCEWSA-N 6-propan-2-ylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 LCEZBGFOIRTJFG-PGUFJCEWSA-N 0.000 claims 1
PKASPNMMDJWTSQ-PGUFJCEWSA-N 7-chloro-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C(C)C)C(F)(F)F)=CC=CC=C1 PKASPNMMDJWTSQ-PGUFJCEWSA-N 0.000 claims 1
UUOVCZSZBSCOQD-VWLOTQADSA-N 7-chloro-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C(C)C)=CC=CC=C1 UUOVCZSZBSCOQD-VWLOTQADSA-N 0.000 claims 1
WMURCDCSMQNJQC-PSXMRANNSA-N 7-chloro-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C(C)C)C(F)(F)F)=CC=CC=C1 WMURCDCSMQNJQC-PSXMRANNSA-N 0.000 claims 1
VYCYXJRKGWEUDQ-UUWRZZSWSA-N 7-chloro-6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 VYCYXJRKGWEUDQ-UUWRZZSWSA-N 0.000 claims 1
PKILHDROTPXSRU-DEOSSOPVSA-N 7-chloro-6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)CC)=CC=CC=C1 PKILHDROTPXSRU-DEOSSOPVSA-N 0.000 claims 1
LVEHCRDORAXWQQ-PGUFJCEWSA-N 7-chloro-6-ethylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 LVEHCRDORAXWQQ-PGUFJCEWSA-N 0.000 claims 1
FFVXDKQWLCMRCU-VWLOTQADSA-N 7-chloro-6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)CC)=CC=CC=C1 FFVXDKQWLCMRCU-VWLOTQADSA-N 0.000 claims 1
ZFQOZBGVRWYDED-MGBGTMOVSA-N 7-chloro-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C)C(F)(F)F)=CC=CC=C1 ZFQOZBGVRWYDED-MGBGTMOVSA-N 0.000 claims 1
ZEEDRKVOOHXXLR-QHCPKHFHSA-N 7-chloro-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=C(Cl)C=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 ZEEDRKVOOHXXLR-QHCPKHFHSA-N 0.000 claims 1
NITYQOZWOXIPOY-UUWRZZSWSA-N 7-chloro-6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C)C(F)(F)F)=CC=CC=C1 NITYQOZWOXIPOY-UUWRZZSWSA-N 0.000 claims 1
MTSSBGBLVHOJTG-DEOSSOPVSA-N 7-chloro-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC(=C(Cl)C=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 MTSSBGBLVHOJTG-DEOSSOPVSA-N 0.000 claims 1
VISBUXIVAPOQQY-SANMLTNESA-N 7-chloro-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C2=C3C=C(C(=CC3=NC(=C2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)Cl)S(=O)(=O)C(C)C)=CC=CC=C1 VISBUXIVAPOQQY-SANMLTNESA-N 0.000 claims 1
BZBJMVGRNUGNEW-KXQOOQHDSA-N 7-ethoxy-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(=O)(=O)C(C)C)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 BZBJMVGRNUGNEW-KXQOOQHDSA-N 0.000 claims 1
BSPXKLOUIIWPSL-SANMLTNESA-N 7-ethoxy-6-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C1=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 BSPXKLOUIIWPSL-SANMLTNESA-N 0.000 claims 1
BYESLAOYMUQRPD-DIPNUNPCSA-N 7-ethoxy-6-ethylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 BYESLAOYMUQRPD-DIPNUNPCSA-N 0.000 claims 1
VIQDFCPKKIVUIC-PSXMRANNSA-N 7-ethoxy-6-ethylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 VIQDFCPKKIVUIC-PSXMRANNSA-N 0.000 claims 1
FTXJHNPKSQXULW-MHZLTWQESA-N 7-ethoxy-6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 FTXJHNPKSQXULW-MHZLTWQESA-N 0.000 claims 1
OZQBNXWZMPCUOT-SANMLTNESA-N 7-ethoxy-6-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(=O)(=O)CC)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 OZQBNXWZMPCUOT-SANMLTNESA-N 0.000 claims 1
HRLRUJFSHKMGPP-PGUFJCEWSA-N 7-ethoxy-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(C)(=O)=O)C(OCC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 HRLRUJFSHKMGPP-PGUFJCEWSA-N 0.000 claims 1
XGTGLMLLEUDRFF-VWLOTQADSA-N 7-ethoxy-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C1=C2C=C(S(C)(=O)=O)C(OCC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 XGTGLMLLEUDRFF-VWLOTQADSA-N 0.000 claims 1
GXOSMZTUFJMSHV-PSXMRANNSA-N 7-ethoxy-6-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(C)(=O)=O)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 GXOSMZTUFJMSHV-PSXMRANNSA-N 0.000 claims 1
XLSWKDBDMWDVRJ-SANMLTNESA-N 7-ethoxy-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(C)(=O)=O)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 XLSWKDBDMWDVRJ-SANMLTNESA-N 0.000 claims 1
FLIKERIGGIMLQL-DIPNUNPCSA-N 7-ethoxy-6-propan-2-ylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC=1C(C(=O)N[C@H](C=2C=CC=CC=2)C(F)(F)F)=C2C=C(S(=O)(=O)C(C)C)C(OCC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 FLIKERIGGIMLQL-DIPNUNPCSA-N 0.000 claims 1
SLMSEXSKSYMYLJ-UUWRZZSWSA-N 7-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 SLMSEXSKSYMYLJ-UUWRZZSWSA-N 0.000 claims 1
BNFUCGWTHXAPQJ-VWLOTQADSA-N 7-ethylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)CC)=CC=CC=C1 BNFUCGWTHXAPQJ-VWLOTQADSA-N 0.000 claims 1
FJWBBMMTBLBAKR-PGUFJCEWSA-N 7-ethylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)CC)C(F)(F)F)=CC=CC=C1 FJWBBMMTBLBAKR-PGUFJCEWSA-N 0.000 claims 1
QAGYIJGFPJCCTF-UHFFFAOYSA-N 7-ethylsulfonyl-n-(2-phenylpropan-2-yl)-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C=2C=C(C=CC=2)C(F)(F)F)=NC2=CC(S(=O)(=O)CC)=CC=C2C=1C(=O)NC(C)(C)C1=CC=CC=C1 QAGYIJGFPJCCTF-UHFFFAOYSA-N 0.000 claims 1
JRQAXSNHEWOHLW-SANMLTNESA-N 7-ethylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1([C@H](C)NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)CC)=CC=CC=C1 JRQAXSNHEWOHLW-SANMLTNESA-N 0.000 claims 1
HUCMAHIXUVKFHR-BHVANESWSA-N 7-methoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]-n-[(1s)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(=O)(=O)C(C)C)C(OC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 HUCMAHIXUVKFHR-BHVANESWSA-N 0.000 claims 1
JJOJMXSVIFIODM-SANMLTNESA-N 7-methoxy-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C1=C2C=C(S(=O)(=O)C(C)C)C(OC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 JJOJMXSVIFIODM-SANMLTNESA-N 0.000 claims 1
NWLFYDXCSNOMOD-UUWRZZSWSA-N 7-methoxy-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound N([C@H](C=1C=CC=CC=1)C(F)(F)F)C(=O)C1=C2C=C(S(C)(=O)=O)C(OC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 NWLFYDXCSNOMOD-UUWRZZSWSA-N 0.000 claims 1
XDBJGNAIAGBRAR-DEOSSOPVSA-N 7-methoxy-6-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C1=C2C=C(S(C)(=O)=O)C(OC)=CC2=NC(C=2C=C(C=CC=2)C(F)(F)F)=C1CN(CC1)CCC1N1CCOCC1 XDBJGNAIAGBRAR-DEOSSOPVSA-N 0.000 claims 1
WICMDADAEMAUCO-VWLOTQADSA-N 7-methoxy-6-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(C)(=O)=O)C(OC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 WICMDADAEMAUCO-VWLOTQADSA-N 0.000 claims 1
OPTOVUDUEAOENY-MHZLTWQESA-N 7-methoxy-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC=1C(C(=O)N[C@@H](C)C=2C=CC=CC=2)=C2C=C(S(=O)(=O)C(C)C)C(OC)=CC2=NC=1C1=CC=CC(C(F)(F)F)=C1 OPTOVUDUEAOENY-MHZLTWQESA-N 0.000 claims 1
XZRKCSZUWLMVRG-MGBGTMOVSA-N 7-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCOCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)C)C(F)(F)F)=CC=CC=C1 XZRKCSZUWLMVRG-MGBGTMOVSA-N 0.000 claims 1
DRWRVADTSZFVRT-DEOSSOPVSA-N 7-methylsulfonyl-3-[(4-morpholin-4-ylpiperidin-1-yl)methyl]-n-[(1s)-1-phenylethyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC=C(C=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCOCC1 DRWRVADTSZFVRT-DEOSSOPVSA-N 0.000 claims 1
HQCMXXDVYKYYAV-UUWRZZSWSA-N 7-methylsulfonyl-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]-n-[(1r)-2,2,2-trifluoro-1-phenylethyl]quinoline-4-carboxamide Chemical compound C1([C@@H](NC(=O)C=2C3=CC=C(C=C3N=C(C=2CN2CCC(CC2)N2CCCCC2)C=2C=C(C=CC=2)C(F)(F)F)S(=O)(=O)C)C(F)(F)F)=CC=CC=C1 HQCMXXDVYKYYAV-UUWRZZSWSA-N 0.000 claims 1
CZAMFTAXTORWKB-VWLOTQADSA-N 7-methylsulfonyl-n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound N([C@@H](C)C=1C=CC=CC=1)C(=O)C(C1=CC=C(C=C1N=C1C=2C=C(C=CC=2)C(F)(F)F)S(C)(=O)=O)=C1CN(CC1)CCC1N1CCCCC1 CZAMFTAXTORWKB-VWLOTQADSA-N 0.000 claims 1
HQHNZQQYERVQBY-MRXNPFEDSA-N C1([C@H](C=2C=C(C3=CC=CC=C3N=2)C(=O)N)C(F)(F)F)=CC=CC=C1 Chemical compound C1([C@H](C=2C=C(C3=CC=CC=C3N=2)C(=O)N)C(F)(F)F)=CC=CC=C1 HQHNZQQYERVQBY-MRXNPFEDSA-N 0.000 claims 1
206010007559 Cardiac failure congestive Diseases 0.000 claims 1
208000024172 Cardiovascular disease Diseases 0.000 claims 1
206010019280 Heart failures Diseases 0.000 claims 1
206010020853 Hypertonic bladder Diseases 0.000 claims 1
208000009722 Overactive Urinary Bladder Diseases 0.000 claims 1
208000002193 Pain Diseases 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
238000001990 intravenous administration Methods 0.000 claims 1
208000005264 motor neuron disease Diseases 0.000 claims 1
KARKVOFOODPNHQ-MHZLTWQESA-N n-[(1s)-1-phenylethyl]-3-[(4-piperidin-1-ylpiperidin-1-yl)methyl]-6-propan-2-ylsulfonyl-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCCC2)CCN1CC1=C(C(=O)N[C@@H](C)C=2C=CC=CC=2)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 KARKVOFOODPNHQ-MHZLTWQESA-N 0.000 claims 1
JRMWVBAJZVYHNG-SANMLTNESA-N n-[(1s)-1-phenylethyl]-6-propan-2-ylsulfonyl-3-[(4-pyrrolidin-1-ylpiperidin-1-yl)methyl]-2-[3-(trifluoromethyl)phenyl]quinoline-4-carboxamide Chemical compound C1CC(N2CCCC2)CCN1CC1=C(C(=O)N[C@@H](C)C=2C=CC=CC=2)C2=CC(S(=O)(=O)C(C)C)=CC=C2N=C1C1=CC=CC(C(F)(F)F)=C1 JRMWVBAJZVYHNG-SANMLTNESA-N 0.000 claims 1
201000008482 osteoarthritis Diseases 0.000 claims 1
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239000000546 pharmaceutical excipient Substances 0.000 claims 1
SECXISVLQFMRJM-UHFFFAOYSA-N CN(CCC1)C1=O Chemical compound CN(CCC1)C1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1

JP2013501427A 2010-03-23 2011-03-23 Ｔｒｐｖ４拮抗薬 Expired - Fee Related JP5819397B2 (ja)