AP558A - New erythromycin derivatives, their preparation process and their use as medicaments. - Google Patents
New erythromycin derivatives, their preparation process and their use as medicaments. Download PDFInfo
- Publication number
- AP558A AP558A APAP/P/1995/000744A AP9500744A AP558A AP 558 A AP558 A AP 558A AP 9500744 A AP9500744 A AP 9500744A AP 558 A AP558 A AP 558A
- Authority
- AP
- ARIPO
- Prior art keywords
- butanamine
- methyl
- dideoxy
- oxy
- formula
- Prior art date
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- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical class O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 title claims description 114
- 238000002360 preparation method Methods 0.000 title claims description 36
- 239000003814 drug Substances 0.000 title claims description 13
- 229960003276 erythromycin Drugs 0.000 claims description 57
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 42
- -1 heterocyclic radical Chemical class 0.000 claims description 35
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- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 24
- 150000003254 radicals Chemical class 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 13
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 claims description 10
- 150000007513 acids Chemical class 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- SSOLNOMRVKKSON-UHFFFAOYSA-N proguanil Chemical compound CC(C)\N=C(/N)N=C(N)NC1=CC=C(Cl)C=C1 SSOLNOMRVKKSON-UHFFFAOYSA-N 0.000 claims description 4
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- HWFXUWJTXXPEBY-UHFFFAOYSA-N butan-1-amine;1h-1,2,4-triazole Chemical compound CCCCN.C=1N=CNN=1 HWFXUWJTXXPEBY-UHFFFAOYSA-N 0.000 claims description 2
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- TYAIVPLLOTXIGV-UHFFFAOYSA-N butan-2-amine;1h-imidazo[4,5-b]pyridine Chemical compound CCC(C)N.C1=CC=C2NC=NC2=N1 TYAIVPLLOTXIGV-UHFFFAOYSA-N 0.000 description 1
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- HFPGRVHMFSJMOL-UHFFFAOYSA-N dibromomethane Chemical compound Br[CH]Br HFPGRVHMFSJMOL-UHFFFAOYSA-N 0.000 description 1
- WGLUMOCWFMKWIL-UHFFFAOYSA-N dichloromethane;methanol Chemical compound OC.ClCCl WGLUMOCWFMKWIL-UHFFFAOYSA-N 0.000 description 1
- FDSGHYHRLSWSLQ-UHFFFAOYSA-N dichloromethane;propan-2-one Chemical compound ClCCl.CC(C)=O FDSGHYHRLSWSLQ-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 206010013023 diphtheria Diseases 0.000 description 1
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
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- 208000019258 ear infection Diseases 0.000 description 1
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- VOEPIFVLNUODAC-UHFFFAOYSA-N ethyl 2-pyridin-2-yl-1,3-thiazole-4-carboxylate Chemical compound CCOC(=O)C1=CSC(C=2N=CC=CC=2)=N1 VOEPIFVLNUODAC-UHFFFAOYSA-N 0.000 description 1
- VICYTAYPKBLQFB-UHFFFAOYSA-N ethyl 3-bromo-2-oxopropanoate Chemical compound CCOC(=O)C(=O)CBr VICYTAYPKBLQFB-UHFFFAOYSA-N 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 125000001207 fluorophenyl group Chemical group 0.000 description 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
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- 150000002334 glycols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
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- 229940047650 haemophilus influenzae Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
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- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- IBBMAWULFFBRKK-UHFFFAOYSA-N picolinamide Chemical compound NC(=O)C1=CC=CC=N1 IBBMAWULFFBRKK-UHFFFAOYSA-N 0.000 description 1
- 229940081066 picolinic acid Drugs 0.000 description 1
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- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- HYKQYVSNFPWGKQ-UHFFFAOYSA-N pyridine-2-carbothioamide Chemical compound NC(=S)C1=CC=CC=N1 HYKQYVSNFPWGKQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne 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
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Quinoline Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Indole Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyrrole Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9405368A FR2719587B1 (fr) | 1994-05-03 | 1994-05-03 | Nouveaux dérivés de l'érythromycine, leur procédé de préparation et leur application comme médicaments. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AP9500744A0 AP9500744A0 (en) | 1995-07-31 |
| AP558A true AP558A (en) | 1996-11-07 |
Family
ID=9462785
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| APAP/P/1995/000744A AP558A (en) | 1994-05-03 | 1995-05-02 | New erythromycin derivatives, their preparation process and their use as medicaments. |
Country Status (42)
| Country | Link |
|---|---|
| US (2) | US5635485A (ro) |
| EP (1) | EP0680967B1 (ro) |
| JP (4) | JP2992540B2 (ro) |
| KR (1) | KR100312267B1 (ro) |
| CN (2) | CN1052984C (ro) |
| AP (1) | AP558A (ro) |
| AT (1) | ATE172203T1 (ro) |
| AU (1) | AU684027B2 (ro) |
| BG (1) | BG63087B1 (ro) |
| BR (1) | BR9507700A (ro) |
| CA (1) | CA2189271C (ro) |
| CZ (1) | CZ293455B6 (ro) |
| DE (2) | DE10299001I2 (ro) |
| DK (1) | DK0680967T3 (ro) |
| DZ (1) | DZ1878A1 (ro) |
| EE (1) | EE03263B1 (ro) |
| ES (1) | ES2122472T3 (ro) |
| FI (1) | FI111263B (ro) |
| FR (1) | FR2719587B1 (ro) |
| GE (1) | GEP19991538B (ro) |
| HU (2) | HU219599B (ro) |
| IL (1) | IL113245A (ro) |
| LU (1) | LU90872I2 (ro) |
| LV (1) | LV11739B (ro) |
| MA (1) | MA23534A1 (ro) |
| MD (1) | MD1233C2 (ro) |
| NL (1) | NL300077I1 (ro) |
| NO (2) | NO308853B1 (ro) |
| NZ (1) | NZ285416A (ro) |
| OA (1) | OA10319A (ro) |
| PL (1) | PL182034B1 (ro) |
| RO (1) | RO113350B1 (ro) |
| RU (1) | RU2144036C1 (ro) |
| SI (1) | SI0680967T1 (ro) |
| SK (1) | SK281707B6 (ro) |
| TJ (1) | TJ313B (ro) |
| TN (1) | TNSN95049A1 (ro) |
| TW (1) | TW341573B (ro) |
| UA (1) | UA51618C2 (ro) |
| WO (1) | WO1995029929A1 (ro) |
| YU (1) | YU49235B (ro) |
| ZA (1) | ZA953501B (ro) |
Families Citing this family (86)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE275132T1 (de) * | 1995-06-27 | 2004-09-15 | Takeda Chemical Industries Ltd | 4-acylamino(halogen)alkyl-chinolin derivate, deren herstellung und deren verwendung als melatonin-agonisten |
| FR2742757B1 (fr) * | 1995-12-22 | 1998-01-30 | Roussel Uclaf | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| CN100460415C (zh) * | 1996-09-04 | 2009-02-11 | 艾博特公司 | 酮基内酯类化合物，其用途和制备方法以及药用组合物 |
| UA51730C2 (uk) * | 1996-09-04 | 2002-12-16 | Ебботт Лабораторіз | 6-o-заміщені кетоліди з антибактеріальною активністю, спосіб їх одержання (варіанти), фармацевтична композиція та спосіб регулювання бактеріальної інфекції у ссавців |
| FR2757168B1 (fr) * | 1996-12-12 | 1999-06-11 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| FR2760017B1 (fr) * | 1997-02-27 | 1999-04-30 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erytromycine, leur procede de preparation et leur application comme medicaments |
| US5780605A (en) * | 1997-09-08 | 1998-07-14 | Abbott Laboratories | 6,9-bridged erythromycin derivatives |
| FR2771008B1 (fr) * | 1997-11-17 | 2000-04-28 | Hoechst Marion Roussel Inc | Utilisation des ketolides pour la preparation de compositions pharmaceutiques destinees a prevenir les complications thrombotiques arterielles liees a l'atherosclerose |
| JP4573925B2 (ja) * | 1998-07-09 | 2010-11-04 | アベンティス・ファーマ・ソシエテ・アノニム | 新規のエリスロマイシン誘導体、その製造方法及びその薬剤としての使用 |
| FR2781484B1 (fr) * | 1998-07-21 | 2001-08-10 | Hoechst Marion Roussel Inc | Nouveaux derives de la 6-deoxy erythromycine, leur procede de preparation et leur application comme medicaments |
| DE69926005T2 (de) | 1998-09-22 | 2006-05-18 | Pfizer Products Inc., Groton | Carbamat- und carbazatketolidantibiotika |
| FR2785612A1 (fr) * | 1998-11-10 | 2000-05-12 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| FR2786188B1 (fr) * | 1998-11-24 | 2002-10-31 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur applicaion comme medicaments |
| TW526202B (en) | 1998-11-27 | 2003-04-01 | Shionogi & Amp Co | Broad spectrum cephem having benzo[4,5-b]pyridium methyl group of antibiotic activity |
| WO2000034297A1 (en) | 1998-12-10 | 2000-06-15 | Pfizer Products Inc. | Carbamate and carbazate ketolide antibiotics |
| DK1147121T3 (da) * | 1999-01-27 | 2004-04-13 | Pfizer Prod Inc | Ketolidantibiotika |
| FR2789392B1 (fr) * | 1999-02-04 | 2001-10-05 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| US6054435A (en) * | 1999-03-19 | 2000-04-25 | Abbott Laboratories | 6-O-substituted macrolides having antibacterial activity |
| US6590083B1 (en) | 1999-04-16 | 2003-07-08 | Ortho-Mcneil Pharmaceutical, Inc. | Ketolide antibacterials |
| US6451768B1 (en) | 1999-04-16 | 2002-09-17 | Kosan Biosciences, Inc. | Macrolide antiinfective agents |
| US6939861B2 (en) * | 1999-04-16 | 2005-09-06 | Kosan Biosciences, Inc. | Amido macrolides |
| BR0010680A (pt) | 1999-04-16 | 2002-02-19 | Kosan Biosciences Inc | Agentes antiinfecciosos de macrolìdeo |
| US6514944B2 (en) | 1999-04-16 | 2003-02-04 | Kosan Biosciences, Inc. | Macrolide antiinfective agents |
| WO2000062783A2 (en) * | 1999-04-16 | 2000-10-26 | Ortho-Mcneil Pharmaceutical, Inc. | Ketolide antibacterials |
| AP2001002302A0 (en) * | 1999-05-24 | 2001-10-25 | Pfizer Prod Inc | 13-Methyl erythromycin derivatives. |
| FR2797875B1 (fr) * | 1999-08-26 | 2001-10-19 | Hoechst Marion Roussel Inc | Agglomerats spheriques de telithromycine, leur procede de preparation et leur application dans la preparation de formes pharmaceutiques |
| US6946446B2 (en) | 2000-02-24 | 2005-09-20 | Abbott Laboratories | Anti-infective agents useful against multidrug-resistant strains of bacteria |
| JP4162992B2 (ja) * | 2000-08-22 | 2008-10-08 | バジリア ファルマスーチカ アーゲー | 抗菌活性を有する新規マクロライド |
| FR2821747B1 (fr) * | 2001-03-09 | 2004-07-02 | Ethypharm Lab Prod Ethiques | Suspension de telithromycine a gout masque |
| US6756359B2 (en) * | 2001-07-03 | 2004-06-29 | Chiron Corporation | C12 modified erythromycin macrolides and ketolides having antibacterial activity |
| US8063021B2 (en) * | 2002-01-17 | 2011-11-22 | Kosan Biosciences Incorporated | Ketolide anti-infective compounds |
| US6995143B2 (en) | 2002-02-28 | 2006-02-07 | Basilea Pharmaceutica Ag | Macrolides with antibacterial activity |
| JP4790263B2 (ja) | 2002-07-08 | 2011-10-12 | グラクソ グループ リミテッド | 炎症性の疾患および病態を治療する新規な化合物、組成物および方法 |
| US7157433B2 (en) | 2002-07-08 | 2007-01-02 | Glaxosmithkline Istrazivacki Centar Zagreb | Compounds, compositions as carriers for steroid/nonsteroid anti-inflammatory; antienoplastic and antiviral active molecules |
| US20040013737A1 (en) * | 2002-07-19 | 2004-01-22 | Philippe Becourt | Taste masked oral composition of telithromycin |
| WO2004009059A1 (en) * | 2002-07-19 | 2004-01-29 | Aventis Pharma S.A. | Taste masked oral composition of telithromycin |
| US7091196B2 (en) | 2002-09-26 | 2006-08-15 | Rib-X Pharmaceuticals, Inc. | Bifunctional heterocyclic compounds and methods of making and using same |
| DE10305391A1 (de) * | 2003-02-11 | 2004-08-19 | Aventis Pharma Deutschland Gmbh | Verfahren zur Herstellung von Pyridin-substituierten Aminoketal-Derivaten |
| US6916934B2 (en) * | 2003-02-11 | 2005-07-12 | Aventis Pharma Deutschland Gmbh | Process for preparing pyridine-substituted amino ketal derivatives |
| EP3738591A3 (en) * | 2003-03-10 | 2021-03-24 | Merck Sharp & Dohme Corp. | Novel antibacterial agents |
| EP1618120A2 (en) * | 2003-04-25 | 2006-01-25 | Chiron Corporation | Novel ketolide derivatives |
| EP1670808A1 (en) * | 2003-09-12 | 2006-06-21 | Chiron Corporation | Antimicrobial derivatives |
| GB0402578D0 (en) * | 2004-02-05 | 2004-03-10 | Cambridge Theranostics Ltd | Methods of treatment of atherosclerosis |
| CN102816194A (zh) | 2004-02-27 | 2012-12-12 | 瑞伯-X医药品有限公司 | 大环化合物以及其制作和使用方法 |
| ES2294733T3 (es) * | 2004-04-28 | 2008-04-01 | Alembic Limited | Proceso para la preparacion de telitromicina. |
| US20080287376A1 (en) * | 2004-07-28 | 2008-11-20 | Mohammad Salman | Ketolide Derivatives as Antibacterial Agents |
| EP1807439A2 (en) * | 2004-10-25 | 2007-07-18 | Ranbaxy Laboratories Limited | Ketolide derivatives as antibacterial agents |
| EA011281B1 (ru) * | 2004-12-21 | 2009-02-27 | Пфайзер Продактс Инк. | Макролиды |
| CN101116154A (zh) * | 2005-02-08 | 2008-01-30 | 株式会社村田制作所 | 表面安装型负特性热敏电阻 |
| FR2882522B1 (fr) | 2005-02-25 | 2007-04-13 | Aventis Pharma Sa | Composition pharmaceutique solide comprenant de la telithromycine |
| WO2006129257A2 (en) * | 2005-05-30 | 2006-12-07 | Ranbaxy Laboratories Limited | Ketolide derivatives as antibacterial agents |
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