RU2018124788A - Замещенные бензазиноны в качестве антибактериальных соединений - Google Patents
Замещенные бензазиноны в качестве антибактериальных соединений Download PDFInfo
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- RU2018124788A RU2018124788A RU2018124788A RU2018124788A RU2018124788A RU 2018124788 A RU2018124788 A RU 2018124788A RU 2018124788 A RU2018124788 A RU 2018124788A RU 2018124788 A RU2018124788 A RU 2018124788A RU 2018124788 A RU2018124788 A RU 2018124788A
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- branched
- straight
- hydroxy
- methanesulfonyl
- oxo
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- 150000001875 compounds Chemical class 0.000 title claims 19
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 35
- 239000001257 hydrogen Substances 0.000 claims 35
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 35
- 150000003839 salts Chemical class 0.000 claims 29
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 21
- 125000003118 aryl group Chemical group 0.000 claims 21
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 18
- 125000000623 heterocyclic group Chemical group 0.000 claims 16
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 14
- 229910052736 halogen Inorganic materials 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 14
- -1 1,3-dihydroisobenzofuranyl Chemical group 0.000 claims 7
- 229910003827 NRaRb Inorganic materials 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 239000000126 substance Substances 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- GCJYKOPXCGPQSM-OAQYLSRUSA-N (2R)-4-(4-fluoro-1-oxo-6-phenylisoquinolin-2-yl)-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=CN(C(C2=CC=C(C=C12)C1=CC=CC=C1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C GCJYKOPXCGPQSM-OAQYLSRUSA-N 0.000 claims 1
- HSCLJPCNYOKMIE-JOCHJYFZSA-N (2R)-4-[4-fluoro-6-(4-methoxyphenyl)-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=CN(C(C2=CC=C(C=C12)C1=CC=C(C=C1)OC)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C HSCLJPCNYOKMIE-JOCHJYFZSA-N 0.000 claims 1
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- HHKGQFYWZSJFTM-OAQYLSRUSA-N (2R)-4-[5-fluoro-7-(4-methylphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C2C(N(C=NC2=CC(=C1)C1=CC=C(C=C1)C)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O HHKGQFYWZSJFTM-OAQYLSRUSA-N 0.000 claims 1
- UKQPRZILVZNSNW-HSZRJFAPSA-N (2R)-4-[6-(1,3-dihydro-2-benzofuran-5-yl)-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1OCC2=C1C=CC(=C2)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C UKQPRZILVZNSNW-HSZRJFAPSA-N 0.000 claims 1
- JFXWXWCHXOJLQZ-JOCHJYFZSA-N (2R)-4-[6-(2-fluoro-4-methoxyphenyl)-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)OC)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C JFXWXWCHXOJLQZ-JOCHJYFZSA-N 0.000 claims 1
- KBSFLIMTKCKYHK-OAQYLSRUSA-N (2R)-4-[6-(2-fluorophenyl)-1-oxo-3,4-dihydroisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC=C1)C=1C=C2CCN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C KBSFLIMTKCKYHK-OAQYLSRUSA-N 0.000 claims 1
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- CUQXCDGAIPHDDS-JOCHJYFZSA-N (2R)-4-[6-(6-ethoxypyridin-3-yl)-4-fluoro-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C(C)OC1=CC=C(C=N1)C=1C=C2C(=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F CUQXCDGAIPHDDS-JOCHJYFZSA-N 0.000 claims 1
- FNHKRXAADARRQE-OAQYLSRUSA-N (2R)-4-[6-[2-(dimethylamino)pyrimidin-5-yl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C1=NC=C(C=N1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)C FNHKRXAADARRQE-OAQYLSRUSA-N 0.000 claims 1
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- WLIXSEFOUWOYRA-HHHXNRCGSA-N (2R)-4-[6-[2-fluoro-4-[[(2-methoxy-2-methylpropyl)amino]methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CNCC(C)(C)OC)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C WLIXSEFOUWOYRA-HHHXNRCGSA-N 0.000 claims 1
- JAEJWBKGNBJGJA-RUZDIDTESA-N (2R)-4-[6-[2-fluoro-4-[[2-hydroxyethyl(methyl)amino]methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CN(C)CCO)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C JAEJWBKGNBJGJA-RUZDIDTESA-N 0.000 claims 1
- HOQUMCQFUCDSML-AREMUKBSSA-N (2R)-4-[6-[2-fluoro-4-[[2-methoxyethyl(methyl)amino]methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CN(C)CCOC)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C HOQUMCQFUCDSML-AREMUKBSSA-N 0.000 claims 1
- LRNGUTFTMMHLAC-HHHXNRCGSA-N (2R)-4-[6-[2-fluoro-4-[[3-methoxypropyl(methyl)amino]methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CN(C)CCCOC)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C LRNGUTFTMMHLAC-HHHXNRCGSA-N 0.000 claims 1
- QLIVXHNQINEIGR-HSZRJFAPSA-N (2R)-4-[6-[4-(dimethylamino)phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C1=CC=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)C QLIVXHNQINEIGR-HSZRJFAPSA-N 0.000 claims 1
- PFTSUEDAQLKSHC-XMMPIXPASA-N (2R)-4-[6-[4-[(2,2-dimethylhydrazinyl)methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(NCC1=CC=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)C PFTSUEDAQLKSHC-XMMPIXPASA-N 0.000 claims 1
- SSJVBKVMGVCLHR-AREMUKBSSA-N (2R)-4-[6-[4-[(2-ethoxyethylamino)methyl]-2-fluorophenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C(C)OCCNCC1=CC(=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F SSJVBKVMGVCLHR-AREMUKBSSA-N 0.000 claims 1
- STTYWMSVTFBQCI-RUZDIDTESA-N (2R)-4-[6-[4-[(cyclopropylamino)methyl]-2-fluorophenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1(CC1)NCC1=CC(=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F STTYWMSVTFBQCI-RUZDIDTESA-N 0.000 claims 1
- RXMQFKJAIBLIEK-RUZDIDTESA-N (2R)-4-[6-[4-[(cyclopropylamino)methyl]phenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1(CC1)NCC1=CC=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C RXMQFKJAIBLIEK-RUZDIDTESA-N 0.000 claims 1
- BMUWZKSZLQWEPL-XMMPIXPASA-N (2R)-4-[6-[4-[(dimethylamino)methyl]-2,3-difluorophenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C)CC1=C(C(=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F)F BMUWZKSZLQWEPL-XMMPIXPASA-N 0.000 claims 1
- NLWZDEQPLPOBAB-XMMPIXPASA-N (2R)-4-[6-[4-[(dimethylamino)methyl]-2-fluorophenyl]-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C)CC1=CC(=C(C=C1)C=1C=C2C=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F NLWZDEQPLPOBAB-XMMPIXPASA-N 0.000 claims 1
- OINADAHBBYQVJA-XMMPIXPASA-N (2R)-4-[6-[4-[(dimethylamino)methyl]-2-fluorophenyl]-4-fluoro-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C)CC1=CC(=C(C=C1)C=1C=C2C(=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F)F OINADAHBBYQVJA-XMMPIXPASA-N 0.000 claims 1
- YHGFTADGQPWSHG-XMMPIXPASA-N (2R)-4-[6-[4-[(dimethylamino)methyl]phenyl]-4-fluoro-1-oxoisoquinolin-2-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C)CC1=CC=C(C=C1)C=1C=C2C(=CN(C(C2=CC=1)=O)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)F YHGFTADGQPWSHG-XMMPIXPASA-N 0.000 claims 1
- HENJEIAANFZLKD-OAQYLSRUSA-N (2R)-4-[6-fluoro-7-(4-methoxyphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=CC=C(C=C1)OC)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O HENJEIAANFZLKD-OAQYLSRUSA-N 0.000 claims 1
- AKVHFOHQDGAZMX-OAQYLSRUSA-N (2R)-4-[6-fluoro-7-(4-methylphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=CC=C(C=C1)C)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O AKVHFOHQDGAZMX-OAQYLSRUSA-N 0.000 claims 1
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- KVECDAFOJWGJNA-RUZDIDTESA-N (2R)-4-[6-fluoro-7-[2-fluoro-4-[[2-methoxyethyl(methyl)amino]methyl]phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=C(C=C(C=C1)CN(C)CCOC)F)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O KVECDAFOJWGJNA-RUZDIDTESA-N 0.000 claims 1
- BOADBBAEFFPVMX-JOCHJYFZSA-N (2R)-4-[6-fluoro-7-[4-(2-hydroxyethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=CC=C(C=C1)CCO)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O BOADBBAEFFPVMX-JOCHJYFZSA-N 0.000 claims 1
- KVRVZRAQMNYMIZ-AREMUKBSSA-N (2R)-4-[6-fluoro-7-[4-(2-morpholin-4-ylethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=CC=C(C=C1)CCN1CCOCC1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O KVRVZRAQMNYMIZ-AREMUKBSSA-N 0.000 claims 1
- ODFCCGSOCVGKKO-RUZDIDTESA-N (2R)-4-[6-fluoro-7-[4-(morpholin-4-ylmethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C2C(N(C=NC2=CC=1C1=CC=C(C=C1)CN1CCOCC1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O ODFCCGSOCVGKKO-RUZDIDTESA-N 0.000 claims 1
- ZTLVFEKSLCFYPP-JOCHJYFZSA-N (2R)-4-[7-(1,3-dihydro-2-benzofuran-5-yl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1OCC2=C1C=CC(=C2)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O ZTLVFEKSLCFYPP-JOCHJYFZSA-N 0.000 claims 1
- PAILFXZGTJIPAA-JOCHJYFZSA-N (2R)-4-[7-(1,3-dihydro-2-benzofuran-5-yl)-6-fluoro-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1OCC2=C1C=CC(=C2)C1=C(C=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F PAILFXZGTJIPAA-JOCHJYFZSA-N 0.000 claims 1
- FOGDAZGGRKWAHC-HXUWFJFHSA-N (2R)-4-[7-(2,3-difluorophenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC=C1F)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O FOGDAZGGRKWAHC-HXUWFJFHSA-N 0.000 claims 1
- BFWZBMHGKXBZMC-HXUWFJFHSA-N (2R)-4-[7-(2,5-difluorophenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=C(C=C1)F)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O BFWZBMHGKXBZMC-HXUWFJFHSA-N 0.000 claims 1
- BQXFNWXXIGJXDI-HXUWFJFHSA-N (2R)-4-[7-(2,6-difluorophenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C(=CC=C1)F)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O BQXFNWXXIGJXDI-HXUWFJFHSA-N 0.000 claims 1
- BZFPAMVOPGIFEW-HXUWFJFHSA-N (2R)-4-[7-(2-fluoro-4-methylphenyl)-4-oxo-1,2,3-benzotriazin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)C)C1=CC2=C(C(N(N=N2)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)C=C1 BZFPAMVOPGIFEW-HXUWFJFHSA-N 0.000 claims 1
- UQDPQAOFNOGAFB-HXUWFJFHSA-N (2R)-4-[7-(2-fluorophenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O UQDPQAOFNOGAFB-HXUWFJFHSA-N 0.000 claims 1
- AEPJXUDAHXWLBT-OAQYLSRUSA-N (2R)-4-[7-(3-fluoro-4-methylphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C(C=CC=1C)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O AEPJXUDAHXWLBT-OAQYLSRUSA-N 0.000 claims 1
- YWHJYDWSXLHTHS-JOCHJYFZSA-N (2R)-4-[7-(4-ethoxyphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C(C)OC1=CC=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O YWHJYDWSXLHTHS-JOCHJYFZSA-N 0.000 claims 1
- SUFXSGDEGVBDFP-AREMUKBSSA-N (2R)-4-[7-[2,3-difluoro-4-[2-(3-methoxyazetidin-1-yl)ethyl]phenyl]-6-fluoro-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1F)CCN1CC(C1)OC)C1=C(C=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F SUFXSGDEGVBDFP-AREMUKBSSA-N 0.000 claims 1
- FGJZQKREQOTBCP-RUZDIDTESA-N (2R)-4-[7-[2,3-difluoro-4-[[2-methoxyethyl(methyl)amino]methyl]phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1F)CN(C)CCOC)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O FGJZQKREQOTBCP-RUZDIDTESA-N 0.000 claims 1
- XFUBYTVFCYUFQO-JOCHJYFZSA-N (2R)-4-[7-[2-fluoro-4-(2-hydroxyethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CCO)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O XFUBYTVFCYUFQO-JOCHJYFZSA-N 0.000 claims 1
- KDCOXGHBZBLBCU-HSZRJFAPSA-N (2R)-4-[7-[2-fluoro-4-(2-methoxyethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CCOC)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O KDCOXGHBZBLBCU-HSZRJFAPSA-N 0.000 claims 1
- MVBFRQMQVAOEAN-AREMUKBSSA-N (2R)-4-[7-[2-fluoro-4-(2-morpholin-4-ylethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CCN1CCOCC1)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O MVBFRQMQVAOEAN-AREMUKBSSA-N 0.000 claims 1
- TUPUAGJQSCUGKZ-RUZDIDTESA-N (2R)-4-[7-[2-fluoro-4-(morpholin-4-ylmethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CN1CCOCC1)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O TUPUAGJQSCUGKZ-RUZDIDTESA-N 0.000 claims 1
- WRSJLTGJBWQNDJ-RUZDIDTESA-N (2R)-4-[7-[2-fluoro-4-[[2-methoxyethyl(methyl)amino]methyl]phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC1=C(C=CC(=C1)CN(C)CCOC)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O WRSJLTGJBWQNDJ-RUZDIDTESA-N 0.000 claims 1
- JCLCJKJSCGCQII-HSZRJFAPSA-N (2R)-4-[7-[3-fluoro-4-[[methoxy(methyl)amino]methyl]phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C=C(C=CC=1CN(C)OC)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O JCLCJKJSCGCQII-HSZRJFAPSA-N 0.000 claims 1
- VVLVXWQJQLLUMN-OAQYLSRUSA-N (2R)-4-[7-[4-(difluoromethoxy)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC(OC1=CC=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O)F VVLVXWQJQLLUMN-OAQYLSRUSA-N 0.000 claims 1
- YXCYXUYJNCXLMN-OAQYLSRUSA-N (2R)-4-[7-[4-(difluoromethyl)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC(C1=CC=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O)F YXCYXUYJNCXLMN-OAQYLSRUSA-N 0.000 claims 1
- CFMIYTVQDYZXOE-JOCHJYFZSA-N (2R)-4-[7-[4-(dimethylamino)phenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C1=CC=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@](C(=O)NO)(S(=O)(=O)C)C)=O)C CFMIYTVQDYZXOE-JOCHJYFZSA-N 0.000 claims 1
- SZXRMTFLGHOYQK-XMMPIXPASA-N (2R)-4-[7-[4-[(cyclopropylamino)methyl]-2-fluorophenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1(CC1)NCC1=CC(=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F SZXRMTFLGHOYQK-XMMPIXPASA-N 0.000 claims 1
- VAHLRDBRJKCLKS-XMMPIXPASA-N (2R)-4-[7-[4-[(cyclopropylamino)methyl]-2-fluorophenyl]-6-fluoro-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C1(CC1)NCC1=CC(=C(C=C1)C1=C(C=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F)F VAHLRDBRJKCLKS-XMMPIXPASA-N 0.000 claims 1
- MFNDAVYMCSOSBY-HSZRJFAPSA-N (2R)-4-[7-[4-[(ethoxyamino)methyl]-2-fluorophenyl]-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound C(C)ONCC1=CC(=C(C=C1)C1=CC=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F MFNDAVYMCSOSBY-HSZRJFAPSA-N 0.000 claims 1
- ZLBYVNUNZFYGQN-OAQYLSRUSA-N (2R)-4-[7-[6-(dimethylamino)pyridin-3-yl]-6-fluoro-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound CN(C1=CC=C(C=N1)C1=C(C=C2C(N(C=NC2=C1)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)F)C ZLBYVNUNZFYGQN-OAQYLSRUSA-N 0.000 claims 1
- LORSBJANQIBPTQ-OAQYLSRUSA-N (2R)-4-[8-fluoro-7-(4-methoxyphenyl)-4-oxoquinazolin-3-yl]-N-hydroxy-2-methyl-2-methylsulfonylbutanamide Chemical compound FC=1C(=CC=C2C(N(C=NC=12)CC[C@@](C(=O)NO)(C)S(=O)(=O)C)=O)C1=CC=C(C=C1)OC LORSBJANQIBPTQ-OAQYLSRUSA-N 0.000 claims 1
- DMMUKWCDSLOEBP-JOCHJYFZSA-N (2R)-N-hydroxy-4-[6-(4-methoxyphenyl)-1-oxoisoquinolin-2-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C(C2=CC=C(C=C2C=C1)C1=CC=C(C=C1)OC)=O)(C)S(=O)(=O)C)=O DMMUKWCDSLOEBP-JOCHJYFZSA-N 0.000 claims 1
- DQXWLFXBCAFSBF-OAQYLSRUSA-N (2R)-N-hydroxy-4-[6-(6-methoxypyridin-3-yl)-1-oxoisoquinolin-2-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C(C2=CC=C(C=C2C=C1)C=1C=NC(=CC=1)OC)=O)(C)S(=O)(=O)C)=O DQXWLFXBCAFSBF-OAQYLSRUSA-N 0.000 claims 1
- FUJZWVRNFJXZBN-HSZRJFAPSA-N (2R)-N-hydroxy-4-[6-[4-(2-hydroxyethyl)phenyl]-1-oxoisoquinolin-2-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C(C2=CC=C(C=C2C=C1)C1=CC=C(C=C1)CCO)=O)(C)S(=O)(=O)C)=O FUJZWVRNFJXZBN-HSZRJFAPSA-N 0.000 claims 1
- KBQRTZLBYRGSFW-HSZRJFAPSA-N (2R)-N-hydroxy-4-[6-[4-[(methoxyamino)methyl]phenyl]-1-oxoisoquinolin-2-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound CONCc1ccc(cc1)-c1ccc2c(ccn(CC[C@](C)(C(=O)NO)S(C)(=O)=O)c2=O)c1 KBQRTZLBYRGSFW-HSZRJFAPSA-N 0.000 claims 1
- ZHNORTBSXLDUPI-OAQYLSRUSA-N (2R)-N-hydroxy-4-[7-(4-methoxyphenyl)-4-oxoquinazolin-3-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@@](CCN1C=NC2=CC(=CC=C2C1=O)C1=CC=C(C=C1)OC)(S(=O)(=O)C)C)=O ZHNORTBSXLDUPI-OAQYLSRUSA-N 0.000 claims 1
- WUBXBOOTGLBRJF-JOCHJYFZSA-N (2R)-N-hydroxy-4-[7-[4-(2-hydroxyethyl)phenyl]-4-oxoquinazolin-3-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C=NC2=CC(=CC=C2C1=O)C1=CC=C(C=C1)CCO)(C)S(=O)(=O)C)=O WUBXBOOTGLBRJF-JOCHJYFZSA-N 0.000 claims 1
- YEBDRFNVVKLKHQ-JOCHJYFZSA-N (2R)-N-hydroxy-4-[7-[4-(methoxymethyl)phenyl]-4-oxoquinazolin-3-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C=NC2=CC(=CC=C2C1=O)C1=CC=C(C=C1)COC)(C)S(=O)(=O)C)=O YEBDRFNVVKLKHQ-JOCHJYFZSA-N 0.000 claims 1
- GIQDGZHRXNGQOG-HSZRJFAPSA-N (2R)-N-hydroxy-4-[7-[4-[[methoxy(methyl)amino]methyl]phenyl]-4-oxoquinazolin-3-yl]-2-methyl-2-methylsulfonylbutanamide Chemical compound ONC([C@](CCN1C=NC2=CC(=CC=C2C1=O)C1=CC=C(C=C1)CN(C)OC)(C)S(=O)(=O)C)=O GIQDGZHRXNGQOG-HSZRJFAPSA-N 0.000 claims 1
- 241000894006 Bacteria Species 0.000 claims 1
- 201000005008 bacterial sepsis Diseases 0.000 claims 1
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- BGCNBOFPABQGNG-UHFFFAOYSA-N ethyl 2-(dimethylamino)acetate Chemical compound CCOC(=O)CN(C)C BGCNBOFPABQGNG-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/08—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562264628P | 2015-12-08 | 2015-12-08 | |
| US62/264,628 | 2015-12-08 | ||
| PCT/IB2016/057451 WO2017098440A1 (en) | 2015-12-08 | 2016-12-08 | Substituted benzazinones as antibacterial compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2018124788A true RU2018124788A (ru) | 2020-01-15 |
| RU2018124788A3 RU2018124788A3 (OSRAM) | 2020-03-18 |
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| RU2018124788A RU2018124788A (ru) | 2015-12-08 | 2016-12-08 | Замещенные бензазиноны в качестве антибактериальных соединений |
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| Country | Link |
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| US (2) | US10781184B2 (OSRAM) |
| EP (1) | EP3386950A1 (OSRAM) |
| JP (1) | JP2019501896A (OSRAM) |
| KR (1) | KR20180088456A (OSRAM) |
| CN (1) | CN108368053A (OSRAM) |
| AU (2) | AU2016367510A1 (OSRAM) |
| BR (1) | BR112018011670A2 (OSRAM) |
| CA (1) | CA3007653A1 (OSRAM) |
| RU (1) | RU2018124788A (OSRAM) |
| WO (1) | WO2017098440A1 (OSRAM) |
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| AR099612A1 (es) | 2014-03-04 | 2016-08-03 | Actelion Pharmaceuticals Ltd | Derivados antibacterianos de 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona |
| AR105646A1 (es) | 2015-08-11 | 2017-10-25 | Actelion Pharmaceuticals Ltd | Agentes antibacterianos de 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona sustituida |
| AR105889A1 (es) | 2015-09-03 | 2017-11-22 | Actelion Pharmaceuticals Ltd | Compuestos antibacterianos 1,2-dihidro-3h-pirrolo[1,2-c]imidazol-3-ona sustituidos |
| PT3519387T (pt) * | 2016-09-28 | 2021-09-28 | Dong A St Co Ltd | Derivados de tetrahidropiridina e sua utilização como agentes antibacterianos |
| CN109593066B (zh) * | 2018-12-21 | 2020-06-19 | 上海交通大学 | 一种用于治疗肠道细菌感染的叶酸拮抗剂及其制备与应用 |
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| KR101076018B1 (ko) * | 2003-01-08 | 2011-10-21 | 유니버시티 오브 워싱톤 | 항균제 |
| CA2691987C (en) * | 2007-06-12 | 2016-08-16 | Achaogen, Inc. | Antibacterial agents |
| CA2782453C (en) * | 2009-12-16 | 2015-11-24 | Matthew Frank Brown | N-linked hydroxamic acid derivatives useful as antibacterial agents |
| JP6514716B2 (ja) * | 2014-04-22 | 2019-05-15 | ノバルティス アーゲー | ＬｐｘＣ阻害剤としてのイソオキサゾリンヒドロキサム酸誘導体 |
| AU2015261540A1 (en) * | 2014-05-16 | 2017-01-12 | Idorsia Pharmaceuticals Ltd | Antibacterial quinazoline-4(3h)-one derivatives |
-
2016
- 2016-12-08 JP JP2018529622A patent/JP2019501896A/ja active Pending
- 2016-12-08 AU AU2016367510A patent/AU2016367510A1/en not_active Abandoned
- 2016-12-08 CN CN201680072228.9A patent/CN108368053A/zh active Pending
- 2016-12-08 US US16/060,641 patent/US10781184B2/en not_active Expired - Fee Related
- 2016-12-08 KR KR1020187019079A patent/KR20180088456A/ko not_active Withdrawn
- 2016-12-08 CA CA3007653A patent/CA3007653A1/en not_active Abandoned
- 2016-12-08 WO PCT/IB2016/057451 patent/WO2017098440A1/en not_active Ceased
- 2016-12-08 RU RU2018124788A patent/RU2018124788A/ru not_active Application Discontinuation
- 2016-12-08 BR BR112018011670A patent/BR112018011670A2/pt not_active Application Discontinuation
- 2016-12-08 EP EP16819668.1A patent/EP3386950A1/en not_active Withdrawn
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2019
- 2019-11-27 AU AU2019271952A patent/AU2019271952A1/en not_active Abandoned
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2020
- 2020-09-08 US US17/014,386 patent/US20210053926A1/en not_active Abandoned
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| Publication number | Publication date |
|---|---|
| US20180362474A1 (en) | 2018-12-20 |
| US20210053926A1 (en) | 2021-02-25 |
| BR112018011670A2 (pt) | 2018-11-27 |
| RU2018124788A3 (OSRAM) | 2020-03-18 |
| WO2017098440A1 (en) | 2017-06-15 |
| CA3007653A1 (en) | 2017-06-15 |
| AU2016367510A1 (en) | 2018-06-07 |
| CN108368053A (zh) | 2018-08-03 |
| KR20180088456A (ko) | 2018-08-03 |
| EP3386950A1 (en) | 2018-10-17 |
| AU2019271952A1 (en) | 2019-12-19 |
| JP2019501896A (ja) | 2019-01-24 |
| US10781184B2 (en) | 2020-09-22 |
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| Date | Code | Title | Description |
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| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20200914 |