JP2017530960A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2017530960A5 JP2017530960A5 JP2017514705A JP2017514705A JP2017530960A5 JP 2017530960 A5 JP2017530960 A5 JP 2017530960A5 JP 2017514705 A JP2017514705 A JP 2017514705A JP 2017514705 A JP2017514705 A JP 2017514705A JP 2017530960 A5 JP2017530960 A5 JP 2017530960A5
- Authority
- JP
- Japan
- Prior art keywords
- carboxamide
- cyano
- pyrrolidine
- thiazol
- imidazol
- 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
Links
- -1 cyano, amino Chemical group 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 23
- 125000000217 alkyl group Chemical group 0.000 claims 21
- 125000001072 heteroaryl group Chemical group 0.000 claims 18
- 125000003545 alkoxy group Chemical group 0.000 claims 14
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 8
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000004043 oxo group Chemical group O=* 0.000 claims 8
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 7
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000005647 linker group Chemical group 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 5
- 229910052805 deuterium Inorganic materials 0.000 claims 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 5
- 125000004442 acylamino group Chemical group 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- KRZJRNZICWNMOA-GXSJLCMTSA-N (3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=CC=C2[C@@H](O)[C@@H](OC)CC(=O)C2=C1O KRZJRNZICWNMOA-GXSJLCMTSA-N 0.000 claims 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 3
- 125000006714 (C3-C10) heterocyclyl group Chemical group 0.000 claims 3
- 125000005529 alkyleneoxy group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- IQHXABCGSFAKPN-UHFFFAOYSA-N pyrrolidine-3-carboxamide Chemical compound NC(=O)C1CCNC1 IQHXABCGSFAKPN-UHFFFAOYSA-N 0.000 claims 3
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 2
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 2
- 125000006323 alkenyl amino group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 2
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- VKZXJUBADCMWAN-LRDDRELGSA-N (2S,3S)-1-cyano-N-(6-ethynylisoquinolin-3-yl)-2-methylpyrrolidine-3-carboxamide Chemical compound C(#N)N1[C@H]([C@H](CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C#C)C VKZXJUBADCMWAN-LRDDRELGSA-N 0.000 claims 1
- GTXJCUXQYGCWEV-GWCFXTLKSA-N (2S,3S)-1-cyano-N-[5-(4-fluorophenyl)-1,3-thiazol-2-yl]-2-methylpyrrolidine-3-carboxamide Chemical compound C(#N)N1[C@H]([C@H](CC1)C(=O)NC=1SC(=CN=1)C1=CC=C(C=C1)F)C GTXJCUXQYGCWEV-GWCFXTLKSA-N 0.000 claims 1
- CGNVTUFYDMIHFF-GUTXKFCHSA-N (2S,3S)-1-cyano-N-[5-[[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]methyl]-1,3-thiazol-2-yl]-2-methylpyrrolidine-3-carboxamide Chemical compound C(#N)N1[C@H]([C@H](CC1)C(=O)NC=1SC(=CN=1)CN1[C@H](CCC1)COC)C CGNVTUFYDMIHFF-GUTXKFCHSA-N 0.000 claims 1
- JKIARXUZVJRKQO-FZMZJTMJSA-N (2S,3S)-1-cyano-N-[6-(3,5-dimethyl-1,2-oxazol-4-yl)-1,3-benzothiazol-2-yl]-2-methylpyrrolidine-3-carboxamide Chemical compound C(#N)N1[C@H]([C@H](CC1)C(=O)NC=1SC2=C(N=1)C=CC(=C2)C=1C(=NOC=1C)C)C JKIARXUZVJRKQO-FZMZJTMJSA-N 0.000 claims 1
- TXNQBQNMJMUZGZ-AWEZNQCLSA-N (3S)-1-cyano-N-[1-[4-(1H-pyrazol-4-yl)phenyl]imidazol-4-yl]pyrrolidine-3-carboxamide Chemical compound N1N=CC(=C1)C1=CC=C(C=C1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N TXNQBQNMJMUZGZ-AWEZNQCLSA-N 0.000 claims 1
- FJOMDXXHHMDCQY-QMMMGPOBSA-N (3S)-N-(4-bromo-1,3-benzothiazol-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound BrC1=CC=CC2=C1N=C(S2)NC(=O)[C@@H]1CN(CC1)C#N FJOMDXXHHMDCQY-QMMMGPOBSA-N 0.000 claims 1
- JHYOQDQDNAQVDZ-NSHDSACASA-N (3S)-N-(4-tert-butylpyridin-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C)(C)(C)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N JHYOQDQDNAQVDZ-NSHDSACASA-N 0.000 claims 1
- SHHFNIBGHJMBCY-JTQLQIEISA-N (3S)-N-(5-acetyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C)(=O)N1CC2=C(CC1)N=C(S2)NC(=O)[C@@H]1CN(CC1)C#N SHHFNIBGHJMBCY-JTQLQIEISA-N 0.000 claims 1
- UCDHMEQBKFBKBF-AWEZNQCLSA-N (3S)-N-(5-benzoyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C1=CC=CC=C1)(=O)N1CC2=C(CC1)N=C(S2)NC(=O)[C@@H]1CN(CC1)C#N UCDHMEQBKFBKBF-AWEZNQCLSA-N 0.000 claims 1
- YJJIKVGCLBVIFP-ZDUSSCGKSA-N (3S)-N-(5-benzyl-1,3-thiazol-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C1=CC=CC=C1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N YJJIKVGCLBVIFP-ZDUSSCGKSA-N 0.000 claims 1
- HQXYTMRMWGNBLL-HNNXBMFYSA-N (3S)-N-(5-benzyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C1=CC=CC=C1)N1CC2=C(CC1)N=C(S2)NC(=O)[C@@H]1CN(CC1)C#N HQXYTMRMWGNBLL-HNNXBMFYSA-N 0.000 claims 1
- DXABEWCFOWXFGL-ZDUSSCGKSA-N (3S)-N-[4-(2-aminopyridin-4-yl)pyridin-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound NC1=NC=CC(=C1)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N DXABEWCFOWXFGL-ZDUSSCGKSA-N 0.000 claims 1
- XZLRSLARHIWBKL-JTQLQIEISA-N (3S)-N-[5-(3-carbamoyl-4-chlorophenyl)-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(N)(=O)C=1C=C(C=CC=1Cl)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N XZLRSLARHIWBKL-JTQLQIEISA-N 0.000 claims 1
- XRKVGRUFIYENQY-JTQLQIEISA-N (3S)-N-[5-(3-carbamoyl-4-fluorophenyl)-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(N)(=O)C=1C=C(C=CC=1F)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N XRKVGRUFIYENQY-JTQLQIEISA-N 0.000 claims 1
- OSAZFRVABHWONK-LBPRGKRZSA-N (3S)-N-[5-(3-carbamoylphenyl)-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(N)(=O)C=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N OSAZFRVABHWONK-LBPRGKRZSA-N 0.000 claims 1
- ZUZKXUSKSSNGKB-NSHDSACASA-N (3S)-N-[5-[4-chloro-3-(methylcarbamoyl)phenyl]-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound ClC1=C(C=C(C=C1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N)C(NC)=O ZUZKXUSKSSNGKB-NSHDSACASA-N 0.000 claims 1
- RJSBETXOGALYTL-ZDUSSCGKSA-N (3S)-N-[5-[4-chloro-3-(prop-2-ynylcarbamoyl)phenyl]-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound ClC1=C(C=C(C=C1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N)C(NCC#C)=O RJSBETXOGALYTL-ZDUSSCGKSA-N 0.000 claims 1
- ORWZSTGSAIMIEN-LBPRGKRZSA-N (3S)-N-[6-(3-chlorophenyl)pyrimidin-4-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound ClC=1C=C(C=CC=1)C1=CC(=NC=N1)NC(=O)[C@@H]1CN(CC1)C#N ORWZSTGSAIMIEN-LBPRGKRZSA-N 0.000 claims 1
- PRENCFYNJJFJFB-ZYHUDNBSSA-N (3S,4S)-N-[5-(2-chlorophenyl)-1,3-thiazol-2-yl]-1-cyano-4-methylpyrrolidine-3-carboxamide Chemical compound ClC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)[C@@H]1CN(C[C@H]1C)C#N PRENCFYNJJFJFB-ZYHUDNBSSA-N 0.000 claims 1
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- CKABNPYWAWXCAM-UHFFFAOYSA-N 2-[5-[2-(acetamidomethyl)piperidin-1-yl]-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C)(=O)NCC1N(CCCC1)C1=CN=C(S1)C1N(CCC1C(=O)N)C#N CKABNPYWAWXCAM-UHFFFAOYSA-N 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- BHVCQGUTQPZCOF-UHFFFAOYSA-N BrC1=CC2=C(N=C(S2)NC(=O)C2CN(CC2)C#N)C=C1 Chemical compound BrC1=CC2=C(N=C(S2)NC(=O)C2CN(CC2)C#N)C=C1 BHVCQGUTQPZCOF-UHFFFAOYSA-N 0.000 claims 1
- AIODGJZUBQBVQM-VIFPVBQESA-N BrC1=CN2C=C(NC(=O)[C@H]3CCN(C3)C#N)N=C2C=C1 Chemical compound BrC1=CN2C=C(NC(=O)[C@H]3CCN(C3)C#N)N=C2C=C1 AIODGJZUBQBVQM-VIFPVBQESA-N 0.000 claims 1
- KNRFPFHKUXXXNO-UHFFFAOYSA-N C(#N)N1C2CC2C(C1)C(=O)NC=1SC(=CN=1)C1=CC=CC=C1 Chemical compound C(#N)N1C2CC2C(C1)C(=O)NC=1SC(=CN=1)C1=CC=CC=C1 KNRFPFHKUXXXNO-UHFFFAOYSA-N 0.000 claims 1
- JFIKNGYHBYVNOC-UHFFFAOYSA-N C(#N)N1CC2(CC2C1)C(=O)NC=1SC(=CN=1)C1=CC=CC=C1 Chemical compound C(#N)N1CC2(CC2C1)C(=O)NC=1SC(=CN=1)C1=CC=CC=C1 JFIKNGYHBYVNOC-UHFFFAOYSA-N 0.000 claims 1
- XGMVWIXSYSMYDX-JTQLQIEISA-N C(#N)N1C[C@H](CC1)C(=O)NC=1SC(=CN=1)C1=CC=CC(=N1)C(=O)NC Chemical compound C(#N)N1C[C@H](CC1)C(=O)NC=1SC(=CN=1)C1=CC=CC(=N1)C(=O)NC XGMVWIXSYSMYDX-JTQLQIEISA-N 0.000 claims 1
- JPUQCDVVQASFAY-NSHDSACASA-N C(#N)N1C[C@H](CC1)C(=O)NC=1SC(=CN=1)C1=CC=CC(=N1)C(=O)NCC Chemical compound C(#N)N1C[C@H](CC1)C(=O)NC=1SC(=CN=1)C1=CC=CC(=N1)C(=O)NCC JPUQCDVVQASFAY-NSHDSACASA-N 0.000 claims 1
- MZPAENDVTMSUAQ-UHFFFAOYSA-N C(C)(C)(C)C1=CC(=NO1)NC(=O)C1CN(CC1)C#N Chemical compound C(C)(C)(C)C1=CC(=NO1)NC(=O)C1CN(CC1)C#N MZPAENDVTMSUAQ-UHFFFAOYSA-N 0.000 claims 1
- RMNKYZKFYHLFNI-UHFFFAOYSA-N C(C)(C)(C)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound C(C)(C)(C)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N RMNKYZKFYHLFNI-UHFFFAOYSA-N 0.000 claims 1
- APJJMSNFLIUIQO-UHFFFAOYSA-N C(C)(C)(C)C1=NNC(=C1)NC(=O)C1CN(CC1)C#N Chemical compound C(C)(C)(C)C1=NNC(=C1)NC(=O)C1CN(CC1)C#N APJJMSNFLIUIQO-UHFFFAOYSA-N 0.000 claims 1
- RNQSARIBHGIFPY-BHWOMJMDSA-N C(C1=CC=CC=C1)(=O)N1CC(CC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound C(C1=CC=CC=C1)(=O)N1CC(CC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N RNQSARIBHGIFPY-BHWOMJMDSA-N 0.000 claims 1
- DAVSYRJECGSSFM-ZENAZSQFSA-N C(C1=CC=CC=C1)(=O)N1CC(CCC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound C(C1=CC=CC=C1)(=O)N1CC(CCC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N DAVSYRJECGSSFM-ZENAZSQFSA-N 0.000 claims 1
- HLRMDCYOJNVDDM-HNNXBMFYSA-N C(C1=CC=CC=C1)N1C(=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N)C Chemical compound C(C1=CC=CC=C1)N1C(=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N)C HLRMDCYOJNVDDM-HNNXBMFYSA-N 0.000 claims 1
- SZHUYGLQCAIUAC-AWEZNQCLSA-N C(C1=CC=CC=C1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound C(C1=CC=CC=C1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N SZHUYGLQCAIUAC-AWEZNQCLSA-N 0.000 claims 1
- IGWWDQJUTZXMQM-ZFWWWQNUSA-N C(C1=CC=CC=C1)N1C=NC(=C1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C Chemical compound C(C1=CC=CC=C1)N1C=NC(=C1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C IGWWDQJUTZXMQM-ZFWWWQNUSA-N 0.000 claims 1
- JHPXJPVOGLVUBG-OYKVQYDMSA-N C(C1=CC=CC=C1)N1CC(CCC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound C(C1=CC=CC=C1)N1CC(CCC1)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N JHPXJPVOGLVUBG-OYKVQYDMSA-N 0.000 claims 1
- LDKKEXNGYYNAJO-UHFFFAOYSA-N C(C1=CC=CC=C1)N1N=CC2=CC(=CC=C12)NC(=O)C1CN(CC1)C#N Chemical compound C(C1=CC=CC=C1)N1N=CC2=CC(=CC=C12)NC(=O)C1CN(CC1)C#N LDKKEXNGYYNAJO-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 1
- JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical compound CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- IXUZUKBFLYSJPC-UHFFFAOYSA-N ClC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound ClC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N IXUZUKBFLYSJPC-UHFFFAOYSA-N 0.000 claims 1
- NMWGVSWDQQMURY-QWRGUYRKSA-N ClC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C Chemical compound ClC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C NMWGVSWDQQMURY-QWRGUYRKSA-N 0.000 claims 1
- KEQPVMHYALYIAB-UHFFFAOYSA-N ClC1=CC=C(C=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound ClC1=CC=C(C=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N KEQPVMHYALYIAB-UHFFFAOYSA-N 0.000 claims 1
- OIZMSGKXLFALNT-UHFFFAOYSA-N ClC=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound ClC=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N OIZMSGKXLFALNT-UHFFFAOYSA-N 0.000 claims 1
- FWSCYQGYDYQWMB-UHFFFAOYSA-N ClC=1C=CC(=NC=1)NC(=O)C1CN(CC1)C#N Chemical compound ClC=1C=CC(=NC=1)NC(=O)C1CN(CC1)C#N FWSCYQGYDYQWMB-UHFFFAOYSA-N 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- KQBFXTNXFOVUTF-UHFFFAOYSA-N N-[5-(1-methylpyrazole-3-carbonyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]pyrrolidine-3-carboxamide Chemical compound N1CC(CC1)C(=O)NC=1SC=2CN(CCC=2N=1)C(=O)C1=NN(C=C1)C KQBFXTNXFOVUTF-UHFFFAOYSA-N 0.000 claims 1
- KPLJYWXHFAHRIS-UHFFFAOYSA-N N-[5-(2-acetamidophenyl)-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C)(=O)NC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N KPLJYWXHFAHRIS-UHFFFAOYSA-N 0.000 claims 1
- BGUNRWZUBLLIBG-UHFFFAOYSA-N N-[5-(4-acetamidophenyl)-1,3-thiazol-2-yl]-1-cyanopyrrolidine-3-carboxamide Chemical compound C(C)(=O)NC1=CC=C(C=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N BGUNRWZUBLLIBG-UHFFFAOYSA-N 0.000 claims 1
- GRBVYZNTYUZXDE-AWEZNQCLSA-N N1(C=NC=C1)C=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1(C=NC=C1)C=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N GRBVYZNTYUZXDE-AWEZNQCLSA-N 0.000 claims 1
- RFACZTBXOVRENT-UHFFFAOYSA-N N1(C=NC=C1)C=1C=CC(=NC=1)NC(=O)C1CN(CC1)C#N Chemical compound N1(C=NC=C1)C=1C=CC(=NC=1)NC(=O)C1CN(CC1)C#N RFACZTBXOVRENT-UHFFFAOYSA-N 0.000 claims 1
- AFZQYUGAXSIOCW-AWEZNQCLSA-N N1(N=CC=C1)C=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1(N=CC=C1)C=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N AFZQYUGAXSIOCW-AWEZNQCLSA-N 0.000 claims 1
- KMMVPJWFECGWBR-JTQLQIEISA-N N1(N=NC=C1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 Chemical compound N1(N=NC=C1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 KMMVPJWFECGWBR-JTQLQIEISA-N 0.000 claims 1
- WRGYUEISZKUVFV-UHFFFAOYSA-N N1=C(C=CC=C1)C=1C=NC(=CC=1)NC(=O)C1CN(CC1)C#N Chemical compound N1=C(C=CC=C1)C=1C=NC(=CC=1)NC(=O)C1CN(CC1)C#N WRGYUEISZKUVFV-UHFFFAOYSA-N 0.000 claims 1
- SWRQNVFTHWCRNS-UHFFFAOYSA-N N1=CC(=CC=C1NC(=O)C1CN(CC1)C#N)C1=CC=NC=C1 Chemical compound N1=CC(=CC=C1NC(=O)C1CN(CC1)C#N)C1=CC=NC=C1 SWRQNVFTHWCRNS-UHFFFAOYSA-N 0.000 claims 1
- XLCDMTPISPOBCL-UHFFFAOYSA-N N1=CC(=CC=C1NC(=O)C1CN(CC1)C#N)C=1C=NC=CC=1 Chemical compound N1=CC(=CC=C1NC(=O)C1CN(CC1)C#N)C=1C=NC=CC=1 XLCDMTPISPOBCL-UHFFFAOYSA-N 0.000 claims 1
- HHJGYZXSCNPNHK-UHFFFAOYSA-N N1C(=NC2=C1C=CC=C2)NC(=O)C1CN(CC1)C#N Chemical compound N1C(=NC2=C1C=CC=C2)NC(=O)C1CN(CC1)C#N HHJGYZXSCNPNHK-UHFFFAOYSA-N 0.000 claims 1
- VNOHGQXXFUTKOA-NSHDSACASA-N N1N=CC(=C1)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC(=C1)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N VNOHGQXXFUTKOA-NSHDSACASA-N 0.000 claims 1
- UBINMZDMIAMZHD-NSHDSACASA-N N1N=CC(=C1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 Chemical compound N1N=CC(=C1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 UBINMZDMIAMZHD-NSHDSACASA-N 0.000 claims 1
- HCYHSQGCEBEMPP-SJCJKPOMSA-N N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1[C@@H](N(CC1)C#N)C HCYHSQGCEBEMPP-SJCJKPOMSA-N 0.000 claims 1
- GXVDCZIBJCUNID-ZDUSSCGKSA-N N1N=CC2=C(C=CC=C12)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=C(C=CC=C12)C1=CC(=NC=C1)NC(=O)[C@@H]1CN(CC1)C#N GXVDCZIBJCUNID-ZDUSSCGKSA-N 0.000 claims 1
- BUOYQMJGANGRHQ-JTQLQIEISA-N N1N=CC2=C(C=CC=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=C(C=CC=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N BUOYQMJGANGRHQ-JTQLQIEISA-N 0.000 claims 1
- WAJLKLBPLSPUDX-NSHDSACASA-N N1N=CC2=C(C=CC=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=C(C=CC=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N WAJLKLBPLSPUDX-NSHDSACASA-N 0.000 claims 1
- WDSJKVGUQVHPHS-NSHDSACASA-N N1N=CC2=CC(=CC=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=CC(=CC=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N WDSJKVGUQVHPHS-NSHDSACASA-N 0.000 claims 1
- JUMWSSUIRWBRPN-NSHDSACASA-N N1N=CC2=CC(=CC=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=CC(=CC=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N JUMWSSUIRWBRPN-NSHDSACASA-N 0.000 claims 1
- NBQHSIPEPBNLHZ-LBPRGKRZSA-N N1N=CC2=CC=C(C=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=CC=C(C=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N NBQHSIPEPBNLHZ-LBPRGKRZSA-N 0.000 claims 1
- JIYXWYLKKGJVNC-LBPRGKRZSA-N N1N=CC2=CC=C(C=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=CC=C(C=C12)N1C=NC(=C1)NC(=O)[C@@H]1CN(CC1)C#N JIYXWYLKKGJVNC-LBPRGKRZSA-N 0.000 claims 1
- HISRUPVUENHTJW-NSHDSACASA-N N1N=CC2=CC=CC(=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N Chemical compound N1N=CC2=CC=CC(=C12)C1=CN=C(S1)NC(=O)[C@@H]1CN(CC1)C#N HISRUPVUENHTJW-NSHDSACASA-N 0.000 claims 1
- JBEDCWHDJODVBQ-JTQLQIEISA-N N=1N(N=CC=1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 Chemical compound N=1N(N=CC=1)C1=CC2=C(N=C(S2)NC(=O)[C@@H]2CN(CC2)C#N)C=C1 JBEDCWHDJODVBQ-JTQLQIEISA-N 0.000 claims 1
- ONBRCHSLMPPOFE-UHFFFAOYSA-N NC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound NC1=C(C=CC=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N ONBRCHSLMPPOFE-UHFFFAOYSA-N 0.000 claims 1
- HSPHUSIHVQPOGW-UHFFFAOYSA-N NC1=CC=C(C=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound NC1=CC=C(C=C1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N HSPHUSIHVQPOGW-UHFFFAOYSA-N 0.000 claims 1
- JNVKZQDEAIDYCB-UHFFFAOYSA-N NC=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N Chemical compound NC=1C=C(C=CC=1)C1=CN=C(S1)NC(=O)C1CN(CC1)C#N JNVKZQDEAIDYCB-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- SATJOCRUOKYVHG-INIZCTEOSA-N O=C(NC1=NN2CCN(CC3=CC=CC=C3)CC2=C1)[C@H]1CCN(C1)C#N Chemical compound O=C(NC1=NN2CCN(CC3=CC=CC=C3)CC2=C1)[C@H]1CCN(C1)C#N SATJOCRUOKYVHG-INIZCTEOSA-N 0.000 claims 1
- PKCWBSHISURXPU-UHFFFAOYSA-N S1C(=NC2=C1C=CC=C2)NC(=O)C1CN(CC1)C#N Chemical compound S1C(=NC2=C1C=CC=C2)NC(=O)C1CN(CC1)C#N PKCWBSHISURXPU-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004321 azepin-2-yl group Chemical group [H]N1C([H])=C([H])C([H])=C([H])C([H])=C1* 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 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 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000005959 diazepanyl group Chemical group 0.000 claims 1
- 125000005045 dihydroisoquinolinyl group Chemical group C1(NC=CC2=CC=CC=C12)* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 1
- 208000030159 metabolic disease Diseases 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000003003 spiro group Chemical group 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 238000003419 tautomerization reaction Methods 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019119342A JP6959299B2 (ja) | 2014-09-23 | 2019-06-27 | 新規化合物 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1416754.8A GB201416754D0 (en) | 2014-09-23 | 2014-09-23 | Novel compounds |
| GB1416754.8 | 2014-09-23 | ||
| PCT/GB2015/052729 WO2016046530A1 (en) | 2014-09-23 | 2015-09-22 | Novel compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019119342A Division JP6959299B2 (ja) | 2014-09-23 | 2019-06-27 | 新規化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017530960A JP2017530960A (ja) | 2017-10-19 |
| JP2017530960A5 true JP2017530960A5 (cg-RX-API-DMAC10.html) | 2018-11-08 |
| JP6549703B2 JP6549703B2 (ja) | 2019-07-24 |
Family
ID=51869322
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017514705A Active JP6549703B2 (ja) | 2014-09-23 | 2015-09-22 | 新規化合物 |
| JP2019119342A Active JP6959299B2 (ja) | 2014-09-23 | 2019-06-27 | 新規化合物 |
| JP2021092454A Active JP7261264B2 (ja) | 2014-09-23 | 2021-06-01 | 新規化合物 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019119342A Active JP6959299B2 (ja) | 2014-09-23 | 2019-06-27 | 新規化合物 |
| JP2021092454A Active JP7261264B2 (ja) | 2014-09-23 | 2021-06-01 | 新規化合物 |
Country Status (24)
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH12016502453B1 (en) | 2014-06-19 | 2022-11-23 | Takeda Pharmaceuticals Co | Heteroaryl compounds for kinase inhibition |
| GB201416754D0 (en) * | 2014-09-23 | 2014-11-05 | Mission Therapeutics Ltd | Novel compounds |
| JP6708661B2 (ja) | 2015-03-30 | 2020-06-10 | ミッション セラピューティクス リミティド | Ｕｓｐ３０阻害剤としての１−シアノ−ピロリジン化合物 |
| CA2990583A1 (en) * | 2015-06-22 | 2016-12-29 | Sumitomo Dainippon Pharma Co., Ltd. | 1,4-disubstituted imidazole derivative |
| EP3800186B1 (en) * | 2015-07-14 | 2024-10-02 | Mission Therapeutics Limited | Cyanopyrrolidines as dub inhibitors for the treatment of cancer |
| GB201521109D0 (en) * | 2015-11-30 | 2016-01-13 | Mission Therapeutics Ltd | Novel compounds |
| GB201522267D0 (en) * | 2015-12-17 | 2016-02-03 | Mission Therapeutics Ltd | Novel compounds |
| GB201522768D0 (en) | 2015-12-23 | 2016-02-03 | Mission Therapeutics Ltd | Novel compounds |
| GB201602854D0 (en) | 2016-02-18 | 2016-04-06 | Mission Therapeutics Ltd | Novel compounds |
| GB201603779D0 (en) * | 2016-03-04 | 2016-04-20 | Mission Therapeutics Ltd | Novel compounds |
| GB201604647D0 (en) | 2016-03-18 | 2016-05-04 | Mission Therapeutics Ltd | Novel compounds |
| GB201604638D0 (en) | 2016-03-18 | 2016-05-04 | Mission Therapeutics Ltd | Novel compounds |
| US11352339B2 (en) | 2016-03-24 | 2022-06-07 | Mission Therapeutics Limited | 1-cyano-pyrrolidine derivatives as DUB inhibitors |
| WO2017184751A1 (en) * | 2016-04-20 | 2017-10-26 | Arizona Board Of Regents On Behalf Of The University Of Arizona | Compositions and methods for treating and preventing hypertension |
| AR108325A1 (es) | 2016-04-27 | 2018-08-08 | Samumed Llc | Isoquinolin-3-il carboxamidas y preparación y uso de las mismas |
| AR108326A1 (es) | 2016-04-27 | 2018-08-08 | Samumed Llc | Isoquinolin-3-il carboxamidas y preparación y uso de las mismas |
| CN109790112B (zh) * | 2016-09-27 | 2022-08-26 | 特殊治疗有限公司 | 具有作为usp30抑制剂活性的氰基吡咯烷衍生物 |
| GB201616511D0 (en) * | 2016-09-29 | 2016-11-16 | Mission Therapeutics Limited | Novel compounds |
| GB201616627D0 (en) * | 2016-09-30 | 2016-11-16 | Mission Therapeutics Limited | Novel compounds |
| TWI771327B (zh) | 2016-10-05 | 2022-07-21 | 英商使命醫療公司 | 新穎化合物 |
| WO2018148863A1 (zh) * | 2017-02-14 | 2018-08-23 | 华东理工大学 | N-(5-吗啉代噻唑-2-基)甲酰胺类化合物及其制备方法和用途 |
| JP7079794B2 (ja) * | 2017-05-10 | 2022-06-02 | コーテクシーミー， インコーポレイテッド | アミノピリジン化合物ならびにその調製および使用のための方法 |
| GB201708652D0 (en) * | 2017-05-31 | 2017-07-12 | Mission Therapeutics Ltd | Novel compounds and uses |
| AR112027A1 (es) | 2017-06-15 | 2019-09-11 | Biocryst Pharm Inc | Inhibidores de alk 2 quinasa que contienen imidazol |
| JP7208931B2 (ja) * | 2017-06-20 | 2023-01-19 | ミッション セラピューティクス リミティド | Ｄｕｂ阻害剤としての活性をもつ置換シアノピロリジン類 |
| JP7336434B2 (ja) * | 2017-08-01 | 2023-08-31 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | アデノシン受容体アンタゴニストとしてのチアゾロピリジン誘導体 |
| CN107445981B (zh) * | 2017-08-25 | 2018-06-22 | 牡丹江医学院 | 一种用于防治宫颈炎的活性化合物 |
| US11247987B2 (en) | 2017-10-06 | 2022-02-15 | Forma Therapeutics, Inc. | Inhibiting ubiquitin specific peptidase 30 |
| WO2019079626A1 (en) * | 2017-10-19 | 2019-04-25 | Samumed, Llc | 6- (HETEROARYL 5-CHAIN) ISOQUINOLIN-3-YL CARBOXAMIDES, THEIR PREPARATION AND THEIR USE |
| WO2019084497A1 (en) * | 2017-10-27 | 2019-05-02 | Samumed, Llc | 6- (HETEROARYL AND ARYL WITH 6 CHAINS) ISOQUINOLIN-3-YL CARBOXAMIDES, THEIR PREPARATION AND THEIR USE |
| US10413537B2 (en) | 2017-10-27 | 2019-09-17 | Samumed, Llc | 6-(5-membered heteroaryl)isoquinolin-3-yl-(5-membered heteroaryl) carboxamides and preparation and use thereof |
| WO2019089835A1 (en) | 2017-10-31 | 2019-05-09 | Samumed, Llc | Diazanaphthalen-3-yl carboxamides and preparation and use thereof |
| AR114422A1 (es) | 2018-03-30 | 2020-09-02 | Syngenta Participations Ag | Compuestos herbicidas |
| KR20200144579A (ko) | 2018-05-14 | 2020-12-29 | 어리어드 파마슈티칼스, 인코포레이티드 | 피리미딘 유도체의 약학 염 및 장애의 치료 방법 |
| EP3793997B1 (en) * | 2018-05-17 | 2024-03-13 | Forma Therapeutics, Inc. | Fused bicyclic compounds useful as ubiquitin-specific peptidase 30 inhibitors |
| CN112601584A (zh) | 2018-07-24 | 2021-04-02 | 豪夫迈·罗氏有限公司 | 异喹啉化合物及其用途 |
| CN112823037B (zh) * | 2018-08-09 | 2023-12-19 | 瓦洛健康股份有限公司 | 抑制去泛素化酶usp25和usp28 |
| EP3837262A1 (en) * | 2018-08-14 | 2021-06-23 | Amgen Inc. | N-cyano-7-azanorbornane derivatives and uses thereof |
| TW202024053A (zh) | 2018-10-02 | 2020-07-01 | 美商建南德克公司 | 異喹啉化合物及其用途 |
| US11612606B2 (en) | 2018-10-03 | 2023-03-28 | Genentech, Inc. | 8-aminoisoquinoline compounds and uses thereof |
| LT3860989T (lt) | 2018-10-05 | 2023-06-12 | Forma Therapeutics, Inc. | Sulieti pirolinai, kurie veikia kaip ubikvitinui specifinės proteazės 30 (ups30) inhibitoriai |
| UY38435A (es) | 2018-11-02 | 2020-05-29 | Aicuris Gmbh & Co Kg | Nuevas urea 6,7-dihidro-4h-pirazol[1,5-a] pirazinas activas contra el virus de la hepatitis b (vhb) |
| UY38434A (es) | 2018-11-02 | 2020-05-29 | Aicuris Gmbh & Co Kg | Nuevas 6,7-dihidro-4h-pirazolo[1,5-a]pirazin indol-2-carboxamidas activas contra el virus de la hepatitis b (hbv) |
| EP3897631A4 (en) | 2018-12-20 | 2022-11-23 | C4 Therapeutics, Inc. | TARGETED PROTEIN BREAKDOWN |
| GB201905375D0 (en) | 2019-04-16 | 2019-05-29 | Mission Therapeutics Ltd | Novel compounds |
| GB201905371D0 (en) | 2019-04-16 | 2019-05-29 | Mission Therapeutics Ltd | Novel compounds |
| KR102397752B1 (ko) * | 2019-06-19 | 2022-05-16 | 주식회사 엘지화학 | 인돌 또는 인다졸 화합물의 제조방법 |
| GB201912674D0 (en) | 2019-09-04 | 2019-10-16 | Mission Therapeutics Ltd | Novel compounds |
| CA3159766A1 (en) | 2019-11-05 | 2021-05-14 | Dermira, Inc. | Mrgprx2 antagonists for the treatment of inflammatory disorders |
| BR112022020058A2 (pt) | 2020-04-08 | 2022-11-22 | Mission Therapeutics Ltd | N-cianopirrolidinas com atividade como inibidores de usp30 |
| WO2021242955A1 (en) * | 2020-05-28 | 2021-12-02 | Senda Biosciences, Inc. | Fused azole heterocycles as ahr antagonists |
| KR20230016674A (ko) * | 2020-05-28 | 2023-02-02 | 미션 테라퓨틱스 엘티디 | 미토콘드리아 기능장애의 치료를 위한 usp30 억제제로서 n-(1-시아노피롤리딘-3-일)-5-(3-(트라이플루오로메틸)페닐)옥사졸-2-카복스아미드 유도체 및 상응하는 옥사다이아졸 유도체 |
| JP7796047B2 (ja) | 2020-06-04 | 2026-01-08 | ミッション セラピューティクス リミティド | Ｕｓｐ３０阻害剤としての活性を有するｎ－シアノピロリジン |
| US20230312580A1 (en) | 2020-06-08 | 2023-10-05 | Mission Therapeutics Limited | 1-(5-(2-cyanopyridin-4-yl)oxazole-2-carbonyl)-4-methylhexahydropyrrolo[3,4-b]pyr role-5(1h)-carbonitrile as usp30 inhibitor for use in the treatment of mitochondrial dysfunction, cancer and fibrosis |
| GB202016800D0 (en) | 2020-10-22 | 2020-12-09 | Mission Therapeutics Ltd | Novel compounds |
| TW202402754A (zh) | 2021-03-04 | 2024-01-16 | 美商美國禮來大藥廠 | Fgfr3抑制劑化合物 |
| US20240335427A1 (en) * | 2021-07-26 | 2024-10-10 | Dana-Farber Cancer Institute, Inc. | Small molecule inhibition of deubiquitinating enzyme josephin domain containing 1 (josd1) as a targeted therapy for leukemias with mutant janus kinase 2 (jak2) |
| JP2024544660A (ja) | 2021-12-01 | 2024-12-03 | ミッション セラピューティクス リミティド | Ｕｓｐ３０阻害剤としての活性を有する置換ｎ－シアノピロリジン |
| IL313539A (en) * | 2021-12-10 | 2024-08-01 | Prothena Biosciences Ltd | Methods for treating neurological disorders |
| AU2024301960A1 (en) * | 2023-06-14 | 2026-01-22 | Prothena Biosciences Limited | Bicyclic heteroaromatic compounds for treating neurological disorders |
| GB202408928D0 (en) | 2024-06-21 | 2024-08-07 | Mission Therapeutics Ltd | Novel compounds |
| CN119528901A (zh) * | 2024-11-05 | 2025-02-28 | 上海市同济医院 | 噻唑类化合物、去sumo和/或去泛素化酶抑制剂及其制备方法和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5665754A (en) * | 1993-09-20 | 1997-09-09 | Glaxo Wellcome Inc. | Substituted pyrrolidines |
| SK14272000A3 (sk) | 1998-03-26 | 2001-05-10 | Japan Tobacco Inc. | Antagonista nociceptínu, derivát amidu, farmaceutický prostriedok, spôsob, použitie a komerčné balenie |
| WO2001077073A1 (en) * | 2000-04-06 | 2001-10-18 | Merck Frosst Canada & Co. | Cathepsin cysteine protease inhibitors |
| US7087761B2 (en) | 2003-01-07 | 2006-08-08 | Hoffmann-La Roche Inc. | Cyclization process for substituted benzothiazole derivatives |
| JP2007529496A (ja) | 2004-03-19 | 2007-10-25 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | 抗菌剤としてのイミダゾピリジン及びイミダゾピリミジン誘導体 |
| US20090182140A1 (en) | 2005-12-02 | 2009-07-16 | Mitsubishi Tanabe Pharma Corporation | Alicyclic Heterocyclic Compound |
| TWI332501B (en) * | 2006-07-14 | 2010-11-01 | Lg Life Sciences Ltd | Melanocortin receptor agonists |
| WO2010052222A1 (en) | 2008-11-07 | 2010-05-14 | Evotec Neurosciences Gmbh | (dihydro)naphthyridinone derivatives as histamine h3 receptor antagonists |
| ES2548141T3 (es) | 2008-11-20 | 2015-10-14 | Glaxosmithkline Llc | Compuestos químicos |
| AU2011305315A1 (en) * | 2010-09-24 | 2013-03-28 | The Regents Of The University Of Michigan | Deubiquitinase inhibitors and methods for use of the same |
| WO2012174312A2 (en) | 2011-06-15 | 2012-12-20 | Glaxosmithkline Llc | Benzimidazole derivatives as antiviral agents |
| MX345467B (es) * | 2011-10-19 | 2017-02-01 | Vivolux Ab | Metodo para inhibicion de actividad desubiquitinante. |
| CA2879454A1 (en) | 2012-07-19 | 2014-01-23 | Drexel University | Novel sigma receptor ligands and methods of modulating cellular protein homeostasis using same |
| CA2909964A1 (en) | 2013-05-02 | 2014-11-06 | E3X Bio | Method for identifying modulators of ubiquitin ligases |
| GB201416754D0 (en) * | 2014-09-23 | 2014-11-05 | Mission Therapeutics Ltd | Novel compounds |
| JP6708661B2 (ja) | 2015-03-30 | 2020-06-10 | ミッション セラピューティクス リミティド | Ｕｓｐ３０阻害剤としての１−シアノ−ピロリジン化合物 |
| EP3800186B1 (en) | 2015-07-14 | 2024-10-02 | Mission Therapeutics Limited | Cyanopyrrolidines as dub inhibitors for the treatment of cancer |
-
2014
- 2014-09-23 GB GBGB1416754.8A patent/GB201416754D0/en not_active Ceased
-
2015
- 2015-09-22 AU AU2015323572A patent/AU2015323572B2/en active Active
- 2015-09-22 SM SM20200323T patent/SMT202000323T1/it unknown
- 2015-09-22 LT LTEP15774652.0T patent/LT3197883T/lt unknown
- 2015-09-22 RS RS20200675A patent/RS60468B1/sr unknown
- 2015-09-22 RU RU2017105296A patent/RU2691389C2/ru active
- 2015-09-22 HR HRP20200962TT patent/HRP20200962T1/hr unknown
- 2015-09-22 CN CN202010193668.8A patent/CN111592534B/zh active Active
- 2015-09-22 JP JP2017514705A patent/JP6549703B2/ja active Active
- 2015-09-22 EP EP15774652.0A patent/EP3197883B1/en active Active
- 2015-09-22 US US15/513,125 patent/US9926307B2/en active Active
- 2015-09-22 CN CN201580051365.XA patent/CN107001339B/zh active Active
- 2015-09-22 KR KR1020177009125A patent/KR102493967B1/ko active Active
- 2015-09-22 HU HUE15774652A patent/HUE050732T2/hu unknown
- 2015-09-22 PL PL15774652T patent/PL3197883T3/pl unknown
- 2015-09-22 SI SI201531254T patent/SI3197883T1/sl unknown
- 2015-09-22 EP EP20162784.1A patent/EP3828179A1/en active Pending
- 2015-09-22 WO PCT/GB2015/052729 patent/WO2016046530A1/en not_active Ceased
- 2015-09-22 PT PT157746520T patent/PT3197883T/pt unknown
- 2015-09-22 DK DK15774652.0T patent/DK3197883T3/da active
- 2015-09-22 CA CA2958262A patent/CA2958262C/en active Active
- 2015-09-22 MX MX2017003358A patent/MX2017003358A/es active IP Right Grant
- 2015-09-22 ES ES15774652T patent/ES2798473T3/es active Active
- 2015-09-22 SG SG11201700847YA patent/SG11201700847YA/en unknown
-
2017
- 2017-01-30 IL IL250345A patent/IL250345B/en active IP Right Grant
-
2018
- 2018-02-12 US US15/894,025 patent/US10392380B2/en active Active
-
2019
- 2019-06-21 US US16/448,066 patent/US10774078B2/en active Active
- 2019-06-27 JP JP2019119342A patent/JP6959299B2/ja active Active
-
2020
- 2020-06-11 CY CY20201100536T patent/CY1122983T1/el unknown
- 2020-08-11 US US16/990,150 patent/US11472798B2/en active Active
-
2021
- 2021-06-01 JP JP2021092454A patent/JP7261264B2/ja active Active
-
2022
- 2022-09-01 US US17/901,390 patent/US11993595B2/en active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2017530960A5 (cg-RX-API-DMAC10.html) | ||
| RU2017105296A (ru) | Новые соединения | |
| KR102485100B1 (ko) | 치환된 우레아 유도체 및 이의 약제학적 용도 | |
| AU2011344001B2 (en) | Substituted N-(1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide compounds as type III receptor tyrosine kinase inhibitors | |
| US20200172546A1 (en) | Pyrazolo[3,4-b]pyrazine derivatives as shp2 phosphatase inhibitors | |
| US12281122B1 (en) | PI3K inhibitors | |
| RU2016140338A (ru) | Азаспиро производные в качестве антагонистов trpm8 | |
| RU2018123779A (ru) | Новые соединения | |
| JP2018510183A5 (cg-RX-API-DMAC10.html) | ||
| RU2017134901A (ru) | Соединения 1-циано-пирролидинов в качестве ингибиторов USP30 | |
| JP2018500376A5 (cg-RX-API-DMAC10.html) | ||
| RU2015129538A (ru) | Замещенные имидазопиридины в качестве ингибиторов hdm2 | |
| JP2016523911A5 (cg-RX-API-DMAC10.html) | ||
| JP2013523884A5 (cg-RX-API-DMAC10.html) | ||
| CN111868037B (zh) | 作为crhr2拮抗剂的稠合环状脲衍生物 | |
| KR20150002573A (ko) | 벤조티아졸-6-일 아세트산 유도체 및 ｈｉｖ 감염을 치료하기 위한 이의 용도 | |
| EP2594270A2 (en) | The use of sGC stimulators, sGC activators, alone and combinations with PDE5 inhibitors for the treatment of systemic sclerosis (SSc) | |
| TW201822764A (zh) | Syk抑制劑 | |
| HRP20230595T1 (hr) | Inhibitori lizina specifične demetilaze-1 | |
| WO2023091726A1 (en) | Inhibitors of cyclin‑dependent kinase 12 (cdk12) | |
| KR20250021398A (ko) | Kif18a 저해용 화합물 | |
| JP2023551290A (ja) | ピロリジン誘導体及び使用方法 | |
| JPWO2019198692A5 (cg-RX-API-DMAC10.html) | ||
| RU2020134947A (ru) | Производные конденсированной циклической мочевины в антагонист crhr2 | |
| RU2025122871A (ru) | Новые гетероциклические соединения |