CA2181351A1 - Process and Intermediates for Preparing Naphthyridonecarboxylic Acid Salts - Google Patents
Process and Intermediates for Preparing Naphthyridonecarboxylic Acid SaltsInfo
- Publication number
- CA2181351A1 CA2181351A1 CA2181351A CA2181351A CA2181351A1 CA 2181351 A1 CA2181351 A1 CA 2181351A1 CA 2181351 A CA2181351 A CA 2181351A CA 2181351 A CA2181351 A CA 2181351A CA 2181351 A1 CA2181351 A1 CA 2181351A1
- Authority
- CA
- Canada
- Prior art keywords
- intermediates
- alpha
- acid salts
- preparing
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000002253 acid Substances 0.000 title abstract 4
- 150000003839 salts Chemical class 0.000 title abstract 4
- 239000000543 intermediate Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- ZFRUGZMCGCYBRC-UHFFFAOYSA-N 1h-1,8-naphthyridin-2-one Chemical compound C1=CC=NC2=NC(O)=CC=C21 ZFRUGZMCGCYBRC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- -1 naphthyridone carboxylic acid Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- 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
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention relates to novel processes for preparing compounds of formula (I), wherein R1H is as defined below, which is a salt of the naphthyridone antibiotic 7-(1.alpha.,5.alpha.,6.alpha.)-(6-amino-3-azabicyclo[3.1.0]hex-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carbocylic acid and a pharmaceutically acceptable acid. The salt and antibiotics have antibacterial activity. This invention also relates to novel intermediates, and processes for their preparation, of formulae (IV), (IIIB) or (IIIA). The compounds of formulae (IIIA), (IIIB) and (IV) are useful as intermediates in the syntheses of the azabicyclo naphthyridone carboxylic acid alkanesulfonic acid salts of formula (I).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18194294A | 1994-01-18 | 1994-01-18 | |
| US08/181,942 | 1994-01-18 | ||
| PCT/IB1994/000410 WO1995019361A1 (en) | 1994-01-18 | 1994-12-12 | Process and intermediates for preparing naphthyridonecarboxylic acid salts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2181351A1 true CA2181351A1 (en) | 1995-07-20 |
| CA2181351C CA2181351C (en) | 1999-09-28 |
Family
ID=22666458
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002181351A Expired - Fee Related CA2181351C (en) | 1994-01-18 | 1994-12-12 | Process and intermediates for preparing naphthyridonecarboxylic acid salts |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0740667A1 (en) |
| JP (1) | JP2891543B2 (en) |
| KR (1) | KR100221386B1 (en) |
| CN (1) | CN1141634A (en) |
| AU (1) | AU694149B2 (en) |
| BR (1) | BR9408490A (en) |
| CA (1) | CA2181351C (en) |
| CZ (1) | CZ286896B6 (en) |
| FI (1) | FI962880A0 (en) |
| HU (1) | HUT74883A (en) |
| IL (1) | IL112323A (en) |
| MY (1) | MY130510A (en) |
| NO (1) | NO305838B1 (en) |
| NZ (1) | NZ276478A (en) |
| PL (1) | PL179996B1 (en) |
| RU (1) | RU2147303C1 (en) |
| TW (1) | TW414791B (en) |
| WO (1) | WO1995019361A1 (en) |
| ZA (1) | ZA95340B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2223404C (en) * | 1995-06-06 | 2001-01-16 | Thomas A. Morris | Novel crystal form of anhydrous 7-(¬1.alpha., 5.alpha., 6.alpha.|-6-amino-3-azabicyclo¬3.1.0|hex-3-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt |
| ES2095809B1 (en) * | 1995-07-27 | 1997-12-16 | Sint Quimica Sa | PROCEDURE FOR THE PREPARATION OF NAFTIRIDIN CARBOXYLIC ACIDS AND THEIR SALTS. |
| GB9524466D0 (en) * | 1995-11-30 | 1996-01-31 | Pfizer Ltd | Process |
| JPH1087617A (en) * | 1996-07-09 | 1998-04-07 | Pfizer Inc | Preparation of intermediates useful for the synthesis of quinoline antibiotics |
| GB9614422D0 (en) * | 1996-07-09 | 1996-09-04 | Pfizer Ltd | Novel process |
| HN1998000106A (en) | 1997-08-01 | 1999-01-08 | Pfizer Prod Inc | PARENTERAL COMPOSITIONS OF ALATROFLAXACINO |
| US6114531A (en) * | 1998-07-28 | 2000-09-05 | Pfizer Inc. | Process for preparing quinolone and naphthyridone carboxylic acids |
| HN1999000141A (en) * | 1998-09-03 | 2000-06-19 | Pfizer Prod Inc | PROCEDURE FOR PREPARING SALTS OF TROVAFLOXACIN FOR ADDITION OF ACIDS. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5164402A (en) * | 1989-08-16 | 1992-11-17 | Pfizer Inc | Azabicyclo quinolone and naphthyridinone carboxylic acids |
| US5256791A (en) | 1992-03-02 | 1993-10-26 | Pfizer Inc. | Preparation of intermediates in the synthesis of quinoline antibiotics |
-
1994
- 1994-12-12 CZ CZ19962111A patent/CZ286896B6/en not_active IP Right Cessation
- 1994-12-12 RU RU96115919A patent/RU2147303C1/en active
- 1994-12-12 HU HU9601957A patent/HUT74883A/en unknown
- 1994-12-12 NZ NZ276478A patent/NZ276478A/en unknown
- 1994-12-12 KR KR1019960703846A patent/KR100221386B1/en not_active Expired - Fee Related
- 1994-12-12 JP JP7518931A patent/JP2891543B2/en not_active Expired - Lifetime
- 1994-12-12 PL PL94317043A patent/PL179996B1/en unknown
- 1994-12-12 CA CA002181351A patent/CA2181351C/en not_active Expired - Fee Related
- 1994-12-12 WO PCT/IB1994/000410 patent/WO1995019361A1/en not_active Ceased
- 1994-12-12 BR BR9408490A patent/BR9408490A/en not_active Application Discontinuation
- 1994-12-12 CN CN94194842A patent/CN1141634A/en active Pending
- 1994-12-12 EP EP95901569A patent/EP0740667A1/en not_active Withdrawn
- 1994-12-12 AU AU10754/95A patent/AU694149B2/en not_active Ceased
- 1994-12-17 TW TW083111804A patent/TW414791B/en not_active IP Right Cessation
-
1995
- 1995-01-12 IL IL11232395A patent/IL112323A/en not_active IP Right Cessation
- 1995-01-17 MY MYPI95000103A patent/MY130510A/en unknown
- 1995-01-17 ZA ZA95340A patent/ZA95340B/en unknown
-
1996
- 1996-07-17 NO NO962990A patent/NO305838B1/en not_active IP Right Cessation
- 1996-07-17 FI FI962880A patent/FI962880A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL112323A0 (en) | 1995-03-30 |
| JP2891543B2 (en) | 1999-05-17 |
| CZ286896B6 (en) | 2000-07-12 |
| NZ276478A (en) | 1998-05-27 |
| ZA95340B (en) | 1996-07-17 |
| IL112323A (en) | 2001-03-19 |
| FI962880A7 (en) | 1996-07-17 |
| MY130510A (en) | 2007-06-29 |
| NO962990L (en) | 1996-07-17 |
| NO962990D0 (en) | 1996-07-17 |
| TW414791B (en) | 2000-12-11 |
| KR100221386B1 (en) | 1999-09-15 |
| FI962880A0 (en) | 1996-07-17 |
| HUT74883A (en) | 1997-02-28 |
| CN1141634A (en) | 1997-01-29 |
| EP0740667A1 (en) | 1996-11-06 |
| CA2181351C (en) | 1999-09-28 |
| BR9408490A (en) | 1997-08-26 |
| WO1995019361A1 (en) | 1995-07-20 |
| PL179996B1 (en) | 2000-11-30 |
| HU9601957D0 (en) | 1996-09-30 |
| AU694149B2 (en) | 1998-07-16 |
| JPH09501182A (en) | 1997-02-04 |
| CZ211196A3 (en) | 1997-01-15 |
| NO305838B1 (en) | 1999-08-02 |
| PL317043A1 (en) | 1997-03-03 |
| AU1075495A (en) | 1995-08-01 |
| RU2147303C1 (en) | 2000-04-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU608881B2 (en) | Quinolone and naphthyridine antibacterial agents containing an alpha-amino acid in the side chain of the 7-substituent | |
| AP9600817A0 (en) | Novel cryatal form of anhydrous 7-( [1A,5A,6A]-6-amino3-3-azabicyclo [3.1.0.] hex-3-yl) -6-fluro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1, 8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt. | |
| CA2223404A1 (en) | Novel crystal form of anhydrous 7-(¬1.alpha., 5.alpha., 6.alpha.|-6-amino-3-azabicyclo¬3.1.0|hex-3-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, methanesulfonic acid salt | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |