RU2506263C2 - Производные оксазолидиновых антибиотиков - Google Patents
Производные оксазолидиновых антибиотиков Download PDFInfo
- Publication number
- RU2506263C2 RU2506263C2 RU2009141310/04A RU2009141310A RU2506263C2 RU 2506263 C2 RU2506263 C2 RU 2506263C2 RU 2009141310/04 A RU2009141310/04 A RU 2009141310/04A RU 2009141310 A RU2009141310 A RU 2009141310A RU 2506263 C2 RU2506263 C2 RU 2506263C2
- Authority
- RU
- Russia
- Prior art keywords
- methoxy
- naphthyridin
- oxooxazolidin
- ylmethyl
- dihydrobenzo
- Prior art date
Links
- 239000003242 anti bacterial agent Substances 0.000 title abstract 2
- 229940088710 antibiotic agent Drugs 0.000 title abstract 2
- 150000002917 oxazolidines Chemical class 0.000 title abstract 2
- -1 CH2NR3 Chemical group 0.000 claims abstract 66
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 42
- 239000001257 hydrogen Substances 0.000 claims abstract 42
- 150000001875 compounds Chemical class 0.000 claims abstract 32
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 31
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims abstract 20
- 150000003839 salts Chemical class 0.000 claims abstract 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 16
- 229910052736 halogen Inorganic materials 0.000 claims abstract 13
- 150000002367 halogens Chemical group 0.000 claims abstract 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 11
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims abstract 10
- 125000002252 acyl group Chemical group 0.000 claims abstract 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 7
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 7
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 7
- 208000035143 Bacterial infection Diseases 0.000 claims abstract 6
- 208000022362 bacterial infectious disease Diseases 0.000 claims abstract 6
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 5
- 125000001424 substituent group Chemical group 0.000 claims abstract 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 4
- 239000003814 drug Substances 0.000 claims abstract 4
- 125000003277 amino group Chemical group 0.000 claims abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 27
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 5
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 239000010802 sludge Substances 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000006325 2-propenyl amino group Chemical group [H]C([H])=C([H])C([H])([H])N([H])* 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 2
- 229940080818 propionamide Drugs 0.000 claims 2
- 235000019260 propionic acid Nutrition 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims 1
- QOBHQNUSRPTPKX-GWQXNCQPSA-N C(C)C(C(=O)O)CCN(CCCC1=CC=NC2=CC=C(N=C12)OC)C[C@@H]1CN(C(O1)=O)C1=CC2=C(OCCO2)C=C1 Chemical compound C(C)C(C(=O)O)CCN(CCCC1=CC=NC2=CC=C(N=C12)OC)C[C@@H]1CN(C(O1)=O)C1=CC2=C(OCCO2)C=C1 QOBHQNUSRPTPKX-GWQXNCQPSA-N 0.000 claims 1
- XMWJIOXCWLBQOQ-UHFFFAOYSA-N NCCN(CCCC1=CC=NC2=CC=C(N=C12)OC)CC1N(C(OC1)=O)C1=CC2=C(OCCO2)C=C1 Chemical compound NCCN(CCCC1=CC=NC2=CC=C(N=C12)OC)CC1N(C(OC1)=O)C1=CC2=C(OCCO2)C=C1 XMWJIOXCWLBQOQ-UHFFFAOYSA-N 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 claims 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 6
- 125000006355 carbonyl methylene group Chemical group [H]C([H])([*:2])C([*:1])=O 0.000 abstract 2
- 229940079593 drug Drugs 0.000 abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 0 *CCC1C(*CC*2)=C2*(*)CCC*CCC1 Chemical compound *CCC1C(*CC*2)=C2*(*)CCC*CCC1 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
-
- 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
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- 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
-
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero 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
- C07D417/12—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 linked by a chain containing hetero atoms as chain links
-
- 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
- C07D417/14—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 three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Communicable Diseases (AREA)
- Ophthalmology & Optometry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Oncology (AREA)
- Otolaryngology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IB2007051292 | 2007-04-11 | ||
| IBPCT/IB2007/051292 | 2007-04-11 | ||
| IBPCT/IB2008/050746 | 2008-02-29 | ||
| IB2008050746 | 2008-02-29 | ||
| PCT/IB2008/051356 WO2008126024A2 (en) | 2007-04-11 | 2008-04-10 | Oxazolidinone antibiotic derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2009141310A RU2009141310A (ru) | 2011-05-20 |
| RU2506263C2 true RU2506263C2 (ru) | 2014-02-10 |
Family
ID=39722506
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009141310/04A RU2506263C2 (ru) | 2007-04-11 | 2008-04-10 | Производные оксазолидиновых антибиотиков |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8114867B2 (enExample) |
| EP (1) | EP2146987B1 (enExample) |
| JP (1) | JP5363457B2 (enExample) |
| KR (1) | KR101563752B1 (enExample) |
| CN (1) | CN101657450B (enExample) |
| AR (1) | AR066012A1 (enExample) |
| AU (1) | AU2008238894B2 (enExample) |
| BR (1) | BRPI0809667A2 (enExample) |
| CA (1) | CA2679069C (enExample) |
| CL (1) | CL2008001003A1 (enExample) |
| ES (1) | ES2560870T3 (enExample) |
| MX (1) | MX2009010641A (enExample) |
| PL (1) | PL2146987T3 (enExample) |
| RU (1) | RU2506263C2 (enExample) |
| TW (1) | TWI415614B (enExample) |
| WO (1) | WO2008126024A2 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5323088B2 (ja) | 2007-12-18 | 2013-10-23 | アクテリオン ファーマシューティカルズ リミテッド | ５−アミノシクリルメチル−オキサゾリジン−２−オン誘導体 |
| 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 |
| CN102232078B (zh) | 2008-12-12 | 2014-07-16 | 埃科特莱茵药品有限公司 | 5-氨基-2-(1-羟基-乙基)-四氢吡喃衍生物 |
| EP2509997B1 (en) * | 2009-12-07 | 2017-08-30 | i2 Pharmaceuticals, Inc. | Conjugates comprising an antibody surrogate scaffold with improved pharmacokinetic properties |
| EP2377850A1 (en) * | 2010-03-30 | 2011-10-19 | Pharmeste S.r.l. | TRPV1 vanilloid receptor antagonists with a bicyclic portion |
| TW201309689A (zh) | 2011-02-07 | 2013-03-01 | Daiichi Sankyo Co Ltd | 含胺基之吡咯啶酮衍生物 |
| WO2013021363A1 (en) | 2011-08-11 | 2013-02-14 | Actelion Pharmaceuticals Ltd | Quinazoline-2,4-dione derivatives |
| IN2014CN04126A (enExample) * | 2011-11-08 | 2015-07-10 | Actelion Pharmaceuticals Ltd | |
| TW201326180A (zh) | 2011-11-30 | 2013-07-01 | Actelion Pharmaceuticals Ltd | ３，７－二取代八氫－２Ｈ－吡啶并［４，３－ｅ］［１，３］□嗪－２－酮抗生素 |
| WO2014024056A1 (en) | 2012-08-06 | 2014-02-13 | Daiichi Sankyo Company, Limited | Pyrrolidine derivatives with antibacterial properties |
| ES2594553T3 (es) * | 2012-08-17 | 2016-12-21 | Basf Se | Procedimiento para fabricar benzoxazinonas |
| MA38588B1 (fr) * | 2013-04-16 | 2018-04-30 | Idorsia Pharmaceuticals Ltd | Dérivés bi-aromatiques antibactériens |
| AR102256A1 (es) * | 2014-10-15 | 2017-02-15 | Actelion Pharmaceuticals Ltd | Derivados biaromáticos básicos antibacterianos con sustitución de aminoalcoxi |
| GB201602235D0 (en) * | 2016-02-08 | 2016-03-23 | Redx Pharma Plc | Antibacterial compounds |
| CA3012569A1 (en) * | 2016-02-08 | 2017-08-17 | Redx Pharma Plc | Antibacterial compounds |
| EP3413976A1 (en) * | 2016-02-08 | 2018-12-19 | Redx Pharma PLC | Heterocyclic compounds, in particular 2-oxo-4,4,5,5,6,6,7,7-octahydrobenzoxazole derivatives, and their use as antibacterial compounds |
| 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 |
| US10912780B2 (en) | 2017-06-08 | 2021-02-09 | Bugworks Research, Inc. | Heterocyclic compounds useful as anti-bacterial agents and method for production thereof |
| 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 |
| JP7473204B2 (ja) * | 2018-03-28 | 2024-04-23 | バグワークス・リサーチ・インコーポレイテッド | オキサゾリジノン抗生物質化合物及び調製方法 |
| CN117532894B (zh) * | 2023-12-05 | 2024-06-14 | 东莞美泰电子有限公司 | 一种用于保护零件的pu皮革热压贴皮工艺 |
Citations (6)
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|---|---|---|---|---|
| RU2175324C2 (ru) * | 1995-09-01 | 2001-10-27 | Фармация Энд Апджон Компани | Фенилоксазолидиноны, имеющие с-с-связь с 4-8-членными гетероциклическими кольцами |
| WO2002096907A1 (en) * | 2001-05-25 | 2002-12-05 | Smithkline Beecham P.L.C. | Bicyclic nitrogen-containing heterocyclic derivatives for use as antibacterials |
| WO2004050036A2 (en) * | 2002-12-04 | 2004-06-17 | Glaxo Group Limited | Quinolines and nitrogenated derivatives thereof and their use as antibacterial agents |
| WO2004089947A2 (de) * | 2003-04-08 | 2004-10-21 | Morphochem Ag | Neue verbindungen mit antibakterieller aktivität |
| WO2006010831A1 (fr) * | 2004-06-29 | 2006-02-02 | Novexel | Derives de quinoleines-4-substituees, leur procede et intermediaires de preparation et les compositions pharmaceutiques qui les contiennent |
| US20070060558A1 (en) * | 2004-07-30 | 2007-03-15 | Palumed S.A. | Hybrid molecules QA where Q is an aminoquinoline and A is an antibiotic residue, the synthesis and uses thereof as antibacterial agents |
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|---|---|---|---|---|
| AU698867B2 (en) | 1995-04-21 | 1998-11-12 | Shinnippon Pharmaceutical Inc. | Fused imidazo 1,2-a pyridines |
| CA2331735A1 (en) | 1998-05-08 | 1999-11-18 | Smithkline Beecham P.L.C. | Phenylurea and phenylthio urea derivatives |
| WO2000040554A1 (en) | 1999-01-07 | 2000-07-13 | American Home Products Corporation | Arylpiperazinyl-cyclohexyl indole derivatives for the treatment of depression |
| GB9914486D0 (en) | 1999-06-21 | 1999-08-18 | Smithkline Beecham Plc | Medicaments |
| JP2003503403A (ja) | 1999-06-28 | 2003-01-28 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 呼吸合胞体ウイルス複製阻害剤 |
| CN1452619A (zh) | 2000-07-26 | 2003-10-29 | 史密斯克莱·比奇曼公司 | 具有抗细菌活性的氨基哌啶喹啉和它们的氮杂等排的类似物 |
| GB0031086D0 (en) | 2000-12-20 | 2001-01-31 | Smithkline Beecham Plc | Medicaments |
| GB0112834D0 (en) | 2001-05-25 | 2001-07-18 | Smithkline Beecham Plc | Medicaments |
| AU2003224345A1 (en) * | 2002-04-30 | 2003-11-17 | Orchid Chemicals & Pharmaceuticals | Antibacterial agents |
| AR040336A1 (es) | 2002-06-26 | 2005-03-30 | Glaxo Group Ltd | Compuesto de piperidina, uso del mismo para la fabricacion de un medicamento, composicion farmaceutica que lo comprende y procedimiento para preparar dicho compuesto |
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- 2008-04-10 CN CN200880011810.XA patent/CN101657450B/zh not_active Expired - Fee Related
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- 2008-04-10 BR BRPI0809667-8A2A patent/BRPI0809667A2/pt not_active IP Right Cessation
- 2008-04-10 ES ES08737784.2T patent/ES2560870T3/es active Active
- 2008-04-10 JP JP2010502625A patent/JP5363457B2/ja not_active Expired - Fee Related
- 2008-04-10 PL PL08737784T patent/PL2146987T3/pl unknown
- 2008-04-10 RU RU2009141310/04A patent/RU2506263C2/ru not_active IP Right Cessation
- 2008-04-10 TW TW097113095A patent/TWI415614B/zh not_active IP Right Cessation
- 2008-04-10 AU AU2008238894A patent/AU2008238894B2/en not_active Ceased
- 2008-04-10 MX MX2009010641A patent/MX2009010641A/es active IP Right Grant
- 2008-04-10 AR ARP080101485A patent/AR066012A1/es unknown
- 2008-04-10 US US12/595,711 patent/US8114867B2/en not_active Expired - Fee Related
- 2008-04-10 WO PCT/IB2008/051356 patent/WO2008126024A2/en not_active Ceased
- 2008-04-10 KR KR1020097023303A patent/KR101563752B1/ko not_active Expired - Fee Related
- 2008-04-10 EP EP08737784.2A patent/EP2146987B1/en not_active Not-in-force
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Also Published As
| Publication number | Publication date |
|---|---|
| US8114867B2 (en) | 2012-02-14 |
| BRPI0809667A2 (pt) | 2014-10-07 |
| US20100137290A1 (en) | 2010-06-03 |
| TWI415614B (zh) | 2013-11-21 |
| TW200843780A (en) | 2008-11-16 |
| CA2679069A1 (en) | 2008-10-23 |
| JP5363457B2 (ja) | 2013-12-11 |
| CA2679069C (en) | 2016-06-07 |
| WO2008126024A2 (en) | 2008-10-23 |
| MX2009010641A (es) | 2009-10-23 |
| KR101563752B1 (ko) | 2015-10-27 |
| KR20090130112A (ko) | 2009-12-17 |
| JP2010523645A (ja) | 2010-07-15 |
| AU2008238894A1 (en) | 2008-10-23 |
| ES2560870T3 (es) | 2016-02-23 |
| RU2009141310A (ru) | 2011-05-20 |
| EP2146987B1 (en) | 2015-12-02 |
| PL2146987T3 (pl) | 2016-05-31 |
| WO2008126024A3 (en) | 2008-12-04 |
| EP2146987A2 (en) | 2010-01-27 |
| AR066012A1 (es) | 2009-07-15 |
| CN101657450B (zh) | 2014-04-23 |
| CN101657450A (zh) | 2010-02-24 |
| CL2008001003A1 (es) | 2008-10-17 |
| AU2008238894B2 (en) | 2013-06-20 |
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