PT103661B - Processo de preparação de minociclina base cristalina - Google Patents
Processo de preparação de minociclina base cristalina Download PDFInfo
- Publication number
- PT103661B PT103661B PT103661A PT10366107A PT103661B PT 103661 B PT103661 B PT 103661B PT 103661 A PT103661 A PT 103661A PT 10366107 A PT10366107 A PT 10366107A PT 103661 B PT103661 B PT 103661B
- Authority
- PT
- Portugal
- Prior art keywords
- minocycline
- crystalline
- organic solvent
- amorphous
- preparation
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 15
- 229960004023 minocycline Drugs 0.000 claims abstract description 80
- 238000000034 method Methods 0.000 claims abstract description 21
- DYKFCLLONBREIL-KVUCHLLUSA-N minocycline Chemical compound C([C@H]1C2)C3=C(N(C)C)C=CC(O)=C3C(=O)C1=C(O)[C@@]1(O)[C@@H]2[C@H](N(C)C)C(O)=C(C(N)=O)C1=O DYKFCLLONBREIL-KVUCHLLUSA-N 0.000 claims abstract 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- 239000003960 organic solvent Substances 0.000 claims description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical group COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 238000002329 infrared spectrum Methods 0.000 claims description 9
- 238000002425 crystallisation Methods 0.000 claims description 6
- 230000008025 crystallization Effects 0.000 claims description 6
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 6
- 229940011051 isopropyl acetate Drugs 0.000 claims description 6
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 238000001694 spray drying Methods 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 238000010521 absorption reaction Methods 0.000 claims 3
- 230000003115 biocidal effect Effects 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000012535 impurity Substances 0.000 abstract description 5
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- FFTVPQUHLQBXQZ-KVUCHLLUSA-N (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1C2=C(N(C)C)C=CC(O)=C2C(O)=C2[C@@H]1C[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O FFTVPQUHLQBXQZ-KVUCHLLUSA-N 0.000 description 62
- 239000008241 heterogeneous mixture Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 5
- 238000002083 X-ray spectrum Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000000634 powder X-ray diffraction Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 208000002874 Acne Vulgaris Diseases 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 201000004700 rosacea Diseases 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229940072172 tetracycline antibiotic Drugs 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
- C07C237/26—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
-
- 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
- A61K31/65—Tetracyclines
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (28)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT103661A PT103661B (pt) | 2007-02-23 | 2007-02-23 | Processo de preparação de minociclina base cristalina |
| ES08709507.1T ES2610434T3 (es) | 2007-02-23 | 2008-02-22 | Base de minociclina cristalina y procedimientos para su preparación |
| BR122021000846-9A BR122021000846B1 (pt) | 2007-02-23 | 2008-02-22 | Processo para preparar base de minociclina amorfa |
| PCT/GB2008/000625 WO2008102161A2 (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| US12/528,209 US8258327B2 (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| KR1020097019750A KR101391132B1 (ko) | 2007-02-23 | 2008-02-22 | 결정형 미노사이클린 염기 및 이의 제조방법 |
| AU2008217619A AU2008217619B2 (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| EP08709507.1A EP2125705B1 (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| CA2722496A CA2722496C (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| DK08709507.1T DK2125705T3 (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for their preparation |
| MX2009008980A MX2009008980A (es) | 2007-02-23 | 2008-02-22 | Base de minociclina cristalina y procesos para su preparacion. |
| RU2013112021/04A RU2577331C2 (ru) | 2007-02-23 | 2008-02-22 | Кристаллическое основание миноциклина и способы его получения |
| CN2008800059328A CN101679218B (zh) | 2007-02-23 | 2008-02-22 | 晶体米诺环素碱及其制备方法 |
| CA2835788A CA2835788C (en) | 2007-02-23 | 2008-02-22 | Amorphous minocycline base and process for its preparation |
| BRPI0807319-8A BRPI0807319B1 (pt) | 2007-02-23 | 2008-02-22 | Base de minociclina cristalina forma 1, processo para preparar base de minociclina cristalina forma i, base de minociclina cristalina forma ii, processo para preparar base de minociclina cristalina forma ii, base de minociclina cristalina forma iii e processo para preparar base de minociclina cristalina forma iii |
| RU2009135403/04A RU2485095C2 (ru) | 2007-02-23 | 2008-02-22 | Кристаллическое основание миноциклина и способы его получения |
| NZ579626A NZ579626A (en) | 2007-02-23 | 2008-02-22 | Crystalline minocycline base and processes for its preparation |
| HUE08709507A HUE033030T2 (hu) | 2007-02-23 | 2008-02-22 | Kristályos minociklin bázis, és eljárások ennek elõállítására |
| PL08709507T PL2125705T3 (pl) | 2007-02-23 | 2008-02-22 | Krystaliczna zasada minocykliny i sposoby jej przygotowania |
| JP2009550320A JP2010519247A (ja) | 2007-02-23 | 2008-02-22 | 結晶性ミノサイクリン塩基及びその製造方法 |
| MX2012005474A MX340539B (es) | 2007-02-23 | 2009-08-21 | Base de minociclina cristalina y procesos para su preparacion. |
| IL200544A IL200544A0 (en) | 2007-02-23 | 2009-08-23 | Crystalline minocycline base and processes for its preparation |
| NO20092960A NO20092960L (no) | 2007-02-23 | 2009-09-04 | Krystallinsk minocycline base og framgangsmater for framstilling av denne |
| ZA200906517A ZA200906517B (en) | 2007-02-23 | 2009-09-18 | Crystalline minocycline base and process for its preparation |
| US13/599,116 US9416097B2 (en) | 2007-02-23 | 2012-08-30 | Crystalline minocycline base and processes for its preparation |
| JP2014104022A JP2014169319A (ja) | 2007-02-23 | 2014-05-20 | 結晶性ミノサイクリン塩基及びその製造方法 |
| JP2016189162A JP2017039742A (ja) | 2007-02-23 | 2016-09-28 | 結晶性ミノサイクリン塩基及びその製造方法 |
| JP2019059559A JP2019142882A (ja) | 2007-02-23 | 2019-03-27 | 結晶性ミノサイクリン塩基及びその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PT103661A PT103661B (pt) | 2007-02-23 | 2007-02-23 | Processo de preparação de minociclina base cristalina |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PT103661A PT103661A (pt) | 2008-08-25 |
| PT103661B true PT103661B (pt) | 2010-09-07 |
Family
ID=39432804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT103661A PT103661B (pt) | 2007-02-23 | 2007-02-23 | Processo de preparação de minociclina base cristalina |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US8258327B2 (enExample) |
| EP (1) | EP2125705B1 (enExample) |
| JP (4) | JP2010519247A (enExample) |
| KR (1) | KR101391132B1 (enExample) |
| CN (1) | CN101679218B (enExample) |
| AU (1) | AU2008217619B2 (enExample) |
| BR (2) | BRPI0807319B1 (enExample) |
| CA (2) | CA2835788C (enExample) |
| DK (1) | DK2125705T3 (enExample) |
| ES (1) | ES2610434T3 (enExample) |
| HU (1) | HUE033030T2 (enExample) |
| IL (1) | IL200544A0 (enExample) |
| MX (2) | MX2009008980A (enExample) |
| NO (1) | NO20092960L (enExample) |
| NZ (1) | NZ579626A (enExample) |
| PL (1) | PL2125705T3 (enExample) |
| PT (1) | PT103661B (enExample) |
| RU (2) | RU2485095C2 (enExample) |
| WO (1) | WO2008102161A2 (enExample) |
| ZA (1) | ZA200906517B (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL152486A0 (en) | 2002-10-25 | 2003-05-29 | Meir Eini | Alcohol-free cosmetic and pharmaceutical foam carrier |
| US7700076B2 (en) | 2002-10-25 | 2010-04-20 | Foamix, Ltd. | Penetrating pharmaceutical foam |
| JP2006505583A (ja) | 2002-10-25 | 2006-02-16 | フォーミックス エルティーディー． | 化粧剤および医薬用フォーム |
| US20080138296A1 (en) | 2002-10-25 | 2008-06-12 | Foamix Ltd. | Foam prepared from nanoemulsions and uses |
| US10117812B2 (en) | 2002-10-25 | 2018-11-06 | Foamix Pharmaceuticals Ltd. | Foamable composition combining a polar solvent and a hydrophobic carrier |
| US9668972B2 (en) | 2002-10-25 | 2017-06-06 | Foamix Pharmaceuticals Ltd. | Nonsteroidal immunomodulating kit and composition and uses thereof |
| US9265725B2 (en) | 2002-10-25 | 2016-02-23 | Foamix Pharmaceuticals Ltd. | Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof |
| US7704518B2 (en) | 2003-08-04 | 2010-04-27 | Foamix, Ltd. | Foamable vehicle and pharmaceutical compositions thereof |
| US9211259B2 (en) | 2002-11-29 | 2015-12-15 | Foamix Pharmaceuticals Ltd. | Antibiotic kit and composition and uses thereof |
| US20080242642A1 (en) | 2007-04-02 | 2008-10-02 | Medicis Pharmaceutical Corporation | Minocycline oral dosage forms for the treatment of acne |
| US8722650B1 (en) | 2005-06-24 | 2014-05-13 | Medicis Pharmaceutical Corporation | Extended-release minocycline dosage forms |
| US9192615B2 (en) | 2008-08-06 | 2015-11-24 | Medicis Pharmaceutical Corporation | Method for the treatment of acne and certain dosage forms thereof |
| US20080260655A1 (en) | 2006-11-14 | 2008-10-23 | Dov Tamarkin | Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses |
| PT103661B (pt) | 2007-02-23 | 2010-09-07 | Hovione Farmaciencia S A | Processo de preparação de minociclina base cristalina |
| US8636982B2 (en) | 2007-08-07 | 2014-01-28 | Foamix Ltd. | Wax foamable vehicle and pharmaceutical compositions thereof |
| US9439857B2 (en) | 2007-11-30 | 2016-09-13 | Foamix Pharmaceuticals Ltd. | Foam containing benzoyl peroxide |
| WO2009072007A2 (en) | 2007-12-07 | 2009-06-11 | Foamix Ltd. | Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof |
| PT104350A (pt) | 2009-01-23 | 2010-07-23 | Hovione Farmaci Ncia S A | Processo de isolamento de tigeciclina |
| WO2010125470A2 (en) | 2009-04-28 | 2010-11-04 | Foamix Ltd. | Foamable vehicle and pharmaceutical compositions comprising aprotic polar solvents and uses thereof |
| PT104644B (pt) | 2009-06-26 | 2012-11-06 | Hovione Farmaciencia S A | Formulação tópica contendo uma tetraciclina e método de tratamento de infecções cutâneas usando a mesma |
| CA2769677A1 (en) | 2009-07-29 | 2011-02-03 | Foamix Ltd. | Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses |
| CA2769625C (en) | 2009-07-29 | 2017-04-11 | Foamix Ltd. | Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses |
| US9849142B2 (en) | 2009-10-02 | 2017-12-26 | Foamix Pharmaceuticals Ltd. | Methods for accelerated return of skin integrity and for the treatment of impetigo |
| MX359879B (es) | 2009-10-02 | 2018-10-12 | Foamix Pharmaceuticals Ltd | Composiciones tópicas de tetraciclina. |
| US9561241B1 (en) | 2011-06-28 | 2017-02-07 | Medicis Pharmaceutical Corporation | Gastroretentive dosage forms for minocycline |
| PT106063B (pt) * | 2011-12-19 | 2017-05-30 | Inst Superior Tecnico | Minociclina cristalina termorresistente produzida por recristalização com dióxido de carbono |
| CN104151186B (zh) * | 2014-08-11 | 2016-06-15 | 重庆福安药业(集团)股份有限公司 | 替加环素杂质的立体选择性制备方法 |
| PT108223B (pt) | 2015-02-13 | 2018-05-08 | Hovione Farm S A | Novas formas polimórficas de minociclina base e processos para a sua preparação |
| KR20170134514A (ko) | 2015-03-23 | 2017-12-06 | 바이오팜엑스 인코포레이티드 | 피부과 사용을 위한 약학 테트라사이클린 조성물 |
| WO2017097891A1 (en) * | 2015-12-10 | 2017-06-15 | Sandoz Ag | Crystalline eravacycline |
| MX377365B (es) | 2016-09-08 | 2025-03-10 | Journey Medical Corp | Composiciones y métodos para tratar rosácea y acné. |
| WO2021191273A1 (en) | 2020-03-24 | 2021-09-30 | Hovione Scientia Limited | Compositions for use in treating meibomian gland dysfunction |
| WO2022043457A1 (en) | 2020-08-27 | 2022-03-03 | Hovione Scientia Limited | Methods and compositions for treating rosacea |
| CN117105812B (zh) * | 2023-08-16 | 2025-09-26 | 常州市第四制药厂有限公司 | 一种米诺环素无菌软膏剂及制备方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US299111A (en) * | 1884-05-27 | Process of and apparatus | ||
| US3148212A (en) * | 1961-12-22 | 1964-09-08 | American Cyanamid Co | Reductive alkylation process |
| USRE26253E (en) * | 1963-05-17 | 1967-08-15 | And z-alkylamino-g-deoxytetracycline | |
| US3526629A (en) * | 1968-04-02 | 1970-09-01 | American Cyanamid Co | Beta-hydroxyethylpiperazinocarboxymethyl - 7 - dimethylamino - 6 - deoxy-6-demethyltetracycline |
| JPS5245716B1 (enExample) * | 1970-07-10 | 1977-11-17 | ||
| NL158172B (nl) * | 1972-09-18 | 1978-10-16 | Farmaceutici Italia | Werkwijze voor het bereiden van tetracyclinederivaten met een substituent op de 7-plaats. |
| CN85101404A (zh) * | 1985-05-16 | 1987-01-17 | 帝人株式会社 | 头孢菌素衍生物的生产过程 |
| JPH0737433B2 (ja) * | 1987-06-11 | 1995-04-26 | 協和醗酵工業株式会社 | ７−アミノ−６−デメチル−６−デオキシテトラサイクリンの製造法 |
| US4918208A (en) * | 1987-07-28 | 1990-04-17 | Nippon Kayaku Kabushiki Kaisha | Process for producing 7-dimethylamino-6-demethyl-6-deoxytetracycline |
| US5202449A (en) * | 1987-07-28 | 1993-04-13 | Nippon Kayaku Kabushiki Kaisha | Process for purifying 7-dimethylamino-6-demethyl-6-deoxytetracycline |
| JPH04235188A (ja) * | 1990-06-19 | 1992-08-24 | Takeda Chem Ind Ltd | ペネム化合物の結晶、その製造方法および抗菌剤 |
| US5262173A (en) * | 1992-03-02 | 1993-11-16 | American Cyanamid Company | Pulsatile once-a-day delivery systems for minocycline |
| DE4235133A1 (de) * | 1992-10-19 | 1994-04-21 | Bayer Ag | Kristallines (R)-(-)-2-Cycloheptyl-N-methylsulfonyl-[4-(2-chinolinyl-methoxy)-phenyl]-acetamid |
| JP3623531B2 (ja) * | 1993-06-07 | 2005-02-23 | ビーエーエスエフ アクチェンゲゼルシャフト | 結晶質ｌ−アスコルビン酸−２−燐酸エステルマグネシウム塩の製造法 |
| JP3296564B2 (ja) * | 1995-07-17 | 2002-07-02 | ワーナー−ランバート・コンパニー | 結晶性の〔Ｒ−（Ｒ▲上＊▼，Ｒ▲上＊▼）〕−２−（４−フルオロフェニル）−β，δ−ジヒドロキシ−５−（１−メチルエチル）−３−フェニル−４−〔（フェニルアミノ）カルボニル〕−１Ｈ−ピロール−１−ヘプタン酸ヘミカルシウム塩（アトルバスタチン） |
| DK1039908T3 (da) | 1997-12-22 | 2004-05-03 | Schering Corp | Præparat med indhold af en molekylær dispersion med forøget biotilgængelighed |
| EP1135071A1 (en) * | 1998-12-01 | 2001-09-26 | Atropos Limited | A medical device comprising an evertable sleeve |
| CL2004001884A1 (es) * | 2003-08-04 | 2005-06-03 | Pfizer Prod Inc | Procedimiento de secado por pulverizacion para la formacion de dispersiones solidas amorfas de un farmaco y polimeros. |
| AR057649A1 (es) * | 2005-05-27 | 2007-12-12 | Wyeth Corp | Formas solidas cristalinas de tigeciclina y metodos para preparar las mismas |
| WO2007014154A2 (en) * | 2005-07-21 | 2007-02-01 | Paratek Pharmaceuticals, Inc. | 10-substituted tetracyclines and methods of use thereof |
| PT103661B (pt) | 2007-02-23 | 2010-09-07 | Hovione Farmaciencia S A | Processo de preparação de minociclina base cristalina |
-
2007
- 2007-02-23 PT PT103661A patent/PT103661B/pt active IP Right Grant
-
2008
- 2008-02-22 AU AU2008217619A patent/AU2008217619B2/en not_active Ceased
- 2008-02-22 HU HUE08709507A patent/HUE033030T2/hu unknown
- 2008-02-22 PL PL08709507T patent/PL2125705T3/pl unknown
- 2008-02-22 MX MX2009008980A patent/MX2009008980A/es active IP Right Grant
- 2008-02-22 ES ES08709507.1T patent/ES2610434T3/es active Active
- 2008-02-22 CN CN2008800059328A patent/CN101679218B/zh not_active Expired - Fee Related
- 2008-02-22 JP JP2009550320A patent/JP2010519247A/ja not_active Withdrawn
- 2008-02-22 CA CA2835788A patent/CA2835788C/en active Active
- 2008-02-22 KR KR1020097019750A patent/KR101391132B1/ko not_active Expired - Fee Related
- 2008-02-22 CA CA2722496A patent/CA2722496C/en active Active
- 2008-02-22 BR BRPI0807319-8A patent/BRPI0807319B1/pt not_active IP Right Cessation
- 2008-02-22 RU RU2009135403/04A patent/RU2485095C2/ru active
- 2008-02-22 DK DK08709507.1T patent/DK2125705T3/en active
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