RU2007121581A - Макролоны-аминозамещенные хинолоны - Google Patents
Макролоны-аминозамещенные хинолоны Download PDFInfo
- Publication number
- RU2007121581A RU2007121581A RU2007121581/04A RU2007121581A RU2007121581A RU 2007121581 A RU2007121581 A RU 2007121581A RU 2007121581/04 A RU2007121581/04 A RU 2007121581/04A RU 2007121581 A RU2007121581 A RU 2007121581A RU 2007121581 A RU2007121581 A RU 2007121581A
- Authority
- RU
- Russia
- Prior art keywords
- oxo
- carboxy
- dimethylamino
- dihydro
- alkyl
- Prior art date
Links
- 125000000217 alkyl group Chemical group 0.000 claims abstract 30
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 29
- 239000001257 hydrogen Substances 0.000 claims abstract 29
- 150000001875 compounds Chemical class 0.000 claims abstract 25
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 12
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 11
- 125000003118 aryl group Chemical group 0.000 claims abstract 9
- 125000004122 cyclic group Chemical group 0.000 claims abstract 8
- 125000001424 substituent group Chemical group 0.000 claims abstract 7
- 125000004429 atom Chemical group 0.000 claims abstract 6
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 4
- -1 R 33 halogen Chemical class 0.000 claims 54
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 28
- 125000006308 propyl amino group Chemical group 0.000 claims 20
- 229960002626 clarithromycin Drugs 0.000 claims 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 13
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Natural products 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 claims 11
- 229960003276 erythromycin Drugs 0.000 claims 11
- 150000002431 hydrogen Chemical class 0.000 claims 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 8
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 4
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 4
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 229960004099 azithromycin Drugs 0.000 claims 4
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 4
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
- 241001465754 Metazoa Species 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 230000000813 microbial effect Effects 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- VFRSADQPWYCXDG-LEUCUCNGSA-N ethyl (2s,5s)-5-methylpyrrolidine-2-carboxylate;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CCOC(=O)[C@@H]1CC[C@H](C)N1 VFRSADQPWYCXDG-LEUCUCNGSA-N 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 230000003993 interaction Effects 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 150000002923 oximes Chemical class 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 230000009885 systemic effect Effects 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 230000000844 anti-bacterial effect Effects 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 125000006317 cyclopropyl amino group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000004001 thioalkyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 6
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 0 CC(C)(C=CC=C1*(C=C2*)N(C)*)C=C1C2=O Chemical compound CC(C)(C=CC=C1*(C=C2*)N(C)*)C=C1C2=O 0.000 description 1
Classifications
-
- 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
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- 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
- A61P31/10—Antimycotics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- General Chemical & Material Sciences (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0424959A GB0424959D0 (en) | 2004-11-11 | 2004-11-11 | Novel compounds |
| GB0424959.5 | 2004-11-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2007121581A true RU2007121581A (ru) | 2008-12-20 |
Family
ID=33523587
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2007121581/04A RU2007121581A (ru) | 2004-11-11 | 2005-11-09 | Макролоны-аминозамещенные хинолоны |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US7718621B2 (enExample) |
| EP (1) | EP1824870A1 (enExample) |
| JP (1) | JP2008519788A (enExample) |
| KR (1) | KR20070085919A (enExample) |
| CN (1) | CN101098881A (enExample) |
| AR (1) | AR053311A1 (enExample) |
| AU (1) | AU2005303961A1 (enExample) |
| BR (1) | BRPI0517792A (enExample) |
| CA (1) | CA2587413A1 (enExample) |
| GB (1) | GB0424959D0 (enExample) |
| IL (1) | IL182978A0 (enExample) |
| MA (1) | MA29213B1 (enExample) |
| MX (1) | MX2007005776A (enExample) |
| NO (1) | NO20072939L (enExample) |
| PE (1) | PE20061137A1 (enExample) |
| RU (1) | RU2007121581A (enExample) |
| TW (1) | TW200630378A (enExample) |
| WO (1) | WO2006050942A1 (enExample) |
| ZA (1) | ZA200703603B (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7601695B2 (en) | 2003-03-10 | 2009-10-13 | Optimer Pharmaceuticals, Inc. | Antibacterial agents |
| WO2007054295A1 (en) * | 2005-11-09 | 2007-05-18 | Glaxo Group Limited | New 4*-substituted erythromycin derivative |
| EP1879904A1 (en) * | 2005-05-10 | 2008-01-23 | GlaxoSmithKline istrazivacki centar Zagreb d.o.o. | 4" amino linked macrolides useful for the treatment of microbial infections |
| WO2007054296A1 (en) * | 2005-11-09 | 2007-05-18 | Glaxo Group Limited | Macrolones |
| NZ583878A (en) | 2007-09-14 | 2012-10-26 | Vertex Pharma | Modulators of ABC transporter and cystic fibrosis transmembrane conductance regulator (CFTR) |
| AU2008316830B2 (en) | 2007-10-25 | 2016-03-17 | Cempra Pharmaceuticals, Inc. | Process for the preparation of macrolide antibacterial agents |
| TW200946109A (en) * | 2008-05-09 | 2009-11-16 | Enanta Pharm Inc | Anti-bacterial activity of 9-hydroxy derivatives 6, 11-bicyclolides |
| CN107854477A (zh) | 2008-10-24 | 2018-03-30 | 森普拉制药公司 | 使用含三唑的大环内酯治疗抗性疾病的方法 |
| US9937194B1 (en) | 2009-06-12 | 2018-04-10 | Cempra Pharmaceuticals, Inc. | Compounds and methods for treating inflammatory diseases |
| US9480679B2 (en) | 2009-09-10 | 2016-11-01 | Cempra Pharmaceuticals, Inc. | Methods for treating malaria, tuberculosis and MAC diseases |
| BR112012029586A2 (pt) * | 2010-05-20 | 2016-08-02 | Cempra Pharmaceuticals Inc | processos para preparar macrolídeos e cetolídeos e intermediários dos mesmos |
| KR20130120458A (ko) | 2010-09-10 | 2013-11-04 | 셈프라 파마슈티컬스, 인크. | 질환을 치료하기 위한 수소결합 형성 플루오로 케토라이드 |
| WO2013148891A1 (en) | 2012-03-27 | 2013-10-03 | Cempra Pharmaceuticals, Inc. | Parenteral formulations for administering macrolide antibiotics |
| WO2014152326A1 (en) | 2013-03-14 | 2014-09-25 | Cempra Pharmaceuticals, Inc. | Methods for treating respiratory diseases and formulations therefor |
| AU2014233240B2 (en) | 2013-03-15 | 2018-08-09 | Cempra Pharmaceuticals, Inc. | Convergent processes for preparing macrolide antibacterial agents |
| CN106589023A (zh) * | 2016-11-22 | 2017-04-26 | 宜昌东阳光药业股份有限公司 | 一种罗红霉素杂质及其合成方法 |
| CN110475777B (zh) | 2017-03-30 | 2022-04-15 | 豪夫迈·罗氏有限公司 | 用于治疗和预防细菌感染的新吡啶并[2,3-b]吲哚化合物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2808070A1 (de) * | 1978-02-24 | 1979-08-30 | Bayer Ag | Verfahren zur herstellung von 4-pyridon-3-carbonsaeuren und/oder deren derivaten |
| GB0127349D0 (en) | 2001-11-14 | 2002-01-02 | Glaxo Group Ltd | Macrolides |
| GB0225384D0 (en) | 2002-10-31 | 2002-12-11 | Glaxo Group Ltd | Novel compounds |
-
2004
- 2004-11-11 GB GB0424959A patent/GB0424959D0/en not_active Ceased
-
2005
- 2005-11-09 AU AU2005303961A patent/AU2005303961A1/en not_active Abandoned
- 2005-11-09 CA CA002587413A patent/CA2587413A1/en not_active Abandoned
- 2005-11-09 JP JP2007540573A patent/JP2008519788A/ja not_active Withdrawn
- 2005-11-09 RU RU2007121581/04A patent/RU2007121581A/ru not_active Application Discontinuation
- 2005-11-09 BR BRPI0517792-8A patent/BRPI0517792A/pt not_active IP Right Cessation
- 2005-11-09 MX MX2007005776A patent/MX2007005776A/es unknown
- 2005-11-09 WO PCT/EP2005/012038 patent/WO2006050942A1/en not_active Ceased
- 2005-11-09 CN CNA2005800463765A patent/CN101098881A/zh active Pending
- 2005-11-09 US US11/719,004 patent/US7718621B2/en not_active Expired - Fee Related
- 2005-11-09 KR KR1020077012942A patent/KR20070085919A/ko not_active Withdrawn
- 2005-11-09 EP EP05801894A patent/EP1824870A1/en not_active Withdrawn
- 2005-11-09 TW TW094139277A patent/TW200630378A/zh unknown
- 2005-11-09 AR ARP050104704A patent/AR053311A1/es not_active Application Discontinuation
- 2005-11-09 PE PE2005001311A patent/PE20061137A1/es not_active Application Discontinuation
-
2006
- 2006-11-07 US US12/093,145 patent/US20080269146A1/en not_active Abandoned
-
2007
- 2007-05-03 IL IL182978A patent/IL182978A0/en unknown
- 2007-05-04 ZA ZA200703603A patent/ZA200703603B/en unknown
- 2007-05-22 MA MA29930A patent/MA29213B1/fr unknown
- 2007-06-08 NO NO20072939A patent/NO20072939L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20080090773A1 (en) | 2008-04-17 |
| MX2007005776A (es) | 2007-07-16 |
| PE20061137A1 (es) | 2006-12-13 |
| AR053311A1 (es) | 2007-05-02 |
| TW200630378A (en) | 2006-09-01 |
| EP1824870A1 (en) | 2007-08-29 |
| US20080269146A1 (en) | 2008-10-30 |
| NO20072939L (no) | 2007-08-08 |
| MA29213B1 (fr) | 2008-02-01 |
| KR20070085919A (ko) | 2007-08-27 |
| US7718621B2 (en) | 2010-05-18 |
| CN101098881A (zh) | 2008-01-02 |
| GB0424959D0 (en) | 2004-12-15 |
| AU2005303961A1 (en) | 2006-05-18 |
| JP2008519788A (ja) | 2008-06-12 |
| IL182978A0 (en) | 2007-08-19 |
| CA2587413A1 (en) | 2006-05-18 |
| WO2006050942A1 (en) | 2006-05-18 |
| ZA200703603B (en) | 2008-07-30 |
| BRPI0517792A (pt) | 2008-10-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA93 | Acknowledgement of application withdrawn (no request for examination) |
Effective date: 20090122 |