JP2013515038A5 - - Google Patents
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- JP2013515038A5 JP2013515038A5 JP2012545293A JP2012545293A JP2013515038A5 JP 2013515038 A5 JP2013515038 A5 JP 2013515038A5 JP 2012545293 A JP2012545293 A JP 2012545293A JP 2012545293 A JP2012545293 A JP 2012545293A JP 2013515038 A5 JP2013515038 A5 JP 2013515038A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- chloro
- methoxy
- dihydro
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 38
- 125000001424 substituent group Chemical group 0.000 claims description 38
- 125000000623 heterocyclic group Chemical group 0.000 claims description 25
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 125000005842 heteroatom Chemical group 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 5
- 125000001475 halogen functional group Chemical group 0.000 claims description 4
- ZHCAAFJSYLFLPX-UHFFFAOYSA-N nitrocyclohexatriene Chemical group [O-][N+](=O)C1=CC=C=C[CH]1 ZHCAAFJSYLFLPX-UHFFFAOYSA-N 0.000 claims description 4
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 38
- -1 (4-chloro-2-methylaminomethyl-phenyl) -2- (4-dimethylamino-phenyl) -6-methoxy-1,4-dihydro-2H -Isoquinolin-3-one Chemical compound 0.000 claims 32
- 150000001875 compounds Chemical class 0.000 claims 31
- 150000003839 salts Chemical class 0.000 claims 20
- 229910052736 halogen Inorganic materials 0.000 claims 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 16
- 150000002367 halogens Chemical class 0.000 claims 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims 13
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 12
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 8
- 208000035475 disorder Diseases 0.000 claims 8
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 6
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 claims 5
- VDBNYAPERZTOOF-UHFFFAOYSA-N isoquinolin-1(2H)-one Chemical compound C1=CC=C2C(=O)NC=CC2=C1 VDBNYAPERZTOOF-UHFFFAOYSA-N 0.000 claims 5
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 230000002062 proliferating effect Effects 0.000 claims 4
- VRHFNFAYNMYVRL-DFUCFPRFSA-N C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)C(O)=O)=CC=C(Cl)C=C1 Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)C(O)=O)=CC=C(Cl)C=C1 VRHFNFAYNMYVRL-DFUCFPRFSA-N 0.000 claims 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims 3
- CLRSLRWKONPSRQ-CPOWQTMSSA-N (1s)-1-(4-chlorophenyl)-6-methoxy-2-[4-[methyl-[[4-(4-methyl-3-oxopiperazin-1-yl)cyclohexyl]methyl]amino]phenyl]-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)CC2CCC(CC2)N2CC(=O)N(C)CC2)=CC=C(Cl)C=C1 CLRSLRWKONPSRQ-CPOWQTMSSA-N 0.000 claims 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
- LALBEQAKZKSMAL-BYIWRISSSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-(ethylamino)ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(C(C)NCC)=CC=C1N1C(=O)CC2=CC(OC)=C(O[C@H](C)CC)C=C2C1C1=CC=C(Cl)C=C1 LALBEQAKZKSMAL-BYIWRISSSA-N 0.000 claims 2
- BZZYIHQWCXHSMZ-FMSKOOSDSA-N C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)NCC2)=CC=C(Cl)C=C1 Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)NCC2)=CC=C(Cl)C=C1 BZZYIHQWCXHSMZ-FMSKOOSDSA-N 0.000 claims 2
- VZDNISKFMYZWGF-YFMCWZQFSA-N C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=NC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)=CC=C(Cl)C=C1 Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=NC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)=CC=C(Cl)C=C1 VZDNISKFMYZWGF-YFMCWZQFSA-N 0.000 claims 2
- MTVMVQKGJODTNB-TWCVDLNQSA-N C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2N=CC(=NC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)C2)=CC=C(Cl)C=C1 Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2N=CC(=NC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)C2)=CC=C(Cl)C=C1 MTVMVQKGJODTNB-TWCVDLNQSA-N 0.000 claims 2
- VTLCXFTWJRIHPW-JUPNEIPRSA-N C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC2CCC2)OC)C=2C=NC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)=CC=C(Cl)C=C1 Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC2CCC2)OC)C=2C=NC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)=CC=C(Cl)C=C1 VTLCXFTWJRIHPW-JUPNEIPRSA-N 0.000 claims 2
- CLRSLRWKONPSRQ-VKGCBGSESA-N C1=2C=C(OC(C)C)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)C1C1=CC=C(Cl)C=C1 Chemical compound C1=2C=C(OC(C)C)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C[C@@H]2CC[C@H](CC2)N2CC(=O)N(C)CC2)C1C1=CC=C(Cl)C=C1 CLRSLRWKONPSRQ-VKGCBGSESA-N 0.000 claims 2
- 102000012199 E3 ubiquitin-protein ligase Mdm2 Human genes 0.000 claims 2
- 108050002772 E3 ubiquitin-protein ligase Mdm2 Proteins 0.000 claims 2
- 102000017274 MDM4 Human genes 0.000 claims 2
- 108050005300 MDM4 Proteins 0.000 claims 2
- IXFIHZIZFSCBSU-GYNNIAEXSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(C)C)CC1 IXFIHZIZFSCBSU-GYNNIAEXSA-N 0.000 claims 2
- NKIPMVCPPOTZLF-TWZRQJNISA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N)CC1 NKIPMVCPPOTZLF-TWZRQJNISA-N 0.000 claims 2
- CUTQVOMRGYKGPV-XPTYZIKRSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(C)=O)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(C)=O)CC1 CUTQVOMRGYKGPV-XPTYZIKRSA-N 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- FSLIGGSDKPKMAE-HHHXNRCGSA-N (1r)-1-(4-chlorophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C)=CC=C(Cl)C=C1 FSLIGGSDKPKMAE-HHHXNRCGSA-N 0.000 claims 1
- ULWYHYVMAQFGPV-MUUNZHRXSA-N (1r)-1-(4-chlorophenyl)-7-cyclobutyloxy-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@H]2N(C(=O)CC=3C=C(C(=CC=32)OC2CCC2)OC)C=2C=CC(=CC=2)N(C)C)=CC=C(Cl)C=C1 ULWYHYVMAQFGPV-MUUNZHRXSA-N 0.000 claims 1
- WFSJVHLKSNYJNJ-KWMCUTETSA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C(N(C)C)C=C1 WFSJVHLKSNYJNJ-KWMCUTETSA-N 0.000 claims 1
- GYPIVOQVWAXHTL-QKUPIINXSA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(1r)-1-[4-(dimethylamino)piperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@H](C)C2=CC=C(C=C2)N2[C@@H](C=3C=C(C(=CC=3CC2=O)OC)O[C@H](C)CC)C=2C=CC(Cl)=CC=2)CCC(N(C)C)CC1 GYPIVOQVWAXHTL-QKUPIINXSA-N 0.000 claims 1
- GYPIVOQVWAXHTL-SERWZODPSA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(1s)-1-[4-(dimethylamino)piperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C)C2=CC=C(C=C2)N2[C@@H](C=3C=C(C(=CC=3CC2=O)OC)O[C@H](C)CC)C=2C=CC(Cl)=CC=2)CCC(N(C)C)CC1 GYPIVOQVWAXHTL-SERWZODPSA-N 0.000 claims 1
- NQEKLQPGKRJSLR-PLTNMMHCSA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclopropylmethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C(C=C1)=CC=C1N(C)CC1CC1 NQEKLQPGKRJSLR-PLTNMMHCSA-N 0.000 claims 1
- GQUCZUQLQVPONT-XGCWNURASA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C(OC)C=C1 GQUCZUQLQVPONT-XGCWNURASA-N 0.000 claims 1
- SSACIXCQKGESKK-LDLUVENISA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(2-oxoazetidin-1-yl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C(C=C1)=CC=C1N1CCC1=O SSACIXCQKGESKK-LDLUVENISA-N 0.000 claims 1
- RNOXGLRIZIHGIA-DHYKOVJISA-N (1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C(C=C1)=CC=C1N(C)CC1=CC=NC=C1 RNOXGLRIZIHGIA-DHYKOVJISA-N 0.000 claims 1
- GQUCZUQLQVPONT-CBZJRKILSA-N (1r)-7-[(2s)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C(OC)C=C1 GQUCZUQLQVPONT-CBZJRKILSA-N 0.000 claims 1
- BCXOYMISBMICAY-ZNTKNIQHSA-N (1r,3r)-3-amino-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylcyclopentane-1-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)[C@@H]1CC[C@@H](N)C1 BCXOYMISBMICAY-ZNTKNIQHSA-N 0.000 claims 1
- PHQMADNKFUIKQR-NSNZTIKBSA-N (1r,3r)-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-3-(dimethylamino)-n-ethylcyclopentane-1-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)[C@@H]1CC[C@@H](N(C)C)C1 PHQMADNKFUIKQR-NSNZTIKBSA-N 0.000 claims 1
- FSLIGGSDKPKMAE-MHZLTWQESA-N (1s)-1-(4-chlorophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)C)=CC=C(Cl)C=C1 FSLIGGSDKPKMAE-MHZLTWQESA-N 0.000 claims 1
- AZTLSCFOQHSCPJ-LJAQVGFWSA-N (1s)-1-(4-chlorophenyl)-2-[4-(imidazol-1-ylmethyl)phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(CN3C=NC=C3)=CC=2)=CC=C(Cl)C=C1 AZTLSCFOQHSCPJ-LJAQVGFWSA-N 0.000 claims 1
- QBSUFBUZLULMMR-NBLPZQPVSA-N (1s)-1-(4-chlorophenyl)-2-[4-[(1r)-1-[4-(2-hydroxyethyl)-2-oxopiperazin-1-yl]ethyl]phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@@H](C)N2C(CN(CCO)CC2)=O)=CC=C(Cl)C=C1 QBSUFBUZLULMMR-NBLPZQPVSA-N 0.000 claims 1
- QBSUFBUZLULMMR-KATKFWMUSA-N (1s)-1-(4-chlorophenyl)-2-[4-[(1s)-1-[4-(2-hydroxyethyl)-2-oxopiperazin-1-yl]ethyl]phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)N2C(CN(CCO)CC2)=O)=CC=C(Cl)C=C1 QBSUFBUZLULMMR-KATKFWMUSA-N 0.000 claims 1
- YJNAVDANBICIEK-IYXVLPAFSA-N (1s)-1-(4-chlorophenyl)-2-[4-[1-[4-(dimethylamino)piperidin-1-yl]-1-oxopropan-2-yl]phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)C(C)C(=O)N2CCC(CC2)N(C)C)=CC=C(Cl)C=C1 YJNAVDANBICIEK-IYXVLPAFSA-N 0.000 claims 1
- FOWSNFVTTAEKAG-KMXYMDJGSA-N (1s)-1-(4-chlorophenyl)-2-[4-[1-[4-(dimethylamino)piperidin-1-yl]propan-2-yl]phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)C(C)CN2CCC(CC2)N(C)C)=CC=C(Cl)C=C1 FOWSNFVTTAEKAG-KMXYMDJGSA-N 0.000 claims 1
- USHZDANZDYMQEF-IAOIYQAASA-N (1s)-1-(4-chlorophenyl)-2-[4-[[3-hydroxy-3-(hydroxymethyl)cyclobutyl]methyl-methylamino]phenyl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)N(C)CC2CC(O)(CO)C2)=CC=C(Cl)C=C1 USHZDANZDYMQEF-IAOIYQAASA-N 0.000 claims 1
- RZUHCUIVYJGOIV-RXQDXVOQSA-N (1s)-1-(4-chlorophenyl)-2-[6-[(3-hydroxycyclobutyl)methyl-methylamino]pyridin-3-yl]-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=NC(=CC=2)N(C)CC2CC(O)C2)=CC=C(Cl)C=C1 RZUHCUIVYJGOIV-RXQDXVOQSA-N 0.000 claims 1
- AJYCGDGWEQCZPL-QJWGWKRISA-N (1s)-1-(4-chlorophenyl)-6-methoxy-2-[4-[(1r)-1-(2-oxopiperazin-1-yl)ethyl]phenyl]-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@@H](C)N2C(CNCC2)=O)=CC=C(Cl)C=C1 AJYCGDGWEQCZPL-QJWGWKRISA-N 0.000 claims 1
- DQYUFTJKOQNYEW-HUBRWUETSA-N (1s)-1-(4-chlorophenyl)-6-methoxy-2-[4-[(1s)-1-(2-oxo-4-propan-2-ylpiperazin-1-yl)ethyl]phenyl]-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)N2C(CN(CC2)C(C)C)=O)=CC=C(Cl)C=C1 DQYUFTJKOQNYEW-HUBRWUETSA-N 0.000 claims 1
- AJYCGDGWEQCZPL-GEFUHLBYSA-N (1s)-1-(4-chlorophenyl)-6-methoxy-2-[4-[(1s)-1-(2-oxopiperazin-1-yl)ethyl]phenyl]-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)N2C(CNCC2)=O)=CC=C(Cl)C=C1 AJYCGDGWEQCZPL-GEFUHLBYSA-N 0.000 claims 1
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- BVPATVBIZGJIPL-UHFFFAOYSA-N 1-(4-chlorophenyl)-6-methoxy-2-(4-methoxyphenyl)-7-pentan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(OC(C)CCC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 BVPATVBIZGJIPL-UHFFFAOYSA-N 0.000 claims 1
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- GISIOMMIMKOXTN-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-(ethylamino)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound C12=CC(NCC)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 GISIOMMIMKOXTN-UHFFFAOYSA-N 0.000 claims 1
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- FCBRTBOGTKJWAZ-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-[3-(dimethylamino)propoxy]-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC2=CC(OC)=C(OCCCN(C)C)C=C2C1C1=CC=C(Cl)C=C1 FCBRTBOGTKJWAZ-UHFFFAOYSA-N 0.000 claims 1
- PNKLLKMWZQIKPN-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-[ethyl(propan-2-yl)amino]-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound C12=CC(N(C(C)C)CC)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 PNKLLKMWZQIKPN-UHFFFAOYSA-N 0.000 claims 1
- JACOXKJSMHWXBW-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-[methyl(propan-2-yl)amino]-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound C12=CC(N(C)C(C)C)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 JACOXKJSMHWXBW-UHFFFAOYSA-N 0.000 claims 1
- ULWYHYVMAQFGPV-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-cyclobutyloxy-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OC3CCC3)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C)C1C1=CC=C(Cl)C=C1 ULWYHYVMAQFGPV-UHFFFAOYSA-N 0.000 claims 1
- MHGXKPUYAMKXAI-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-cyclobutyloxy-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC2=CC(OC)=C(OC3CCC3)C=C2C1C1=CC=C(Cl)C=C1 MHGXKPUYAMKXAI-UHFFFAOYSA-N 0.000 claims 1
- CYNOADCVDNGVMP-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-cyclohexyloxy-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OC3CCCCC3)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C)C1C1=CC=C(Cl)C=C1 CYNOADCVDNGVMP-UHFFFAOYSA-N 0.000 claims 1
- DHGQMFQADXESFR-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-cyclopentyloxy-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OC3CCCC3)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C)C1C1=CC=C(Cl)C=C1 DHGQMFQADXESFR-UHFFFAOYSA-N 0.000 claims 1
- ZSLWBMUIYALXCF-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-cyclopentyloxy-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC2=CC(OC)=C(OC3CCCC3)C=C2C1C1=CC=C(Cl)C=C1 ZSLWBMUIYALXCF-UHFFFAOYSA-N 0.000 claims 1
- AKPFFHYQTZCFGK-UHFFFAOYSA-N 1-(4-chlorophenyl)-7-methoxy-2-(4-methoxyphenyl)-6-(2-morpholin-4-ylethoxy)-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC2=CC(OCCN3CCOCC3)=C(OC)C=C2C1C1=CC=C(Cl)C=C1 AKPFFHYQTZCFGK-UHFFFAOYSA-N 0.000 claims 1
- WZUWEYHQEOXAPA-KGUSEGQSSA-N 1-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]piperidine-4-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC(C(N)=O)CC1 WZUWEYHQEOXAPA-KGUSEGQSSA-N 0.000 claims 1
- ZDRUXXFMVAAUQM-QHSQBYJISA-N 1-[2-(aminomethyl)-4-chlorophenyl]-7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)CN)N1C1=CC=C(N(C)C)C=C1 ZDRUXXFMVAAUQM-QHSQBYJISA-N 0.000 claims 1
- ARAFNDUTCGIPIF-HZRSZRRBSA-N 1-[2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC(Cl)=CC=C1C1C2=CC(O[C@H](C)CC)=C(OC)C=C2CC(=O)N1C1=CC=C(N(C)C)C=C1 ARAFNDUTCGIPIF-HZRSZRRBSA-N 0.000 claims 1
- MEMPXHHRCPTSPQ-QHSQBYJISA-N 1-[2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]-3-methylurea Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)NC(=O)NC)N1C1=CC=C(N(C)C)C=C1 MEMPXHHRCPTSPQ-QHSQBYJISA-N 0.000 claims 1
- WGYKJEFTTXDLPM-YFTDMWITSA-N 1-acetyl-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylpiperidine-4-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCN(C(C)=O)CC1 WGYKJEFTTXDLPM-YFTDMWITSA-N 0.000 claims 1
- VSFQSMFEUCRBPB-UHFFFAOYSA-N 2-(1-benzofuran-5-yl)-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C=C3C=COC3=CC=2)C1C1=CC=C(Cl)C=C1 VSFQSMFEUCRBPB-UHFFFAOYSA-N 0.000 claims 1
- RWFZJJVATFIDJU-UHFFFAOYSA-N 2-[2-[1-(4-chlorophenyl)-6,7-diethoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-5-methylphenoxy]acetic acid Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC(C)=CC=2)OCC(O)=O)C1C1=CC=C(Cl)C=C1 RWFZJJVATFIDJU-UHFFFAOYSA-N 0.000 claims 1
- FDSGDNWDFWOSKG-UHFFFAOYSA-N 2-[4-(3-amino-5-ethyl-1h-pyrazol-4-yl)phenyl]-1-(4-chlorophenyl)-6-methoxy-7-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound N1N=C(N)C(C=2C=CC(=CC=2)N2C(CC3=CC(OC)=C(OC(C)C)C=C3C2C=2C=CC(Cl)=CC=2)=O)=C1CC FDSGDNWDFWOSKG-UHFFFAOYSA-N 0.000 claims 1
- KCHWGOINQZGMEL-MMHRDOBHSA-N 2-[4-[(1-acetylpiperidin-4-yl)methyl-methylamino]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CCN(C(C)=O)CC1 KCHWGOINQZGMEL-MMHRDOBHSA-N 0.000 claims 1
- NPKXDNQKQFTRBW-JWPKJQAESA-N 2-[4-[(1-butanoylpiperidin-4-yl)methyl-methylamino]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1CN(C(=O)CCC)CCC1CN(C)C1=CC=C(N2C(CC3=CC(OC)=C(O[C@H](C)CC)C=C3C2C=2C=CC(Cl)=CC=2)=O)C=C1 NPKXDNQKQFTRBW-JWPKJQAESA-N 0.000 claims 1
- OXJJQMUURYIRHE-MHJPDIQUSA-N 2-[4-[1-(4-acetylpiperazin-1-yl)ethyl]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCN(C(C)=O)CC1 OXJJQMUURYIRHE-MHJPDIQUSA-N 0.000 claims 1
- GCXCGDIQFCHUMB-XFBJNOSPSA-N 2-[4-[1-[(1-acetylpiperidin-4-yl)amino]ethyl]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)NC1CCN(C(C)=O)CC1 GCXCGDIQFCHUMB-XFBJNOSPSA-N 0.000 claims 1
- FEKNZLNAQTVOJQ-PZYDJRQWSA-N 2-[4-[1-[(3r)-3-aminopyrrolidin-1-yl]ethyl]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@@H](N)C1 FEKNZLNAQTVOJQ-PZYDJRQWSA-N 0.000 claims 1
- HJQCTIJQFOSKJM-KFJXUYOJSA-N 2-[4-[1-[(3s)-3-aminopiperidin-1-yl]ethyl]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC[C@H](N)C1 HJQCTIJQFOSKJM-KFJXUYOJSA-N 0.000 claims 1
- FEKNZLNAQTVOJQ-PUICROFKSA-N 2-[4-[1-[(3s)-3-aminopyrrolidin-1-yl]ethyl]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@H](N)C1 FEKNZLNAQTVOJQ-PUICROFKSA-N 0.000 claims 1
- CCBQKDPYECHDEH-KJLUBMIJSA-N 2-[4-[benzyl(methyl)amino]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=CC=C1 CCBQKDPYECHDEH-KJLUBMIJSA-N 0.000 claims 1
- VXPGOMCNIIPIBX-YCUTZVODSA-N 2-[4-[butan-2-yl(methyl)amino]phenyl]-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C(C)CC)C=C1 VXPGOMCNIIPIBX-YCUTZVODSA-N 0.000 claims 1
- PLYVUCMDEPTIKS-UHFFFAOYSA-N 2-[4-chloro-2-[1-(4-chlorophenyl)-6,7-diethoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenoxy]acetic acid Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCC(O)=O)C1C1=CC=C(Cl)C=C1 PLYVUCMDEPTIKS-UHFFFAOYSA-N 0.000 claims 1
- JEPSLBRGAHBWPO-UHFFFAOYSA-N 2-[5-chloro-2-(2-hydroxyethoxy)phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCO)C1C1=CC=C(Cl)C=C1 JEPSLBRGAHBWPO-UHFFFAOYSA-N 0.000 claims 1
- DDSMNBCNXBLKGK-UHFFFAOYSA-N 2-[5-chloro-2-(2-morpholin-4-ylethoxy)phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCN2CCOCC2)C1C1=CC=C(Cl)C=C1 DDSMNBCNXBLKGK-UHFFFAOYSA-N 0.000 claims 1
- MLCHJUUBMWHAIQ-UHFFFAOYSA-N 2-[5-chloro-2-(3-hydroxypropoxy)phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCCO)C1C1=CC=C(Cl)C=C1 MLCHJUUBMWHAIQ-UHFFFAOYSA-N 0.000 claims 1
- NFHXBIXVQYVNLG-UHFFFAOYSA-N 2-[5-chloro-2-(3-morpholin-4-ylpropoxy)phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCCN2CCOCC2)C1C1=CC=C(Cl)C=C1 NFHXBIXVQYVNLG-UHFFFAOYSA-N 0.000 claims 1
- VJUYFAVJFGAQJI-UHFFFAOYSA-N 2-[5-chloro-2-[2-(dimethylamino)ethoxy]phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCN(C)C)C1C1=CC=C(Cl)C=C1 VJUYFAVJFGAQJI-UHFFFAOYSA-N 0.000 claims 1
- XJIUQTDGTRZXPG-UHFFFAOYSA-N 2-[5-chloro-2-[3-(dimethylamino)propoxy]phenyl]-1-(4-chlorophenyl)-6,7-diethoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C(=CC=C(Cl)C=2)OCCCN(C)C)C1C1=CC=C(Cl)C=C1 XJIUQTDGTRZXPG-UHFFFAOYSA-N 0.000 claims 1
- JRHHGSISIYTFKK-QHSQBYJISA-N 2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chloro-n-methylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)C(=O)NC)N1C1=CC=C(N(C)C)C=C1 JRHHGSISIYTFKK-QHSQBYJISA-N 0.000 claims 1
- YXFUXFRGJVZDGR-WPUOIDIFSA-N 2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorobenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)C(N)=O)N1C1=CC=C(N(C)C)C=C1 YXFUXFRGJVZDGR-WPUOIDIFSA-N 0.000 claims 1
- YCWHCXOQTNXEOQ-HZRSZRRBSA-N 2-[[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-3-oxo-1,4-dihydroisoquinolin-6-yl]oxy]-n,n-dimethylacetamide Chemical compound O=C1CC=2C=C(OCC(=O)N(C)C)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 YCWHCXOQTNXEOQ-HZRSZRRBSA-N 0.000 claims 1
- VXURYYOGRCRVAD-QHSQBYJISA-N 2-[[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-3-oxo-1,4-dihydroisoquinolin-6-yl]oxy]-n-methylacetamide Chemical compound O=C1CC=2C=C(OCC(=O)NC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 VXURYYOGRCRVAD-QHSQBYJISA-N 0.000 claims 1
- WCBRMAYCVKGXQA-UHFFFAOYSA-N 4-(4-chlorophenyl)-3-[4-(dimethylamino)phenyl]-6,7-dimethoxy-1,4-dihydroquinazolin-2-one Chemical compound C1=2C=C(OC)C(OC)=CC=2NC(=O)N(C=2C=CC(=CC=2)N(C)C)C1C1=CC=C(Cl)C=C1 WCBRMAYCVKGXQA-UHFFFAOYSA-N 0.000 claims 1
- FJENVYOWUKWINX-UHFFFAOYSA-N 4-(4-chlorophenyl)-3-[4-(dimethylamino)phenyl]-6,7-dimethoxy-1-methyl-4h-quinazolin-2-one Chemical compound O=C1N(C)C=2C=C(OC)C(OC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 FJENVYOWUKWINX-UHFFFAOYSA-N 0.000 claims 1
- UWRTWDHHFWNXHR-UHFFFAOYSA-N 4-(4-chlorophenyl)-3-[4-(dimethylamino)phenyl]-6,7-dimethoxy-1-propan-2-yl-4h-quinazolin-2-one Chemical compound O=C1N(C(C)C)C=2C=C(OC)C(OC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 UWRTWDHHFWNXHR-UHFFFAOYSA-N 0.000 claims 1
- UXMFFRFGEASXKL-UHFFFAOYSA-N 4-(4-chlorophenyl)-6,7-dimethoxy-3-(4-methoxyphenyl)-1,4-dihydroquinazolin-2-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)NC2=CC(OC)=C(OC)C=C2C1C1=CC=C(Cl)C=C1 UXMFFRFGEASXKL-UHFFFAOYSA-N 0.000 claims 1
- KMDWMNNOGQIKKJ-SONOPUAISA-N 4-[(1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-ethyl-n-methylbenzamide Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C(C(=O)N(C)CC)C=C1 KMDWMNNOGQIKKJ-SONOPUAISA-N 0.000 claims 1
- XSLLHXSBGFXGQO-GEFUHLBYSA-N 4-[(1s)-1-[4-[(1s)-1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]morpholin-3-one Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)N2C(COCC2)=O)=CC=C(Cl)C=C1 XSLLHXSBGFXGQO-GEFUHLBYSA-N 0.000 claims 1
- KMDWMNNOGQIKKJ-XBBWARJSSA-N 4-[(1s)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-ethyl-n-methylbenzamide Chemical compound N1([C@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C(C(=O)N(C)CC)C=C1 KMDWMNNOGQIKKJ-XBBWARJSSA-N 0.000 claims 1
- WDKJMFIAJNKDOF-UHFFFAOYSA-N 4-[1-(4-chlorophenyl)-6,7-diethoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]benzonitrile Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C=CC(=CC=2)C#N)C1C1=CC=C(Cl)C=C1 WDKJMFIAJNKDOF-UHFFFAOYSA-N 0.000 claims 1
- JGOSSRBMKCJJIY-DHFMJDSQSA-N 4-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]morpholin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCOCC1=O JGOSSRBMKCJJIY-DHFMJDSQSA-N 0.000 claims 1
- QOLTZMPOMACYPK-UEWHNOOISA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n,n-diethylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(=O)N(CC)CC)C=C1 QOLTZMPOMACYPK-UEWHNOOISA-N 0.000 claims 1
- TVNIKLNLRXIQTJ-KUFXBUICSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n,n-dimethylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(=O)N(C)C)C=C1 TVNIKLNLRXIQTJ-KUFXBUICSA-N 0.000 claims 1
- KMDWMNNOGQIKKJ-COBFLCELSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-ethyl-n-methylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(=O)N(C)CC)C=C1 KMDWMNNOGQIKKJ-COBFLCELSA-N 0.000 claims 1
- RBLIIYLWBPXMKY-LFDVRYLKSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-methyl-n-pyridin-4-ylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(=O)N(C)C1=CC=NC=C1 RBLIIYLWBPXMKY-LFDVRYLKSA-N 0.000 claims 1
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- SRTLVNYOFHBWLX-DXHYANOHSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-pyridin-3-ylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(=O)NC1=CC=CN=C1 SRTLVNYOFHBWLX-DXHYANOHSA-N 0.000 claims 1
- RNWVPOVKXVXIJL-DXHYANOHSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-pyridin-4-ylbenzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(=O)NC1=CC=NC=C1 RNWVPOVKXVXIJL-DXHYANOHSA-N 0.000 claims 1
- QHMCRBZHTBCHBB-DIERRCTGSA-N 4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]benzamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(N)=O)C=C1 QHMCRBZHTBCHBB-DIERRCTGSA-N 0.000 claims 1
- UGPJKFXFWRTNJI-YAYCPNDQSA-N 4-[[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]-n-methylanilino]methyl]-n,n-dimethylpiperidine-1-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CCN(C(=O)N(C)C)CC1 UGPJKFXFWRTNJI-YAYCPNDQSA-N 0.000 claims 1
- DRNGLYHKYPNTEA-UHFFFAOYSA-N 4-azaniumylcyclohexane-1-carboxylate Chemical compound NC1CCC(C(O)=O)CC1 DRNGLYHKYPNTEA-UHFFFAOYSA-N 0.000 claims 1
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- JDGMSDUWQJREIM-OJQMSQGESA-N 6-[(2r)-butan-2-yl]oxy-4-(4-chlorophenyl)-3-[4-(dimethylamino)phenyl]-1-ethyl-7-methoxy-4h-quinazolin-2-one Chemical compound O=C1N(CC)C=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 JDGMSDUWQJREIM-OJQMSQGESA-N 0.000 claims 1
- PLFZIENRXZPGRC-SIHBAMTISA-N 6-[(2r)-butan-2-yl]oxy-4-(4-chlorophenyl)-3-[4-(dimethylamino)phenyl]-7-methoxy-1,4-dihydroquinazolin-2-one Chemical compound O=C1NC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 PLFZIENRXZPGRC-SIHBAMTISA-N 0.000 claims 1
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- VKBFVDLFDUMDJH-ZRTDVJLTSA-N 6-[(2r)-butan-2-yl]oxy-4-(4-chlorophenyl)-7-methoxy-3-(4-methoxyphenyl)-1,4-dihydroquinazolin-2-one Chemical compound O=C1NC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 VKBFVDLFDUMDJH-ZRTDVJLTSA-N 0.000 claims 1
- SPERJNVVAORMFD-UHFFFAOYSA-N 7-(3-aminopropoxy)-1-(4-chlorophenyl)-6-methoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC2=CC(OC)=C(OCCCN)C=C2C1C1=CC=C(Cl)C=C1 SPERJNVVAORMFD-UHFFFAOYSA-N 0.000 claims 1
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- HDRUEURGRSLHGV-UHFFFAOYSA-N 7-(benzylamino)-1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound C=1C=C(N2C(CC3=CC=C(NCC=4C=CC=CC=4)C=C3C2C=2C=CC(Cl)=CC=2)=O)C=CC=1N(C)CC1=CC=NC=C1 HDRUEURGRSLHGV-UHFFFAOYSA-N 0.000 claims 1
- RWPVJYLYROQPGA-UHFFFAOYSA-N 7-(butan-2-ylamino)-1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound C12=CC(NC(C)CC)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 RWPVJYLYROQPGA-UHFFFAOYSA-N 0.000 claims 1
- NHJBFVAZLNVPEB-ATXVKEFZSA-N 7-[(2R)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[[4-(ethylamino)cyclohexyl]methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1CC(NCC)CCC1CN(C)C1=CC=C(N2C(CC3=CC(OC)=C(O[C@H](C)CC)C=C3C2C=2C=CC(Cl)=CC=2)=O)C=C1 NHJBFVAZLNVPEB-ATXVKEFZSA-N 0.000 claims 1
- FNFFGCOHCCHIDU-AZXPTMDGSA-N 7-[(2R)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[[4-[ethyl(methyl)amino]cyclohexyl]methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CCC(N(C)CC)CC1 FNFFGCOHCCHIDU-AZXPTMDGSA-N 0.000 claims 1
- XANMKHLJUIDKIA-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chloro-2-methylphenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)C)N1C1=CC=C(N(C)C)C=C1 XANMKHLJUIDKIA-COBFLCELSA-N 0.000 claims 1
- WIPMDHIKQIIBRZ-WPUOIDIFSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chloro-3-fluorophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=C(F)C(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 WIPMDHIKQIIBRZ-WPUOIDIFSA-N 0.000 claims 1
- ZDFNGXONWSEQIW-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chloro-3-methylphenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=C(C)C(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 ZDFNGXONWSEQIW-COBFLCELSA-N 0.000 claims 1
- MZZAHEIEFZBLAM-WPUOIDIFSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chloro-3-nitrophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=C(C(Cl)=CC=2)[N+]([O-])=O)N1C1=CC=C(N(C)C)C=C1 MZZAHEIEFZBLAM-WPUOIDIFSA-N 0.000 claims 1
- UJXGRVKFFJNJHW-WPUOIDIFSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(2,4-dimethoxyphenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1OC UJXGRVKFFJNJHW-WPUOIDIFSA-N 0.000 claims 1
- YNACVAVWLRGYTJ-OJQMSQGESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(2,4-dimethylphenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C)C=C1C YNACVAVWLRGYTJ-OJQMSQGESA-N 0.000 claims 1
- HIYNOZILCATDQE-GJNAARLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(3,4-dichlorophenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(Cl)C(Cl)=C1 HIYNOZILCATDQE-GJNAARLKSA-N 0.000 claims 1
- LZLWYZVRKPFOMW-WPUOIDIFSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(3,4-dimethoxyphenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C(OC)=C1 LZLWYZVRKPFOMW-WPUOIDIFSA-N 0.000 claims 1
- SXOZWLOGBOOJGT-OJQMSQGESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(3,4-dimethylphenyl)-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C)C(C)=C1 SXOZWLOGBOOJGT-OJQMSQGESA-N 0.000 claims 1
- LASKDMXYDZITII-UEWHNOOISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-6-(2-methylpropoxy)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OCC(C)C)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 LASKDMXYDZITII-UEWHNOOISA-N 0.000 claims 1
- NQDGYXBFKYQRNB-LWMFVPLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-6-[2-(4-methylpiperazin-1-yl)-2-oxoethoxy]-1,4-dihydroisoquinolin-3-one Chemical compound CC[C@@H](C)OC1=CC=2C(C=3C=CC(Cl)=CC=3)N(C=3C=CC(OC)=CC=3)C(=O)CC=2C=C1OCC(=O)N1CCN(C)CC1 NQDGYXBFKYQRNB-LWMFVPLKSA-N 0.000 claims 1
- IZNBOAXCTAKMTE-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-6-propan-2-yloxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC(C)C)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 IZNBOAXCTAKMTE-COBFLCELSA-N 0.000 claims 1
- VPRKVRZMYBXTBU-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-(4-methoxyphenyl)-6-propoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(O[C@H](C)CC)C(OCCC)=CC=2CC(=O)N(C=2C=CC(OC)=CC=2)C1C1=CC=C(Cl)C=C1 VPRKVRZMYBXTBU-COBFLCELSA-N 0.000 claims 1
- ALFZUDGOPZPEEV-JKTWZELDSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(1-hydroxyethyl)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)O)C=C1 ALFZUDGOPZPEEV-JKTWZELDSA-N 0.000 claims 1
- BZXDBHNFAVZURR-BPNQMYTISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(3,5-dimethyl-1h-pyrazol-4-yl)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C=1C(C)=NNC=1C BZXDBHNFAVZURR-BPNQMYTISA-N 0.000 claims 1
- MDVVWBPMXFTBHY-UEWHNOOISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(diethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(CC)CC)C=C1 MDVVWBPMXFTBHY-UEWHNOOISA-N 0.000 claims 1
- NQHVYBHGANOBDK-QHSQBYJISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(dimethylamino)-2-methoxyphenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1OC NQHVYBHGANOBDK-QHSQBYJISA-N 0.000 claims 1
- YRAPUEIRQLUTOO-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(dimethylamino)-2-methylphenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1C YRAPUEIRQLUTOO-COBFLCELSA-N 0.000 claims 1
- WFSJVHLKSNYJNJ-KUFXBUICSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(dimethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C)C=C1 WFSJVHLKSNYJNJ-KUFXBUICSA-N 0.000 claims 1
- IBEZDRDXZURKDS-GFTAOQHMSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(dipropylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(N(CCC)CCC)=CC=C1N1C(=O)CC2=CC(OC)=C(O[C@H](C)CC)C=C2C1C1=CC=C(Cl)C=C1 IBEZDRDXZURKDS-GFTAOQHMSA-N 0.000 claims 1
- YONHVRPOCPIMLH-KUFXBUICSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(ethylamino)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound C1=CC(NCC)=CC=C1N1C(=O)CC2=CC(OC)=C(O[C@H](C)CC)C=C2C1C1=CC=C(Cl)C=C1 YONHVRPOCPIMLH-KUFXBUICSA-N 0.000 claims 1
- JJLIBSXLCMDFQN-MOJDWNGGSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-(hydroxymethyl)phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(CO)C=C1 JJLIBSXLCMDFQN-MOJDWNGGSA-N 0.000 claims 1
- UZJSRPMFHLXPHV-VZESWDRUSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(2,3-difluorophenyl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=CC(F)=C1F UZJSRPMFHLXPHV-VZESWDRUSA-N 0.000 claims 1
- VMCBHKDWUHBLLH-PVFJFFHYSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(2-fluorophenyl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=CC=C1F VMCBHKDWUHBLLH-PVFJFFHYSA-N 0.000 claims 1
- CMPUGZMYMCNDNR-VZESWDRUSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(3,4-difluorophenyl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=C(F)C(F)=C1 CMPUGZMYMCNDNR-VZESWDRUSA-N 0.000 claims 1
- IIUUWNOYXDCTMQ-PVFJFFHYSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(3-fluorophenyl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=CC(F)=C1 IIUUWNOYXDCTMQ-PVFJFFHYSA-N 0.000 claims 1
- ZPDDLUSCRIMLHQ-GGPMTTHASA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(3-fluoropyridin-4-yl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=NC=C1F ZPDDLUSCRIMLHQ-GGPMTTHASA-N 0.000 claims 1
- UPIGHRRSNOLMSP-PVFJFFHYSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[(4-fluorophenyl)methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1=CC=C(F)C=C1 UPIGHRRSNOLMSP-PVFJFFHYSA-N 0.000 claims 1
- VJKLOQORULSKFF-KGUSEGQSSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-(4-hydroxypiperidin-1-yl)ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC(O)CC1 VJKLOQORULSKFF-KGUSEGQSSA-N 0.000 claims 1
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- LCOSUZXFINJPCD-FVQHBTCESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[(3r)-3-hydroxypyrrolidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@@H](O)C1 LCOSUZXFINJPCD-FVQHBTCESA-N 0.000 claims 1
- DIXHRXPCUUVAHD-HHCNDGNYSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[(3s)-3-(dimethylamino)piperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC[C@H](N(C)C)C1 DIXHRXPCUUVAHD-HHCNDGNYSA-N 0.000 claims 1
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- GYGWNGPTHLLSMO-YGAMUSMISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[(3s)-3-hydroxypiperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC[C@H](O)C1 GYGWNGPTHLLSMO-YGAMUSMISA-N 0.000 claims 1
- LCOSUZXFINJPCD-RQVNELMKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[(3s)-3-hydroxypyrrolidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@H](O)C1 LCOSUZXFINJPCD-RQVNELMKSA-N 0.000 claims 1
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- UTFACQMLQPKAMT-BPQYTBSDSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[4-(diethylamino)piperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC(N(CC)CC)CC1 UTFACQMLQPKAMT-BPQYTBSDSA-N 0.000 claims 1
- GYPIVOQVWAXHTL-BKCPDIIESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[4-(dimethylamino)piperidin-1-yl]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC(N(C)C)CC1 GYPIVOQVWAXHTL-BKCPDIIESA-N 0.000 claims 1
- MWSVWRXYPZBKKI-BKCPDIIESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[1-[ethyl(piperidin-4-yl)amino]ethyl]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C1CCNCC1 MWSVWRXYPZBKKI-BKCPDIIESA-N 0.000 claims 1
- SUPMGGSRFVOUPP-JWPKJQAESA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[[1-(cyclobutanecarbonyl)piperidin-4-yl]methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC(CC1)CCN1C(=O)C1CCC1 SUPMGGSRFVOUPP-JWPKJQAESA-N 0.000 claims 1
- PDKRAXLLYFKWKW-LHTANEHXSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[[1-(cyclopropanecarbonyl)piperidin-4-yl]methyl-methylamino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC(CC1)CCN1C(=O)C1CC1 PDKRAXLLYFKWKW-LHTANEHXSA-N 0.000 claims 1
- HNTSTHIXELQIPD-DXHYANOHSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclobutyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C1CCC1 HNTSTHIXELQIPD-DXHYANOHSA-N 0.000 claims 1
- NEJMSBJUNRLLHK-LWMFVPLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclohexyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C1CCCCC1 NEJMSBJUNRLLHK-LWMFVPLKSA-N 0.000 claims 1
- RZRBVIFRDBTMPA-KJLUBMIJSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclohexylmethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CCCCC1 RZRBVIFRDBTMPA-KJLUBMIJSA-N 0.000 claims 1
- LIHRLMVZGOPNGV-LFDVRYLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclopentyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C1CCCC1 LIHRLMVZGOPNGV-LFDVRYLKSA-N 0.000 claims 1
- VFFNEZDWIBZNQT-LWMFVPLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclopentylmethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CCCC1 VFFNEZDWIBZNQT-LWMFVPLKSA-N 0.000 claims 1
- NQEKLQPGKRJSLR-DXHYANOHSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclopropylmethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC1CC1 NQEKLQPGKRJSLR-DXHYANOHSA-N 0.000 claims 1
- KSAOEVWTPSXOAI-LHTANEHXSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[cyclopropylmethyl(pyridin-4-ylmethyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(CC=1C=CN=CC=1)CC1CC1 KSAOEVWTPSXOAI-LHTANEHXSA-N 0.000 claims 1
- OKUUYLUYHPMBTE-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[ethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)CC)C=C1 OKUUYLUYHPMBTE-COBFLCELSA-N 0.000 claims 1
- XYROPMRDJQRZQO-LFDVRYLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-2-[4-[furan-3-ylmethyl(methyl)amino]phenyl]-6-methoxy-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)CC=1C=COC=1 XYROPMRDJQRZQO-LFDVRYLKSA-N 0.000 claims 1
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- WIRWVJIKHXPPPF-UBIBJYAGSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-[3-(dimethylamino)propoxy]-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OCCCN(C)C)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1 WIRWVJIKHXPPPF-UBIBJYAGSA-N 0.000 claims 1
- LFLACZRNZALIIF-KUFXBUICSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-ethoxy-2-(4-methoxyphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound C1=2C=C(O[C@H](C)CC)C(OCC)=CC=2CC(=O)N(C=2C=CC(OC)=CC=2)C1C1=CC=C(Cl)C=C1 LFLACZRNZALIIF-KUFXBUICSA-N 0.000 claims 1
- AGDZKJPJHMEPJW-WPUOIDIFSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(1-methylindazol-5-yl)-1,4-dihydroisoquinolin-3-one Chemical compound C=1C=C2N(C)N=CC2=CC=1N1C(=O)CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C1C1=CC=C(Cl)C=C1 AGDZKJPJHMEPJW-WPUOIDIFSA-N 0.000 claims 1
- SNYJOABYQQMNMR-DXHYANOHSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(2-methoxy-4-morpholin-4-ylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C(=C1)OC)=CC=C1N1CCOCC1 SNYJOABYQQMNMR-DXHYANOHSA-N 0.000 claims 1
- ALKKFALWFQJEEH-KUFXBUICSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(2-methoxy-5-methylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC(C)=CC=C1OC ALKKFALWFQJEEH-KUFXBUICSA-N 0.000 claims 1
- NFLOANPRJQMBJE-KUFXBUICSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-methoxy-2-methylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(OC)C=C1C NFLOANPRJQMBJE-KUFXBUICSA-N 0.000 claims 1
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- PZAJLQJGZRXWJJ-XZATXCMXSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-methylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C)C=C1 PZAJLQJGZRXWJJ-XZATXCMXSA-N 0.000 claims 1
- SMESOWQZCFBECR-COBFLCELSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-pyrazol-1-ylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N1C=CC=N1 SMESOWQZCFBECR-COBFLCELSA-N 0.000 claims 1
- LUWAWFOOPZTPHR-UEWHNOOISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-(4-pyrrolidin-1-ylphenyl)-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N1CCCC1 LUWAWFOOPZTPHR-UEWHNOOISA-N 0.000 claims 1
- RSKLVMJITCOSKY-XOBGVXBPSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(1-morpholin-4-ylethyl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCOCC1 RSKLVMJITCOSKY-XOBGVXBPSA-N 0.000 claims 1
- LBHRNHIJVFKNRX-XOBGVXBPSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(1-pyrrolidin-1-ylethyl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCCC1 LBHRNHIJVFKNRX-XOBGVXBPSA-N 0.000 claims 1
- SRGSBORUYIIAQG-XOBGVXBPSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(1-thiomorpholin-4-ylethyl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCSCC1 SRGSBORUYIIAQG-XOBGVXBPSA-N 0.000 claims 1
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- LBOWNFDUJCWXEG-UBIBJYAGSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(piperidine-1-carbonyl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(=O)N1CCCCC1 LBOWNFDUJCWXEG-UBIBJYAGSA-N 0.000 claims 1
- WZOZQGYBVVLCBN-LFDVRYLKSA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(pyridin-4-ylmethylamino)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1NCC1=CC=NC=C1 WZOZQGYBVVLCBN-LFDVRYLKSA-N 0.000 claims 1
- HFNKGSIJKTZXHH-UEWHNOOISA-N 7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-2-[4-(pyrrolidine-1-carbonyl)phenyl]-1,4-dihydroisoquinolin-3-one Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(=O)N1CCCC1 HFNKGSIJKTZXHH-UEWHNOOISA-N 0.000 claims 1
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- HYKCPCLAAGNDIK-DEHZDLLQSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(C)CC(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(C)CC(C)C)CC1 HYKCPCLAAGNDIK-DEHZDLLQSA-N 0.000 claims 1
- WJLGIZVNZCLDIH-AKVZGJDWSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)C(=O)N(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)C(=O)N(C)C)CC1 WJLGIZVNZCLDIH-AKVZGJDWSA-N 0.000 claims 1
- DAVPCRYBGNFETN-AIFRQZDJSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)C(C)=O)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)C(C)=O)CC1 DAVPCRYBGNFETN-AIFRQZDJSA-N 0.000 claims 1
- MELOZMHGPBUJQN-TWDYDMQUSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)S(C)(=O)=O)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](N(CC)S(C)(=O)=O)CC1 MELOZMHGPBUJQN-TWDYDMQUSA-N 0.000 claims 1
- UXOPQYXSZARASH-IHDHMKHVSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)C(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)C(C)C)CC1 UXOPQYXSZARASH-IHDHMKHVSA-N 0.000 claims 1
- SOQIVQVXODQKOH-BOANWVEESA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)CC(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)CC(C)C)CC1 SOQIVQVXODQKOH-BOANWVEESA-N 0.000 claims 1
- CKRMTHWXSWZXBS-NZFRUTCLSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)CC)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)CC)CC1 CKRMTHWXSWZXBS-NZFRUTCLSA-N 0.000 claims 1
- FRKOBZOXSFARTP-GYNNIAEXSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)N(C)C)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NC(=O)N(C)C)CC1 FRKOBZOXSFARTP-GYNNIAEXSA-N 0.000 claims 1
- INYDRJRTQPGLJK-BYCNXYFQSA-N O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NS(C)(=O)=O)CC1 Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C)C[C@H]1CC[C@H](NS(C)(=O)=O)CC1 INYDRJRTQPGLJK-BYCNXYFQSA-N 0.000 claims 1
- CNJDIPUBVSAEKF-WPUOIDIFSA-N [2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]urea Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)NC(N)=O)N1C1=CC=C(N(C)C)C=C1 CNJDIPUBVSAEKF-WPUOIDIFSA-N 0.000 claims 1
- 125000005189 alkyl hydroxy group Chemical group 0.000 claims 1
- 230000001028 anti-proliverative effect Effects 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- TZTVTMGZQVEMTM-PGRZUCIQSA-N methyl (2s)-1-[(1s)-1-[4-[(1s)-1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]pyrrolidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCN1[C@@H](C)C1=CC=C(N2C(CC3=CC(OC)=C(OC(C)C)C=C3[C@@H]2C=2C=CC(Cl)=CC=2)=O)C=C1 TZTVTMGZQVEMTM-PGRZUCIQSA-N 0.000 claims 1
- VRMVNHJSHIHIKW-UHFFFAOYSA-N methyl 4-[1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]-3-(1,3-thiazol-5-ylmethoxy)benzoate Chemical compound C=1N=CSC=1COC1=CC(C(=O)OC)=CC=C1N(C(CC1=CC(OC)=C(OC(C)C)C=C11)=O)C1C1=CC=C(Cl)C=C1 VRMVNHJSHIHIKW-UHFFFAOYSA-N 0.000 claims 1
- DDRYRORLOXFFJR-UHFFFAOYSA-N methyl 4-[1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]-3-(2h-tetrazol-5-ylmethoxy)benzoate Chemical compound N1=NNN=C1COC1=CC(C(=O)OC)=CC=C1N(C(CC1=CC(OC)=C(OC(C)C)C=C11)=O)C1C1=CC=C(Cl)C=C1 DDRYRORLOXFFJR-UHFFFAOYSA-N 0.000 claims 1
- JYOYRUXXCYCZMF-UHFFFAOYSA-N methyl 4-[1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]-3-methoxybenzoate Chemical compound COC1=CC(C(=O)OC)=CC=C1N1C(=O)CC2=CC(OC)=C(OC(C)C)C=C2C1C1=CC=C(Cl)C=C1 JYOYRUXXCYCZMF-UHFFFAOYSA-N 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- SANYBICWVNIEND-DHFMJDSQSA-N n-(2-aminoethyl)-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CCN)C(C)=O)C=C1 SANYBICWVNIEND-DHFMJDSQSA-N 0.000 claims 1
- WNOSFBBENNYQOC-KGUSEGQSSA-N n-(3-aminopropyl)-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CCCN)C(C)=O)C=C1 WNOSFBBENNYQOC-KGUSEGQSSA-N 0.000 claims 1
- YMCKBFUGFIAEDK-WJXDBAKQSA-N n-[(1r)-1-[4-[(1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylacetamide Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C([C@@H](C)N(CC)C(C)=O)C=C1 YMCKBFUGFIAEDK-WJXDBAKQSA-N 0.000 claims 1
- YMCKBFUGFIAEDK-PIFAPPPTSA-N n-[(1s)-1-[4-[(1r)-7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylacetamide Chemical compound N1([C@@H](C=2C=C(C(=CC=2CC1=O)OC)O[C@H](C)CC)C=1C=CC(Cl)=CC=1)C1=CC=C([C@H](C)N(CC)C(C)=O)C=C1 YMCKBFUGFIAEDK-PIFAPPPTSA-N 0.000 claims 1
- RNUWRMNKCXKTKT-GEFUHLBYSA-N n-[(1s)-1-[4-[(1s)-1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-2-(dimethylamino)acetamide Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)NC(=O)CN(C)C)=CC=C(Cl)C=C1 RNUWRMNKCXKTKT-GEFUHLBYSA-N 0.000 claims 1
- ALJXVBYJZHWAKW-ADSBAMQRSA-N n-[(1s)-1-[4-[(1s)-1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-2-methoxyacetamide Chemical compound C1=CC([C@H](C)NC(=O)COC)=CC=C1N1C(=O)CC2=CC(OC)=C(OC(C)C)C=C2[C@@H]1C1=CC=C(Cl)C=C1 ALJXVBYJZHWAKW-ADSBAMQRSA-N 0.000 claims 1
- JYVXYJKPEZKEFC-YRVHBCJASA-N n-[(1s)-1-[4-[(1s)-1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]acetamide Chemical compound C1([C@@H]2N(C(=O)CC=3C=C(C(=CC=32)OC(C)C)OC)C=2C=CC(=CC=2)[C@H](C)NC(C)=O)=CC=C(Cl)C=C1 JYVXYJKPEZKEFC-YRVHBCJASA-N 0.000 claims 1
- NEFIWXAITYMWFC-DDVNXTKHSA-N n-[(3r)-1-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]pyrrolidin-3-yl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@@H](NC(C)=O)C1 NEFIWXAITYMWFC-DDVNXTKHSA-N 0.000 claims 1
- TXXIBWMHDIDBPA-OVRCFHBYSA-N n-[(3s)-1-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]piperidin-3-yl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC[C@H](NC(C)=O)C1 TXXIBWMHDIDBPA-OVRCFHBYSA-N 0.000 claims 1
- NEFIWXAITYMWFC-UXUDZYTPSA-N n-[(3s)-1-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]pyrrolidin-3-yl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CC[C@H](NC(C)=O)C1 NEFIWXAITYMWFC-UXUDZYTPSA-N 0.000 claims 1
- KJXXFLDYJMPUJB-UHFFFAOYSA-N n-[1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-3-oxo-1,4-dihydroisoquinolin-7-yl]-2-methylpropanamide Chemical compound C12=CC(NC(=O)C(C)C)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 KJXXFLDYJMPUJB-UHFFFAOYSA-N 0.000 claims 1
- PEYVYAMBSDFHAF-UHFFFAOYSA-N n-[1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-3-oxo-1,4-dihydroisoquinolin-7-yl]-n-propan-2-ylacetamide Chemical compound C12=CC(N(C(C)=O)C(C)C)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 PEYVYAMBSDFHAF-UHFFFAOYSA-N 0.000 claims 1
- QIDKXFMFVFWYKZ-UHFFFAOYSA-N n-[1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-3-oxo-1,4-dihydroisoquinolin-7-yl]acetamide Chemical compound C=1C=C(N2C(CC3=CC=C(NC(C)=O)C=C3C2C=2C=CC(Cl)=CC=2)=O)C=CC=1N(C)CC1=CC=NC=C1 QIDKXFMFVFWYKZ-UHFFFAOYSA-N 0.000 claims 1
- LXXWMRDUHMJDSX-UHFFFAOYSA-N n-[1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-3-oxo-1,4-dihydroisoquinolin-7-yl]propanamide Chemical compound C12=CC(NC(=O)CC)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 LXXWMRDUHMJDSX-UHFFFAOYSA-N 0.000 claims 1
- WKPFGADMDMLPOJ-XFBJNOSPSA-N n-[1-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]piperidin-4-yl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N1CCC(NC(C)=O)CC1 WKPFGADMDMLPOJ-XFBJNOSPSA-N 0.000 claims 1
- MDPBDRRLFSBADH-MHJPDIQUSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-(2-methylpropyl)acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CC(C)C)C(C)=O)C=C1 MDPBDRRLFSBADH-MHJPDIQUSA-N 0.000 claims 1
- XRUNANKQUQZZNC-YFTDMWITSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-(cyclohexylmethyl)acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)CC1CCCCC1 XRUNANKQUQZZNC-YFTDMWITSA-N 0.000 claims 1
- LHNPXHSLMAUGIN-GJBZRHMXSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-(cyclopentylmethyl)acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)CC1CCCC1 LHNPXHSLMAUGIN-GJBZRHMXSA-N 0.000 claims 1
- ATKHBPCXKQWXSO-SELMQKCGSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-(cyclopropylmethyl)acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)CC1CC1 ATKHBPCXKQWXSO-SELMQKCGSA-N 0.000 claims 1
- ISZJXPGTOBQNAT-MHJPDIQUSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CCN(C)C)C(C)=O)C=C1 ISZJXPGTOBQNAT-MHJPDIQUSA-N 0.000 claims 1
- UHIZAMVQBHNXKL-BKCPDIIESA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-[3-(dimethylamino)propyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CCCN(C)C)C(C)=O)C=C1 UHIZAMVQBHNXKL-BKCPDIIESA-N 0.000 claims 1
- BBVSSIWLUURIDP-SELMQKCGSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-cyclobutylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)C1CCC1 BBVSSIWLUURIDP-SELMQKCGSA-N 0.000 claims 1
- OOULIXIKZOCRBO-GJBZRHMXSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-cyclohexylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)C1CCCCC1 OOULIXIKZOCRBO-GJBZRHMXSA-N 0.000 claims 1
- CDFSEMCZAQDSNO-XFBJNOSPSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-cyclopentylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)C1CCCC1 CDFSEMCZAQDSNO-XFBJNOSPSA-N 0.000 claims 1
- YVAVCAKGUBEWEN-GGUFMPKBSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethyl-1-methylpiperidine-3-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCCN(C)C1 YVAVCAKGUBEWEN-GGUFMPKBSA-N 0.000 claims 1
- ULAMUJSRTJOWES-XHTYTWNBSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethyl-1-methylpiperidine-4-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCN(C)CC1 ULAMUJSRTJOWES-XHTYTWNBSA-N 0.000 claims 1
- KWECQJWBXPVDCV-IQEJMKLESA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethyl-1-methylpyrrolidine-3-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCN(C)C1 KWECQJWBXPVDCV-IQEJMKLESA-N 0.000 claims 1
- YMCKBFUGFIAEDK-DHFMJDSQSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(CC)C(C)=O)C=C1 YMCKBFUGFIAEDK-DHFMJDSQSA-N 0.000 claims 1
- CQVINMJHLMFOCD-BKCPDIIESA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylpiperidine-4-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCNCC1 CQVINMJHLMFOCD-BKCPDIIESA-N 0.000 claims 1
- MJEHQZBSRNQRJR-UXQVXNSPSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-ethylpyrrolidine-3-carboxamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(CC)C(=O)C1CCNC1 MJEHQZBSRNQRJR-UXQVXNSPSA-N 0.000 claims 1
- VGLGNSRSXLUAAG-XFBJNOSPSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-piperidin-4-ylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)C1CCNCC1 VGLGNSRSXLUAAG-XFBJNOSPSA-N 0.000 claims 1
- NPNGTASCYCHYIZ-KGUSEGQSSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-propan-2-ylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(C(C)N(C(C)C)C(C)=O)C=C1 NPNGTASCYCHYIZ-KGUSEGQSSA-N 0.000 claims 1
- XWCSRRFSBLBOIM-KGUSEGQSSA-N n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]-n-propylacetamide Chemical compound C1=CC(C(C)N(CCC)C(C)=O)=CC=C1N1C(=O)CC2=CC(OC)=C(O[C@H](C)CC)C=C2C1C1=CC=C(Cl)C=C1 XWCSRRFSBLBOIM-KGUSEGQSSA-N 0.000 claims 1
- CGHWWFPSIJEUJL-VITKDRCNSA-N n-[2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)NC(C)=O)N1C1=CC=C(N(C)C)C=C1 CGHWWFPSIJEUJL-VITKDRCNSA-N 0.000 claims 1
- JUYRXVSXIUFQOJ-MFUYNUFSSA-N n-[2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]propanamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)NC(=O)CC)N1C1=CC=C(N(C)C)C=C1 JUYRXVSXIUFQOJ-MFUYNUFSSA-N 0.000 claims 1
- LWFLQMUHUMIQJZ-UHFFFAOYSA-N n-[2-[[1-(4-chlorophenyl)-2-[4-[methyl(pyridin-4-ylmethyl)amino]phenyl]-3-oxo-1,4-dihydroisoquinolin-7-yl]-propan-2-ylamino]ethyl]acetamide Chemical compound C12=CC(N(CCNC(C)=O)C(C)C)=CC=C2CC(=O)N(C=2C=CC(=CC=2)N(C)CC=2C=CN=CC=2)C1C1=CC=C(Cl)C=C1 LWFLQMUHUMIQJZ-UHFFFAOYSA-N 0.000 claims 1
- VJSBKCNOCNHASS-UHFFFAOYSA-N n-[4-[1-(4-chlorophenyl)-6-methoxy-3-oxo-7-propan-2-yloxy-1,4-dihydroisoquinolin-2-yl]phenyl]-2,2,2-trifluoro-n-methylacetamide Chemical compound C1=2C=C(OC(C)C)C(OC)=CC=2CC(=O)N(C=2C=CC(=CC=2)N(C)C(=O)C(F)(F)F)C1C1=CC=C(Cl)C=C1 VJSBKCNOCNHASS-UHFFFAOYSA-N 0.000 claims 1
- HCKIIIXWNXBFTC-PVFJFFHYSA-N n-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]-n-(cyclopentylmethyl)acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1N(C(C)=O)CC1CCCC1 HCKIIIXWNXBFTC-PVFJFFHYSA-N 0.000 claims 1
- VHKNQTVTMKLMIT-QHSQBYJISA-N n-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]-n-methylacetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(N(C)C(C)=O)C=C1 VHKNQTVTMKLMIT-QHSQBYJISA-N 0.000 claims 1
- KPVWHIFTYCQQON-WPUOIDIFSA-N n-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C1=CC=C(NC(C)=O)C=C1 KPVWHIFTYCQQON-WPUOIDIFSA-N 0.000 claims 1
- KEWVRNRHTOLMLI-UHFFFAOYSA-N n-[5-chloro-2-[6,7-diethoxy-2-(4-methoxyphenyl)-3-oxo-1,4-dihydroisoquinolin-1-yl]phenyl]acetamide Chemical compound C1=2C=C(OCC)C(OCC)=CC=2CC(=O)N(C=2C=CC(OC)=CC=2)C1C1=CC=C(Cl)C=C1NC(C)=O KEWVRNRHTOLMLI-UHFFFAOYSA-N 0.000 claims 1
- APSINCLWOMYKMT-MFUYNUFSSA-N n-[[2-[7-[(2r)-butan-2-yl]oxy-2-[4-(dimethylamino)phenyl]-6-methoxy-3-oxo-1,4-dihydroisoquinolin-1-yl]-5-chlorophenyl]methyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C(=CC(Cl)=CC=2)CNC(C)=O)N1C1=CC=C(N(C)C)C=C1 APSINCLWOMYKMT-MFUYNUFSSA-N 0.000 claims 1
- FZSXPBWAGIQNPL-YFTDMWITSA-N n-benzyl-n-[1-[4-[7-[(2r)-butan-2-yl]oxy-1-(4-chlorophenyl)-6-methoxy-3-oxo-1,4-dihydroisoquinolin-2-yl]phenyl]ethyl]acetamide Chemical compound O=C1CC=2C=C(OC)C(O[C@H](C)CC)=CC=2C(C=2C=CC(Cl)=CC=2)N1C(C=C1)=CC=C1C(C)N(C(C)=O)CC1=CC=CC=C1 FZSXPBWAGIQNPL-YFTDMWITSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 1
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 239000000052 vinegar Substances 0.000 claims 1
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| US9365576B2 (en) | 2012-05-24 | 2016-06-14 | Novartis Ag | Pyrrolopyrrolidinone compounds |
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