SI20023B - 6-substituted ketolides having antibacterial activity - Google Patents
6-substituted ketolides having antibacterial activity Download PDFInfo
- Publication number
- SI20023B SI20023B SI9720062A SI9720062A SI20023B SI 20023 B SI20023 B SI 20023B SI 9720062 A SI9720062 A SI 9720062A SI 9720062 A SI9720062 A SI 9720062A SI 20023 B SI20023 B SI 20023B
- Authority
- SI
- Slovenia
- Prior art keywords
- substituted
- compound
- formula
- alkyl
- heteroaryl
- Prior art date
Links
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 239000003835 ketolide antibiotic agent Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 232
- 238000000034 method Methods 0.000 claims abstract 11
- 238000002360 preparation method Methods 0.000 claims abstract 6
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 3
- 208000035143 Bacterial infection Diseases 0.000 claims abstract 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims abstract 2
- 150000002148 esters Chemical class 0.000 claims abstract 2
- 239000000651 prodrug Substances 0.000 claims abstract 2
- 229940002612 prodrug Drugs 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- -1 3-quinolyl Chemical group 0.000 claims 193
- 125000001072 heteroaryl group Chemical group 0.000 claims 131
- 125000003118 aryl group Chemical group 0.000 claims 60
- 125000003107 substituted aryl group Chemical group 0.000 claims 55
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 48
- 229910052739 hydrogen Inorganic materials 0.000 claims 32
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 31
- 125000001424 substituent group Chemical group 0.000 claims 28
- 239000001257 hydrogen Substances 0.000 claims 26
- 229910052736 halogen Inorganic materials 0.000 claims 22
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 19
- 150000002367 halogens Chemical class 0.000 claims 17
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 15
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 11
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 8
- 125000004429 atom Chemical group 0.000 claims 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 6
- 125000001843 C4-C10 alkenyl group Chemical group 0.000 claims 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 6
- 125000005842 heteroatom Chemical group 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 6
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 125000006584 (C3-C10) heterocycloalkyl group Chemical group 0.000 claims 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 4
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 4
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 4
- 239000003153 chemical reaction reagent Substances 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 3
- 239000002168 alkylating agent Substances 0.000 claims 3
- 229940100198 alkylating agent Drugs 0.000 claims 3
- 229910021529 ammonia Inorganic materials 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims 3
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims 3
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 3
- WRIKHQLVHPKCJU-UHFFFAOYSA-N sodium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([Na])[Si](C)(C)C WRIKHQLVHPKCJU-UHFFFAOYSA-N 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 2
- 125000006305 3-iodophenyl group Chemical group [H]C1=C([H])C(I)=C([H])C(*)=C1[H] 0.000 claims 2
- 125000004539 5-benzimidazolyl group Chemical group N1=CNC2=C1C=CC(=C2)* 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 150000002429 hydrazines Chemical class 0.000 claims 2
- 150000002443 hydroxylamines Chemical class 0.000 claims 2
- 239000003120 macrolide antibiotic agent Substances 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- YCQANBSROMMIQP-UHFFFAOYSA-N 1-chloropyrrolidine-2,5-dione;methylsulfanylmethane Chemical group CSC.ClN1C(=O)CCC1=O YCQANBSROMMIQP-UHFFFAOYSA-N 0.000 claims 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- YHVUVJYEERGYNU-UHFFFAOYSA-N 4',8-Di-Me ether-5,7,8-Trihydroxy-3-(4-hydroxybenzyl)-4-chromanone Natural products COC1(C)CC(O)OC(C)C1O YHVUVJYEERGYNU-UHFFFAOYSA-N 0.000 claims 1
- 125000006725 C1-C10 alkenyl group Chemical group 0.000 claims 1
- 125000006416 CBr Chemical group BrC* 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- AJSDVNKVGFVAQU-BIIVOSGPSA-N cladinose Chemical compound O=CC[C@@](C)(OC)[C@@H](O)[C@H](C)O AJSDVNKVGFVAQU-BIIVOSGPSA-N 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 238000006268 reductive amination reaction Methods 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
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
-
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Cephalosporin Compounds (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70777696A | 1996-09-04 | 1996-09-04 | |
| US08/888,350 US5866549A (en) | 1996-09-04 | 1997-07-03 | 6-O-substituted ketolides having antibacterial activity |
| PCT/US1997/015506 WO1998009978A1 (en) | 1996-09-04 | 1997-09-02 | 6-o-substituted ketolides having antibacterial activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SI20023A SI20023A (sl) | 2000-02-29 |
| SI20023B true SI20023B (en) | 2001-02-28 |
Family
ID=27107953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9720062A SI20023B (en) | 1996-09-04 | 1997-09-02 | 6-substituted ketolides having antibacterial activity |
Country Status (28)
| Country | Link |
|---|---|
| US (4) | US6075133A (es) |
| EP (5) | EP1291353B1 (es) |
| JP (1) | JP4597274B2 (es) |
| KR (5) | KR20050044816A (es) |
| CN (4) | CN1680419A (es) |
| AT (5) | ATE296832T1 (es) |
| BG (1) | BG63547B1 (es) |
| BR (1) | BR9711661A (es) |
| CA (1) | CA2263972C (es) |
| CZ (1) | CZ300106B6 (es) |
| DE (5) | DE69733370T2 (es) |
| DK (5) | DK1291350T3 (es) |
| ES (5) | ES2242813T3 (es) |
| HK (1) | HK1021537A1 (es) |
| HR (5) | HRP970473B1 (es) |
| HU (1) | HU230166B1 (es) |
| ID (1) | ID19406A (es) |
| IL (1) | IL128681A0 (es) |
| NO (1) | NO314230B1 (es) |
| NZ (1) | NZ334274A (es) |
| PL (1) | PL188173B1 (es) |
| PT (5) | PT929563E (es) |
| RO (1) | RO121473B1 (es) |
| RU (1) | RU2192427C2 (es) |
| SI (1) | SI20023B (es) |
| SK (5) | SK286181B6 (es) |
| TR (1) | TR199901127T2 (es) |
| WO (1) | WO1998009978A1 (es) |
Families Citing this family (85)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6495348B1 (en) | 1993-10-07 | 2002-12-17 | Regents Of The University Of Minnesota | Mitomycin biosynthetic gene cluster |
| 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 |
| AP1060A (en) * | 1998-01-02 | 2002-04-23 | Pfizer Prod Inc | Novel erythromycin derivatives. |
| ATE243219T1 (de) | 1998-04-24 | 2003-07-15 | Pfizer Prod Inc | 9a, 11b-dehydro derivative von 9-oxime-3-keto-6-0-methylerythromycin |
| US6265202B1 (en) | 1998-06-26 | 2001-07-24 | Regents Of The University Of Minnesota | DNA encoding methymycin and pikromycin |
| FR2780977B1 (fr) * | 1998-07-09 | 2000-09-01 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| FR2792637B1 (fr) * | 1999-04-26 | 2001-06-01 | Hoechst Marion Roussel Inc | Nouveaux derives de l'erythromycine, leur procede de preparation et leur application comme medicaments |
| 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 |
| 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 |
| CA2349338C (en) * | 1998-11-03 | 2005-12-06 | Pfizer Products Inc. | Novel macrolide antibiotics |
| DK1161438T3 (da) * | 1999-03-15 | 2004-08-30 | Abbott Lab | 6-O-substituerede makrolider, som har antibakteriel aktivitet |
| US6514944B2 (en) | 1999-04-16 | 2003-02-04 | Kosan Biosciences, Inc. | Macrolide antiinfective agents |
| ES2272273T3 (es) | 1999-04-16 | 2007-05-01 | Kosan Biosciences, Inc. | Agentes antiinfecciosos macrolidos. |
| US6939861B2 (en) | 1999-04-16 | 2005-09-06 | Kosan Biosciences, Inc. | Amido macrolides |
| US6451768B1 (en) | 1999-04-16 | 2002-09-17 | Kosan Biosciences, Inc. | Macrolide antiinfective agents |
| US6420535B1 (en) * | 1999-06-07 | 2002-07-16 | Abbott Laboratories | 6-O-carbamate ketolide derivatives |
| EP1181300B1 (en) * | 1999-06-07 | 2003-09-17 | Abbott Laboratories | 6-o-carbamate ketolide derivatives |
| US6437106B1 (en) * | 1999-06-24 | 2002-08-20 | Abbott Laboratories | Process for preparing 6-o-substituted erythromycin derivatives |
| US6417366B2 (en) * | 1999-06-24 | 2002-07-09 | Abbott Laboratories | Preparation of quinoline-substituted carbonate and carbamate derivatives |
| EP1101769A3 (en) | 1999-11-18 | 2001-10-24 | Pfizer Products Inc. | Nitrogen containing erythromycin derivatives |
| US6472372B1 (en) | 2000-12-06 | 2002-10-29 | Ortho-Mcneil Pharmaceuticals, Inc. | 6-O-Carbamoyl ketolide antibacterials |
| WO2003004509A2 (en) * | 2001-07-03 | 2003-01-16 | Chiron Corporation | C12 modified erythromycin macrolides and ketolides having antibacterial activity |
| WO2003024986A1 (en) | 2001-09-17 | 2003-03-27 | Ortho-Mcneil Pharmaceutical, Inc. | 6-o-carbamate-11,12-lacto-ketolide antimicrobials |
| US6673774B2 (en) * | 2001-12-03 | 2004-01-06 | Enanta Pharmaceuticals, Inc. | 11-O-substituted macrolides and their descladinose derivatives |
| BR0214748A (pt) | 2001-12-05 | 2004-11-23 | Ortho Mcneil Pharm Inc | Derivados 6-oacil-cetolidas de eritromicina, úteis como antibacterianos |
| JP2005522453A (ja) * | 2002-02-13 | 2005-07-28 | アボット・ラボラトリーズ | マクロライド抗菌化合物 |
| US6831068B2 (en) * | 2002-02-13 | 2004-12-14 | Abbott Laboratories | Macrolide antibacterial compounds |
| US20030162729A1 (en) * | 2002-02-13 | 2003-08-28 | Zhenkun Ma | Macrolides with activity against methicillin-resistant staphylococcus aureus |
| IL163666A0 (en) | 2002-02-22 | 2005-12-18 | New River Pharmaceuticals Inc | Active agent delivery systems and methods for protecting and administering active agents |
| US6995143B2 (en) | 2002-02-28 | 2006-02-07 | Basilea Pharmaceutica Ag | Macrolides with antibacterial activity |
| US7273853B2 (en) * | 2002-05-13 | 2007-09-25 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide derivatives |
| US7910558B2 (en) * | 2002-05-13 | 2011-03-22 | Enanta Pharmaceuticals, Inc. | Bridged macrocyclic compounds and processes for the preparation thereof |
| US6841664B2 (en) * | 2002-07-25 | 2005-01-11 | Enanra Pharmaceuticals, Inc. | 6,11-4-carbon bridged ketolides |
| US6825172B2 (en) | 2002-05-31 | 2004-11-30 | Janssen Pharmaceutica, Nv | 3-descladinosyl-6-O-carbamoyl and 6-O-carbonoyl macrolide antibacterial agents |
| WO2004078771A1 (ja) * | 2003-03-07 | 2004-09-16 | Taisho Pharmaceutical Co., Ltd. | ２－フルオロ－６－ｏ－置換ケトライド誘導体 |
| CA2529817C (en) | 2003-03-10 | 2013-02-12 | Optimer Pharmaceuticals, Inc. | Novel antibacterial agents |
| US7163924B2 (en) * | 2003-04-25 | 2007-01-16 | Chiron Corporation | Ketolide derivatives |
| US20040254126A1 (en) * | 2003-06-05 | 2004-12-16 | Yao-Ling Qiu | 11-12 Bicyclic erythromycin derivatives |
| US6790835B1 (en) * | 2003-06-05 | 2004-09-14 | Enanta Pharmaceuticals, Inc. | Bicyclic macrolide derivatives |
| US20050101548A1 (en) * | 2003-09-12 | 2005-05-12 | Xiaodong Lin | Antimicrobial derivatives |
| GB0327720D0 (en) | 2003-11-28 | 2003-12-31 | Biotica Tech Ltd | Erythromycins and process for their preparation |
| WO2005067564A2 (en) * | 2004-01-07 | 2005-07-28 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic erythromycin derivatives |
| US7265094B2 (en) * | 2004-01-09 | 2007-09-04 | Enanta Pharmaceuticals, Inc. | 9N-substituted 6-11 bicyclic erythromycin derivatives |
| US7384921B2 (en) * | 2004-02-20 | 2008-06-10 | Enanta Pharmaceuticals, Inc. | Polymorphic forms of 6-11 bicyclic ketolide derivatives |
| FR2874922A1 (fr) * | 2004-07-30 | 2006-03-10 | Palumed Sa | Molecules hybrides qa ou q est une aminoquinoleine et a est un residu antibiotique, leur synthese et leurs utilisations en tant qu'agent antibacterien |
| BRPI0514381A (pt) * | 2004-07-30 | 2008-06-10 | Palumed Sa | compostos hìbridos de aminoquinolina-antibiótico, composições farmacêuticas, método de preparação e uso destes |
| WO2006065743A2 (en) * | 2004-12-13 | 2006-06-22 | Enanta Pharmaceuticals, Inc. | Tetracylic bicyclolides |
| EP1836211B1 (en) * | 2004-12-21 | 2010-03-03 | Pfizer Products Inc. | Macrolides |
| US7517859B2 (en) * | 2005-05-04 | 2009-04-14 | Enanta Pharmaceuticals, Inc. | Spirocyclic bicyclolides |
| US20060252710A1 (en) * | 2005-05-04 | 2006-11-09 | Guoqiang Wang | 6-11 Bridged oxime erythromycin derivatives |
| US7384922B2 (en) * | 2005-05-04 | 2008-06-10 | Enanta Pharmaceuticals, Inc. | 6-11 bridged oxime erythromycin derivatives |
| JP5015016B2 (ja) | 2006-02-07 | 2012-08-29 | 大正製薬株式会社 | １０ａ−アザライド化合物 |
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