AR044768A1 - Derivados de o- alquil macrolidos y azalidos y procedimiento de preparacion - Google Patents
Derivados de o- alquil macrolidos y azalidos y procedimiento de preparacionInfo
- Publication number
- AR044768A1 AR044768A1 ARP040101795A ARP040101795A AR044768A1 AR 044768 A1 AR044768 A1 AR 044768A1 AR P040101795 A ARP040101795 A AR P040101795A AR P040101795 A ARP040101795 A AR P040101795A AR 044768 A1 AR044768 A1 AR 044768A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- azalides
- macrolides
- pharmaceutically acceptable
- acceptable salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 239000003120 macrolide antibiotic agent Substances 0.000 abstract 5
- 229940041033 macrolides Drugs 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 238000010934 O-alkylation reaction Methods 0.000 abstract 2
- 239000003242 anti bacterial agent Substances 0.000 abstract 2
- 239000012453 solvate Substances 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004327 boric acid Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 208000035196 congenital hypomyelinating 2 neuropathy Diseases 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 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
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un procedimiento, un compuesto y una composición farmacéutica. El procedimiento es empleado para al O-alquilación regioselectiva de macrólidos y azálidos para preparar compuestos de 11-O-alquilo de la fórmula (1), y sales y solvatos farmacéuticamente aceptables de los mismos. Los 11-O-alquil macrólidos y azálidos obtenidos de acuerdo con el procedimiento, sales y solventes farmacéuticamente aceptables de estos son destinados para su uso como agentes antibacterianos o intermediarios para la síntesis de otros agentes antibacterianos. Reivindicación 1: Un procedimiento para la O-alquilación regioselectiva de macrólidos y azálidos para preparar compuestos de 11-O-alquilo de la fórmula (1), y sales y solvatos farmacéuticamente aceptables de los mismos, en donde: A se deriva de un macrólido de 14 miembros o un azálido de 15-miembros y R1 es un grupo alquilo C1-4, que comprende: hacer reaccionar un macrólido o un azálido que tiene un sistema hidroxilo adyacente de la fórmula (2), con un diazoalcano de la fórmula: R2-CHN2, en donde R2 es hidrógeno o un grupo alquilo C1-3, en presencia de un catalizador de haluro de un metal de transición o ácido bórico, en un solvente orgánico inerte.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US47434803P | 2003-05-30 | 2003-05-30 | |
| US49981703P | 2003-09-02 | 2003-09-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR044768A1 true AR044768A1 (es) | 2005-10-05 |
Family
ID=33493383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP040101795A AR044768A1 (es) | 2003-05-30 | 2004-05-24 | Derivados de o- alquil macrolidos y azalidos y procedimiento de preparacion |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7435805B2 (es) |
| EP (1) | EP1633764B1 (es) |
| JP (1) | JP2007502857A (es) |
| AR (1) | AR044768A1 (es) |
| AT (1) | ATE442374T1 (es) |
| CA (1) | CA2526732A1 (es) |
| DE (1) | DE602004023079D1 (es) |
| ES (1) | ES2330938T3 (es) |
| IS (1) | IS8191A (es) |
| RS (1) | RS20050883A (es) |
| WO (1) | WO2004106354A1 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201608236D0 (en) | 2016-05-11 | 2016-06-22 | Fidelta D O O | Seco macrolide compounds |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS572298A (en) * | 1980-06-04 | 1982-01-07 | Taisho Pharmaceut Co Ltd | Erythromycin derivative |
| US4331803A (en) | 1980-06-04 | 1982-05-25 | Taisho Pharmaceutical Co., Ltd. | Novel erythromycin compounds |
| JPS5896095A (ja) * | 1981-11-30 | 1983-06-07 | Taisho Pharmaceut Co Ltd | １１−ｏ−アルキルエリスロマイシンａ誘導体 |
| SI9011409A (en) | 1990-07-18 | 1995-10-31 | Pliva Pharm & Chem Works | O-methyl azitromycin derivates, methods and intermediates for their preparation and methods for preparation of pharmaceuticals products which comprise them |
| CA2064985A1 (en) * | 1991-04-05 | 1992-10-06 | Robert R. Wilkening | 8a-aza-8a-homoertyhromycin cyclic lactams |
| US5872229A (en) | 1995-11-21 | 1999-02-16 | Abbott Laboratories | Process for 6-O-alkylation of erythromycin derivatives |
| US5719272A (en) | 1996-04-02 | 1998-02-17 | Abbott Laboratories | 2'-protected 3'-dimethylamine, 9-etheroxime erythromycin A derivatives |
| US5929219A (en) | 1997-09-10 | 1999-07-27 | Abbott Laboratories | 9-hydrazone and 9-azine erythromycin derivatives and a process of making the same |
| DE69836697T2 (de) | 1997-10-16 | 2007-10-04 | Glaxosmithkline Istrazivacki Centar Zagreb D.O.O. | Neue 3,6-Hemiketale der 9a-Azalidklasse |
| HRP980189B1 (en) * | 1998-04-06 | 2004-04-30 | Pliva Pharm & Chem Works | Novel 15-membered lactams ketolides |
| TW546302B (en) * | 1998-05-08 | 2003-08-11 | Biochemie Sa | Improvements in macrolide production |
| HRP990116B1 (en) * | 1999-04-20 | 2007-10-31 | GlaxoSmithKline istra�iva�ki centar Zagreb d.o.o. | NOVEL 8a AND 9a- 15-MEMBERED LACTAMES |
| JP2004506664A (ja) * | 2000-08-23 | 2004-03-04 | ウォックハート・リミテッド | 無水アジトロマイシンの製造法 |
-
2004
- 2004-05-21 US US10/851,768 patent/US7435805B2/en not_active Expired - Fee Related
- 2004-05-24 AR ARP040101795A patent/AR044768A1/es not_active Application Discontinuation
- 2004-05-27 DE DE602004023079T patent/DE602004023079D1/de not_active Expired - Lifetime
- 2004-05-27 AT AT04735055T patent/ATE442374T1/de not_active IP Right Cessation
- 2004-05-27 JP JP2006530698A patent/JP2007502857A/ja active Pending
- 2004-05-27 RS YUP-2005/0883A patent/RS20050883A/sr unknown
- 2004-05-27 WO PCT/IB2004/001749 patent/WO2004106354A1/en active Search and Examination
- 2004-05-27 EP EP04735055A patent/EP1633764B1/en not_active Expired - Lifetime
- 2004-05-27 CA CA002526732A patent/CA2526732A1/en not_active Abandoned
- 2004-05-27 ES ES04735055T patent/ES2330938T3/es not_active Expired - Lifetime
-
2005
- 2005-12-21 IS IS8191A patent/IS8191A/is unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2526732A1 (en) | 2004-12-09 |
| RS20050883A (en) | 2007-12-31 |
| EP1633764A1 (en) | 2006-03-15 |
| WO2004106354A1 (en) | 2004-12-09 |
| EP1633764B1 (en) | 2009-09-09 |
| JP2007502857A (ja) | 2007-02-15 |
| DE602004023079D1 (de) | 2009-10-22 |
| ATE442374T1 (de) | 2009-09-15 |
| US20050164958A1 (en) | 2005-07-28 |
| ES2330938T3 (es) | 2009-12-17 |
| US7435805B2 (en) | 2008-10-14 |
| IS8191A (is) | 2005-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |