ES2019551A6 - Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said process - Google Patents
Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said processInfo
- Publication number
- ES2019551A6 ES2019551A6 ES9001050A ES9001050A ES2019551A6 ES 2019551 A6 ES2019551 A6 ES 2019551A6 ES 9001050 A ES9001050 A ES 9001050A ES 9001050 A ES9001050 A ES 9001050A ES 2019551 A6 ES2019551 A6 ES 2019551A6
- Authority
- ES
- Spain
- Prior art keywords
- derivatives
- fluoro
- dihydro
- oxo
- quinolinecarboxylic 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 5
- UJWJPWVJLPLLEZ-UHFFFAOYSA-N Desethylenenorfloxacin Chemical class FC=1C=C2C(=O)C(C(=O)O)=CNC2=CC=1N1CCNCC1 UJWJPWVJLPLLEZ-UHFFFAOYSA-N 0.000 title 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- -1 cyclic ester Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazynil-3-quinolinecarboxylic acid of formula (I) wherein R1 is H, linear or branched alkyl or hydroxyalkyl having from 1 to 4 carbon atoms and R2 is a linear or cyclic alkyl with 1 to 4 carbon atoms. The process consists in the reaction of a compound (VI) wherein R3 is a linear or branched alkyl with 1 to 5 carbon atoms and R1 may be additionally acyl or alkoxycarbonyl, with HNa and subsequent acid hydrolysis of the cyclic ester obtained. Some of the starting compounds (VI) are new, in particular 3-cyclopropylamino-2-2-chloro-5-fluoro-4-(4-ethoxycarbonyl-1-piperazyn il)benzoylethylacrylate. Amongst the compounds (I) which may be obtained according to this process, cyprofloxazin, norfloxazin and enrofloxazin have the antibacterial activity which makes them appropriate in therapy.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9001050A ES2019551A6 (en) | 1990-04-11 | 1990-04-11 | Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said process |
| PT9732091A PT97320B (en) | 1990-04-11 | 1991-04-10 | PROCESS FOR THE PREPARATION OF ACID DERIVATIVES 6-FLUOR-1,4-DIHYDRO-4-OXO-7-PIPERAZINYL-KINOLINOCARBOXYL ACID |
| MA22389A MA22120A1 (en) | 1990-04-11 | 1991-04-10 | PROCESS FOR OBTAINING 6-FLUORO-I, 4-DEHYDRO-4-OXO-7-PIPERAZINYL-3-QUINOLEINE-CARBOXYLIC ACID DERIVATIVES AND ACRYLATE DERIVATIVES USED IN THIS PROCESS |
| PCT/ES1991/000021 WO1991015477A1 (en) | 1990-04-11 | 1991-04-10 | Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9001050A ES2019551A6 (en) | 1990-04-11 | 1990-04-11 | Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2019551A6 true ES2019551A6 (en) | 1991-06-16 |
Family
ID=8266852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9001050A Expired - Lifetime ES2019551A6 (en) | 1990-04-11 | 1990-04-11 | Process for obtaining derivatives of 6-fluoro-1,4-dihydro-4-oxo-7-piperazinyl-3-quinolinecarboxylic acid and derivatives of acrylate used in said process |
Country Status (4)
| Country | Link |
|---|---|
| ES (1) | ES2019551A6 (en) |
| MA (1) | MA22120A1 (en) |
| PT (1) | PT97320B (en) |
| WO (1) | WO1991015477A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109574924A (en) * | 2019-01-16 | 2019-04-05 | 浙江国邦药业有限公司 | A kind of Enrofloxacin raffinate recoverying and utilizing method |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ208470A (en) * | 1983-07-18 | 1988-06-30 | Abbott Lab | 6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid derivatives and antibacterial compositions containing such |
| EP0242789A3 (en) * | 1986-04-25 | 1990-09-05 | Dainippon Pharmaceutical Co., Ltd. | Novel quinoline derivates and processes for preparation thereof |
| GB8612137D0 (en) * | 1986-05-19 | 1986-06-25 | Fujisawa Pharmaceutical Co | Quinolone compounds |
-
1990
- 1990-04-11 ES ES9001050A patent/ES2019551A6/en not_active Expired - Lifetime
-
1991
- 1991-04-10 MA MA22389A patent/MA22120A1/en unknown
- 1991-04-10 PT PT9732091A patent/PT97320B/en not_active IP Right Cessation
- 1991-04-10 WO PCT/ES1991/000021 patent/WO1991015477A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| PT97320A (en) | 1992-01-31 |
| PT97320B (en) | 1998-08-31 |
| MA22120A1 (en) | 1991-12-31 |
| WO1991015477A1 (en) | 1991-10-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RD1A | Patent seized |
Effective date: 19930915 |
|
| PC1A | Transfer granted | ||
| RD1A | Patent seized |
Effective date: 20010926 |
|
| FD2A | Announcement of lapse in spain |
Effective date: 20180802 |