DE60117861T2 - Antimikrobielle chinolonderivate und ihre verwendung zur behandlung bakterieller infektionen - Google Patents
Antimikrobielle chinolonderivate und ihre verwendung zur behandlung bakterieller infektionen Download PDFInfo
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- DE60117861T2 DE60117861T2 DE60117861T DE60117861T DE60117861T2 DE 60117861 T2 DE60117861 T2 DE 60117861T2 DE 60117861 T DE60117861 T DE 60117861T DE 60117861 T DE60117861 T DE 60117861T DE 60117861 T2 DE60117861 T2 DE 60117861T2
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- Prior art keywords
- compound
- alkyl
- compounds
- compound according
- quinolone
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- 208000035143 Bacterial infection Diseases 0.000 title abstract description 3
- 230000000845 anti-microbial effect Effects 0.000 title description 3
- 208000022362 bacterial infectious disease Diseases 0.000 title description 2
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- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 150000004701 malic acid derivatives Chemical class 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
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- 150000004702 methyl esters Chemical class 0.000 description 1
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- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
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- 238000012544 monitoring process Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- POXUJOYUVLWPQN-ZDUSSCGKSA-N n-[[(5s)-3-(4-acetylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide Chemical compound O=C1O[C@@H](CNC(=O)C)CN1C1=CC=C(C(C)=O)C=C1 POXUJOYUVLWPQN-ZDUSSCGKSA-N 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 229960001699 ofloxacin Drugs 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
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- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
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- 230000000144 pharmacologic effect Effects 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- ALDITMKAAPLVJK-UHFFFAOYSA-N prop-1-ene;hydrate Chemical group O.CC=C ALDITMKAAPLVJK-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010956 selective crystallization Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- 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
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
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- 150000003890 succinate salts Chemical class 0.000 description 1
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- 150000008163 sugars Chemical class 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical group [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
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- 238000010189 synthetic method Methods 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
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- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 150000008648 triflates Chemical class 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-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
- 201000008827 tuberculosis Diseases 0.000 description 1
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- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25790400P | 2000-12-21 | 2000-12-21 | |
| US257904P | 2000-12-21 | ||
| PCT/US2001/044731 WO2002059116A2 (en) | 2000-12-21 | 2001-11-29 | Antimicrobial quinolone derivatives and use of the same to treat bacterial infections |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60117861D1 DE60117861D1 (de) | 2006-05-04 |
| DE60117861T2 true DE60117861T2 (de) | 2006-11-02 |
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| DE60117861T Expired - Fee Related DE60117861T2 (de) | 2000-12-21 | 2001-11-29 | Antimikrobielle chinolonderivate und ihre verwendung zur behandlung bakterieller infektionen |
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| EP (1) | EP1349853B1 (enExample) |
| JP (1) | JP2004518677A (enExample) |
| AT (1) | ATE319710T1 (enExample) |
| CA (1) | CA2424402A1 (enExample) |
| DE (1) | DE60117861T2 (enExample) |
| ES (1) | ES2256331T3 (enExample) |
| PE (1) | PE20030137A1 (enExample) |
| WO (1) | WO2002059116A2 (enExample) |
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| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| GB0009803D0 (en) | 2000-04-25 | 2000-06-07 | Astrazeneca Ab | Chemical compounds |
| WO2003031441A1 (en) * | 2001-10-04 | 2003-04-17 | Morphochen Aktiengesellschaft Für Kombinatorische Chemie | Multiple action compounds |
| WO2003031443A1 (en) * | 2001-10-04 | 2003-04-17 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Dual actions antibiotics comprising a oxazoldinone and a quinolone or naphthyridinone moiety |
| US6875784B2 (en) * | 2002-10-09 | 2005-04-05 | Pharmacia & Upjohn Company | Antimibicrobial [3.1.0.] bicyclic oxazolidinone derivatives |
| DE60324179D1 (de) * | 2002-12-04 | 2008-11-27 | Glaxo Group Ltd | Chinoline und stickstoffhaltige derivatedavon und deren verwendung als antibakterielle mittel |
| CA2515311A1 (en) * | 2003-02-07 | 2004-08-19 | Warner-Lambert Company Llc | Antibacterial agents |
| JP2006516989A (ja) * | 2003-02-07 | 2006-07-13 | ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー | 抗菌剤として使用するための二環式環によりｎ−置換されたオキサゾリジノン誘導体 |
| MXPA05011654A (es) * | 2003-04-30 | 2005-12-15 | Morphochem Ag Komb Chemie | Uso de antibioticos hibridos de oxazolidinona-quinolina para el tratamiento del antrax y de otras infecciones. |
| MXPA06000228A (es) | 2003-07-02 | 2006-06-27 | Merck & Co Inc | Antibioticos de oxazolidinona sustituidos con un grupo ciclopropilo y derivados de los mismos. |
| AU2004256085B2 (en) * | 2003-07-02 | 2007-12-06 | Kyorin, Pharmaceutical Co., Ltd. | Cyclopropyl Group Substituted Oxazolydinone Antibiotics and Derivatives Thereof |
| DE10340485B4 (de) | 2003-09-03 | 2015-05-13 | Morphochem AG Aktiengesellschaft für kombinatorische Chemie | Verfahren zur Herstellung von Oxazolidinon-Chinolon Hybriden |
| US7304050B2 (en) * | 2003-09-16 | 2007-12-04 | Pfizer Inc. | Antibacterial agents |
| ES2310299T5 (es) * | 2003-12-18 | 2014-02-10 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Antibióticos híbridos a base de oxazolidinona-quinolona |
| EP1557416A1 (en) * | 2004-01-23 | 2005-07-27 | Morphochem Aktiengesellschaft Für Kombinatorische Chemie | Oxazolidinone-quinolone hybrid antibiotics |
| US8158797B2 (en) | 2003-12-18 | 2012-04-17 | Morphochem Aktiengesellschaft Fur Kombinatorische Chemie | Oxazolidinone-quinolone hybrid antibiotics |
| WO2005097752A1 (en) * | 2004-03-31 | 2005-10-20 | Bayer Pharmaceuticals Corporation | Quinolone carboxylic acid derivatives for treatment of hyperproliferative conditions |
| US20060105941A1 (en) * | 2004-11-12 | 2006-05-18 | Allergan, Inc. | Mixed antibiotic codrugs |
| US8546423B2 (en) * | 2005-05-18 | 2013-10-01 | Mpex Pharmaceuticals, Inc. | Aerosolized fluoroquinolones and uses thereof |
| US7838532B2 (en) * | 2005-05-18 | 2010-11-23 | Mpex Pharmaceuticals, Inc. | Aerosolized fluoroquinolones and uses thereof |
| AR054608A1 (es) * | 2005-08-08 | 2007-06-27 | Actelion Pharmaceuticals Ltd | Derivados de oxazolidinona enlazados a quinolonas como antibacterianos |
| US20090264342A1 (en) * | 2006-02-13 | 2009-10-22 | Trustees Of Boston University | Compositions and methods for antibiotic potentiation and drug discovery |
| US20070196398A1 (en) * | 2006-02-17 | 2007-08-23 | Murthy Yerramilli V S | Fluoroquinolone fatty acid salt compositions |
| US20070197548A1 (en) * | 2006-02-17 | 2007-08-23 | Murthy Yerramilli V S | Fluoroquinolone compositions |
| US20100234348A1 (en) * | 2006-08-04 | 2010-09-16 | Trustees Of Boston University | Compositions and methods for potentiating antibiotic activity |
| US8124623B2 (en) * | 2006-11-10 | 2012-02-28 | Actelion Pharmaceuticals Ltd. | 5-hydroxymethyl-oxazolidin-2-one-derivatives and their uses as antibacterials |
| CL2007003232A1 (es) * | 2006-11-10 | 2008-06-27 | Actelion Pharmaceuticals Ltd | Compuestos derivados de 5-hidroximetil oxazolidin-2-ona; composicion farmaceutica que contiene a dichos compuestos; y su uso para tratar y prevenir infecciones bacterianas. |
| PL2296651T3 (pl) * | 2008-05-09 | 2012-12-31 | Actelion Pharmaceuticals Ltd | Pochodne 5-hydroksymetylooksazolidyn-2-onu do leczenia bakteryjnych chorób jelitowych |
| KR100980681B1 (ko) * | 2008-09-16 | 2010-09-07 | 한국과학기술연구원 | 디플루오로페닐 유도체를 갖는 신규한 옥사졸리디논 유도체또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 유효성분으로 하는 항생제 조성물 |
| CN102325532B (zh) * | 2008-10-07 | 2015-06-17 | Mpex医药有限公司 | 用于减轻肺部炎症的左氧氟沙星吸入剂 |
| AU2009302478B2 (en) * | 2008-10-07 | 2015-09-03 | Horizon Orphan Llc | Aerosol fluoroquinolone formulations for improved pharmacokinetics |
| LT2473170T (lt) | 2009-09-04 | 2019-10-10 | Horizon Orphan Llc | Aerozolizuoto levofloksacino panaudojimas cistinės fibrozės gydymui |
| CN102040591B (zh) * | 2009-10-15 | 2013-12-11 | 山东轩竹医药科技有限公司 | 7-苯基喹诺酮类化合物 |
| US20120065170A1 (en) | 2010-09-10 | 2012-03-15 | Micurx Pharmaceuticals, Inc. | Antimicrobial Cyclocarbonyl Heterocyclic Compounds For Treatment Of Bacterial Infections |
| RU2675847C2 (ru) | 2013-05-28 | 2018-12-25 | Морфохем Акциенгезельшафт Фюр Комбинаторише Хеми | Комбинированные терапевтические средства, содержащие оксазолидинон-хинолоны, предназначенные для лечения бактериальных инфекций |
| EP3003289B1 (en) | 2013-05-28 | 2019-02-20 | Morphochem Aktiengesellschaft für kombinatorische Chemie | Administration of oxazolidinone-quinolone hybrid antibacterials |
| US10570152B2 (en) | 2015-07-28 | 2020-02-25 | Vyome Therapeutics Limited | Antibacterial therapeutics and prophylactics |
| US10995097B2 (en) | 2016-03-11 | 2021-05-04 | The Board Of Trustees Of The University Of Illinois | Small molecules active against gram-negative bacteria |
| CN107286182A (zh) * | 2016-04-12 | 2017-10-24 | 李靖 | 新型噁唑烷酮‑氟喹诺酮衍生物及用途 |
| US10087171B2 (en) | 2016-12-19 | 2018-10-02 | Actelion Pharmaceuticals Ltd | Crystalline forms of cadazolid |
| US11274106B2 (en) | 2017-06-23 | 2022-03-15 | The Board Of Trustees Of The University Of Illinois | Topoisomerase inhibitors with antibacterial and anticancer activity |
| CN116675685B (zh) * | 2022-02-25 | 2026-04-24 | 东北农业大学 | 含吡啶联噁唑烷酮类化合物及其合成方法和应用 |
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| NL137326C (enExample) | 1967-08-26 | |||
| US3669965A (en) | 1969-12-29 | 1972-06-13 | Lilly Co Eli | 1-lower alkyl or alkylene substituted-6,7-methylenedioxy-4(1h)-oxocinnoline-3-carboxylic acids and methods for making and using same |
| US4000155A (en) | 1975-12-11 | 1976-12-28 | Eli Lilly And Company | Herbicidal 2-methyl-4-phenyl-5-pyrazolinones[and isoxazolinones] |
| US4283403A (en) | 1976-06-14 | 1981-08-11 | Eli Lilly And Company | Substituted isoxazolines for control of plant phytopathogens |
| IL51092A0 (en) * | 1976-12-10 | 1977-02-28 | Abic Ltd | Naphthyridine derivatives and their preparation |
| JPS5746986A (en) | 1980-09-02 | 1982-03-17 | Dai Ichi Seiyaku Co Ltd | Pyrido(1,2,3-de)(1,4)benzoxazine derivative |
| US4620007A (en) | 1980-09-03 | 1986-10-28 | Bayer Aktiengesellschaft | 6-fluoro-7-chloro-1-cyclopropyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid |
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| JPS5788182A (en) | 1980-11-21 | 1982-06-01 | Dai Ichi Seiyaku Co Ltd | Pyrido(1,2,3-de)(1,4)benzoxazinecarboxylic acid derivative |
| JPS5872589A (ja) | 1981-10-28 | 1983-04-30 | Dai Ichi Seiyaku Co Ltd | ピリド〔１，２，３−ｄｅ〕〔１，４〕ベンゾオキサジン誘導体 |
| DE3248507A1 (de) | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | Mikrobizide mittel auf chinoloncarbonsaeure basis |
| DE3248505A1 (de) | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7(4- (oxoalkyl)-1-piperazinyl/-3-chinolincarbonsaeuren und ihre derivate, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
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| DK170473B1 (da) | 1985-06-20 | 1995-09-11 | Daiichi Seiyaku Co | S(-)-pyridobenzoxazinforbindelser |
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| US4921869A (en) | 1987-10-09 | 1990-05-01 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl cycloalkylbenzene derivatives useful as antibacterial agents |
| US4977173A (en) | 1987-10-21 | 1990-12-11 | E. I. Du Pont De Nemours And Company | Aminomethyl oxooxazolidinyl ethenylbenzene derivatives useful as antibacterial agents |
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| JPH0269478A (ja) * | 1988-09-05 | 1990-03-08 | Sagami Chem Res Center | キノロンカルボン酸誘導体 |
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| DE69019859T2 (de) * | 1989-03-30 | 1995-10-05 | Wakunaga Seiyaku Kk | Chinolon-Derivate und deren Salze, Verfahren zu deren Herstellung und diese enthaltende antibakterielle Wirkstoffe. |
| EP0610265B1 (en) | 1991-11-01 | 1996-12-27 | PHARMACIA & UPJOHN COMPANY | Substituted aryl- and heteroarylphenyloxazolidinones useful as antibacterial agents |
| DE69316240T2 (de) | 1992-12-08 | 1998-05-20 | Upjohn Co | Durch eine tropon gruppe substituierte phenyloxazolidinone-derivate als antibakterielles mittel |
| DE4425609A1 (de) | 1994-07-20 | 1996-01-25 | Bayer Ag | Benzofuranyl- und Benzothienyloxazolidinone |
| DE4425613A1 (de) | 1994-07-20 | 1996-01-25 | Bayer Ag | 5-gliedrige Heteroaryl-oxazolidinone |
| DE4425612A1 (de) | 1994-07-20 | 1996-04-04 | Bayer Ag | 6-gliedrige stickstoffhaltige Heteroaryl-oxazolidinone |
| DE19514313A1 (de) | 1994-08-03 | 1996-02-08 | Bayer Ag | Benzoxazolyl- und Benzothiazolyloxazolidinone |
| US6124334A (en) * | 1995-02-03 | 2000-09-26 | Pharmacia & Upjohn Company | Hetero-aromatic ring substituted phenyloxazolidinone antimicrobials |
| DE19601265A1 (de) * | 1996-01-16 | 1997-07-17 | Bayer Ag | 2-Oxo- und 2-Thio-1,2-dihydrochinolinyl-oxazolidinone |
| JP2000516245A (ja) | 1996-08-21 | 2000-12-05 | ファルマシア・アンド・アップジョン・カンパニー | 抗菌剤として有用なイソオキサゾリン誘導体類 |
| PT1054874E (pt) | 1998-02-13 | 2003-01-31 | Upjohn Co | Derivados de aminofenil-isoxazolina substituidos uteis como anti-microbianos |
| TW572757B (en) | 1998-08-24 | 2004-01-21 | Bristol Myers Squibb Co | Novel isoxazolinone antibacterial agents |
-
2001
- 2001-11-29 EP EP01994117A patent/EP1349853B1/en not_active Expired - Lifetime
- 2001-11-29 ES ES01994117T patent/ES2256331T3/es not_active Expired - Lifetime
- 2001-11-29 DE DE60117861T patent/DE60117861T2/de not_active Expired - Fee Related
- 2001-11-29 CA CA002424402A patent/CA2424402A1/en not_active Abandoned
- 2001-11-29 WO PCT/US2001/044731 patent/WO2002059116A2/en not_active Ceased
- 2001-11-29 JP JP2002559418A patent/JP2004518677A/ja active Pending
- 2001-11-29 US US09/996,927 patent/US6689769B2/en not_active Expired - Fee Related
- 2001-11-29 AT AT01994117T patent/ATE319710T1/de not_active IP Right Cessation
- 2001-12-20 PE PE2001001284A patent/PE20030137A1/es not_active Application Discontinuation
-
2003
- 2003-12-05 US US10/729,816 patent/US6869965B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004518677A (ja) | 2004-06-24 |
| EP1349853A2 (en) | 2003-10-08 |
| ATE319710T1 (de) | 2006-03-15 |
| CA2424402A1 (en) | 2002-08-01 |
| PE20030137A1 (es) | 2003-03-08 |
| DE60117861D1 (de) | 2006-05-04 |
| EP1349853B1 (en) | 2006-03-08 |
| WO2002059116A3 (en) | 2002-12-05 |
| US20040215017A1 (en) | 2004-10-28 |
| WO2002059116A2 (en) | 2002-08-01 |
| US6689769B2 (en) | 2004-02-10 |
| US20030013737A1 (en) | 2003-01-16 |
| US6869965B2 (en) | 2005-03-22 |
| ES2256331T3 (es) | 2006-07-16 |
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| 8339 | Ceased/non-payment of the annual fee |