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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| JP4833385B1 (ja) | 2008-10-07 | 2011-12-07 | アクテリオン ファーマシューティカルズ リミテッド | 三環式オキサゾリジノン抗生物質化合物 |
| AR102256A1 (es) * | 2014-10-15 | 2017-02-15 | Actelion Pharmaceuticals Ltd | Derivados biaromáticos básicos antibacterianos con sustitución de aminoalcoxi |
| UY36851A (es) | 2015-08-16 | 2017-03-31 | Glaxosmithkline Ip Dev Ltd | Compuestos para uso en aplicaciones antibacterianas |
| TW201808906A (zh) | 2016-03-16 | 2018-03-16 | 拜耳作物科學股份有限公司 | 作為殺蟲劑之經取代吡啶化合物 |
| 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 |
| MY210507A (en) | 2018-08-13 | 2025-09-28 | Hoffmann La Roche | New heterocyclic compounds as monoacylglycerol lipase inhibitors |
| WO2020104494A1 (en) | 2018-11-22 | 2020-05-28 | F. Hoffmann-La Roche Ag | New heterocyclic compounds |
| PH12022550339A1 (en) | 2019-09-12 | 2023-03-13 | Hoffmann La Roche | 4,4a,5,7,8,8a-hexapyrido[4,3-b][1,4]oxazin-3-one compounds as magl inhibitors |
| EP4126855B1 (en) * | 2020-03-24 | 2024-04-24 | F. Hoffmann-La Roche AG | Compounds and their use in the treatment of bacterial infections |
| 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 |
| AU1026901A (en) | 1999-10-29 | 2001-05-08 | Syngenta Participations Ag | Novel herbicides |
| AU2002347985A1 (en) | 2001-11-15 | 2003-06-10 | Eli Lilly And Company | Peroxisome proliferator activated receptor alpha agonists |
| AR040335A1 (es) | 2002-06-26 | 2005-03-30 | Glaxo Group Ltd | Compuesto de ciclohexano o ciclohexeno, uso del mismo para preparar un medicamento, composicion farmaceutica que lo comprende, procedimiento y compuestos intermediarios de utilidad para preparar dicho compuesto |
| US20090186834A1 (en) | 2005-03-24 | 2009-07-23 | Microbia, Inc. | Diphenylheterocycle cholesterol absorption inhibitors |
| TW200734311A (en) | 2005-11-21 | 2007-09-16 | Astrazeneca Ab | New compounds |
| EP2141154A4 (en) | 2007-03-30 | 2011-06-01 | Inst Med Molecular Design Inc | OXAZOLIDINONE DERIVATIVITY WITH HEMMETIC EFFECT ON TYPE I 11-HYDROXYSTEROIDDEHYDROGENASE |
| 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. |
| HRP20140015T1 (hr) | 2007-12-20 | 2014-02-14 | Pharma Mar, S.A. | Antitumorski spojevi |
| BRPI0907892A2 (pt) | 2008-02-20 | 2015-07-28 | Actelion Pharmaceuticals Ltd | Composto antibiótico azatricíclico, medicamento, composição farmacêutica que o contém e uso do mesmo |
| CA2713187C (en) | 2008-02-22 | 2016-06-07 | Actelion Pharmaceuticals Ltd | Oxazolidinone derivatives |
| WO2010015985A1 (en) * | 2008-08-04 | 2010-02-11 | Actelion Pharmaceuticals Ltd | Tricyclic alkylaminomethyloxazolidinone derivatives |
| JP4833385B1 (ja) | 2008-10-07 | 2011-12-07 | アクテリオン ファーマシューティカルズ リミテッド | 三環式オキサゾリジノン抗生物質化合物 |
| ES2395491T3 (es) | 2008-10-10 | 2013-02-13 | Actelion Pharmaceuticals Ltd. | 2-Benzotiofenil y 2-naftil-oxazolidinonas y sus análogos azaisósteros como agentes antibacterianos |
| IN2014CN04126A (enExample) | 2011-11-08 | 2015-07-10 | Actelion Pharmaceuticals Ltd |
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2014
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- 2014-04-15 BR BR112015026261A patent/BR112015026261A8/pt not_active Application Discontinuation
- 2014-04-15 WO PCT/IB2014/060724 patent/WO2014170821A1/en not_active Ceased
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- 2014-04-15 ES ES14721539.6T patent/ES2640482T3/es active Active
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- 2014-04-15 KR KR1020157032552A patent/KR20150143720A/ko not_active Abandoned
- 2014-04-15 SG SG11201508479RA patent/SG11201508479RA/en unknown
- 2014-04-15 JP JP2016508263A patent/JP6375365B2/ja not_active Expired - Fee Related
- 2014-04-15 MX MX2015014576A patent/MX362338B/es active IP Right Grant
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2015
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- 2015-10-09 CL CL2015003019A patent/CL2015003019A1/es unknown
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