JP2016535039A5 - - Google Patents
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- Publication number
- JP2016535039A5 JP2016535039A5 JP2016526946A JP2016526946A JP2016535039A5 JP 2016535039 A5 JP2016535039 A5 JP 2016535039A5 JP 2016526946 A JP2016526946 A JP 2016526946A JP 2016526946 A JP2016526946 A JP 2016526946A JP 2016535039 A5 JP2016535039 A5 JP 2016535039A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- ppm
- formula
- methyl
- acetamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 18
- -1 (3- (4-fluoro-3-morpholinophenyl) -2-oxooxazolidin-5-yl) methyl Chemical group 0.000 claims 16
- XGJWSPHVMBBXBH-NSHDSACASA-N N-[[(5S)-3-(2-amino-4-fluoro-5-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide Chemical compound CC(=O)NC[C@H]1CN(C(=O)O1)c1cc(N2CCOCC2)c(F)cc1N XGJWSPHVMBBXBH-NSHDSACASA-N 0.000 claims 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- BRLQWZUYTZBJKN-VKHMYHEASA-N (-)-Epichlorohydrin Chemical compound ClC[C@H]1CO1 BRLQWZUYTZBJKN-VKHMYHEASA-N 0.000 claims 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 claims 1
- 238000005160 1H NMR spectroscopy Methods 0.000 claims 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 230000037396 body weight Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 claims 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims 1
- 238000002329 infrared spectrum Methods 0.000 claims 1
- MRRGEAIXMWNTCP-ZDUSSCGKSA-N n-[[(5s)-3-(4-fluoro-3-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide Chemical compound O=C1O[C@@H](CNC(=O)C)CN1C1=CC=C(F)C(N2CCOCC2)=C1 MRRGEAIXMWNTCP-ZDUSSCGKSA-N 0.000 claims 1
- 230000000802 nitrating effect Effects 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- 125000005543 phthalimide group Chemical group 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 238000001228 spectrum Methods 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN5063/CHE/2013 | 2013-11-08 | ||
| IN5063CH2013 | 2013-11-08 | ||
| IN2254CH2014 | 2014-05-05 | ||
| IN2254/CHE/2014 | 2014-05-05 | ||
| PCT/IN2014/000497 WO2015068173A1 (en) | 2013-11-08 | 2014-07-28 | Novel oxazolidinone antibacterial compound |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016535039A JP2016535039A (ja) | 2016-11-10 |
| JP2016535039A5 true JP2016535039A5 (https=) | 2017-08-17 |
| JP6286536B2 JP6286536B2 (ja) | 2018-02-28 |
Family
ID=53040992
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016526946A Expired - Fee Related JP6286536B2 (ja) | 2013-11-08 | 2014-07-28 | 新規オキサゾリジノン抗菌化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9573910B2 (https=) |
| EP (1) | EP3065740B1 (https=) |
| JP (1) | JP6286536B2 (https=) |
| CN (1) | CN105705147B (https=) |
| ES (1) | ES2699001T3 (https=) |
| WO (1) | WO2015068173A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117597337A (zh) * | 2021-05-03 | 2024-02-23 | 迪斯库瓦有限公司 | 抗菌化合物的制备方法 |
| CN115707685A (zh) * | 2021-08-20 | 2023-02-21 | 中国石油化工股份有限公司 | 一种制备胺-环氧卤丙烷聚合单体的方法及产物和系统 |
| CN114230547A (zh) * | 2021-12-29 | 2022-03-25 | 江苏广域化学有限公司 | 取代苯甲醛缩醇的合成方法 |
| CN116919954A (zh) * | 2023-05-22 | 2023-10-24 | 成都大学 | 噁唑烷酮类化合物在制备抑制细菌群体感应的药物中的应用 |
| CN118515624B (zh) * | 2024-04-29 | 2025-01-24 | 聊城金歌合成材料有限公司 | 一种含三氟甲基多取代恶唑烷-4-酮的合成方法及应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1260948A (en) * | 1984-12-05 | 1989-09-26 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl benzene derivatives useful as antibacterial agents |
| US5688792A (en) * | 1994-08-16 | 1997-11-18 | Pharmacia & Upjohn Company | Substituted oxazine and thiazine oxazolidinone antimicrobials |
| MY115155A (en) * | 1993-09-09 | 2003-04-30 | Upjohn Co | Substituted oxazine and thiazine oxazolidinone antimicrobials. |
| KR20010015910A (ko) * | 1998-01-23 | 2001-02-26 | 로렌스 티. 마이젠헬더 | 옥사졸리디논 조합 라이브러리, 조성물 및 제조 방법 |
| JPH11322729A (ja) * | 1998-03-09 | 1999-11-24 | Hokuriku Seiyaku Co Ltd | ジチオカルバミド酸誘導体 |
| BR0111280A (pt) * | 2000-06-05 | 2003-06-10 | Dong A Pharm Co Ltd | Novos derivados de oxazolidinona e um processo para a preparação dos mesmos |
| CN1155585C (zh) * | 2001-12-19 | 2004-06-30 | 中国医学科学院医药生物技术研究所 | 3,5－取代噁唑烷酮衍生物及其制备方法和应用 |
| TW200302095A (en) * | 2002-01-25 | 2003-08-01 | Upjohn Co | Oxazolidinone cotherapy |
| EP2141161A1 (en) * | 2008-07-01 | 2010-01-06 | Ferrer Internacional, S.A. | 3-cyanopyrrolidinyl-phenyl-oxazolidinones as antibacterial agents |
| EP2163547A1 (en) | 2008-09-16 | 2010-03-17 | Unión Químico Farmacéutica, S.A. (UQUIFA) | Process for the preparation of an oxazolidinone antibacterial agent and intermediates thereof |
| WO2015068171A1 (en) | 2013-11-08 | 2015-05-14 | Lee Pharma Limited | Novel oxazolidinone compounds |
-
2014
- 2014-07-28 US US15/034,878 patent/US9573910B2/en not_active Expired - Fee Related
- 2014-07-28 WO PCT/IN2014/000497 patent/WO2015068173A1/en not_active Ceased
- 2014-07-28 ES ES14860707T patent/ES2699001T3/es active Active
- 2014-07-28 CN CN201480060357.7A patent/CN105705147B/zh not_active Expired - Fee Related
- 2014-07-28 EP EP14860707.0A patent/EP3065740B1/en not_active Not-in-force
- 2014-07-28 JP JP2016526946A patent/JP6286536B2/ja not_active Expired - Fee Related
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