JPWO2020142612A5 - - Google Patents
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- Publication number
- JPWO2020142612A5 JPWO2020142612A5 JP2021539020A JP2021539020A JPWO2020142612A5 JP WO2020142612 A5 JPWO2020142612 A5 JP WO2020142612A5 JP 2021539020 A JP2021539020 A JP 2021539020A JP 2021539020 A JP2021539020 A JP 2021539020A JP WO2020142612 A5 JPWO2020142612 A5 JP WO2020142612A5
- Authority
- JP
- Japan
- Prior art keywords
- oxo
- amino
- isopropyl
- dihydropyrido
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 52
- 125000000623 heterocyclic group Chemical group 0.000 claims 38
- 229910052739 hydrogen Inorganic materials 0.000 claims 38
- 239000001257 hydrogen Substances 0.000 claims 38
- 229910052736 halogen Chemical group 0.000 claims 32
- 150000002367 halogens Chemical group 0.000 claims 31
- 125000003118 aryl group Chemical group 0.000 claims 30
- 150000002431 hydrogen Chemical group 0.000 claims 29
- 125000001072 heteroaryl group Chemical group 0.000 claims 27
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 24
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 23
- 150000003839 salts Chemical class 0.000 claims 22
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 21
- 239000003795 chemical substances by application Substances 0.000 claims 19
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims 16
- DROIHSMGGKKIJT-UHFFFAOYSA-N propane-1-sulfonamide Chemical compound CCCS(N)(=O)=O DROIHSMGGKKIJT-UHFFFAOYSA-N 0.000 claims 14
- 125000000217 alkyl group Chemical group 0.000 claims 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 10
- -1 C 1 -C 4 alkyl Chemical group 0.000 claims 10
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 9
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims 8
- 125000004943 pyrimidin-6-yl group Chemical group N1=CN=CC=C1* 0.000 claims 8
- 125000001424 substituent group Chemical group 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 4
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 4
- 229940124597 therapeutic agent Drugs 0.000 claims 4
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims 3
- 102100030013 Endoribonuclease Human genes 0.000 claims 3
- 101001010783 Homo sapiens Endoribonuclease Proteins 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 206010073071 hepatocellular carcinoma Diseases 0.000 claims 3
- 231100000844 hepatocellular carcinoma Toxicity 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- RXCWBNGJBFIGKV-UHFFFAOYSA-N 1-(2-fluorophenyl)-N-[2,3,6-trifluoro-4-[2-[(5-hydroxypiperidin-3-yl)amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound FC1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)NC2CNCC(C2)O)N(C1=O)C(C)C)F)F RXCWBNGJBFIGKV-UHFFFAOYSA-N 0.000 claims 2
- RPKUDMGMMKYLHZ-NFBCFJMWSA-N 1-phenyl-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-(oxolan-3-yl)pyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C1(=CC=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C1COCC1)F)F RPKUDMGMMKYLHZ-NFBCFJMWSA-N 0.000 claims 2
- WDHAAJIGSXNPFO-UHFFFAOYSA-N 8h-pyrido[2,3-d]pyrimidin-7-one Chemical compound N1=CN=C2NC(=O)C=CC2=C1 WDHAAJIGSXNPFO-UHFFFAOYSA-N 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 208000019838 Blood disease Diseases 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 206010009944 Colon cancer Diseases 0.000 claims 2
- 208000029462 Immunodeficiency disease Diseases 0.000 claims 2
- XYUFRDBHJDABIS-UHFFFAOYSA-N N-[4-[2-[[4-(dimethylamino)-3-fluorocyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2,3,6-trifluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN(C1C(CC(CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=C(C(=C(C(=C1)F)NS(=O)(=O)CCC(F)(F)F)F)F)=O)C(C)C)F)C XYUFRDBHJDABIS-UHFFFAOYSA-N 0.000 claims 2
- AUFNGUNLPUUFHU-IROOXBOJSA-N N-[4-[8-(1,1-difluoropropan-2-yl)-2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxopyrido[2,3-d]pyrimidin-6-yl]-2,3-difluorophenyl]-1-phenylmethanesulfonamide Chemical compound FC(C(C)N1C(C(=CC2=C1N=C(N=C2)N[C@@H]1CNC[C@H](C1)F)C1=C(C(=C(C=C1)NS(=O)(=O)CC1=CC=CC=C1)F)F)=O)F AUFNGUNLPUUFHU-IROOXBOJSA-N 0.000 claims 2
- QQWDEYLMOSREQU-WMZOPIPTSA-N N-[5-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]pyridin-2-yl]-1-(1-methylpyrazol-3-yl)methanesulfonamide Chemical compound F[C@H]1C[C@@H](CNC1)NC1=NC=2N(C(C(=NC=2C=N1)C=1C=CC(=NC=1)NS(=O)(=O)CC1=NN(C=C1)C)=O)C(C)C QQWDEYLMOSREQU-WMZOPIPTSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 108010025020 Nerve Growth Factor Proteins 0.000 claims 2
- 102000007072 Nerve Growth Factors Human genes 0.000 claims 2
- 239000002260 anti-inflammatory agent Substances 0.000 claims 2
- 229940121363 anti-inflammatory agent Drugs 0.000 claims 2
- 239000002246 antineoplastic agent Substances 0.000 claims 2
- 239000003443 antiviral agent Substances 0.000 claims 2
- 230000006907 apoptotic process Effects 0.000 claims 2
- 125000002393 azetidinyl group Chemical group 0.000 claims 2
- 125000004069 aziridinyl group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 239000003246 corticosteroid Substances 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 239000003623 enhancer Substances 0.000 claims 2
- 208000014951 hematologic disease Diseases 0.000 claims 2
- 208000018706 hematopoietic system disease Diseases 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 230000002519 immonomodulatory effect Effects 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 208000019423 liver disease Diseases 0.000 claims 2
- 208000030159 metabolic disease Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
- 239000003900 neurotrophic factor Substances 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 2
- YJFYLBBREBMJEA-DXIQSLLYSA-N (1R)-N-[2-fluoro-4-[2-[[(3S,5R)-5-(fluoromethyl)piperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@H](C1)CF)NS(=O)(=O)[C@H](C)C1=CC=CC=C1 YJFYLBBREBMJEA-DXIQSLLYSA-N 0.000 claims 1
- OFVZFEXITDLJCK-QMMLZNLJSA-N (1R)-N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)NS(=O)(=O)[C@H](C)C1=CC=CC=C1 OFVZFEXITDLJCK-QMMLZNLJSA-N 0.000 claims 1
- CPIKCUUTYQCDCL-SYAUCNOPSA-N (1R,2R)-2-methyl-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C[C@H]1[C@@H](C1)C(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F CPIKCUUTYQCDCL-SYAUCNOPSA-N 0.000 claims 1
- CPIKCUUTYQCDCL-QCEMKRCNSA-N (1R,2S)-2-methyl-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C[C@@H]1[C@@H](C1)C(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F CPIKCUUTYQCDCL-QCEMKRCNSA-N 0.000 claims 1
- YJFYLBBREBMJEA-IPJJNNNSSA-N (1S)-N-[2-fluoro-4-[2-[[(3S,5R)-5-(fluoromethyl)piperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@H](C1)CF)NS(=O)(=O)[C@@H](C)C1=CC=CC=C1 YJFYLBBREBMJEA-IPJJNNNSSA-N 0.000 claims 1
- OFVZFEXITDLJCK-YYWHXJBOSA-N (1S)-N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)NS(=O)(=O)[C@@H](C)C1=CC=CC=C1 OFVZFEXITDLJCK-YYWHXJBOSA-N 0.000 claims 1
- CPIKCUUTYQCDCL-OEAJRASXSA-N (1S,2R)-2-methyl-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C[C@H]1[C@H](C1)C(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F CPIKCUUTYQCDCL-OEAJRASXSA-N 0.000 claims 1
- CPIKCUUTYQCDCL-TUUVXOQKSA-N (1S,2S)-2-methyl-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C[C@@H]1[C@H](C1)C(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F CPIKCUUTYQCDCL-TUUVXOQKSA-N 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- AFAUMCQVOZGDAZ-RDJZCZTQSA-N 1-(1-methylpyrazol-3-yl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound CN1N=C(C=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F AFAUMCQVOZGDAZ-RDJZCZTQSA-N 0.000 claims 1
- BKPXTOQQVKTNFC-GJZGRUSLSA-N 1-(2,6-difluorophenyl)-N-[4-[8-ethyl-2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxopyrido[2,3-d]pyrimidin-6-yl]-2,3,6-trifluorophenyl]methanesulfonamide Chemical compound FC1=C(C(=CC=C1)F)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)CC)F)F BKPXTOQQVKTNFC-GJZGRUSLSA-N 0.000 claims 1
- URVRRBWKYXRVNP-BGOLNKOXSA-N 1-(2-cyano-4-methylphenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoro-5-methylpiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C1=C(C=CC(=C1)C)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@@](C2)(C)F)N(C1=O)C(C)C)F)F URVRRBWKYXRVNP-BGOLNKOXSA-N 0.000 claims 1
- MOADFALDIQGOEP-SFTDATJTSA-N 1-(2-cyano-4-methylphenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C1=C(C=CC(=C1)C)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F MOADFALDIQGOEP-SFTDATJTSA-N 0.000 claims 1
- HLGIVTZHPZFGOM-VXKWHMMOSA-N 1-(2-cyano-4-methylphenyl)-N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C1=C(C=CC(=C1)C)CS(=O)(=O)NC1=C(C=C(C=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)F HLGIVTZHPZFGOM-VXKWHMMOSA-N 0.000 claims 1
- FEYFXGVEDDWIIA-PMACEKPBSA-N 1-(2-cyanophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F FEYFXGVEDDWIIA-PMACEKPBSA-N 0.000 claims 1
- RXCWBNGJBFIGKV-MSOLQXFVSA-N 1-(2-fluorophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3R,5S)-5-hydroxypiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound FC1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@H]2CNC[C@H](C2)O)N(C1=O)C(C)C)F)F RXCWBNGJBFIGKV-MSOLQXFVSA-N 0.000 claims 1
- RXCWBNGJBFIGKV-ZWKOTPCHSA-N 1-(2-fluorophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5R)-5-hydroxypiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound FC1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@@H](C2)O)N(C1=O)C(C)C)F)F RXCWBNGJBFIGKV-ZWKOTPCHSA-N 0.000 claims 1
- QNXCLEKOXNZVBU-ROUUACIJSA-N 1-(2-fluorophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound FC1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F QNXCLEKOXNZVBU-ROUUACIJSA-N 0.000 claims 1
- CVXHWWWWXNQIAC-FPOVZHCZSA-N 1-(2-fluorophenyl)-N-[6-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]pyridin-3-yl]methanesulfonamide Chemical compound FC1=C(C=CC=C1)CS(=O)(=O)NC=1C=NC(=CC=1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C CVXHWWWWXNQIAC-FPOVZHCZSA-N 0.000 claims 1
- FCOFDBRGQURBHH-OALUTQOASA-N 1-(2-methoxyphenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound COC1=C(C=CC=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F FCOFDBRGQURBHH-OALUTQOASA-N 0.000 claims 1
- IQYKQBSMQCYBRE-PMACEKPBSA-N 1-(3-cyanophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C=1C=C(C=CC=1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F IQYKQBSMQCYBRE-PMACEKPBSA-N 0.000 claims 1
- SIJWYEDDAPJYCC-HLRBRJAUSA-N 1-(3-methoxyphenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide hydrochloride Chemical compound Cl.COC=1C=C(C=CC=1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F SIJWYEDDAPJYCC-HLRBRJAUSA-N 0.000 claims 1
- OUFCNXHPIYULEM-PMACEKPBSA-N 1-(4-cyanophenyl)-N-[2,3,6-trifluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]methanesulfonamide Chemical compound C(#N)C1=CC=C(C=C1)CS(=O)(=O)NC1=C(C(=C(C=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)F OUFCNXHPIYULEM-PMACEKPBSA-N 0.000 claims 1
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- FTZGVICBPAVVLP-SFHVURJKSA-N N-[2,3-difluoro-4-[8-methyl-7-oxo-2-[[(3S)-piperidin-3-yl]amino]pyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1F)C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C)NS(=O)(=O)CC1=CC=CC=C1 FTZGVICBPAVVLP-SFHVURJKSA-N 0.000 claims 1
- DIIMXEYAGNXFPF-FQEVSTJZSA-N N-[2,6-difluoro-3-[7-oxo-2-[[(3S)-piperidin-3-yl]amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C(=CC=C1C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=CC=CC=C1 DIIMXEYAGNXFPF-FQEVSTJZSA-N 0.000 claims 1
- LABNAYFCLWVLJE-OALUTQOASA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)F)NS(=O)(=O)CC1=CC=CC=C1 LABNAYFCLWVLJE-OALUTQOASA-N 0.000 claims 1
- WVUOUFKXLIHENW-KBPBESRZSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)F)NS(=O)(=O)CCC(F)(F)F WVUOUFKXLIHENW-KBPBESRZSA-N 0.000 claims 1
- BTPZDXCWYXHTPV-IRXDYDNUSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]benzenesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)F)NS(=O)(=O)C1=CC=CC=C1 BTPZDXCWYXHTPV-IRXDYDNUSA-N 0.000 claims 1
- PHIHVGWPWJYGEA-PMACEKPBSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-(2-fluorophenyl)methanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=C(C=CC=C1)F PHIHVGWPWJYGEA-PMACEKPBSA-N 0.000 claims 1
- QAUKZKJOAWNJMP-SFTDATJTSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-(4-fluorophenyl)methanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=CC=C(C=C1)F QAUKZKJOAWNJMP-SFTDATJTSA-N 0.000 claims 1
- CWEJUWSUFJXXJV-SFTDATJTSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-(4-methylsulfonylphenyl)methanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=CC=C(C=C1)S(=O)(=O)C CWEJUWSUFJXXJV-SFTDATJTSA-N 0.000 claims 1
- CWSDIQUWVJAPHV-SFTDATJTSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-[4-(difluoromethyl)phenyl]methanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=CC=C(C=C1)C(F)F CWSDIQUWVJAPHV-SFTDATJTSA-N 0.000 claims 1
- SBACUJUFNINSME-SFTDATJTSA-N N-[2,6-difluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)F)NS(=O)(=O)CC1=CC=CC=C1 SBACUJUFNINSME-SFTDATJTSA-N 0.000 claims 1
- IPGTUMJDWNUWKE-NRFANRHFSA-N N-[2-fluoro-3-[7-oxo-2-[[(3S)-piperidin-3-yl]amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC=C1C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C(C)C)NS(=O)(=O)CC1=CC=CC=C1 IPGTUMJDWNUWKE-NRFANRHFSA-N 0.000 claims 1
- FPAUYZCKEVCBPJ-JLMMNGPTSA-N N-[2-fluoro-4-[2-[[(3S)-5-(fluoromethyl)-5-methylpiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNCC(C1)(C)CF)NS(=O)(=O)C(C)C1=CC=CC=C1 FPAUYZCKEVCBPJ-JLMMNGPTSA-N 0.000 claims 1
- VTQFFVRQJHNQLO-LGGPFLRQSA-N N-[2-fluoro-4-[2-[[(3S,5R)-5-(fluoromethyl)-5-methylpiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@](C1)(C)CF)NS(=O)(=O)CC1=CC=CC=C1 VTQFFVRQJHNQLO-LGGPFLRQSA-N 0.000 claims 1
- WOPYZVDYQBZDRK-FPOVZHCZSA-N N-[2-fluoro-4-[2-[[(3S,5R)-5-(fluoromethyl)piperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@H](C1)CF)NS(=O)(=O)CC1=CC=CC=C1 WOPYZVDYQBZDRK-FPOVZHCZSA-N 0.000 claims 1
- ULFIODOHTKOLJP-RDJZCZTQSA-N N-[2-fluoro-4-[2-[[(3S,5R)-5-(fluoromethyl)piperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]propane-1-sulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@H](C1)CF)NS(=O)(=O)CCC ULFIODOHTKOLJP-RDJZCZTQSA-N 0.000 claims 1
- VTQFFVRQJHNQLO-KCWXNJEJSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-(fluoromethyl)-5-methylpiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@](C1)(C)CF)NS(=O)(=O)CC1=CC=CC=C1 VTQFFVRQJHNQLO-KCWXNJEJSA-N 0.000 claims 1
- KYSKWJIFWMXVOI-MMTVBGGISA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoro-5-methylpiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@@](C1)(C)F)NS(=O)(=O)CC1=CC=CC=C1 KYSKWJIFWMXVOI-MMTVBGGISA-N 0.000 claims 1
- GDNJNBAIAWYYPS-SFTDATJTSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]-6-methylphenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C(=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)C)NS(=O)(=O)CC1=CC=CC=C1 GDNJNBAIAWYYPS-SFTDATJTSA-N 0.000 claims 1
- DXRVRKNFLUOYFD-PMACEKPBSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)NS(=O)(=O)CC1=CC=CC=C1 DXRVRKNFLUOYFD-PMACEKPBSA-N 0.000 claims 1
- YVGLHPDYCYOOLV-ROUUACIJSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]benzenesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)NS(=O)(=O)C1=CC=CC=C1 YVGLHPDYCYOOLV-ROUUACIJSA-N 0.000 claims 1
- VPJMDIUFFDUENN-HOTGVXAUSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpteridin-6-yl]phenyl]propane-1-sulfonamide Chemical class FC1=C(C=CC(=C1)C1=NC=2C=NC(=NC=2N(C1=O)C(C)C)N[C@@H]1CNC[C@H](C1)F)NS(=O)(=O)CCC VPJMDIUFFDUENN-HOTGVXAUSA-N 0.000 claims 1
- RJGCHPIAWJQUCF-SFTDATJTSA-N N-[2-fluoro-4-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-(2-fluorophenyl)methanesulfonamide Chemical compound FC1=C(C=CC(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)NS(=O)(=O)CC1=C(C=CC=C1)F RJGCHPIAWJQUCF-SFTDATJTSA-N 0.000 claims 1
- FVIASIYPZXQWBC-NRFANRHFSA-N N-[2-fluoro-4-[8-methyl-7-oxo-2-[[(3S)-piperidin-3-yl]amino]pyrido[2,3-d]pyrimidin-6-yl]naphthalen-1-yl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C2=CC=CC=C2C(=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C)NS(=O)(=O)CC1=CC=CC=C1 FVIASIYPZXQWBC-NRFANRHFSA-N 0.000 claims 1
- RALGLLIKZLUUBX-FTBISJDPSA-N N-[2-fluoro-5-[7-oxo-2-[[(3S)-piperidin-3-yl]amino]-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]phenyl]-1-phenylmethanesulfonamide hydrochloride Chemical compound CC(C)N1C2=NC(=NC=C2C=C(C1=O)C3=CC(=C(C=C3)F)NS(=O)(=O)CC4=CC=CC=C4)N[C@H]5CCCNC5.Cl RALGLLIKZLUUBX-FTBISJDPSA-N 0.000 claims 1
- UMXYNXKNCUQIDY-NRFANRHFSA-N N-[2-fluoro-5-[8-methyl-7-oxo-2-[[(3S)-piperidin-3-yl]amino]pyrido[2,3-d]pyrimidin-6-yl]naphthalen-1-yl]-1-phenylmethanesulfonamide Chemical compound FC1=C(C2=CC=CC(=C2C=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C)NS(=O)(=O)CC1=CC=CC=C1 UMXYNXKNCUQIDY-NRFANRHFSA-N 0.000 claims 1
- BXZLHNAZXVUYBL-KRWDZBQOSA-N N-[2-fluoro-5-[8-methyl-7-oxo-2-[[(3S)-piperidin-3-yl]amino]pyrido[2,3-d]pyrimidin-6-yl]naphthalen-1-yl]propane-1-sulfonamide Chemical compound FC1=C(C2=CC=CC(=C2C=C1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNCCC2)N(C1=O)C)NS(=O)(=O)CCC BXZLHNAZXVUYBL-KRWDZBQOSA-N 0.000 claims 1
- SKOMSKRZMFTPQT-HOTGVXAUSA-N N-[3-(difluoromethyl)-5-[2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]pyridin-2-yl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound FC(C=1C(=NC=C(C=1)C1=CC2=C(N=C(N=C2)N[C@@H]2CNC[C@H](C2)F)N(C1=O)C(C)C)NS(=O)(=O)CCC(F)(F)F)F SKOMSKRZMFTPQT-HOTGVXAUSA-N 0.000 claims 1
- XYUFRDBHJDABIS-MOXGXCLJSA-N N-[4-[2-[[(1R,3S,4R)-4-(dimethylamino)-3-fluorocyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2,3,6-trifluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1[C@H](C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=C(C(=C(C(=C1)F)NS(=O)(=O)CCC(F)(F)F)F)F)=O)C(C)C)F)C XYUFRDBHJDABIS-MOXGXCLJSA-N 0.000 claims 1
- LEBJPZVUGMMEPP-DYESRHJHSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3,3-difluorocyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2,6-difluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C(=C1)F)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)(F)F)C LEBJPZVUGMMEPP-DYESRHJHSA-N 0.000 claims 1
- BPZMABQMZSYHLB-XMSQKQJNSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3,3-difluorocyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2-fluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C=C1)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)(F)F)C BPZMABQMZSYHLB-XMSQKQJNSA-N 0.000 claims 1
- HRGBTHMRPXPFHO-WQHYPHNRSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3-hydroxycyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2,6-difluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C(=C1)F)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)O)C HRGBTHMRPXPFHO-WQHYPHNRSA-N 0.000 claims 1
- OQFWMGXDRUTSSJ-QRJSWGNPSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3-hydroxycyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2-fluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C=C1)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)O)C OQFWMGXDRUTSSJ-QRJSWGNPSA-N 0.000 claims 1
- COCFOKZSKYWCMO-QRJSWGNPSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3-methoxycyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2,6-difluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C(=C1)F)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)OC)C COCFOKZSKYWCMO-QRJSWGNPSA-N 0.000 claims 1
- BDKQCTASCQJHOT-NXJLTJBGSA-N N-[4-[2-[[(1R,4R)-4-(dimethylamino)-3-methoxycyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2-fluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN([C@H]1C(C[C@@H](CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C=C1)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C)OC)C BDKQCTASCQJHOT-NXJLTJBGSA-N 0.000 claims 1
- NUHNDPADUSNTOP-UHFFFAOYSA-N N-[4-[2-[[4-[(dimethylamino)methyl]cyclohexyl]amino]-7-oxo-8-propan-2-ylpyrido[2,3-d]pyrimidin-6-yl]-2-fluorophenyl]-3,3,3-trifluoropropane-1-sulfonamide Chemical compound CN(C)CC1CCC(CC1)NC=1N=CC2=C(N=1)N(C(C(=C2)C1=CC(=C(C=C1)NS(=O)(=O)CCC(F)(F)F)F)=O)C(C)C NUHNDPADUSNTOP-UHFFFAOYSA-N 0.000 claims 1
- XOIVOPYMPROYTH-ROUUACIJSA-N N-[4-[8-(2,2-difluoroethyl)-2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxopyrido[2,3-d]pyrimidin-6-yl]-2,3-difluorophenyl]-1-phenylmethanesulfonamide Chemical compound FC(CN1C(C(=CC2=C1N=C(N=C2)N[C@@H]1CNC[C@H](C1)F)C1=C(C(=C(C=C1)NS(=O)(=O)CC1=CC=CC=C1)F)F)=O)F XOIVOPYMPROYTH-ROUUACIJSA-N 0.000 claims 1
- FDFWOQJMRYNOIA-APTPAJQOSA-N N-[4-[8-(3,3-difluorocyclobutyl)-2-[[(3S,5S)-5-fluoropiperidin-3-yl]amino]-7-oxopyrido[2,3-d]pyrimidin-6-yl]-2,3,6-trifluorophenyl]-1-phenylmethanesulfonamide hydrochloride Chemical compound C1[C@@H](CNC[C@H]1F)NC2=NC=C3C=C(C(=O)N(C3=N2)C4CC(C4)(F)F)C5=CC(=C(C(=C5F)F)NS(=O)(=O)CC6=CC=CC=C6)F.Cl FDFWOQJMRYNOIA-APTPAJQOSA-N 0.000 claims 1
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| WO2022261250A1 (en) | 2021-06-08 | 2022-12-15 | C4 Therapeutics, Inc. | Therapeutics for the degradation of mutant braf |
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- 2020-01-02 TW TW109100113A patent/TWI748317B/zh active
- 2020-01-02 CN CN202080017509.0A patent/CN113508115A/zh active Pending
- 2020-01-02 WO PCT/US2020/012058 patent/WO2020142612A1/en not_active Ceased
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