RU2006143051A - Сложноэфирные производные макролидов, применение для лечения микробных инфекций - Google Patents
Сложноэфирные производные макролидов, применение для лечения микробных инфекций Download PDFInfo
- Publication number
- RU2006143051A RU2006143051A RU2006143051/04A RU2006143051A RU2006143051A RU 2006143051 A RU2006143051 A RU 2006143051A RU 2006143051/04 A RU2006143051/04 A RU 2006143051/04A RU 2006143051 A RU2006143051 A RU 2006143051A RU 2006143051 A RU2006143051 A RU 2006143051A
- Authority
- RU
- Russia
- Prior art keywords
- ethoxy
- oxo
- dihydro
- propionyl
- quinolin
- Prior art date
Links
- 208000015181 infectious disease Diseases 0.000 title claims 4
- 230000000813 microbial effect Effects 0.000 title claims 4
- 150000002148 esters Chemical class 0.000 title 1
- 239000003120 macrolide antibiotic agent Substances 0.000 title 1
- 229940041033 macrolides Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 38
- 150000001875 compounds Chemical class 0.000 claims abstract 30
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 29
- 239000001257 hydrogen Substances 0.000 claims abstract 29
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 13
- 125000003118 aryl group Chemical group 0.000 claims abstract 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 12
- 150000002431 hydrogen Chemical group 0.000 claims abstract 11
- 229910052736 halogen Inorganic materials 0.000 claims abstract 7
- 150000002367 halogens Chemical group 0.000 claims abstract 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 6
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims abstract 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004429 atom Chemical group 0.000 claims abstract 2
- 125000004122 cyclic group Chemical group 0.000 claims abstract 2
- 229910052731 fluorine Chemical group 0.000 claims abstract 2
- 239000011737 fluorine Chemical group 0.000 claims abstract 2
- -1 3- {4- [3- (3-ethoxycarbonyl-1-ethyl-4-oxo-1,4-dihydro-quinolin-6-yl) prop-2-ynyl] piperazin-1-yl } propionyl Chemical group 0.000 claims 81
- 229960004099 azithromycin Drugs 0.000 claims 43
- MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[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 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 claims 37
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 18
- 229960002626 clarithromycin Drugs 0.000 claims 17
- 229960003276 erythromycin Drugs 0.000 claims 14
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound 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 8
- 229930006677 Erythromycin A Natural products 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 6
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 241001465754 Metazoa Species 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- RXZBMPWDPOLZGW-XMRMVWPWSA-N (E)-roxithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=N/OCOCCOC)/[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 RXZBMPWDPOLZGW-XMRMVWPWSA-N 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 230000003993 interaction Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 229960005224 roxithromycin Drugs 0.000 claims 2
- 230000009885 systemic effect Effects 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 1
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 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
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 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
- 125000001424 substituent group Chemical group 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000004001 thioalkyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
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
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56940204P | 2004-05-06 | 2004-05-06 | |
| US60/569,402 | 2004-05-06 | ||
| US58111804P | 2004-06-18 | 2004-06-18 | |
| US60/581,118 | 2004-06-18 | ||
| PCT/IB2005/001186 WO2005108412A1 (en) | 2004-05-06 | 2005-05-02 | Ester linked macrolides useful for the treatment of microbial infections |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2006143051A true RU2006143051A (ru) | 2008-06-20 |
Family
ID=34967616
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2006143051/04A RU2006143051A (ru) | 2004-05-06 | 2005-05-02 | Сложноэфирные производные макролидов, применение для лечения микробных инфекций |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US20080255060A1 (enExample) |
| EP (1) | EP1756135B1 (enExample) |
| JP (1) | JP2007536371A (enExample) |
| AR (1) | AR049269A1 (enExample) |
| AT (1) | ATE439367T1 (enExample) |
| AU (1) | AU2005240849B2 (enExample) |
| BR (1) | BRPI0510328A (enExample) |
| CA (1) | CA2566085A1 (enExample) |
| DE (1) | DE602005015963D1 (enExample) |
| ES (1) | ES2331739T3 (enExample) |
| IL (1) | IL178876A0 (enExample) |
| MA (1) | MA28640B1 (enExample) |
| MX (1) | MXPA06012923A (enExample) |
| NO (1) | NO20065662L (enExample) |
| RU (1) | RU2006143051A (enExample) |
| WO (1) | WO2005108412A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1638549A4 (en) | 2003-03-10 | 2011-06-15 | Optimer Pharmaceuticals Inc | NEW ANTIBACTERIAL AGENTS |
| EP1879903A1 (en) * | 2005-05-10 | 2008-01-23 | GlaxoSmithKline istrazivacki centar Zagreb d.o.o. | Ether linked macrolides useful for the treatment of microbial infections |
| MX2009005977A (es) * | 2006-12-05 | 2009-06-17 | Pfizer | Polimorfos de motilida. |
| CA2703475A1 (en) | 2007-10-25 | 2009-04-30 | Cempra Pharmaceuticals, Inc. | Process for the preparation of macrolide antibacterial agents |
| EP2358379B1 (en) | 2008-10-24 | 2015-12-16 | Cempra Pharmaceuticals, Inc. | Biodefenses using triazole-containing macrolides |
| US9937194B1 (en) | 2009-06-12 | 2018-04-10 | Cempra Pharmaceuticals, Inc. | Compounds and methods for treating inflammatory diseases |
| ES2608285T3 (es) | 2009-09-10 | 2017-04-07 | Cempra Pharmaceuticals, Inc. | Procedimientos para el tratamiento de paludismo, tuberculosis y enfermedades por MAC |
| KR101945324B1 (ko) * | 2010-05-20 | 2019-02-07 | 셈프라 파마슈티컬스, 인크. | 매크로라이드들 및 케톨라이드들과 이의 중간체들을 제조하는 공정들 |
| US9815863B2 (en) | 2010-09-10 | 2017-11-14 | Cempra Pharmaceuticals, Inc. | Hydrogen bond forming fluoro ketolides for treating diseases |
| KR20140139083A (ko) | 2012-03-27 | 2014-12-04 | 셈프라 파마슈티컬스, 인크. | 마크롤라이드계 항생제를 투여하기 위한 비경구 제제 |
| RU2015138796A (ru) | 2013-03-14 | 2017-04-19 | Семпра Фармасьютикалс, Инк. | Способы и составы для лечения респираторных заболеваний |
| JP6675973B2 (ja) | 2013-03-15 | 2020-04-08 | センプラ ファーマシューティカルズ，インコーポレイテッド | マクロライド抗菌薬を調製するための集束的な方法 |
| GB201608236D0 (en) | 2016-05-11 | 2016-06-22 | Fidelta D O O | Seco macrolide compounds |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| GB0310979D0 (en) * | 2003-05-13 | 2003-06-18 | Glaxo Group Ltd | Novel compounds |
| CL2004001012A1 (es) * | 2003-05-13 | 2005-03-18 | Glaxo Group Ltd | Compuestos derivados de macrolidos de 14 o 15 miembros, sustituidos en posicion 4"; procedimiento para su preparacion; composicion farmaceutica que lo comprende; y su uso para el tratamiento o profilaxis de infecciones microbianas sistemicas o topica |
| GB0310984D0 (en) * | 2003-05-13 | 2003-06-18 | Glaxo Group Ltd | Novel compounds |
| EP1879903A1 (en) * | 2005-05-10 | 2008-01-23 | GlaxoSmithKline istrazivacki centar Zagreb d.o.o. | Ether linked macrolides useful for the treatment of microbial infections |
-
2005
- 2005-05-02 BR BRPI0510328-2A patent/BRPI0510328A/pt not_active IP Right Cessation
- 2005-05-02 DE DE602005015963T patent/DE602005015963D1/de not_active Expired - Lifetime
- 2005-05-02 RU RU2006143051/04A patent/RU2006143051A/ru not_active Application Discontinuation
- 2005-05-02 ES ES05739739T patent/ES2331739T3/es not_active Expired - Lifetime
- 2005-05-02 AT AT05739739T patent/ATE439367T1/de not_active IP Right Cessation
- 2005-05-02 CA CA002566085A patent/CA2566085A1/en not_active Abandoned
- 2005-05-02 EP EP05739739A patent/EP1756135B1/en not_active Expired - Lifetime
- 2005-05-02 MX MXPA06012923A patent/MXPA06012923A/es unknown
- 2005-05-02 US US11/568,562 patent/US20080255060A1/en not_active Abandoned
- 2005-05-02 AU AU2005240849A patent/AU2005240849B2/en not_active Ceased
- 2005-05-02 WO PCT/IB2005/001186 patent/WO2005108412A1/en not_active Ceased
- 2005-05-02 JP JP2007512549A patent/JP2007536371A/ja not_active Withdrawn
- 2005-05-04 AR ARP050101810A patent/AR049269A1/es not_active Application Discontinuation
-
2006
- 2006-10-26 IL IL178876A patent/IL178876A0/en unknown
- 2006-12-01 MA MA29498A patent/MA28640B1/fr unknown
- 2006-12-06 NO NO20065662A patent/NO20065662L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| MA28640B1 (fr) | 2007-06-01 |
| WO2005108412A1 (en) | 2005-11-17 |
| BRPI0510328A (pt) | 2007-10-23 |
| EP1756135A1 (en) | 2007-02-28 |
| MXPA06012923A (es) | 2007-07-18 |
| AU2005240849B2 (en) | 2008-10-23 |
| CA2566085A1 (en) | 2005-11-17 |
| AR049269A1 (es) | 2006-07-12 |
| JP2007536371A (ja) | 2007-12-13 |
| ATE439367T1 (de) | 2009-08-15 |
| EP1756135B1 (en) | 2009-08-12 |
| ES2331739T3 (es) | 2010-01-14 |
| DE602005015963D1 (de) | 2009-09-24 |
| NO20065662L (no) | 2007-01-16 |
| US20080255060A1 (en) | 2008-10-16 |
| AU2005240849A1 (en) | 2005-11-17 |
| IL178876A0 (en) | 2007-03-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20090330 |