JP2016516805A5 - - Google Patents
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- Publication number
- JP2016516805A5 JP2016516805A5 JP2016508263A JP2016508263A JP2016516805A5 JP 2016516805 A5 JP2016516805 A5 JP 2016516805A5 JP 2016508263 A JP2016508263 A JP 2016508263A JP 2016508263 A JP2016508263 A JP 2016508263A JP 2016516805 A5 JP2016516805 A5 JP 2016516805A5
- Authority
- JP
- Japan
- Prior art keywords
- oxo
- pyrido
- oxazolidine
- ethyl
- methoxy
- 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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- 150000001875 compounds Chemical class 0.000 claims 33
- 150000003839 salts Chemical class 0.000 claims 21
- -1 cyanomethoxy Chemical group 0.000 claims 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 12
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 8
- 208000015181 infectious disease Diseases 0.000 claims 7
- 208000035143 Bacterial infection Diseases 0.000 claims 6
- 208000022362 bacterial infectious disease Diseases 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 239000004480 active ingredient Substances 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 230000002265 prevention Effects 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- AISJUFSMNZRJOE-LJQANCHMSA-N (5r)-5-[2-[[3-(4-methoxypyrimidin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 AISJUFSMNZRJOE-LJQANCHMSA-N 0.000 claims 2
- JMJNEAMRFCRSPG-SFHVURJKSA-N 6-[(5s)-5-[2-[[3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=N1 JMJNEAMRFCRSPG-SFHVURJKSA-N 0.000 claims 2
- 241000588626 Acinetobacter baumannii Species 0.000 claims 2
- 208000031729 Bacteremia Diseases 0.000 claims 2
- 208000037384 Clostridium Infections Diseases 0.000 claims 2
- 206010009657 Clostridium difficile colitis Diseases 0.000 claims 2
- 206010054236 Clostridium difficile infection Diseases 0.000 claims 2
- 208000001860 Eye Infections Diseases 0.000 claims 2
- 208000016604 Lyme disease Diseases 0.000 claims 2
- 201000009906 Meningitis Diseases 0.000 claims 2
- 206010031252 Osteomyelitis Diseases 0.000 claims 2
- 206010033078 Otitis media Diseases 0.000 claims 2
- 206010035664 Pneumonia Diseases 0.000 claims 2
- 206010057190 Respiratory tract infections Diseases 0.000 claims 2
- 208000019802 Sexually transmitted disease Diseases 0.000 claims 2
- 241000191967 Staphylococcus aureus Species 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 150000003857 carboxamides Chemical class 0.000 claims 2
- 208000019836 digestive system infectious disease Diseases 0.000 claims 2
- 206010014665 endocarditis Diseases 0.000 claims 2
- 208000011323 eye infectious disease Diseases 0.000 claims 2
- 238000007912 intraperitoneal administration Methods 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 208000037972 tropical disease Diseases 0.000 claims 2
- 201000008827 tuberculosis Diseases 0.000 claims 2
- 208000019206 urinary tract infection Diseases 0.000 claims 2
- MEXRMIQFQTWYNL-INIZCTEOSA-N (5S)-5-[2-[[2-hydroxy-3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COc1cccc(n1)-c1cccc(CNCC[C@H]2CN(C(=O)O2)c2ccc3SCC(=O)Nc3n2)c1O MEXRMIQFQTWYNL-INIZCTEOSA-N 0.000 claims 1
- BZQZJIWDDLWPMW-OAQYLSRUSA-N (5r)-5-[2-[[2-(3-methoxyphenyl)pyridin-4-yl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2N=CC=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=2)=C1 BZQZJIWDDLWPMW-OAQYLSRUSA-N 0.000 claims 1
- QJYDOVYCBCWLAT-OAQYLSRUSA-N (5r)-5-[2-[[2-fluoro-3-(3-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C(=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)F)=C1 QJYDOVYCBCWLAT-OAQYLSRUSA-N 0.000 claims 1
- FERWCDLUVRRJOZ-LJQANCHMSA-N (5r)-5-[2-[[3-(2,6-dimethoxypyrimidin-4-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=NC(OC)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 FERWCDLUVRRJOZ-LJQANCHMSA-N 0.000 claims 1
- MIOSSSWCJGTVJN-JOCHJYFZSA-N (5r)-5-[2-[[3-(3-hydroxy-5-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC(O)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 MIOSSSWCJGTVJN-JOCHJYFZSA-N 0.000 claims 1
- ZWRZWEUTBNNRNO-HSZRJFAPSA-N (5r)-5-[2-[[3-(3-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 ZWRZWEUTBNNRNO-HSZRJFAPSA-N 0.000 claims 1
- FZPFIZMNVCWVTG-GOSISDBHSA-N (5r)-5-[2-[[3-(4,6-dimethoxy-1,3,5-triazin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=NC(OC)=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 FZPFIZMNVCWVTG-GOSISDBHSA-N 0.000 claims 1
- DCTIIKWJNLWDTE-LJQANCHMSA-N (5r)-5-[2-[[3-(4,6-dimethoxypyrimidin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC(OC)=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 DCTIIKWJNLWDTE-LJQANCHMSA-N 0.000 claims 1
- ZOHKBAOTZFSHFL-OAQYLSRUSA-N (5r)-5-[2-[[3-(4-hydroxy-3-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound C1=C(O)C(OC)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 ZOHKBAOTZFSHFL-OAQYLSRUSA-N 0.000 claims 1
- JWUGLAQHBBEENX-HSZRJFAPSA-N (5r)-5-[2-[[3-(4-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound C1=CC(OC)=CC=C1C1=CC=CC(CNCC[C@H]2OC(=O)N(C2)C=2C=C3NC(=O)CSC3=CC=2)=C1 JWUGLAQHBBEENX-HSZRJFAPSA-N 0.000 claims 1
- KMFLSVYXZRTXDK-OAQYLSRUSA-N (5r)-5-[2-[[3-(4-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 KMFLSVYXZRTXDK-OAQYLSRUSA-N 0.000 claims 1
- LPVKQNNPHYBPTB-LJQANCHMSA-N (5r)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 LPVKQNNPHYBPTB-LJQANCHMSA-N 0.000 claims 1
- RMXHRIFHBCKLQJ-QGZVFWFLSA-N (5r)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-pyrido[3,2-b][1,4]thiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3N=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 RMXHRIFHBCKLQJ-QGZVFWFLSA-N 0.000 claims 1
- IYRBZBAACJLSFZ-OAQYLSRUSA-N (5r)-5-[2-[[3-(5-methoxypyridin-3-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CN=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 IYRBZBAACJLSFZ-OAQYLSRUSA-N 0.000 claims 1
- CXNDNFIGBVBVBB-LJQANCHMSA-N (5r)-5-[2-[[3-(6-methoxypyrazin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CN=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 CXNDNFIGBVBVBB-LJQANCHMSA-N 0.000 claims 1
- YLGHLNHHFJLNTF-HXUWFJFHSA-N (5r)-5-[2-[[3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 YLGHLNHHFJLNTF-HXUWFJFHSA-N 0.000 claims 1
- IZICXEZTQTYHSJ-OAQYLSRUSA-N (5r)-5-[2-[[3-(6-methoxypyridin-3-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound C1=NC(OC)=CC=C1C1=CC=CC(CNCC[C@H]2OC(=O)N(C2)C=2C=C3NC(=O)CSC3=CC=2)=C1 IZICXEZTQTYHSJ-OAQYLSRUSA-N 0.000 claims 1
- OVEBOTBLWDHUDS-LJQANCHMSA-N (5r)-5-[2-[[3-(6-methoxypyrimidin-4-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound C1=NC(OC)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 OVEBOTBLWDHUDS-LJQANCHMSA-N 0.000 claims 1
- CVSXXHGSLPROKX-JOCHJYFZSA-N (5r)-5-[2-[[4-(3-methoxyphenyl)pyridin-2-yl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)N=CC=2)=C1 CVSXXHGSLPROKX-JOCHJYFZSA-N 0.000 claims 1
- CWRBSKXWXCKQPP-OAQYLSRUSA-N (5r)-5-[2-[[4-fluoro-3-(3-methoxyphenyl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C(=CC=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=2)F)=C1 CWRBSKXWXCKQPP-OAQYLSRUSA-N 0.000 claims 1
- AJXNBKZNHBFWRY-JOCHJYFZSA-N (5r)-5-[2-[[5-(3-methoxyphenyl)pyridin-3-yl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=NC=2)=C1 AJXNBKZNHBFWRY-JOCHJYFZSA-N 0.000 claims 1
- UZGMKSJHKJANAC-OAQYLSRUSA-N (5r)-5-[2-[[6-(3-methoxyphenyl)pyridin-2-yl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2N=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 UZGMKSJHKJANAC-OAQYLSRUSA-N 0.000 claims 1
- VKHARGSMFQTYRQ-GOSISDBHSA-N (5r)-5-[2-[[6-(6-methoxypyridin-2-yl)pyridin-2-yl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2N=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 VKHARGSMFQTYRQ-GOSISDBHSA-N 0.000 claims 1
- RMXHRIFHBCKLQJ-KRWDZBQOSA-N (5s)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-pyrido[3,2-b][1,4]thiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 RMXHRIFHBCKLQJ-KRWDZBQOSA-N 0.000 claims 1
- YLGHLNHHFJLNTF-FQEVSTJZSA-N (5s)-5-[2-[[3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-2-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 YLGHLNHHFJLNTF-FQEVSTJZSA-N 0.000 claims 1
- QPPXQPRTOIOSAL-VWLOTQADSA-N 1-[[3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]phenoxy]methyl]cyclobutane-1-carbonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C(C=1)=CC=CC=1OCC1(C#N)CCC1 QPPXQPRTOIOSAL-VWLOTQADSA-N 0.000 claims 1
- YOEVPTGEJXKNBI-QFIPXVFZSA-N 2-[3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]phenoxy]acetonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(OCC#N)=C1 YOEVPTGEJXKNBI-QFIPXVFZSA-N 0.000 claims 1
- IQENPUPMHASIGK-IBGZPJMESA-N 2-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-3-carbonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=NC=CC=C1C#N IQENPUPMHASIGK-IBGZPJMESA-N 0.000 claims 1
- SCMQCSCJUDHKDH-NRFANRHFSA-N 2-methoxy-4-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C1=C(C#N)C(OC)=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 SCMQCSCJUDHKDH-NRFANRHFSA-N 0.000 claims 1
- JMNIYDBAIJPBJX-OAQYLSRUSA-N 2-methoxy-6-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-4-carbonitrile Chemical compound COC1=CC(C#N)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=N1 JMNIYDBAIJPBJX-OAQYLSRUSA-N 0.000 claims 1
- QKFNGWFGHSTIRL-IBGZPJMESA-N 2-methoxy-6-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1C#N QKFNGWFGHSTIRL-IBGZPJMESA-N 0.000 claims 1
- BYLFCHGSFPVZBN-HXUWFJFHSA-N 2-oxo-6-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]-1h-pyridine-4-carbonitrile Chemical compound C([C@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC(C#N)=CC(=O)N1 BYLFCHGSFPVZBN-HXUWFJFHSA-N 0.000 claims 1
- WDIMHTFBNRCXFU-HSZRJFAPSA-N 3-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 WDIMHTFBNRCXFU-HSZRJFAPSA-N 0.000 claims 1
- ZPBUSOWTNFZYQD-OAQYLSRUSA-N 3-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 ZPBUSOWTNFZYQD-OAQYLSRUSA-N 0.000 claims 1
- WDIMHTFBNRCXFU-QHCPKHFHSA-N 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 WDIMHTFBNRCXFU-QHCPKHFHSA-N 0.000 claims 1
- MJGAGEMSVCTFPW-QHCPKHFHSA-N 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-1,4-benzoxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@@H]1OC(N(C1)C=1C=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 MJGAGEMSVCTFPW-QHCPKHFHSA-N 0.000 claims 1
- ZPBUSOWTNFZYQD-NRFANRHFSA-N 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 ZPBUSOWTNFZYQD-NRFANRHFSA-N 0.000 claims 1
- WFHFBOBRBKWDSV-SFHVURJKSA-N 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CN=C1C#N WFHFBOBRBKWDSV-SFHVURJKSA-N 0.000 claims 1
- UMYYTXWHPDZJNO-NRFANRHFSA-N 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]thiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 UMYYTXWHPDZJNO-NRFANRHFSA-N 0.000 claims 1
- KAHFELSLQNZONT-UHFFFAOYSA-N 3-[3-[[2-[2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazol-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound N1=C2NC(=O)COC2=CC=C1N(C(O1)=O)C=C1CCNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 KAHFELSLQNZONT-UHFFFAOYSA-N 0.000 claims 1
- SEVKZXVRKIZTQF-UHFFFAOYSA-N 3-[3-[[2-[5-oxo-4-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3,4-oxadiazol-2-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound N1=C2NC(=O)COC2=CC=C1N(C(O1)=O)N=C1CCNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=C1 SEVKZXVRKIZTQF-UHFFFAOYSA-N 0.000 claims 1
- NJYDVPNQSMTLTH-IBGZPJMESA-N 3-[4-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]pyridin-2-yl]benzonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=NC=1C1=CC=CC(C#N)=C1 NJYDVPNQSMTLTH-IBGZPJMESA-N 0.000 claims 1
- HWRVVYPJVZHVSY-UHFFFAOYSA-N 3-[4-[[2-[2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazol-5-yl]ethylamino]methyl]pyridin-2-yl]benzonitrile Chemical compound N1=C2NC(=O)COC2=CC=C1N(C(O1)=O)C=C1CCNCC(C=1)=CC=NC=1C1=CC=CC(C#N)=C1 HWRVVYPJVZHVSY-UHFFFAOYSA-N 0.000 claims 1
- VCYXEHFSSZOSAR-HSZRJFAPSA-N 3-methoxy-5-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzonitrile Chemical compound COC1=CC(C#N)=CC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3C=C4NC(=O)CSC4=CC=3)C=CC=2)=C1 VCYXEHFSSZOSAR-HSZRJFAPSA-N 0.000 claims 1
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- OGXAWPGCPSKSEJ-IBGZPJMESA-N 5-[3-[[2-[(5S)-2-oxo-3-(3-oxo-4H-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridazine-3-carbonitrile Chemical compound O=C1O[C@@H](CCNCc2cccc(c2)-c2cnnc(c2)C#N)CN1c1ccc2OCC(=O)Nc2n1 OGXAWPGCPSKSEJ-IBGZPJMESA-N 0.000 claims 1
- UKSXUFYFDFPHMD-JOCHJYFZSA-N 5-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-3-carbonitrile Chemical compound C([C@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CN=CC(C#N)=C1 UKSXUFYFDFPHMD-JOCHJYFZSA-N 0.000 claims 1
- BEOLIDREZGYMNM-KRWDZBQOSA-N 6-[(5S)-5-[2-[[2-hydroxy-3-(4-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound OC1=C(CNCC[C@H]2CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=C1C1=NC=CC(=C1)OC BEOLIDREZGYMNM-KRWDZBQOSA-N 0.000 claims 1
- YGGVWXQQJYLRNE-SFHVURJKSA-N 6-[(5S)-5-[2-[[2-hydroxy-3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4H-1,4-benzoxazin-3-one Chemical compound COc1cccc(n1)-c1cccc(CNCC[C@H]2CN(C(=O)O2)c2ccc3OCC(=O)Nc3c2)c1O YGGVWXQQJYLRNE-SFHVURJKSA-N 0.000 claims 1
- ZHHLEJMUFOVXSY-KRWDZBQOSA-N 6-[(5S)-5-[2-[[4-hydroxy-3-(4-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COc1ccnc(c1)-c1cc(CNCC[C@H]2CN(C(=O)O2)c2ccc3OCC(=O)Nc3n2)ccc1O ZHHLEJMUFOVXSY-KRWDZBQOSA-N 0.000 claims 1
- HUMNTPGAPLHNPR-HNNXBMFYSA-N 6-[(5S)-5-[2-[[4-hydroxy-3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound OC1=C(C=C(CNCC[C@H]2CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=C1)C=1N=NC=C(C=1)OC HUMNTPGAPLHNPR-HNNXBMFYSA-N 0.000 claims 1
- ROJRSACABYSEHB-INIZCTEOSA-N 6-[(5S)-5-[2-[[4-hydroxy-3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COc1cccc(n1)-c1cc(CNCC[C@H]2CN(C(=O)O2)c2ccc3OCC(=O)Nc3n2)ccc1O ROJRSACABYSEHB-INIZCTEOSA-N 0.000 claims 1
- UJWGONOAEPXGBS-QGZVFWFLSA-N 6-[(5r)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 UJWGONOAEPXGBS-QGZVFWFLSA-N 0.000 claims 1
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- YXJHYAIZZALXBI-SFHVURJKSA-N 6-[(5s)-5-[2-[[2-(3-methoxyphenyl)pyrimidin-4-yl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2N=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CN=2)=C1 YXJHYAIZZALXBI-SFHVURJKSA-N 0.000 claims 1
- IJDWCSRMTFZMQR-INIZCTEOSA-N 6-[(5s)-5-[2-[[2-(6-methoxypyridin-2-yl)pyridin-4-yl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2N=CC=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=2)=N1 IJDWCSRMTFZMQR-INIZCTEOSA-N 0.000 claims 1
- YSKKPPFYLROHAY-FQEVSTJZSA-N 6-[(5s)-5-[2-[[3-(2,5-dimethoxyphenyl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=C(OC)C(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 YSKKPPFYLROHAY-FQEVSTJZSA-N 0.000 claims 1
- IRANJLSGXRDNGR-IBGZPJMESA-N 6-[(5s)-5-[2-[[3-(2-methoxypyridin-4-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound C1=NC(OC)=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 IRANJLSGXRDNGR-IBGZPJMESA-N 0.000 claims 1
- YCITVRROCMIVHA-FQEVSTJZSA-N 6-[(5s)-5-[2-[[3-(3,4-dimethoxyphenyl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound C1=C(OC)C(OC)=CC=C1C1=CC=CC(CNCC[C@@H]2OC(=O)N(C2)C=2N=C3NC(=O)COC3=CC=2)=C1 YCITVRROCMIVHA-FQEVSTJZSA-N 0.000 claims 1
- YPANFOWCQUODJD-QFIPXVFZSA-N 6-[(5s)-5-[2-[[3-(3-ethoxyphenyl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound CCOC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 YPANFOWCQUODJD-QFIPXVFZSA-N 0.000 claims 1
- CTHWNRYVKFFKLB-NRFANRHFSA-N 6-[(5s)-5-[2-[[3-(3-methoxyphenyl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 CTHWNRYVKFFKLB-NRFANRHFSA-N 0.000 claims 1
- VDTZCNFAMPFADL-FQEVSTJZSA-N 6-[(5s)-5-[2-[[3-(5-ethoxypyridin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound CCOC1=CN=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 VDTZCNFAMPFADL-FQEVSTJZSA-N 0.000 claims 1
- OFFZWRBRVNYNAY-IBGZPJMESA-N 6-[(5s)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-1,4-benzoxazin-3-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3C=C4NC(=O)COC4=CC=3)C=CC=2)=C1 OFFZWRBRVNYNAY-IBGZPJMESA-N 0.000 claims 1
- UJWGONOAEPXGBS-KRWDZBQOSA-N 6-[(5s)-5-[2-[[3-(5-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CN=NC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 UJWGONOAEPXGBS-KRWDZBQOSA-N 0.000 claims 1
- SWWCQABJDRULEQ-KRWDZBQOSA-N 6-[(5s)-5-[2-[[3-(6-methoxypyrazin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CN=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=N1 SWWCQABJDRULEQ-KRWDZBQOSA-N 0.000 claims 1
- CFXPDRMSLXVLLC-KRWDZBQOSA-N 6-[(5s)-5-[2-[[3-(6-methoxypyridazin-3-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound N1=NC(OC)=CC=C1C1=CC=CC(CNCC[C@@H]2OC(=O)N(C2)C=2N=C3NC(=O)COC3=CC=2)=C1 CFXPDRMSLXVLLC-KRWDZBQOSA-N 0.000 claims 1
- OZLQYCJPHSOZED-SFHVURJKSA-N 6-[(5s)-5-[2-[[3-(6-methoxypyridazin-4-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound N1=NC(OC)=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 OZLQYCJPHSOZED-SFHVURJKSA-N 0.000 claims 1
- SZQVVCZLKCXDQX-QHCPKHFHSA-N 6-[(5s)-5-[2-[[3-[3-(2-methoxyethoxy)phenyl]phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COCCOC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 SZQVVCZLKCXDQX-QHCPKHFHSA-N 0.000 claims 1
- SZOSRVNQYGGEIM-QHCPKHFHSA-N 6-[(5s)-5-[2-[[3-[3-(3-hydroxypropoxy)phenyl]phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound OCCCOC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 SZOSRVNQYGGEIM-QHCPKHFHSA-N 0.000 claims 1
- CSFMYMOKYXJOKN-DEOSSOPVSA-N 6-[(5s)-5-[2-[[3-[3-(4-hydroxybutoxy)phenyl]phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound OCCCCOC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 CSFMYMOKYXJOKN-DEOSSOPVSA-N 0.000 claims 1
- KFRRIKIXYTZMRL-VWLOTQADSA-N 6-[(5s)-5-[2-[[3-[3-(cyclobutylmethoxy)phenyl]phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C(C=1)=CC=CC=1OCC1CCC1 KFRRIKIXYTZMRL-VWLOTQADSA-N 0.000 claims 1
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- JNRLAFVOGSWMDW-LBAQZLPGSA-N 6-[(5s)-5-[2-[[3-[6-(3-hydroxypyrrolidin-1-yl)pyridin-2-yl]phenyl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound C1C(O)CCN1C1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=N1 JNRLAFVOGSWMDW-LBAQZLPGSA-N 0.000 claims 1
- HKXSHRGZBHLQJJ-IBGZPJMESA-N 6-[(5s)-5-[2-[[5-(3-methoxyphenyl)pyridazin-3-yl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)N=NC=2)=C1 HKXSHRGZBHLQJJ-IBGZPJMESA-N 0.000 claims 1
- UKYJHVANWPIMRQ-SFHVURJKSA-N 6-[(5s)-5-[2-[[6-(3-methoxyphenyl)pyrazin-2-yl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2N=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=NC=2)=C1 UKYJHVANWPIMRQ-SFHVURJKSA-N 0.000 claims 1
- JUDHTLKIWOUUBH-SFHVURJKSA-N 6-[(5s)-5-[2-[[6-(3-methoxyphenyl)pyridazin-4-yl]methylamino]ethyl]-2-oxo-1,3-oxazolidin-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2N=NC=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=2)=C1 JUDHTLKIWOUUBH-SFHVURJKSA-N 0.000 claims 1
- SMKHTJKJAPOWDC-IBGZPJMESA-N 6-[2-hydroxy-3-[[2-[(5S)-2-oxo-3-(3-oxo-4H-1,4-benzoxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound OC1=C(C=CC=C1CNCC[C@H]1CN(C(O1)=O)C=1C=CC2=C(NC(CO2)=O)C=1)C1=CC=CC(=N1)C#N SMKHTJKJAPOWDC-IBGZPJMESA-N 0.000 claims 1
- YGYPFEJWXVBIAG-KRWDZBQOSA-N 6-[2-hydroxy-3-[[2-[(5S)-2-oxo-3-(3-oxo-4H-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound OC1=C(C=CC=C1CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O)C1=CC=CC(=N1)C#N YGYPFEJWXVBIAG-KRWDZBQOSA-N 0.000 claims 1
- PDOXRTNEFGGBSA-KRWDZBQOSA-N 6-[2-hydroxy-3-[[2-[(5S)-2-oxo-3-(3-oxo-4H-pyrido[3,2-b][1,4]thiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound OC1=C(C=CC=C1CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2SCC(NC=2N=1)=O)C1=CC=CC(=N1)C#N PDOXRTNEFGGBSA-KRWDZBQOSA-N 0.000 claims 1
- KYFKFYWCJMQFFL-UHFFFAOYSA-N 6-[2-hydroxy-3-[[2-[5-oxo-4-(3-oxo-4H-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3,4-oxadiazol-2-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound OC1=C(C=CC=C1CNCCC=1OC(N(N=1)C=1C=CC=2OCC(NC=2N=1)=O)=O)C1=CC=CC(=N1)C#N KYFKFYWCJMQFFL-UHFFFAOYSA-N 0.000 claims 1
- KZFBURJMGDEUQJ-OAQYLSRUSA-N 6-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridine-2-carbonitrile Chemical compound C([C@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC=CC(C#N)=N1 KZFBURJMGDEUQJ-OAQYLSRUSA-N 0.000 claims 1
- ILIGGSOUVGCIER-SFHVURJKSA-N 6-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]pyridazine-4-carbonitrile Chemical compound C([C@@H]1OC(N(C1)C=1N=C2NC(=O)COC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC(C#N)=CN=N1 ILIGGSOUVGCIER-SFHVURJKSA-N 0.000 claims 1
- TUJZFNHGUMNZGQ-UHFFFAOYSA-N 6-[5-[2-[[2-hydroxy-3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3,4-oxadiazol-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COc1cccc(n1)-c1cccc(CNCCc2nn(-c3ccc4OCC(=O)Nc4n3)c(=O)o2)c1O TUJZFNHGUMNZGQ-UHFFFAOYSA-N 0.000 claims 1
- RQOXQPQDAZOHPM-UHFFFAOYSA-N 6-[5-[2-[[2-hydroxy-3-(6-methoxypyridin-2-yl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazol-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound OC1=C(CNCCC2=CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=C1C1=NC(=CC=C1)OC RQOXQPQDAZOHPM-UHFFFAOYSA-N 0.000 claims 1
- LRPWEWYMTXMULF-UHFFFAOYSA-N 6-[5-[2-[[3-(3-methoxyphenyl)phenyl]methylamino]ethyl]-2-oxo-1,3-oxazol-3-yl]-4h-pyrido[3,2-b][1,4]oxazin-3-one Chemical compound COC1=CC=CC(C=2C=C(CNCCC=3OC(=O)N(C=4N=C5NC(=O)COC5=CC=4)C=3)C=CC=2)=C1 LRPWEWYMTXMULF-UHFFFAOYSA-N 0.000 claims 1
- ZLTWXMSTJINVHJ-HXUWFJFHSA-N 6-oxo-5-[3-[[2-[(5r)-2-oxo-3-(3-oxo-4h-1,4-benzothiazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]-1h-pyridine-3-carbonitrile Chemical compound C([C@H]1OC(N(C1)C=1C=C2NC(=O)CSC2=CC=1)=O)CNCC(C=1)=CC=CC=1C1=CC(C#N)=CNC1=O ZLTWXMSTJINVHJ-HXUWFJFHSA-N 0.000 claims 1
- KDBHDQNEYDXVNH-UHFFFAOYSA-N COC1=CC=CC(=N1)C=1C=C(CNCCC2=CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 Chemical compound COC1=CC=CC(=N1)C=1C=C(CNCCC2=CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 KDBHDQNEYDXVNH-UHFFFAOYSA-N 0.000 claims 1
- PUFZKMUAZVAVFX-INIZCTEOSA-N COC=1C=C(N=NC=1)C=1C=C(C=NC=1)CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O Chemical compound COC=1C=C(N=NC=1)C=1C=C(C=NC=1)CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O PUFZKMUAZVAVFX-INIZCTEOSA-N 0.000 claims 1
- PIRPETWLNXDHKU-UHFFFAOYSA-N COC=1C=C(N=NC=1)C=1C=C(CNCCC2=CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 Chemical compound COC=1C=C(N=NC=1)C=1C=C(CNCCC2=CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 PIRPETWLNXDHKU-UHFFFAOYSA-N 0.000 claims 1
- ANILSVMAOYARLC-INIZCTEOSA-N COc1cnnc(c1)-c1ccnc(CNCC[C@H]2CN(C(=O)O2)c2ccc3OCC(=O)Nc3n2)c1 Chemical compound COc1cnnc(c1)-c1ccnc(CNCC[C@H]2CN(C(=O)O2)c2ccc3OCC(=O)Nc3n2)c1 ANILSVMAOYARLC-INIZCTEOSA-N 0.000 claims 1
- CZBQXCJQWLYHOJ-UHFFFAOYSA-N OC1=C(C=CC=C1CNCCC1=CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O)C=1C(=NC=CC=1)C#N Chemical compound OC1=C(C=CC=C1CNCCC1=CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O)C=1C(=NC=CC=1)C#N CZBQXCJQWLYHOJ-UHFFFAOYSA-N 0.000 claims 1
- HPDVYAXOCMELSI-FQEVSTJZSA-N OC=1C=C(C=CC=1)C1=CC(=CC=C1)CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O Chemical compound OC=1C=C(C=CC=1)C1=CC(=CC=C1)CNCC[C@H]1CN(C(O1)=O)C=1C=CC=2OCC(NC=2N=1)=O HPDVYAXOCMELSI-FQEVSTJZSA-N 0.000 claims 1
- SGPBCLMUTTUENH-DJTAZZKNSA-N O[C@@H]1CC(C[C@@H]1O)COC1=CC=CC(=N1)C=1C=C(CNCC[C@H]2CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 Chemical compound O[C@@H]1CC(C[C@@H]1O)COC1=CC=CC(=N1)C=1C=C(CNCC[C@H]2CN(C(O2)=O)C=2C=CC=3OCC(NC=3N=2)=O)C=CC=1 SGPBCLMUTTUENH-DJTAZZKNSA-N 0.000 claims 1
- 206010062255 Soft tissue infection Diseases 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- WXPONFSDBYOXPG-QHCPKHFHSA-N ethyl 2-[3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]phenoxy]acetate Chemical compound CCOC(=O)COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 WXPONFSDBYOXPG-QHCPKHFHSA-N 0.000 claims 1
- GFGXDVMELQHKRF-NRFANRHFSA-N methyl 3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]benzoate Chemical compound COC(=O)C1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 GFGXDVMELQHKRF-NRFANRHFSA-N 0.000 claims 1
- NRJMBQTZROGUFZ-QFIPXVFZSA-N n-methyl-2-[3-[3-[[2-[(5s)-2-oxo-3-(3-oxo-4h-pyrido[3,2-b][1,4]oxazin-6-yl)-1,3-oxazolidin-5-yl]ethylamino]methyl]phenyl]phenoxy]acetamide Chemical compound CNC(=O)COC1=CC=CC(C=2C=C(CNCC[C@@H]3OC(=O)N(C3)C=3N=C4NC(=O)COC4=CC=3)C=CC=2)=C1 NRJMBQTZROGUFZ-QFIPXVFZSA-N 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000000069 prophylactic effect Effects 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 210000001519 tissue Anatomy 0.000 claims 1
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| IBPCT/IB2013/053021 | 2013-04-16 | ||
| PCT/IB2014/060724 WO2014170821A1 (en) | 2013-04-16 | 2014-04-15 | Antibacterial biaromatic derivatives |
Publications (3)
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| JP2016516805A JP2016516805A (ja) | 2016-06-09 |
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| EP (1) | EP2986607B1 (https=) |
| JP (1) | JP6375365B2 (https=) |
| KR (1) | KR20150143720A (https=) |
| CN (1) | CN105143216B (https=) |
| AR (1) | AR095884A1 (https=) |
| AU (1) | AU2014255326B2 (https=) |
| BR (1) | BR112015026261A8 (https=) |
| CA (1) | CA2907832A1 (https=) |
| CL (1) | CL2015003019A1 (https=) |
| EA (1) | EA029361B1 (https=) |
| ES (1) | ES2640482T3 (https=) |
| HK (1) | HK1221459A1 (https=) |
| MA (1) | MA38588B1 (https=) |
| MX (1) | MX362338B (https=) |
| PH (1) | PH12015502411A1 (https=) |
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| DK2344495T3 (en) | 2008-10-07 | 2015-02-02 | Actelion Pharmaceuticals Ltd | TRICYCLIC OXAZOLIDINON ANTIBIOTIC COMPOUNDS |
| AR102256A1 (es) | 2014-10-15 | 2017-02-15 | Actelion Pharmaceuticals Ltd | Derivados biaromáticos básicos antibacterianos con sustitución de aminoalcoxi |
| TW201722965A (zh) | 2015-08-16 | 2017-07-01 | 葛蘭素史密斯克藍智慧財產發展有限公司 | 用於抗菌應用之化合物 |
| JP2019513700A (ja) | 2016-03-16 | 2019-05-30 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 殺有害生物剤及び植物保護剤としてのｎ−（シアノベンジル）−６−（シクロプロピル−カルボニルアミノ）−４−（フェニル）−ピリジン−２−カルボキサミド誘導体及び関連する化合物 |
| AR108108A1 (es) | 2016-04-14 | 2018-07-18 | Idorsia Pharmaceuticals Ltd | Derivados biaromáticos antibacterianos con sustitución de oxetan-3-iloxi |
| GB2550437B (en) * | 2016-05-20 | 2021-06-23 | Bugworks Res Inc | Heterocyclic compounds useful as anti-bacterial agents and method for production |
| TW201833120A (zh) * | 2017-02-17 | 2018-09-16 | 瑞士商愛杜西亞製藥有限公司 | 芳基噁唑啶酮抗生素化合物 |
| EP3284739A1 (de) | 2017-07-19 | 2018-02-21 | Bayer CropScience Aktiengesellschaft | Substituierte (het)arylverbindungen als schädlingsbekämpfungsmittel |
| CN111527093B (zh) * | 2017-11-29 | 2023-06-09 | 巴格沃克斯研究有限公司 | 抗菌杂环化合物及其合成 |
| PE20211089A1 (es) | 2018-08-13 | 2021-06-14 | Hoffmann La Roche | Nuevos compuestos heterociclicos como inhibidores de la monoacilglicerol lipasa |
| WO2020104494A1 (en) | 2018-11-22 | 2020-05-28 | F. Hoffmann-La Roche Ag | New heterocyclic compounds |
| CN114269755A (zh) | 2019-09-12 | 2022-04-01 | 豪夫迈·罗氏有限公司 | 作为magl抑制剂的4,4a,5,7,8,8a-六吡啶并[4,3-b][1,4]噁嗪-3-酮化合物 |
| CN115298176A (zh) * | 2020-03-24 | 2022-11-04 | 豪夫迈·罗氏有限公司 | 化合物以及它们在治疗细菌感染中的用途 |
| CN115785718B (zh) * | 2022-11-25 | 2023-08-22 | 四川大学 | 一种多基底表面的金属配位抗菌涂层及其制备方法 |
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| EP0297042A1 (de) | 1987-06-23 | 1988-12-28 | Ciba-Geigy Ag | Substituierte Penem-Verbindungen |
| DE19802239A1 (de) | 1998-01-22 | 1999-07-29 | Bayer Ag | Neue mit Bicyclen substituierte Oxazolidinone |
| WO2001030782A2 (en) | 1999-10-29 | 2001-05-03 | Syngenta Participations Ag | Novel herbicides |
| US7205321B2 (en) | 2001-11-15 | 2007-04-17 | Eli Lilly And Company | Peroxisome proliferator activated receptor alpha agonists |
| TW200406413A (en) | 2002-06-26 | 2004-05-01 | Glaxo Group Ltd | Compounds |
| WO2006102674A2 (en) | 2005-03-24 | 2006-09-28 | Microbia, Inc. | Diphenylheterocycle cholesterol absorption inhibitors |
| TW200734311A (en) | 2005-11-21 | 2007-09-16 | Astrazeneca Ab | New compounds |
| JPWO2008120655A1 (ja) | 2007-03-30 | 2010-07-15 | 株式会社医薬分子設計研究所 | Ｉ型１１βヒドロキシステロイド脱水素酵素阻害活性を有するオキサゾリジノン誘導体 |
| CL2008001003A1 (es) * | 2007-04-11 | 2008-10-17 | Actelion Pharmaceuticals Ltd | Compuestos derivados de oxazolidinona; composicion farmaceutica que comprende a dichos compuestos; y su uso para preparar un medicamento para tratar una infeccion bacteriana. |
| RU2493147C2 (ru) | 2007-12-20 | 2013-09-20 | Фарма Мар, С.А. | Противоопухолевые соединения |
| ES2411930T3 (es) | 2008-02-20 | 2013-07-09 | Actelion Pharmaceuticals Ltd. | Compuestos antibióticos azatricíclicos |
| KR101592046B1 (ko) | 2008-02-22 | 2016-02-05 | 액테리온 파마슈티칼 리미티드 | 옥사졸리디논 유도체 |
| CN102105467A (zh) * | 2008-08-04 | 2011-06-22 | 埃科特莱茵药品有限公司 | 三环烷氨基甲基噁唑烷酮衍生物 |
| DK2344495T3 (en) | 2008-10-07 | 2015-02-02 | Actelion Pharmaceuticals Ltd | TRICYCLIC OXAZOLIDINON ANTIBIOTIC COMPOUNDS |
| ES2395491T3 (es) * | 2008-10-10 | 2013-02-13 | Actelion Pharmaceuticals Ltd. | 2-Benzotiofenil y 2-naftil-oxazolidinonas y sus análogos azaisósteros como agentes antibacterianos |
| SG11201401710PA (en) | 2011-11-08 | 2014-09-26 | Actelion Pharmaceuticals Ltd | 2-oxo-oxazolidin-3,5-diyl antibiotic derivatives |
-
2014
- 2014-04-15 KR KR1020157032552A patent/KR20150143720A/ko not_active Abandoned
- 2014-04-15 TW TW103113729A patent/TWI631119B/zh not_active IP Right Cessation
- 2014-04-15 HK HK16109490.8A patent/HK1221459A1/zh unknown
- 2014-04-15 PL PL14721539T patent/PL2986607T3/pl unknown
- 2014-04-15 MX MX2015014576A patent/MX362338B/es active IP Right Grant
- 2014-04-15 CA CA2907832A patent/CA2907832A1/en not_active Abandoned
- 2014-04-15 US US14/784,602 patent/US9527867B2/en not_active Expired - Fee Related
- 2014-04-15 WO PCT/IB2014/060724 patent/WO2014170821A1/en not_active Ceased
- 2014-04-15 BR BR112015026261A patent/BR112015026261A8/pt not_active Application Discontinuation
- 2014-04-15 JP JP2016508263A patent/JP6375365B2/ja not_active Expired - Fee Related
- 2014-04-15 EA EA201501025A patent/EA029361B1/ru not_active IP Right Cessation
- 2014-04-15 AU AU2014255326A patent/AU2014255326B2/en not_active Ceased
- 2014-04-15 ES ES14721539.6T patent/ES2640482T3/es active Active
- 2014-04-15 SG SG11201508479RA patent/SG11201508479RA/en unknown
- 2014-04-15 MA MA38588A patent/MA38588B1/fr unknown
- 2014-04-15 EP EP14721539.6A patent/EP2986607B1/en not_active Not-in-force
- 2014-04-15 CN CN201480022059.9A patent/CN105143216B/zh not_active Expired - Fee Related
- 2014-04-16 AR ARP140101625A patent/AR095884A1/es unknown
-
2015
- 2015-10-04 SA SA515361261A patent/SA515361261B1/ar unknown
- 2015-10-09 CL CL2015003019A patent/CL2015003019A1/es unknown
- 2015-10-16 PH PH12015502411A patent/PH12015502411A1/en unknown
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