RU2009143731A - Соединения и способы улучшения растворимости флорфеникола и структурно родственных антибиотиков с помощью циклодекстринов - Google Patents
Соединения и способы улучшения растворимости флорфеникола и структурно родственных антибиотиков с помощью циклодекстринов Download PDFInfo
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- RU2009143731A RU2009143731A RU2009143731/15A RU2009143731A RU2009143731A RU 2009143731 A RU2009143731 A RU 2009143731A RU 2009143731/15 A RU2009143731/15 A RU 2009143731/15A RU 2009143731 A RU2009143731 A RU 2009143731A RU 2009143731 A RU2009143731 A RU 2009143731A
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- Prior art keywords
- cyclodextrin
- composition according
- composition
- water
- weight
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- 229920000858 Cyclodextrin Polymers 0.000 title claims abstract 22
- AYIRNRDRBQJXIF-NXEZZACHSA-N (-)-Florfenicol Chemical compound CS(=O)(=O)C1=CC=C([C@@H](O)[C@@H](CF)NC(=O)C(Cl)Cl)C=C1 AYIRNRDRBQJXIF-NXEZZACHSA-N 0.000 title claims abstract 10
- 238000000034 method Methods 0.000 title claims 3
- 239000003242 anti bacterial agent Substances 0.000 title 1
- 229940088710 antibiotic agent Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 title 1
- 229940097362 cyclodextrins Drugs 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract 60
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims abstract 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 13
- 239000002904 solvent Substances 0.000 claims abstract 11
- 229960003760 florfenicol Drugs 0.000 claims abstract 9
- 150000003839 salts Chemical class 0.000 claims abstract 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000001116 FEMA 4028 Substances 0.000 claims abstract 4
- 229960004853 betadex Drugs 0.000 claims abstract 4
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims abstract 2
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims abstract 2
- 229940043377 alpha-cyclodextrin Drugs 0.000 claims abstract 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims abstract 2
- 235000011175 beta-cyclodextrine Nutrition 0.000 claims abstract 2
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims abstract 2
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims abstract 2
- 229940068886 polyethylene glycol 300 Drugs 0.000 claims abstract 2
- 229940068918 polyethylene glycol 400 Drugs 0.000 claims abstract 2
- 229960004063 propylene glycol Drugs 0.000 claims abstract 2
- 238000000197 pyrolysis Methods 0.000 claims abstract 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- 239000003651 drinking water Substances 0.000 claims 1
- 235000020188 drinking water Nutrition 0.000 claims 1
- 235000003599 food sweetener Nutrition 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000003765 sweetening agent Substances 0.000 claims 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/40—Cyclodextrins; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/69—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
- A61K47/6949—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes
- A61K47/6951—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit inclusion complexes, e.g. clathrates, cavitates or fullerenes using cyclodextrin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
- C08B37/0015—Inclusion compounds, i.e. host-guest compounds, e.g. polyrotaxanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Nanotechnology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biotechnology (AREA)
- Medical Informatics (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Biophysics (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91437607P | 2007-04-27 | 2007-04-27 | |
| US60/914,376 | 2007-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2009143731A true RU2009143731A (ru) | 2011-06-10 |
Family
ID=39619330
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009143731/15A RU2009143731A (ru) | 2007-04-27 | 2008-04-23 | Соединения и способы улучшения растворимости флорфеникола и структурно родственных антибиотиков с помощью циклодекстринов |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20090062397A1 (https=) |
| EP (1) | EP2150245A1 (https=) |
| JP (1) | JP2010525059A (https=) |
| KR (1) | KR20100028537A (https=) |
| CN (1) | CN101686956A (https=) |
| AR (1) | AR066265A1 (https=) |
| BR (1) | BRPI0810601A2 (https=) |
| CA (1) | CA2685264A1 (https=) |
| CL (1) | CL2008001194A1 (https=) |
| MX (1) | MX2009011642A (https=) |
| PE (1) | PE20090234A1 (https=) |
| RU (1) | RU2009143731A (https=) |
| TW (1) | TW200908955A (https=) |
| WO (1) | WO2008133901A1 (https=) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200505425A (en) | 2003-05-29 | 2005-02-16 | Schering Plough Ltd | Compositions and method for treating infection in cattle and swine |
| CA2672795A1 (en) * | 2006-12-13 | 2008-06-26 | Schering-Plough Ltd. | Water-soluble prodrugs of chloramphenicol, thiamphenicol, and analogs thereof |
| GB2451811A (en) * | 2007-08-09 | 2009-02-18 | Ems Sa | Delivery composition for solubilising water-insoluble pharmaceutical active ingredients |
| CN102131772B (zh) * | 2008-07-30 | 2015-03-11 | 英特威国际有限公司 | 用作氟苯尼考的中间体的*唑啉-保护的氨基二醇化合物的制备方法 |
| JP5826473B2 (ja) * | 2010-09-16 | 2015-12-02 | 協和発酵バイオ株式会社 | 直打用高単位グルコサミン顆粒 |
| CN102160854A (zh) * | 2011-04-15 | 2011-08-24 | 广东养宝生物制药有限公司 | 一种包合环糊精的氟苯尼考速释型水溶性粉末制剂及其制备方法 |
| CN102688197A (zh) * | 2012-06-07 | 2012-09-26 | 湖州爱宝莱动物药业有限公司 | 一种氟苯尼考水溶颗粒及其制备方法 |
| CN102813627A (zh) * | 2012-09-19 | 2012-12-12 | 上海同仁药业有限公司 | 一种氟苯尼考可溶性粉剂的制备方法 |
| CN104667291A (zh) * | 2013-12-03 | 2015-06-03 | 中牧实业股份有限公司黄冈动物药品厂 | 一种改进的氟苯尼考包合物的制备方法 |
| CN104800167B (zh) * | 2015-04-22 | 2018-04-10 | 河南牧翔动物药业有限公司 | 一种氟苯尼考可溶性粉及其制备方法 |
| CN105055319B (zh) * | 2015-07-22 | 2018-04-10 | 浙江大飞龙动物保健品有限公司 | 一种氟苯尼考可溶性粉及其制备方法 |
| CN105079818B (zh) * | 2015-08-31 | 2018-04-20 | 王玉万 | 用乙酰胺和环糊精制备氟苯尼考可溶性粉 |
| CN105477642B (zh) * | 2015-12-15 | 2019-08-06 | 中牧南京动物药业有限公司 | 一种高生物利用度的氟苯尼考组合物及其制备方法 |
| CN106177983A (zh) * | 2016-08-03 | 2016-12-07 | 佛山科学技术学院 | 一种氟苯尼考‑β‑环糊精包合物及其制备方法 |
| CN107519135A (zh) * | 2017-09-30 | 2017-12-29 | 中牧实业股份有限公司黄冈动物药品厂 | 一种高水溶型氟苯尼考粉的制备方法 |
| CN109602916A (zh) * | 2018-12-13 | 2019-04-12 | 广东温氏大华农生物科技有限公司 | 一种氟苯尼考包合物及其制备方法 |
| CN111374949A (zh) * | 2018-12-29 | 2020-07-07 | 西安市昌盛动物保健品有限公司 | 一种氟苯尼考可溶性粉或溶液的制备工艺 |
| CN110279664B (zh) * | 2019-07-30 | 2021-09-03 | 四川农业大学 | 一种氟苯尼考包合物冻干粉针剂及其制备方法 |
| CN112535663A (zh) * | 2019-09-23 | 2021-03-23 | 江西邦诚动物药业有限公司 | 一种速溶固体分散氟苯尼考粉及其制备方法 |
| CN110787131B (zh) * | 2019-12-13 | 2022-04-01 | 河北远征药业有限公司 | 一种氟苯尼考可溶性粉制剂的制备方法 |
| CN112190551A (zh) * | 2020-11-20 | 2021-01-08 | 湖北龙翔药业科技股份有限公司 | 一种氟苯尼考可溶性粉及其制备方法 |
| CN112675315A (zh) * | 2021-01-05 | 2021-04-20 | 佛山科学技术学院 | 一种γ-环糊精-替米考星包合物及其制备方法和应用 |
| CN112716902B (zh) * | 2021-02-04 | 2021-10-12 | 广州市和生堂动物药业有限公司 | 一种氟苯尼考粉及其制备方法 |
| CN112641730A (zh) * | 2021-02-19 | 2021-04-13 | 山东鲁抗舍里乐药业有限公司高新区分公司 | 一种可溶氟苯尼考粉的制备方法 |
| CN113230233A (zh) * | 2021-05-14 | 2021-08-10 | 中国农业科学院兰州畜牧与兽药研究所 | 一种氟苯尼考固体分散包合微囊及其制备方法与应用 |
| CN114272213B (zh) * | 2021-12-28 | 2023-10-10 | 厦门惠盈动物药业有限公司 | 一种氟苯尼考粉及其制备方法 |
| CN114209656B (zh) * | 2021-12-31 | 2023-08-01 | 浙江金朗博药业有限公司 | 一种氟苯尼考可溶性粉及其制备方法 |
| CN116688152A (zh) * | 2023-06-28 | 2023-09-05 | 江西益昕葆生物科技有限公司 | 一种替米考星包合物及其制备方法 |
| CN119385937B (zh) * | 2024-11-20 | 2025-07-15 | 山东金瑞生物科技有限公司 | 一种兽用氟苯尼考溶液及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES8104203A1 (es) * | 1979-02-05 | 1981-04-16 | Schering Corp | Un procedimiento para la preparacion de un compuesto d-(treo-1-aril-2-acilamido-3-fluor-1-propanol |
| IT1173213B (it) * | 1984-02-03 | 1987-06-18 | Zambon Spa | Procedimento per fluorurare alcuni derivati dall'1l-fenil-2-ammino-1,3-propandiolo e loro intermedi |
| US5105009A (en) * | 1983-06-02 | 1992-04-14 | Zambon S.P.A. | Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoropropane derivatives |
| US5332835A (en) * | 1984-02-03 | 1994-07-26 | Zambon S.P.A. | Process for fluorinating 1-phenyl-2-amino-1,3-propanediol compounds and new oxazoline compounds useful in this process |
| US4973750A (en) * | 1984-09-19 | 1990-11-27 | Schering Corporation | Preparation of (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
| US4582918A (en) * | 1984-09-19 | 1986-04-15 | Schering Corporation | Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
| US5227494A (en) * | 1988-09-14 | 1993-07-13 | Schering Corporation | Process for preparing oxazoline compounds |
| US4876352A (en) * | 1988-09-14 | 1989-10-24 | Schering Corporation | Pressurized fluorination of hydroxy alkyl groups |
| ATE108649T1 (de) * | 1990-02-14 | 1994-08-15 | Takeda Chemical Industries Ltd | Brausemischung, deren herstellung sowie verwendung. |
| CZ286239B6 (cs) * | 1990-10-25 | 2000-02-16 | Schering Corporation | Způsob přípravy florfenikolu, jeho analogy a oxazolinové meziprodukty |
| US5352832A (en) * | 1992-12-18 | 1994-10-04 | Schering Corporation | Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates |
| US5663361A (en) * | 1996-08-19 | 1997-09-02 | Schering Corporation | Process for preparing intermediates to florfenicol |
| GB0205253D0 (en) * | 2002-03-06 | 2002-04-17 | Univ Gent | Immediate release pharmaceutical granule compositions and a continuous process for making them |
| US6790867B2 (en) * | 2002-05-20 | 2004-09-14 | Schering-Plough Animal Health Corporation | Compositions and method for treating infection in cattle and swine |
| CN1459282A (zh) * | 2003-05-29 | 2003-12-03 | 季华 | 水溶性氟苯尼考的生产方法 |
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2008
- 2008-04-23 CN CN200880021603A patent/CN101686956A/zh active Pending
- 2008-04-23 RU RU2009143731/15A patent/RU2009143731A/ru not_active Application Discontinuation
- 2008-04-23 US US12/108,032 patent/US20090062397A1/en not_active Abandoned
- 2008-04-23 PE PE2008000695A patent/PE20090234A1/es not_active Application Discontinuation
- 2008-04-23 WO PCT/US2008/005225 patent/WO2008133901A1/en not_active Ceased
- 2008-04-23 BR BRPI0810601-0A2A patent/BRPI0810601A2/pt not_active IP Right Cessation
- 2008-04-23 EP EP08743209A patent/EP2150245A1/en not_active Withdrawn
- 2008-04-23 AR ARP080101709A patent/AR066265A1/es unknown
- 2008-04-23 JP JP2010506241A patent/JP2010525059A/ja not_active Withdrawn
- 2008-04-23 CA CA002685264A patent/CA2685264A1/en not_active Abandoned
- 2008-04-23 MX MX2009011642A patent/MX2009011642A/es not_active Application Discontinuation
- 2008-04-23 KR KR1020097024467A patent/KR20100028537A/ko not_active Withdrawn
- 2008-04-24 CL CL2008001194A patent/CL2008001194A1/es unknown
- 2008-04-24 TW TW097115132A patent/TW200908955A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW200908955A (en) | 2009-03-01 |
| KR20100028537A (ko) | 2010-03-12 |
| JP2010525059A (ja) | 2010-07-22 |
| CN101686956A (zh) | 2010-03-31 |
| BRPI0810601A2 (pt) | 2014-10-21 |
| MX2009011642A (es) | 2010-01-29 |
| WO2008133901A1 (en) | 2008-11-06 |
| EP2150245A1 (en) | 2010-02-10 |
| AR066265A1 (es) | 2009-08-05 |
| CL2008001194A1 (es) | 2008-11-03 |
| PE20090234A1 (es) | 2009-04-02 |
| CA2685264A1 (en) | 2008-11-06 |
| US20090062397A1 (en) | 2009-03-05 |
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