ES2645470T3 - Moduladores del receptor cxcr7 - Google Patents

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Publication number

ES2645470T3

ES2645470T3 ES14730591.6T ES14730591T ES2645470T3 ES 2645470 T3 ES2645470 T3 ES 2645470T3 ES 14730591 T ES14730591 T ES 14730591T ES 2645470 T3 ES2645470 T3 ES 2645470T3

Authority

ES

Spain

Prior art keywords

ethyl

isoquinolin

tetrahydro

acetamide

benzyl

Prior art date

2013-05-30

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.)

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• 101150017558 ACKR3 gene Proteins 0.000 title 1
• -1 cyano, vinyl Chemical group 0.000 claims abstract description 944
• 150000001875 compounds Chemical class 0.000 claims abstract description 398
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 227
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 166
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 153
• 150000002367 halogens Chemical class 0.000 claims abstract description 145
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 122
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 121
• 239000001257 hydrogen Substances 0.000 claims abstract description 121
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 106
• 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 105
• 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 101
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 90
• 125000001424 substituent group Chemical group 0.000 claims abstract description 90
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 83
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 81
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract description 65
• 229910052799 carbon Inorganic materials 0.000 claims abstract description 63
• 125000004428 fluoroalkoxy group Chemical group 0.000 claims abstract description 59
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 58
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 56
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 56
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 56
• 150000001721 carbon Chemical group 0.000 claims abstract description 49
• 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 47
• 150000003839 salts Chemical class 0.000 claims abstract description 45
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 36
• 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 32
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 30
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 26
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 26
• 239000001301 oxygen Substances 0.000 claims abstract description 26
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 20
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 20
• 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 20
• 125000005842 heteroatom Chemical group 0.000 claims abstract description 17
• 239000011737 fluorine Substances 0.000 claims abstract description 16
• 229910052731 fluorine Inorganic materials 0.000 claims abstract description 16
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 16
• 229920006395 saturated elastomer Polymers 0.000 claims abstract description 15
• 229910052717 sulfur Inorganic materials 0.000 claims abstract description 14
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 13
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 13
• 125000003342 alkenyl group Chemical group 0.000 claims abstract description 12
• 239000011593 sulfur Substances 0.000 claims abstract description 12
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 10
• 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims abstract description 10
• 125000000304 alkynyl group Chemical group 0.000 claims abstract description 9
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 6
• 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 6
• HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims abstract description 6
• 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims abstract description 6
• 125000005647 linker group Chemical group 0.000 claims abstract description 5
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 10
• 150000002431 hydrogen Chemical group 0.000 claims abstract 8
• 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 80
• 206010028980 Neoplasm Diseases 0.000 claims description 69
• 238000011282 treatment Methods 0.000 claims description 47
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 46
• 201000011510 cancer Diseases 0.000 claims description 42
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 42
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 35
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 34
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 30
• 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 27
• 239000003814 drug Substances 0.000 claims description 26
• 201000010099 disease Diseases 0.000 claims description 24
• 238000001959 radiotherapy Methods 0.000 claims description 20
• 125000006494 2-trifluoromethyl benzyl group Chemical group [H]C1=C([H])C([H])=C(C(=C1[H])C([H])([H])*)C(F)(F)F 0.000 claims description 19
• 125000006493 trifluoromethyl benzyl group Chemical group 0.000 claims description 17
• 239000002253 acid Substances 0.000 claims description 16
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 15
• 239000002246 antineoplastic agent Substances 0.000 claims description 15
• 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 14
• 238000002360 preparation method Methods 0.000 claims description 13
• 230000002265 prevention Effects 0.000 claims description 13
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 13
• 125000004486 1-methylpiperidin-3-yl group Chemical group CN1CC(CCC1)* 0.000 claims description 12
• 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims description 12
• 229940127089 cytotoxic agent Drugs 0.000 claims description 12
• 239000004480 active ingredient Substances 0.000 claims description 11
• 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 9
• 206010016654 Fibrosis Diseases 0.000 claims description 9
• 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims description 9
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 9
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 8
• 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 8
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 8
• 208000023275 Autoimmune disease Diseases 0.000 claims description 8
• 230000004761 fibrosis Effects 0.000 claims description 8
• 239000008194 pharmaceutical composition Substances 0.000 claims description 8
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 7
• 208000027866 inflammatory disease Diseases 0.000 claims description 6
• 238000002626 targeted therapy Methods 0.000 claims description 6
• 206010052779 Transplant rejections Diseases 0.000 claims description 5
• 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
• PWJDPRGXJZYRMX-UHFFFAOYSA-N 5-[[2-[2-(methylamino)ethyl-[[3-(trifluoromethyl)pyridin-2-yl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid Chemical compound CNCCN(C(=O)CNC1=C2CCN(CC2=CC=C1)C(=O)O)CC1=NC=CC=C1C(F)(F)F PWJDPRGXJZYRMX-UHFFFAOYSA-N 0.000 claims description 4
• 239000011230 binding agent Substances 0.000 claims description 4
• DNBPATQUGTYUPS-UHFFFAOYSA-N 2-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-(2-pyrrolidin-1-ylethyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)C1=CC=CC=C1CN(C(=O)CC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1CCCC1 DNBPATQUGTYUPS-UHFFFAOYSA-N 0.000 claims description 3
• JJMMKCQDVZLYIT-UHFFFAOYSA-N N-benzyl-2-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound C(C1=CC=CC=C1)N(C(CC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN1CCCC1 JJMMKCQDVZLYIT-UHFFFAOYSA-N 0.000 claims description 3
• 150000004702 methyl esters Chemical class 0.000 claims description 3
• 229940080818 propionamide Drugs 0.000 claims description 3
• 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 3
• ZYHBGRRLAWDTFQ-OUKQBFOZSA-N (E)-N-[(2-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]-3-(2-ethyl-3,4-dihydro-1H-isoquinolin-5-yl)prop-2-enamide Chemical compound ClC1=C(CN(C(\C=C\C2=C3CCN(CC3=CC=C2)CC)=O)CCN(C)C)C=CC=C1 ZYHBGRRLAWDTFQ-OUKQBFOZSA-N 0.000 claims description 2
• GVGRKUJWZVFAKP-CMDGGOBGSA-N (E)-N-[(3-chloropyridin-2-yl)methyl]-3-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]prop-2-enamide Chemical compound ClC=1C(=NC=CC=1)CN(C(\C=C\C1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN1CCC(CC1)(F)F GVGRKUJWZVFAKP-CMDGGOBGSA-N 0.000 claims description 2
• NAHSNCGYSIFJPC-ZHACJKMWSA-N (E)-N-[(3-chloropyridin-2-yl)methyl]-3-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[2-(dimethylamino)ethyl]prop-2-enamide Chemical compound ClC=1C(=NC=CC=1)CN(C(\C=C\C1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN(C)C NAHSNCGYSIFJPC-ZHACJKMWSA-N 0.000 claims description 2
• GWRSJKZZORMQJI-VAWYXSNFSA-N (E)-N-[2-(dimethylamino)ethyl]-3-[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[[2-(trifluoromethyl)phenyl]methyl]prop-2-enamide Chemical compound CN(CCN(C(\C=C\C1=C2CCN(CC2=CC=C1)CCOC)=O)CC1=C(C=CC=C1)C(F)(F)F)C GWRSJKZZORMQJI-VAWYXSNFSA-N 0.000 claims description 2
• OEWIWBOMBTYQTK-MDZDMXLPSA-N (E)-N-[2-(dimethylamino)ethyl]-3-[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]prop-2-enamide Chemical compound CN(CCN(C(\C=C\C1=C2CCN(CC2=CC=C1)CCOC)=O)CC1=NC=CC=C1C(F)(F)F)C OEWIWBOMBTYQTK-MDZDMXLPSA-N 0.000 claims description 2
• YHQFMHAIUDSYKN-VAWYXSNFSA-N (e)-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-(1-methylpiperidin-4-yl)-n-[[2-(trifluoromethyl)phenyl]methyl]prop-2-enamide Chemical compound C1CN(C)CCC1N(C(=O)\C=C\C=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F YHQFMHAIUDSYKN-VAWYXSNFSA-N 0.000 claims description 2
• BNXQVZNQVXOZRX-HEHNFIMWSA-N (e)-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]-2-methyl-n-[[2-(trifluoromethyl)phenyl]methyl]prop-2-enamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1/C=C(\C)C(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F BNXQVZNQVXOZRX-HEHNFIMWSA-N 0.000 claims description 2
• CCIZSFZMKTUZHU-OUKQBFOZSA-N (e)-n-[(2-chlorophenyl)methyl]-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]prop-2-enamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1/C=C/C(=O)N(CCN(C)C)CC1=CC=CC=C1Cl CCIZSFZMKTUZHU-OUKQBFOZSA-N 0.000 claims description 2
• QJDAMSDBLVQSED-BUHFOSPRSA-N (e)-n-benzyl-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]prop-2-enamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1/C=C/C(=O)N(CCN(C)C)CC1=CC=CC=C1 QJDAMSDBLVQSED-BUHFOSPRSA-N 0.000 claims description 2
• STJTUBJFZUDGGS-OUKQBFOZSA-N (e)-n-benzyl-n-[2-(dimethylamino)ethyl]-3-(2-methyl-3,4-dihydro-1h-isoquinolin-5-yl)prop-2-enamide Chemical compound C=1C=CC=2CN(C)CCC=2C=1/C=C/C(=O)N(CCN(C)C)CC1=CC=CC=C1 STJTUBJFZUDGGS-OUKQBFOZSA-N 0.000 claims description 2
• HQCOLIKZYSZBGZ-UHFFFAOYSA-N 2-[(2-acetyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[2-(methylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C(C)(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCNC HQCOLIKZYSZBGZ-UHFFFAOYSA-N 0.000 claims description 2
• AOKUCUMOPDDIMW-UHFFFAOYSA-N 2-[(2-benzoyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C1=CC=CC=C1)(=O)N1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C AOKUCUMOPDDIMW-UHFFFAOYSA-N 0.000 claims description 2
• CYYSTTQSWLYXMZ-UHFFFAOYSA-N 2-[(2-benzoyl-3,4-dihydro-1h-isoquinolin-8-yl)amino]-n-benzyl-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(C(=O)C=3C=CC=CC=3)CC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 CYYSTTQSWLYXMZ-UHFFFAOYSA-N 0.000 claims description 2
• JMGWRRARQZVCAO-UHFFFAOYSA-N 2-[(2-benzoyl-3,4-dihydro-1h-isoquinolin-8-yl)oxy]-n-benzyl-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(C(=O)C=3C=CC=CC=3)CC=2C=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 JMGWRRARQZVCAO-UHFFFAOYSA-N 0.000 claims description 2
• MFFPRNHQFNVFQO-UHFFFAOYSA-N 2-[(2-cyclobutyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CCC1)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C MFFPRNHQFNVFQO-UHFFFAOYSA-N 0.000 claims description 2
• QHVHVNKXAXZENQ-UHFFFAOYSA-N 2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-(1-methylpiperidin-3-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)C1CN(CCC1)C QHVHVNKXAXZENQ-UHFFFAOYSA-N 0.000 claims description 2
• HGROLUOKHWJXSW-UHFFFAOYSA-N 2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-(1-methylpiperidin-4-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)C1CCN(CC1)C HGROLUOKHWJXSW-UHFFFAOYSA-N 0.000 claims description 2
• MTWCVYBYPSEHLO-UHFFFAOYSA-N 2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-(1-methylpiperidin-4-yl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2NCC(=O)N(C1CCN(C)CC1)CC1=CC=CC=C1C(F)(F)F MTWCVYBYPSEHLO-UHFFFAOYSA-N 0.000 claims description 2
• CZQXAPGSMAEUDE-UHFFFAOYSA-N 2-[(2-ethyl-3-oxo-1,4-dihydroisoquinolin-5-yl)amino]-N-(2-pyrrolidin-1-ylethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N1CC2=CC=CC(=C2CC1=O)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCCC1 CZQXAPGSMAEUDE-UHFFFAOYSA-N 0.000 claims description 2
• HJGDJHRMXFMWNU-UHFFFAOYSA-N 2-[[2-(1-cyclopropylethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)C(C)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C HJGDJHRMXFMWNU-UHFFFAOYSA-N 0.000 claims description 2
• BGKDDLGNXBAAHD-UHFFFAOYSA-N 2-[[2-(2,2-difluoropropanoyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(C)CCN(Cc1ccccc1C(F)(F)F)C(=O)CNc1cccc2CN(CCc12)C(=O)C(C)(F)F BGKDDLGNXBAAHD-UHFFFAOYSA-N 0.000 claims description 2
• FVPJKUJBLMHZKU-UHFFFAOYSA-N 2-[[2-(2-methoxyacetyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound COCC(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC FVPJKUJBLMHZKU-UHFFFAOYSA-N 0.000 claims description 2
• WZABCOGIZMYFOA-UHFFFAOYSA-N 2-[[2-(cyanomethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(#N)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C WZABCOGIZMYFOA-UHFFFAOYSA-N 0.000 claims description 2
• MZBQYSQLRSRUDN-UHFFFAOYSA-N 2-[[2-(cyclobutanecarbonyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CCC1)C(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC MZBQYSQLRSRUDN-UHFFFAOYSA-N 0.000 claims description 2
• SHPRLACUZGMJCE-UHFFFAOYSA-N 2-[[2-(cyclobutanecarbonyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CCC1)C(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCNC SHPRLACUZGMJCE-UHFFFAOYSA-N 0.000 claims description 2
• TVHOSBRXRPDYHX-UHFFFAOYSA-N 2-[[2-(cyclobutylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CCC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN(C)C TVHOSBRXRPDYHX-UHFFFAOYSA-N 0.000 claims description 2
• LJIDODSJZNCXKS-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-1-methyl-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1C(C2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC)C LJIDODSJZNCXKS-UHFFFAOYSA-N 0.000 claims description 2
• YUWCWJWJVZYMJY-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-1-oxo-3,4-dihydroisoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1C(C2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)=O YUWCWJWJVZYMJY-UHFFFAOYSA-N 0.000 claims description 2
• GQPMNWSBEQDQER-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-methylamino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)N(CC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)C GQPMNWSBEQDQER-UHFFFAOYSA-N 0.000 claims description 2
• RRHHVEMNLVPZBR-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(1,3-thiazol-5-ylmethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CC1=CN=CS1 RRHHVEMNLVPZBR-UHFFFAOYSA-N 0.000 claims description 2
• XDMXAWUKPZBBHE-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(1,4-dioxan-2-ylmethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)c1ccccc1CN(CC1COCCO1)C(=O)CNc1cccc2CN(CC3CC3)CCc12 XDMXAWUKPZBBHE-UHFFFAOYSA-N 0.000 claims description 2
• OVEKPPKCMPQRFU-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(2-hydroxypropyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CC(C)O OVEKPPKCMPQRFU-UHFFFAOYSA-N 0.000 claims description 2
• HLDPSJVIBRBQID-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(3,3-dimethylbutyl)-N-[(3-methylpyridin-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C)CCC(C)(C)C HLDPSJVIBRBQID-UHFFFAOYSA-N 0.000 claims description 2
• YOCDBIHZSCDOJA-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(3,3-dimethylbutyl)-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCC(C)(C)C YOCDBIHZSCDOJA-UHFFFAOYSA-N 0.000 claims description 2
• RBWWYOWWYBLNJG-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(oxan-4-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)C1CCOCC1 RBWWYOWWYBLNJG-UHFFFAOYSA-N 0.000 claims description 2
• ZCWSUNLFZUZZSK-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(pyrrolidin-3-ylmethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CC1CNCC1 ZCWSUNLFZUZZSK-UHFFFAOYSA-N 0.000 claims description 2
• BEVQKTURMJQOLS-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(3,3-difluoropiperidin-1-yl)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CC(CCC1)(F)F BEVQKTURMJQOLS-UHFFFAOYSA-N 0.000 claims description 2
• BJBUASSGRWRBTH-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CC(CC1)(F)F BJBUASSGRWRBTH-UHFFFAOYSA-N 0.000 claims description 2
• SQCGNEBOAUPIAX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-(1,3-thiazol-2-ylmethyl)acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC=1SC=CN=1)CCN(C)C SQCGNEBOAUPIAX-UHFFFAOYSA-N 0.000 claims description 2
• PHNOCSSPCYQZTB-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-(pyridin-2-ylmethyl)acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1)CCN(C)C PHNOCSSPCYQZTB-UHFFFAOYSA-N 0.000 claims description 2
• PHXNPLADLBQSHU-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[(3-fluoropyridin-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1F)CCN(C)C PHXNPLADLBQSHU-UHFFFAOYSA-N 0.000 claims description 2
• UZHJSYRDNPJWED-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[(3-methylpyridin-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C)CCN(C)C UZHJSYRDNPJWED-UHFFFAOYSA-N 0.000 claims description 2
• SJPXZDYMDRJILW-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[(4-methyl-1,3-thiazol-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC=1SC=C(N=1)C)CCN(C)C SJPXZDYMDRJILW-UHFFFAOYSA-N 0.000 claims description 2
• GBCAJTLESGFVAL-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CNCCN(Cc1ccccc1C(F)(F)F)C(=O)CNc1cccc2CN(CC3CC3)CCc12 GBCAJTLESGFVAL-UHFFFAOYSA-N 0.000 claims description 2
• JLAPAJKOACACQM-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCNC JLAPAJKOACACQM-UHFFFAOYSA-N 0.000 claims description 2
• GHFKEJGFNWWRNO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[1-fluoropropan-2-yl(methyl)amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C(CF)C GHFKEJGFNWWRNO-UHFFFAOYSA-N 0.000 claims description 2
• ABHSQCOFFZOJEY-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[2-fluoroethyl(methyl)amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)CCF ABHSQCOFFZOJEY-UHFFFAOYSA-N 0.000 claims description 2
• UHSYBLKYNAIBPI-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[di(propan-2-yl)amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CC(C)N(CCN(Cc1ccccc1C(F)(F)F)C(=O)CNc1cccc2CN(CC3CC3)CCc12)C(C)C UHSYBLKYNAIBPI-UHFFFAOYSA-N 0.000 claims description 2
• JCCLEQYRFYSXLU-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[ethyl-[(3-methyloxetan-3-yl)methyl]amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(CC1(COC1)C)CC JCCLEQYRFYSXLU-UHFFFAOYSA-N 0.000 claims description 2
• HXBXEXGOKYFEER-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[methyl(2,2,2-trifluoroethyl)amino]ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN(CC(F)(F)F)C HXBXEXGOKYFEER-UHFFFAOYSA-N 0.000 claims description 2
• SFNOFEDOJVVKKZ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[methyl(oxolan-3-yl)amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C1COCC1)C SFNOFEDOJVVKKZ-UHFFFAOYSA-N 0.000 claims description 2
• LHNDACOCLSFHEL-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-piperidin-4-yl-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)C1CCNCC1 LHNDACOCLSFHEL-UHFFFAOYSA-N 0.000 claims description 2
• KBEHVDXNWUFIPO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-pyrrolidin-3-yl-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)C1CNCC1 KBEHVDXNWUFIPO-UHFFFAOYSA-N 0.000 claims description 2
• UQFWAKTVALRZLO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(3,3-difluoroazetidin-1-yl)-2-oxoethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CC(=O)N1CC(C1)(F)F UQFWAKTVALRZLO-UHFFFAOYSA-N 0.000 claims description 2
• UOXBWRBXHAGASG-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(3,3-difluoropiperidin-1-yl)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN1CC(CCC1)(F)F UOXBWRBXHAGASG-UHFFFAOYSA-N 0.000 claims description 2
• XCSZBHIQLNPZBL-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCC(CC1)(F)F XCSZBHIQLNPZBL-UHFFFAOYSA-N 0.000 claims description 2
• UQHOYJRASWTQIC-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN1CCC(CC1)(F)F UQHOYJRASWTQIC-UHFFFAOYSA-N 0.000 claims description 2
• QSMPCBNJIHAWSX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C QSMPCBNJIHAWSX-UHFFFAOYSA-N 0.000 claims description 2
• BXOMYUAXVAITMB-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC BXOMYUAXVAITMB-UHFFFAOYSA-N 0.000 claims description 2
• KXJGYAQMYGXYGJ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(1-methylpiperidin-4-yl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1CN(C)CCC1N(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F KXJGYAQMYGXYGJ-UHFFFAOYSA-N 0.000 claims description 2
• DVPHAWPYCOFICO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-hydroxy-3-methoxypropyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CC(O)COC)CC1=CC=CC=C1C(F)(F)F DVPHAWPYCOFICO-UHFFFAOYSA-N 0.000 claims description 2
• DDFYIPGLGSACCP-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-methoxyethyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCOC)CC1=CC=CC=C1C(F)(F)F DDFYIPGLGSACCP-UHFFFAOYSA-N 0.000 claims description 2
• GQFXKNXZZITTPW-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-pyrrolidin-1-ylethyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)C1=CC=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1CCCC1 GQFXKNXZZITTPW-UHFFFAOYSA-N 0.000 claims description 2
• QGGNJXDUQQWPFU-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(3-pyrrolidin-1-ylpropyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)C1=CC=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCCN1CCCC1 QGGNJXDUQQWPFU-UHFFFAOYSA-N 0.000 claims description 2
• IORXRUNKJCUKFK-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[(2,4-difluorophenyl)methyl]-n-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound FC1=CC(F)=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1CCCC1 IORXRUNKJCUKFK-UHFFFAOYSA-N 0.000 claims description 2
• TUNGCOCGNMGTDS-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[(4-methyl-1,3-thiazol-2-yl)methyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CC1=CSC(CN(CC=2C(=CC=CC=2)C(F)(F)F)C(=O)CNC=2C=3CCN(CC4CC4)CC=3C=CC=2)=N1 TUNGCOCGNMGTDS-UHFFFAOYSA-N 0.000 claims description 2
• UDUSFCOWDUTKOV-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(1-methylpyrrolidin-2-yl)ethyl]-n-(2-phenylethyl)acetamide Chemical compound CN1CCCC1CCN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCC1=CC=CC=C1 UDUSFCOWDUTKOV-UHFFFAOYSA-N 0.000 claims description 2
• FBIUMDLZPWSUFG-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(1-methylpyrrolidin-2-yl)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN1CCCC1CCN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F FBIUMDLZPWSUFG-UHFFFAOYSA-N 0.000 claims description 2
• BORVOGBSTRYKIT-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(2-oxopyrrolidin-1-yl)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)C1=CC=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1C(=O)CCC1 BORVOGBSTRYKIT-UHFFFAOYSA-N 0.000 claims description 2
• BAAXRQMLKCXMJE-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-(2-phenylethyl)acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CCC1=CC=CC=C1 BAAXRQMLKCXMJE-UHFFFAOYSA-N 0.000 claims description 2
• GQLABYXLNTTXNX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[(2-fluorophenyl)methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1F GQLABYXLNTTXNX-UHFFFAOYSA-N 0.000 claims description 2
• PLVZQJAICOOBLP-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[2-[3-(trifluoromethyl)phenyl]ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CCC1=CC=CC(C(F)(F)F)=C1 PLVZQJAICOOBLP-UHFFFAOYSA-N 0.000 claims description 2
• BDUCHVXATQRCTI-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F BDUCHVXATQRCTI-UHFFFAOYSA-N 0.000 claims description 2
• FXUCWYXXTQHGJY-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=C(F)C=C1C(F)(F)F FXUCWYXXTQHGJY-UHFFFAOYSA-N 0.000 claims description 2
• DEYZFYAYUKDSEN-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[6-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC(C(F)(F)F)=N1 DEYZFYAYUKDSEN-UHFFFAOYSA-N 0.000 claims description 2
• YJXFJPLHWWLABH-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-[ethyl(methyl)amino]ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)CC)CC1=CC=CC=C1C(F)(F)F YJXFJPLHWWLABH-UHFFFAOYSA-N 0.000 claims description 2
• OIRAXZDMWHXKHE-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-6-methoxy-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=C(C(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)OC OIRAXZDMWHXKHE-UHFFFAOYSA-N 0.000 claims description 2
• ZXVWTGCUQZDDJX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-8-fluoro-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)F ZXVWTGCUQZDDJX-UHFFFAOYSA-N 0.000 claims description 2
• ODABZWGOHNGJDQ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-8-fluoro-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN(C)C)F ODABZWGOHNGJDQ-UHFFFAOYSA-N 0.000 claims description 2
• BIZVTYCWRNJHIO-UHFFFAOYSA-N 2-[[6-chloro-2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound ClC=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F BIZVTYCWRNJHIO-UHFFFAOYSA-N 0.000 claims description 2
• KVTUSMPNLUCCQO-UHFFFAOYSA-N 3,3-difluoropyrrolidine Chemical compound FC1(F)CCNC1 KVTUSMPNLUCCQO-UHFFFAOYSA-N 0.000 claims description 2
• DHAFWNAXHUVECC-UHFFFAOYSA-N 3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-(1-methylpiperidin-4-yl)-n-[[2-(trifluoromethyl)phenyl]methyl]propanamide Chemical compound C1CN(C)CCC1N(C(=O)CCC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F DHAFWNAXHUVECC-UHFFFAOYSA-N 0.000 claims description 2
• QQFURDOFMNFZKE-UHFFFAOYSA-N 3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]propanamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1CCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F QQFURDOFMNFZKE-UHFFFAOYSA-N 0.000 claims description 2
• SYSFSYPMHUCERE-UHFFFAOYSA-N 3-[2-(trifluoromethyl)phenyl]propanamide Chemical compound NC(=O)CCC1=CC=CC=C1C(F)(F)F SYSFSYPMHUCERE-UHFFFAOYSA-N 0.000 claims description 2
• NJNRRWPOICHHIO-UHFFFAOYSA-N 3-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]methyl]-1-[2-(dimethylamino)ethyl]-1-[[2-(trifluoromethyl)phenyl]methyl]urea Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)CNC(N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)=O NJNRRWPOICHHIO-UHFFFAOYSA-N 0.000 claims description 2
• MJOUJKDTBGXKIU-UHFFFAOYSA-N 4,4-difluoropiperidine Chemical compound FC1(F)CCNCC1 MJOUJKDTBGXKIU-UHFFFAOYSA-N 0.000 claims description 2
• MIYFWJMONFWWAS-UHFFFAOYSA-N 8-[[2-[2-(dimethylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-N,N-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxamide Chemical compound CN(C(=O)N1CC2=C(C=CC=C2CC1)NCC(N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)=O)C MIYFWJMONFWWAS-UHFFFAOYSA-N 0.000 claims description 2
• XBIUOHKTXPPDNB-UHFFFAOYSA-N 8-[[2-[2-(dimethylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-N-methyl-3,4-dihydro-1H-isoquinoline-2-carboxamide Chemical compound CNC(=O)N1CCc2cccc(NCC(=O)N(CCN(C)C)Cc3ccccc3C(F)(F)F)c2C1 XBIUOHKTXPPDNB-UHFFFAOYSA-N 0.000 claims description 2
• HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
• ICJIZTLXNQITBH-UHFFFAOYSA-N N-(2-aminoethyl)-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound NCCN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F ICJIZTLXNQITBH-UHFFFAOYSA-N 0.000 claims description 2
• PFEADQOZUZYTKS-UHFFFAOYSA-N N-[(2,6-difluorophenyl)methyl]-N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]acetamide Chemical compound FC1=C(CN(C(CNC=2C=CC=C3CCN(CC=23)CC)=O)CCN(C)C)C(=CC=C1)F PFEADQOZUZYTKS-UHFFFAOYSA-N 0.000 claims description 2
• KKTBZCFOGNPUCG-UHFFFAOYSA-N N-[(2-bromophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC1=C(CN(C(CNC2=C3CCN(CC3=CC=C2)CC2CC2)=O)CCN(C)C)C=CC=C1 KKTBZCFOGNPUCG-UHFFFAOYSA-N 0.000 claims description 2
• CZALGNKUGBZYDN-UHFFFAOYSA-N N-[(2-bromophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]acetamide Chemical compound BrC1=C(CN(C(CNC2=C3CCN(CC3=CC=C2)CC2CC2)=O)CCNC)C=CC=C1 CZALGNKUGBZYDN-UHFFFAOYSA-N 0.000 claims description 2
• OLKDBMLMBRRZAJ-UHFFFAOYSA-N N-[(2-chlorophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]acetamide Chemical compound ClC1=C(CN(C(CNC2=C3CCN(CC3=CC=C2)CC2CC2)=O)CCNC)C=CC=C1 OLKDBMLMBRRZAJ-UHFFFAOYSA-N 0.000 claims description 2
• PIRSVWSTYYJXTJ-UHFFFAOYSA-N N-[(2-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]acetamide Chemical compound ClC1=C(CN(C(CNC=2C=CC=C3CCN(CC=23)CC)=O)CCN(C)C)C=CC=C1 PIRSVWSTYYJXTJ-UHFFFAOYSA-N 0.000 claims description 2
• LSBBPYGDEVNWMV-UHFFFAOYSA-N N-[(2-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]acetamide Chemical compound ClC1=C(CN(C(CNC2=C3CCN(CC3=CC=C2)C(CC)=O)=O)CCN(C)C)C=CC=C1 LSBBPYGDEVNWMV-UHFFFAOYSA-N 0.000 claims description 2
• WFXWRSXWSSPBEF-UHFFFAOYSA-N N-[(3-bromopyridin-2-yl)methyl]-2-[(2-cyclobutyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC=1C(=NC=CC=1)CN(C(CNC=1C=CC=C2CCN(CC=12)C1CCC1)=O)CCN(C)C WFXWRSXWSSPBEF-UHFFFAOYSA-N 0.000 claims description 2
• UYMJEWDXSZELLF-UHFFFAOYSA-N N-[(3-bromopyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC=1C(=NC=CC=1)CN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN(C)C UYMJEWDXSZELLF-UHFFFAOYSA-N 0.000 claims description 2
• IGJRSPJDYHKIQC-UHFFFAOYSA-N N-[(3-bromopyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC=1C(=NC=CC=1)CN(C(CNC=1C=CC=C2CCN(CC=12)CC1CC1)=O)CCN(C)C IGJRSPJDYHKIQC-UHFFFAOYSA-N 0.000 claims description 2
• OOJADEOOUGKVBL-UHFFFAOYSA-N N-[(3-bromopyridin-4-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC=1C=NC=CC=1CN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN(C)C OOJADEOOUGKVBL-UHFFFAOYSA-N 0.000 claims description 2
• MCRKFLDWPZNNNK-UHFFFAOYSA-N N-[(3-chloropyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]acetamide Chemical compound ClC=1C(=NC=CC=1)CN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN1CCC(CC1)(F)F MCRKFLDWPZNNNK-UHFFFAOYSA-N 0.000 claims description 2
• FXKPIZWLAZKCCL-UHFFFAOYSA-N N-[(3-chloropyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]acetamide Chemical compound ClC=1C(=NC=CC=1)CN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCNC FXKPIZWLAZKCCL-UHFFFAOYSA-N 0.000 claims description 2
• BABAKAWBFYUGJF-UHFFFAOYSA-N N-[(3-chloropyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound ClC=1C(=NC=CC=1)CN(C(CNC=1C=CC=C2CCN(CC=12)CC1CC1)=O)CCN(C)C BABAKAWBFYUGJF-UHFFFAOYSA-N 0.000 claims description 2
• HZKHAPLGOLAMDJ-UHFFFAOYSA-N N-[(5-chloropyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound ClC=1C=CC(=NC=1)CN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCN(C)C HZKHAPLGOLAMDJ-UHFFFAOYSA-N 0.000 claims description 2
• UVFBMLWMOUKWHU-UHFFFAOYSA-N N-[2-(azepan-1-yl)ethyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC(F)(F)c1ccccc1CN(CCN1CCCCCC1)C(=O)CNc1cccc2CN(CC3CC3)CCc12 UVFBMLWMOUKWHU-UHFFFAOYSA-N 0.000 claims description 2
• DWHOFCIRXXOPBX-UHFFFAOYSA-N N-[2-(diethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)C(F)(F)F)CC DWHOFCIRXXOPBX-UHFFFAOYSA-N 0.000 claims description 2
• YXUOCKKHOPVJBL-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[(2-fluorophenyl)methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)F)C YXUOCKKHOPVJBL-UHFFFAOYSA-N 0.000 claims description 2
• FMKRPMYNNOGGJJ-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[(2-methylphenyl)methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)C)C FMKRPMYNNOGGJJ-UHFFFAOYSA-N 0.000 claims description 2
• MFVSHYKOLTYXQL-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[(3-fluoropyridin-2-yl)methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=NC=CC=C1F)C MFVSHYKOLTYXQL-UHFFFAOYSA-N 0.000 claims description 2
• BBOULSABGMGIEZ-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[(3-methylpyridin-2-yl)methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=NC=CC=C1C)C BBOULSABGMGIEZ-UHFFFAOYSA-N 0.000 claims description 2
• GUJKFZBBRBBXOG-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[(6-methylpyridin-2-yl)methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=NC(=CC=C1)C)C GUJKFZBBRBBXOG-UHFFFAOYSA-N 0.000 claims description 2
• ZLUVDCQQSZEQRO-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)C(F)(F)F)C ZLUVDCQQSZEQRO-UHFFFAOYSA-N 0.000 claims description 2
• DWGNWYMNAPSRIM-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[3-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=CC(=CC=C1)C(F)(F)F)C DWGNWYMNAPSRIM-UHFFFAOYSA-N 0.000 claims description 2
• PHOFMFQBWNFBFP-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)oxy]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(COC=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)C(F)(F)F)C PHOFMFQBWNFBFP-UHFFFAOYSA-N 0.000 claims description 2
• IJEWYJPYCCUFGD-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3-oxo-1,4-dihydroisoquinolin-5-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CC(N(CC2=CC=C1)CC)=O)=O)CC1=C(C=CC=C1)C(F)(F)F)C IJEWYJPYCCUFGD-UHFFFAOYSA-N 0.000 claims description 2
• RLKCNXSLLOZYOY-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-methyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C RLKCNXSLLOZYOY-UHFFFAOYSA-N 0.000 claims description 2
• YTMOSPXHOISCCC-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-methylsulfonyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(C)CCN(Cc1ccccc1C(F)(F)F)C(=O)CNc1cccc2CCN(Cc12)S(C)(=O)=O YTMOSPXHOISCCC-UHFFFAOYSA-N 0.000 claims description 2
• RCJFXBFPAMSAKD-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-propyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CCCN1CCc2c(C1)cccc2NCC(=O)N(CCN(C)C)Cc1ccccc1C(F)(F)F RCJFXBFPAMSAKD-UHFFFAOYSA-N 0.000 claims description 2
• KKAKRLFYSHPSGH-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-propyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CCC)=O)CC1=C(C=CC=C1)C(F)(F)F)C KKAKRLFYSHPSGH-UHFFFAOYSA-N 0.000 claims description 2
• BSVYZNWUXHUUAT-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-pyridin-2-yl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C1=NC=CC=C1)=O)CC1=C(C=CC=C1)C(F)(F)F)C BSVYZNWUXHUUAT-UHFFFAOYSA-N 0.000 claims description 2
• XAGPWWZMSCJATC-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-pyrimidin-2-yl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C1=NC=CC=N1)=O)CC1=C(C=CC=C1)C(F)(F)F)C XAGPWWZMSCJATC-UHFFFAOYSA-N 0.000 claims description 2
• WGYFUKCVKQSCQG-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(1-methoxypropan-2-yl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(COC)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C WGYFUKCVKQSCQG-UHFFFAOYSA-N 0.000 claims description 2
• QRSLDQNHDFBLLW-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2,2-dimethylpropyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC(C)(C)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C QRSLDQNHDFBLLW-UHFFFAOYSA-N 0.000 claims description 2
• XDPBKMZHFPXWOS-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2-fluoroethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)CCF)=O)CC1=C(C=CC=C1)C(F)(F)F)C XDPBKMZHFPXWOS-UHFFFAOYSA-N 0.000 claims description 2
• KFFDNNTZGJCHNV-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound COCCN1CCc2c(C1)cccc2NCC(=O)N(CCN(C)C)Cc1ccccc1C(F)(F)F KFFDNNTZGJCHNV-UHFFFAOYSA-N 0.000 claims description 2
• BXVIPULLQYMRRS-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC(C)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C BXVIPULLQYMRRS-UHFFFAOYSA-N 0.000 claims description 2
• AGOVHTNSTHPJFS-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3-oxo-1,4-dihydroisoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CC(N(CC2=CC=C1)CC(C)C)=O)=O)CC1=C(C=CC=C1)C(F)(F)F)C AGOVHTNSTHPJFS-UHFFFAOYSA-N 0.000 claims description 2
• UHYUSEYQDNHQAE-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(oxolan-3-yl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C1COCC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C UHYUSEYQDNHQAE-UHFFFAOYSA-N 0.000 claims description 2
• AFYHDRAMJHHNHS-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)C(=O)N1CCCC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C AFYHDRAMJHHNHS-UHFFFAOYSA-N 0.000 claims description 2
• LYBZOUNHVHKRQV-JTHBVZDNSA-N N-[2-(dimethylamino)ethyl]-2-[[2-[(1R,2R)-2-fluorocyclopropanecarbonyl]-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(=O)[C@@H]1[C@@H](C1)F)=O)CC1=C(C=CC=C1)C(F)(F)F)C LYBZOUNHVHKRQV-JTHBVZDNSA-N 0.000 claims description 2
• LYBZOUNHVHKRQV-GGAORHGYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-[(1S,2S)-2-fluorocyclopropanecarbonyl]-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(=O)[C@H]1[C@H](C1)F)=O)CC1=C(C=CC=C1)C(F)(F)F)C LYBZOUNHVHKRQV-GGAORHGYSA-N 0.000 claims description 2
• LCJOTNZJTFMMTO-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-[(3-methyloxetan-3-yl)methyl]-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)CC1(COC1)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C LCJOTNZJTFMMTO-UHFFFAOYSA-N 0.000 claims description 2
• SRZPZODAHMASHO-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-3-(2-ethyl-3,4-dihydro-1H-isoquinolin-5-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]propanamide Chemical compound CN(CCN(C(CCC1=C2CCN(CC2=CC=C1)CC)=O)CC1=C(C=CC=C1)C(F)(F)F)C SRZPZODAHMASHO-UHFFFAOYSA-N 0.000 claims description 2
• HUFBSWUNRIIIHE-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-3-[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[[2-(trifluoromethyl)phenyl]methyl]propanamide Chemical compound CN(CCN(C(CCC1=C2CCN(CC2=CC=C1)CCOC)=O)CC1=C(C=CC=C1)C(F)(F)F)C HUFBSWUNRIIIHE-UHFFFAOYSA-N 0.000 claims description 2
• OKGLKFAEFWHJRG-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-N-[(2-fluorophenyl)methyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(CC)=O)=O)CC1=C(C=CC=C1)F)C OKGLKFAEFWHJRG-UHFFFAOYSA-N 0.000 claims description 2
• KAUVDLJGVRJDPR-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-N-[(3-fluorophenyl)methyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(CC)=O)=O)CC1=CC(=CC=C1)F)C KAUVDLJGVRJDPR-UHFFFAOYSA-N 0.000 claims description 2
• MSQQQWWRQOZCLB-UHFFFAOYSA-N N-[2-(methylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound CNCCN(C(CNC1=C2CCN(CC2=CC=C1)C(CC)=O)=O)CC1=NC=CC=C1C(F)(F)F MSQQQWWRQOZCLB-UHFFFAOYSA-N 0.000 claims description 2
• DYHYSYJVSSXABO-UHFFFAOYSA-N N-[2-(methylamino)ethyl]-2-[[2-(2-methylpropanoyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C(C)C)(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC DYHYSYJVSSXABO-UHFFFAOYSA-N 0.000 claims description 2
• ZZXALKIFBXQMNL-UHFFFAOYSA-N N-[2-(methylamino)ethyl]-2-[[2-(2-methylpropanoyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C(C(C)C)(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCNC ZZXALKIFBXQMNL-UHFFFAOYSA-N 0.000 claims description 2
• QFQIFGOCHJTUIE-UHFFFAOYSA-N N-[2-[2-fluoroethyl(methyl)amino]ethyl]-2-[[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FCCN(CCN(C(CNC1=C2CCN(CC2=CC=C1)CCOC)=O)CC1=C(C=CC=C1)C(F)(F)F)C QFQIFGOCHJTUIE-UHFFFAOYSA-N 0.000 claims description 2
• OQMJFDSXKMVSKG-UHFFFAOYSA-N N-[2-[cyclobutyl(methyl)amino]ethyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CCC1)N(CCN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C OQMJFDSXKMVSKG-UHFFFAOYSA-N 0.000 claims description 2
• IRNVPKBEYCHQEK-UHFFFAOYSA-N N-[2-[cyclopentyl(methyl)amino]ethyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CCCC1)N(CCN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C IRNVPKBEYCHQEK-UHFFFAOYSA-N 0.000 claims description 2
• SJBBNNRZIOBNJI-UHFFFAOYSA-N N-[2-[cyclopropyl(methyl)amino]ethyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)N(CCN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C SJBBNNRZIOBNJI-UHFFFAOYSA-N 0.000 claims description 2
• BLKFJCSRJVLBDW-UHFFFAOYSA-N N-[2-[cyclopropyl(methyl)amino]ethyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)N(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F)C BLKFJCSRJVLBDW-UHFFFAOYSA-N 0.000 claims description 2
• XHJRTAAULFIBAB-UHFFFAOYSA-N N-benzyl-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound C(C1=CC=CC=C1)N(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CCN1CCCC1 XHJRTAAULFIBAB-UHFFFAOYSA-N 0.000 claims description 2
• SLYLPCWRTXPEIC-UHFFFAOYSA-N N-benzyl-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[2-(1-methylpyrrolidin-2-yl)ethyl]acetamide Chemical compound C(C1=CC=CC=C1)N(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CCC1N(CCC1)C SLYLPCWRTXPEIC-UHFFFAOYSA-N 0.000 claims description 2
• JIEUZVMWAWMDRV-UHFFFAOYSA-N N-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(1-methylpyrrolidin-2-yl)ethyl]acetamide Chemical compound C(C1=CC=CC=C1)N(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCC1N(CCC1)C JIEUZVMWAWMDRV-UHFFFAOYSA-N 0.000 claims description 2
• FGEAMLQOIRURTK-UHFFFAOYSA-N N-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]oxy]-N-(3-methylbutyl)acetamide Chemical compound C(C1=CC=CC=C1)N(C(COC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CCC(C)C FGEAMLQOIRURTK-UHFFFAOYSA-N 0.000 claims description 2
• DDKHXWKTDWWYGS-UHFFFAOYSA-N N-benzyl-N-[2-(diethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]acetamide Chemical compound C(C1=CC=CC=C1)N(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CCN(CC)CC DDKHXWKTDWWYGS-UHFFFAOYSA-N 0.000 claims description 2
• LPTNJJVRWBQWDO-UHFFFAOYSA-N N-benzyl-N-[3-(dimethylamino)propyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]acetamide Chemical compound C(C1=CC=CC=C1)N(C(CNC1=C2CCN(CC2=CC=C1)C(CC)=O)=O)CCCN(C)C LPTNJJVRWBQWDO-UHFFFAOYSA-N 0.000 claims description 2
• ZGPNJRICZNJLBS-UHFFFAOYSA-N N-ethyl-5-[[2-[2-(methylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxamide Chemical compound C(C)NC(=O)N1CC2=CC=CC(=C2CC1)NCC(N(CC1=C(C=CC=C1)C(F)(F)F)CCNC)=O ZGPNJRICZNJLBS-UHFFFAOYSA-N 0.000 claims description 2
• WSARQISKYSOZEU-UHFFFAOYSA-N N-ethyl-5-[[2-[2-(methylamino)ethyl-[[3-(trifluoromethyl)pyridin-2-yl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxamide Chemical compound C(C)NC(=O)N1CC2=CC=CC(=C2CC1)NCC(N(CC1=NC=CC=C1C(F)(F)F)CCNC)=O WSARQISKYSOZEU-UHFFFAOYSA-N 0.000 claims description 2
• UQVXTUAFIQXLJW-BUHFOSPRSA-N ethyl 2-[benzyl-[(E)-3-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]prop-2-enoyl]amino]acetate Chemical compound C1Cc2c(/C=C/C(=O)N(CC(=O)OCC)Cc3ccccc3)cccc2CN1CC1CC1 UQVXTUAFIQXLJW-BUHFOSPRSA-N 0.000 claims description 2
• QSTXTVUOIPUDBE-UHFFFAOYSA-N ethyl 5-[[2-[2-(methylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound C(C)OC(=O)N1CC2=CC=CC(=C2CC1)NCC(N(CC1=C(C=CC=C1)C(F)(F)F)CCNC)=O QSTXTVUOIPUDBE-UHFFFAOYSA-N 0.000 claims description 2
• PCXZJMZDYYWNIX-UHFFFAOYSA-N methyl 5-[[2-[2-(methylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound COC(=O)N1CC2=CC=CC(=C2CC1)NCC(N(CC1=C(C=CC=C1)C(F)(F)F)CCNC)=O PCXZJMZDYYWNIX-UHFFFAOYSA-N 0.000 claims description 2
• NHYWXCALNLYOON-UHFFFAOYSA-N methyl 8-[2-[benzyl-[2-(dimethylamino)ethyl]amino]-2-oxoethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound COC(=O)N1CCc2cccc(OCC(=O)N(CCN(C)C)Cc3ccccc3)c2C1 NHYWXCALNLYOON-UHFFFAOYSA-N 0.000 claims description 2
• UPEVWJORBQSWJI-UHFFFAOYSA-N n-[(2-chloro-4-fluorophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound ClC1=CC(F)=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1CCCC1 UPEVWJORBQSWJI-UHFFFAOYSA-N 0.000 claims description 2
• FRSPBPBETCUFLZ-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl FRSPBPBETCUFLZ-UHFFFAOYSA-N 0.000 claims description 2
• SJFXTVYJSQTTTL-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]propanamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1CCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl SJFXTVYJSQTTTL-UHFFFAOYSA-N 0.000 claims description 2
• AEDQVSBEOLZQOO-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl AEDQVSBEOLZQOO-UHFFFAOYSA-N 0.000 claims description 2
• BJLLTTCHONXIOJ-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)oxy]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2OCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl BJLLTTCHONXIOJ-UHFFFAOYSA-N 0.000 claims description 2
• FCPIJVIMFVJASF-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-n-[2-(dimethylamino)ethyl]-3-(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)propanamide Chemical compound C1=CC=C2CN(CC)CCC2=C1CCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl FCPIJVIMFVJASF-UHFFFAOYSA-N 0.000 claims description 2
• JLCVESNEBIDYFH-UHFFFAOYSA-N n-[(3-chloropyridin-2-yl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=NC=CC=C1Cl JLCVESNEBIDYFH-UHFFFAOYSA-N 0.000 claims description 2
• HIMYVSOLIOIKRW-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F HIMYVSOLIOIKRW-UHFFFAOYSA-N 0.000 claims description 2
• YPNUZOUJPXHMQK-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)oxy]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2OCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F YPNUZOUJPXHMQK-UHFFFAOYSA-N 0.000 claims description 2
• HIDYJRBFZUXCTH-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-n-[(2-fluorophenyl)methyl]-2-[(2-methyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C=1C=CC=2CN(C)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1F HIDYJRBFZUXCTH-UHFFFAOYSA-N 0.000 claims description 2
• JYGNXPDRGSXBLD-UHFFFAOYSA-N n-[2-(methylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2NCC(=O)N(CCNC)CC1=CC=CC=C1C(F)(F)F JYGNXPDRGSXBLD-UHFFFAOYSA-N 0.000 claims description 2
• JKHOUGGJVAPPEV-UHFFFAOYSA-N n-benzyl-2-[(2-benzyl-3,4-dihydro-1h-isoquinolin-8-yl)amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(CC=3C=CC=CC=3)CC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 JKHOUGGJVAPPEV-UHFFFAOYSA-N 0.000 claims description 2
• QQFYZKHDXKKDFT-UHFFFAOYSA-N n-benzyl-2-[(2-butanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C1N(C(=O)CCC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 QQFYZKHDXKKDFT-UHFFFAOYSA-N 0.000 claims description 2
• HOIOZVKGWXPMBW-UHFFFAOYSA-N n-benzyl-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2NCC(=O)N(CC=1C=CC=CC=1)CCN1CCCC1 HOIOZVKGWXPMBW-UHFFFAOYSA-N 0.000 claims description 2
• PCEYCHNIYFKNPI-UHFFFAOYSA-N n-benzyl-2-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(1-methylpyrrolidin-2-yl)ethyl]acetamide Chemical compound CN1CCCC1CCN(C(=O)CC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1 PCEYCHNIYFKNPI-UHFFFAOYSA-N 0.000 claims description 2
• JKJLNUCJRJMDOM-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclohexylmethyl)-3,4-dihydro-1h-isoquinolin-8-yl]amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(CC3CCCCC3)CC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 JKJLNUCJRJMDOM-UHFFFAOYSA-N 0.000 claims description 2
• NTRWMSYVIJSUOE-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(1-methylpyrrolidin-3-yl)acetamide Chemical compound C1N(C)CCC1N(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1 NTRWMSYVIJSUOE-UHFFFAOYSA-N 0.000 claims description 2
• MSXPGUJRAGWXSF-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound C1CCCN1CCN(CC=1C=CC=CC=1)C(=O)CNC(C=1CC2)=CC=CC=1CN2CC1CC1 MSXPGUJRAGWXSF-UHFFFAOYSA-N 0.000 claims description 2
• XRCUDYWSXBOQJV-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 XRCUDYWSXBOQJV-UHFFFAOYSA-N 0.000 claims description 2
• KGOKEJJMVUSWFQ-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[3-(dimethylamino)propyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCCN(C)C)CC1=CC=CC=C1 KGOKEJJMVUSWFQ-UHFFFAOYSA-N 0.000 claims description 2
• GDSAHTADYLTLIE-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-pyrrolidin-3-ylacetamide Chemical compound C=1C=CC=CC=1CN(C1CNCC1)C(=O)CNC(C=1CC2)=CC=CC=1CN2CC1CC1 GDSAHTADYLTLIE-UHFFFAOYSA-N 0.000 claims description 2
• IALYHLUWVWHFOQ-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]oxy]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 IALYHLUWVWHFOQ-UHFFFAOYSA-N 0.000 claims description 2
• CPBTXCDKXWJYQV-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-8-yl]amino]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(CC3CC3)CC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 CPBTXCDKXWJYQV-UHFFFAOYSA-N 0.000 claims description 2
• CQASXRNMQHXTEY-UHFFFAOYSA-N n-benzyl-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-8-yl]oxy]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CCN(CC3CC3)CC=2C=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 CQASXRNMQHXTEY-UHFFFAOYSA-N 0.000 claims description 2
• GTQXPOSRLBPCBO-UHFFFAOYSA-N n-benzyl-3-[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]-n-[2-(dimethylamino)ethyl]propanamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1CCC(=O)N(CCN(C)C)CC1=CC=CC=C1 GTQXPOSRLBPCBO-UHFFFAOYSA-N 0.000 claims description 2
• UVDJOEHJNCSNAJ-UHFFFAOYSA-N n-benzyl-n-[2-(1-methylpyrrolidin-2-yl)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2NCC(=O)N(CC=1C=CC=CC=1)CCC1CCCN1C UVDJOEHJNCSNAJ-UHFFFAOYSA-N 0.000 claims description 2
• BLLWMDNWMPETDK-UHFFFAOYSA-N n-benzyl-n-[2-(diethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C=1C=CC=2CN(C(=O)CC)CCC=2C=1NCC(=O)N(CCN(CC)CC)CC1=CC=CC=C1 BLLWMDNWMPETDK-UHFFFAOYSA-N 0.000 claims description 2
• NNEUHOMLCXGMDN-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C1N(CC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 NNEUHOMLCXGMDN-UHFFFAOYSA-N 0.000 claims description 2
• JGJRNHSSSGWROM-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1h-isoquinolin-8-yl)oxy]acetamide Chemical compound C=12CN(CC)CCC2=CC=CC=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 JGJRNHSSSGWROM-UHFFFAOYSA-N 0.000 claims description 2
• LTMDPYUDLSIAHY-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-methyl-3,4-dihydro-1h-isoquinolin-8-yl)oxy]acetamide Chemical compound C=1C=CC=2CCN(C)CC=2C=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 LTMDPYUDLSIAHY-UHFFFAOYSA-N 0.000 claims description 2
• OGFCKFGBXUCAGW-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 OGFCKFGBXUCAGW-UHFFFAOYSA-N 0.000 claims description 2
• GGLTUUASRSCVDR-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)oxy]acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 GGLTUUASRSCVDR-UHFFFAOYSA-N 0.000 claims description 2
• IGKFZTSKXOHDOJ-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-8-yl)oxy]acetamide Chemical compound C=12CN(C(=O)CC)CCC2=CC=CC=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 IGKFZTSKXOHDOJ-UHFFFAOYSA-N 0.000 claims description 2
• PXGIJGIIJZHSKD-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]acetamide Chemical compound C1N(CC(C)C)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1 PXGIJGIIJZHSKD-UHFFFAOYSA-N 0.000 claims description 2
• IMMUCMKJEBPMNB-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3,4-dihydro-1h-isoquinolin-5-yl]oxy]acetamide Chemical compound C1N(CC(C)C)CCC2=C1C=CC=C2OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 IMMUCMKJEBPMNB-UHFFFAOYSA-N 0.000 claims description 2
• ZZEWFHIZLHGGQX-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3,4-dihydro-1h-isoquinolin-8-yl]oxy]acetamide Chemical compound C=12CN(CC(C)C)CCC2=CC=CC=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1 ZZEWFHIZLHGGQX-UHFFFAOYSA-N 0.000 claims description 2
• JCWQPTVCDRFORS-UHFFFAOYSA-N n-benzyl-n-[2-(dimethylamino)ethyl]-3-(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)propanamide Chemical compound C1=CC=C2CN(C(=O)CC)CCC2=C1CCC(=O)N(CCN(C)C)CC1=CC=CC=C1 JCWQPTVCDRFORS-UHFFFAOYSA-N 0.000 claims description 2
• ITQLLOALJQHJCF-UHFFFAOYSA-N n-benzyl-n-[2-[butyl(methyl)amino]ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]acetamide Chemical compound C=1C=CC=2CN(C(=O)CC)CCC=2C=1NCC(=O)N(CCN(C)CCCC)CC1=CC=CC=C1 ITQLLOALJQHJCF-UHFFFAOYSA-N 0.000 claims description 2
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
• QZPCGSWUHRZHLS-UHFFFAOYSA-N propan-2-yl 8-[[2-[benzyl-[2-(dimethylamino)ethyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound C(C)(C)OC(=O)N1CC2=C(C=CC=C2CC1)NCC(N(CCN(C)C)CC1=CC=CC=C1)=O QZPCGSWUHRZHLS-UHFFFAOYSA-N 0.000 claims description 2
• YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 claims description 2
• JTZSFNHHVULOGJ-UHFFFAOYSA-N 3-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=CN=C1 JTZSFNHHVULOGJ-UHFFFAOYSA-N 0.000 claims 2
• DYYXHJOHIBWMFC-OUKQBFOZSA-N (E)-3-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]prop-2-enamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)/C=C/C(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C DYYXHJOHIBWMFC-OUKQBFOZSA-N 0.000 claims 1
• KUNQWLPWXCVFKV-MDZDMXLPSA-N (E)-N-[(3-chloropyridin-2-yl)methyl]-N-[2-(dimethylamino)ethyl]-3-[2-(2-methoxyethyl)-3,4-dihydro-1H-isoquinolin-5-yl]prop-2-enamide Chemical compound ClC=1C(=NC=CC=1)CN(C(\C=C\C1=C2CCN(CC2=CC=C1)CCOC)=O)CCN(C)C KUNQWLPWXCVFKV-MDZDMXLPSA-N 0.000 claims 1
• GSESKBQWZQMPNN-OUKQBFOZSA-N (E)-N-[2-(dimethylamino)ethyl]-3-(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]prop-2-enamide Chemical compound CN(CCN(C(\C=C\C=1C=CC=C2CCN(CC=12)CC)=O)CC1=C(C=CC=C1)C(F)(F)F)C GSESKBQWZQMPNN-OUKQBFOZSA-N 0.000 claims 1
• UDONEGVMBUPXHT-UHFFFAOYSA-N 1,1-dimethyl-3,4-dihydroisoquinoline-2-carboxylic acid Chemical compound C1=CC=C2C(C)(C)N(C(O)=O)CCC2=C1 UDONEGVMBUPXHT-UHFFFAOYSA-N 0.000 claims 1
• 125000006508 2,6-difluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C(F)=C1[H])C([H])([H])* 0.000 claims 1
• SUVJJRCVRZAJLE-UHFFFAOYSA-N 2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-(2-pyrrolidin-1-ylethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCCC1 SUVJJRCVRZAJLE-UHFFFAOYSA-N 0.000 claims 1
• VHOVOAAZAMYONS-UHFFFAOYSA-N 2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(C)N1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCNC VHOVOAAZAMYONS-UHFFFAOYSA-N 0.000 claims 1
• HNRCLZFDXVRGLW-HXUWFJFHSA-N 2-[[(1R)-2-(cyclopropylmethyl)-1-methyl-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1[C@@H](C2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)C HNRCLZFDXVRGLW-HXUWFJFHSA-N 0.000 claims 1
• QPHPPMFWIROLNN-UHFFFAOYSA-N 2-[[2-(2,2-difluorocyclopropanecarbonyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound FC1(C(C1)C(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)F QPHPPMFWIROLNN-UHFFFAOYSA-N 0.000 claims 1
• FSFNFRNYWXWWCR-UHFFFAOYSA-N 2-[[2-(cyclopropanecarbonyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CNCCN(Cc1ccccc1C(F)(F)F)C(=O)CNc1cccc2CN(CCc12)C(=O)C1CC1 FSFNFRNYWXWWCR-UHFFFAOYSA-N 0.000 claims 1
• KGAVGZJTOWJEQZ-UHFFFAOYSA-N 2-[[2-(cyclopropanecarbonyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(methylamino)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)C(=O)N1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCNC KGAVGZJTOWJEQZ-UHFFFAOYSA-N 0.000 claims 1
• QMAXFFPHGHSWCO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(1,2-oxazol-5-ylmethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CC1=CC=NO1 QMAXFFPHGHSWCO-UHFFFAOYSA-N 0.000 claims 1
• ZFXCAUVFNBSUJX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(2-piperazin-1-ylethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCNCC1 ZFXCAUVFNBSUJX-UHFFFAOYSA-N 0.000 claims 1
• DYTLSEFECAXVHR-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-(2-piperidin-1-ylethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCCCC1 DYTLSEFECAXVHR-UHFFFAOYSA-N 0.000 claims 1
• YWHZMPVTTWQVGJ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[(1-hydroxycyclopentyl)methyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CC1(CCCC1)O YWHZMPVTTWQVGJ-UHFFFAOYSA-N 0.000 claims 1
• WYTJIZBWJYYQCS-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(3,3-difluoropiperidin-1-yl)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN1CC(CCC1)(F)F WYTJIZBWJYYQCS-UHFFFAOYSA-N 0.000 claims 1
• QBFKSHDXSUTZMZ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(4,4-difluoropiperidin-1-yl)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN1CCC(CC1)(F)F QBFKSHDXSUTZMZ-UHFFFAOYSA-N 0.000 claims 1
• LGTGQOUZGLITOI-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[(5-fluoropyridin-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=C(C=C1)F)CCN(C)C LGTGQOUZGLITOI-UHFFFAOYSA-N 0.000 claims 1
• GPLKDXFAXNWWGJ-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[(5-methylpyridin-2-yl)methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=NC=C(C=C1)C)CCN(C)C GPLKDXFAXNWWGJ-UHFFFAOYSA-N 0.000 claims 1
• JVYDFOZDQJHZRR-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-[methyl(propan-2-yl)amino]ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=CC(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C(C)C JVYDFOZDQJHZRR-UHFFFAOYSA-N 0.000 claims 1
• WXPJTJOHXBEYHB-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(3,3-difluoropyrrolidin-1-yl)ethyl]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=NC=CC=C1C(F)(F)F)CCN1CC(CC1)(F)F WXPJTJOHXBEYHB-UHFFFAOYSA-N 0.000 claims 1
• GEIFCWFKAMNEDC-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[3-(trifluoromethoxy)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)NCC(=O)N(CC1=CC(=CC=C1)OC(F)(F)F)CCN(C)C GEIFCWFKAMNEDC-UHFFFAOYSA-N 0.000 claims 1
• ILSXKUBZFYSGMR-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(1-methylpiperidin-3-yl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(C)CCCC1N(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F ILSXKUBZFYSGMR-UHFFFAOYSA-N 0.000 claims 1
• BSZNCMMVZHTWCU-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(2-methylsulfonylethyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCS(=O)(=O)C)CC1=CC=CC=C1C(F)(F)F BSZNCMMVZHTWCU-UHFFFAOYSA-N 0.000 claims 1
• CSEGHIKTOROQRI-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-(4-hydroxycyclohexyl)-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1CC(O)CCC1N(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CC1=CC=CC=C1C(F)(F)F CSEGHIKTOROQRI-UHFFFAOYSA-N 0.000 claims 1
• UESRXDVGTIJQLV-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[(2-fluorophenyl)methyl]-n-(2-pyrrolidin-1-ylethyl)acetamide Chemical compound FC1=CC=CC=C1CN(C(=O)CNC=1C=2CCN(CC3CC3)CC=2C=CC=1)CCN1CCCC1 UESRXDVGTIJQLV-UHFFFAOYSA-N 0.000 claims 1
• PJZFHGQKJANDDO-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(diethylamino)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(CC)CC)CC1=CC=CC=C1C(F)(F)F PJZFHGQKJANDDO-UHFFFAOYSA-N 0.000 claims 1
• CEJQZXAHLLXEKF-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=NC=CC=C1C(F)(F)F CEJQZXAHLLXEKF-UHFFFAOYSA-N 0.000 claims 1
• HLXKQHJLTJHWKX-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-4,4-dimethyl-1,3-dihydroisoquinolin-5-yl]amino]-n-[2-(dimethylamino)ethyl]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CC(C)(C)C=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F HLXKQHJLTJHWKX-UHFFFAOYSA-N 0.000 claims 1
• IHIFXVISIZFWEK-UHFFFAOYSA-N 2-[[2-(cyclopropylmethyl)-6-methyl-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1(CC1)CN1CC2=CC=C(C(=C2CC1)NCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)C IHIFXVISIZFWEK-UHFFFAOYSA-N 0.000 claims 1
• DEUFKNCVAHQGKU-UHFFFAOYSA-N 3-[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-8-yl]-N-[2-(dimethylamino)ethyl]-N-[[2-(trifluoromethyl)phenyl]methyl]propanamide Chemical compound C1(CC1)CN1CC2=C(C=CC=C2CC1)CCC(=O)N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C DEUFKNCVAHQGKU-UHFFFAOYSA-N 0.000 claims 1
• 125000006279 3-bromobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Br)=C1[H])C([H])([H])* 0.000 claims 1
• 125000006495 3-trifluoromethyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])*)C(F)(F)F 0.000 claims 1
• FMOLPVXJWREZHE-UHFFFAOYSA-N N-(2-cyanoethyl)-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C(#N)CCN(C(CNC1=C2CCN(CC2=CC=C1)CC1CC1)=O)CC1=C(C=CC=C1)C(F)(F)F FMOLPVXJWREZHE-UHFFFAOYSA-N 0.000 claims 1
• HQKYGTAMQHZCFL-UHFFFAOYSA-N N-[(4-bromophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[2-(dimethylamino)ethyl]acetamide Chemical compound BrC1=CC=C(CN(C(CNC2=C3CCN(CC3=CC=C2)CC2CC2)=O)CCN(C)C)C=C1 HQKYGTAMQHZCFL-UHFFFAOYSA-N 0.000 claims 1
• VOTUXDKCYVRSKT-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-ethyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)CC)=O)CC1=NC=CC=C1C(F)(F)F)C VOTUXDKCYVRSKT-UHFFFAOYSA-N 0.000 claims 1
• PQHSUAZVIUAIPQ-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-8-yl)amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC=1C=CC=C2CCN(CC=12)C(CC)=O)=O)CC1=C(C=CC=C1)C(F)(F)F)C PQHSUAZVIUAIPQ-UHFFFAOYSA-N 0.000 claims 1
• PKYUNMYGKFRCMR-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(2-methylpropyl)-3-oxo-1,4-dihydroisoquinolin-5-yl]amino]-N-[[3-(trifluoromethyl)pyridin-2-yl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CC(N(CC2=CC=C1)CC(C)C)=O)=O)CC1=NC=CC=C1C(F)(F)F)C PKYUNMYGKFRCMR-UHFFFAOYSA-N 0.000 claims 1
• SKVPKWNWRFMLMC-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[[2-(3-methylbutan-2-yl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(C(C)C)C)=O)CC1=C(C=CC=C1)C(F)(F)F)C SKVPKWNWRFMLMC-UHFFFAOYSA-N 0.000 claims 1
• JAPMNBVDCWRIFM-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-N-[(2-methylphenyl)methyl]-2-[(2-propanoyl-3,4-dihydro-1H-isoquinolin-5-yl)amino]acetamide Chemical compound CN(CCN(C(CNC1=C2CCN(CC2=CC=C1)C(CC)=O)=O)CC1=C(C=CC=C1)C)C JAPMNBVDCWRIFM-UHFFFAOYSA-N 0.000 claims 1
• QADHCAUFMMERDH-UHFFFAOYSA-N N-[2-(methylamino)ethyl]-2-[[2-(3-methylbutanoyl)-3,4-dihydro-1H-isoquinolin-5-yl]amino]-N-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CNCCN(C(CNC1=C2CCN(CC2=CC=C1)C(CC(C)C)=O)=O)CC1=C(C=CC=C1)C(F)(F)F QADHCAUFMMERDH-UHFFFAOYSA-N 0.000 claims 1
• IYIGLWQQAMROOF-HHHXNRCGSA-N OSMI-1 Chemical compound COC1=C(C=CC=C1)[C@@H](NS(=O)(=O)C1=CC2=C(NC(=O)C=C2)C=C1)C(=O)N(CC1=CC=CO1)CC1=CC=CS1 IYIGLWQQAMROOF-HHHXNRCGSA-N 0.000 claims 1
• DMMWYHWAUCFWBY-UHFFFAOYSA-N methyl 5-[2-[benzyl-[2-(dimethylamino)ethyl]amino]-2-oxoethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound COC(=O)N1CCc2c(C1)cccc2OCC(=O)N(CCN(C)C)Cc1ccccc1 DMMWYHWAUCFWBY-UHFFFAOYSA-N 0.000 claims 1
• JMNOKYWQENFKGW-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-2-[[2-(cyclopropylmethyl)-3,4-dihydro-1h-isoquinolin-5-yl]oxy]-n-[2-(dimethylamino)ethyl]acetamide Chemical compound C=1C=CC=2CN(CC3CC3)CCC=2C=1OCC(=O)N(CCN(C)C)CC1=CC=CC=C1Cl JMNOKYWQENFKGW-UHFFFAOYSA-N 0.000 claims 1
• AWVLMSNZVLYCNQ-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-[(2-propanoyl-3,4-dihydro-1h-isoquinolin-5-yl)amino]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C1N(C(=O)CC)CCC2=C1C=CC=C2NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F AWVLMSNZVLYCNQ-UHFFFAOYSA-N 0.000 claims 1
• FFRWZRQJGNBLNT-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-[[2-(2,2,2-trifluoroethyl)-3,4-dihydro-1h-isoquinolin-5-yl]amino]-n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound C=1C=CC=2CN(CC(F)(F)F)CCC=2C=1NCC(=O)N(CCN(C)C)CC1=CC=CC=C1C(F)(F)F FFRWZRQJGNBLNT-UHFFFAOYSA-N 0.000 claims 1
• DPMHQVVAJWFHDT-UHFFFAOYSA-N n-[[2-(trifluoromethyl)phenyl]methyl]acetamide Chemical compound CC(=O)NCC1=CC=CC=C1C(F)(F)F DPMHQVVAJWFHDT-UHFFFAOYSA-N 0.000 claims 1
• YQQGAXJFXZAKDI-UHFFFAOYSA-N propan-2-yl 8-[[2-[2-(dimethylamino)ethyl-[[2-(trifluoromethyl)phenyl]methyl]amino]-2-oxoethyl]amino]-3,4-dihydro-1H-isoquinoline-2-carboxylate Chemical compound C(C)(C)OC(=O)N1CC2=C(C=CC=C2CC1)NCC(N(CC1=C(C=CC=C1)C(F)(F)F)CCN(C)C)=O YQQGAXJFXZAKDI-UHFFFAOYSA-N 0.000 claims 1
• 125000004429 atom Chemical group 0.000 abstract description 5
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