JP6286536B2 - 新規オキサゾリジノン抗菌化合物 - Google Patents
新規オキサゾリジノン抗菌化合物 Download PDFInfo
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- JP6286536B2 JP6286536B2 JP2016526946A JP2016526946A JP6286536B2 JP 6286536 B2 JP6286536 B2 JP 6286536B2 JP 2016526946 A JP2016526946 A JP 2016526946A JP 2016526946 A JP2016526946 A JP 2016526946A JP 6286536 B2 JP6286536 B2 JP 6286536B2
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- methyl
- acetamide
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- 150000001875 compounds Chemical class 0.000 title claims description 136
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 30
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 title claims description 13
- -1 oxazolidinone compound Chemical class 0.000 claims description 67
- 238000006243 chemical reaction Methods 0.000 claims description 53
- 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 description 18
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 15
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
- 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 description 11
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- ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
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- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- TUPFOYXHAYOHIB-WZGOVNIISA-M sodium;(2s,5r,6r)-6-[[(2s)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;(2s,3s,5r)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]h Chemical compound [Na+].C([C@]1(C)S([C@H]2N(C(C2)=O)[C@H]1C(O)=O)(=O)=O)N1C=CN=N1.O=C1C(=O)N(CC)CCN1C(=O)N[C@@H](C=1C=CC=CC=1)C(=O)N[C@@H]1C(=O)N2[C@@H](C([O-])=O)C(C)(C)S[C@@H]21 TUPFOYXHAYOHIB-WZGOVNIISA-M 0.000 description 1
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- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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- 229940124586 β-lactam antibiotics Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
-
- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
-
- 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
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN5063CH2013 | 2013-11-08 | ||
| IN5063/CHE/2013 | 2013-11-08 | ||
| IN2254/CHE/2014 | 2014-05-05 | ||
| IN2254CH2014 | 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 JP2016535039A5 (enExample) | 2017-08-17 |
| JP6286536B2 true JP6286536B2 (ja) | 2018-02-28 |
Family
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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 (enExample) |
| EP (1) | EP3065740B1 (enExample) |
| JP (1) | JP6286536B2 (enExample) |
| CN (1) | CN105705147B (enExample) |
| ES (1) | ES2699001T3 (enExample) |
| WO (1) | WO2015068173A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| MY115155A (en) * | 1993-09-09 | 2003-04-30 | Upjohn Co | Substituted oxazine and thiazine oxazolidinone antimicrobials. |
| US5688792A (en) * | 1994-08-16 | 1997-11-18 | Pharmacia & Upjohn Company | Substituted oxazine and thiazine oxazolidinone antimicrobials |
| EP1049682A1 (en) * | 1998-01-23 | 2000-11-08 | Versicor, Inc. | Oxazolidinone combinatorial libraries, compositions and methods of preparation |
| JPH11322729A (ja) * | 1998-03-09 | 1999-11-24 | Hokuriku Seiyaku Co Ltd | ジチオカルバミド酸誘導体 |
| US6689779B2 (en) | 2000-06-05 | 2004-02-10 | Dong A Pharm. Co., Ltd. | Oxazolidinone derivatives and a process for the preparation thereof |
| 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 WO PCT/IN2014/000497 patent/WO2015068173A1/en not_active Ceased
- 2014-07-28 ES ES14860707T patent/ES2699001T3/es active Active
- 2014-07-28 EP EP14860707.0A patent/EP3065740B1/en not_active Not-in-force
- 2014-07-28 CN CN201480060357.7A patent/CN105705147B/zh not_active Expired - Fee Related
- 2014-07-28 JP JP2016526946A patent/JP6286536B2/ja not_active Expired - Fee Related
- 2014-07-28 US US15/034,878 patent/US9573910B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US9573910B2 (en) | 2017-02-21 |
| WO2015068173A1 (en) | 2015-05-14 |
| EP3065740A4 (en) | 2017-04-19 |
| JP2016535039A (ja) | 2016-11-10 |
| CN105705147A (zh) | 2016-06-22 |
| CN105705147B (zh) | 2019-06-28 |
| EP3065740A1 (en) | 2016-09-14 |
| ES2699001T3 (es) | 2019-02-06 |
| US20160272597A1 (en) | 2016-09-22 |
| EP3065740B1 (en) | 2018-08-22 |
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