KR20040016844A - 유로텐신 ⅱ 수용체 길항제인1,2,3,4-테트라하이드로이소퀴놀린 유도체 - Google Patents

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Publication number

KR20040016844A

KR20040016844A KR10-2003-7012299A KR20037012299A KR20040016844A KR 20040016844 A KR20040016844 A KR 20040016844A KR 20037012299 A KR20037012299 A KR 20037012299A KR 20040016844 A KR20040016844 A KR 20040016844A

Authority

KR

South Korea

Prior art keywords

dimethoxy

ethyl

dihydro

isoquinolin

urea

Prior art date

2001-03-27

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.)

Withdrawn

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• UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 title claims abstract description 12
• 239000005557 antagonist Substances 0.000 title claims abstract description 10
• 108050002984 Urotensin II receptors Proteins 0.000 title description 2
• 102000012327 Urotensin II receptors Human genes 0.000 title description 2
• 150000001875 compounds Chemical class 0.000 claims abstract description 138
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
• -1 [1,8] naphthyridin-4-yl Chemical group 0.000 claims description 54
• 239000000203 mixture Substances 0.000 claims description 35
• 125000000217 alkyl group Chemical group 0.000 claims description 26
• 239000004202 carbamide Substances 0.000 claims description 17
• 125000003545 alkoxy group Chemical group 0.000 claims description 16
• 239000001257 hydrogen Substances 0.000 claims description 16
• 229910052739 hydrogen Inorganic materials 0.000 claims description 16
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 12
• 239000000463 material Substances 0.000 claims description 11
• 150000003839 salts Chemical class 0.000 claims description 11
• 201000010099 disease Diseases 0.000 claims description 10
• 229910052736 halogen Inorganic materials 0.000 claims description 10
• 150000002367 halogens Chemical class 0.000 claims description 10
• 239000000126 substance Substances 0.000 claims description 10
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
• HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 8
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
• 150000002431 hydrogen Chemical class 0.000 claims description 8
• 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims description 7
• 125000003118 aryl group Chemical group 0.000 claims description 7
• 125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 6
• 206010010904 Convulsion Diseases 0.000 claims description 6
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• 208000006673 asthma Diseases 0.000 claims description 6
• 206010012601 diabetes mellitus Diseases 0.000 claims description 6
• 239000002904 solvent Substances 0.000 claims description 6
• 206010012289 Dementia Diseases 0.000 claims description 5
• 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
• 229910052760 oxygen Inorganic materials 0.000 claims description 5
• 102000005962 receptors Human genes 0.000 claims description 5
• 108020003175 receptors Proteins 0.000 claims description 5
• NZJLTTPPHKWCCD-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(7-methyl-1,8-naphthyridin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=C(C)N=C3N=CC=2)C1CC1=CC=C(F)C=C1 NZJLTTPPHKWCCD-UHFFFAOYSA-N 0.000 claims description 4
• NQKNPCBWMNVULG-UHFFFAOYSA-N 1-[2-[benzyl(methyl)amino]pyridin-4-yl]-3-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]urea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC(C=1)=CC=NC=1N(C)CC1=CC=CC=C1 NQKNPCBWMNVULG-UHFFFAOYSA-N 0.000 claims description 4
• 125000006497 3-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1[H])C([H])([H])* 0.000 claims description 4
• 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 4
• 208000035202 High altitude pulmonary edema Diseases 0.000 claims description 4
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• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
• 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 4
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
• 238000002054 transplantation Methods 0.000 claims description 4
• WLZQSCSPTZZOMK-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(F)C=C1 WLZQSCSPTZZOMK-UHFFFAOYSA-N 0.000 claims description 3
• UVXNPDXMWNAWLY-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(5,6,7,8-tetrahydroquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C=3CCCCC=3N=CC=2)C1CC1=CC=C(F)C=C1 UVXNPDXMWNAWLY-UHFFFAOYSA-N 0.000 claims description 3
• SXOLGZSJYMSVIZ-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(F)C=C1 SXOLGZSJYMSVIZ-UHFFFAOYSA-N 0.000 claims description 3
• CBJSOSSLXHWJES-UHFFFAOYSA-N 1-[2-[1-[2-(4-fluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C=C1 CBJSOSSLXHWJES-UHFFFAOYSA-N 0.000 claims description 3
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 3
• 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 3
• 208000024827 Alzheimer disease Diseases 0.000 claims description 3
• 206010002383 Angina Pectoris Diseases 0.000 claims description 3
• 206010002482 Angiosclerosis Diseases 0.000 claims description 3
• 208000019901 Anxiety disease Diseases 0.000 claims description 3
• 201000001320 Atherosclerosis Diseases 0.000 claims description 3
• 201000006474 Brain Ischemia Diseases 0.000 claims description 3
• 206010006458 Bronchitis chronic Diseases 0.000 claims description 3
• 206010007559 Cardiac failure congestive Diseases 0.000 claims description 3
• 206010008120 Cerebral ischaemia Diseases 0.000 claims description 3
• 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 3
• PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims description 3
• 108010036949 Cyclosporine Proteins 0.000 claims description 3
• 206010011878 Deafness Diseases 0.000 claims description 3
• 208000002249 Diabetes Complications Diseases 0.000 claims description 3
• 206010012655 Diabetic complications Diseases 0.000 claims description 3
• 208000010228 Erectile Dysfunction Diseases 0.000 claims description 3
• 208000010412 Glaucoma Diseases 0.000 claims description 3
• 206010018364 Glomerulonephritis Diseases 0.000 claims description 3
• 208000019695 Migraine disease Diseases 0.000 claims description 3
• 206010028980 Neoplasm Diseases 0.000 claims description 3
• 208000002193 Pain Diseases 0.000 claims description 3
• 206010037423 Pulmonary oedema Diseases 0.000 claims description 3
• 208000003782 Raynaud disease Diseases 0.000 claims description 3
• 208000012322 Raynaud phenomenon Diseases 0.000 claims description 3
• 208000001647 Renal Insufficiency Diseases 0.000 claims description 3
• 206010038490 Renal pain Diseases 0.000 claims description 3
• 206010040047 Sepsis Diseases 0.000 claims description 3
• 238000002399 angioplasty Methods 0.000 claims description 3
• 230000036506 anxiety Effects 0.000 claims description 3
• 206010003119 arrhythmia Diseases 0.000 claims description 3
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
• 206010006451 bronchitis Diseases 0.000 claims description 3
• 201000011510 cancer Diseases 0.000 claims description 3
• 206010008118 cerebral infarction Diseases 0.000 claims description 3
• 208000007451 chronic bronchitis Diseases 0.000 claims description 3
• 208000020832 chronic kidney disease Diseases 0.000 claims description 3
• 229960001265 ciclosporin Drugs 0.000 claims description 3
• 229930182912 cyclosporin Natural products 0.000 claims description 3
• 230000010370 hearing loss Effects 0.000 claims description 3
• 231100000888 hearing loss Toxicity 0.000 claims description 3
• 208000016354 hearing loss disease Diseases 0.000 claims description 3
• 201000001881 impotence Diseases 0.000 claims description 3
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• 210000003734 kidney Anatomy 0.000 claims description 3
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• 210000000056 organ Anatomy 0.000 claims description 3
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• 208000007232 portal hypertension Diseases 0.000 claims description 3
• 208000005333 pulmonary edema Diseases 0.000 claims description 3
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• 201000000980 schizophrenia Diseases 0.000 claims description 3
• 230000035939 shock Effects 0.000 claims description 3
• 208000007056 sickle cell anemia Diseases 0.000 claims description 3
• 230000006016 thyroid dysfunction Effects 0.000 claims description 3
• 230000002792 vascular Effects 0.000 claims description 3
• RFPPNJDJUXZQMC-UHFFFAOYSA-N 1-[(3,4-dichlorophenyl)methyl]-6-methoxy-2-[2-[(2-methylquinolin-4-yl)carbamoylamino]ethyl]-n-propyl-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C=1C(C)=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC=2C=C(OC)C(C(=O)NCCC)=CC=2C1CC1=CC=C(Cl)C(Cl)=C1 RFPPNJDJUXZQMC-UHFFFAOYSA-N 0.000 claims description 2
• LUXJJPBWULBAJN-UHFFFAOYSA-N 1-[(3,4-dichlorophenyl)methyl]-6-methoxy-n,n-dimethyl-2-[2-[(2-methylquinolin-4-yl)carbamoylamino]ethyl]-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C1=2C=C(C(=O)N(C)C)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(Cl)C(Cl)=C1 LUXJJPBWULBAJN-UHFFFAOYSA-N 0.000 claims description 2
• PHRXGIDEEJSNTP-UHFFFAOYSA-N 1-[(3,4-dichlorophenyl)methyl]-6-methoxy-n-methyl-2-[2-[(2-methylquinolin-4-yl)carbamoylamino]ethyl]-3,4-dihydro-1h-isoquinoline-7-carboxamide Chemical compound C=1C(C)=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC=2C=C(OC)C(C(=O)NC)=CC=2C1CC1=CC=C(Cl)C(Cl)=C1 PHRXGIDEEJSNTP-UHFFFAOYSA-N 0.000 claims description 2
• IVCBFIXLBHFNLJ-UHFFFAOYSA-N 1-[2-(1-benzhydryl-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C=1C=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC=2C(OC)=CC=C(OC)C=2C1C(C=1C=CC=CC=1)C1=CC=CC=C1 IVCBFIXLBHFNLJ-UHFFFAOYSA-N 0.000 claims description 2
• YFFCIXMDLAWHOY-UHFFFAOYSA-N 1-[2-(1-benzhydryl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)C1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 YFFCIXMDLAWHOY-UHFFFAOYSA-N 0.000 claims description 2
• ZGZZBOFQGUNQFT-UHFFFAOYSA-N 1-[2-(1-benzhydryl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1C(C=1C=CC=CC=1)C1=CC=CC=C1 ZGZZBOFQGUNQFT-UHFFFAOYSA-N 0.000 claims description 2
• MDNNGMLXSHFVGE-UHFFFAOYSA-N 1-[2-(1-benzyl-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=NC=CC=1NC(=O)NCCN1CCC2=CC=CC=C2C1CC1=CC=CC=C1 MDNNGMLXSHFVGE-UHFFFAOYSA-N 0.000 claims description 2
• BQNRYJHBHWUIJY-UHFFFAOYSA-N 1-[2-(1-benzyl-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C=1C=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC2=CC=CC=C2C1CC1=CC=CC=C1 BQNRYJHBHWUIJY-UHFFFAOYSA-N 0.000 claims description 2
• ATFLTLDVBOARQX-UHFFFAOYSA-N 1-[2-(1-benzyl-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=NC=CC=1NC(=O)NCCN1CCC=2C(OC)=CC=C(OC)C=2C1CC1=CC=CC=C1 ATFLTLDVBOARQX-UHFFFAOYSA-N 0.000 claims description 2
• XOIVNJHHLSAOEI-UHFFFAOYSA-N 1-[2-(1-benzyl-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C=1C=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC=2C(OC)=CC=C(OC)C=2C1CC1=CC=CC=C1 XOIVNJHHLSAOEI-UHFFFAOYSA-N 0.000 claims description 2
• KTOSUZZARDNXEK-UHFFFAOYSA-N 1-[2-(1-benzyl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=CC=C1 KTOSUZZARDNXEK-UHFFFAOYSA-N 0.000 claims description 2
• HVKBVYFEIOSMSJ-UHFFFAOYSA-N 1-[2-(1-benzyl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=CC=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 HVKBVYFEIOSMSJ-UHFFFAOYSA-N 0.000 claims description 2
• LWJKGFMIYZKUDV-UHFFFAOYSA-N 1-[2-(1-benzyl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=CC=C1 LWJKGFMIYZKUDV-UHFFFAOYSA-N 0.000 claims description 2
• IDOLYTOKBTYTAS-UHFFFAOYSA-N 1-[2-(1-benzyl-6-methoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=NC=CC=1NC(=O)NCCN1CCC2=CC(OC)=CC=C2C1CC1=CC=CC=C1 IDOLYTOKBTYTAS-UHFFFAOYSA-N 0.000 claims description 2
• FVGJGZTYMUILGK-UHFFFAOYSA-N 1-[2-(1-benzyl-6-methoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-3-quinolin-4-ylurea Chemical compound C=1C=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC2=CC(OC)=CC=C2C1CC1=CC=CC=C1 FVGJGZTYMUILGK-UHFFFAOYSA-N 0.000 claims description 2
• MQEJLJNQXYVUFF-MUUNZHRXSA-N 1-[2-[(1r)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=C(OC)C(OC)=CC=C1C[C@@H]1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC(C)=NC2=CC=CC=C12 MQEJLJNQXYVUFF-MUUNZHRXSA-N 0.000 claims description 2
• QGNVFJPVQOKCIM-HHHXNRCGSA-N 1-[2-[(1r)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1C[C@@H]1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 QGNVFJPVQOKCIM-HHHXNRCGSA-N 0.000 claims description 2
• WLZQSCSPTZZOMK-MUUNZHRXSA-N 1-[2-[(1r)-1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C([C@H]1N(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)CCC=2C=C(C(=CC=21)OC)OC)C1=CC=C(F)C=C1 WLZQSCSPTZZOMK-MUUNZHRXSA-N 0.000 claims description 2
• GKRDMWCAKIQXQU-UHFFFAOYSA-N 1-[2-[1-(1,3-benzodioxol-5-ylmethyl)-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=C2OCOC2=CC(CC2N(CCNC(=O)NC=3C4=CC=CC=C4N=C(C)C=3)CCC=3C=C(C(=CC=32)OC)OC)=C1 GKRDMWCAKIQXQU-UHFFFAOYSA-N 0.000 claims description 2
• MEPYDGOMPYMDLH-UHFFFAOYSA-N 1-[2-[1-(1,3-benzodioxol-5-ylmethyl)-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C2OCOC2=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 MEPYDGOMPYMDLH-UHFFFAOYSA-N 0.000 claims description 2
• RCWNFQOIKSKDCB-UHFFFAOYSA-N 1-[2-[1-(1,3-benzodioxol-5-ylmethyl)-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C2OCOC2=CC(CC2N(CCNC(=O)NC=3C4=CC=CC=C4N=CC=3)CCC=3C=C(C(=CC=32)OC)OC)=C1 RCWNFQOIKSKDCB-UHFFFAOYSA-N 0.000 claims description 2
• QUFCEURLAKMOKZ-UHFFFAOYSA-N 1-[2-[1-[(2,5-dimethoxyphenyl)methyl]-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound COC1=CC=C(OC)C(CC2C3=C(OC)C=CC(OC)=C3CCN2CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)=C1 QUFCEURLAKMOKZ-UHFFFAOYSA-N 0.000 claims description 2
• HDKOEMTWLBMZQD-UHFFFAOYSA-N 1-[2-[1-[(2,5-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound COC1=CC=C(OC)C(CC2C3=CC(OC)=C(OC)C=C3CCN2CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)=C1 HDKOEMTWLBMZQD-UHFFFAOYSA-N 0.000 claims description 2
• RFGAOISXGBDMGY-UHFFFAOYSA-N 1-[2-[1-[(2,6-dichlorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=C(Cl)C=CC=C1Cl RFGAOISXGBDMGY-UHFFFAOYSA-N 0.000 claims description 2
• VQVRTCJAZFRVAX-UHFFFAOYSA-N 1-[2-[1-[(3,4-difluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(F)C(F)=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 VQVRTCJAZFRVAX-UHFFFAOYSA-N 0.000 claims description 2
• ROCPYVNBCOHYOW-UHFFFAOYSA-N 1-[2-[1-[(3,4-difluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(F)C(F)=C1 ROCPYVNBCOHYOW-UHFFFAOYSA-N 0.000 claims description 2
• DNKAIBBVRRUCHR-UHFFFAOYSA-N 1-[2-[1-[(3,4-difluorophenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(F)C(F)=C1 DNKAIBBVRRUCHR-UHFFFAOYSA-N 0.000 claims description 2
• MEUSKRITIACWPZ-UHFFFAOYSA-N 1-[2-[1-[(3,4-difluorophenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(F)C(F)=C1 MEUSKRITIACWPZ-UHFFFAOYSA-N 0.000 claims description 2
• VRUFFLAKHXKOCI-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=C(OC)C=CC(OC)=C2CCN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 VRUFFLAKHXKOCI-UHFFFAOYSA-N 0.000 claims description 2
• DSWDMGXSJASKJF-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7,8-trimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=C(OC)C(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 DSWDMGXSJASKJF-UHFFFAOYSA-N 0.000 claims description 2
• VAXOLCDMJQHJQE-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(5,6,7,8-tetrahydroquinolin-4-yl)urea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC=NC2=C1CCCC2 VAXOLCDMJQHJQE-UHFFFAOYSA-N 0.000 claims description 2
• OZLRIYYGYVYMMI-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC=NC=C1 OZLRIYYGYVYMMI-UHFFFAOYSA-N 0.000 claims description 2
• QGNVFJPVQOKCIM-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 QGNVFJPVQOKCIM-UHFFFAOYSA-N 0.000 claims description 2
• OCRHZJCCOVNLHO-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-4,4-dimethyl-1,3-dihydroisoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2C(C)(C)CN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 OCRHZJCCOVNLHO-UHFFFAOYSA-N 0.000 claims description 2
• VJYPCWGHWWMOMC-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(OC)C(OC)=C1 VJYPCWGHWWMOMC-UHFFFAOYSA-N 0.000 claims description 2
• YJTXTLQNEIGRSQ-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(OC)C(OC)=CC=1CC1C=2C(OC)=CC(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 YJTXTLQNEIGRSQ-UHFFFAOYSA-N 0.000 claims description 2
• UIECUNILNQGGNZ-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(OC)C(OC)=C1 UIECUNILNQGGNZ-UHFFFAOYSA-N 0.000 claims description 2
• OWBLVDZBFUEHPW-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C=1C(C)=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC2=CC(OC)=CC=C2C1CC1=CC=C(OC)C(OC)=C1 OWBLVDZBFUEHPW-UHFFFAOYSA-N 0.000 claims description 2
• NJZTUXSCSSGVCL-UHFFFAOYSA-N 1-[2-[1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-7-phenylmethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OCC=3C=CC=CC=3)=C(OC)C=C2CCN1CCNC(=O)NC1=CC(C)=NC2=CC=CC=C12 NJZTUXSCSSGVCL-UHFFFAOYSA-N 0.000 claims description 2
• UVOKHAODNWXOOV-UHFFFAOYSA-N 1-[2-[1-[(3-fluoro-4-methoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=C(F)C(OC)=CC=C1CC1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC(C)=NC2=CC=CC=C12 UVOKHAODNWXOOV-UHFFFAOYSA-N 0.000 claims description 2
• HKLUFKBITIIEIA-UHFFFAOYSA-N 1-[2-[1-[(3-fluoro-4-methoxyphenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC=C(OC)C(F)=C1 HKLUFKBITIIEIA-UHFFFAOYSA-N 0.000 claims description 2
• ZHRRVNQMIWYGDS-UHFFFAOYSA-N 1-[2-[1-[(3-fluoro-4-methoxyphenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(OC)C(F)=C1 ZHRRVNQMIWYGDS-UHFFFAOYSA-N 0.000 claims description 2
• ATMKZRUZWHMMPY-UHFFFAOYSA-N 1-[2-[1-[(4-chlorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(Cl)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 ATMKZRUZWHMMPY-UHFFFAOYSA-N 0.000 claims description 2
• ORSOGNBISVHNNV-UHFFFAOYSA-N 1-[2-[1-[(4-chlorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(Cl)C=C1 ORSOGNBISVHNNV-UHFFFAOYSA-N 0.000 claims description 2
• IHPGIUGQRMJAMJ-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-pyrrolidin-1-ylpyridin-4-yl)urea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC(C=1)=CC=NC=1N1CCCC1 IHPGIUGQRMJAMJ-UHFFFAOYSA-N 0.000 claims description 2
• ZUIMCAJQNYQHEC-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-[2-(n-methylanilino)pyridin-4-yl]urea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC(C=1)=CC=NC=1N(C)C1=CC=CC=C1 ZUIMCAJQNYQHEC-UHFFFAOYSA-N 0.000 claims description 2
• QSCMGGAUXQSOBW-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 QSCMGGAUXQSOBW-UHFFFAOYSA-N 0.000 claims description 2
• QDBTYGGDJBGFRP-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(F)C=C1 QDBTYGGDJBGFRP-UHFFFAOYSA-N 0.000 claims description 2
• RJSQZTPLUCJHMY-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(F)C=C1 RJSQZTPLUCJHMY-UHFFFAOYSA-N 0.000 claims description 2
• MTZYDBVBDQNBKM-PKNBQFBNSA-N 1-[2-[1-[(e)-2-(2,4-difluorophenyl)ethenyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1\C=C\C1=CC=C(F)C=C1F MTZYDBVBDQNBKM-PKNBQFBNSA-N 0.000 claims description 2
• JUNVRDOMJRARAL-DHZHZOJOSA-N 1-[2-[1-[(e)-2-(2,5-difluorophenyl)ethenyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1\C=C\C1=CC(F)=CC=C1F JUNVRDOMJRARAL-DHZHZOJOSA-N 0.000 claims description 2
• VKQLEIRHPPMCKE-UHFFFAOYSA-N 1-[2-[1-[2-(2,3-difluorophenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=CC(F)=C1F VKQLEIRHPPMCKE-UHFFFAOYSA-N 0.000 claims description 2
• QIGQQWYZLWWODQ-UHFFFAOYSA-N 1-[2-[1-[2-(2,4-difluorophenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C=C1F QIGQQWYZLWWODQ-UHFFFAOYSA-N 0.000 claims description 2
• DVQVIKJCHOJWHO-UHFFFAOYSA-N 1-[2-[1-[2-(2,4-difluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C=C1F DVQVIKJCHOJWHO-UHFFFAOYSA-N 0.000 claims description 2
• CQSDVWQVMYZYDR-UHFFFAOYSA-N 1-[2-[1-[2-(2,4-difluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CCC1=CC=C(F)C=C1F CQSDVWQVMYZYDR-UHFFFAOYSA-N 0.000 claims description 2
• QOASOYQYNFSWQE-UHFFFAOYSA-N 1-[2-[1-[2-(2,5-difluorophenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC(F)=CC=C1F QOASOYQYNFSWQE-UHFFFAOYSA-N 0.000 claims description 2
• PQTNBDKYTJTDHA-UHFFFAOYSA-N 1-[2-[1-[2-(3,4-difluorophenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C(F)=C1 PQTNBDKYTJTDHA-UHFFFAOYSA-N 0.000 claims description 2
• XPWUBFIAZOORKB-UHFFFAOYSA-N 1-[2-[1-[2-(3,4-difluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C(F)=C1 XPWUBFIAZOORKB-UHFFFAOYSA-N 0.000 claims description 2
• BUNQYJQKVYFSMP-UHFFFAOYSA-N 1-[2-[1-[2-(3,4-difluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CCC1=CC=C(F)C(F)=C1 BUNQYJQKVYFSMP-UHFFFAOYSA-N 0.000 claims description 2
• VZKLNAOSSVMIIP-UHFFFAOYSA-N 1-[2-[1-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=C(OC)C(OC)=CC=C1CCC1C2=CC(OC)=C(OC)C=C2CCN1CCNC(=O)NC1=CC(C)=NC2=CC=CC=C12 VZKLNAOSSVMIIP-UHFFFAOYSA-N 0.000 claims description 2
• CKNITIJUFATYRA-UHFFFAOYSA-N 1-[2-[1-[2-(4-fluorophenyl)ethyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CCC1=CC=C(F)C=C1 CKNITIJUFATYRA-UHFFFAOYSA-N 0.000 claims description 2
• JFOHOACMTXTFEJ-UHFFFAOYSA-N 1-[2-[1-[2-(4-fluorophenyl)ethyl]-6,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C(OC)=CC(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CCC1=CC=C(F)C=C1 JFOHOACMTXTFEJ-UHFFFAOYSA-N 0.000 claims description 2
• AGYGNQJZSMAYCK-UHFFFAOYSA-N 1-[2-[1-[[3-fluoro-5-(trifluoromethyl)phenyl]methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=C(C)C=2)C1CC1=CC(F)=CC(C(F)(F)F)=C1 AGYGNQJZSMAYCK-UHFFFAOYSA-N 0.000 claims description 2
• OGJRMTDWDPHNLA-UHFFFAOYSA-N 1-[2-[5-[(3,4-dimethoxyphenyl)methyl]-7,8-dihydro-5h-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OCO3)=C3C=C2CCN1CCNC(=O)NC1=CC=NC=C1 OGJRMTDWDPHNLA-UHFFFAOYSA-N 0.000 claims description 2
• RYQFRZDZAAGEAL-UHFFFAOYSA-N 1-[2-[5-[(3,4-dimethoxyphenyl)methyl]-7,8-dihydro-5h-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=C(OC)C(OC)=CC=C1CC1C2=CC(OCO3)=C3C=C2CCN1CCNC(=O)NC1=CC=NC2=CC=CC=C12 RYQFRZDZAAGEAL-UHFFFAOYSA-N 0.000 claims description 2
• KOHVVQNLIYTZBA-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(1-phenylethyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethyl]-3-(2-methylquinolin-4-yl)urea Chemical compound COC=1C=C2CCN(C(C2=CC=1OC)C(C)C1=CC=CC=C1)CCNC(=O)NC1=CC(=NC2=CC=CC=C12)C KOHVVQNLIYTZBA-UHFFFAOYSA-N 0.000 claims description 2
• RLJUQFASJBADPT-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(1-phenylethyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound COC=1C=C2CCN(C(C2=CC=1OC)C(C)C1=CC=CC=C1)CCNC(=O)NC1=CC=NC=C1 RLJUQFASJBADPT-UHFFFAOYSA-N 0.000 claims description 2
• SIFRXBCINHHSGN-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(1-phenylethyl)-3,4-dihydro-1H-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound COC=1C=C2CCN(C(C2=CC=1OC)C(C)C1=CC=CC=C1)CCNC(=O)NC1=CC=NC2=CC=CC=C12 SIFRXBCINHHSGN-UHFFFAOYSA-N 0.000 claims description 2
• MQCIVCWSROTVHN-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(1-phenylpropyl)-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=CC=CC=1C(CC)C(C1=CC(OC)=C(OC)C=C1CC1)N1CCNC(=O)NC1=CC=NC=C1 MQCIVCWSROTVHN-UHFFFAOYSA-N 0.000 claims description 2
• SBGOWFVEWSGPNI-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(1-phenylpropyl)-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C=1C=NC2=CC=CC=C2C=1NC(=O)NCCN1CCC2=CC(OC)=C(OC)C=C2C1C(CC)C1=CC=CC=C1 SBGOWFVEWSGPNI-UHFFFAOYSA-N 0.000 claims description 2
• OOZPDPSTPKVOQC-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(naphthalen-2-ylmethyl)-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=C2C=CC=CC2=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 OOZPDPSTPKVOQC-UHFFFAOYSA-N 0.000 claims description 2
• ZHOSPFFVKPOPTJ-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(naphthalen-2-ylmethyl)-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=CC=CC2=CC(CC3N(CCNC(=O)NC=4C5=CC=CC=C5N=CC=4)CCC=4C=C(C(=CC=43)OC)OC)=CC=C21 ZHOSPFFVKPOPTJ-UHFFFAOYSA-N 0.000 claims description 2
• VOBDGADYLJSQPZ-UHFFFAOYSA-N 1-[2-[6,7-dimethoxy-1-(phenoxymethyl)-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-pyridin-4-ylurea Chemical compound C=1C=CC=CC=1OCC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC1=CC=NC=C1 VOBDGADYLJSQPZ-UHFFFAOYSA-N 0.000 claims description 2
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